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$2,898,000
6 Beds ⋅ 5 Baths ⋅ 73574816 MLS ⋅ NEW Status
Sited on 1.39 acres at the end of a cul-de-sac and abutting conservation land, this young custom-built home is the unicorn you've been searching for. Quality is evident from the moment you step into the grand two-story foyer, featuring a bridal staircase, marble flooring, and a beautiful chandelier. The foyer leads to an elegant office with a bay window, cherry cabinetry, and cherry flooring. The living and dining rooms, with gleaming cherry floors, soaring ceilings, and arched windows, flow seamlessly together and are filled with natural light. The spacious cook's kitchen is appointed with high-end appliances and a walk-in pantry. Privately situated off the kitchen are a cathedral-ceilinged great room/ bedroom and an adjacent bedroom. The second floor offers four additional bedrooms, including a primary suite with a cathedral ceiling, two walk-in closets, and a skylit bath featuring a soaking tub, double sinks, and a sauna. The beautifully landscaped grounds showcase mature plantings, handsome stone walls, brick walkways, Azec deck and exceptional privacy. Be sure to view the finished lower level with media and craft rooms, sliders opening to a paver patio with stone tables, seating and a gas fire pit. Features include- Generac generator, a private well for irrigation (new pump 2026), Bathrooms remodeled in 2020, Level 2 EV Charger, walk-up attic, garage with direct access to basement, spray foam attic insulation, 2015 roof, cherry floors refinished in 2026. Convenient to the Marvin Street playground, Route 4 & 225 and 128. Custom built by highly regarded local builder Dick Perry, this is a home where thoughtful craftsmanship and an outstanding setting come together.

27 Carriage Drive, Lexington

Listing courtesy of Listing Agent: Lester Savage from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
$3,495,000
5 Beds ⋅ 6 Baths ⋅ 73571946 MLS ⋅ NEW Status
GRAND CAPE — Poised atop a private ½-acre lot at the end of a cul-de-sac, this custom-designed home offers an extraordinary combination of craftsmanship & privacy. Only 8 years young, it feels virtually brand new, with premium materials, custom millwork & commercial-grade systems throughout. The gracious first floor features a two-story foyer, elegant formal dining area, expansive kitchen w/ breakfast bar, eat-in area & Sub-Zero & Wolf appliances, plus a primary suite. At the heart of the home, a stunning great room w/ beverage fridge, bar sink & gas fireplace is highlighted by sliders & walls of windows overlooking the beautiful outdoor setting. The second floor boasts three additional bedrooms including a second primary suite. Ideally separated from the main living area, a private in-law suite, finished to the same exacting standards, provides an ideal retreat for guests or extended family. The finished lower level offers a gym, office, playroom, full bath & media room. Outside, professionally landscaped grounds surround a substantial bluestone patio w/ built-in gas grill, fireplace & outdoor TV. Beneath it all are state-of-the-art electrical & HVAC systems, superior insulation & high-performance infrastructure designed for efficiency, durability & long-term performance. A rare opportunity to own a home built to a standard seldom found in today’s construction, combining enduring craftsmanship with effortless modern living.

21 Chadbourne Road, Lexington

Listing courtesy of Listing Agent: Coleman Group from Listing Office: William Raveis R.E. & Home Services.
$5,000,000
6 Beds ⋅ 5 Baths ⋅ 73571780 MLS ⋅ ACTIVE Status
Maplemere is one of Lexington’s truly distinctive properties, with origins dating to the early 19th century. The architectural character, historic barn, and carriage house preserve a tangible connection to Lexington’s agricultural past. Set on 1.7 acres in the coveted Meriam Hill neighborhood and directly abutting 27 acres of conservation land, Maplemere enjoys an extraordinary sense of privacy, permanence, and protected natural beauty. Mature landscaping and expansive grounds create a rare feeling of seclusion while remaining close to the character and community of Lexington. Inside, gracious living spaces are designed for both sophisticated entertaining and comfortable family life, all anchored by a magnificent family room that invites gathering. A large wrap-around porch, partially screened-in, extends the living spaces outdoors, creating beautiful settings for dining, entertaining, and enjoying the landscape throughout the seasons. The main level is thoughtfully designed for modern living, with a private second main bedroom offering the rare convenience of first-floor living. Two dedicated home offices provide elegant spaces for work or study, while a handsome library offers a quiet retreat for reading and conversation. Upstairs, the primary suite offers a particularly special vantage point, overlooking the protected conservation land and opening to a private walk-out balcony. Four additional bedrooms provide generous accommodations for family and guests, complemented by a fitness room. The grounds unfold as a private retreat, with a beautiful swimming pool and pool house at the heart of summer living. The surrounding conservation land provides a peaceful backdrop and protected views, while mature trees and gardens create an atmosphere of timeless beauty. There is a rare sense of continuity at Maplemere. The land that once supported a historic Lexington farm now provides the backdrop for an extraordinary modern lifestyle. A landmark property, Maplemere offers something increasingly difficult to find: enduring land, exceptional privacy, and a home thoughtfully designed for generations of living. Ideally situated just blocks from Lexington Center, this location offers exceptional proximity to top-rated schools and major commuter routes.

