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$2,950,000
5 Beds 6 Baths 24193553 MLS
Come see this spectacular colonial farmhouse as seen in publications such as Connecticut Cottages & Gardens, Country Living, Architectural Digest along with numerous catalogues, books, and advertising campaigns this bucolic and exquisitely designed 5 bedroom, 5.5 bath is not to be missed. Design by a renowned kitchen and bath designer as her personal house and then elevated by a leader in the home industry, this house provides a seamless floor plan. A large bonus space above the garage is illuminated year round by natural light making it the perfect family hangout in the cooler months and a professionally designed garden and fountain provide for exquisite 3 season outdoor living and entertaining space. The basement yields an additional space and a full bath for an effective au pair or in-law suite. Custom high-end window treatments throughout that are also motorized in the bedrooms, combine with perfectly selected light-fixtures to further enhance the home. This house is tucked into the side of Cross Ridge Road providing the feeling of privacy all while maintaining that neighborhood feel. Schedule your tour today as this one will not last long.

215 Cross Ridge Rd, New Canaan

Listing courtesy of Maxwell Erni from The Bridge Realty Inc.. (914) 413-4093 (914) 413-4093

$2,950,000
5 Beds 2 Baths 5100007 MLS
"Wildair". Built in 1928, the era of families gathering at expansive summer residences to enjoy each other's company and to commune with nature, this quintessential shingled seasonal residence of 5 bedrooms with boathouse has been cherished by members of the same family for nearly 100 years. It features over 687 feet of frontage on deep water, 781 acre Nubanusit Lake, the premiere lake in Southern New Hampshire. Much of its shoreland is protected by conservation easements or ownership, as is this property's 25.1 acres. The last house on a privacy ensuring, 3/4 mile long, seasonal driveway shared by 5 owners. the property is an oasis of peace. Live outside on the 12' x 47' + 12' x 18' wraparound screened porch. Gather the family in the 29' living room in front of the massive wood burning hearth (the chimney was serviced this spring) for game night and story telling. Around the corner is an office for staying connected -- the property has high speed internet! There's room for everyone around the dining room table in front of a second fireplace and viewing the lake through the screened porch. A butler's pantry with sink and dishwasher connects to the kitchen. In place but no longer used are the Glenwood woodcookstove and the old wooden front ice boxes. The soapstone sink, wood countertops and built in hutch are in use. Off the back hall is a utility room, shower bath, and sleeping porch. Upstairs are two primary bedrooms, three twin bedded rooms and a hall bath. Each bedroom has its own sink! Electrical service, plumbing and the septic system were updated 25-30 years ago. Water is from the lake. The boathouse at the water's edge has a rec room or overflow sleeping space on the second floor. Storage for boats and outdoor accessories are on the ground floor, which opens to a huge top deck surrounded by a lower deck for swimming and boat launching. Outbuildings include a woodshed and a former ice house, now used for storage. Be Wildair's next stewards.

96 Miller Dr, Nelson

Listing courtesy of Heather Peterson from Four Seasons Sotheby's International Realty. ()

$2,950,000
5 Beds 7 Baths 73549915 MLS
Uplands, circa 1740, is one of Sandwich Village's most treasured historic estates. Set on nearly four acres of rolling lawns, specimen trees, a picturesque pond, and a charming carriage house, this remarkable property offers a rare opportunity to build your future on an estate with a long and storied past.At the heart of the home is a rich architectural legacy spanning nearly three centuries, thoughtfully expanded and preserved for modern living. Historic details abound, including a working beehive oven and the rare possibility of open-hearth cooking—evoking a simpler era while creating unforgettable experiences for family and guests.More than a residence, Uplands is a true lifestyle property. It is a home for all seasons: magical at Christmas, unforgettable at Thanksgiving and making an ordinary Tuesday evening extraordinary. The gracious rooms, expansive grounds, and timeless character create a setting where every day feels worthy of celebration. Please verify information herein.

111 Main Street, Sandwich

Listing courtesy of Listing Agent: Jack Cotton from Listing Office: Sotheby's International Realty.

$2,950,000
6 Beds 4 Baths 73540902 MLS
Rare opportunity to acquire a custom estate compound on nearly 4 acres comprised of two separate parcels. Built by a Master Electrician and Engineer, this one-of-a-kind "super structure" was engineered well beyond typical residential standards with a focus on quality, durability, and long-term ownership. The dramatic Great Room features soaring ceilings, walls of glass, and a floor-to-ceiling stone fireplace. Extensive electrical infrastructure, quality mechanical systems, premium insulation, underground utilities, oversized garage/workshop, irrigation, and substantial site improvements reflect decades of thoughtful investment. Originally part of the Rocky Woods subdivision plan and abutting Groveland conservation land, the additional parcel enhances privacy and long-term value. Adjacent access to 500 acres of protected forest and conservation land, offering exceptional outdoor and equestrian opportunities. Ideal for buyers who appreciate land, exceptional construction, and vision.

