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Featured Properties

216 Greenwood Rd, Andover
$2,799,900
5 Beds ⋅ 6 Baths ⋅ 73597721 MLS
WELCOME HOME! Brand New Construction! An exceptional custom Colonial-Craftsman residence offering thoughtfully designed living space on generous 1+ acre lot. Blending timeless architectural character with refined modern finishes, this remarkable five-bedroom, five-and-a-half-bath home offers an inviting balance of elegance, comfort & versatility, for today and tomorrow. From the moment you enter, nature is invited in, soaring ceilings appear over wide-plank wood floors throughout, and surrounded by distinctive architectural details create an impressive yet welcoming atmosphere through timeless design. The stunning, chef-inspired kitchen features appliances by Wolf, Sub-Zero, Cove, Fisher & Paykel, oversized Italian marble waterfall island, generous workspace, enormous stainless sink with dual faucets & adjoining pantry with an additional workstation sink and double-drawer dishwasher making everyday living and entertaining effortless. The home’s expansive interior & exterior gathering spaces are designed for both intimate moments and memorable celebrations. Rustic exposed beams, a striking double-sided fireplace, and a beautifully appointed dining room crowned by a dramatic four-story cupola create an unforgettable focal point. Enjoy the covered natural slate terrace and a peaceful setting for morning coffee, outdoor dining, or sunset gatherings. Five spacious bedroom suites, each with exceptional finishes, provide exceptional comfort and privacy. Two-bedroom suites on the main level, two laundry rooms, and two primary suites offer outstanding flexibility for guests or multigenerational living. A full basement, pre-plumbed for future expansion, presents additional potential to create customized recreation, fitness, bedroom, or entertainment space. Additional highlights include James Hardie cement board siding, extra parking on the natural cobblestone driveway, a three-car attached EV capable garage, multi-zone central air conditioning, natural gas, town sewer, and professionally landscaped grounds with irrigation system. This impressive property offers room to relax, entertain, and enjoy the best of everyday living. Moments to Andover Country Club, downtown shopping, dining, and major highways in every direction! A rare opportunity to experience one-of-a-kind sophisticated new construction with phenomenal floor plan, style, warmth, and flexibility in desirable Andover. Your new future awaits!

216 Greenwood Rd, Andover

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

79 Riverside Ave, Westport
$2,795,000
3 Beds ⋅ 4 Baths ⋅ 24211839 MLS
A masterclass in modern coastal architecture, this four-level waterfront retreat delivers a seamless connection to the Saugatuck River. Floor-to-ceiling glass anchors the open-concept main floor, filling it with natural light and showcasing broad river views. Recent high-end infrastructure and tech upgrades make the home as smart as it is stylish--featuring custom Lutron automated window shades throughout, a fully integrated audio/video system, custom window and retractable door screens, and EV charger pre-wiring. Outdoors, enjoy an automatic irrigation system, a conservation-approved custom wire and rail fence, and dock approvals nearing completion, clearing the path to launch your boat into Long Island Sound. An adjacent park further preserves the home's scenic setting and surrounding privacy. Spanning 1,841 intelligently planned square feet, the layout offers ideal space separation and turn-key, lock-and-go convenience: a private second-floor primary suite with walk-in closet and en suite bathroom with tub and steam shower, a third-floor guest suite with a private balcony, and a lower-level family room next to a third bedroom with ensuite bathroom and walk-in closet. Just outside, a water's edge terrace offers effortless riverfront entertaining--all in a prime Westport setting moments from downtown, offering immediate access to local dining, shops and parks.

