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$2,700,000
6 Beds ⋅ 6 Baths ⋅ 24198721 MLS
Welcome to 269 West Lane, a beautifully appointed Carriage House built by George G Haven in 1900 and extensively renovated to today's highest standards. Steeped in Ridgefield history and charm, this "grand barn" was originally built for Haven's prize horse Davey and his stablemates, with cost as no object in its construction. Enter the grounds through stone walls and a canopy of mature trees to find a private sanctuary of gardens, terraces and inviting Gunite pool. Formal fenced perenial gardens surround a charming garden cottage. The interior of the home is a wonderland of architectural character. A grand entry foyer boasts soaring ceilings and original brick herringbone flooring. Magnificent double doors lead to the stunning Great Room, with corner raised hearth fireplace and a wall of French doors to the terrace. A chef's kitchen with breakfast bar is accessed through a charming butler's pantry. Step into to a majestic living room, which has also been used as a grand dining room in years past. A first floor ensuite bedroom is perfect for guests or au pair. An artist studio, an added bonus! The rear of the house leads to a spacious inlaw or caretaker apartment, complete with an original horse stall, now a bedroom! Upstairs, the primary bedroom suite with separate sitting room offers a private retreat. Three other bedrooms and two baths complete this level. This special country retreat is located less than a mile from charming Ridgefield center and just 55 miles to NYC!

269 West Ln, Ridgefield

Listing courtesy of Jane Scarbrough from William Pitt Sotheby's Int'l. (203) 733-6177 (203) 438-9531
$2,700,000
4 Beds ⋅ 3 Baths ⋅ 22603965 MLS
Discover the charm of Wianno in this beautifully renovated four-bedroom, three-bath home, walking distance to Osterville Village, beaches, and the best of Cape Cod living. With deeded access to Eel River and lovely views overlooking the Wianno golf course, this inviting property offers a rare combination of location, comfort, and lifestyle. Thoughtfully designed for easy one-level living, the turnkey home features a warm and welcoming living room with fireplace, vaulted ceilings, and a relaxed country feel. The spacious deck overlooking the golf course provides an idyllic setting for morning coffee, summer entertaining, or unwinding at the end of the day. This home's exceptional location puts Osterville Village, beaches, boating, dining, and shopping close at hand. Whether you're seeking a year-round residence or a special Cape Cod retreat, this Wianno property offers an outstanding opportunity in a highly desirable setting. New Title V compliant septic system installed.

72 Hathaway Rd Road, Osterville

Listing courtesy of Listing Agent: Tom P Foley (thefoleyco@comcast.net) from Listing Office: The Foley Company.
$2,700,000
7 Beds ⋅ 7 Baths ⋅ 22502226 MLS
For the first time in generations, this landmark Pleasant Bay compound--anchored by the iconic ''Topside'' main residence and the charming two-bedroom ''Boathouse''--is offered as a rare, generational waterfront estate, a site long cherished by those who have called it home. With a deep-water dock, moorings, and direct access to the bay, the property delivers a front-row seat to the rhythms of Pleasant Bay and boundless recreation. Both homes enjoy sweeping 270-degree views across the water to Eastward Ho, the Chatham Yacht Club, and the Atlantic beyond. Thoughtfully sited by its original architect to capture the light and water at every turn, ''Topside'' offers 5 bedrooms and 4.5 baths with timeless coastal character and spaces designed for gathering, while the ''Boathouse'' sits just above the shoreline, featuring 2 bedrooms, 1 bathroom, and its own deck for quiet moments by the sea. A secluded garden patio and broad waterfront lawn offer a blend of intimacy and scale. With a strong rental history and potential for expansion or personalization, this is a lifestyle property that invites multigenerational living, savvy investment, or a private retreat. A once-in-a-lifetime opportunity!

645 S Orleans Road, Orleans

Listing courtesy of Listing Agent: Guthrie Schofield Group (aschofield@robertpaul.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.
$2,700,000
3 Beds ⋅ 2 Baths ⋅ 22505704 MLS
Discover the charm of coastal living just moments from Hardings Beach. This inviting 3-bedroom, 2-bath home enjoys beautiful water views over Bucks Creek and spectacular west-facing sunsets. Private stairs lead directly to the water's edge, making it easy to launch a kayak, explore the creek, or simply relax by the shore. The light-filled sunroom provides the perfect place to unwind while taking in the ever-changing coastal scenery throughout the seasons. Residents enjoy access to the Hardings Beach Hills Association dock, kayak storage, and waterfront picnic area, offering exceptional opportunities to enjoy life on the water. Whether you're seeking a year-round residence, seasonal retreat, or investment opportunity, this home offers an exceptional Chatham location surrounded by natural beauty. Abutting property at 92 Indian Trail is also available for $3,200,000.

