Feature Properties

Set on a rare peninsula overlooking 27 acres of protected conservation land at Kent's Point, 22 Blake Lane offers over an acre of grounds, sweeping 270-degree water views, breathtaking sunsets, and deepwater access to Little Pleasant Bay -- idyllic waters for boating, nature, and coastal recreation. A long private driveway delivers you into a world apart. The contemporary home centers on a dramatic great room where a wall of windows frames open water on three sides. A spiral staircase ascends to a loft perch above, while the open-concept kitchen and dining room are immersed in the waterscape, anchored by a two-story fireplace. A sunroom captures the shoreline's quieter side, and the finished lower level offers room to expand. Four bedrooms include a primary suite with its own deck and bath. Outside, grounds rich with coastal plantings lead to a fenced yard and wooden stairs to a private beach on Little Pleasant Bay. Generational. Irreplaceable. Quintessential Cape Cod!

22 Blake Ln, Orleans

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .

$3,995,000

3 Beds ⋅ 3 Baths ⋅ 5095771 MLS

Let’s get to the point. Those who know Newfound Lake will understand what we’re talking about. Many are of the opinion that Whittemore Point is the prime spot of the lake. This particular location is most prized with panoramic westerly facing views of the Ledges, Little & Big Sugarloaf, and Bear Mountain… all areas of protected conservation lands. Custom-crafted newer home at the water’s edge with all the updated refinements and conveniences to make lake living worry free. As finely a designed waterfront as you could imagine with hand laid stonework, patio, docking system, and (2) moorings. Complete in every sense of the word and super low Bridgewater taxes make this unparalleled. Showings start with the Open House on Saturday June 27 from 12-3pm.

203 Shore Dr N, Bridgewater

Listing courtesy of Durward Miller Jr. from Coldwell Banker Old Mill Properties/B. ()

$3,995,000

5 Beds ⋅ 3 Baths ⋅ 5092681 MLS

Ideally situated along the shores of Lake Sunapee and just moments from vibrant Sunapee Harbor, this exceptional waterfront residence offers the perfect blend of luxury, comfort, and lakeside charm. Boasting an expansive shoreline and a deep-water boathouse with rooftop deck, the property provides a front-row seat to Sunapee's renowned Fourth of July fireworks and spectacular sunsets across the water. Designed for both entertaining and everyday enjoyment, the property features generous outdoor living spaces, including multiple decks, patios, and balconies overlooking the lake. The level lawn is ideal for games, gatherings, and relaxing afternoons spent watching boats glide by. Inside, the thoughtfully designed floor plan accommodates intimate family living as well as larger groups. The open-concept main level centers around a gourmet kitchen and lakefront dining area, flowing seamlessly into a welcoming living room with fireplace. An enclosed porch offers additional space to unwind while enjoying water views. The first floor also includes a bedroom, a spa-inspired bath with soaking tub, and convenient laundry facilities. Upstairs, the lakefront primary suite serves as a private retreat, featuring a balcony overlooking the water and an en-suite bath. Three additional bedrooms share a well-appointed three-quarter bath, providing ample space for family and guests. A substantial two-story garage offers indoor parking for three vehicles, along with extensive workshop, storage, and hobby space. Enjoy the best of the Lake Sunapee lifestyle with an easy stroll to Sunapee Harbor's restaurants, shops, live music, concerts, farmers market, and community events. Daily walks along the scenic 3.5-mile Burkehaven Loop begin right outside your door. From summer boating and waterfront entertaining to peaceful evenings watching the sunset, this remarkable property offers a rare opportunity to experience lake living at its finest.

91 Lake Ave, Sunapee

Listing courtesy of Pamela Perkins from Four Seasons Sotheby's Int'l Realty. ()

$3,995,000

5 Beds ⋅ 6 Baths ⋅ 24177581 MLS

A breathtaking country estate nestled in the picturesque town of Roxbury, Connecticut, boasts a guest cottage and an in-ground Gunite pool. Encompassing 8.03 acres, the property is surrounded by Jack's Brook and a land trust on two sides, providing a serene and secluded environment. The primary residence, meticulously updated, features exquisitely proportioned rooms. It comprises five bedrooms and five full bathrooms and one powder room. A grand living room, complete with a two-story fireplace and windows on three sides, opens to two decks overlooking the rear yard. The spacious formal dining room, equipped with a gas fireplace and soft indirect lighting, is ideal for hosting formal gatherings. The chef's-eat-in kitchen, generously furnished with ample cabinetry, marble countertops, connects to a large deck and a granite patio, facilitating seamless outdoor dining. The primary level's main suite features French doors to the gardens, a luxurious bath, two walk-in closets, and a private sitting room. Three additional ensuite bedrooms complete the main level. The lower level offers a media room, a game room, a bunk room with built-in beds, a spa bath, and a laundry facility. A separate guest cottage provides a cozy retreat with two bedrooms, two bathrooms, a vaulted great room, a kitchenette, a fireplace, and a wrap-around deck. A must see!

47 Squire Rd, Roxbury

Listing courtesy of Maria Taylor from Klemm Real Estate Inc. (203) 578-0397 (860) 868-7313

$3,995,000

5 Beds ⋅ 6 Baths ⋅ 73518351 MLS

At 30 Dorr Road, Newton, MA, an exceptional single-family residence, meticulously constructed in 2026, presents an unparalleled living experience across 4,882 square feet. This newly built property represents the pinnacle of contemporary design, offering a sophisticated and expansive environment for discerning homeowners. The residence encompasses five generously proportioned bedrooms, each designed to provide comfort and privacy. Complementing these are five full bathrooms and one half bathroom, ensuring ample convenience and luxury for residents and guests alike. Further enhancing the property's appeal is a two-car heated garage, providing secure and direct access. The dwelling is situated on a substantial 10,000 square foot lot, offering significant outdoor space for various activities. This distinguished property invites you to experience a lifestyle of refined elegance and modern convenience.

30 Dorr Road, Newton

Listing courtesy of Listing Agent: Richard C. Dore from Listing Office: Hammond Residential Real Estate.

$3,995,000

4 Beds ⋅ 6 Baths ⋅ 5086956 MLS

One of New England's most unique & premiere properties, a sprawling sanctuary set on over 140 acres with sweeping views of Vermont, Massachusetts, & New York, it offers the ultimate escape from everyday life. A harmonious architectural masterpiece, calibrated with meticulous care. The home is crafted using an alternative construction method from 15 retrofit steel shipping containers reinforced by top grade building components seamlessly blending industrial design with high-end finishes. This unparalleled estate has a private gated entrance that welcomes you, and leads you past a pond with water feature, & basketball court. This private sanctuary presents endless possibilities—luxury residence, event venue, or yoga retreat. Each floor of the residence was thoughtfully designed; the first floor offers seamless indoor/outdoor, open concept living with a chef’s kitchen, living room, guest suite, & mudroom. A floating staircase leads you to the second floor which is counter-leveled creating two 16x10 balconies at the rear of the home, & a 10x8 balcony above the front patio. Enjoy a serene primary suite, two additional en-suite bedrooms, & an office with glass door. The lower level includes a family room, wine room with built-ins, bunk space, full bath, & 4-car tandem garage. A 50x45 raised patio with outdoor kitchen creates effortless entertaining. Every detail was designed to balance function & beauty for all ages & lifestyles. Just 2 hours to Boston, the Seacoast, & Lakes Region. Home being sold fully furnished. Floor Plans and Video available.

398 Scofield Mountain Rd, Winchester

Listing courtesy of Susanna Corriveau from Coldwell Banker Realty Bedford NH. (Cell: 603-566-6806)

$3,995,000

6 Beds ⋅ 7 Baths ⋅ 24169909 MLS

Ideally located on a private lot in close proximity to public and private schools, 25 Hillcrest Rd. is located on a low traffic street on New Canaan's lower west side within minutes of the Merritt Parkway, Talmadge Hill train station and down town New Canaan. Spanning close to 8,000 sq ft, the transitional floor plan masterfully blends open concept spaces with more intimate, private spaces. Featuring 9' ceilings throughout and a clean, contemporary design aesthetic, the gracious home is perfect for entertaining large crowds while at the same time comfortable for everyday living. Entering through the custom designed front door, you are welcomed by a grand foyer with unobstructed views through the living room to the private backyard. As you move through the home, the centrally located family room is connected to both the large formal dining room and the gourmet kitchen which is flooded with natural light through six over sized windows. Featuring a clean, white design aesthetic the kitchen is as functional as it is beautiful. With a large 8.5' island coupled with two sinks and two dishwashers, prep and clean-up is easy. The adjacent pantry with lots of cabinetry and mudroom provide a place for everything, keeping the main living area neat and tidy. Not to be missed on the 1st floor is the large en suite guest bedroom (which could also serve as the primary bedroom) and a large private office.