79 Riverside Ave, Westport

Listing courtesy of Kristi Law from William Pitt Sotheby's Int'l. (917) 576-6638 (203) 227-1246

8 Tennyson Rd, Wellesley
$2,795,000
4 Beds ⋅ 4 Baths ⋅ 73579886 MLS
Located in one of Wellesley’s most sought-after neighborhoods, this handsome 1924 Colonial offers the timeless character of its era paired with an exceptional floor plan and outdoor spaces that are truly special. From the moment you arrive, the original architectural details and craftsmanship are evident, giving the home a warmth and sense of character that is increasingly difficult to find. The first floor is thoughtfully designed for both everyday living and entertaining, with generously proportioned rooms and a seamless connection to the outdoors. A recently expanded deck, accessible from both the family room and living room, creates an ideal setting for summer dinners, morning coffee, or gathering with friends. Beyond it, the expansive backyard is an uncommon feature for this neighborhood—beautifully private, unusually spacious, and offering wonderful possibilities for outdoor living, recreation, and play. The second floor offers four bedrooms, including a generously sized primary suite with an updated bath and ample closet space. An oversized guest suite provides additional comfort and flexibility for family or visitors. The lower level adds another dimension of versatility with a full bath and flexible finished space that can easily accommodate a bedroom suite, home office, playroom, gym, or recreation area. An oversized garage is an exceptional bonus, offering additional space that could serve as a home gym, workshop, hobby area, or simply provide abundant storage. A rare combination of location, character, privacy, and flexible living space, this home offers the opportunity to enjoy all that makes this Wellesley neighborhood so desirable while having an outdoor setting that feels remarkably private and expansive.

8 Tennyson Rd, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.

2 Tinys Way, Provincetown
$2,795,000
3 Beds ⋅ 3 Baths ⋅ 22602686 MLS
Situated on a well-established cul-de-sac, this completely renovated home offers a comfortable setting with contemporary finishes and an appealing blend of indoor and outdoor living. Originally built in 1982, the residence underwent a complete renovation in 2026, encompassing approximately 2,534 square feet of living space. The setting offers room to relax and enjoy the outdoors while remaining just a short distance from Provincetown's town center. The interior features three bedrooms and three full bathrooms, along with a finished lower level and attached garage. An open floor plan creates an easy flow between the living, dining, and entertaining areas. The kitchen features all-new LG appliances, custom quartz and marble surfaces, and quality finishes, complemented by Restoration Hardware lighting throughout. An electric fireplace adds warmth to the living space, while updated mechanical systems and a whole-house generator provide added convenience and peace of mind. Outside, professionally landscaped grounds with full irrigation surround an oversized swimming pool and generous backyard, offering plenty of space for relaxing and entertaining. Ample parking provides convenience for owners and guests alike. The home's elevated position also offers views of Provincetown's historic Pilgrim Monument. Whether enjoyed as a year-round or seasonal residence, used as a vacation rental, or a combination of both, the property offers flexibility to suit a variety of ownership interests.

2 Tinys Way, Provincetown

Listing courtesy of Listing Agent: Robert Tosner (rob.tosner@raveis.com) from Listing Office: William Raveis Real Estate & Home Services.

270 Concord Rd, Lincoln
$2,790,000
4 Beds ⋅ 3 Baths ⋅ 73577236 MLS
With outstanding stewardship of nature and energy technology, this circa 1824 antique residence has been thoughtfully updated and expanded while preserving the original architectural and historic character. Serenely set on 2.36 Lincoln acres, this gem offers 5,040 square feet of living space including four bedrooms, and three full baths, combined with substantial gathering spaces and energy-conscious systems. Custom millwork, built-in cabinetry, window seats, hardwood floors, and three fireplaces reflect the quality and character of the home, while generously scaled rooms provide flexibility for everyday living and entertaining. The kitchen features a large island, abundant cabinetry, stainless appliances and extensive work surfaces, opening to adjacent living spaces. A light-filled, wood-paneled solarium is a defining feature, with a soaring vaulted ceiling, exposed beams, brickwork and walls of windows inviting the surrounding landscape in to the heart of the home. The primary suite includes an en-suite bath, fireplace and window seats overlooking the grounds. Two additional fireplaces are located in the study and family room. Beyond the main residence, a detached summer house, is charmingly placed in the garden providing additional space not included in the stated 5,040 square feet. This garden delight features a woodstove, brick flooring, its own patio and uncommon serenity. A separate barn/chicken coop structure adds utility and another connection to the property's Lincoln setting. It would convert nicely to an artist’s studio. The grounds offer 2.36 acres of privacy and a patio creating endless opportunities for outdoor living and enjoyment. A wholly owned 60-panel solar array supports the home's electrical demands, including high-efficiency split systems which provide heating and cooling, supplemented by a gas-fired backup system (2022). Antique architecture, acreage, substantial living space, three fireplaces, a detached summer house, outbuilding, and owned solar distinguish this property within the Lincoln market. Video tour and floor plan available.

