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$1,999,000
4 Beds ⋅ 3 Baths ⋅ 73565817 MLS
Classic Colonial nestled within one of Winchester’s most desirable neighborhoods, offering timeless architecture, exceptional flexibility, and an enviable setting. The first floor features an updated kitchen with slider to the scenic rear yard and oversized brick patio, casual den, half bath, formal dining room, and gracious living room with fireplace and classic built-ins. Double doors lead to a spectacular all-season porch, perfectly positioned for effortless entertaining indoors or out. The second floor offers four corner bedrooms, including a spacious primary suite with double closets, ensuite bath, and convenient laundry. The walk-up third floor invites endless possibilities with an additional bedroom and abundant closet space. Approximately 500 square feet of finished lower-level flex space provides room for a home gym, teen retreat, playroom, or office. Outside, a private, level yard offers ample space for gardens, play, and entertaining, with a generous brick patio for relaxing and gathering. The two-car heated garage features a full walk-up second floor, ideal for storage or future finishing as a studio, office, or home-away-from-home retreat. Simply a beautiful home in an exceptional location—ready to be loved from day one.

85 High St, Winchester

Listing courtesy of Listing Agent: Catherine Albiani from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.
$1,999,000
3 Beds ⋅ 5 Baths ⋅ 73560572 MLS
MacKenzie custom-built single-family home on double lot with views of Jones Pond (#8 hole) and walkable to the Village Green. Many unique features w/comforts galore. Three floors allow for everyday life, special guests and party time. Wood floors throughout and composite flooring on the finished lower level. Large windows throughout the home lets incredible light into every room. All white cabinets and appliances gives the large chef's kitchen a clean sleek appeal. 2 large guest rooms with individual en suites on the second level with a large loft gives you and your guests plenty of space to unwind.The main level is for enjoying your family and friends with a large living room and dining room adjacent. Plus a cozy breakfast nook. Two dishwashers makes any clean up easy. The primary bedroom with two walk-in closets allows for maximum comfort to the home's owners. The en suite is magnificent with a large shower, soaker tub and double sinks. The washer and dryer are housed on the first floor for easy access. A Four-Season room allows for true chill time. The outside large deck is yours for grilling along with a built in fire pit for stargazing nights, and cocktails. You'll hear the gentle tumble of the fountain on Jones Pond. The lower level has 2 large offices along with a billiards room. The main attraction in the lower level is a full bar with refrigerator, dishwasher and a large wine rack. Talk about Super Bowl parties- your home will be the place to be! Huge screen TV with plenty of seating for all is included. Lastly check out the utility room with racks that allows for incredible storage. You will fall in love with this house.

25 Painted Cottage, Plymouth

Listing courtesy of Listing Agent: Pinehills Resale team from Listing Office: Pinehills Brokerage Services LLC.
$1,999,000
3 Beds ⋅ 3 Baths ⋅ 73555120 MLS
Experience exceptional WATERFRONT living in this thoughtfully designed & finely appointed custom built home beautifully and privately NESTLED IN A COVE on Long Sought After Pond. The OPEN-CONCEPT floor plan seamlessly blends elegant living spaces with the beauty of the surrounding landscape, creating the perfect setting for both everyday living and entertaining. The main level features a living room, dining room, chef's kitchen & office/sunroom. The primary suite serves as a luxurious RETREAT complete with a spa-inspired bath. The fully finished walk out lower level offers equally impressive accommodations with a second living room, 2 additional bedrooms, full bath and wet bar perfect for guests and family. Outside professionally landscaped grounds are enhanced by stone walls, fire pit and brick patio creating a picturesque setting that complements the natural surrounding. A private dock offers direct access to the pond making it easy to enjoy boating, kayaking, fishing or simply taking in the serenity of this remarkable waterfront property. DECKS, BALCONIES AND A PATIO offers PANORAMIC VIEWS & AMAZING SUNSETS perfect relaxing lifestyle; make it yours.

6 Weetamoo Way, Westford

Listing courtesy of Listing Agent: Lisa Simmons from Listing Office: William Raveis R.E. & Home Services.
$1,999,000
4 Beds ⋅ 5 Baths ⋅ 73533295 MLS
Bright & beautifully crafted, this shingle-style home in Beverly Cove is .7 miles from Brackenbury Beach, offering a rare blend of architectural character & refined living. Thoughtfully designed with wide-plank white oak floors, extensive crown molding, custom millwork & designer finishes, this stunning home features a chef’s kitchen with marble countertops, butcher block island, walk-in pantry & premium Wolf, Sub-Zero, Bosch & Viking appliances. The open-concept layout flows seamlessly to a screened porch & private patio surrounded by professionally landscaped gardens. Two distinct primary suites with marble-vanity baths — one grand in scale, the other a private spa retreat with a custom walk-in closet, radiant heated floors & steam shower bath. Additional highlights include oversized garage parking, steam humidification, whole-house generator & integrated smart-home technology - custom Lutron automated shades, Sonos speakers, Nest security & LED lighting accessible from your phone.