78 Indian Trail, Chatham

Listing courtesy of Listing Agent: Judith L Smith (judy@ricottarealestate.com) from Listing Office: John C Ricotta & Assoc..
$2,700,000
7 Beds ⋅ 8 Baths ⋅ 22603319 MLS
Welcome to the Captain Weston Swift House, built circa 1800 and now listed on the National Register of Historic Places, the impeccably renovated Swift House is a rare blend of history and modern comfort. Previously operated as the renowned Coppage Inn and now a private residence, the 4,456 sq. ft. main house features 5 bedrooms (3 en suites including a primary bath with steam shower), 6 fireplaces, wood floors, custom built-ins, and myriad architectural accents. Modern updates include a renovated kitchen, marble/tile bathrooms, and elegant lighting. Designed for entertaining and everyday living, the layout offers a sun-filled living room, formal dining room, and patios overlooking a private acre of landscaped grounds. A brick courtyard, a bluestone patio with a pergola, and a large cedar wood deck enhance outdoor living. The centerpiece of the home is an indoor, heated, saltwater swimming pool for year-round enjoyment. The pool house holds 2 bathrooms; a laundry; and a hot rocks sauna.The pool house is 1,984 additional sq. ft. and is not included in the total square footage. The Carriage House includes 1,178 sqf of finished space with a 2-bedroom,1-bath apartment (dedicated septic) an oversized heated garage/workshop; and renovated studio/office/living space with it's own full bathroom. Rich in character and updated for today's lifestyle, this legacy property is truly one of a kind in the heart of Cape Cod. Part of the Waquoit Historic District. 0.5 miles to Waquoit Public Landing.

224 Waquoit Highway, East Falmouth

Listing courtesy of Listing Agent: Valentina Globa (globavalentina@gmail.com) from Listing Office: eXp Realty, LLC.
$2,700,000
3 Beds ⋅ 3 Baths ⋅ 73553701 MLS
Privately nestled amid sweeping gardens and lush natural landscaping, this 3-bedroom, 3-bath home offers the perfect blend of timeless design and refined contemporary living. Thoughtfully curated interiors feature an open-concept living area, a large kitchen with Viking cooktop, Fisher & Paykel dishwasher and quartz countertops, inviting dining spaces, and comfortable gathering rooms filled with natural light. French doors open to a brick patio with fireplace, surrounded by mature gardens, creating seamless indoor-outdoor living ideal for entertaining or quiet relaxation. With beautifully designed indoor and outdoor spaces in the heart of Katama, this property is a true Vineyard sanctuary.

205 Meetinghouse Way, Edgartown

Listing courtesy of Listing Agent: Thayer Whipple from Listing Office: Sandpiper Realty, Inc..
$2,700,000
7 Beds ⋅ 7 Baths ⋅ 73528189 MLS
Welcome to the Ivy Ledge Estate. With WATERVIEWS from most rooms this home is perched in a coveted Swampscott enclave. Meticulously maintained and elegantly updated, this residence harmonizes timeless charm with modern sophistication. Sunlit interiors boast gleaming hardwood floors, bespoke millwork, and a thoughtfully designed floor plan ideal for both entertaining and serene retreat. The gourmet kitchen exudes both style and function with a second kitchen island and swoonworthy butler's pantry that has original cabinetry, hardware and 2nd sink. The primary suite offers a sanctuary of comfort with a new en-suite bathroom and perfectly designed walk-in closet complete with an island. Each bedroom offers its own bathroom and there are plenty of bonus rooms for home offices, gym and playroom. This rare blend of elegance and seaside tranquility is just moments from pristine beaches, fine dining, and vibrant local amenities. Come and enjoy this truly special lifestyle.

53 Tupelo Rd, Swampscott

Listing courtesy of Listing Agent: Melissa Weinand from Listing Office: The Proper Nest Real Estate.
$2,700,000
4 Beds ⋅ 3 Baths ⋅ 73527399 MLS
Set at the end of a private dead-end road in Plymouth, 141 Stage Point Road offers a rare coastal setting with privacy, scale, and water views on both sides. Sited on nearly two acres, the property enjoys ocean views to the front and a peaceful pond backdrop to the rear, with a wraparound porch, inground pool, basketball court, landscaped grounds, and generous outdoor space. Inside, the 25x25 great room captures the ocean view through a full wall of sliding glass doors and is anchored by a stone fireplace. The first floor also includes a spacious kitchen, dining room, family room, and a large ocean-facing room with potential for a future first-floor primary suite or flexible living space. Upstairs are four bedrooms and two full baths. A partially finished lower level adds additional space for recreation, office, media, or overflow. Detached heated three-car garage, whole-house generator, central heat, central air, private well and septic. Title V passed. NEW septic ( 2026)

141 Stage Point Rd, Plymouth

Listing courtesy of Listing Agent: Susana Murphy from Listing Office: ALANTE Real Estate.
$2,700,000
3 Beds ⋅ 3 Baths ⋅ 5090703 MLS
Want to live a nature lover’s dream? This rare waterfront property on Big Island Pond in Derry, NH offers over 700 feet of private shoreline surrounded by 2.24 acres of mature trees and natural beauty. A peaceful walking path leads to your own potential dock, where you can spend your days fishing, swimming, paddleboarding, or boating on one of Southern New Hampshire’s most sought-after lakes. Cruise out to the nearby sandbars for a relaxing afternoon, then return home to breathtaking sunset views right from your waterfront retreat. Experience the perfect blend of privacy, recreation, and lakeside living.