270 Concord Rd, Lincoln

Listing courtesy of Listing Agent: Lauren Tetreault from Listing Office: Coldwell Banker Realty - Concord.

62 Pinnacle Rd, Farmington
$2,790,000
5 Beds ⋅ 7 Baths ⋅ 24204968 MLS
Welcome to the Pinnacle of Mountain Luxury. Set atop Pinnacle Mountain, this architecturally striking custom built new residence offers a rare level of privacy and exclusivity in a protected setting where no future development can occur. Defined by soaring ceilings, dramatic walls of glass, and expansive multi-level balconies, the home captures breathtaking, unobstructed panoramic views from nearly every room. The thoughtfully designed layout features 5 spacious bedrooms, each with oversized walk-in closets, and 6.5 custom-designed bathrooms finished with high-end, artisanal materials. At the heart of the home is a chef's kitchen anchored by a grand island with imported granite, complemented by top of the line appliances, a generous walk-in pantry, and designer lighting that highlights the craftsmanship throughout. Additional features include a dedicated walk-in mudroom, two custom propane fireplaces, and a finished lower level offering flexible living space. Built for comfort and efficiency with propane heat, multi-zone climate control, and a 4-car garage. With additional rooms ideal for a private office or creative studio, this exceptional property presents a rare opportunity to own a true one of a kind mountain retreat nothing else like it exists while enjoying convenient access to major highways, shopping, dining, and nearby hospitals.

62 Pinnacle Rd, Farmington

Listing courtesy of Kamil Andrukiewicz from New Haus Group LLC. (860) 402-8517 (860) 505-8796

2 Larch Dr, Fryeburg
$2,790,000
4 Beds ⋅ 4 Baths ⋅ 5102802 MLS
Priced below recent bank appraisal! Exquisite Timber frame home built by renowned Andy Buck with architect Andrea Warchaizer located in a magnificent lakeside community! The tastefully landscaped with perennial gardens throughout, bocci /corn hole court, patio, paved driveway, 3 car attached garage, views of Lovewell Lake & mountains. The red cedar dipped wood shakes & Hardie fiber cement clapboards on the exterior of the home along with JELD-WEN Architect Series doors & windows, & architectural shingles on the roof. There is a standby whole house Generac. Inside the home there is spacious open concept with vaulted ceilings with plenty of window & wide doors to bring the natural lighting & air throughout the home. The floors on the main level are radiant concrete. The main living room has a cathedral ceiling of 24 feet & can accommodate an 18-ft. Seasonal Holiday Tree & gas log fireplace with direct access to the patio area outside and the hot tub. The Chef's Kitchen boasts a 5 burner, 36', Dual Fuel Bertazzoni Range, KitchenAid Convection microwave, Candlelight cabinets with extensive storage & an oversized large counter. The great room/screen porch has a wood fireplace for the chilly days to enjoy the room year-round. The main floor has a large dining room, laundry room & 1st floor Primary Suite with handicap accessibility. The second floor has bamboo flooring & large open Loft Family Room/entertainment area with pool table. There is a 2nd floor Primary Suite with Juliet balcony & 2 more bedrooms & full bathroom. The stairs lead to the 3rd floor tower with a peaceful, relaxing area to capture the views & enjoy a little quiet time. The full basement has plenty of storage space, HRV & Boiler systems that accommodate 3 zones on the main floor, 1 zone in the basement & 5 zones on the 2nd floor. Centrally located to all 4 season activities, close to North Conway, NH, Portland & fly your private plane into White Mt. Regional Airport.