45 Whitehall Cir, Beverly

Listing courtesy of Listing Agent: Kevin Fruh from Listing Office: Gibson Sotheby's International Realty.
$1,999,000
4 Beds ⋅ 4 Baths ⋅ 73517790 MLS
Every house has a wow, and 9 Woodcliffe delivers in a big way. Over the garage is a stunning two-room space with cathedral ceilings currently used as offices, but the possibilities are endless — au pair suite, in-law setup, or future ADU. The oversized closet is already plumbed for a bath, making expansion easy. The rest of the home keeps up. The mudroom is oversized and practical, complete with its own dog washing station. Family room overlooks conservation land. The kitchen has personality with colorful finishes, a cozy sitting area, and plenty of space for casual dining and gathering. The first floor also offers a dining room, an inviting living room, and a full bath. Upstairs are three bedrooms, including an en suite primary bedroom with access to a private deck that connects to the flex space above the garage. The third floor is the ultimate teen suite with its own bath and storage. Outside, spring flowers and a covered porch complete this Woodhaven home.

9 Woodcliffe Road, Lexington

Listing courtesy of Listing Agent: Beth Sager Group from Listing Office: Keller Williams Realty Boston Northwest.
$1,999,000
4 Beds ⋅ 3 Baths ⋅ 73516062 MLS
Nestled at 5 Pinetree Lane, Vineyard Haven, MA, this single-family residence in Dukes County presents a unique opportunity to own a piece of classic American architecture. Built in 1927, this home offers a blend of vintage charm and comfortable living. The residence features three full bathrooms, providing convenience and privacy for all occupants. Imagine mornings where everyone can prepare for the day without the rush, and evenings where relaxation is never compromised. The thoughtful design ensures that personal space is always readily available. With four bedrooms, this home provides ample space for rest and rejuvenation. Envision each room becoming a personalized sanctuary, tailored to individual preferences and needs. Whether it's a tranquil space for sleep, a vibrant area for hobbies, or a practical room for remote work, these bedrooms offer the flexibility to adapt to any lifestyle. The 2730 square feet of living area unfolds to provide a comfortable and inviting environment.

5 Pinetree Lane, Tisbury

Listing courtesy of Listing Agent: Kristin Francoeur from Listing Office: Gibson Sotheby's International Realty.
$1,999,000
5 Beds ⋅ 5 Baths ⋅ 73511476 MLS
Welcome to Lot 7 at Cervelli Farm Estates, the one you’ve been waiting for! This stunning Newport Gambrel style home blends space, light, and timeless New England charm. The open concept layout features an inviting family room with a refined fireplace and large windows overlooking the patio, perfect for entertaining. The designer kitchen offers top of the line appliances and a bright breakfast nook. A first floor ensuite provides flexibility for guests or extended living. Upstairs, four spacious bedrooms include Jack and Jill suites, an additional ensuite, and a luxurious primary retreat with a spa like bath and two oversized separate closets, plenty of space for all your needs, plus a second floor laundry. The home offers a perfect balance of living space along with convenient storage throughout, plus the option to finish the large basement for additional space. Thoughtful craftsmanship and high end finishes bring it all together, just imagine the possibilities.

16 Cervelli Farm Dr, Hanover

Listing courtesy of Listing Agent: Lesly Rozo Cortes from Listing Office: The Firm.
$1,999,000
5 Beds ⋅ 6 Baths ⋅ 73499697 MLS
Live on vacation all year long. Private setting that allows you to enjoy water views throughout all the seasons in this custom designed Arts and Crafts style home. Thoughtful appointments, high ceilings, and rich detail is seen throughout. Enjoy relaxing on your front porch. Open foyer welcomes your guests and a well thought out floor plan is perfect for entertaining or quietly enjoying the tranquil setting. First floor has a fireplace sitting room or den, dining room surrounded by windows, family room with french doors that leads to a back deck offering spectacular sunsets and water views. Large island kitchen with top appliances has a separate breakfast area. There is a guest suite or office, full bath, mudroom and powder room off garage. Second floor landing has custom built in cabinetry, the spacious master suite offers water views with walk-in closets and gorgeous bath. The additional bedrooms are spacious with natural maple floors. Recently finished walkout basement offers a home office, gym, rec room. Close to Wilson Mt., town, shops, trains, major rts. Great value and move in ready.

250 Meadowbrook Road, Dedham

Listing courtesy of Listing Agent: Elena Price from Listing Office: Coldwell Banker Realty - Westwood.
$1,999,000
4 Beds ⋅ 3 Baths ⋅ 73480830 MLS
Blending 1920s charm with modern luxury, this beautifully renovated home is tucked into the coveted West Chop area of Vineyard Haven. Just steps from a neighborhood beach on the pristine shores of Vineyard Sound, it offers an elegant mix of historic character and contemporary comfort. A thoughtfully designed layout features generous living spaces centered around a chef’s kitchen with custom cabinetry, high-end appliances, and refined finishes. Open living and dining areas flow seamlessly, enhanced by updated systems and central air. Upstairs, the serene primary suite includes a spa-like tile bath with soaking tub, while two guest bedrooms share a stylish full bath with laundry. Nautical details like a compass rose stained-glass window add charm. The finished lower level provides a large additional bedroom and flexible living space. Outside, a mahogany deck overlooks the newly landscaped yard with outdoor shower and entertaining areas. Just minutes from downtown Vineyard Haven.

