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114 Old Jail Lane, Barnstable
$2,995,000
4 Beds ⋅ 6 Baths ⋅ 73567225 MLS
Spacious, versatile, open floor plan. Perched atop a gentle hill in the Village of Barnstable, this exceptional estate is located on prestigious Old Jail Lane, one of Cape Cod's most desirable country roads. Set on a little over an acre and just over a mile to the marina and Bay, the property offers privacy while remaining only minutes to shopping, dining and all the amenities of the village and Hyannis. The home's first floor is designed around an expansive open living and entertainment concept. Featuring dining areas, spacious family room with gas fireplace, a custom bar area, a gourmet kitchen and much more. The kitchen is appointed with premium Kitchenaid appliances throughout, while rich hardwood floors extend across the entire level adding warmth, timeless elegance and exceptional craftsmanship. The home's private quarters occupy the second floor and above, where four ensuite bedrooms are thoughtfully arranged alongside a dedicated home office and a second laundry room. The primary suite offers a serene retreat with a private deck, 2 walk-in closets and a soaking tub. Two more ensuite bedrooms, then above sits a fourth ensuite bedroom with small deck and flexibility for its use. A very versatile floor plan with more additions to come. Photos with furniture are virtually staged.

114 Old Jail Lane, Barnstable

Listing courtesy of Listing Agent: Richard Ormon from Listing Office: McDevitt REALTORS®.
36 Hines Point Rd, Tisbury
$2,995,000
3 Beds ⋅ 1 Baths ⋅ 73564072 MLS
HINES POINT WATERFRONT GEM with 85 feet of frontage on the Lagoon, offering ever-changing water views and the perfect vantage point to watch the Steamship Authority ferries arrive in Vineyard Haven Harbor. Enjoy the charming, timeless cottage with a one-car garage as an idyllic summer retreat, or bring your Vineyard vision to life with beautiful architectural plans by Sullivan +Associates Architects. Perched atop a gentle embankment, this exceptional property captures expansive views of the Lagoon, harbor, and town. A private staircase leads to the water's edge, where you can launch a kayak, paddle board, or small boat and explore the Lagoon and beyond. Just a short stroll to the Martha's Vineyard Museum, downtown Vineyard Haven, shops, restaurants, and the ferry, this is a rare opportunity to own in one of the Island's most coveted waterfront locations.

36 Hines Point Rd, Tisbury

Listing courtesy of Listing Agent: Tina Miller from Listing Office: Donnelly + Co..
1058 Beacon Street Unit 2, Newton
$2,995,000
6 Beds ⋅ 6 Baths ⋅ 73558894 MLS
Rare opportunity in Newton Centre's highly desirable Crystal Lake neighborhood. Privately situated at the end of a long driveway on approximately 20,000 sq. ft. of land, this exceptional townhome lives like a single-family home and offers outstanding privacy, outdoor space, and flexibility. The versatile floor plan features a chef's kitchen with Thermador appliances, sunny family room with cathedral ceilings and gas fireplace, first-floor bedroom suite with private bath, home office, and finished lower level with playroom, gym, bedroom, full bath, and abundant storage. The second floor offers four bedrooms, including a luxurious primary suite with spa-like bath and two walk-in closets, two bedrooms share a bath, and an additional en-suite bedroom. Enjoy the benefits of gas heat, gas hot water, gas cooking, gas fireplace, and an outdoor gas line for a future kitchen or BBQ area. Additional features include an oversized heated two-car EV-ready garage, fenced yard & huge patio.

1058 Beacon Street Unit 2, Newton

Listing courtesy of Listing Agent: Ward Shifman from Listing Office: Coldwell Banker Realty - Newton.
211 High Rock St., Needham
$2,995,000
6 Beds ⋅ 6 Baths ⋅ 73540441 MLS
Seamless luxury inside and out! This premier 2026 custom-built home offers 6-7 bedrooms and nearly 7,000 sq ft designed for everyday living and entertaining alike. At the heart of the home is a designer chef's kitchen with a 12-foot island, Thermador appliances, butler's pantry, and accordion doors creating a seamless indoor-outdoor living experience. A dramatic central staircase creates a striking focal point while providing effortless flow throughout the home. Additional highlights include a stunning primary suite w/ dual walk-in closets and Juliet balcony, first-floor guest/au pair suite, expansive deck overlooking a deep backyard, and a full walk-up attic ideal for home offices, gaming, hobbies, and more. The finished walk-out lower level offers exceptional flex space for lounging, recreation, and entertaining complete w/ a sauna and full bath. This home been built to the highest standards of quality, experience the feeling exceptional craftsmanship and premium finishes throughout.

