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28 Tyler Rd, Lexington
$5,500,000
7 Beds ⋅ 8 Baths ⋅ 73574029 MLS
Exceptional space. Endless flexibility. Designed for the way families live today. Set on a private .73-acre lot in one of Lexington’s most coveted neighborhoods, this remarkable estate offers over 10,500 SF of thoughtfully designed living space w/ 7 beds & 7.5 baths, and a set of amenities that include a private home office, custom theater, game rooms, gym, sauna, yoga room, pet washing station, heated pool, full outdoor kitchen, fire pit lounge & basketball court. An ideal opportunity for multigenerational living, the home provides the space & flexibility to accommodate extended family, adult children, an au pair or long-term guests allowing everyone to live together while maintaining privacy & independence. A dramatic two-story foyer w/ arched windows opens to formal living & dining rooms and an expansive open-concept kitchen/family room w/ oversized center island & professional-grade appliances. The luxurious primary suite features a marble bath, soaking tub, oversized shower & boutique-style dressing room w/ changing area and dedicated shoe & accessory closets. Multiple living & recreation spaces throughout the home create endless possibilities for separate family areas, work-from-home spaces & private retreats. Additional features include expansive stone patios & mature fenced grounds. A mudroom w/ built-ins & attached 3-car garage complete a truly versatile home designed to bring generations together without sacrificing space, comfort or privacy.

28 Tyler Rd, Lexington

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.
42 Adams Street, Lexington
$5,000,000
6 Beds ⋅ 5 Baths ⋅ 73571780 MLS
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.
16 Solomon Pierce Rd, Lexington
$4,998,000
5 Beds ⋅ 8 Baths ⋅ 73514626 MLS
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.
15 John Poulter Road, Lexington
$4,780,000
6 Beds ⋅ 7 Baths ⋅ 73573880 MLS
Welcome to exceptional elegance in a coveted location, perfectly positioned just steps from top-rated schools and Lexington’s most sought-after amenities. This custom home showcases thoughtful design & superior construction, w/ exquisite millwork, soaring 10-foot ceilings, & expansive windows that fill the home w/ natural light. Designed for luxury & everyday living, it incorporates mobility considerations w/ energy-efficient features throughout. Enjoy seamless indoor-outdoor living on a beautifully landscaped 1/2-acre setting, where outdoor spaces rival the interior. Standout features are; 6 en-suite bedrooms, including elegant primary suite, 1st floor accessible suite, a spectacular entertainment-sized kitchen w/ floor-to-ceiling custom cabinetry, large island, Wolf appliances, enviable pantry, office w/ fireplace; heated 3-car garage, 9-zone HVAC, 1st floor radiant heat, whole-house generator; Sonos & designer lighting w/ Legrand controls. Excellence personified in prime location.

15 John Poulter Road, Lexington

Listing courtesy of Listing Agent: Coleman Group from Listing Office: William Raveis R.E. & Home Services.
23 Burroughs Road, Lexington
$4,695,000
6 Beds ⋅ 10 Baths ⋅ 73555839 MLS
Sophisticated elegance on approximately an acre of land in highly desirable neighborhood. A warmth upon entering through the grand foyer reveals an abundance of natural light and 76 impressive oversized windows. Beautiful architectural elements are revealed as the floor plan flows through an open concept chef's kitchen • butler's pantry • 5 entertaining rooms • 2 private home offices • media room • 6 en suite bedrooms • main level bedroom suite • fitness center • game room • sports bar with lounge • wine cellar and tasting room • 2 large stone patios • outdoor kitchen and fireplace • tranquil views of large flat private rear yard • 3 car heated garage. Nearby entrance to 150 acres of historic conservation land including trails, ponds, meadows, and antique stone walls. Just blocks to historic Lexington center and both elementary and middle schools. Easy commuter location to routes 3, 2 and I-95.