2 Larch Dr, Fryeburg

Listing courtesy of Carol Chaffee from EXP Realty. (Phone: 207-240-1641)

20 Porter St, Portsmouth
$2,775,000
3 Beds ⋅ 3 Baths ⋅ 5114593 MLS
Tucked away in the vibrant heart of downtown Portsmouth, this stunning four-story townhome offers a rare blend of urban excitement and secluded tranquility. Positioned between a peaceful tree-lined street and a private gated driveway, the location is truly second to none. Extensively updated in 2021 with thoughtful custom built-ins and high-end finishes throughout, this home is as functional as it is beautiful. The experience begins in an inviting foyer that leads to the main level, where a well-laid-out kitchen features ample storage for the home chef. The bright, airy living room is bathed in natural light thanks to extra windows and opens onto a private balcony, perfect for morning coffee. A formal dining room rounds out this level, offering a sophisticated space for hosting. On the second floor, you’ll find two spacious bedrooms, a full bathroom, and the convenience of a separate laundry room. The entire top floor is reserved for a luxurious primary suite, a true sanctuary featuring a walk-in closet, a private ensuite, and a versatile office space. From this elevated vantage point, enjoy exceptional views of the historic downtown skyline and the iconic church steeple from every window. The lower level adds even more flexibility with a finished space ideal for a home gym or a cozy lounge. Practicality meets luxury with a one-car garage plus an additional assigned parking space within the gated driveway. This is a rare opportunity to enjoy the best of Portsmouth living with unparalleled privacy and style.

20 Porter St, Portsmouth

Listing courtesy of Natasha L Driscoll from Compass New England, LLC. ()

5 Cornerstone Way, Lexington
$2,774,900
6 Beds ⋅ 6 Baths ⋅ 73577207 MLS
Just 6/10th's of mile from Lexington, Center, the location of 5 Cornerstone Way is truly amazing. Situated on a super quiet cul-de-sac like side street, the property is over 1.1 acres in size and abuts a huge amount of conservation land. This magnificent single-family home spans 5,835 square feet, offering a luxurious living experience within its meticulously maintained & beautifully designed spaces, crafted with top-tier materials. With 6 spacious bedrooms & 5 full bathrooms, alongside an additional half bathroom, this home provides ample accommodation & comfort for multi generational living. With a 1st floor suite, perfect for visiting relatives, that has its own exterior entrance to one of the exquisite outdoor decks (with a direct gas line for the outdoor barbecue), overlooking a truly beautiful forest canopy that will erupt with color in the fall. The chef like kitchen is equipped with Subzero & Wolf appliances, including a double Wolf Range, & not only are there substantial amounts of cabinets, there is also a huge walk-in pantry with many many shelves. The kitchen opens into one of the largest family rooms you will ever find, with a vaulted ceiling that opens two stories high and has an exposed fieldstone fireplace that is the focal point of this room, rising from the floor all the way to the peak of the ceiling. The 1st floor is completed with a fireplace foyer, a living room (with a stained-glass window from the houses past), a large formal dining room & a separate foyer/hallway that has its own separate side entrance to the house. The 600 sf primary suite with a spa like bathroom on the second level is a space you will never want to leave. The rest of the upper levels have 4 bedrooms, 4 bathrooms, & an entire floor that could serve as an au pair suite (with its own bedroom, home office, bathroom and sitting room, that has a simply incredibly private roof deck overlooking the luscious landscaped backyard). The lower level has a mudroom that can accommodate more shoes & coats than any family would ever want, & there is a full bathroom off of the mudroom. This floor is completed with a separate home gym space & a media room (that the owner is gifting the TV and wine refrigerator to). A two-car garage (with multiple large storage closets) has two french doors that exit on the side leading to a huge bluestone patio. This is not a drive by, please come visit and potentially make this your next home.

5 Cornerstone Way, Lexington

Listing courtesy of Listing Agent: Robert Cohen from Listing Office: Coldwell Banker Realty - Lexington.