11 Rocky Woods Rd, Groveland

Listing courtesy of Listing Agent: DalBon & Company from Listing Office: Keller Williams Realty Evolution.

$2,950,000
3 Beds 2 Baths 5099600 MLS
Available for the first time in over half a century, this extraordinary Shelburne Point home offers an uncompromising lifestyle on the pristine shores of Lake Champlain. Nestled on nearly an acre of prime waterfront, this property represents a rare opportunity to acquire one of Vermont's most coveted lakeside locations. Upon arrival, one is immediately captivated by unobstructed panoramic vistas of the Green Mountains, where the majestic, iconic silhouettes of Camel's Hump and Mount Mansfield are framed across the water's expanse. Tailored for the discerning mariner, the home's waterfront is truly unparalleled. A rare, gently sloping private beach provides wade-in access to the lake, ideal for swimming or launching watercraft. Just beyond the shoreline, three dedicated deep-water moorings await, granting immediate access to the finest cruising grounds Lake Champlain has to offer. What distinguishes this property is its exceptional versatility and uncompromising features. Situated mere moments from the gates of historic Shelburne Farms, this waterfront home enjoys unparalleled proximity to Vermont's premier agricultural landmark. World-class walking trails, majestic pastoral landscapes, and a vibrant community become extensions of your own backyard. This is not merely a residence; it is a legacy waiting for its next chapter.

3544 Harbor Rd, Shelburne

Listing courtesy of Kieran Donnelly from Coldwell Banker Hickok and Boardman. (Cell: 802-734-0035)

$2,950,000
5 Beds 6 Baths 73545903 MLS
I’ve been carefully crafted w/ love care & dedication. In my heart you can create exquisite meals & decadent desserts from stunning culinary-inspired kitchen. Celebrate sunsets w/ lasting memories from covered terrace. Preparation & clean up simplified thru spacious pantry w/ addtl oversized workstation sink. Gather in the dining rm, absorb incredible four-story cupola view w/ sunburst chandelier. Flow into first of two spacious gathering rms, bringing outside in w/ rustic beams over wide plank floors while you cozy up next to a double-sided fireplace shared by arriving guests at main entry. Laundry a breeze from each primary suite. Relax, refresh, rejuvenate in any of my five ensuites adored w/ timeless finishes & spa like serenity. Life changes, your home shouldn’t have to. I have two-bedroom suites on main level & pre-plumbed lower for addtl bedroom & entertaining. Soaring ceilings at every turn yet able to embrace you w/ a hug each time you arrive. I’m 216 Greenwood. Welcome Home!

216 Greenwood Rd, Andover

Listing courtesy of Listing Agent: Team Lillian Montalto from Listing Office: Lillian Montalto Signature Properties.

$2,950,000
5 Beds 4 Baths 73544315 MLS
Spectacular water views from nearly every room! Breathtaking sunrises and sunsets overlooking Vineyard Sound, Bristol and Falmouth Heights Beaches, and Little Pond. This home offers one of the finest vantage points in town for enjoying the Fourth of July fireworks. Offered for the first time in over 100 years, this exceptional property combines timeless character with comfortable living. Rebuilt in 1992, two properties were combined and the structure was raised 14 ft., providing for a garage and basement. The convenience of one floor living is provided with an elevator, first-floor bedroom suite, and first floor laundry. Multiple living spaces are provided for entertaining family and friends. The sun-filled sunroom is the perfect place to start your morning. Additional features include a two-car garage, wrap-around deck, and a private yard ideal for summer enjoyment. Mechanicals on first and second floors. New 2000-gallon septic tank installed in 2026. Passing Title V in hand.

70 Menauhant, Falmouth

Listing courtesy of Listing Agent: Cindy Caldwell from Listing Office: Sotheby's International Realty.

$2,950,000
6 Beds 7 Baths 24188287 MLS
Nestled on a private lane, this Southport luxury estate offers a pin-drop quiet setting just minutes from Southport Village, Southport Harbor, the Southport train station, I-95, and the Merritt Parkway. Set on over two level acres, it blends tranquility and convenience. The home features six bedrooms, including a gracious first-floor primary suite with a fireplace, dual spa-like bathrooms, separate dressing areas, and French doors opening to landscaped gardens. A wood-paneled library with a wet bar and a guest suite with a private staircase and full bath add character and flexibility. The country kitchen features wide-plank pine floors, tiled countertops, and Traulsen and Wolf appliances. Outside, an expansive pool, stone terrace, outdoor fireplace, private lighted hardtop sport court, and nine-stall barn showcasing original architectural details complete the setting. Formerly owned by Hall of Fame quarterback Joe Namath.