23 Burroughs Road, Lexington

Listing courtesy of Listing Agent: Andrea Jackson from Listing Office: Barrett Sotheby's International Realty.
14 Hastings Rd, Lexington
$4,500,000
7 Beds ⋅ 9 Baths ⋅ 73583930 MLS
Unprecedented opportunity to own this timeless estate with an unbeatable Lexington Center location. Walking distance to the Lexington Battle Green, the heart of Lexington. Walking distance to the Lexington Town Pool, town tennis and pickleball courts, the track and field. Walking distance to Lexington High School, Bridge Elementary, and Lincoln Park. Walking distance to the Lexington Golf Club. This is a rare chance to have unmatched urban convenience while enjoying the best of suburban life. Overlooking picturesque Hastings Park, this shingle-style home exudes the elegance and class its premier custom builder had in mind. This custom home boasts 7 bedrooms, all with their own en-suite bathrooms, 2 additional half baths, soaring 9' ceilings, beautiful custom millwork, and thoughtfully designed living spaces throughout. The first floor features a chef’s kitchen with large island, dining area & butler’s pantry, elegant formal dining room, large living room with fireplace, a spacious family room with fireplace & built-ins, an amazing mud room, plus the main level private en-suite guest bedroom. Upstairs, a luxurious primary suite and additional en-suite bedrooms offer comfort and convenience for family and guests. The finished lower level provides even more flexible space, perfect for entertaining, recreation, or guests. A screened porch and huge stone patio with direct gas line for a grill are perfect for entertaining, while the beautiful and mature landscaped yard provides amazing privacy. A large, heated 3-car garage complete this one-of-a-kind home in the heart of Historic Lexington Center.

14 Hastings Rd, Lexington

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.
4 Adams Street, Lexington
$4,485,000
6 Beds ⋅ 6 Baths ⋅ 73491482 MLS
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.
24 Fiske Road, Lexington
$4,479,000
7 Beds ⋅ 7 Baths ⋅ 73579846 MLS
Thoughtfully conceived and beautifully executed, this exceptional new construction residence offers more than 7,600 square feet of impeccably designed living space in Lexington’s coveted Sun Valley neighborhood. A two-story foyer makes an immediate impression, introducing sun-filled interiors with generous ceiling heights, large-scale windows, and wide-plank hardwood floors throughout. Elegant formal living and dining rooms lead to a spectacular chef’s kitchen centered around an oversized island, complemented by a walk-in pantry, service bar with wine refrigeration, and breakfast area opening to a private deck. The adjoining fireplaced family room is framed by custom built-ins and flows into a striking window-wrapped sitting room with a vaulted tongue-and-groove ceiling, creating one of the home’s signature architectural moments. A first-floor bedroom suite or office adds flexibility. Upstairs, the primary includes two boutique-style dressing rooms with tailored built-ins and a spa-quality bathroom. Four additional bedrooms—two en suites and a Jack-and-Jill suite—accommodate family and guests with privacy and ease. The walk-out lower level extends the living space with a recreation lounge, dedicated theatre room, home gym, and private bedroom suite. Outside, professionally landscaped grounds unfold across nearly an acre of level lawn with classic stone walls and lush, layered plantings. Rows of Green Giant arborvitae establish an attractive year-round privacy screen, while a granite patio and deck enhance a sprawling backyard with ample room for a future pool. Natural gas service—an increasingly rare amenity in Lexington’s newest luxury homes—adds to the property’s distinction. A truly custom residence where refined finishes, timeless character, and an unparalleled setting come together to create a legacy home to be treasured for generations.