9 Nicolina Way, Newtown
$2,750,000
5 Beds ⋅ 5 Baths ⋅ 24210029 MLS
Extraordinary opportunity to build a luxurious custom residence in one of Newtown's most desirable subdivisions. Surrounded by natural beauty and serene privacy, this exceptional property offers the ideal setting for a stunning home built by CORBO.This thoughtfully designed 5 bedroom residence will feature exceptional craftsmanship, quality materials, and sophisticated transitional finishes. The open floor plan is designed for comfortable everyday living and effortless entertaining.The beautifully appointed chef's kitchen will feature premium appliances, an expansive center island and flows seamlessly into the dining and family room. The primary suite offers a private retreat with spacious walk in closets, a spa inspired bath, and sauna. Additional bedrooms provide flexibility for family and guests.The property offers ample room for a pool and pool house, creating the opportunity for a private outdoor retreat surrounded by nature.Conveniently located approximately 1and1/2 hours from New York City, with excellent schools and easy access to major highways, shopping, dining, and everyday amenities.A Home by CORBO combines quality craftsmanship, thoughtful design, and timeless style. Multiple model homes, floor plans, interior styles, and finishes are available.This home offers energy efficient features such as an advanced thermal envelope, enhanced insulation, a hybrid propane heat pump and is future solar ready.Oak Ridge Estates is where your dream home begins.

9 Nicolina Way, Newtown

Listing courtesy of Magda Ballaro from William Raveis Real Estate. (203) 889-8284 (203) 264-8180

25 Hermit Ln, Westport
$2,750,000
6 Beds ⋅ 7 Baths ⋅ 24204051 MLS
Privately nestled in Red Coat, this distinctive classically designed Colonial offers just over 7,000 sq. ft. of above-grade living space, with 6 bedrooms, 5 full and 2 half baths, and an attached 3-car garage. Set on 1.59 beautifully landscaped acres, this home pairs timeless architecture with sophisticated finishes, and an effortless flow designed for entertaining, working, and everyday living. The welcoming front entrance is framed by a spacious covered porch. Inside, the gracious foyer features herringbone hardwood floors and detailed wainscoting, setting an elegant tone throughout. The living room features a fireplace and double French doors opening to the expansive patio. Two archways lead to a versatile bonus room with a dry bar, an ideal setting for a pool table or casual gathering space. The formal dining room, accessed through French doors from the foyer, features built-in hutch cabinetry. It connects seamlessly to the kitchen, which is exceptionally equipped with custom cabinetry and hutches, two sinks, center island, a separate pantry, and Wolf appliances. The kitchen opens to the expansive family room, where 3 sets of French doors bring in abundant natural light and lead to the rear patio and built-in grill. A convenient mudroom with a private half bath connects the main living spaces to the attached three-car garage, with access to the au pair quarters above. A private office tucked quietly off the family room and an additional half bath complete the main lev

25 Hermit Ln, Westport

Listing courtesy of Nick Mastrangelo from Coldwell Banker Realty. (203) 641-2100 (203) 795-6000

12 W Wind Dr, Bedford
$2,750,000
5 Beds ⋅ 6 Baths ⋅ 5109450 MLS
Some homes are impressive because of their size. Others are memorable because of the way they make you feel. This Bedford Colonial offers both. Privately set in a beautiful cul-de-sac neighborhood, the property unfolds with a sense of arrival: a circular drive, mature landscaping, classic brick exterior, and a setting that feels tucked away yet close to everything Bedford buyers value. Inside, dramatic ceilings, arched windows, rich woodwork, and multiple fireplaces create a home with presence, warmth, and personality. Elegant formal spaces, a spacious kitchen and dining area, and a stunning library/family room define the main level, designed for gracious living. Wood paneling and a massive fireplace anchor this room, making it feel perfect for winter evenings, meaningful conversations, and gathering in style. The first-floor primary suite offers the ease of main-level living with a private bath and walk-in closet, while the upper level provides additional bedroom and bath space for family or guests. The finished walkout lower level adds another dimension, offering room for recreation, media, fitness, private office needs, guest space, or extended living, with easy access to the outdoors. And outside is where the property truly becomes a retreat. The pool, patio, gazebo, pond/waterfall, gardens, and established landscaping create a private resort-like setting for summer afternoons, celebrations, quiet mornings, and peaceful evenings surrounded by nature. Distinctive, spacious, and full of character, this is more than a home with impressive square footage. It is a place designed for living beautifully. Showings begin at Open Houses: Friday 9/18 4:30-6 PM and Saturday 9/19 10:30AM -12 PM