19 Whitneys Grove Rd, Derry

Listing courtesy of Vicki Mason from Sale Pro Real Estate. ()
$2,700,000
4 Beds ⋅ 5 Baths ⋅ 73471802 MLS
Welcome to the opportunity to own a brand-new, GORGEOUS, custom-built home in Edgartown, set on a one-acre plot with a detached 900 sq ft accessory dwelling. The main residence opens to an inviting two-story foyer, leading to an expansive, living room featuring a wall of glass sliders. The gourmet kitchen is a chef’s dream, boasting Bosch appliances, a large quartz-topped island with seating for four.  The first floor hosts a primary suite with a luxurious private bath. Upstairs, you’ll find a cozy second living room and two spacious guest suites, each with private baths. The property includes a 900 sq ft detached accessory dwelling, complete with full kitchen, bath, and bedroom. With one acre of land, this property is poised for a future pool. Ready for your 2026 occupancy!  Note: This property is subject to M.G.L. Chapter 40A Section 6 of the Affordable Homes Act: Single-family residence not to exceed 1,850 sq ft of heated living area, min. 3 bedrooms, no short-term rentals.

6 Laura's Way, Edgartown

Listing courtesy of Listing Agent: Michele Casavant from Listing Office: Vineyard Village Realty.
$2,700,000
7 Beds ⋅ 7 Baths ⋅ 73373131 MLS
For the first time in generations, this landmark Pleasant Bay compound—anchored by the iconic "Topside" main residence and the charming two-bedroom "Boathouse"—is offered as a rare, generational waterfront estate, a site long cherished by those who have called it home. With a deep-water dock, moorings, and direct access to the bay, the property delivers a front-row seat to the rhythms of Pleasant Bay and boundless recreation. Both homes enjoy sweeping 270-degree views across the water to Eastward Ho, the Chatham Yacht Club, and the Atlantic beyond. Thoughtfully sited by its original architect to capture the light and water at every turn, "Topside" offers 5 bedrooms and 4.5 baths with timeless coastal character and spaces designed for gathering, while the "Boathouse" sits just above the shoreline, featuring 2 bedrooms, 1 bathroom, and its own deck for quiet moments by the sea. A secluded garden patio and broad waterfront lawn offer a blend of intimacy and scale. With a strong rental history and potential for expansion or personalization, this is a lifestyle property that invites multigenerational living, savvy investment, or a private retreat. A once-in-a-lifetime opportunity to own one of Cape Cod's most storied, landmark waterfront settings.

645 S Orleans, Orleans

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .
$2,699,999
5 Beds ⋅ 8 Baths ⋅ 24199757 MLS
BACK ON THE MARKET. Buyers could not perform. Welcome to 150 Wildwood Road, an exceptional new construction that perfectly blends timeless colonial architecture with modern sophistication. Set on 1.12 private acres in one of Stamford's most private neighborhoods, this 9,000+ sqft masterpiece showcases superior craftsmanship & thoughtful design by respected local builder known for quality & attention to detail. Four fully finished levels of lux living, designed for everyday comfort & entertaining. From the moment you enter, you're greeted by a 2-story foyer, sun-filled open spaces, and exquisite white oak detail trim. The main level features a grand foyer, expansive family room/EIK with custom fireplaces, dining rm, living room w wood burning fireplace. The gourmet chef's kitchen has Thermador appliances, custom cabinetry, & generous center island-all opening to a light-filled breakfast area & spacious fam room lead to a huge deck overlooking backyard. The serene primary suite incl. a walkout balcony, huge walk-in closet, & master bath with massive curbless shower and his/hers sinks. 3 other bedrooms on 2nd floor with private baths. The 2nd fl also offers an office space. Finished 3rd floor offers flex space for a playroom, gym, or guest suite, while the fully finished walkout LL provides endless possibilities includes half bath & fireplace. Irrigation system installed. Potential pool site shown on attached survey

150 Wildwood Rd, Stamford

Listing courtesy of Joseph Schinella from Arena Real Estate Services LLC. (203) 912-7942 (203) 595-9022
$2,699,900
4 Beds ⋅ 3 Baths ⋅ 5092879 MLS
Welcome to “The Gardens on Silver” where historic charm meets luxury elegance. Built in 1890 for prominent industrial business owner Frank B. Williams, this home reflects the affluence and style of Dover’s turn-of-the-century elite. Outside, you will find yourself enveloped by the home’s showpiece; a luxury European inspired garden and pool escape that instantly evokes a feeling of peace and tranquility. The estate’s original grandeur has been lovingly restored and boasts the original grand staircase, six fireplaces, beamed ceilings, leaded transom windows and mahogany doors and built-ins. Modern, luxury finishes have been artfully entwined throughout the home’s kitchen and outdoor entertaining design to ensure an elevated experience. Two detached garages allow for ample vehicle storage space. Dover’s crown jewel awaits its next steward.