5 Pine Tree Lane, Tisbury

Listing courtesy of Listing Agent: Alyssa Halisky from Listing Office: Wallace & Co. Sotheby's International Realty.
$1,999,000
5 Beds ⋅ 4 Baths ⋅ 73397445 MLS
Waterfront living with historic charm. Once a working mill, the structure has been transformed into a warm and inviting home, preserving its architectural heritage while embracing contemporary updates. The open-concept layout offers sunlit living spaces that showcase panoramic vistas of Annisquam River, Wingaersheek Beach, and Ipswich Bay. Whether you’re unwinding on the expansive deck, paddling across the water for a beach day, or gathering clams right from your shoreline, this property delivers a true coastal lifestyle. Inside, the ambiance is both airy and intimate, perfect for hosting family or enjoying quiet evenings. The main house exudes a nautical elegance, with a layout that evokes the feeling of life aboard a luxury vessel. A separate apartment above the garage provides private accommodations for guests, and the partially finished upper level offers opportunities to tailor the home to your future needs.

672 Washington Street, Gloucester

Listing courtesy of Listing Agent: Joshua Mulvey from Listing Office: Mulvey Real Estate, LLC.
$1,998,900
4 Beds ⋅ 3 Baths ⋅ 73526940 MLS
Welcome to this exceptional 2015 Colonial in Lexington's highly sought-after Follen Heights neighborhood, where timeless architecture, modern comfort, and breathtaking countryside views come together to create a home you'll love coming home to. Thoughtfully designed to maximize natural light, the expansive chef's kitchen with natural gas cooking flows seamlessly into a spectacular great room featuring a cozy natural gas fireplace and walls of windows that frame the serene backyard. Step outside onto the spacious deck and imagine starting your mornings with coffee overlooking peaceful countryside views, spending warm summer evenings grilling with friends, or celebrating holidays and special occasions surrounded by family in a setting designed for effortless entertaining. The main level offers the perfect balance of elegance and everyday functionality with a gracious formal living room, an oversized dining room for memorable gatherings, a private home office, a convenient mudroom, and a half bath. Upstairs, the luxurious primary suite serves as a private retreat, offering sweeping views, dual walk-in closets, and a spa-inspired bath designed for relaxation. Three additional generously sized bedrooms, a full bath, and a second-floor laundry room provide exceptional comfort and convenience for family and guests alike. Built in 2015 with quality craftsmanship throughout, this beautifully maintained home features hardwood floors, natural gas forced-air heating, central air conditioning, and an attached three-car garage. Ideally located just minutes from Lexington's top-rated schools, conservation trails, parks, restaurants, shopping, and the community center, it offers the rare opportunity to enjoy the tranquility of a private countryside setting without sacrificing convenience. Whether you're hosting unforgettable gatherings, relaxing by the fire, or simply taking in the beautiful views from the deck, this remarkable home offers the lifestyle you've been waiting for.

122 Marrett Rd, Lexington

Listing courtesy of Listing Agent: Perla Walling-Sotolongo from Listing Office: Coldwell Banker Realty - Lexington.
$1,998,500
6 Beds ⋅ 4 Baths ⋅ 73540563 MLS
This distinguished home seamlessly blends classic architectural charm with contemporary amenities, designed for sophisticated living and entertaining. The kitchen is a culinary enthusiast's delight, featuring high-end stainless steel appliances, and a functional island, providing both workspace and a central gathering point. The bathrooms are appointed with modern comforts, including walk-in showers. This residence further benefits from a private yard, an expansive outdoor living space, and a dedicated outdoor dining area, perfect for al fresco entertaining. A convenient laundry room simplifies household tasks.Third floor spacious suite can be accessed by back staircase, with seasonal views of Mystic Lake. Oversized garage allows for ample storage. Many recent updates, new kitchen, baths, electrical, plumbing, heating system. Move right in. Note: Listing agent is Owner.