12 W Wind Dr, Bedford

Listing courtesy of Amanda Plecinoga from Keller Williams Realty-Metropolitan. ()

55 Rockwood Ln, Needham
$2,750,000
6 Beds ⋅ 6 Baths ⋅ 73572600 MLS
Stunning, pristine colonial on a cul-de-sac in Needham’s coveted Birds Hill neighborhood. Welcome to this sun-filled, sophisticated single-family home tucked away on a premier, quiet dead-end street. Spanning four floors of thoughtfully designed living space, the home features six generous bedrooms and six full bathrooms, home office, including a private finished attic complete with its own bedroom and full bath. Ample closet and storage space can be found throughout the property. Every level has been meticulously crafted for comfort and function, featuring a dedicated home gym and seamlessly balancing elegant entertaining spaces with private retreats.Nestled in the highly sought-after Birds Hill neighborhood, this property delivers a rare combination of peaceful privacy and unbeatable commuter convenience. Exterior highlights include a garage equipped with an EV car charger and an extended driveway, leading to a private, serene backyard perfect for outdoor relaxation. The home is a true commuter's dream, located just minutes from "Ranked #1 school in Needham and among the top elementary schools in MA," Broadmeadow Elementary School , Pollard and the Hersey local commuter rail train station. Residents will also enjoy being just minutes away from Needham’s vibrant downtown shops and charming local dining. This is a truly special, move-in-ready offering in one of the town's most desirable areas. Don't miss your chance to experience this spectacular home in person!

55 Rockwood Ln, Needham

Listing courtesy of Listing Agent: Abode with Us Team from Listing Office: Compass.

151 Big Rock Rd, Killington
$2,750,000
4 Beds ⋅ 4 Baths ⋅ 5107842 MLS
Ski-on, ski-off residence just steps from Killington’s Homestretch Trail, 151 Big Rock Road is a custom-built mountain retreat that pairs a desirable location with striking architecture. At the heart of the home, the main living area invites you to gather and unwind. A floor-to-ceiling natural stone fireplace comes together with cathedral ceilings, expansive windows, exposed timber framing and wide-plank floors to create an inviting mountain setting. The seamless connection to the kitchen and dining area creates an effortless setting for entertaining, lingering over meals, and relaxing together after a day on the slopes. Warm wood cabinetry and finishes complement the stainless-steel appliances, while a generous breakfast bar provides a casual spot for dining and conversation. Just off the main living area, a cozy den offers a quiet place to escape the activity and unwind. The spacious mudroom is thoughtfully designed for mountain living, with durable slate flooring, plenty of room for gear and a wood-burning stove to welcome you in. From here, a ¾ bath with sauna leads to the deck and hot tub. A striking timber staircase brings you to the second level and tucked at one end is the primary bedroom complete with en-suite bath, walk in closet, another dramatic fireplace, and a private balcony with stairs down to the hot tub. The other end of this generous level has an expansive recreation room with a private balcony that extends the length of the living space and rear stairs down to the hot tub. This impressive room provides a second gathering area for apres-ski and games. Three more refined bedrooms and a full bathroom complete the second floor. Lastly, this home features a heated attached two car garage and a semicircle driveway with plenty of parking. Entry from the garage leads to a laundry room and another half bath. From its exceptional location to thoughtfully designed spaces 151 Big Rock has it all! Check out the 3D tour and schedule your private showing!

151 Big Rock Rd, Killington

Listing courtesy of Kerry A Dismuke from RE/MAX North Professionals. ()