420 Morehouse Ln, Fairfield

Listing courtesy of Amanda Case from William Raveis Real Estate. (203) 912-4877 (203) 255-6841

$2,950,000
5 Beds 6 Baths 73541897 MLS
Conveniently located near the top rated Dover-Sherborn Middle & High Schools on iconic Farm Street, this 5BR 4/2BA expanded custom cape offers approx. 6190 sf of beautiful living space including a first floor primary bedroom suite, an impressive 29 x 47 family room with cathedral ceiling and fireplace; formal dining room, gorgeous eat in kitchen, home office, amazing recreation spaces, attached 3 car garage and 2 expansive decks overlooking the two acres of manicured lawns and gardens. With a southeast exposure this unique residence is flooded with light through expansive windows and French doors. Only 18 miles SW of Boston, the charming town of Dover is known for its top-ranked schools, scenic New England character & low tax rate.

123 Farm Street, Dover

Listing courtesy of Listing Agent: Mary Crane from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$2,950,000
8 Beds 8 Baths 5094600 MLS
Kedron Valley Farm c1850: A classic beauty, perched on a knoll overlooking the idyllic hills and lush meadows of the valley with approx 32 acres. This stunning extended antique post and beam cape is complete with a large traditional 4 story barn with 6 horse stables and equipment sheds offers everything one could wish for in a country property. The grounds include gracious old maples, beautiful perennial gardens, antique moss covered stonewalls, an apple orchard, large swimming pond and a privately sited tennis court. The Estate is meticulously cared for and combines antique craftsmanship with modern touches. The Main house consists of 5 bedrooms including a first floor primary suite with private bath, vaulted ceilings and new large walk in closet. Kitchen features thermador appliances and quartz counters anchored by a large dining room with stunning wood floors. An expansive cozy living room centered by a handsome brick fireplace to curl up with a book on a snowy day. The rooms are spacious and inviting with an abundance of light, exposed original hand-hewn beams and easy access for outdoor entertaining on the brick patio or the new east terrace. Enjoy a separate 3 bedroom Guest House for friends/family with good rental income history. New Tesla Tower for backup power. Located in the heart of horse country and the village of South Woodstock. Enjoy skiing, championship golf and fly fishing on the Black River. Easy access to shopping, restaurants and Upper Valley. Only 8 minutes to Woodstock, 2.5 hours to Boston and 5 hours to NYC. Kedron Valley Farm is a stunning, quintessential farm in the heart of GMHA.

5798 South Rd, Woodstock

Listing courtesy of Gretchjen Smith from Williamson Group Sothebys Intl. Realty. (Cell: 802-356-1873)

$2,950,000
4 Beds 3 Baths 73530067 MLS
Rich in character and coastal charm, this antique shingle-style harborside home offers breathtaking ocean views from every room in one of Rockport’s most coveted locations. Thoughtfully and extensively renovated, the residence showcases exquisite updates, period details, and exceptional craftsmanship throughout.The cozy kitchen/dining area open to a wonderful deck overlooking the harbor—an idyllic setting for morning coffee or evening sunsets. The spacious living room, featuring a beamed ceiling and expansive windows, provides a warm and inviting space for entertaining while capturing spectacular harbor views. Upstairs, you'll find two bedrooms, a convenient laundry area, and a beautifully designed bath. The lower level offers two additional bedrooms and an oversized bath, creating comfortable accommodations for family and guests alike. Outside, a custom-built winding granite staircase leads to a private lower patio, adding yet another layer of charm to this remarkable seaside retreat.

7 Atlantic Ave, Rockport

Listing courtesy of Listing Agent: Barbara Dugan from Listing Office: Engel & Volkers By the Sea.

$2,950,000
4 Beds 5 Baths 24115278 MLS
A rare and refined country estate offering privacy, luxury, and elegance on over 53 acres in scenic Pomfret. This extraordinary 4,442 sq ft custom, Tennessee fieldstone home includes 4 bedrooms and 5 baths-including a private in-law apartment/second primary suite with its own entrance. An additional 16+ acre building lot provides development potential. Surrounded by forest and adjacent to 175 acres of open space, this home sits high with long eastern views into RI! A 1,000 ft paved driveway leads past over 500 ft of hand-laid stone walls to the stunning residence, framed by 10" cedar columns and solid mahogany double doors. The interior exudes craftsmanship with 8' solid wood doors, mahogany floors, 12" triple crown molding, and Marvin windows throughout. The grand great room boasts 20' ceilings and a massive fieldstone fireplace, while the private office stuns with a redwood ceiling, fireplace, and custom cherry built-ins. The chef's kitchen features Viking and Meile appliances, granite counters, cherry details, and opens to a sunny morning room and expansive veranda. The primary suite is a retreat with vaulted ceilings, a luxurious spa bath, radiant heated travertine floors, custom vanities, arched alcoves, and dual walk-ins. Additional highlights include a 3-car garage with Spanish cedar doors, Sonos sound system, generator, 139-head irrigation system, and walk-up basement ready to finish. This is a one-of-a-kind legacy property -stately, expansive, and exquisitely built.