42 Old Mystic Street, Arlington

Listing courtesy of Listing Agent: Dorothea Feffer from Listing Office: Churchill Properties.
$1,998,000
5 Beds ⋅ 5 Baths ⋅ 73566576 MLS
Open House Sunday Aug 23 11-2. Exceptional historic estate in the heart of Sherborn Center, the iconic Calvin Sanger House (c.1819) is a gracious Federal-style Colonial, thoughtfully renovated for modern living while preserving the character and craftsmanship that make this home so distinctive. Set on just over two beautifully landscaped acres, this landmark residence offers a rare combination of history, elegance and modern luxury. Period details include soaring ceilings, beautiful hardwood floors, refined millwork and multiple fireplaces.Gracious formal living room with window seat with original pocket doors to dining room with French doors to bluestone patio. This all complemented by a stunning renovated chef’s kitchen with stainless steel appliances, custom cabinetry and generous workspace. A flexible first-floor office or bedroom with bay windows and adjacent full bath is ideal for guests or working from home and could be utilized as a two room in-law suite. The spacious family room features a fireplace, wet bar and French doors to an upper deck. A walk-out lower level with recreation space and full bath offers additional flexibility for guests, fitness or entertaining.Upstairs are four generous bedrooms and beautifully updated baths throughout. The renovated primary suite is a serene retreat with a luxurious bath and dressing area. Two additional bedrooms share an updated connecting bath, while the fourth bedroom has a dedicated full bath just across the hall. Upstairs laundry adds another modern convenience. Outside, mature landscaping, classic New England stonewalls to an in-ground pool create a private retreat in the heart of the village. An exceptional location, just steps from Sherborn’s newly expanded Library and soon-to-open History Center, with brand-new tennis and pickleball courts just down the street. Enjoy easy access to Sherborn’s renowned trail system, Farm Pond, consistently top-ranked Dover-Sherborn school system, restaurants, Town Hall, houses of worship and village amenities. A rare opportunity to own one of Sherborn’s most distinguished historic residences, where more than two centuries of New England character and beautifully renovated modern living come together.

8 Washington Street, Sherborn

Listing courtesy of Listing Agent: Nora Lynch from Listing Office: Gibson Sotheby's International Realty.
$1,998,000
5 Beds ⋅ 7 Baths ⋅ 73558929 MLS
Romantic French Country Estate in prestigious neighborhood! Sweeping treelined driveway guides to expansive lawns, trellis gardens, pergolas, stonewalls, patios, outdoor gas hearth, putting green & play area. Breathtaking great room w/ European details of exposed timer beams, floor 2 ceiling windows, 2-story fireplace, Parisian moldings & trims. Stone island & Wolf /SubZero, copper sink & banquette seating. Formal dining enclave, oenophilia, music or library nook. French doors open to balcony overlooking pool area & gardens. Luxurious primary suite w/dual vanities, tile shower, & spa tub w/ picture window to soak in the picturesque grounds.3 more bedrooms w/ ensuite baths - one that is handicap friendly all on the main level. Artisan crafted wood & iron banisters lead to Au Pair/Guest suite. An elegant, curved staircase leads to Billiards & Media rooms opening to NEW salt h20 pool & outdoor entertaining area. A 2-story 56 X 26 carriage house completes this enchanting 1-of-a-kind home! Top rated “Brand New Nashoba Highschool 2027”& Master’s Academy

97 Fox Run, Bolton

Listing courtesy of Listing Agent: Jacky Ann Foster from Listing Office: MJT Realty Group.
$1,998,000
5 Beds ⋅ 4 Baths ⋅ 73535112 MLS
Nestled in the prestigious Belmont Hill neighborhood, this exceptional residence offers a rare opportunity to own a cherished family home that has been lovingly maintained by the same family for more than 30 years. Boasting over 3,700 square feet of living space, this expansive property features 5 generously sized bedrooms, office, 2 full bathrooms, and 2 half bathrooms, providing ample room for comfortable living and entertaining. Set on a .59 acre lot, the home offers an impressive combination of space, privacy, and potential in one of Belmont’s most sought-after locations. Newly refinished hardwood floors flow throughout the home, complemented by fresh interior paint that creates a bright, welcoming atmosphere. Large living areas, abundant natural light, and a flexible floor plan provide the perfect backdrop for both everyday living and special gatherings. Whether you’re looking to move right in or personalize the home first, this property is truly a unique opportunity, welcome home

26 Spring Valley, Belmont

Listing courtesy of Listing Agent: Robert Leahey from Listing Office: Coldwell Banker Realty - Waltham.
$1,997,000
5 Beds ⋅ 4 Baths ⋅ 73534716 MLS
Spacious sun-filled 5-bedroom, 4-bath colonial with a first-floor office/bedroom, perfectly situated on a tree-lined street in one of Lexington’s most desirable neighborhoods. Stunning, open-concept kitchen with granite counters, upgraded cabinets, Wolf & Bosch stainless steel appliances & family room with sliders to the deck & backyard. The welcoming living room with a fireplace & the dining room are perfect for entertaining family & friends. Mudroom & 2-car garage complete the main level. Upstairs, relax in the spacious primary suite with a fireplace, walk-in closets, a sitting area, & spa-like bath. Three additional bedrooms, full bath & laundry room complete the upper level. Lower level features a large family room, fireplace, game room, bedroom, full bath, kitchen, dining area & additional laundry - perfect for an au pair or in-law suite. Central air, refinished hardwood floors, freshly painted decks, & recessed lighting. Landscaped yard with mature trees, outdoor fire pit, and garden area. Top-rated Lexington Schools. Easy access to Cambridge & Boston!