211 High Rock St., Needham

Listing courtesy of Listing Agent: Adam Stivaletta from Listing Office: The Agency Boston.
7 Freeman St, Lynnfield
$2,995,000
5 Beds ⋅ 6 Baths ⋅ 73508097 MLS
Set at the end of a quiet cul-de-sac, this 5-bedroom, 6-bath residence offers space, privacy, and a true indoor-outdoor lifestyle and is being offered fully furnished for a seamless, move-in-ready experience. A dramatic two-story foyer with a sweeping staircase leads into spacious, defined living areas with a natural flow for everyday living and entertaining. With over 6,300 sq ft, the home includes a finished lower level with a theatre room and recreation space, plus a top-floor bonus area ideal for a gym, office, or studio. A resort-style backyard features an in-ground pool, expansive patio, covered pavilion that defines the outdoor living space, and a private basketball court. A 1,000+ sq ft detached guest house with a full kitchen, bedroom, bath, and laundry offers flexibility for extended stays or guests. Convenient access to major routes and nearby amenities. A standout property offering space, function, and a strong indoor-outdoor lifestyle.

7 Freeman St, Lynnfield

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.
68 Eden Rd, Rockport
$2,995,000
3 Beds ⋅ 3 Baths ⋅ 73496680 MLS
Perched above the dramatic shoreline, 68 Eden Road in Rockport is a stunning waterfront property with unobstructed panoramic views of Thatcher Island and its iconic Twin Lights. This 3-bedroom, 2.5-bath home is thoughtfully designed to embrace coastal living, with sweeping Atlantic views from nearly every room. Light-filled, open interiors balance relaxed daily living with effortless entertaining. An expansive deck off the kitchen and fireplaced living room provides a perfect spot to take in the sea, sky, and salt air. A private retreat, this home showcases one of Cape Ann’s most breathtaking coastal vistas.

68 Eden Rd, Rockport

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.
48 Paine Avenue, Beverly
$2,995,000
5 Beds ⋅ 4 Baths ⋅ 73483010 MLS
Incredible opportunity to live in a late 19th century Carriage House tucked back from the road on beautiful grounds along historic Paine Avenue in Prides Crossing. Surrounded by the area’s storied estates, this distinctive 5-bedroom, 3.5-bath home blends timeless character with comfortable modern living. The light-filled first level features soaring ceilings, an open layout, and inviting living and dining spaces with access to the expansive yard. The eat-in kitchen offers modern amenities, a sitting area, and French doors to the outdoors. The second level includes four bedrooms with serene views, including a primary suite. A private one-bedroom in-law or au pair apartment with separate entrance retains classic Carriage House charm, including antique wood and original doors, along with a living room, kitchen, and bath. Landscaped grounds, stone patio, open lawn, deeded West Beach access, and close proximity to the villages of Prides Crossing and Beverly Farms complete this special home.

48 Paine Avenue, Beverly

Listing courtesy of Listing Agent: Krista Julian from Listing Office: Coldwell Banker Realty - Manchester.
9 Albamont Road, Winchester
$2,995,000
6 Beds ⋅ 6 Baths ⋅ 73482275 MLS
**HOME JUST COMPLETED!! ** This thoughtfully designed new construction home w/ first floor guest bedroom suite in prime Winchester location is a must see! A handcrafted labor of love, this home welcomes you with immense curb appeal & showcases stunning living spaces across three finished levels. This 6+ bedroom, 5.5 bath transitional style home blends classic architecture with modern finishes -The main level features an open concept designer kitchen w/white oak flooring, vaulted ceilings, skylights, oversized island, gorgeous family room with gas fireplace & walls of windows showcasing the beauty of the natural, private setting w/sliders that lead to a large deck great for entertaining/ indoor/outdoor enjoyment; a formal living room or office, dining room, guest bedroom suite plus fabulous mudroom direct entry from spacious 2 car garage complete the main level! The 2nd floor offers 4 generous BR's including a luxurious primary suite w gorgeous bath & walk in closet. 2 additional full baths & convenient second floor laundry. The above grade/ direct entry, walk-out lower level adds exceptional flexibility w/ *Au- pair or In-law suite* media room, home office, exercise room, bedroom & full bath. Must see the quality of craftsmanship in person that makes this home truly stand out. Enjoy all the area has to offer including restaurants, shops, schools, train to Boston, Bike-paths & more! 7 miles from Boston, Move right in and enjoy!