25 Hillcrest Rd, New Canaan

Listing courtesy of Todd Sell from William Pitt Sotheby's Int'l. (973) 975-6217 (203) 966-2633

$3,995,000

8 Beds ⋅ 6 Baths ⋅ 73483686 MLS

Sweetened Water Farm ~ Just off the main road, past an idyllic horse barn and conserved association land, you’ll find this eight-bedroom residence that sits prominently on 2.4 acres. The sprawling main house, an expanded classic Cape featuring separate living areas, both inside and out, and six bedrooms, including two first-floor en-suites, overlooks the rolling pastures with grazing horses. Private guest quarters above the detached oversized garage offer additional comfortable accommodations. Sweetened Water Farm combines the tranquility of an up-island location with the convenience of being just moments from the boutiques, restaurants, and harbor of downtown Edgartown. A home for all generations in a setting like no other.

23 Beetle Swamp Road, Edgartown

Listing courtesy of Listing Agent: Katie Donahue & Rachel Serwa Group from Listing Office: Sandpiper Realty, Inc..

$3,995,000

5 Beds ⋅ 6 Baths ⋅ 4974441 MLS

Enduring values expressed in stone and wood! VERMONT CRAFTMANSHIP...A WORK OF ART!! Offering a private haven just minutes from downtown, in the heart of Manchester Village, nestled in the foothills of Equinox Mtn. is this rare and exceptional 5-bedroom, 6-bathroom home....The creative design of Architect Ramsey Gourd and Master Builder Mark Breen, well known as two of Southern Vermont's best, along with a dream team of highly skilled craftsmen, all passionate Masters of their own trade, and the result is quite simply....BREATH TAKING!!! The serpentine driveway is bordered by Maples, Birches, Pines and curves gracefully up to the cloistered court yard. Step through the front door into a wide foyer adorned with a gallery of floor to ceiling windows which further enhances the intimacy between the home's interior aesthetic and natural landscape. The home's showstopper has to be its jaw-dropping Great Room, thoughtfully designed as the heart of the home, this massive space accommodates kitchen, dining and living under a vaulted, 26 ft ceiling accented with hand-sawn wood beams. It features an incredible Chef's kitchen at one end and a floor-to-ceiling fire place at the other. The kitchen boasts a 17-foot book matched soap stone clad island seating for 6-8 and light filled sunny breakfast nook. With an outdoor kitchen, fire pit, built in water fall soaking pool, 5 verdant acres, tastefully blends with its idyllic valley setting, serenity is sublime!!!

515 W Fields Rd, Manchester

Listing courtesy of Sunny Breen from Josiah Allen Real Estate, Inc.. ()

$3,980,000

4 Beds ⋅ 7 Baths ⋅ 73574067 MLS

NEW PRICE — A FRESH OPPORTUNITY IN NEWTONVILLE! Set on nearly half an acre of level land in Newtonville, this rare ranch-style residence offers exceptional scale, privacy, and resort-style living, enhanced by abundant natural sunlight and multiple skylights throughout. Extensively improved by the current owner, the home features a recently renovated brand-new kitchen, four spacious en-suite bedrooms, and seven bathrooms—ideal for multigenerational living, guests, or flexible work-from-home needs. Expansive living areas create a bright, airy atmosphere rarely found at this scale. The outdoor setting includes a heated in-ground pool and a separate pool house with sauna, full bath, and bar with sliding service window—perfect for seamless indoor–outdoor entertaining. A sun-filled flat half-acre lot and versatile ranch-style layout make this a rare opportunity to enjoy large-scale living with resort-style amenities in one of Newtonville’s most desirable locations.

20 Montrose St, Newton

Listing courtesy of Listing Agent: Alpha Group from Listing Office: Compass.

$3,975,000

5 Beds ⋅ 5 Baths ⋅ 24206348 MLS

Over an acre to yourself. The best of Fairfield within reach. In the heart of downtown Fairfield and the beach area, 415 Old Post Road offers something almost impossible to find: land and privacy to create a generational estate, with the life of a coastal town just beyond your gate. Only a handful of properties in the Sherman School district offer this. Fewer still could tell this story. The family who built this Italianate Victorian stayed for more than a century. Stand beneath its soaring ceilings, admire the craftsmanship, then step onto the screened-in porch. You begin to understand. Trees surround you. Church bells carry through the air. It feels like your own park. Yet the beach, schools, restaurants, shops and train are all within walking distance. For the current owners, that has meant children walking home from school with friends. Thanksgiving dinners for twenty. Additional bedroom options for overnight guests. Winter evenings around the parlor fire. A front porch filled with friends as the Memorial Day parade passes by. There is room here for the life you have imagined. Explore the possibilities for a pool, tennis court and gardens. Create a place where everyone gathers now-and where the next generation will want to return. Historic architecture. Meticulously maintained, thoughtfully updated and in pristine condition. A once-in-a-lifetime opportunity. Come discover what makes this place so hard to leave-and imagine what the next 50 years could look like.

415 Old Post Rd, Fairfield

Listing courtesy of Cindy Raney from Coldwell Banker Realty. (203) 625-1820 (203) 227-8424

$3,975,000

4 Beds ⋅ 7 Baths ⋅ 5108253 MLS

Sheep Run Farm takes its name from the stone-walled lanes where a prosperous 19th-century farmer once moved his sheep between the barn and upper meadows. Nearly two centuries later, those walls still trace the landscape, framing a beautifully reimagined Vermont farmstead on 21± acres in West Windsor, 3 miles from South Woodstock and 8 miles from Woodstock Village. Drawing on the traditional forms of Vermont architecture, the 2017 residence introduces a lighter, more contemporary way of living, with large windows and an open main level overlooking the Rush Meadow Valley and Mount Ascutney. A series of connected buildings includes a two-bay garage, carriage barn, wood room, yoga studio, and private guest suite. The three-season carriage barn is an exceptional gathering space, with a massive stone fireplace and an oversized glass door opening to a stone terrace, pergola and gardens. The land unfolds through rolling meadows, orchards, extensive stone walls, a cascading brook, and two ponds, including a swimming pond with a small beach. Additional buildings include a heated detached garage, equipment barn, and run-in shed at the top of the meadow. Located near GMHA, an extensive network of equestrian trails, and quiet country roads well suited to gravel riding, Sheep Run Farm combines the character of an established Vermont farmstead with the ease and systems of a modern country home. High-speed EC Fiber supports integrated lighting, climate, security, video, and property-access controls.

4777 Rush Meadow Rd, West Windsor

Listing courtesy of Dia Jenks from LandVest, Inc/Woodstock. ()

$3,975,000

4 Beds ⋅ 3 Baths ⋅ 73520095 MLS

Once in a lifetime opportunity to make the most magical house in the Eight Streets neighborhood your next home! Sited directly on Ringgold Park, this 4+ bedroom storybook corner exposure property features enchanting garden and park views from every room! Enter to stately LR with gas FP. A wide original arch frames the large dining room w/French doors that lead to a lovely deck. The gorgeously landscaped garden w/mature plantings that you overlook has an address; 9 Ringgold St. is a buildable lot that enables parking offering expansion possibilities. A beautiful eat-in kitchen has bucolic garden and streetscape views of its own. The 2nd floor consists of 2 wonderful BRs plus office and marble bath. Expansive vaulted ceilings and skylights enhance the top floor primary w/ ensuite bath that has walk-in shower. Garden level lays out like a separate apartment, perfect for in-law or au pair. W/D, Central AC and numerous other upgrades. Full basement for storage is beneath. Nothing like it!

8 Ringgold St, Boston

Listing courtesy of Listing Agent: Steven Cohen Team from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

$3,950,000

4 Beds ⋅ 5 Baths ⋅ 73575553 MLS

Casa Blanca Farm - An Iconic Cape Cod Estate. Beyond the stately columned entrance and winding cobblestone drive, this extraordinary estate unfolds across nearly five breathtaking acres. Masterfully renovated and meticulously redesigned, the residence blends timeless architecture with exceptional craftsmanship and sophisticated design. Sun-filled interiors showcase custom millwork, designer lighting, exquisite finishes and beautifully proportioned spaces, anchored by a spectacular chef's kitchen designed for effortless entertaining. Outside, a private resort awaits with a gunite pool, built-in spa, elegant white limestone terraces, expansive patios and sweeping manicured grounds. The completely rebuilt lower level is an entertainer's dream, featuring a second full kitchen, custom bar, expansive great room, private cigar lounge, game room and state-of-the-art theater. Minutes from Osterville Village, golf, boating and beaches, Casa Blanca Farm is a remarkable private estate where luxury, privacy and Cape Cod living come together beautifully.