32 Webster Rd, Lexington

Listing courtesy of Listing Agent: Perla Walling-Sotolongo from Listing Office: Coldwell Banker Realty - Lexington.
$1,997,000
5 Beds ⋅ 5 Baths ⋅ 73476331 MLS
A rare offering with a main-level junior suite, ideal for guests or a private office. Tucked away at the end of a quiet cul-de-sac, Josselyn Place reemerges—originally built in 2022 by a locally acclaimed developer and recently refinished to elevate today’s standards. Spanning 4,110 sq ft, this home showcases thoughtfully designed living with soaring 10-ft ceilings and expansive, light-filled living, dining, and kitchen spaces. The chef’s kitchen stuns with custom walnut and white cabinetry, Thermador gas appliances, and refined finishes throughout. Upstairs, 9-ft ceilings frame three spacious bedrooms and a serene primary suite with a private balcony. The finished lower level offers an oversized entertainment lounge, additional bedroom, full bath, laundry, storage, and direct outdoor access—delivering a seamless blend of luxury, flexibility, and modern design in an exceptional setting. 2 Private outdoor spaces, a play area ready for kiddos and irrigation.

18 Josselyn Pl Unit 18, Newton

Listing courtesy of Listing Agent: Waypoint Realty Group from Listing Office: Coldwell Banker Realty - Boston.
$1,995,000
4 Beds ⋅ 3 Baths ⋅ 73565502 MLS
Welcome to 26 Summit Place, where a thoughtfully designed floor plan, impressive updates and exceptional indoor-outdoor living come together just minutes from downtown Newburyport. Offering 4 bedrooms, 2.5 baths and 3,101 SF of finished living space, this beautifully maintained home delivers the space, style and functionality... At the heart of the home is an impressive chef's kitchen featuring an oversized island with seating for six and a walk-in pantry. The kitchen flows seamlessly into the open living room anchored by a wood-burning fireplace and offering direct access to the back deck, patio and fully fenced backyard. A private home office (or family room), half bath and custom mudroom with direct access from both the side entry and oversized two-car garage complete the main level... All four bedrooms are located on the second floor, including the spacious primary suite with cathedral ceilings, sitting area, 3 closets and ensuite bath with a double vanity and custom glass tiled shower. Convenient laundry is incorporated into the primary suite. A second full bathroom is also located on the upper level, and an unfinished walk-up attic provides exceptional storage and exciting potential for future expansion. The finished basement provides a great bonus space for a home gym, office, media room or playroom... Recent improvements include a three-year-old new roof, new propane heating system, on-demand hot water, central heat and A/C on the second level, newly installed radon mitigation system, sump pump, asphalt driveway, cedar fencing and irrigation system servicing the English garden. All of this in a convenient Newburyport location with easy access to downtown, schools, shopping, commuter routes and the best of this celebrated coastal community.

26 Summit Place, Newburyport

Listing courtesy of Listing Agent: The Bakhtiari Group from Listing Office: Compass.
$1,995,000
4 Beds ⋅ 4 Baths ⋅ 73565386 MLS
Rarely does an opportunity like this become available. Tucked away at the end of a quiet cul-de-sac, this exceptionally private and meticulously maintained custom-built home is offered together with an adjacent 9+ acre parcel on a separate deed, presenting a unique opportunity to preserve your private retreat, create a family compound, or hold for potential future development (buyers should consult the listing broker for additional information).The home features four bedrooms, two full bathrooms, and two half bathrooms, thoughtfully designed for both comfortable living and elegant entertaining. A custom foyer with limestone floor welcomes you into the home, leading to a formal dining room and a recently renovated gourmet kitchen featuring high-end appliances, which opens seamlessly to a casual dining area. The dramatic living room boasts soaring ceilings and a gas fireplace, creating a warm and inviting gathering space.The first-floor primary suite offers privacy and convenience with a spacious walk-in closet and a beautifully appointed en-suite bathroom with limestone flooring. Also on the main level are a private home office with custom built-ins, a mudroom with laundry and a half bath, and direct access to the attached two-car garage.The second floor offers three additional bedrooms, a full recently renovated bathroom, a comfortable family room, and a separate office or flex space. A second staircase provides convenient access between levels, enhancing the home's thoughtful floor plan.French doors lead to a spacious deck overlooking the beautifully landscaped and exceptionally private backyard, providing the perfect setting for outdoor entertaining or peaceful relaxation.Additional features include detailed custom moldings, high ceilings, an irrigation system, security system, outdoor shower, central vacuum, and a new four-zone energy-efficient heating system.This is a truly exceptional Dartmouth property offering privacy, flexibility, and long-term potential in one of the area's most desirable locations.