282 & 260 Searles Rd, Pomfret

Listing courtesy of John Downs from Berkshire Hathaway NE Prop.. (860) 377-0754 (860) 928-1995

$2,950,000
4 Beds 3 Baths 73522670 MLS
This classic beach house captures the essence of coastal living with the sound of the Atlantic just beyond. Designed with a reverse-style floor plan to maximize light, the home offers a blend of comfort and Vineyard charm. The main living level is bright and airy, featuring a sun-filled kitchen that opens to a sitting area. Sliders lead to a spacious mahogany deck. This level also includes an additional family room, a generously sized bedroom with access to a private terrace and a full bath. Upstairs, the 3rd floor is dedicated to the primary suite, with vaulted, beamed ceilings and walls of glass that flood the space with natural light. The bath features a glass shower, completing the quiet atmosphere. On the first floor, you’ll find a third bedroom, large bath with laundry, and an additional living area with direct access to a covered porch. Set on a generous 0.7-acre lot, the property includes an outdoor shower. The property also boasts a strong rental history. Please inquire

13 Young Street, Edgartown

Listing courtesy of Listing Agent: Stacy Ickes from Listing Office: Donnelly + Co..

$2,950,000
4 Beds 3 Baths 73514639 MLS
One of Brookline's most distinctive residences, this rare 1880 Carriage House near Coolidge Corner seamlessly blends historic architecture with thoughtfully integrated modern updates. A 2022 landscape by Curbs Studio, inspired by Japanese zen gardens, features terraced granite, custom stonework, Ipê decking, integrated lighting, mature plantings, an outdoor kitchen, and fire-pit lounge. Inside, 10.5' ceilings, exposed beams, a wood-burning stove, and tall French doors create dramatic, light-filled living spaces. Four vaulted-ceiling bedrooms and 2.5 baths include two beautifully renovated bathrooms by Feinmann Inc. (2021). Recent improvements include HVAC (2024), windows, retaining wall, paint, and EV charging. A remarkable alternative to new construction, and condos, offering timeless craftsmanship and modern comfort moments from Longwood Medical Area, Fenway Park, restaurants, parks, the MBTA, the Museum of Fine Arts, Boston, the Isabella Stewart Gardner Museum, and all of Boston!

7 Stetson Street, Brookline

Listing courtesy of Listing Agent: Sarah Reddick Shimoff from Listing Office: Compass.

$2,950,000
3 Beds 3 Baths 73513191 MLS
Located in the heart of Osterville - one of Cape Cod's most desirable seaside villages along Nantucket Sound - 12 Cockachoiset, known as the iconic ''Windmill House,'' offers a distinctive blend of coastal charm and architectural character. Recognized for its unique two-story windmill adorned with seaside murals, the home features a balcony with water views and serves as a memorable focal point of this special property. The main living spaces are designed for comfort and gathering, highlighted by a generous great room with a custom fireplace that opens to a covered patio and private side yard. A well-appointed kitchen adjoins the dining room, while the first floor also includes a bedroom with attached sitting room, laundry, and multiple inviting outdoor living areas. Upstairs, the primary suite is anchored by its own fireplace, private bath, and walk-in closet. An additional sitting room with balcony access and a third bedroom complete the second level, offering flexible space for guests and relaxation. Ideally located just moments from Osterville Village, this property enjoys close proximity to boutiques, dining, and nearby beaches, while also being near some of the area's most renowned marinas, including Nauticus Marina, Crosby Yacht Yard, and Oyster Harbors Marine - offering convenient access to premier boating and waterfront amenities. The adjacent property at 30 Cockachoiset Lane is also available for sale (MLS 22601972). Together, the properties offer a rare opportunity to create a side-by-side coastal compound, with a demonstrated history of significantly strong, high-value rentals and private gatherings. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

12 Cockachoiset Lane, Barnstable

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .

$2,950,000
7 Beds 8 Baths 24171893 MLS
Nestled in the heart of the Berkshires, this historic Richmond compound presents a rare blend of colonial charm and equestrian excellence. Spanning 27.3+ bucolic acres with sweeping pastoral views, the legendary c1776 estate boasts a meticulously maintained main residence/Inn, three enchanting cottages, and the potential to include the region's premier full-service equestrian facility. The main residence, a testament to time-honored craftsmanship, features 7 bedrooms and 7.5 baths, each room telling a story of centuries past. The main house/inn's dignified presence is complemented by a dining room, entrance parlor, library, den, period greenhouse, and a well-appointed kitchen that cater to both intimate family gatherings and grand celebrations. For the serious equestrian, the estate offers multiple barns and paddocks. Training is a year-round luxury thanks to the 6,000 sqft heated indoor arena, which includes an owner's apartment and viewing area - and a professional grade outdoor ring. Enjoy all the area attractions including Tanglewood, the Mount, MASS MoCa and breathtaking hiking trails.

802 State Rd, Richmond

Listing courtesy of Diana Bisselle from William Pitt Sotheby's Int'l. (917) 519-5021 (860) 435-2400

$2,950,000
4 Beds 4 Baths 73511079 MLS
TURNKEY!! Just open the door to one of Chatham's most desirable neighborhoods, a timeless single-family residence, set on over 40 sq. ft. of manicured land, presents an exceptional opportunity for sophisticated coastal living. This property, maintained in great condition, embodies a refined aesthetic and functional design. The kitchen, thoughtfully designed for both culinary pursuits and social engagement, features stainless steel appliances, stone counters, and a convenient peninsula. Its open-plan configuration seamlessly connects with the living room, enhancing the flow for entertaining, and includes a built-in microwave and a high-end range. The living room serves as a central gathering space, distinguished by a fireplace that provides warmth and ambiance. Integrated built-in shelves offer both display and storage solutions, complementing the rich hardwood flooring that extends throughout. 4 bedrooms, 3.5 baths, and oversized 2 car garage with staircase to loft, a walkout finished basement complete wonderful house

60 Harbor Hill Rd, Chatham

Listing courtesy of Listing Agent: Jacqueline Casey from Listing Office: Shore Road Realty, LLC.

$2,950,000
4 Beds 4 Baths 24170430 MLS
Vacation year round in this stunning 4 bedroom, 3 & 1/2 bath island house. Custom built in 2022...better than new. Expansive water views of the picturesque Mystic river from huge deck. More than 100 feet of frontage give you spectacular views in almost all the rooms. Have fun entertaining in it's striking open floor plan. Gourmet kitchen layout, Subzero & Bosch appliances, marble countertop & oversized kitchen island, make this a chef's dream. Hardwood floors throughout, high ceilings, cove lighting, contemporary linear gas fireplace in living room, and top of the line security system give it an unmistakable modern and sophisticated flair. Notice the carefully selected sinks/fixtures in bathrooms. Soak and relax in the freestanding tub in spacious primary bath. Generous-sized walk-in closets for your storage needs. Geothermal heat, thermal windows, central air, electric vehicle (EV) charger, and a back up generator, make this property a perfect blend of beauty and efficiency. Located just a few minutes to downtown Mystic/famous Bascule bridge and a short walk to the idyllic Enders Island. You can potentially build your own dock and launch your boat off the property. A truly one of a kind gem.

29 Dubois Dr, Stonington

Listing courtesy of Dennis Gan from Berkshire Hathaway NE Prop.. (860) 299-5509 (860) 677-4949

$2,950,000
5 Beds 2 Baths 5085606 MLS
Enjoy a front-row seat to the beauty of Lake Winnipesaukee from this exceptional Alton property, where elevated views stretch across the water to Moose Island, Ship Island, Little Barndoor Island, and Barndoor Island, with peekaboo views toward Wolfeboro. Both sunrise and sunset can be enjoyed from the expansive deck, along with spectacular summer fireworks right from home. The contemporary five-bedroom main house is complemented by a separate cottage, ideal for guests or extended family. Water-facing windows fill the home with natural light while capturing the stunning lake views throughout the year. The property includes two lots, offering both flexibility and function. The front lot features 154 feet of lake frontage, three dock slips, and a storage shed at the water’s edge. The level back lot, approximately half an acre, includes a substantial garage with plenty of space for boats, vehicles, and recreational storage. A unique Lake Winnipesaukee opportunity offering exceptional views, versatile spaces, and the best of Lakes Region living.