9 Hi River Road, Barnstable

Listing courtesy of Listing Agent: Livia Freitas Monteforte from Listing Office: Compass.

$3,950,000

4 Beds ⋅ 5 Baths ⋅ 22604432 MLS

Casa Blanca Farm - An Iconic Cape Cod Estate. Beyond the stately columned entrance and winding cobblestone drive, this extraordinary estate unfolds across nearly five breathtaking acres. Masterfully renovated and meticulously redesigned, the residence blends timeless architecture with exceptional craftsmanship and sophisticated design. Sun-filled interiors showcase custom millwork, designer lighting, exquisite finishes and beautifully proportioned spaces, anchored by a spectacular chef's kitchen designed for effortless entertaining. Outside, a private resort awaits with a gunite pool, built-in spa, elegant white limestone terraces, expansive patios and sweeping manicured grounds. The completely rebuilt lower level is an entertainer's dream, featuring a second full kitchen, custom bar, expansive great room, private cigar lounge, game room and state-of-the-art theater. Minutes from Osterville Village, golf, boating and beaches, Casa Blanca Farm is a remarkable private estate where luxury, privacy and Cape Cod living come together beautifully.

9 Hi River Road, Barnstable

Listing courtesy of Listing Agent: Livia A Freitas Monteforte (livia@compass.com) from Listing Office: Compass Massachusetts, LLC.

$3,950,000

5 Beds ⋅ 6 Baths ⋅ 24198712 MLS

Set behind stone walls on nearly 2 acres, this exceptional 5-bedroom home offers over 5,000 SF of refined living in a truly extraordinary setting. A dramatic 2-story foyer w/circular staircase and exquisite herringbone floors sets the tone for elegance throughout. Walls of windows fill the gracious interiors with natural light and frame manicured grounds and lush gardens. The formal living room, w/classic wood-burning fireplace, is complemented by a handsome library w/fireplace and wet bar, while an elegant dining room, detailed w/wainscoting and custom built-ins, sets the stage for memorable gatherings. At the heart of the home, a gourmet kitchen with custom cabinetry and oversized island flows into a sun-drenched family room w/fireplace and a wall of glass opening to the expansive terrace - perfect for indoor/outdoor entertaining. The luxurious primary suite features generous walk-in closets and spa-like bath with dual vanities, soaking tub and radiant-heated floors. Four additional bedrooms each enjoy private baths. A separate wing with bedroom, bath and playroom offers an ideal retreat for guests. Additional amenities include a private vaulted-ceiling office, first-floor gym, mudroom, laundry, two-car garage and generator. Beyond the interiors lies a secluded oasis: a level lawn, tranquil pond and fountain, charming footbridge, and secret garden, w/protected land-trust property beyond. A rare expression of privacy, beauty, space, and enduring distinction

700 Hollow Tree Ridge Rd, Darien

Listing courtesy of Serena Richards from Brown Harris Stevens. (203) 273-2073 (203) 655-1418

$3,950,000

4 Beds ⋅ 4 Baths ⋅ 73557823 MLS

46 Beach Road is a truly one-of-a-kind custom estate thoughtfully set back 400 feet from the road in a private setting where East meets West. Exceptional craftsmanship, sophisticated engineering, and timeless Japanese-inspired design melded with traditional Cape Cod character come together to create an extraordinary living experience. Thoughtfully built with uncompromising attention to detail, this remarkable property offers luxurious living across the main residence, a beautifully finished studio apartment, and an impressive two-story barn, all set within professionally landscaped grounds just moments from Orleans ocean and bay beaches, boating, village shopping, and fine dining. Designed to inspire a sense of calm and connection, the home blends natural materials, clean architectural lines, and carefully curated spaces that encourage both relaxation and effortless entertaining. Strand-woven bamboo flooring, radiant heated floors, custom built-ins, premium Andersen windows, recessed accent lighting, and a whole-house vacuum system reflect the home's exceptional quality throughout. At the heart of the residence is anextraordinary chef's kitchen featuring Sub- Zero refrigeration, Wolf appliances, Miele dishwasher, wine coolerand storage, and a striking custom glass-topped island breakfastarea. The full-sized slate patio is easily accessible from the kitchen as a natural overflow for entertaining. It has built in decking for seating as well as a natural gas hookup for a grill. The adjoining living spaces flow seamlessly while maintaining a warm, intimate atmosphere created through thoughtful lighting, custom millwork, and carefully framed views. One of the home's most distinctive features is its authentic Japanese tatami tea room, crafted with authentic Shoji screens, genuine rice straw mat flooring, handcrafted cherry wood details, a traditional tokonoma alcove featuring an imported tokobashira pole from Japan,staggered shelving, and an elegant custom table sourced from Japan. The space creates a peaceful focal point offering a quiet retreat for meditation, reading, conversation, or simply escaping the pace of everyday life or for serving cocktails before diner. In addition to the tea room, a tranquil interior Zen Garden illuminated by skylights welcomes you as you come through the front entrance. The primary suite continues the home's wellness-inspired design with a spa-quality Japanese bath featuring an open walk-in shower, BainUltra soaking tub,

46 Beach Rd, Orleans

Listing courtesy of Listing Agent: Sandra Milano from Listing Office: REMAX Executive Realty.

$3,950,000

6 Beds ⋅ 3 Baths ⋅ 5103036 MLS

Some properties are purchased for what they are. Others are acquired for what they can become. Perfectly positioned in the heart of downtown Wolfeboro, yet privately nestled behind mature trees, perennial gardens, and classic New England stone walls, this extraordinary property offers 138 feet of pristine Lake Winnipesaukee waterfront on Wolfeboro Bay and nearly eight-tenths of an acre of beautifully landscaped grounds. Whether your vision is to preserve and thoughtfully modernize the existing residence or create an entirely new architectural masterpiece, the opportunity is unmatched. Raze-and-rebuild permits are already in place, dramatically reducing the time and uncertainty often associated with premier waterfront development. The existing home may also be redesigned within its current footprint, with professionally designed renderings available to showcase its remarkable potential. The gracious six-bedroom Colonial spans three levels and offers timeless character, two lakeside sunrooms, a spacious living room with wood-burning fireplace, formal dining room with butler's pantry, updated kitchen, refinished hardwood floors, and a first-floor guest suite with private entrance. Equally exceptional are the waterfront improvements. The impressive 48' x 58' dry boathouse provides space for multiple boats or up to six vehicles and includes a lakeside sun porch, workshop, and attic storage. Multiple stone patios, a substantial crib dock, and a protected lagoon create an extraordinary setting for boating, swimming, fishing, and lakeside entertaining. Just steps from Wolfeboro's shops, restaurants, marinas, and year-round attractions, yet offering remarkable privacy, this is one of the most significant waterfront opportunities to come to market in years. This is more than a remarkable waterfront property. It is an invitation to create something truly iconic.

69 S Main St, Wolfeboro

Listing courtesy of Jon Parker from Maxfield Real Estate/Wolfeboro. ()

$3,950,000

4 Beds ⋅ 2 Baths ⋅ 22600782 MLS

Presenting Five Buoys, one of the most magnificent beachfront properties on Cape Cod Bay. Nestled in the dunes at the mouth of Sesuit Harbor, this jewel box beach house offers a rare and extraordinary lifestyle. Cherished by one family for generations and available for the first time in nearly 70 years, its next chapter awaits. From mornings spent sipping coffee on the roof deck with a gentle sea breeze and waves lapping at the shore to evening clambakes beneath brilliant sunsets, every moment invites a memory with your own private beach just steps away. Days can be enjoyed without ever getting in the car, whether playing in the sand, sailing in the bay, or paddling in the protected waters of Sesuit Harbor. Designed as a gathering place for family and friends, the four-bedroom beach house captures panoramic vistas throughout. In the main living area, glass doors and oversized windows frame quintessential Cape Cod scenery in every direction, from glistening waters to the dunes and jetties. Exposed beams, vaulted ceilings, and wide-plank floors lend timeless charm, while an outdoor shower and detached garage add convenience. Set in the desirable Sesuit Neck neighborhood, Five Buoys is just a short walk from the Dennis Yacht Club, Northside Marina, and Sesuit Harbor Café. An exceptional opportunity for boaters and beachgoers alike, this beloved property is ready to be reimagined and enjoyed for years to come.