98 Silver St, Dover

Listing courtesy of Ricardo Rodriguez & Associates from Coldwell Banker Realty - Portsmouth, NH. (Off: 603-334-1900)
$2,699,000
5 Beds ⋅ 6 Baths ⋅ 73575636 MLS
Welcome to this exquisite custom renovated & expanded colonial with high end finishes throughout. Fantastic location in Mitchell School district with only minutes from Town Center. Front door opens into a gorgeous living room and a lovely dining room leading you into a custom kitchen featuring a large island, a dry bar area open to the family room with access to the patio and private back yard. First floor also offers a separate home office, a powder room & a guest suite with a full bath. The oversized one car garage offers direct entry to the first floor mudroom. 2nd floor features a lovely designed primary suite w a large walk-in closet, an oversized en-suite bedroom with it's own bonus room, two additional bedrooms, a family bath and laundry room. LL hosts a cozy den area with a wet bar, a separate great room a full bath and a home gym amazing for entertaining and family fun!! A spacious utility room provides excellent storage. The approx. 1200 unfinished SF on the third floor, is framed for a bedroom, a full bath, a den area plus a bonus room with rough wiring and plumbing, insulation and blue board installed. Don't miss out on seeing this gem of a house.

12 Upland Rd, Needham

Listing courtesy of Listing Agent: Jill Finkelstein & Associates from Listing Office: Compass.
$2,699,000
6 Beds ⋅ 4 Baths ⋅ 73573206 MLS
Presenting 40 Eutuaw Avenue, an exceptional architect-designed estate situated on nearly two acres of professionally landscaped grounds w/ potential to subdivide. This stately custom Colonial features a refined stucco exterior, 14 rooms, 6 generously sized bedrooms, four full bathrooms, and four fireplaces. Auto enthusiasts or those requiring extensive storage will appreciate the heated four-car garage providing secure and ample parking and space, while the fully appointed in-law suite above includes a kitchen, living room, two bedrooms, and a full bathroom. Throughout the home, exceptional craftsmanship is showcased through mahogany, hardwood, and marble flooring; detailed crown molding; coffered ceilings; granite countertops; and numerous custom finishes. The open first floor layout is ideal for both everyday living and entertaining. The welcoming marble foyer features a striking winding staircase and leads to the elegant dining room and den/sitting area with gas fireplace along with double sliding doors leading to the exterior deck. The living room offers a wood-burning fireplace with French doors for privacy. The spacious kitchen, accentuated with marble flooring & radiant heat, is equipped with high-end appliances, a large center island with sliding doors leading to a beautiful, window-lined three-season porch. A step-down family room features soaring ceilings and a floor-to-ceiling stone gas fireplace. The first floor also includes a welcoming side entry with double closet, mudroom, full bathroom with stone shower, separate laundry room equipped with dual sink and plenty of cabinets. Upstairs, the primary suite offers a gas fireplace, a cherry-wood walk-in closet/dressing area with French doors, a spa-like bathroom and a private balcony overlooking the backyard oasis. Three additional bedrooms and another full bathroom complete the second level. The resort-style, fenced backyard is an exceptional private retreat, featuring lush landscaping with irrigation, a large deck, stone patio, heated Gunite pool & spa, outdoor shower and storage shed. A partially finished basement offers additional living space and endless possibilities, with abundance of storage throughout the home. Only 14 miles from Boston, close to highway, public transportation, schools, shopping, restaurants & so much more. This pristine home offers luxurious living in a serene, private setting conveniently located to all the necessities. Schedule your private showing today!