9 Albamont Road, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
80 High Rock Ter, Newton
$2,990,000
5 Beds ⋅ 7 Baths ⋅ 73581626 MLS
Exceptional in scale, craftsmanship & setting, this beautifully constructed 2013 Chestnut Hill home offers 3 gracious levels of living on a substantial lot in a coveted, tranquil cul-de-sac location, combining classic architectural details with sophisticated modern amenities. High ceilings (tray & coffered), wainscoting, crown molding, hardwood floors with distinctive inlay, custom built-ins+ and 3 fireplaces underscore the home’s refined character. Generously proportioned custom windows throughout all 3 levels fill the home with abundant natural light. A dramatic foyer entrance sets the tone with its grand staircase & statement chandelier that opens to the 2nd floor, while French doors introduce the elegant open living & dining room space with gas fireplace. The chef’s kitchen features high-end stainless steel appliances, sleek counters, tile backsplash & generous island with prep sink, wine fridge & microwave. A window-lined dining area flows seamlessly to generous family room with coffered ceiling, cozy fireplace, wainscoting & oversized doors to deck & beautiful rear grounds. A 1st-floor en suite bedroom offers flexibility for guests, office or multi-generational living. Upstairs, the primary suite is a welcome retreat with its gas fireplace, oversized walk-in closet & spa-like bath with soaking tub, large tiled shower, dual vanity & private water closet. The 3 additional bedrooms are each en suite, complemented by a convenient 2nd-floor laundry. The lower level is a destination of its own, with an oversized game room with fully equipped wet bar & golf simulator. Plus, you’ll also enjoy a gym, bonus room & full bath on this level. Golf enthusiasts can take their game outdoors to the private putting green in the generous backyard that also offers its nicely-sized deck, covered patio area & added space to relax & enjoy the serenity of your surroundings. A heated 2-car garage & semicircular paver drive complete this remarkable property, offering exceptional living inside & out in one of Chestnut Hill’s most sought-after locations.

80 High Rock Ter, Newton

Listing courtesy of Listing Agent: Sissi Zhang from Listing Office: REMAX Andrew Realty Services.
9 Morley, Needham
$2,989,000
5 Beds ⋅ 6 Baths ⋅ 73527036 MLS
Prime Location!!! Mitchell School neighborhood, only minutes from schools, town and train. Exceptional attention to details, featuring high ceilings with beautiful carpentry throughout. 1st floor hosts a custom built chef's kitchen with a walk-in pantry, a separate eating area plus a large island. Kitchen is open to a fire-placed family room w ext. access to patio and yd. A formal dining room, living room/home office, powder room and a mudroom w. built-ins w direct entry to the garage completes the 1st flr. 2nd floor features a lovely designed primary suite w his and her closets, an oversized en-suite bedroom, two additional bedrooms, a family bath and laundry room. 3rd floor incl. a 5th bedroom, a full bath and a fabulous bonus room. LL has a great room, a gym and a full bath. Builder is a life long Needham resident, well known for high-end quality building. There is still time to make some selection.