40 Harbor Road, East Dennis

Listing courtesy of Listing Agent: Paul E Grover (paul@paulgrover.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

$3,950,000

4 Beds ⋅ 4 Baths ⋅ 22504311 MLS

EXCEPTIONAL TURN-KEY 4 BR 3.5BA RETREAT nestled in one of North Truro's most prestigious neighborhoods, with deeded access to a stunning, private bayside beach. Short distance to popular breakfast-to-dinner cafe, farmer's market, fish market, sandwich shop, and Truro Vineyards. CLASSIC SHINGLE-STYLE DESIGN inspired by the cottages of Newport and Watch Hill, seamlessly integrating indoor and outdoor living. Gracious outdoor spaces include a 540 sq. ft. wraparound screened porch opening from the living room through French doors, sheltered sleeping porch, and expansive roof deck with gorgeous views of Cape Cod Bay, Provincetown and the Truro hills. Flawlessly maintained, with artisan quality custom millwork, bathroom fixtures, and open farmhouse kitchen. CHARMING GARDENS professionally designed to integrate Cape native principles, with a croquet-style lawn, perennial borders, and distinct garden ''rooms'' to explore and enjoy. RARE TRURO OFFERING celebrated for its artistry, serenity, and distinction.

27 Fishermans Road, Truro

Listing courtesy of Listing Agent: Iskren ''Isi'' Georgiev (iskreng@gibsonsir.com) from Listing Office: Gibson Sotheby's International Realty.

$3,950,000

4 Beds ⋅ 4 Baths ⋅ 22603586 MLS

46 Beach Road is a truly one-of-a-kind custom estate thoughtfully set back 400 feet from the road in a private setting where East meets West. Exceptional craftsmanship, sophisticated engineering, and timeless Japanese-inspired design melded with traditional Cape Cod character come together to create an extraordinary living experience. Thoughtfully built with uncompromising attention to detail, this remarkable property offers luxurious living across the main residence, a beautifully finished studio apartment, and an impressive two-story barn, all set within professionally landscaped grounds just moments from Orleans ocean and bay beaches, boating, village shopping, and fine dining. Designed to inspire a sense of calm and connection, the home blends natural materials, clean architectural lines, and carefully curated spaces that encourage both relaxation and effortless entertaining. Strand-woven bamboo flooring, radiant heated floors, custom built-ins, premium Andersen windows, recessed accent lighting, and a whole-house vacuum system reflect the home's exceptional quality throughout. At the heart of the residence is an extraordinary chef's kitchen featuring Sub- Zero refrigeration, Wolf appliances, Miele dishwasher, wine cooler and storage, and a striking custom glass-topped island breakfast area. The full-sized slate patio is easily accessible from the kitchen as a natural overflow for entertaining. It has built in decking for seating as well as a natural gas hookup for a grill. The adjoining living spaces flow seamlessly while maintaining a warm, intimate atmosphere created through thoughtful lighting, custom millwork, and carefully framed views. One of the home's most distinctive features is its authentic Japanese tatami tea room, crafted with authentic Shoji screens, genuine rice straw mat flooring, handcrafted cherry wood details, a traditional tokonoma alcove featuring an imported tokobashira pole from Japan, staggered shelving, and an elegant custom table sourced from Japan. The space creates a peaceful focal point offering a quiet retreat for meditation, reading, conversation, or simply escaping the pace of everyday life or for serving cocktails before diner. In addition to the tea room, a tranquil interior Zen Garden illuminated by skylights welcomes you as you come through the front entrance. The primary suite continues the home's wellness- inspired design with a spa-quality Japanese bath featuring an open walk-in shower, BainUltra soaking tub, radiant heated floors, custom walk-in closet, and direct access to the laundry room. Every element was intentionally designed to promote comfort, simplicity, and relaxation. Beyond its striking design, the home is equally impressive in its advanced infrastructure and efficiency. Natural gas heat, a Buderus boiler, recirculating hot water, multi- zone climate control, Cat6 wiring, integrated audio, solar panels, auto connect emergency power generator, private well connected to full property irrigation system, whole-property ADT security, and extensive smart systems provide exceptional comfort, reliability, and peace of mind. The detached two-story barn offers remarkable flexibility with 2 oversized garage bays, 3 garage doors, including one on the side for easy access behind the cars, heated workshop space, a half bath, utility sinks, skylights, insulated construction, and steel beam support. The lower level is outfitted with kitchen cabinets as well as a counter top and kitchen sink. Above the main house garage, the finished studio apartment mirrors the quality of the main residence with its own kitchenette, full bath, heating, cooling, and security system--ideal for guests, a private office, creative studio, or extended family. Outside, mature flowering landscapes, professionally designed irrigation, imported Japanese architectural accents including several walls topped with imported decorative Japanese tile, an outdoor shower, and extensive drainage improvements create beautiful, low- maintenance grounds that complement the home's tranquil character. 46 Beach Road is far more than a luxury home--it is a carefully engineered sanctuary where thoughtful design, modern innovation, and the quiet beauty of Japanese architecture combined with Cape Cod character create an environment unlike any other. Rarely does a property offer this level of craftsmanship, functionality, and emotional connection in one of Cape Cod's most desirable locations

46 Beach Road, Orleans

Listing courtesy of Listing Agent: Sandra Milano (sandramilano2003@gmail.com) from Listing Office: RE/MAX Executive Realty.

$3,950,000

8 Beds ⋅ 4 Baths ⋅ 22602275 MLS

On sheltered Eel Pond, with a large, licensed deepwater dock and direct access to Vineyard Sound and Buzzards Bay, this waterfront property presents a rare opportunity to create your own Woods Hole compound. Originally dating back to the 1820s, this classic New England home spans three separate dwellings - each with sweeping water views: a main 5-bedroom residence with a separate guest suite, plus two year-round cottages (one 2-bedroom and one 1-bedroom). Located on the village doorstep, with ample off-street parking and seclusion, you are moments from restaurants, shops, ferries, beaches, the vibrant harbor and renowned marine science institutions. Position, potential and provenance - and available for the first time in 70 years - this is a once-in-a-lifetime chance to establish your own Woods Hole legacy in a premium Cape Cod waterfront community.

14 School Street, Woods Hole

Listing courtesy of Listing Agent: Susan Challenger (susan.challenger@sir.com) from Listing Office: Sotheby's International Realty.

$3,950,000

4 Beds ⋅ 6 Baths ⋅ 24186404 MLS

A rare modern retreat - where extraordinary design meets an unexpected sense of warmth and ease. Privately set above the Connecticut River, 274 Joshuatown Road is remarkable for how beautifully it lives; intimate, inviting, and deeply connected to its natural surroundings. A long, private drive creates a profound sense of arrival, revealing a residence thoughtfully positioned to capture sweeping river views and changing light. Designed by acclaimed architect Stephen Jacobs with interiors by Andi Pepper, this residence was created with a singular vision: to live within the landscape, not simply look upon it. Here, architecture doesn't compete with nature-it frames it. Inside, soaring spaces, natural stone, warm wood, and walls of glass bring the outdoors into nearly every experience. The dramatic living room is anchored by an 18' natural stone wall and fireplace opposite an equally impressive wall of glass, capturing changing light and river views throughout the day. An open kitchen with high-end appliances and substantial center island flows effortlessly into the dining area with seating for twelve, creating a natural gathering place for both intimate evenings and larger-scale entertaining. The main-level primary suite offers privacy & ease,

274 Joshuatown Rd, Lyme

Listing courtesy of Margaret DeLuca from William Raveis Real Estate. (860) 997-0299 (860) 633-0111

$3,950,000

4 Beds ⋅ 7 Baths ⋅ 24192621 MLS

Uber chic shingle-style in A+ location offering magnificent long distant views overlooking the famed Alexander Calder estate. Formal parking courtyard leads to the gracious double height entrance foyer. Mesmerizing views from almost every room. Grand Living Room with high coffered ceilings, gas fireplace, wood paneling & French door to balconies. Library with built-in bookcases. Powder room. First floor primary bedroom suite with Waterworks bathroom, soaking tub, two walk-in closets, balcony & home Office. Intimate Dining Room with large picture window. Eat-in country Kitchen with beamed ceiling and large picture window. Family Room with fireplace & wet bar. Screened porch with bluestone floor & electric stove. Laundry Room. 3 guest bedrooms en suite on the 2nd floor. Recreation Room over the 3-car attached garage. Walk-out lower level includes a gym, wine cellar, full bath & second laundry. Gracious long driveway affording total privacy amidst park-like grounds with beautiful perennial gardens, swimming pool, fire pit, mature plantings & forever views. Hardwood floors & high ceilings throughout. Lutron lighting. Central AC. Backup generator.