35 Tucker Ln, Dartmouth

Listing courtesy of Listing Agent: Christine Gardner Stanton from Listing Office: Robert H. Gardner, Inc..
$1,995,000
8 Beds ⋅ 6 Baths ⋅ 73563322 MLS
Newton's best buy - priced for immediate sale below assessment. A dream! As seen on TV's Chronicle, this is a historic masterpiece of scale, splendor and gorgeous grounds in one of Newton's premier locations. Stunningly gracious and spacious landmark Queen Anne Victorian, built as a luxury home/retreat for visiting international missionaries, boasts character and detail throughout. Set back on a dramatic, ultra-rare three-quarter-acre-plus lot for an impressive presence. Magnificent entertaining spaces—both inside and out—have effortlessly hosted gatherings and events for over 200 guests. Breathtaking character, multiple intricate fireplaces, oversized rooms with stunning rounded walls and a mesmerizing collection of custom-stained-glass windows. Four generous bedrooms can be found on the second floor, with three to four additional spacious rooms upstairs. Brilliant, self-contained first-floor wing is an ideal home office with private entrance. Perfectly positioned on a gorgeous, tree-lined cul-de-sac, minutes from the best of shpping, dining a quick 25 minute commuter rail ride to Boston.

379 Central, Newton

Listing courtesy of Listing Agent: Todd Glaskin from Listing Office: Coldwell Banker Realty - Newton.
$1,995,000
3 Beds ⋅ 3 Baths ⋅ 73560987 MLS
Charming sun-filled contemporary set on 4 picturesque acres in a peaceful private setting on prestigious Pegan Lane only minutes from South Natick, Wellesley and Needham. This inviting home is bathed in natural light and offers views of the gorgeous grounds from every room. The 2nd floor home office can easily be converted back to a 4th bedroom. 4BR septic. Attached 3 car garage. Just 18 miles from Boston, Dover is celebrated for its top-ranked schools, scenic New England character, and low taxes.

176 Pegan Ln, Dover

Listing courtesy of Listing Agent: Mary Crane from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
$1,995,000
4 Beds ⋅ 6 Baths ⋅ 73560759 MLS
The Barn at Gulf Hill - Rich in history and masterfully reimagined, this extraordinary estate offers both architectural significance and remarkable scale just minutes from one of the South Coast’s most charming villages. Once part of the historic Gulf Hill Dairy Farm, the property has been transformed into a sophisticated retreat that honors its heritage while embracing elevated design. Set on 1.8+/- acres, this substantial residence offers light-filled interiors, lofty ceilings, Brazilian cherry floors, and radiant heat. A dramatic stone fireplace anchors the main living area, while the kitchen, family room & a myriad of other unique spaces provide opportunities to connect and/or retreat. Lifestyle amenities include a sauna, greenhouse and rooftop deck w/ views of Padanaram Harbor. Additional flex space exists to accommodate a separate apartment/office and a 12-car garage provides rare capacity for collectors. A convergence of history, scale, and coastal character like no other!

1 Masthead Lane, Dartmouth

Listing courtesy of Listing Agent: Team MCM from Listing Office: Gibson Sotheby's International Realty.
$1,995,000
5 Beds ⋅ 3 Baths ⋅ 73560676 MLS
Ideally situated just minutes from the ferry, downtown Vineyard Haven, and West Tisbury, this charming, meticulously maintained property offers exceptional flexibility for year-round living, seasonal escape, or income potential. The main residence features three bedrooms and an inviting open-concept floor plan, seamlessly connecting an updated kitchen, living room, and dining area, perfect for entertaining or relaxed island living. Expansive decks extend the living space outdoors, overlooking mature plantings and beautifully established garden areas throughout the property. The home is powered by an owned 5kw solar panel system serving the entire property, offering energy efficiency and reduced utility costs. Agent has a list of detailed upgrades upon request. Adding remarkable versatility, a 900 square foot barn style studio offers space for a home office, artist's studio, workshop, or creative retreat, while a private two bedroom garden apartment, complete with its own separate entrance, provides excellent rental income potential or comfortable accommodations for extended family and guests. Ample parking and move-in ready condition round out this rare combination of location, character, and income producing flexibility on Martha's Vineyard. Please note: the property is located within the Vineyard Haven watershed, and a new or upgraded nitrogen-mitigating septic system will be required.

135 Mayflower Lane, Tisbury

Listing courtesy of Listing Agent: Kathleen Dawson from Listing Office: Donnelly + Co..
$1,995,000
4 Beds ⋅ 5 Baths ⋅ 73556904 MLS
This gorgeous Contemporary Cape offers an exceptional open floor plan with spacious rooms and a spectacular outdoor entertaining area featuring an in-ground pool and separate cabana with barThe first floor features a dramatic great room with a fireplace, cathedral ceilings, and a breakfast nook that opens to the large center island kitchen. The living and dining area offers sliders leading directly to the pool. The first-floor primary suite boasts a cathedral ceiling, a spacious bath with custom built-ins, and ample closet space. Also on the main level are a powder room, a welcoming tiled foyer, and a convenient laundry room.The second floor includes a private guest suite over the garage, two additional guest bedrooms, and a third full bathroom. The finished lower level offers a large family room, providing additional living and recreation space. Enjoy the approximately 20' x 40' fenced in-ground swimming pool surrounded by a private backyard that abuts protected open space. The detached cabana is an entertainer's dream, complete with an indoor/outdoor bar, powder room, sitting area and outdoor shower.Numerous updates including roof, HVAC,and more. check out membership to the New Seabury Country Club offering 2-18 hole golf courses, tennis, private beach and cabana club, swimming pools & more. A short drive to the Popponesset Marketplace, Mashpee Commons and 1.5 miles to the South Cape Beach. Offered fully furnished.