9 Morley, Needham

Listing courtesy of Listing Agent: Jill Finkelstein & Associates from Listing Office: Compass.
34 Rocky Ridge Lane, Dedham
$2,985,000
4 Beds ⋅ 4 Baths ⋅ 73566486 MLS
Extraordinary, one-of-a-kind private estate commanding a majestic hilltop position on 9.5 sprawling acres of broad lawns, mature woods, and breathtaking western sunsets. Serving as the anchor of Rocky Ridge Lane—an exclusive new four-lot private enclave situated near the prestigious Dedham Country & Polo Club—this rare property seamlessly blends tranquil privacy with ultimate geographic convenience. Built in 2000, the architect-designed main house exudes the classic elegance and sophistication of a European country house. Principal rooms boast high ceilings, impeccable attention to detail, and an abundance of natural light streaming through a series of French doors that open to a stunning west-facing stone and brick terrace. The generous spaces are perfectly tailored for both grand and casual entertaining, having recently been beautifully renovated and reconfigured to yield additional informal living spaces. Newly renovated kitchen with island bar and sitting area opens onto dining area and family room with bar. Main-level living is made effortless by a luxurious first-floor primary suite, which captures serene views of the outdoor fountain and the property’s defining historic feature. Steeped in history, the property which once was the Capen Farm, then the site of the clubhouse of Dedham Country Club, includes the "Castle," a spectacular c.1930 stone and slate 1,400-square-foot fairy-tale outbuilding. Designed by renowned architect Henry Richardson Shepley, it features a striking crenelated tower and was originally built to house and protect its owner’s important collection of books and manuscripts. The magnificent library’s original casework and paneling have recently been painstakingly restored to their former beauty and luster. Featuring its own kitchenette and 3/4 bath, this one-of-a-kind sanctuary, complete with hidden doors, spiral staircase, and lofted garret room offers endless potential to be reimagined as the ultimate home professional office, artist or writer's studio, wunderkammer, music room, collector's display, masculine retreat, or ADU. While offering a peaceful and secluded country-like sanctuary, this exceptional home enjoys unparalleled proximity to Dedham, Westwood, and Needham town centers. It provides easy access to Route 128/95, top-tier private schools, multiple commuter rail options, Legacy Place, and Westwood Station, striking the perfect balance between timeless luxury and convenient accessibility.

34 Rocky Ridge Lane, Dedham

Listing courtesy of Listing Agent: Gregory Carlevale from Listing Office: eXp Realty LLC - Corporate Office.
11 Black Horse Lane, Andover
$2,985,000
5 Beds ⋅ 7 Baths ⋅ 73561392 MLS
Every family has that one home everyone wants to come back to. This is that home. Set quietly at the end of a long, winding driveway, this extraordinary residence offers the feeling of a private estate while remaining just minutes from downtown Andover, major commuting routes, and some of the area's most sought-after schools. Surrounded by mature landscaping and thoughtfully designed inside and out, it is a home that welcomes every season, every celebration, and every generation. Rich custom millwork, soaring ceilings, handcrafted details, and walls of windows create spaces that are both grand and inviting. The spectacular great room, with its fireplace and access to the back yard, naturally becomes the heart of every gathering, while the richly appointed study feels more like a private tavern than a traditional office, a place to pour a drink, watch the game, or linger over conversation with friends. At the center of it all, the beautifully updated kitchen features Viking appliances, beverage refrigerators, and thoughtful enhancements that make it just as enjoyable for everyday meals as it is for hosting a holiday dinner. Just beyond, the year-round sunroom with radiant heated floors and a stunning front-to-back fireplace is a place you'll find yourself returning to morning, afternoon, and evening. Five spacious bedrooms, each with its own private bath, provide exceptional comfort and privacy for family and guests alike. Outside, the lifestyle continues. The covered porch overlooking the backyard feels like the veranda of a classic New England retreat, where coffee lasts a little longer and summer evenings seem to never end. Beyond, the beautifully landscaped grounds surround a heated saltwater pool and spa with a cascading waterfall, a new stone fire pit, sweeping wisteria, a newly fenced pet area, and a charming pool house complete with a changing room, half bath, and outdoor shower. Whether you're entertaining a crowd or enjoying a quiet afternoon at home, every space was designed to be lived in and enjoyed. Additional highlights include a three-car garage wired for a future EV charger, a dedicated home gym, an expansive unfinished lower level ready for your vision, a Generac whole-house generator, Reed's Ferry shed, new boiler, bluestone driveway, exterior painting, updated pool equipment, and numerous additional improvements that reflect years of thoughtful care and investment.

11 Black Horse Lane, Andover

Listing courtesy of Listing Agent: Melanie Lentini from Listing Office: Leading Edge Real Estate.
35 Hazel Lane, Needham
$2,980,000
6 Beds ⋅ 7 Baths ⋅ 73579238 MLS
Pre-construction offering by Edge Builders, this striking new residence delivers over 6,600± sq ft of thoughtfully designed living space. The main level is designed for daily living and entertaining, featuring a first-floor office/bedroom, custom chef’s kitchen with oversized island, and open dining and living spaces extending to a covered outdoor living area. The second level is anchored by an expansive primary suite with dual walk-in closets and a spa-inspired bath, along with three additional bedrooms and conveniently located laundry. A finished lower level offers generous entertainment and recreation space, an additional bedroom and full bath, plus a dedicated area ideal for a home gym. The upper level provides optional flexible living space, offering an ideal setting for a playroom, lounge, home office, or bonus room. Complete with a two-car garage and defined by elevated finishes and cohesive design throughout, this residence offers a distinguished standard of modern luxury.