297 Painter Hill Rd, Roxbury

Listing courtesy of Peter Klemm from Klemm Real Estate Inc. (917) 864-4940 (860) 868-7313

$3,950,000

5 Beds ⋅ 6 Baths ⋅ 24192020 MLS

Here is your opportunity to own an extraordinary Connecticut River waterfront estate complete with a deep-water dock! This exceptional 5 bedroom, 5.5 bath residence offers unparalleled privacy and stunning panaromic views across protected conservation land, creating a setting of remarkable beauty and tranquility. Thoughtfully designed to embrace its spectacular surroundings, every room is filled with natural light and captures river views, seamlessly blending the ever-changing beauty of the water with miles of pristine, undeveloped landscape. Whether watching boats glide along the river, bald eagles and ospreys soar overhead, or vibrant sunsets reflect across the water, the connection to nature is simply unrivaled. The luxurious primary suite is a private sanctuary, perfectly positioned to showcase the breathtaking riverfront setting and spectacular sunset views. Inside, three fireplaces create warmth and ambiance, offering intimate gathering spaces for cozy evenings and seasonal get-togethers. This unique Deep River property is conveniently located to Essex Village, which is recognized as one of America's "Best Small Towns" where one can enjoy boutique shopping, restaurants, marinas and quintessential New England charm, all while returning to the peace and privacy of your own waterfront retreat. This stunning property is situated two hours from Boston and New York City, and offers convenient access to airports in New haven, Hartford and Providence.

323 River Rd, Deep River

Listing courtesy of Margaret Muir from William Pitt Sotheby's Int'l. (203) 415-9187 (203) 245-6700

$3,950,000

5 Beds ⋅ 6 Baths ⋅ 73540147 MLS

Hi my name is 20 Boulder... but you can call me Home. Experience exceptional scale, sophistication & architectural detail in this striking custom residence. A soaring 2-story foyer welcomes you to elegant living spaces, including formal living & dining rms, highlighted by dramatic arched windows & access to a covered patio w/ a masonry fireplace.The main level also offers a private home office w/ custom built-ins, a flexible ensuite BR ideal for guests, a chef’s kitchen w/ custom cabinetry, oversized center island & sun-filled breakfast area, plus a powder rm, mudrm & direct access to the heated 3-car garage. 2nd floor the luxurious primary suite features a spa bath, expansive dressing room & private Juliet balcony & additional ensuite BRs. Top floor offers versatile space for changing chapters of life with comfort & privacy. Space for a guest suite, media rm, playrm or creative studio. Ideally located near top-rated Newton schools, Chestnut Hill shopping,easy access to highways&Boston

20 Boulder Rd, Newton

Listing courtesy of Listing Agent: Esin Susol from Listing Office: William Raveis R. E. & Home Services.

$3,950,000

8 Beds ⋅ 4 Baths ⋅ 73523107 MLS

On sheltered Eel Pond, with a large, licensed deepwater dock and direct access to Vineyard Sound and Buzzards Bay, this waterfront property presents a rare opportunity to create your own Woods Hole compound. Originally dating back to the1820s, this classic New England home spans three separate dwellings – each with sweeping water views: a main 5-bedroom residence with a separate guest suite, plus two year-round cottages (one 2-bedroom and one 1-bedroom). Located on the village doorstep, with ample off-street parking and seclusion, you are moments from restaurants, shops, ferries, beaches, the vibrant harbor and renowned marine science institutions. Position, potential and provenance – and available for the first time in 70 years – this is a once-in-a-lifetime chance to establish your own Woods Hole legacy in a premium Cape Cod waterfront community.

14 School St, Falmouth

Listing courtesy of Listing Agent: Susan Challenger from Listing Office: Sotheby's International Realty.

$3,950,000

4 Beds ⋅ 6 Baths ⋅ 73514730 MLS

PRIVATE. ARCHITECTURAL. UNEXPECTED. Privately set on 4.9 wooded acres high above the surrounding landscape, 17 Deer Run is a one-of-a-kind custom contemporary offering exceptional scale, privacy and year-round resort-style living in Wayland. Floor-to-ceiling glass fills three expansive levels with natural light while capturing dramatic sunset views from an elevation of approximately 420 feet. At the heart of the residence is an extraordinary 20' × 60' heated indoor saltwater pool, overlooked by a mezzanine and surrounded by spaces designed for entertaining, recreation and relaxation. The flexible 10,007-square-foot floor plan offers four bedrooms, multiple living and gathering spaces, exterior access from each level and two fireplaces. Custom built by its original owner and meticulously maintained by the same family of builders, the property has never before been publicly offered for sale. A rare opportunity to experience architecture, acreage and amenities unlike anything else in Wayland.

17 Deer Run, Wayland

Listing courtesy of Listing Agent: Carol Stewart from Listing Office: Carol Stewart.

$3,950,000

4 Beds ⋅ 6 Baths ⋅ 24165995 MLS

Welcome to the Hudson Valley Dream Home - Introduced by Hudson Valley Magazine Presented in collaboration with Hudson Valley Magazine as their inaugural "Dream Home", this custom-built modern farmhouse is near completion and offers an extraordinary opportunity to own a Hudson Valley compound where collaborative vision meets architectural excellence. Located only 2 minutes from village of Millerton and set on 14 pristine acres with private ponds and surrounded by protected land, this single-level contemporary farmhouse spans nearly 6,000 square feet of thoughtfully conceived living space. A dramatic vaulted entry foyer leads into a grand Great Room, where living, dining and kitchen converge beneath a soaring ceiling and features a fireplace and walls of glass that frame the bluestone terraces and serene landscape beyond. The four, massive bedroom suites include two equal luxurious primary suites on opposite corners of the home. A large, dedicated media room, private office, 2 half baths and a bonus 2nd-floor wellness studio complete an exceptional floor plan designed for both grand entertaining and quiet, inspired living. With the exterior complete, the buyer has the rare opportunity to collaborate with the builder and the magazine's creative team to finish the interior to their own aesthetic vision. Luxurious fixtures like custom cabinetry, high-end Fisher Paykel appliances and designer details throughout ensure the finished product will be nothing short of remark

42 Hy Vue Ter, Millerton

Listing courtesy of Jason Karadus from Corcoran Country Living. (845) 677-0505 (845) 677-0505

$3,950,000

4 Beds ⋅ 2 Baths ⋅ 73487626 MLS

Nestled in the dunes overlooking Sesuit Harbor, this jewel box beach house is available for the first time in nearly 70 years. From mornings spent sipping coffee on the roof deck with a gentle sea breeze to evening clambakes beneath brilliant sunsets, every moment invites a memory with your own private beach just steps away. Days can be enjoyed without ever getting in the car, whether playing in the sand, sailing in the bay, or paddling in the protected waters of Sesuit Harbor. A gathering place for family and friends, the 4-bedroom beach house captures panoramic vistas throughout. Glass doors and oversized windows frame quintessential Cape Cod scenery in every direction, from glistening waters to the dunes and jetties. Exposed beams, vaulted ceilings, and wide-plank floors lend timeless charm, while an outdoor shower and detached garage add convenience. Set in the desirable Sesuit Neck neighborhood, this beloved property is ready to be reimagined and enjoyed for years to come.

40 Harbor Road, Dennis

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .

$3,950,000

8 Beds ⋅ 10 Baths ⋅ 24100203 MLS

Come see this remarkably private property a stone's throw from the center of Litchfield. This stately home was built in 1992 and boasts over 10,000 s/f of finished space. The grounds are professionally landscaped and have a beautiful patio, pool and greenhouse. There are 8 bedrooms and 13 bathrooms along with a powder room . The sunny , modern, large eat-in kitchen open onto a patio, which then leads to the saltwater pool. A main floor guest bedroom suite with its own bathroom is an added convenience and can be a ground floor primary. There are lots of space for grand entertaining in the formal dining room, living room and great room. Plenty of cabinetry and shelves to display your treasures. You can warm yourself by the fireplaces. The master bedroom suite on the upper level has it all, walking closet, fireplace , sunroom and a large bathroom with steam shower and jet tub. 3 additional bedrooms round up the second floor, all with en-suite bathrooms. A separate laundry room is conveniently located on the bedroom level. The 3 floor has a loft and 2 additional bedrooms also with en-suite bathrooms.The lower level is fully finished and is a walk-out to the grounds. It also includes a wine cellar, a gym and a kitchenette. A separate apartement with a patio is located above one of the garage, which house 3 cars. Another garage for 6 cars is an additional outbuilding. Acreage is consisting of 3 separate parcels which are included w/sale.