24 Fiske Road, Lexington

Listing courtesy of Listing Agent: The Pallotta Group from Listing Office: Gibson Sotheby's International Realty.
21 Douglas Road, Lexington
$4,450,000
5 Beds ⋅ 7 Baths ⋅ 73569967 MLS
This extraordinary estate showcases exceptional architecture, craftsmanship, and amenities inside and out. Set amid meticulously landscaped grounds with a private and newly fenced back yard, two-tier bluestone patio with pergola, and a tranquil pond with waterfall. Inside, find beautiful custom millwork, soaring ceilings, rich Brazilian cherry flooring, designer Italian lighting, and exquisite finishes. The main level features a spectacular Great Room with an 18’ coffered ceiling and dramatic two-story curved wall of glass, alongside an elegant Living Room, Dining Room with adjoining Buffet, and inviting Den with natural fieldstone fireplace. The impressive chef's Kitchen and Pantry offer serious culinary functionality with top-of-the-line appliances and amenities, abundant custom cabinetry, stone countertops, two spacious islands, European-inspired detailing, and a sunny eat-in bay. Private first-floor Guest Quarters offer an en-suite Bath with French doors to the back yard. The interior balcony upstairs offers breathtaking views of the grand two-story Foyer and Great Room. The lavish Master Suite includes a spacious sitting room with fireplace, vaulted-ceiling marble Bathroom with radiant heat, and an expansive boutique-style walk-in closet. Three additional en-suite Bedrooms plus a Laundry Room complete the second floor. The third floor provides dedicated Office and Exercise space, while the finished lower level boasts a fully equipped Home Theater, Recreation Room, Den, full Bathroom, and extensive storage. Heated attached three-car Garage plus detached Carriage House - ideal for future Pool House or Accessory Dwelling Unit (ADU) - add exceptional parking, storage, and versatility. Beautifully sited on a sprawling lot in one of Lexington’s most desirable neighborhoods, minutes from shopping, dining, top schools, commuter routes, and miles of conservation.

21 Douglas Road, Lexington

Listing courtesy of Listing Agent: Elizabeth P. Crampton from Listing Office: Coldwell Banker Realty - Lexington.
19 Richard Road, Lexington
$3,999,000
6 Beds ⋅ 7 Baths ⋅ 73564446 MLS
A rare diamond in a perfect setting. Totally NEW CONSTRUCTION in highly requested Follen Hill neighborhood. While the thoughtful design and impeccable craftsmanship are evident throughout the home and landscaping, the striking clean lines blend timeless character with contemporary comfort. Your first steps are into the grand 2-story foyer. The WOW factor begins! What could be more valuable to a home than the excellent addition of an INTERIOR ELEVATOR gliding from the lower level to the first and second floors. There are 10-ft ceilings throughout the first floor and stunning windows. With an additional spectacular walk-in pantry, the 25 -ft open concept kitchen flows into a take-your-breath-away 25-ft fireplaced family room—a perfect arrangement for great entertaining events. A welcoming porch, stunning deck, and stepdown patio offer outdoor joys. A much-requested elegant first floor guest bedroom suite could also be a study/office. Magnificent is the word for the prime bedroom with oversized dressing room and stunning bathroom accoutrements. There are 3 other ensuite bedrooms on this level as well as a full laundry room. The walk-out lower level hosts the 6th bedroom, full bath, and recreation space. Completing the well-planned layout is an attached 3-car tandem garage. There is still time to choose some finishing selections. Your search for perfection in style, function, and comfort is over.

19 Richard Road, Lexington

Listing courtesy of Listing Agent: Judith Alexander from Listing Office: Barrett Sotheby's International Realty.
21 Balfour Street, Lexington
$3,675,000
6 Beds ⋅ 7 Baths ⋅ 73519860 MLS
Outstanding new construction Colonial by top development group featuring superb craftsmanship and exquisite details throughout highlighting the finest millwork, cabinetry and built-ins. A brilliantly designed main level with front and rear staircases, designer kitchen with extensive custom cabinetry, oversized island, Wolf appliances and separate Sub-Zero refrigerator and freezer, along with a butler's pantry and separate prep kitchen. The flexible layout throughout provides options for a bedroom/office on main level, as well as, the lower level. Five generous bedrooms on the second level including the stunning primary suite will exceed all expectations. The finished walk-out lower level offers wonderful entertainment options with beverage center, full bath, recreational and exercise areas leading out to an expansive stone patio, custom designed deck and sprawling gorgeous backyard. Located in a sought after neighborhood with easy access to the town center and numerous amenities.