240 Black Point Rd, Alton

Listing courtesy of Kristina Maus from Maxfield Real Estate/Wolfeboro. ()

$2,950,000
3 Beds 2 Baths 5085573 MLS
Solitude awaits on this 2.9-acre private island on the shores of Lake Winnipesaukee in Moultonborough, NH. Boasting 1,391 feet of pristine shoreline, the island is set in a quiet part of the lake—perfect for paddling, fishing, and enjoying the peaceful surroundings. The property features multiple seating areas thoughtfully positioned around the island, allowing you to take in the water views from every direction. A protected cove offers a safe haven for your boat, while the walk-in beach provides easy, gradual access to the lake. For recreation, the island even includes its own private tennis court. Inside the rustic, open-concept main house, you’ll find plenty of space for entertaining family and friends. The main level includes a primary bedroom, with two additional bedrooms located upstairs. Rare for island properties, the home is set on a foundation and also offers a lower level for additional living or storage space. A separate solarium houses an indoor pool, creating a unique retreat to enjoy in any weather. A detached garage provides excellent storage and offers potential for a variety of future uses. The property also includes a mainland right-of-way with a dock and parking for your cars, ensuring convenient access to and from the island. Offering ultimate privacy and a one-of-a-kind setting, this property is the perfect escape for endless summer fun and relaxation.

2 Little Badger Is, Moultonborough

Listing courtesy of Betty Ann Bickford from Maxfield Real Estate/Wolfeboro. ()

$2,950,000
3 Beds 4 Baths 73497161 MLS
.This newly constructed East End home is situated on one of the last buildable lots on Commercial Street. Designed by a renowned local artist, the home features beautiful natural light, unique details, and an open-concept first floor with large Marvin windows. The modern kitchen is outfitted with sleek quartz countertops and a Wolf range, and opens onto a mahogany back deck that overlooks a spacious, private backyard. Upstairs, you'll find three bedrooms—each with its own ensuite bathroom featuring custom tile showers. The primary suite offers stunning views of Provincetown Bay and Long Point. Additional highlights include three off-street parking spaces and nearby access to a pristine public bay beach. Legally connected to the town septic for four bedrooms. Located in Provincetown's historic East End, a rare blend of location, design, and modern amenities.

624 Commercial Street, Provincetown

Listing courtesy of Listing Agent: The Rose Kennedy Team from Listing Office: Gibson Sotheby's International Realty.

$2,950,000
5 Beds 6 Baths 5081997 MLS
Welcome to Green Peak Orchard in Dorset, Vermont, where timeless architecture and exceptional craftsmanship define this custom Greek Revival residence on 9.9 private acres. Surrounded by mature landscaping, stone walls, and slate terraces, this remarkable home blends classic New England elegance with modern comfort. Designed with meticulous attention to detail, the home features wide-plank floors, hand-plastered walls and ceilings, custom moldings, historic reproduction lighting, finely crafted wainscoting and cabinetry, plus premium materials including slate and copper roofs, Vermont marble, and soapstone. A brick-floored mudroom opens to the heart of the home; an expansive, sun-filled chef's kitchen with butler's pantry, dining area, and bar. Just beyond, a charming kitchen garden provides fresh herbs and seasonal blooms. The adjoining keeping room with fireplace flows into a rustic family/sunroom anchored by a dramatic Vermont fieldstone fireplace. French doors from both rooms open to a gracious slate terrace, creating seamless indoor-outdoor living and entertaining. A hardwired audio system enhances the home's inviting atmosphere. The main level also offers a book-lined library and a private guest bedroom with full bath. Upstairs, the primary suite is a peaceful retreat with a spacious spa-inspired bath. Three additional bedrooms and two full baths provide generous accommodations. Radiant heat throughout ensures year-round comfort. The full basement, complete with radiant heat and a half bath, offers outstanding potential for additional finished living space. Landscaped grounds feature mature gardens, stonework, an outdoor shower, and a hot tub for relaxing beneath the night sky. Completing the property are a two-story attached barn/workshop, a two-car garage with loft storage, and an attached tractor shed. A rare offering which must be seen to fully appreciate. Measurements approximate.

68 Green Peak Orch S, Dorset

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

$2,950,000
4 Beds 3 Baths 73494371 MLS
Nestled on a private 1.7-acre parcel in the Bold Meadow neighborhood, this classic Cape offers a perfect blend of comfort and Vineyard charm. Surrounded by mature woodlands, association land, and State Forest, the property provides a serene retreat just moments from Edgartown. The main level is thoughtfully designed for both relaxation and entertaining, featuring a formal living room with a fireplace and a separate TV/family room. The kitchen includes stainless steel appliances, quartz countertops, and a breakfast bar. An eat-in area opens to a spacious mahogany deck, complete with outdoor seating and beautifully landscaped gardens. The first-floor primary suite features vaulted, beamed ceilings and offers a private retreat with an en-suite bath. An additional bedroom/office and a fully renovated hall bath are also located on this level. Upstairs, 2 guest bedrooms share a full bath, while a loft above the two-car garage provides a flexible bonus space.