35 Hazel Lane, Needham

Listing courtesy of Listing Agent: Acone & Company Team from Listing Office: Darwin Associates.
262 River St, Newton
$2,980,000
6 Beds ⋅ 5 Baths ⋅ 73550545 MLS
Experience exceptional luxury in this sophisticated new construction residence in sought-after West Newton. Thoughtfully designed for todays lifestyle, this stunning 5 bed, 5 bath home offers 8076 Sq Ft of beautifully crafted living space, including a finished lower level & finished attic. A grand open floor plan seamlessly blends elegant formal spaces w/comfortable everyday living, featuring designer finishes, soaring ceilings, & abundant natural light w/impeccable attention to detail throughout. The chef's kitchen flows effortlessly into an open living area, creating the perfect setting for entertaining & family celebrations. Retreat to the luxurious primary suite w/spa-inspired bath & a generous custom closet. Set on an 11,350 Sq Ft lot, this home also features a rare 3-car garage, professionally designed outdoor space & an unbeatable West Newton location convenient to schools, parks, shops, dining, commuter rail & major routes. A terrific opportunity to own an exceptional new home!

262 River St, Newton

Listing courtesy of Listing Agent: Judy Korzenowski from Listing Office: Coldwell Banker Realty - Newton.
421 Waverley Ave, Newton
$2,975,000
6 Beds ⋅ 6 Baths ⋅ 73574445 MLS
EXCEPTIONAL FALL OPPORTUNITY! Newly priced for today’s market, 421 Waverly presents an outstanding opportunity to own a single-family home in Newton at a compelling value. Take advantage of fresh fall pricing and make your move before the holidays! Timeless Tudor character meets modern living in this beautifully updated brick home on a magnificent corner lot in Newton’s coveted Ward School neighborhood. Over 5,700 SF across four finished levels, highlighted by an exceptional, flowing main-level entertainment space with exquisite millwork, coffered ceiling, marble fireplace and French doors to a private deck and landscaped grounds. Updated kitchen with newer appliances, renovated baths and modern amenities throughout. The 2nd floor offers 5 bedrooms, including a generous primary suite with 2 walk-in closets and spa-like bath. The expansive 3rd floor is an open, full-floor retreat with skylights, cedar closet and full bath. Walkout lower level offers 2 recreation rooms, fireplace, separate entrance and ample storage. Fenced yard with deck and patio, attached 2-car garage, two-stage HVAC and double boiler system. Minutes to Newton Centre, Boston and Cambridge.

421 Waverley Ave, Newton

Listing courtesy of Listing Agent: Allison Blank from Listing Office: Compass.
34 Shirley Point Rd, Barnstable
$2,975,000
4 Beds ⋅ 4 Baths ⋅ 73555357 MLS
A rare, south facing, two-property waterfront offering on Wequaquet Lake. Offered for the first time in decades, 34 & 35 Shirley Point Road combine to create an extraordinary approximately one-acre lakefront estate, including the residence at 34 Shirley Point Road plus the adjacent vacant lot at 35 Shirley Point Road. Together, the properties offer 200'+ of waterfront within a protected cove, creating a level of privacy, land, and opportunity that is increasingly difficult to find on Cape Cod.Tucked beneath a mature canopy and designed to embrace its waterfront setting, the custom residence was rebuilt from the ground up and offers 3,500+ square feet across three levels with 4 bedrooms and 3 baths. Soaring windows capture sweeping lake views and fill the home with natural light, while the private primary suite features a Jacuzzi soaking tub and oversized spa-inspired tiled shower. A full walkout lower level, detached garage, workshop, abundant storage, and private dock complete the property. This presents a compelling opportunity to create a true Cape Cod legacy estate - one property to enjoy today, with additional land offering privacy and possibilities for the future

34 Shirley Point Rd, Barnstable

Listing courtesy of Listing Agent: James Andrea from Listing Office: Lamacchia Realty, Inc..
79 Green Dunes Drive, Barnstable
$2,950,000
5 Beds ⋅ 5 Baths ⋅ 73594872 MLS
79 Green Dunes Drive is the ultimate Cape Cod Home. Imagine the summer Holidays and you can comfortably sleep 22, stroll down to your private Association Beach on Nantucket Sound or challenge everyone to a game of Tennis or Pickle-ball. This lovingly cared for home has all the bells and whistles. A first floor primary suite with a closet anyone would die for, an all cherry kitchen with a center island which is open to the family room along with a formal dining room with built ins and a living room as well. There is more living space and bedrooms on the second floor and in the Lower Level. Take a step outside to a private back yard and 62 foot deck. And no Cape Cod Home would be complete without an outdoor shower! Don't miss this Cape Cod treasure.