21 Balfour Street, Lexington

Listing courtesy of Listing Agent: The Joyce Team from Listing Office: Compass.
21 Chadbourne Road, Lexington
$3,495,000
5 Beds ⋅ 6 Baths ⋅ 73571946 MLS
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.
320 Concord Avenue, Lexington
$3,495,000
5 Beds ⋅ 6 Baths ⋅ 73499853 MLS
Do not miss this STUNNING new home. SPECIAL Open House Sunday October 18th 1:30-3pm. CHANCE TO MEET THE BUILDER! 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.
22 Tyler Rd, Lexington
$3,295,000
6 Beds ⋅ 6 Baths ⋅ 73547799 MLS
Exceptional 2025 new construction offering 6,500+ sq ft of above-grade living space in a coveted Lexington neighborhood. This elegant 6-bed, 5.5-bath estate seamlessly blends timeless design with modern luxury, featuring soaring ceilings, expansive windows, and sun-drenched interiors.The thoughtful floor plan includes a private main-level office and a stunning chef’s kitchen with high-end finishes, premium appliances, custom cabinetry, and an oversized island tailored for entertaining. Upstairs, the luxurious primary suite serves as a sanctuary with a sitting area, dressing room, and spa-inspired bath. The second level offers incredible flexibility, with four additional bedrooms featuring en-suite baths—perfect for a second office, playroom, or fitness studio.Outside, a large deck overlooks the manicured backyard, complemented by a separate patio for al fresco dining. Complete with a 3-car attached garage and impeccable craftsmanship, this estate offers rare sophistication & scale.

22 Tyler Rd, Lexington

Listing courtesy of Listing Agent: Salem Coughlin Group from Listing Office: Compass.
3 Linc Cole Lane, Lexington
$3,295,000
5 Beds ⋅ 6 Baths ⋅ 73539070 MLS
Exceptional new construction nestled in an exclusive luxury enclave by a renowned local developer & architect. Move right in. Certificate of Occupancy just issued! Striking mid-century design with rich organic finishes & dramatic floor-to-ceiling windows. Stunning Kitchen with oversized island, walk-in Butler's Pantry, sleek oak veneer cabinetry, & premium Thermador appliances; open to inviting Family Room with linear fireplace, floor-to-ceiling marble surround, built-ins, & glass sliders to Patio. Elegant Living & Dining Rooms, Mudroom, Powder Room, & Guest/Office Suite complete the 1st Floor. Upstairs, a vaulted Primary Suite serves as a serene retreat, with spa-inspired Bath & two boutique-style walk-in closets; 3 additional Bedrooms with walk-in closets & spacious Baths. Oversized Rec Rooms & plenty of storage in LL. Professionally landscaped grounds with lush, level lawn, beautiful plantings, spacious paver Patio, & heated 2-car Garage. Potential for ADU. Great location w/ easy access to Wilson Farm, top schools, Boston & more!

3 Linc Cole Lane, Lexington

Listing courtesy of Listing Agent: Elizabeth P. Crampton from Listing Office: Coldwell Banker Realty - Lexington.
12 Valley Road, Lexington
$3,249,000
6 Beds ⋅ 7 Baths ⋅ 73568799 MLS
Pre-construction offering by VS Construction, this exceptional residence offers over 5,600 sqft of thoughtfully designed living space with six bedrooms, five full and two half baths. The main level offers a dramatic open concept designed for everyday living and entertaining, featuring a spacious chef’s kitchen with custom cabinetry, an oversized island and large butler’s pantry, open dining area, and expansive living room with fireplace and direct access to the outdoor living space. Two en-suite bedrooms, a powder room, and a complete laundry room with ample storage and rinse sink round out the main level. The lower level provides versatile living and guest accommodations, complemented by a mudroom and patio. The upper level features two en-suite bedrooms including a spacious primary suite with spa-inspired bath, a pair of walk-in closets, and a balcony perfect for enjoying the sunrise or sunset. Complete with a three-car garage, elevated finishes, and thoughtful craftsmanship throughout, this residence offers a sophisticated and distinctly livable approach to new construction in one of Massachusetts's most sought after communities.