40 Eutaw Ave, Braintree

Listing courtesy of Listing Agent: Lori Wirtz from Listing Office: The Firm.
$2,699,000
4 Beds ⋅ 3 Baths ⋅ 73569654 MLS
A rare oceanfront offering, this beautifully remodeled Nantucket-style Cape is privately positioned at the end of a cul-de-sac on a premier 1.05-acre lot—the largest oceanfront lot in Plymouth’s Indian Brook Association. Set high on a thickly vegetated bluff above a seawall extending more than 1,000 feet along the shoreline, this secluded nine-room home offers extraordinary panoramic views across Cape Cod Bay. On clear days, the coastline can be seen all the way to Provincetown.Two spacious additions enhance the home’s open, airy floor plan and capture sweeping water views from every room. The remodeled kitchen features abundant custom cabinetry, Fantasy Brown granite countertops with a full-height backsplash, a breakfast-bar peninsula, and a luxury Italian ZLINE range with an electric oven and gas cooktop. The kitchen flows naturally into the dining area and expansive main living space, creating a comfortable setting for everyday living and entertaining.Large, double, full-glass Andersen swing doors open the interior to an exceptional collection of oceanfront decks and patios. Outdoor amenities include both covered and open-air gathering areas, a metal-roofed shelter, a large pergola, a built-in natural-gas fire pit, and a piped natural-gas grill. Multiple outdoor seating and dining areas—accommodating Adirondack and rocking chairs, outdoor sofa and lounge chairs, dining furniture, and chaise lounges—provide numerous places to relax, entertain, and enjoy the salt air and ocean breeze.The spacious primary suite also opens directly through double glass doors to the deck and patio areas, offering elevated views of the brilliant blue waters of Cape Cod Bay. From the back of the home, enjoy unforgettable sunrises and moon-rises over the water; from the front, take in magnificent evening sunsets.Offering uncommon privacy, generous outdoor space, and dramatic ocean vistas, this exceptional waterfront property provides a peaceful retreat away from neighboring homes and urban noise. All of this is located less than an hour from Boston and approximately 30 minutes from downtown Hyannis—an ideal setting for enjoying both Plymouth and Cape Cod.

3 Ellisville Drive, Plymouth

Listing courtesy of Listing Agent: Christopher M. Noble from Listing Office: Mere-Stone Properties.
$2,699,000
5 Beds ⋅ 7 Baths ⋅ 73565423 MLS
Welcome to 49 Salem St where historic character meets modern luxury. The circa-1850 William H. Foster House is a distinguished Federal Colonial set on a beautifully landscaped 1-acre lot abutting the renowned Phillips Academy campus. This remarkable residence offers 5 bedrooms, 4 full and 3 half baths, and 7 fireplaces. The original barn has been transformed into a dramatic family room with fireplace and adjoining game room, creating an ideal setting for entertaining. The expansive kitchen features custom cabinetry, soapstone counters, a 6 burner cooktop, double wall oven, 2 dishwashers, Sub-Zero refrigerator, 2 sinks and a fireside sitting area. The living room opens to a screened porch overlooking the private grounds. Outdoors, enjoy a heated in-ground pool with retractable cover, spa and stone fireplace surrounded by landscaping designed by Laura Bibler. A spectacular 2-story pool house offers living space, kitchenette, full bath and laundry with exciting ADU potential. A 3-car garage completes this exceptional property moments from downtown Andover. Easy access to routes 93 and the commuter rail to Boston.

49 Salem St, Andover

Listing courtesy of Listing Agent: The Lucci Witte Team from Listing Office: William Raveis R.E. & Home Services.
$2,699,000
5 Beds ⋅ 6 Baths ⋅ 24195451 MLS
There's a certain kind of iconic home that settles over you the moment you step inside, because the craftsmanship was never meant to be temporary. Nine-foot ceilings in the living & dining rooms, 3 wood-burning fireplaces, solid proportions & large windows & glass doors that still frame the light the way they were designed to nearly a century ago. The kind of quiet authority that newer construction spends a fortune trying to approximate. The current owners understood the assignment. They preserved what mattered & refined the rest without ever losing the house's original voice. The original 1929 paneled den with a hidden wet bar. A family room built for actual gathering, complete with Sub-Zero, beverage fridge & kegerator. The gourmet kitchen opens directly onto an oversized patio so the line between inside & outside nearly disappears. 5/6 beds, 5.5 stunning baths, two staircases, a first-floor office, & a walk-out lower level with its own entrance & full bath give the house a flexibility that feels intentional. Outside, 1+ acres sit quietly behind stone walls - already equipped with a grilling station, a built-in fire pit, irrigation, & the soft structure of mature plantings, privacy & play space. You can walk to Fairfield's vibrant downtown, the Metro-North station to NYC, & schools. You border lovely Winton Park. Natural gas, city water, town sewer. Some homes you tour. This one stays with you. A spectacular house with a soul.

1123 Round Hill Rd, Fairfield

Listing courtesy of Veronica Monahan from Compass Connecticut, LLC. (203) 520-1568 (203) 293-9715
$2,699,000
4 Beds ⋅ 5 Baths ⋅ 73510015 MLS
Exceptional waterfront living on the Mill River, this 2021-built contemporary home offers beautiful unobstructed riverfront views with glimpses extending toward Wingaersheek Beach and Ipswich Bay. Thoughtfully designed with 4 bedrooms and 4.5 baths, the home features an expansive open-concept layout centered around a dramatic great room that flows seamlessly onto a spacious deck, perfect for enjoying the ever-changing waterfront scenery. A chef’s kitchen with walk-in pantry anchors the main living space, complemented by high-end finishes and effortless indoor-outdoor living ideal for entertaining. Step outside to your private dock - an exceptional bonus - offering direct access to the Mill River for boating, kayaking, or paddleboarding right from your backyard. Additional highlights include a dedicated home office, oversized 2-car garage, and energy-efficient systems for modern comfort. A rare opportunity to own a nearly new waterfront home in a prime Gloucester location.