2 Bold Meadow Road, Edgartown

Listing courtesy of Listing Agent: Stacy Ickes from Listing Office: Donnelly + Co..

$2,950,000
5 Beds 6 Baths 73476730 MLS
Opportunity Knocks! Lots of potential here. Prime location at the corner of Rt 20 and Concord Road. Mixed use-3 buildings on 2 parcels of land totaling 30,927 SF, consisting of a 5 BR, 2.5 bath, 3,365 SF Victorian Home with private driveway, currently used as office space, a 'cottage' style building 1,313 SF, currently used as a retail store, and an additional 840 SF building used as a real estate office on RT. 20. 19 parking spaces total (plus driveway). Large backyard. Many possibilities-Update and live in the house, run your business out of the cottage and rent the corner building for income! OR turn it all into condos. Some pictures are prior to current tenants and may differ, but similar. SEE COMMERCIAL MLS # 73476736 attached. See attached documents for more information..

8-10 Concord Road & 356 Boston Post, Sudbury

Listing courtesy of Listing Agent: Jennifer Taylor from Listing Office: N. B. Taylor & Co. Inc..

$2,950,000
4 Beds 3 Baths 5075572 MLS
Extraordinary 40-acre New England estate just 20 minutes from Dartmouth College, offering a rare combination of luxury living, recreation, privacy, and investment potential. The centerpiece is a beautifully maintained 4-bedroom main residence featuring a spectacular 1,200-square-foot outdoor patio with premium Lynx appliances, expansive entertaining space, and a fire pit for year-round enjoyment. The property also includes a helicopter hangar with an attached 1-bedroom apartment, perfect for guests, staff, or a private retreat, as well as a separate 2-bedroom cottage ideal as a rental property, guest house, or caretaker residence. Three private ponds enhance the estate's natural beauty, including one with its own sandy beach for swimming, kayaking, and summer relaxation. The grounds offer a true four-season lifestyle, with open fields, wooded areas, abundant wildlife, and exceptional privacy. In winter, snowmobile enthusiasts can ride directly from the property onto nearby trail networks, providing access to miles of groomed trails without trailering. During the warmer months, the estate becomes an outdoor paradise for entertaining, recreation, and family gatherings. A unique advantage of this property is the absence of zoning restrictions, creating exceptional flexibility for future use. Whether envisioned as a luxury family compound, an income-producing investment, a mixed residential-commercial property, or a development opportunity, the possibilities are extensive. The acreage may also offer subdivision potential for those seeking to create additional homesites or realize future value. Rarely does a property combine luxury amenities, aviation access, waterfront recreation, direct snowmobile trail access, and unmatched flexibility in such a desirable Upper Valley location.

104 Upper Stonehouse Mountain, Orford

Listing courtesy of Chuck Clifford from Four Seasons Sotheby's Int'l Realty. ()

$2,950,000
3 Beds 5 Baths 5072035 MLS
Located in Woodstock, Vermont just one mile from the village green, the Alta House offers a rich quality of life filled with poolside sunsets, mountain vistas, proximity to town, and access to endless outdoor recreation opportunities. Enjoy the convenience of living close to the shops, cafes, and restaurants of Woodstock, while being tucked away in your own world above. The 3-bedroom primary residence is perfectly sited to overlook Woodstock’s iconic Mount Tom and the Marsh-Billings Museum, Vermont’s only National Park. The property sits at the end of a quiet road with only one other neighboring residence and is surrounded by over 400 acres of conserved land. There is a bedroom suite on each of the three levels, allowing family members or guests to claim their own space. The open living room on the main level is a natural gathering place, either by the fire in the winter, or out on the deck in the summertime to take in the views. The adjoining 1,040-sqft modern pool house was completed in 2023, providing a luxurious new extension of the home. Inside is an open floor plan, where floor-to-ceiling windows showcase unobstructed mountain views to the North and West. Thoughtfully designed with a custom Viking kitchen, spa-style walk-in shower, and guest bed, the pool house is ideal for entertaining guests, hosting family parties, or relaxing apres-ski. The outdoor heated pool is a centerpiece of the property, providing four-season enjoyment.