33 Harbor View Park, Milton
$2,750,000
5 Beds ⋅ 6 Baths ⋅ 73560323 MLS
Welcome to your brand new construction home in the beautiful town of Milton. Thoughtfully designed with over 5,300 square feet of refined living space, this custom built residence offers 5 bedrooms, 4 full baths, 2 half baths & an attached 2 car garage w/ extra storage. Entering through the arched front doorway you are greeted by an extensive open layout w/ high ceilings, natural light, a spacious dining room, and an oversized chef's kitchen featuring: taj mahal quartz counters, Thermador panelized appliances, a custom built venetian plaster vent hood, Mouser custom cabinetry & a massive pantry w/ a custom built door for easy loading direct from the garage. The 1st floor continues w/ a large living room area including a venetian plaster electric fireplace, custom built-ins, an extra office or 1st floor bedroom flex space. The second level features a stunning primary suite bedroom w/ a parquet ipe private deck & a spa-inspired en-suite bath w/ a large wet-room shower and tub. Three guest bedrooms all include walk in closets and hardwood flooring. A dedicated laundry room and two more full baths complete the 2nd floor. The finished lower level offers flexible space for a media room, playroom, home gym area, wellness center, and/or an extra bedroom w/ a full bath. The exterior includes a fully landscaped yard, composite privacy fence, a massive Ipe deck, and irrigation. A 1 year builder warranty is included as well. Come see this custom designed home built by one of the best custom home builders in the area!

33 Harbor View Park, Milton

Listing courtesy of Listing Agent: The Quirk Group from Listing Office: Coldwell Banker Realty - Boston.

385 Irish Hill Rd, Hopkinton
$2,750,000
4 Beds ⋅ 5 Baths ⋅ 5093861 MLS
Welcome to this Irish Hill Estate, an extraordinary 40+ acre retreat where history, natural beauty, and timeless New England craftsmanship come together. Set along a quiet country lane just beyond historic Hopkinton Village, this exceptional property features a spring fed pond, charming waterfront guest house, multiple outbuildings, and acres of rolling fields and woodlands bordering conservation land. At the heart of the estate is an authentic antique New England Cape, thoughtfully expanded to blend historic character with the comforts of modern living. Wide pine floors, three working fireplaces, an original central chimney, reclaimed materials, and light-filled living spaces create a home that is both warm and welcoming. Life here is defined by the changing seasons overlooking the pond, afternoons exploring your own land, and evenings gathered around the fire. The guest house offers a peaceful retreat for family and friends, while the outbuildings provide endless possibilities for hobbies, animals, equipment, or future endeavors. Wonderfully private, yet just over a mile from historic Hopkinton Village, approximately 10 miles from Concord, and within easy reach of Boston, this Irish Hill Estate offers the perfect balance of seclusion and convenience. More than a home, this is a rare legacy property, one that cannot be recreated, offering the opportunity to own an extraordinary piece of New Hampshire's landscape and history.

385 Irish Hill Rd, Hopkinton

Listing courtesy of Sandy Heino from Four Seasons Sotheby's Int'l Realty. ()

220 Painter Hill Rd, Roxbury
$2,750,000
4 Beds ⋅ 5 Baths ⋅ 24167130 MLS
Perched atop Painter Hill-Roxbury's highest elevation and one of its most coveted addresses-this newly renovated residence offers breathtaking, year-round Sunrise and Sunset views. Spanning over 4,500 sq ft, featuring 4-5 bedrooms and is thoughtfully designed for both comfort and entertaining, complete with a three-story elevator & dedicated game/media room. The chef's kitchen is a showpiece, appointed with premium appliances, a walk-in pantry, oversized island, and stylish bar. It opens seamlessly to a spacious screened porch with inviting dining and lounge areas. Outdoor living is elevated by an expansive ipe deck that functions as a true open-air great room-ideal for al fresco gatherings. The dining room extends to a charming sunset porch adorned with a pergola and irrigated herb garden. The grounds are equally impressive, with professionally designed landscaping that includes an apple orchard, restored stone walls, and a picturesque pond with cascading waterfall. A striking custom pool features a lap lane, lounging platform, and firepit with integrated stone seating, creating a private resort-like setting. Addl highlights include a 3,000-bottle wine cellar, heated garage, pergola-covered carport, and a newly finished oil-and-stone driveway. Ideally located just minutes from the chic shops & fine dining of Washington and Woodbury. Nearby land trust trails offer plentiful hiking. This turnkey property offers easy access to the very best of Litchfield County! Agent Owner.