498 Washington St, Gloucester

Listing courtesy of Listing Agent: Atlee Alman from Listing Office: Vadala Real Estate.
$2,699,000
5 Beds ⋅ 4 Baths ⋅ 73501656 MLS
Where antique charm meets modern living, 104 Standish Street is a timeless Duxbury treasure. Originally built with classic character and lovingly updated, this 5-bedroom, 3.5-bath home blends historic details with the conveniences of today. Sunlit rooms, warm wood floors, and period craftsmanship create a sense of history, while the addition in 2009 which included kitchen, baths, & systems deliver modern everyday ease. Filled with generous living space for gathering and private retreats for quiet moments, the home offers a rare balance of elegance and function. Just minutes to Duxbury’s vibrant town center, top schools, and the Eagle’s Nest Bay, it places you at the heart of everything the community has to offer—beaches, boating, shops, and more. A true coastal classic, ready for its next chapter.

104 Standish St, Duxbury

Listing courtesy of Listing Agent: Marni Migliaccio from Listing Office: The Firm - Duxbury.
$2,699,000
5 Beds ⋅ 4 Baths ⋅ 24141176 MLS
TWO incredible waterside opportunities await! That's right, not one, but TWO fantastic beach area homes are offered! With their direct waterfront locations (1235 - beachfront/LI Sound; 1236 - canal side), both homes have amazing water views, beach access and a convenient, fantastic location all in one! Both homes also offer excellent investment/rental opportunities. #1235 is rented for the '26-'27 college academic calendar year (Sept-May). 1236 is presently rented month-to-month. The home can be your beachside escape for the summer months - or rent it out monthly for additional income! When it's time for you to reside in the homes, create your own compound with a bright and airy house on each side of the water! 1235 has newer bathrooms, kitchen and tankless water heater. All newer windows on the beach-facing side of the home. Newer roof & skylights (2021). Recently painted exterior. Enjoy the incredible views of the Sound from the primary bedroom balcony! Take a dip in the sound and then come back from the beach & rinse off in the outdoor shower! 1236 has newer kitchen windows, re-sanded floors (2023) and has been repainted inside (2023). Hardwood floors throughout both homes (except for kitchen at 1236 (tile)).

1235-1236 Fairfield Beach Rd, Fairfield

Listing courtesy of John Foran from Compass Connecticut, LLC. (203) 981-0785 (203) 293-9715
$2,699,000
6 Beds ⋅ 3 Baths ⋅ 4971898 MLS
Discover the quintessential Vermont lifestyle at historic Wheeler Farm! Nestled amid its own 260+/- acres of scenic beauty, this 6-bedroom farmhouse embodies rural farmhouse charm. Open meadows, green hay fields and the sugarhouse's steam on spring days barely begin to tell the story of all this special property holds. Boasting a coveted southeast exposure, the home and land are cheerful and whimsical and yes it gets even better—this is waterfront property that offers substantial frontage on the North Branch of the Deerfield River, a haven for fly fishing & serenity. For the farmer in you, two livestock barns provide ample space for your animals or envision more—the potential to be certified organic or transform these barns into charming event spaces or the farm into a Bed and Breakfast to blend Vermont's rural allure with modern comfort. This property is an opportunity waiting to be realized. With 5 identified potential new home sites, you may consider creating a family compound or explore development possibilities. Additionally, there's a sugar house and sugar lot, operated with modern efficiency for maple syrup production. Historic Wilmington, is only a stone's throw away and Mount Snow and the prestigious Hermitage Club are just a few miles North. Rarely does an opportunity like this arise. While currently part of Vermont's Current Use program, removal is an option upon sale, making your vision even more attainable. Unlock the limitless posibilities at Wheeler Farm!

36 Woffenden Rd, Wilmington

Listing courtesy of Melissa Ellis from Southern Vermont Realty Group. ()
$2,699,000
4 Beds ⋅ 4 Baths ⋅ 73399959 MLS
Stately colonial abutting Keeney Pond featuring 4 BR, 3.5 baths.Walk out basement. Chef’s kitchen with high end appliance package. Family room with FP. First floor office with built ins. Private den that could be used as a second office. Detailed interior trim package with multiple ceiling treatments. High efficiency heat and A/C systems complying with the requirements of a Mass Green Community. Maintenance free exterior with Hardy cement board siding, Pella windows, trex decking and lifetime warranty roofing shingles. Custom build in one of the finest neighborhoods in Metro West. Walk to Mass Transit and close proximity to major highways. Other plans and lots available.