249 Sawyer Rd, Woodstock

Listing courtesy of Andrew D Bustin from LandVest, Inc/Woodstock. ()

$2,950,000
4 Beds 6 Baths 24136440 MLS
First time being offered is 21 Grove, an exquisite property located on the bank of the Mystic River, a convenient walk into town. This only 18 years young home is designed to assimilate within its historic neighbors yet is elevated with the superior craftsmanship and modern updates. You'll find a well-conceived floor plan that invites both intimate family living and grand-scale entertaining. Notable features: - Bluestone patio overlooking the river for al fresco dining & relaxing - Impeccably landscaped grounds encompassing nearly one acre - En suite bedrooms that promise privacy and convenience for family and guests alike. -Two primary bedrooms; one conveniently located on the first floor - Six fireplaces that provide warmth and ambiance during New England's colder months. - River access for launching kayaks and paddleboards, when the warmer months arrive. Your positioning couldn't be better with your proximity into town, gorgeous views, easy access via backroads to I-95, and walkability of the scenic River Road to which you are at the very start of. This is quite the rare find to have this level of class & comfort in a home with no work needing to be done and numerous benefits being so close to vibrant downtown Mystic and all it has to offer. Own your own piece of history in one of the most prestigious neighborhoods of Mystic. Home is ready for you to turn the key, enter and stay.

21 Grove Ave, Groton

Listing courtesy of Heather Gianacoplos from Compass Connecticut, LLC. (860) 908-4705 (860) 572-9099

$2,950,000
4 Beds 3 Baths 73421894 MLS
OPEN HOUSE SATURDAY SEPT 5 FROM 2:30 - 4. EXCEPTIONAL OPPORTUNITY TO LIVE ON THE HARBOR WITH YOUR OWN DEEP WATER DOCK approx. 290 feet long with a recently renovated 4-bedroom 2 1/2 bath harbor front home on SMITH'S COVE. The dock is fully licensed with a Chapter 91 permit, providing legal compliance for the owner. Sits across the harbor from Rocky Neck, renowned for its artist colonies, galleries, shops, and restaurants, this home offers a front-row seat to the bustling, picturesque harbor and easy access to the vibrant cultural life of Gloucester's waterfront. The home has all the modern conveniences with a state-of-the-art kitchen with all high-end appliances. There is a huge pantry off the kitchen. A spacious primary bedroom suite over the heated garage includes its own bath, while two additional bedrooms feature walkout decks and a skylight in the fourth bedroom. Large deck off living room all ooverlooking this spectacular harbor. There is another room that could be an office and is close to the main bedroom. There are two baths on the second level and a half bath with a washer-dryer hook-up on the first floor.

263 East Main Street, Gloucester

Listing courtesy of Listing Agent: Jeanne Carpenter from Listing Office: J. Barrett & Company.

$2,949,999
3 Beds 1 Baths 5095253 MLS
Nestled in the heart of Rye, one of New Hampshire's most coveted coastal communities, this extraordinary 12.39-acre property offers a rare opportunity to create a private estate of exceptional scale, beauty, and permanence. Just moments from Wallis Sands Beach and minutes from downtown Portsmouth, the setting combines the tranquility of a secluded countryside retreat with the convenience of Seacoast living. Imagine arriving home down a long private drive, surrounded by mature trees, open space, and the sounds of nature, while remaining close to beaches, schools, restaurants, golf courses, and every amenity the Seacoast has to offer. Whether your vision includes a timeless New England estate, a modern coastal residence, guest accommodations, gardens, walking trails, or space for future generations to gather and create memories, this property provides the canvas to bring that dream to life. An existing 3-bedroom ranch residence is currently on site and has been substantially gutted, offering the flexibility to renovate, expand, or build anew. Extensive due diligence has already been completed, including architectural plans, wetlands review, and an approved NH DES septic design for a future 5-bedroom residence, allowing the next owner to focus on creating a home rather than navigating years of planning and approvals. Large private parcels in Rye are becoming increasingly rare. Properties of this size, location, and character are seldom available and often remain within families for generations. More than a property, this is an opportunity to establish a legacy in one of New England's most desirable coastal towns and create a place where family and friends will gather for decades to come.

588 Wallis Rd, Rye

Listing courtesy of Edward Perez from Edward Perez. ()

$2,949,999
3 Beds 1 Baths 73536090 MLS
12.39 private acres in the heart of Rye, one of New Hampshire's most desirable coastal communities. Ideally located between Rye Elementary School and Rye Junior High School, less than two mile from Wallis Sands Beach, and just minutes from downtown Portsmouth. The property includes an existing 3-bedroom ranch that has been substantially gutted, offering the flexibility to renovate, expand, or create an entirely new custom residence. Extensive planning and due diligence have already been completed, including architectural plans, wetlands review, and an approved NH DES septic design for a future 5-bedroom home. The building envelope has been cleared and prepared, providing a significant head start for the next owner. Under single ownership and not capable of subdivision, this exceptional parcel offers privacy, natural beauty, and the opportunity to create a landmark estate in one of the Seacoast's most sought-after locations. Surrounded by luxury homes and protected open space.

588 Wallis, Rye

Listing courtesy of Listing Agent: Edward Perez from Listing Office: Edward Perez.

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