13 Driftwood Circle, Mashpee

Listing courtesy of Listing Agent: Thalia Logan from Listing Office: New Seabury Sotheby's International Realty.
$1,995,000
4 Beds ⋅ 4 Baths ⋅ 73554986 MLS
Stunning curb appeal welcomes you to this prime lot and location within the gated "West Gate" community of Willowbend. Mature landscaping offers a complete escape into your private backyard oasis. Inside, a grand foyer and custom winding staircase greet you upon your arrival. A spacious first floor offers an open kitchen/dining/living area with beautiful stone fireplace and high ceilings overlooking the backyard and large deck perfect for entertaining. A formal living room, dining room and office as well as a primary first floor bedroom with adjoining den offer everything you need on one floor. Upstairs, an en-suite bedroom, plus two additional bedrooms and a jack & jill bath plus bonus room offer your guests and family plenty of space. Custom features include beautiful stone work both inside and out, 4 fireplaces, custom detail on the deck, wood floors throughout, a whole house generator and a whole house water filtration system.

20 Eagle Dr, Mashpee

Listing courtesy of Listing Agent: Team Willowbend from Listing Office: Southworth Willowbend Real Estate, LLC.
$1,995,000
5 Beds ⋅ 5 Baths ⋅ 73554481 MLS
Welcome to 7 Bridle Spur Lane, an entertainer's paradise perched high in a coveted, rarely available location in this Danvers estate neighborhood. Offering water views and breathtaking sunsets over Putnamville Reservoir, this custom 2017 home features high-end finishes throughout, highlighted by the designer kitchen with custom, oversized cabinetry and a butler's pantry. A dramatic two-story foyer welcomes you with a cascading glass light fixture, curved oak staircase, and open landing framing the peaceful water views. The first level presents an open floor plan flowing seamlessly between kitchen, dining, and living areas, with high ceilings, a gas fireplace, built-in Sonos sound extending to the pool, and a mudroom entry from the garage. The luxurious primary suite boasts reservoir views, a porcelain-tiled bathroom with a walk-in shower, a jacuzzi tub, heated flooring, a rear balcony, and a custom walk-in California closet. Three additional bedrooms, two full baths (one en-suite), and a laundry room complete the second level. A finished third level adapts easily as a fifth bedroom, media room, teen suite, or home gym. The resort-style backyard oasis is designed for privacy, relaxation, and entertaining. Centered around the heated saltwater pool, it features an expansive stone paver patio with a gas fireplace, built-in Lynx grill and cooktop, outdoor shower, and a heated pool house with bar, kitchenette, and half bath. The professionally landscaped grounds showcase elegant stonework and retaining walls, along with built-in irrigation and lighting. Additional features include a three-car garage, white oak hardwood flooring, Hardie Plank siding, Andersen windows, smart thermostats, and hydro-air central HVAC. The unfinished basement with high ceilings provides ample storage or room to finish, plus a potential wine cellar build-out. Set on a private cul-de-sac road near walking trails, highways, St. John's Prep, Beverly Airport, and just 35 minutes to Boston.

7 Bridle Spur Ln, Danvers

Listing courtesy of Listing Agent: Robert Heil from Listing Office: Coldwell Banker Realty - Beverly.
$1,995,000
4 Beds ⋅ 3 Baths ⋅ 73549795 MLS
Fantastic move-in-ready 4 bedroom, 2.5 bathroom in Chestnut Hill. Set on a 15,000+ level private lot, LEAD FREE, perfect for INVESTOR or END USER, close to schools, shops, restaurants, public transportation, golf & Skyline Park with its trails, playgrounds, fields and other amenities. Filled with natural light, the main level has beautiful hardwoods, a fireplaced living room, lovely dining room, eat-in kitchen, family room, home office and guest bathroom. Upstairs are 4 very generous bedrooms. and a full hallway bathroom.The primary bedroom has vaulted ceilings, sky lights and, in addition to the large ensuite bathroom, a second separate dressing room with its own sink and vanity. The home's lower level has high ceilings and unlimited potential to be used as a gym, movie theatre or what ever your needs maybe. There is central a/c.The backyard is level and private, with an expansive deck off the kitchen and family room for entertaining. A 2 car garage and large driveway complete this offering