42 Adams Street, Lexington

Listing courtesy of Listing Agent: Andrea Jackson from Listing Office: Barrett Sotheby's International Realty.
$3,095,000
7 Beds ⋅ 5 Baths ⋅ 73562133 MLS ⋅ ACTIVE Status
Luxurious yet comfortable. Sprawling yet thoughtful and cohesive. These are just a few thoughts that will come to mind. This stunner makes a pretty compelling case for hitting the easy button. Built in 2026, it has all the things you hope for in new construction, thoughtfully designed with extended family in mind, yet a layout that feels genuinely livable and a setting that is anything but cookie cutter! The kitchen is the natural gathering spot, with quartz counters, a generous island and warm brass accents, opening seamlessly to the fireplaced living room then out to the deck overlooking the incredible, lush green yard. The main level offers a mudroom, versatile office (or optional bedroom) along with a full bath, while upstairs, four spacious bedrooms include a dreamy owner’s suite with two walk-in closets and an incredibly luxurious bathroom. The top floor adds a flexible two-room suite, and the lower level brings an "in-law" suite with its own kitchenette, full bath, large closet and private stone patio. Outside, acres upon acres of conservation land create a backyard that feels wonderfully wild and private, with trails, bullfrogs and endless birdwatching just beyond the treescape. And somehow, the Center, the bike-path, Hayden Rec and Lincoln Field are just a stroll away, with the coveted Bridge School right around the corner!

16 Middleby Road, Lexington

Listing courtesy of Listing Agent: Julie Gibson from Listing Office: Gibson Sotheby's International Realty.
$3,200,000
6 Beds ⋅ 6 Baths ⋅ 73545133 MLS ⋅ ACTIVE Status
Under construction - Beautiful new Colonial from renowned Lexington builder. This 6 bed / 5.5 bath luxury home offers expansive spaces on a private & wooded 1.67 Acre lot overlooking conservation land. Entertaining & daily routines are a joy in your chef's kitchen with luxury appliances and oversized island. The adjacent breakfast nook features a vaulted ceiling & skylights. Large & open living room with 12' slider accessing your deck & private back yard. Butler's pantry, formal dining room, en-suite bedroom, mudroom & powder room round out the first floor. 4 bedrooms, 3 full baths, laundry, & dedicated office comprise the second level. Primary suite with adjoining spa bath with soaking tub & double vanity & custom walk-in closet. The walk-out basement offers 9' ceilings, cinema, wet bar, additional bedroom, full bath & massive family room. 2 car heated garage ready for EV charging. Amazing location close to schools, shops, restaurants, & major routes - only a 1/4 mile to LHS.

292 Waltham St, Lexington

Listing courtesy of Listing Agent: Northeast Venture Group from Listing Office: Stuart St James, Inc..
$2,375,000
5 Beds ⋅ 4 Baths ⋅ 73538460 MLS ⋅ ACTIVE Status
Perched on coveted Meriam Hill with views of a private pond shared only by neighboring abutters, this home blends an exceptional location with timeless architecture and modern amenities. Thoughtfully preserved and beautifully updated, the home retains its original integrity while providing exceptional spaces for both elegant entertaining and comfortable everyday living. A gracious foyer with an open staircase introduces a versatile floor plan featuring a formal living room, library, dining room, playroom, private office, and sunroom. The spacious eat-in kitchen with pantry/wet bar, overlooks the patio and landscaped grounds, creating a seamless connection between indoor and outdoor living. Five bedrooms and four bathrooms provide generous accommodations, while updated systems and electrical infrastructure ensure modern efficiency and convenience. Set in a tranquil, sanctuary-like setting just moments from Lexington Center, shops, restaurants, and major commuting routes.

6 Oakmount Circle, Lexington

Listing courtesy of Listing Agent: Andrea Jackson from Listing Office: Barrett Sotheby's International Realty.
$3,100,000
6 Beds ⋅ 6 Baths ⋅ 73518946 MLS ⋅ ACTIVE Status
Spectacular new construction by highly regarded Lexington builder. A carefully crafted architect-designed home with abundant interior space meets a quiet and picturesque location with mature landscaping and conservation views. 6 beds / 5.5 bathrooms and 2 car garage ready for EV charging. Chef's kitchen with luxury appliances, convenient storage for your daily routines, an oversized island, and ample dining area provide a spacious and luxurious center of the home. Massive great room, adjacent office and dedicated first floor en-suite bedroom complete the first floor. 4 bedrooms, 3 full bathrooms, laundry, and balcony overlooking West Farm Conservation Area comprise the second floor. Primary suite features two walk-in closets and adjoining spa bath with soaking tub. The basement offers 9' ceilings, a convenient mudroom off the garage, rec room or bedroom, full bath, and tons of storage space. Construction completion anticipated Q4 2026.