7A Keeney Pond Rd, Norfolk

Listing courtesy of Listing Agent: Cara A. Nicholson from Listing Office: Professional Properties.
$2,698,000
5 Beds ⋅ 4 Baths ⋅ 73492578 MLS
This classic brick Colonial, set on one of Brookline’s most coveted streets near the Brookline Reservoir, offers stunning views and exceptional spaces for both family living and entertaining. This 5-bedroom, 3.5-bath home features a front-to-back living room with a gas fireplace, a gracious dining room with its own fireplace, and an eat-in kitchen that opens to a covered deck and patio—perfect for entertaining. The main level also includes a private home office, a powder room, and a sun-filled, oversized family room with direct access to a second patio. Upstairs on the 2nd and 3rd levels are five bedrooms and an additional home office, including a spacious primary suite with an ensuite bath, walk-in closet, and private deck. The lower level offers a dedicated exercise area, laundry room, abundant storage, and an attached two-car garage. Ideally located near The Street, Wegmans, Longwood Medical Area, public transportation, and Boston.

140 Dudley St, Brookline

Listing courtesy of Listing Agent: Deborah M. Gordon from Listing Office: Coldwell Banker Realty - Brookline.
$2,695,000
3 Beds ⋅ 6 Baths ⋅ 5109153 MLS
High on the side of Northeast Mountain, this exceptional 17.3-acre property brings together architecture, engineering, landscape, and privacy in a remarkable Vermont setting. Elevated above a scenic Green Mountain valley, the property enjoys expansive western and northern views, with the Adirondacks visible in the distance. Custom designed and built with an uncommon focus on performance and longevity, the 5,000+ square-foot residence pairs a Bensonwood timber frame with Structural Insulated Panels (SIPs), creating an exceptionally tight, highly insulated building envelope for year-round energy efficiency and climate control. State-of-the-art systems are thoughtfully organized for accessibility and future maintenance, providing both sophisticated performance today and flexibility for future upgrades. Inside, impressive scale is balanced by warmth and livability. Three bedrooms and five-and-a-half baths are complemented by multiple living areas, a beautifully appointed gourmet kitchen, tranquil screened porch, and a full guest apartment for privacy. The layout offers excellent flexibility for entertaining, extended stays, or simply enjoying the generous spaces. Outside, landscaped grounds lead to a classic timber-frame barn with storage and potential for future expansion. A large fenced pasture adds versatility for gardening, recreation, or animals. Despite its private mountain setting, the property is conveniently connected to the region. Golf, hiking, an extensive mountain-bike trail network, Lake St. Catherine, and the village of Wells are nearby, with Dorset and Manchester an easy scenic drive away and several ski areas within an hour. For those who appreciate distinctive architecture, intelligent construction, energy performance, land, and long-term flexibility, this is a property designed to endure. Come experience the views, craftsmanship, and extraordinary quiet for yourself. Schedule a private showing and discover this exceptional Vermont mountain property.

2072 Saw Mill Hill Rd, Wells

Listing courtesy of Derryl Lang from Four Seasons Sotheby's Int'l Realty. ()
$2,695,000
4 Beds ⋅ 5 Baths ⋅ 73573370 MLS
A rare offering in Marblehead to own a stately expanded Center Entrance Colonial in one of Marblehead's most desirable seaside neighborhoods, just a short stroll to Preston Beach. This impeccably maintained 4 bedroom coastal home blends timeless New England architecture with many updates and ocean views. The exceptional primary suite is a true retreat, featuring a fireplace, custom built-ins, a walk-in closet, and a stunning bath with a soaking tub and custom finishes. Three full and two half baths, a dedicated home office, and a thoughtfully designed mudroom provide outstanding everyday functionality. Rich architectural details, generous living spaces, abundant natural light, and quality craftsmanship create a warm and inviting atmosphere ideal for both comfortable living and entertaining. The carriage house offers two garage bays, a potting shed, and unfinished second-floor space ready to become a home office, guest suite, artist's studio, fitness room, or additional living area. The meticulously maintained grounds showcase mature plantings, lush lawns, perennial gardens, and seasonal highlights that provide exceptional beauty and privacy throughout the year. Enjoy the best of Marblehead living with beaches, parks, schools, historic downtown, Marblehead Harbor, shops, restaurants, and walking trails. A truly exceptional luxury property offering timeless character, modern convenience, and an unmatched coastal lifestyle.

5 Bartlett St, Marblehead

Listing courtesy of Listing Agent: Jack Attridge from Listing Office: William Raveis R.E. & Home Services.
$2,695,000
4 Beds ⋅ 4 Baths ⋅ 24204244 MLS
Brand new construction in Cos Cob features four finished levels and an abundance of natural light. The main level offers an inviting open-concept kitchen, breakfast area, and family room, leading to a private deck and backyard, extending the living space outdoors. Glass walls along the staircase create a striking architectural detail while allowing light to flow through the home. The luxurious primary suite features a spa-like bath and custom walk-in closet with beautifully designed built-ins. Two additional bedrooms and a full bath complete the second level, with an optional connection for a stackable washer and dryer in the hall closet. The third floor offers a spacious bedroom, full bath, and versatile bonus space ideal for a playroom or office. The finished lower level provides a private office with custom cabinetry, second family room with wet bar, and full bath. Finished carport accommodates one car and would make a great party room. Set on a residential street, the property offers an ideal balance of privacy and convenience, with an easy route to North Mianus and Eastern schools, local shops, restaurants, parks, and the train station.