12 Valley Road, Lexington

Listing courtesy of Listing Agent: Acone & Company Team from Listing Office: Darwin Associates.
11 Winthrop Road, Lexington
$3,249,000
6 Beds ⋅ 7 Baths ⋅ 73502982 MLS
Stunning updated classic colonial set prominently in the coveted Munroe Hill neighborhood. Fabulous at every turn with a grand foyer, rich hardwood floors, exquisite molding-trim work, and a floor plan that works for today's lifestyle. The sparkling eat in kitchen has crisp white cabinetry and marble counters. Adjacent the fireplaced family room is ideal with a cozy window seat- the perfect spot for relaxing. The grand formal living room also boasts a fireplace and the dining room is centered by a custom built-in china cabinet. Working from home is a pleasure from the light filled sunroom/office with walls of windows. The upper levels host six expansive bedrooms including a resort like primary suite with soaring ceilings, a spa like private bath and exercise room. Hours of entertainment in the home theater and playroom! Outdoor living at its best with the expansive yard that is level and private. All this within walking distance to the town center and high school!

11 Winthrop Road, Lexington

Listing courtesy of Listing Agent: Adler Connolly Squared Team from Listing Office: MGS Group Real Estate LTD - Wellesley.
8 Oakmount Circle, Lexington
$3,200,000
5 Beds ⋅ 3 Baths ⋅ 73579127 MLS
One of Merriam Hill’s most admired properties, this distinguished 1922 Colonial Revival is set on over an acre in a tranquil setting overlooking “Granny” Pond, with beautiful views and memorable sunrises. Rich in architectural character and thoughtfully maintained over the years, the residence offers gracious proportions, 9-foot ceilings, exquisite period mouldings, handsome built-ins, and exceptional spaces for both everyday living and entertaining. A magnificent front-to-back living room serves as the heart of the home, with a fireplace, wall of built-in bookcases, vaulted ceiling, and beautifully detailed mouldings. The room opens seamlessly to a heated sunroom with sink and direct access to a private bluestone patio, extending the living space outdoors. The spacious kitchen offers tremendous flexibility, with a dedicated laundry area, work station, generous dining space beneath a distinctive turret like ceiling, and access to a wraparound deck. The elegant dining room features glass-front cabinetry, a butler’s pantry, and a folding door opening to the patio, creating an inviting setting for effortless summer entertaining.The expansive primary suite offers a fireplaced bedroom, full bath and a fireplaced private dressing room . Four additional bedrooms and a walk-up attic complete the second floor. The lower level features a knotty pine playroom with direct access to the rear grounds. A charming gardener’s cottage, attached to the 2 car garage, adds to the property’s unique appeal, versatility and possibilities.Surrounded by mature landscaping and exceptional outdoor spaces, this remarkable property combines the romance and craftsmanship of a bygone era with an enviable location. Just minutes from town center and within walking distance of all three schools, Cary Library, the Minuteman Bikeway, conservation and recreation areas, and major routes, this is a rare Merriam Hill offering of enduring character, privacy, and convenience.

8 Oakmount Circle, Lexington

Listing courtesy of Listing Agent: Lester Savage from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
292 Waltham St, Lexington
$3,200,000
6 Beds ⋅ 6 Baths ⋅ 73545133 MLS
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: Golden Cross Brands Inc..
50 Oak St, Lexington
$3,100,000
6 Beds ⋅ 6 Baths ⋅ 73518946 MLS
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: Golden Cross Brands Inc..
6 Sheridan St, Lexington
$3,099,500
5 Beds ⋅ 7 Baths ⋅ 73590028 MLS
Location. Luxury. Legacy. A rare new construction opportunity in the very heart of Lexington Center, one of the town’s most coveted locations. Just moments from charming shops, restaurants, cafés, and historic landmarks, 6 Sheridan Street offers the perfect balance of vibrant in-town living and exceptional privacy. Thoughtfully designed for modern luxury, this stunning residence features 5 bedrooms, ALL WITH PRIVATE EN-SUITE BATHROOMS, 2 additional half baths, and a dedicated office, providing comfort and flexibility throughout. The main level showcases elegant living and dining spaces, a beautifully appointed chef’s kitchen featuring premium Wolf and Sub-Zero appliances, and a seamless flow for everyday living and entertaining. A first-floor en-suite offers ideal accommodations for guests or multigenerational living, while four additional en-suite bedrooms upstairs ensure privacy for everyone. The finished lower level features versatile recreation space and a wet bar, complemented by a two-car garage. Step outside to a fully fenced, private backyard—an inviting retreat rarely found in such a central location. Experience the luxury of brand-new construction in the heart of historic Lexington. Lexington made history. Now make yours.