184 Fern Ave, Litchfield

Listing courtesy of Florence Mathis from W. Raveis Lifestyles Realty. (917) 930-2951 (860) 868-0511

$3,950,000

4 Beds ⋅ 4 Baths ⋅ 73424787 MLS

EXCEPTIONAL TURN-KEY 4BR 3.5BA RETREAT in one of North Truro's most prestigious neighborhoods, with deeded access to a stunning, private bayside beach. Short distance to popular breakfast-to-dinner cafe, farmer's market, fish market, sandwich shop, and Truro Vineyards. CLASSIC SHINGLE-STYLE DESIGN inspired by the cottages of Newport and Watch Hill, seamlessly integrating indoor and outdoor living. Gracious outdoor spaces include a 540 SF wraparound screened porch opening from the living room through French doors, sheltered sleeping porch, and expansive roof deck with gorgeous views of Cape Cod Bay, Provincetown and the Truro hills. Flawlessly maintained, with artisan quality custom millwork, bathroom fixtures, and open farmhouse kitchen. CHARMING GARDENS professionally designed to integrate Cape native principles, with a croquet-style lawn, perennial borders, and distinct garden ''rooms'' to explore and enjoy. RARE TRURO OFFERING celebrated for its artistry, serenity, and distinction.

27 Fishermans Road, Truro

Listing courtesy of Listing Agent: Iskren Georgiev from Listing Office: Gibson Sotheby's International Realty.

$3,948,000

4 Beds ⋅ 4 Baths ⋅ 73518363 MLS

Stunning, four-bedroom, 3.5-bath townhouse delivering three levels of luxury living, plus an additional unfinished lower level, and the ease of a private elevator serving all four floors. The open-concept main level features a showpiece chef’s kitchen with Taj Mahal Quartzite countertops, custom cabinetry, and state-of-the-art appliances, flowing seamlessly into the living and dining spaces, perfect for entertaining. Upstairs, the primary suite is a true retreat with a spa-like bath, custom walk-in closet, and private balcony. Generous additional bedrooms offer flexible space for family and guests, while the third floor is ideal for an au pair suite, multiple home offices, or a cozy lounge. Enjoy private outdoor patio space and private balcony. A rare ground-up new construction in Brookline, finished with high-end millwork and truly custom design, built to be enjoyed for decades.

40 Stedman Street, Brookline

Listing courtesy of Listing Agent: Nathan Klairmont from Listing Office: Concept Properties.

$3,925,000

4 Beds ⋅ 4 Baths ⋅ 24204574 MLS

Welcome to 20 Lighthouse Way, where coming home means stepping straight into a waterfront lifestyle. With a private boat mooring and the Long Island Sound at your doorstep, the transition from the workday to the water is effortless. Launch a paddleboard for a sunset outing, hop in a kayak, take the boat out for a spontaneous cruise, or enjoy waterskiing-all from your own backyard. Here, the best part of the day may be what happens after you get home. The heart of the home is a newly renovated, crisp white kitchen that flows effortlessly into a sun-drenched dining area and spacious family room centered around a cozy fireplace. Whether hosting a summer soiree or enjoying a quiet morning coffee, the open floor plan feels airy and intuitive. For those who need space to spread out, the first floor is versatile, featuring a bright living room with fireplace, dedicated office, oversized playroom, and functional mudroom with ample storage to keep coastal life organized. Upstairs, the primary suite and a second bedroom offer breathtaking water views, serving as private sanctuaries to watch the sun sparkle on the water. With four bedrooms and three updated baths, there is ample space, plus the flexibility to easily convert back to a five-bedroom layout. Outdoor living is elevated here-literally. Expansive decks on both levels overlook the water, providing the ultimate backdrop for alfresco dining and family gatherings.

20 Lighthouse Way, Darien

Listing courtesy of Keiley Fuller from Compass Connecticut, LLC. (203) 858-4609 (203) 423-3100

$3,900,000

6 Beds ⋅ 6 Baths ⋅ 73574819 MLS

Meticulously restored/fully renovated/DELEADED Victorian set on a tree-lined street in coveted West Newton Hill offers the best of both worlds: infrastructure of new construction + incredible period detail! Since ‘22: basement renovated w/state-of-the-art mechanicals, 400amps, office, gym, full bath & endless storage; new roof, re-furbished exterior, weatherproofing; award-winning new baths, updated kitchen, stone retaining wall allowing for level yard, professionally landscaped grounds; new 2-car heated garage w/ EV & sunny office/gym above, & more! PLUS the splendor of exquisite original millwork, soaring ceilings, oversized fireplaces & expansive front porch common in the late 1800s. Great layout w/ double parlor living & family room flowing to large dining room, pantry & eat-in-kitchen with glass sliders to deck and yard. Spacious Primary features a spa-like bath w/ all the bells & whistles, custom walk-in closet & sitting area. Walk to Pierce School & West Newton Square, easy access to Pike, downtown & Cambridge.

44 Putnam Street, Newton

Listing courtesy of Listing Agent: The Gillach Group from Listing Office: William Raveis R. E. & Home Services.

$3,900,000

5 Beds ⋅ 6 Baths ⋅ 24189523 MLS

Set on 2.19 private acres in a prime Darien location, 222 Brookside Road offers exceptional space, privacy, and opportunity just minutes from town and Cherry Lawn Park. With more than 7,000 square feet above grade, plus an additional 3,000 square feet on the lower level, this expansive 4-bedroom, 5.5-bath residence provides an incredible canvas to create a home tailored to your vision. Generously proportioned rooms and tall ceilings create a wonderful sense of scale throughout, while a flexible floor plan offers endless possibilities, including the potential for a first-floor in-law or guest suite. The exceptionally spacious lower level provides abundant room for entertaining, relaxing, and recreation. Outdoors, the expansive property is highlighted by a pool and well-appointed pool house featuring a full bath, laundry hookups, and full kitchen with a range and space for a refrigerator-creating a private setting for summer gatherings and relaxation. An attached four-car garage, plus an additional detached two-car garage, provides parking for six cars and even more flexibility. A rare opportunity to enjoy significant acreage, remarkable space, and endless potential in an incredibly convenient Darien location.

222 Brookside Rd, Darien

Listing courtesy of Amanda Spatola from Houlihan Lawrence. (203) 273-8615 (203) 655-8238

$3,900,000

5 Beds ⋅ 7 Baths ⋅ 5096230 MLS

Set on more than 18 picturesque acres along desirable River Road in Manchester Village, this extraordinary, converted farm offers a rare blend of historic character, modern comfort, & endless possibilities. Thoughtfully transformed into a multi-use residential compound, the property features four distinct living, working, & entertaining spaces, each with its own personality and purpose. Throughout the property, authentic antique details have been carefully preserved & integrated into the design. Original barn doors, handcrafted woodwork, exposed beams, & custom trim accents create a warm & inviting atmosphere while seamlessly blending with modern updates & amenities. The former horse barn stalls have been creatively reimagined into a charming office, library, & 3/4 bath, providing an inspiring space for work, study, or quiet retreat. A covered walkway leads to an impressive barn, ideal for large gatherings, celebrations, creative pursuits, or even a prized car collection.. A third living area serves as an exceptional landing place for family, guests, or multigenerational living. Barn-inspired architectural elements continue throughout, complemented by multiple bedrooms, and bathrooms, Completing the compound is a separate one-bedroom cottage, offering privacy & flexibility for guests, caretakers, or your personal slice of serenity. Outside, the grounds are equally captivating. Mature plantings & meticulously maintained landscaping showcase several perennial gardens that bloom throughout the seasons. A heated in-ground pool provides the perfect place to relax. Across the street, additional acreage framed by classic Vermont stone walls and a large stream-fed pond adds another dimension to the estate, with space for future residences, guest accommodations, or a private family compound. A truly exceptional offering in the heart of Historic Manchester Village.