220 Painter Hill Rd, Roxbury

Listing courtesy of Stacey Matthews from W. Raveis Lifestyles Realty. (203) 671-9067 (860) 868-0511

287 Merrimac St, Newburyport
$2,749,000
4 Beds ⋅ 5 Baths ⋅ 73560981 MLS
**287 Merrimac Street | Newburyport, MA**An exceptional offering just moments from downtown Newburyport, this beautifully crafted new construction residence showcases timeless architecture, sophisticated design, and uncompromising attention to detail. Featuring 4 bedrooms and 4.5 baths, each bedroom is thoughtfully designed as a private en-suite, creating an ideal blend of luxury, comfort, and flexibility.Designed for both elegant entertaining and everyday living, the expansive open floor plan centers around a spectacular chef's kitchen appointed with Thermador appliances, stunning quartz countertops, custom cabinetry, and an oversized island that seamlessly flows into the dining area and inviting living room. Coffered ceilings, wide-plank white oak flooring, graceful architectural archways, custom millwork, and two gas fireplaces create warmth and character throughout the home, while showcasing an extraordinary level of craftsmanship.The thoughtfully designed upper level offers exceptional versatility, including the possibility of two luxurious primary suites or the flexibility to utilize one expansive en-suite as a family room, executive office, media room, or guest retreat. Every space has been carefully planned to adapt to a variety of lifestyles without compromising elegance or functionality.Step outside to a private patio, perfectly suited for grilling, al fresco dining, and entertaining, while the generous yard provides ample room for recreation, gardening, or simply enjoying the outdoors.Located just minutes from Newburyport's vibrant waterfront, boutique shopping, acclaimed restaurants, parks, marinas, and commuter rail to Boston, this remarkable residence offers an extraordinary opportunity to enjoy the very best of luxury coastal living in one of New England's most sought-after communities.

287 Merrimac St, Newburyport

Listing courtesy of Listing Agent: Jon Growitz from Listing Office: Gibson Sotheby's International Realty.

21 Brewster Street, Provincetown
$2,749,000
4 Beds ⋅ 4 Baths ⋅ 73557331 MLS
Newly priced at $2,749,000, 21 Brewster Street presents an extraordinary Provincetown opportunity: new construction within a classic Arts & Crafts residence for under $1,000 per square foot, with 4 bedrooms, 4 bathrooms and parking for 4 cars. This exceptionally rare combination of space, condition and convenience brings compelling value to a location moments from town center.Originally built in 1910, this home has been rebuilt from the studs out. New construction has brought its timeless architecture beautifully into the present, pairing historic character with new mechanical, electrical, plumbing and insulation systems, a reimagined chef's kitchen, beautifully appointed baths and refined interior finishes. The result is the look, feel and comfort of a brand-new home with the charm of a classic Provincetown residence.The open main level welcomes you with 10-foot ceilings, abundant natural light, custom millwork and generous living and dining areas designed for effortless entertaining. The kitchen anchors the space, while direct access to a renovated three-season screened porch extends everyday living into the private grounds.Primary suites on both the first and second floors provide flexibility and privacy for owners and guests. Two additional bedrooms and beautifully finished bathrooms complete a welcoming layout for year-round living, seasonal escapes or memorable gatherings.The finished lower level offers a spacious second living and entertainment area, a suite of flexible rooms and a separate entrance. Create a movie lounge, home office, fitness area, studio or den, with room to tailor the space to your lifestyle.Outside, professionally landscaped, fenced gardens create a private retreat. An expansive patio, outdoor fire pit and inviting spaces for dining and lounging make outdoor entertaining a natural extension of the home. Four parking spaces add a particularly valuable Provincetown convenience.Set on a residential street close to Commercial Street, acclaimed restaurants, galleries, shops, entertainment and the waterfront, 21 Brewster combines the energy of town with the comfort of a spacious retreat. Historic charm, comprehensive reconstruction, flexible living spaces and exceptional outdoor amenities come together at a compelling new price. From quiet mornings on the screened porch to evenings around the fire pit, the home offers space to unwind, entertain and welcome guests, with Provincetown's favorite destinations closeby!

21 Brewster Street, Provincetown

Listing courtesy of Listing Agent: Nora Lynch from Listing Office: Gibson Sotheby's International Realty.

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