6 Sheridan St, Lexington

Listing courtesy of Listing Agent: Alpha Group from Listing Office: Compass.
167 Burlington Street, Lexington
$3,095,000
5 Beds ⋅ 6 Baths ⋅ 73505579 MLS
Not your average five-bedroom. This one has personality from the start — a welcoming front porch, that barn-style detail over the garage, and herringbone hardwood floors in the foyer that immediately set the tone. Inside, the living room features a full wall of built-ins ready for books, photos, and everything that makes a house feel like home. The dining room is oversized and designed for hosting, with a butler’s pantry and a walk-in pantry that connect seamlessly to the kitchen. The kitchen delivers — big, functional, and loaded with storage — and it opens right into the great room with a gas fireplace, so no one misses the conversation. Tucked behind the oversized mudroom is a flexible bedroom and full bath, perfect for guests or extended stays. Out back, a deck leads to a patio with a fire pit and a yard ready for soccer games or a swingset. Upstairs, the primary suite offers three walk-in closets and a sitting area. One ensuite bedroom, plus two with a Jack and Jill.

167 Burlington Street, Lexington

Listing courtesy of Listing Agent: Beth Sager Group from Listing Office: Keller Williams Realty Boston Northwest.
2 Pleasant St Unit 2, Lexington
$3,000,000
4 Beds ⋅ 4 Baths ⋅ 73585312 MLS
THIS IS A TOWNHOME, SINGLE FAMILY ALTERNATIVE. Lexington builder Matt Thenen and his team — known for exacting historic work as well as beautiful and functional spaces — have created another masterpiece!In a world of cost-cutting bland boxes, this new project stands as a tribute to a different approach, a better approach.Custom four-bedroom condo in Lexington. This is an historic house fully renovated and improved with new construction. One-level living, two-car garage with elevator, roof deck, high-end finishes throughout, and exceptional energy efficiency. Steps to Wilson Farm, parks, and the bike path; easy Route 2 access for commuters.Historic charm. Effortless living. Ready for your next chapter — or your first. Other than the first weekend of open houses; showings will be private and accompanied.

2 Pleasant St Unit 2, Lexington

Listing courtesy of Listing Agent: Amie Pettengill from Listing Office: Coldwell Banker Realty - Lexington.
2 Pleasant St Unit 2, Lexington
$3,000,000
4 Beds ⋅ 4 Baths ⋅ 73585287 MLS
Lexington builder Matt Thenen and his team — known for exacting historic work as well as beautiful and functional spaces — have created another masterpiece!In a world of cost-cutting bland boxes, this new project stands as a tribute to a different approach, a better approach.Custom four-bedroom condo in Lexington. This is an historic house fully renovated and improved with new construction. One-level living, two-car garage with elevator, roof deck, high-end finishes throughout, and exceptional energy efficiency. Steps to Wilson Farm, parks, and the bike path; easy Route 2 access for commuters.Historic charm. Effortless living. Ready for your next chapter — or your first. Other than the first weekend of open houses; showings will be private and accompanied.