79 Green Dunes Drive, Barnstable

Listing courtesy of Listing Agent: Witter & Witter Boston / Cape Cod Connection from Listing Office: Compass.
39 Blake Road, Lexington
$2,950,000
5 Beds ⋅ 5 Baths ⋅ 73593957 MLS
A new construction home that checks all the boxes in a wonderful neighborhood! Beautifully crafted by a longtime Lexington builder, this thoughtfully designed home blends timeless elegance, superior craftsmanship, oversized windows and a highly desirable floor plan, tailored to today’s lifestyle. Offering the perfect balance of luxury, comfort, and versatility, this home is ideal for both everyday living and effortless entertaining. The main level welcomes you with an elegant dining room with built-ins, a stunning chef’s kitchen, an expansive family room, a home office and first-floor bedroom and full bath- ideal for guests or extended family. A spacious mudroom with direct access to the attached two-car garage adds everyday convenience. The beautifully appointed kitchen features quartz countertops, premium Fisher & Paykel appliances, a center island, and a welcoming dining area. Open to the spacious family room with its inviting fireplace, this seamless living space creates the perfect setting for gathering with family and friends. Upstairs, four generously proportioned ensuite bedrooms provide comfort and privacy for all. The primary is a true retreat, featuring spacious walk-in closets, a beautifully appointed bath, and a private balcony overlooking the backyard. The lower level provides a bonus space with wet bar, exercise space and full bath. Thoughtfully designed with quality finishes, well-proportioned living spaces, and enduring architectural appeal, this exceptional new home offers a rare combination of refined luxury and everyday functionality in Lexington’s best trick or treating neighborhood!

39 Blake Road, Lexington

Listing courtesy of Listing Agent: Martha Sevigny from Listing Office: William Raveis R.E. & Home Services.
18 Surrey Road, Winchester
$2,950,000
6 Beds ⋅ 4 Baths ⋅ 73592433 MLS
Spacious seven-bedroom, four-bath home in one of the area's most sought-after neighborhoods, thoughtfully designed with the flexible living space today's lifestyles demand. Whether accommodating a multigenerational household, extended family, long-term guests, or creating dedicated work and hobby spaces, this home offers exceptional versatility. The main level features an oversized living room with an open-concept layout flowing seamlessly into the dining area and kitchen, creating the perfect gathering space for everyday living and entertaining. French doors open to a large deck, extending the living space outdoors. Two first-floor bedrooms and a full bath provide convenient options for guests, family members, or a home office. Upstairs, you'll find four additional bedrooms, including a spacious primary suite with its own private balcony, a peaceful retreat to begin and end the day. The finished lower level adds even more flexibility with a generous family room, an additional bedroom or office, and direct access to the heated three-car garage. With abundant space to grow, gather, and adapt to changing needs, this exceptional home is ready to welcome its next chapter.

18 Surrey Road, Winchester

Listing courtesy of Listing Agent: Mary Kelly from Listing Office: Century 21 Property Central Inc..
72 Chappaquiddick, Edgartown
$2,950,000
8 Beds ⋅ 7 Baths ⋅ 73586117 MLS
Perched atop the highest point on Chappaquiddick, this private compound truly has it all, while still being a short distance from Chappy favorites including the Community Center, Beach Club, Ferry, and Slip Away Farm. Designed for both relaxation and recreation, the property offers endless ways to enjoy time with family and friends. Spend the afternoon on the sports courts, cool off at the pool, or relax on one of the expansive porches or patios. The guest house provides additional space and privacy. The pool house, complete with a half bath and kitchenette, makes entertaining effortless, with everything you need close at hand. A separate gym and game room offer even more ways to stay active or unwind, whatever the weather. With a strong rental history, the property also presents an excellent investment opportunity, while its generous amenities and multiple living spaces make it an ideal generational home to be enjoyed for years to come.