2236 River Rd, Manchester

Listing courtesy of Carol O'Connor from Four Seasons Sotheby's Int'l Realty. ()

$3,900,000

6 Beds ⋅ 6 Baths ⋅ 24163781 MLS

YOUR HORSE. YOUR BARN. YOUR VISION. Set on more than 7 level acres in the heart of Fairfield County, 80 to 90 Comstock Hill Avenue presents a rare opportunity to own an established equestrian estate with exceptional scale, flexibility, and a unique combination of land, location, and infrastructure. Whether your vision is a training facility, elite boarding operation, equestrian wellness retreat, family farm, or private compound, this property provides the ideal foundation. The existing equestrian amenities offer immediate functionality while creating opportunities to thoughtfully tailor the estate to your own lifestyle and long-term goals. Ideally situated just one hour from Manhattan and minutes from Westport, New Canaan, Wilton, Darien, and Rowayton, the property offers the serenity of country living with exceptional access to Fairfield County's most desirable communities. Whether you preserve its equestrian legacy or shape its next chapter, 80 to 90 Comstock Hill Avenue represents one of Fairfield County's most compelling opportunities to create a truly exceptional estate.

80-90 Comstock Hill Rd, Norwalk

Listing courtesy of Libby Mattson from Houlihan Lawrence. (203) 820-5524 (203) 966-3507

$3,900,000

3 Beds ⋅ 3 Baths ⋅ 24169897 MLS

Overlooking the hills of Lyme, Connecticut, Hilltop Estate combines old world elegance with modern luxury. The fully renovated stone and stucco main house, spacious guest cottage, pool and barn complex are set on nearly 50 acres. Made up of five separate parcels with potential for equestrian pursuits, farm to table living or sellable individually. The barns include a workshop fully convertible to living space, artist studio or entertainment space. Contiguous to the barns is an Alitex greenhouse manufactured in England with its own dedicated, fully equipped potting room. The property is surrounded by manicured gardens, stone walls, privet hedges and mature plantings. The three bedroom, two and one half bath main house exudes historic character with detailed moldings, refined finishes, antique chestnut floors, custom built-in cabinetry, grass cloth wallpaper, hand-hewn exposed beams, multiple fireplaces, decorative painting and light-filled interiors. The gourmet kitchen features two stoves (Wolf and Gaggeneau) and a Sub-Zero refrigerator. Enjoy the outdoor terrace for six months a year; warmed by its stone fireplace and protected by fully retractable roller screens in the summer. The two bedroom en-suite guest cottage complete with a full kitchen provides a luxurious escape for family and friends. Meandering trails throughout the property provide a peaceful hiking experience for enjoyment year-round. The property is equidistant to New York City and Boston.

213 Beaver Brook Rd, Lyme

Listing courtesy of James Childs from William Pitt Sotheby's Int'l. (860) 501-2110 (860) 767-7488

$3,900,000

6 Beds ⋅ 6 Baths ⋅ 5085263 MLS

Welcome to 10 Morgan Road, an expansive brick Colonial perched atop a stunning open meadow with western views across rolling fields to the Green Mountains of Vermont. Spread across 23.5 acres in Hanover's coveted Etna neighborhood, this property is just minutes to downtown Hanover, Dartmouth College, and Dartmouth Hitchcock Medical Center, yet wrapped in privacy virtually impossible to find in the Upper Valley. Built in 1991 and beautifully renovated in 2005, this home offers over 8,000 square feet of above-grade living space across three levels, plus a 3,300-square-foot finished lower level. Its generous size and practical four-level design maximize flexibility, accommodating year-round family living, extensive work-at-home options, inside and outside entertainment, and extended guest visits like no other Hanover property. A dramatic two-story foyer with an elegant double staircase sets the tone. Formal living and dining rooms flow into a spacious kitchen with a sun-filled breakfast area and a family room anchored by a fireplace. The west-facing sunroom is a showstopper, with panoramic views, glorious sunsets, and natural light throughout the day. The spacious primary suite features a private office, a double-sided fireplace, a walk-in closet, and a stunning bath. Three additional bedrooms complete the second level. The third floor offers a private guest suite with a sitting room, two additional bedrooms, a full bath, and cedar closets. The finished lower level, bright and expansive with walkout access, houses a gym, media room, game rooms, craft space, and full bath. An attached three-car garage adds convenience. Outside, open hayfields, mature evergreens, and classic New England stone walls frame a setting of rare beauty. A truly rare opportunity, grand scale, an unrivaled setting, and outstanding proximity to everything the Dartmouth region offers.

10 Morgan Rd, Hanover

Listing courtesy of Richard M Higgerson from Higgerson & Company. ()

$3,900,000

4 Beds ⋅ 3 Baths ⋅ 24163908 MLS

Welcome to 23 and 24 Echo Drive, New Milford, CT-a timeless gem first introduced to the market by the family who originally built it. Nestled on the shores of Candlewood Lake within the prestigious Birch Groves community, this exquisite residence embodies the classic Adirondack style of the 1930s with its captivating stone and wood construction. Spanning 2,073 square feet, this elegant lake home offers four spacious bedrooms, a three season porch and a storybook living room with an impressive floor to ceiling field stone fireplace, providing ample space for relaxation and entertainment. With western exposure, enjoy breathtaking sunset views from the comfort of your home that seamlessly blend indoor and outdoor living. Lakeside, this home offers a wide expanse of private waterfront over two lots that looks out onto protected land with no homes, a private dock, and a hard to replicate lake side boat garage/shed. Included in this rare offering is 24 Echo, a lot, presenting endless possibilities for expansion of the family compound or a private retreat. Experience the charm of lakeside living with the convenience of modern amenities. This unique opportunity awaits you to create lasting memories in a home that effortlessly blends vintage charm with contemporary elegance. Make this unique and distinguished property yours today. 23 Echo is located on the western (waterfront) side of Echo Drive (0.63 Acres) and 24 Echo is located on the east side of Echo Dr (0.43 Acres)

23 Echo Dr, New Milford

Listing courtesy of Kevin Donovan from Compass Connecticut, LLC. (203) 512-5349 (203) 489-6499

$3,895,000

5 Beds ⋅ 6 Baths ⋅ 5109476 MLS

AUCTION: Bidder registration deadline: 6 October. Starting bids expected between $1.25M–$2.25M. Set on twelve pastoral acres in the storybook town of Barnard, Vermont, Highland Glen captures New England charm at its finest. A red barn, mature apple orchard, and towering sugar maples greet arrival, while stone walls and wooded paths wind past willow trees, a stream, trout-stocked ponds, a waterfall, and fountains. A swim spa and expansive decks invite alfresco entertaining beneath open sky. Inside, a chef's kitchen anchors the home, complemented by a four-season lodge room with a river rock fireplace, an upstairs tavern with a full bar, a wine cellar, sauna, and billiards area. Recently renovated and meticulously maintained, Highland Glen stands as a rare Vermont sanctuary, equal parts tranquil retreat and lively gathering place, moments from Silver Lake and the Barnard General Store. SEE PROPERTY-SPECIFIC WEBSITE FOR DETAILS, HIGH RESOLUTION PHOTOS, VIDEOS AND MORE.

5685 Vt Route 12, Barnard

Listing courtesy of John Snyder from Snyder Donegan Real Estate Group. (Cell: 802-280-5406)

$3,895,000

5 Beds ⋅ 6 Baths ⋅ 24197589 MLS

Set on 1.5 beautifully landscaped acres along coveted Gerrish Lane, this 1948 Colonial compound pairs timeless architecture with thoughtful updates and an effortless connection between indoors and out. Mature plantings and distinctive gardens surround the residence, creating a rare sense of privacy and tranquility just minutes from town. Generous living spaces and refined details define the home throughout. The first floor offers a gracious and versatile layout, with an open family room and kitchen at the heart of the home. French doors connect the family room and living room to the surrounding grounds, creating an easy flow between indoor and outdoor living. A formal dining room provides an elegant setting for entertaining, while a step down library offers a more intimate retreat. A first floor bedroom with full bath can serve as an alternate primary suite or home office. The primary suite is a true retreat, featuring separate baths, walk-in closets, and a balcony overlooking the lawn and gardens. Above the garage, a studio with full bath and kitchenette offers flexibility as an au pair suite, playroom, office, or guest quarters. A separate 1,146 square foot cottage includes a living room, bedroom, full kitchen, and 1.5 baths, ideal for guests, extended family, or a private workspace. A charming storage shed completes the property. 38 Gerrish Lane offers a rare balance of pastoral serenity and modern day ease in one of New Canaan's

38 Gerrish Ln, New Canaan

Listing courtesy of Christine Saxe from Compass Connecticut, LLC. (203) 273-1548 (203) 442-6626

$3,895,000

5 Beds ⋅ 5 Baths ⋅ 22602802 MLS

Experience unparalleled privacy in this gated, fully fenced 10-acre estate built in 2023, boasting over 600 feet of pristine water frontage on Great South Pond and abutting 40+ acres of protected conservation land with walking trails. Crafted with quality 2x6 framing, the main home features oak hardwood floors, quartz countertops, an open floor plan with a gas fireplace, a game room, and breathtaking views from every room. Enjoy a private sandy beach on crystal-clear, peaceful waters where gas-powered boats are restricted. A separate apartment above the three-car garage includes a full kitchen, bath, and laundry. Modern essentials include a generator, a Trex deck, and robust keypad security and video monitoring. An older waterfront guest cottage offers incredible potential. Located minutes from Pine hills Golf Club and under four miles from historic downtown Plymouth, this sanctuary perfectly blends secluded natural luxury with everyday convenience.