75 Hammond Pond Parkway, Brookline

Listing courtesy of Listing Agent: Amy Sassoon from Listing Office: Coldwell Banker Realty - Brookline.
$1,995,000
4 Beds ⋅ 3 Baths ⋅ 73547868 MLS
Welcome to "The Rock" at 18 Roosevelt Rd — a masterwork of "Eloquent Simplicity" born from the owner's close personal friendship with renowned modernist architect Pietro Belluschi.Literally carved from a solid granite ledge, this remarkable 4-level home — a hybrid of split-level and split-entry design — exists in total harmony with its natural surroundings. The exterior is sheathed in solid concrete "armor" engineered for ultimate fire resistance and structural permanence, a testament to Belluschi's engineering-first philosophy of building that endures.Step outside and you'll think this home was just built — the exterior and windows present in impeccable, like-new condition. But "The Rock" offers something new construction simply cannot: decades of thoughtful refinement where every engineering kink has been identified and resolved. This is better than new.Inside, a vast 1,500+ SF common area forms the beating heart of the home, with dramatic sightlines to both the bedroom level above and the sunroom below — an intentional design keeping family always within reach. Six skylights pour natural light throughout, while seamless Travertine floors — the same premium stone found in the Vatican and Belluschi's own Juilliard School — anchor every room with quiet, timeless grandeur. The signature arched-window sunroom dissolves the boundary between interior and garden, while the Italian kitchen with custom cabinetry, granite countertops, and professional appliances delivers both beauty and function. Four bedrooms include a primary suite with cathedral wood-beamed ceilings and a spa-inspired marble bath. The finished lower level adds a private office with fireplace, second kitchen, and wine cellar.Outside, a massive private patio with brick fireplace and barbecue overlooks 13,000 SF of protected land. Steps from the 2,500-acre Middlesex Fells Reservation with Boston skyline views, and minutes to MBTA access, Tufts University, and the city beyond."The Rock" — Roman materials, modernist vision, and nature in rare, unrepeatable harmony.

18 Roosevelt Rd, Medford

Listing courtesy of Listing Agent: Bart Foster from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.
$1,995,000
4 Beds ⋅ 3 Baths ⋅ 73545634 MLS
Newly completed and ready to impress, this standout new construction home blends modern design with effortless style. The open main level is made for today’s living and entertaining, featuring a sleek chef’s kitchen with an oversized island, premium appliances, custom cabinetry, and a seamless flow into the spacious living area with a gas fireplace and crisp contemporary finishes. A stylish den with designer millwork adds valuable flexibility for a home office, media room, or lounge. Upstairs, the airy primary suite offers generous walk-in closets and a spa-like bath with elevated finishes. Three additional bedrooms share a chic hall bath with modern details. Enjoy outdoor living with a private patio, landscaped yard, and the convenience of a two-car garage. With multi-zone heating and cooling, oversized windows, fresh curated finishes, and low-maintenance new construction ease, this home delivers high-impact style in an ideal location near the Arnold Arboretum and the city

12 Allandale Street, Boston

Listing courtesy of Listing Agent: Rosemar Realty Group from Listing Office: Insight Realty Group, Inc..
$1,995,000
3 Beds ⋅ 3 Baths ⋅ 73543126 MLS
Welcome to 2037 Main Road, an extraordinary waterfront home on historic Westport Point where American history, timeless New England architecture, and an exceptional coastal lifestyle come together. Originally built in 1776, this remarkable residence has been thoughtfully updated while preserving the character and craftsmanship that make historic homes so special.Perfectly sited to capture breathtaking sunsets, the property overlooks the harbor with panoramic water views and features a private dock, making it easy to enjoy boating, kayaking, fishing, or simply relaxing by the water. Inside, the home is rich with historic charm, featuring wide plank hardwood floors, exposed hand-hewn beams, original woodwork, fireplaces, and period architectural details that reflect nearly 250 years of history. A thoughtfully designed addition blends seamlessly with the original home while expanding the living space and taking full advantage of the stunning waterfront setting. Large windows frame spectacular harbor views from both the first and second floors, filling the home with natural light and creating an effortless connection between the indoors and outdoors.The renovated kitchen complements the home's historic character while offering the functionality and conveniences today's homeowners appreciate. Throughout the home, pride of ownership is evident, with numerous improvements including owned solar panels, Pella windows, a newer roof, updated heating system, generator, and newer septic system, allowing you to enjoy the beauty of a historic property with the peace of mind of modern updates.Adding to the property's appeal is a charming detached cottage filled with rustic character. Ideal for guests, a home office, artist's studio, or private retreat, it offers incredible flexibility while maintaining the authentic coastal feel of the property.The beautifully landscaped grounds feature mature gardens and inviting outdoor spaces, making the most of the manageable lot while creating a peaceful waterfront setting for entertaining or quiet relaxation.Located in the heart of desirable Westport Point, you'll enjoy one of New England's most picturesque waterfronts, just moments from beaches, marinas, conservation land, and local dining. Historic waterfront properties with a private dock, guest cottage, stunning sunsets, and thoughtfully integrated modern improvements rarely become available. This is a unique opportunity to own a true legacy property.

2037 Main Rd, Westport

Listing courtesy of Listing Agent: Nicole Plante from Listing Office: Even Keel Realty, Inc..

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