72 Chappaquiddick, Edgartown

Listing courtesy of Listing Agent: Katie Donahue & Rachel Serwa Group from Listing Office: Sandpiper Realty, Inc..
123 Farm Street, Dover
$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.
26 Woodridge Rd, Dover
$2,950,000
7 Beds ⋅ 9 Baths ⋅ 73541698 MLS
This stunning 7BR 6/2BA Colonial is set on 8+ acres offering privacy in a neighborhood setting! The heart of this home is the spacious cherry & granite 2024 kitchen w/2 Sub-Zero refrigerators, 2 Bosch dishwashers, huge island & sliders to the beautiful stone patio. The easy flow of the floor plan provides ample spaces for entertaining & relaxing including a delightful sunroom w/a vaulted ceiling. The 2nd floor boasts a fireplaced primary suite with a balcony overlooking the fenced yard, heated swimming pool, water slide, spa & cabana. Four additional bedrooms, 3 full baths & laundry room complete the second floor. A private bedroom suite can be found on the 3rd floor. The lower level offers an abundance of recreational spaces as well as a bedroom & full bath. Attached 3 car garage. Located just 18 miles from Boston, the charming town of Dover is known for its top-ranked schools, scenic New England character & low taxes.

26 Woodridge Rd, Dover

Listing courtesy of Listing Agent: Mary Crane from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
13 Young Street, Edgartown
$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..
7 Stetson Street, Brookline
$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.
12 Cockachoiset Lane, Barnstable
$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.

12 Cockachoiset Lane, Barnstable

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .
159 Walpole St., Dover
$2,945,000
5 Beds ⋅ 6 Baths ⋅ 73597713 MLS
Spectacular young farmhouse colonial privately set on 2.4 professionally landscaped acres in desirable Dover. The stunning open kitchen/living area is the heart of this exceptional home, featuring a chef’s kitchen with Viking appliances, oversized island, custom tile, and butler’s pantry. The adjacent coffered-ceiling family room boasts a beautiful fieldstone fireplace and slider to a spacious deck overlooking breathtaking sunset views. Formal living room with dual-sided gas fireplace shared with a cozy office, plus elegant tray-ceiling dining room. A generous mudroom offers built-in cubbies, second pantry, and access to the 3-car garage. Upstairs, the luxurious primary suite features a travertine marble bath and his-and-her walk-in closets, along with two additional en-suite bedrooms and two bedrooms connected by a Jack-and-Jill bath. The beautifully finished lower level includes a wet bar and flexible space for media, recreation, and fitness, with direct access to a bluestone patio and private backyard. An exceptional home offering privacy, sophisticated finishes, and effortless indoor/outdoor living.

159 Walpole St., Dover

Listing courtesy of Listing Agent: Khoury Group from Listing Office: Serhant.
89-A Red Gate Rd, Tyngsborough
$2,900,000
3 Beds ⋅ 4 Baths ⋅ 73578053 MLS
Welcome to Komeeka Farms, an exceptional 35.7-acre equestrian property offering the space, facilities and setting horse enthusiasts dream about. At the heart of the property is a 3,753 sq. ft. Colonial-style home featuring a welcoming farmer’s porch, 10 rooms, 3 bedrooms, 2.5 baths and a 2-car garage underneath. Beyond the main residence, a detached 3-car garage with finished space above, currently utilized as an office, provides tremendous flexibility. The equestrian facilities are the true centerpiece of Komeeka Farms, highlighted by a 13-stall center-aisle barn and an additonal 2-stalls outside making it a total of 15 stalls, indoor riding arena, outdoor arena and 8 paddocks, providing an outstanding setup for year-round riding, training and horse care. With 35.7 acres, the property also offers endless possibilities for creating riding and walking trails throughout the grounds. This is not simply a house with land — Komeeka Farms is an equestrian’s dream property, offering the infrastructure, acreage and versatility that can be difficult to find in one location. Despite its private, expansive setting, the property offers convenient access to Routes 3, 495 and 93 and is just minutes from the New Hampshire border, providing easy access to shopping, dining and tax-free NH shopping. Whether you're looking for a private equestrian retreat, training facility, income property or a property where you can live alongside your horses and enjoy the equestrian lifestyle every day, Komeeka Farms presents a truly special opportunity.