140 Drew Road, Plymouth

Listing courtesy of Listing Agent: Mark Anderson (mark.anderson@redfin.com) from Listing Office: Redfin Corporation.

$3,895,000

6 Beds ⋅ 6 Baths ⋅ 24162168 MLS

Luxury new construction opportunity in Lower Weston! Currently slated for completion in less than a year, this meticulously crafted estate offers a rare opportunity to secure your forever home on a private Lower Weston cul-de-sac. Take advantage of your opportunity to live in the most convenient Weston location within minutes of their top rated schools and town center. Plus enjoy the convenience to downtown Westport's shopping, dining, and beaches- as well as easy commuting to NYC. This impeccable design by the Tomas Brothers Builders redefines luxury with their electrical and landscaping expertise. Set on a lush 2-acre oasis that includes a high-end pool, the home offers a resort-style retreat right in your backyard. A masterfully planned sanctuary.

8 Norfield Woods Rd, Weston

Listing courtesy of Lauren Turner from Corcoran Centric Realty. (917) 749-4745 (203) 625-9500

$3,895,000

5 Beds ⋅ 5 Baths ⋅ 73532558 MLS

Experience unparalleled privacy in this gated, fully fenced 10-acre estate built in 2023, boasting over 600 feet of pristine water frontage on Great South Pond and abutting 40+ acres of protected conservation land with walking trails. Crafted with quality 2x6 framing, the main home features oak hardwood floors, quartz countertops, an open floor plan with a gas fireplace, a game room, and breathtaking views from every room. Enjoy a private sandy beach on crystal-clear, peaceful waters where gas-powered boats are restricted. A separate apartment above the three-car garage includes a full kitchen, bath, and laundry. Modern essentials include a generator, a Trex deck, and robust keypad security and video monitoring. An older waterfront guest cottage offers incredible potential. Located minutes from Pinehills Golf Club and under four miles from historic downtown Plymouth, this sanctuary perfectly blends secluded natural luxury with everyday convenience.

140 Drew Rd, Plymouth

Listing courtesy of Listing Agent: Mark Anderson from Listing Office: Redfin Corp..

$3,895,000

4 Beds ⋅ 5 Baths ⋅ 73499201 MLS

Constructed from the ground up, this exceptional 3,600+ sq ft residence pairs modern design with effortless everyday living. Bathed in natural light, the home offers 4 bedrooms, 4.5 baths, and a layout equally suited to quiet mornings and memorable entertaining. The main level makes a striking first impression with a bespoke mudroom, Venetian plaster fireplace framed by custom built-ins, and a designer kitchen featuring imported cabinetry, stainless steel appliances, and a grand island with thoughtfully concealed storage. Second level offers two en-suite bedrooms, a dedicated home office, laundry, and a covered deck. Entirely devoted to the primary suite, the third level delivers dual walk-in closets, a spa-like bath, and a private outdoor deck. The lower level adds remarkable flexibility with a junior primary suite and spacious family room. Andersen windows, White Oak flooring throughout, and radiant-heated baths complete the interiors.Outside, a private fenced yard and patio create a natural extension of the living space, complemented by two-car off-street parking and an EV charger. Ideally positioned near Raymond Park and minutes from Porter and Harvard Squares, with exceptional access to Cambridge’s renowned universities, top-rated schools, dining, and everything the city has to offer.

24 Newell St, Cambridge

Listing courtesy of Listing Agent: Crown & Co. Team from Listing Office: EVO Real Estate Group, LLC.

$3,890,000

4 Beds ⋅ 4 Baths ⋅ 24148103 MLS

Set on its very own private isle, this extraordinary 4-bedroom, 3.5-bathroom retreat redefines luxury coastal living. Enjoy unmatched privacy and serenity, all just a five-minute boat ride from the idlyllic Stony Creek mainland-a rare balance of peaceful island living with effortless convenience and peace of mind. Family and guests will appreciate the added benefit of a seasonal water taxi, operating hourly in the summertime, ensuring smooth and enjoyable arrivals and departures. Sunlit interiors showcase sweeping, unobstructed water views from nearly every room, while gentle sea breezes drift through a harmonious blend of indoor and outdoor spaces. Elegant living and entertaining rooms spill onto a series of spectacular balconies and terraces, each oriented to capture the ever-changing hues of sunrise and sunset over Long Island Sound. The kitchen, slightly staged with new countertops, offers both style and flexibility-ready for your personal touch to transform it into a culinary haven. This property is brimming with potential: imagine your own vacation escape for spring, summer, and fall, a lucrative VRBO investment, or an unforgettable wedding venue where guests are enveloped in the island's enchanting atmosphere. The primary suite is a world unto itself, boasting its own private balconies, a spa-inspired bath, and vistas that stretch to the horizon. Three additional bedrooms offer comfort and privacy for family and guests alike.

00 Potato Is, Branford

Listing courtesy of Vicky Welch from William Raveis Real Estate. (203) 215-4990 (203) 433-4387

$3,875,000

4 Beds ⋅ 7 Baths ⋅ 5104492 MLS

A rare opportunity to own an extraordinary private estate in highly sought-after Newington. Set on 34 acres and offering the added benefit of Newington’s exceptionally low property taxes, this one-of-a-kind property delivers an impressive combination of luxury, privacy, recreation and versatility. The main residence is designed for both everyday living and entertaining. The first-floor primary suite features tray ceilings, a spacious bath with a spa tub and tiled shower. Hardwood floors flow throughout much of the home, while oversized windows bring beautiful natural light into the living spaces. Upstairs, you’ll find a second en-suite bedroom, two additional bedrooms, a bonus room and a walk-up attic offering exceptional storage and potential for future expansion. The finished lower level adds another space created for entertaining, complete with a custom bar, billiards area and plenty of room for family and friends. Outside is where this property truly sets itself apart. The spectacular gunite pool and spa create a private resort-like setting, complemented by a substantial pool/guest house featuring two separate dens, a full kitchen, full bath, laundry and a wood-fired pizza oven-ideal for extended stays, entertaining or simply enjoying summers by the pool. For the collector, enthusiast or anyone needing serious storage, the impressive 56’ x 46’ barn is a standout feature. Heated and cooled and equipped with three vehicle lifts, it provides tremendous space for cars, boats, an RV, recreational equipment, a workshop and more. Adding to the property’s appeal are geothermal heating and cooling, solar panels and a whole-house generator, bringing efficiency and peace of mind to a home of this scale. With 34 private acres, multiple living and entertaining spaces, an exceptional pool, oversized barn and remarkably low taxes, 336 Newington Road represents a truly distinctive offering in a town where properties like this are rarely available.

336 Newington Rd, Newington

Listing courtesy of Ryanne Bianchi from Coldwell Banker - Peggy Carter Team. (Off: 603-742-4663)

$3,875,000

4 Beds ⋅ 5 Baths ⋅ 24187684 MLS

Beautifully reimagined modern farmhouse on a quiet Greenwich cul-de-sac, offering 4 bedrooms, 4 full & 1 half baths across four finished levels. Renovated with a timeless coastal feel, featuring wide-plank white oak floors, abundant natural light, town utilities, natural gas, bluestone patios, EV-ready charge & a level backyard with possible pool site. The chef's kitchen, designed by an award-winning designer, offers Thermador appliances, custom cabinetry, center island, designer finishes & a custom banquette eat-in area, opening to the family room with fireplace and sliders to the blue-stone patio. The primary suite features two walk-in closets and a spa-like bath with radiant heated floors. Finished lower level offers flexible space. Finished walk-up attic with full bath provides ideal guest or office space. Minutes to Greenwich Ave, train & nature preserve, close to shopping, dining, parks, and nearby schools.

4 Sachem Ln, Greenwich

Listing courtesy of Sabrina Adorno from William Raveis Real Estate. (203) 602-4573 (203) 869-9263

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