9 Maple St, Greenwich

Listing courtesy of Julie Church from Houlihan Lawrence. (203) 561-9373 (203) 869-0700
$2,695,000
5 Beds ⋅ 6 Baths ⋅ 73563069 MLS
A true statement of luxury, this exquisite home has been masterfully designed to offer an unrivaled living experience. From the moment you enter, you'll be captivated by soaring ceilings, exquisite mill work, designer finishes, and thoughtfully curated spaces that blend sophistication with everyday comfort. The heart of the home is a breathtaking chef's kitchen, meticulously designed with custom cabinetry, premium appliances, marble countertops, and an oversized island that serves as both a stunning centerpiece and gathering place. The open floor plan is filled with natural light from expansive windows and features French white oak flooring, coffered ceiling, and a striking gas fireplace framed with natural stone from floor to ceiling, The first floor primary suite is a true retreat, featuring a spa-like bath, generous walk in closets, and gas fireplace, while additional 4 bedrooms provide comfort and privacy for family and guests. The finished, walk out lower level expands your living space with an impressive recreation area complete with wet bar, fireplace and dedicated exercise room. The resort inspired outdoor living spaces are equally impressive. A spectacular salt water pool, entertaining terraces, and a fully appointed outdoor kitchen create and exceptional private retreat - all enhanced by Sonos surround system extending throughout both the interior and exterior of the home. Additional amenities include a whole house generator, water filtration system, water softener system, and countless upgrades that elevate your everyday living. Unquestionably a one of a kind home that must be seen to be fully experienced.

26 Fox Hill Cir, Marshfield

Listing courtesy of Listing Agent: Brita Sheehan from Listing Office: Conway - Marshfield.
$2,695,000
5 Beds ⋅ 4 Baths ⋅ 73560291 MLS
Historic Water View Elegance Meets Modern Luxury in Vineyard Haven: Step into a piece of Martha's Vineyard history with this exceptionally charming antique Cape, originally dating back to 1808. While the home proudly retains its authentic historical character, boasting exquisite period details, rich moldings, and wide-pine floorboards, it has been thoughtfully updated to offer the ultimate in contemporary living. There are 5 total bedrooms, 2 on the first floor and 3 on the second floor. There are 2 en suite bedrooms, 1 on the first floor and 1 on the second floor. In addition, there are 4 full bathrooms (3 newly renovated), and a light-filled, spacious kitchen, designed to blend old world charm with modern needs. Additional updates include central air conditioning, 3 lined chimneys, and an upgraded septic system. A bluestone patio is ideal for al fresco dining and summer barbecues. And a lovely, professionally maintained backyard and garden complete the storybook picture. Perfectly positioned right across from picturesque Owen Park, this property places you at the very heart of Vineyard Haven culture and coastal convenience. Take in water views and the boat activity of scenic Vineyard Haven Harbor. Enjoy front-row access to Owen Park with the newly built town dock and the historic bandstand where you can enjoy the Vineyard Haven Band play Sunday evenings in the summer. When you want to explore further, you are a short walk from the village where there are several exciting new restaurants, a multitude of shops, and the historic Playhouse. Whether you are looking for a gracious year-round island residence, a seasonal getaway, or a desirable vacation rental income producer, this historic gem delivers on every front. Schedule your private tour today and experience the magic of Vineyard Haven living. Offer mostly furnished and equipped with some exclusions.

124 Main St., Tisbury

Listing courtesy of Listing Agent: Idalyn Macchia Gilstad from Listing Office: Wallace & Co. Sotheby's International Realty.
$2,695,000
5 Beds ⋅ 4 Baths ⋅ 24195238 MLS
Where Long Island Sound meets the Thames River, Welcome to an extraordinary coastal sanctuary on land once part of the Gilded Age Pequot Colony. Offering rare waterfront privacy and sweeping, uninterrupted water views from nearly every window, this remarkable residence captures the essence of classic shoreline luxury. Watch submarines, sailboat races, ferries, ships, and three Historic Lighthouses glide across your panoramic backdrop every day. The Waterfront & Grounds: Step directly onto your own private beach or head out to your private mooring, capable of accommodating up to a 40-foot boat right outside your door. The grounds offer unmatched potential, featuring a permit to restore a recently filled with sand pool, plus an already-approved variance for a large pool in the private side yard. The Residence: Designed for effortless scale and functionality, the interior boasts 27 custom closets, Two luxurious primary suites, and a fully self-contained in-law/guest suite complete with its own stunning water views. Highlights include an expansive second-floor family room with custom built-ins and a dedicated home office boasting mesmerizing views that make working from home a true experience.

670 Pequot Ave, New London

Listing courtesy of Ann Stewart from William Pitt Sotheby's Int'l. (860) 235-2131 (860) 536-5900

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