2 Pleasant St Unit 2, Lexington

Listing courtesy of Listing Agent: Amie Pettengill from Listing Office: Coldwell Banker Realty - Lexington.
16 Middleby Road, Lexington
$2,999,000
6 Beds ⋅ 5 Baths ⋅ 73562133 MLS
Luxurious yet comfortable. Sprawling, yet thoughtful and cohesive. These are just a few thoughts that will come to mind as you visit 16 Middleby Road. This stunner makes a pretty compelling case for hitting the easy button. Built in 2026, it has all the things you could hope for in a new construction home! Carefully designed with extended family in mind, yet a layout that feels genuinely livable and a setting that is anything but ordinary! The kitchen is the natural gathering spot, with quartz counters, a generous island, high end stainless steel appliances and warm brass accents, opening seamlessly to the fireplaced living room then out to the deck overlooking the incredible, lush green yard, filled with mature trees. The main level offers a mudroom, versatile office (or optional bedroom) along with a full bath, while upstairs the dedicated laundry room is followed by four spacious bedrooms include a dreamy owner’s suite with two walk-in closets and a luxurious bathroom with soaking tub. The uppermost level adds a flexible two-room suite, while the lower level brings an "in-law" suite with its own kitchenette, full bath, large closet and sliding glass door access to a 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 Recreation 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.
27 Carriage Drive, Lexington
$2,898,000
6 Beds ⋅ 5 Baths ⋅ 73574816 MLS
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.
22 Wyman Rd, Lexington
$2,898,000
7 Beds ⋅ 8 Baths ⋅ 73526733 MLS
Luxury meets livability in this spectacular new construction in the coveted Manor. Offering over 6,000 square feet of beautifully designed living space on three finished levels, this exceptional home blends timeless elegance with today's most desired amenities. The sun-filled open floor plan features a dramatic fireplaced great room, elegant dining area with a four-panel slider to the deck, and a showstopping chef's kitchen with oversized island, Sub-Zero & Wolf appliances, beverage fridge, and custom cabinetry. A private study, sought-after first-floor ensuite bedroom, designer mudroom, and powder room complete the main level. Upstairs, the luxurious primary suite offers a vaulted ceiling, incredible custom walk-in closet, and spa bath with heated floors, soaking tub, and oversized shower. Four additional ensuite bedrooms, a bright laundry room, and a walk-up unfinished third floor provide exceptional flexibility. The walk-out lower level includes a sprawling family room with wet bar, gym, bedroom, and full bath. Beautifully landscaped on one of the Manor's most desirable side streets.

22 Wyman Rd, Lexington

Listing courtesy of Listing Agent: Robert Smith Jr. from Listing Office: Churchill Properties.
5 Cornerstone Way, Lexington
$2,849,900
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.
139 Reed Street, Lexington
$2,795,000
6 Beds ⋅ 5 Baths ⋅ 73588626 MLS
This exceptional new construction by respected luxury builders, Beacon Point Development, offers approximately 4600/sf with 6 Bedrooms, 5 Full bathrooms in a fabulously designed contemporary colonial. The moment you enter this home you'll feel the quality and appreciate the unique craftsmanship from its open concept floor plan, high ceilings, stunning kitchen with 8' island and high-end appliances to the breakfast area overlooking a generously sized family room that features a wall of glass sliders leading to your deck and private backyard retreat. A first floor en-suite and lower-level guest suite provides flexible living options, while the luxurious Primary suite includes a spa-like bath and incredible walk-in closet. Every bedroom in this home has direct access to a full bath. Oversized windows throughout that provide an abundance of natural light, wide plank natural hardwood floors, and a sleek contemporary staircase set the tone from the welcoming entry foyer. Located on a quiet side street with easy access to schools, town center, bike trail, conservation land and commuter routes to Cambridge and Boston.

139 Reed Street, Lexington

Listing courtesy of Listing Agent: Stephen Stratford from Listing Office: William Raveis R.E. & Home Services.
144 Maple Street, Lexington
$2,698,000
6 Beds ⋅ 6 Baths ⋅ 73568937 MLS
New Price, New Possibilities, Just in time for the Holidays! This incredible New Construction Home just completed by well-established Lexington builder, Westview Homes Development, Thoughtfully designed for today’s busy lifestyle. This 6 BR, 5.5-bath home offers exceptional flexibility with two primary suites, including a sought-after oversized 1st floor bedroom, with private office and a gorgeous full spa like bath. A chef’s kitchen is highlighted by custom cabinetry and a walk-in white oak pantry just off the kitchen, combining style and everyday function. Multiple office and flex spaces provide options for work, study, or additional living needs. The 2nd floor features five bedrooms, including a primary suite, along with a convenient second-floor laundry room. The finished lower level includes a wet bar, full bath, spacious rec room, and bonus room suitable for a gym, playroom, or additional living space. Beautiful professional landscaping enhances curb appeal. Ideally located near Harrington Elementary School and adjacent to the future Harrington School Athletic Complex, offering access to new recreational fields! Make 144 Maple Street Home for the Holidays!

144 Maple Street, Lexington

Listing courtesy of Listing Agent: The Westview Group from Listing Office: Barrett Sotheby's International Realty.

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