89-A Red Gate Rd, Tyngsborough

Listing courtesy of Listing Agent: Bryan Perreira from Listing Office: LAER Realty Partners.
2 Kenway St, Cambridge
$2,900,000
4 Beds ⋅ 4 Baths ⋅ 73543151 MLS
Tucked away on a quiet street in highly coveted West Cambridge, 2 Kenway Street is a beautifully reimagined Victorian that seamlessly blends period charm with contemporary luxury. Located just moments from Harvard Square, Fresh Pond, and the Charles River, this residence offers an unparalleled urban-suburban lifestyle. The sun-drenched interior features a thoughtfully designed kitchen with top of the line Thermador stainless steal appliances with French doors leading to a private fenced yard with elegant blue stone patio and deck. This deleaded home has 4 generous bedrooms, 3 sleek bathrooms, and a half bath on the first floor equipped with central AC & heat. A finished lower level completes the home for a cozy family room. Every detail of this home is meticulously planned and designed for a perfect living experience - including a balcony off the master suite. The home has a rare two-car driveway to complete this move-in-ready masterpiece.

2 Kenway St, Cambridge

Listing courtesy of Listing Agent: Lilit Gasparyan from Listing Office: Capital Gains Realty, Inc..
23 Lantern Ln, Arlington
$2,899,990
6 Beds ⋅ 6 Baths ⋅ 73554738 MLS
Special seller-funded fixed-rate buydowns starting at 4.125%. Ask the listing agent for more info. Stunning new-construction home set on a winding hillside street in Arlington's sought-after Morningside neighborhood. Designed for flexible, modern living, this 6-bedroom residence features a serene second-floor primary suite and a complete first-floor suite with its own private entrance — a self-contained space offering exceptional versatility. Two dedicated offices, one on each level, make working from home effortless. The chef's kitchen is complemented by a walk-in pantry with a sink, and a separate laundry room with a sink adds everyday convenience. The finished lower level impresses with soaring 10-ft ceilings, a home theater setup with pre-installed speakers, and a bedroom with a full bathroom. An additional built-in audio system in the living room and on the rear deck — ready for indoor-outdoor entertaining. Forward-thinking construction includes 400-amp electrical service, three-zone climate control, solar-ready infrastructure, EV pre-wiring, a heated three-car garage with security cameras, a permeable driveway, dedicated rainwater drainage, provision for a future sump pump, sprinkler system, and a 10-year builder's warranty. A rare blend of craftsmanship, efficiency, and flexibility in one of Arlington's most desirable settings. Buyers and buyer agents are to perform their own due diligence and verify all information. Some photos are AI-rendered and may not reflect the final product. New construction is nearing completion; certificate of occupancy to be issued prior to closing. Builder provides a 10-year structural warranty; documentation available upon request. Construction/systems notes for buyer agents: 400-amp electrical service, 3-zone HVAC, solar-ready infrastructure, EV charging pre-wiring in the heated 3-car garage, Cat data wiring to every room, pre-installed speakers in the theater room, living room, and rear deck, dedicated rainwater drainage system with permeable driveway, and rough-in provision for a future sump pump (not currently required). Lawn irrigation system and professionally designed landscaping. First-floor suite has a private entrance. Please note: active security cameras on the premises (garage). Please submit offers as a single PDF to [email] and allow [24] hours for seller response. Buyers and buyer agents are to perform their own due diligence and verify all information.

23 Lantern Ln, Arlington

Listing courtesy of Listing Agent: Aflatun Asadov from Listing Office: Steve Bremis Realty Group.
37 Moseley, Needham
$2,899,900
5 Beds ⋅ 5 Baths ⋅ 73550408 MLS
Tucked away at the end of a quiet dead-end street and surrounded by idyllic woodlands, this stunning new construction single-family home offers the perfect blend of luxury and tranquility. Featuring 5 bedrooms and 4.5 baths, the thoughtfully designed floor plan is ideal for everyday living and entertaining. The chef's kitchen showcases gorgeous white oak cabinetry, calacatta quartz countertops with a full-height backsplash, Thermador appliances, a waterfall island, and abundant storage. The open-concept living area flows seamlessly to the dining room and expansive deck for effortless indoor-outdoor entertaining. Upstairs, you'll find three bedrooms plus a luxurious primary suite with beautiful millwork, a spa-inspired bath, and a custom white oak walk-in closet. The top level offers a spacious entertainment room with a wet bar, full bath, fifth bedroom, and private deck overlooking the surrounding conservation land, creating an unmatched sense of peace, privacy, and natural beauty.

37 Moseley, Needham

Listing courtesy of Listing Agent: Daniel Deychman from Listing Office: Helix Real Estate, LLC.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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