50 Oak St, Lexington

Listing courtesy of Listing Agent: Northeast Venture Group from Listing Office: Stuart St James, Inc..
$5,495,000
5 Beds ⋅ 8 Baths ⋅ 73514626 MLS ⋅ ACTIVE Status
Perfectly situated in Pheasant Brook Estates, this remarkable property showcases Lexington's most premier landscape, offering a flawless blend of luxury, privacy and natural beauty. Surrounded by manicured grounds and serene private pond, this home spans over 9,000 square feet of thoughtfully designed living space. The main level showcases a harmonious, sun-drenched layout with clean architectural lines, expansive rooms and oversized windows seamlessly inviting the outdoors inside. Designed with balance and flow, every space feels both refined and welcoming. The second level features five spacious en-suite bedrooms, including a stunning primary suite with two-sided fireplace opening to a private home office, creating an ideal retreat. Each additional bedroom is graciously proportioned, offering comfort and privacy. Crafted to celebrate family, tranquility and connection to nature, this exceptional residence delivers a rare opportunity to own a truly luxurious and distinctive property.

16 Solomon Pierce Rd, Lexington

Listing courtesy of Listing Agent: Martha Sevigny from Listing Office: William Raveis R.E. & Home Services.
$3,495,000
5 Beds ⋅ 6 Baths ⋅ 73499853 MLS ⋅ ACTIVE Status
Do not miss this STUNNING new home. Certificate of Occupancy in-hand! Spectacular new construction overlooking serene conservation land. Custom built by master craftsman with classic New England architecture & striking curb appeal. Grand Foyer with wainscoted stairwell & designer-selected finishes sets the tone. Dramatic 19’ wall of glass anchors the home, framing four-season views, overlooked by an interior balcony. Gorgeous Dining Room & Great Room with fireplace, built-ins, & 16’ glass sliders to Deck. Chef’s Kitchen boasts dark cherry island, crystal chandelier, top-tier appliances, & two pantries. Spacious First Floor Guest or Office Suite. Primary retreat with vaulted ceiling, fireplace, built-ins; spa-like Bath with soaking tub & walk-in closet. 3 additional Bedrooms with two luxe Baths. Walk-out Lower Level features “Secret Room” behind a bookcase; Mudroom, full Bath, and expansive Rec Room with glass sliders. Lush lawn & curated plantings outside, abutting miles of conservation for lasting privacy & scenery. Minutes to Rt 2 & downtown. Move right in!

320 Concord Avenue, Lexington

Listing courtesy of Listing Agent: Elizabeth P. Crampton from Listing Office: Coldwell Banker Realty - Lexington.
$4,485,000
6 Beds ⋅ 6 Baths ⋅ 73491482 MLS ⋅ ACTIVE Status
This turnkey luxury historic residence, meticulously restored and ideally situated on Meriam Hill just three blocks from Lexington’s town center, offers a rare opportunity to experience the grandeur of a distinguished historic home with the ease and sophistication of modern living. Thoughtfully preserved architectural details are complemented by interiors conceived by an award-winning Boston designer, creating an elegant yet inviting environment where timeless character and contemporary amenities are seamlessly integrated.Bathed in natural light, the gracious interiors unfold from a grand foyer anchored by the original staircase, leading to formal living and dining rooms and a handsome study, each appointed with its own fireplace. A stately wraparound porch extends the living experience outdoors, providing an idyllic setting for entertaining or unwinding while taking in spectacular sunset views.A thoughtfully designed addition introduces a sophisticated chef’s kitchen with a butler’s pantry, casual dining area, and dedicated office nook, perfectly suited to both everyday living and effortless entertaining. The lower level further elevates the home’s lifestyle offering with a media room, game room, fitness center with direct backyard access, and an additional mudroom. An attached three-car garage and two mudrooms provide exceptional convenience and functionality.Set in one of Lexington’s most coveted neighborhoods, the residence places the town’s celebrated amenities, including its highly regarded schools, shops, restaurants, and community offerings, all within blocks. This exceptional property is a distinguished blend of historic provenance, architectural beauty, modern luxury, and an unparalleled in-town location.

4 Adams Street, Lexington

Listing courtesy of Listing Agent: Andrea Jackson from Listing Office: Barrett Sotheby's International Realty.
$1,950,000
4 Beds ⋅ 2 Baths ⋅ 73330396 MLS ⋅ ACTIVE Status
Landmark Lexington property with an exceptional location on the Lexington Green, offering a rare opportunity for a complete restoration. This storybook New England home is being offered for the first time in generations and features a large front porch overlooking the town center. Enter through the original glass vestibule to spaces filled with natural light from floor-to-ceiling windows. Period architectural details include two fireplaces, formal and casual living areas, an eat-in kitchen, and a lower-level game room. The private rear yard, set behind a two-story barn, offers views of the Old Belfry and a rare, quiet outdoor retreat in Lexington Center. The barn presents excellent potential for a guest house, studio, office, or wellness space. Both the home and barn require complete restoration. The property is adjacent to 1900 Massachusetts Avenue, also for sale with the same listing agent.

1894 Massachusetts Avenue, Lexington

Listing courtesy of Listing Agent: Andrea Jackson from Listing Office: Barrett Sotheby's International Realty.

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