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24 Milne Cove Rd, Carlisle
$1,400,000
4 Beds ⋅ 3 Baths ⋅ 73593833 MLS
What if your next home came with a garden worth getting lost in, room for everyone to spread out, and a setting that feels like your own private retreat? This 4-bedroom, 3-full bath Colonial offers grounds as memorable as the home itself, with winding brick pathways, perennial gardens, rare specimen trees, a greenhouse, and a multi-level patio for afternoons outdoors and evenings with friends. Exterior lighting highlights the gardens, front stone wall, and patio after sunset. Inside, hardwood floors, crown molding, and a bay-windowed dining room with decorative wainscoting and two built-in china cabinets bring character to the living spaces. The true chef's kitchen features a professional induction cooktop with retractable downdraft vent, Thermador refrigerator, Miele dishwasher and double wall ovens, and undercabinet lighting. Nearby, the family room centers around a wood-burning stove, with a ceiling fan and sliding glass doors opening to the patio. A first-floor office provides a dedicated workspace, while a full bath with walk-in shower adds flexibility. Upstairs, four bedrooms include a main bedroom with a spacious walk-in closet and custom closet system. The main bath features a jacuzzi-jet tub and a distinctive porcelain console sink with carved legs. Recent improvements include fresh exterior paint and replacement glass in three kitchen skylights in 2026, updated lighting throughout, and a Burnham gas boiler and AC condenser installed around 2020. Hardwood floors were uncovered beneath carpeting in the family room and main bedroom. Additional features include a large unfinished basement, two-car garage with attached tool and equipment shed, lawn sprinkler system, whole-house water softener, reverse osmosis drinking-water filter, and generator wiring. Set on a 2.5-acre corner lot, this property offers room to garden, entertain, work, and make it your own. Schedule your showing today, this Carlisle gem won't last!

24 Milne Cove Rd, Carlisle

Listing courtesy of Listing Agent: Patricia Sutherland from Listing Office: Keller Williams Realty Boston Northwest.
90 Applegrove Ln, Carlisle
$3,750,000
4 Beds ⋅ 5 Baths ⋅ 73593347 MLS
Enjoy refined country living on 10 private acres and EXCEPTIONAL recent renovations including a one-of-a-kind great room / party barn. Sitting high on a beautiful lot abutting conservation land with direct access to miles of hiking and cross-country ski trails, this Shingle Style Estate offers privacy, recreation and convenience just minutes from Concord and Carlisle Centers. EXTENSIVE recent improvements have transformed this property; (see complete list attached) redesigned landscaping and hardscaping, expanded driveway, handsome stone walls, bluestone patios, a new deck and enlarged level backyard. Stunning new kitchen, new baths and a new four-season porch is a tranquil place to relax and enjoy the surrounding landscape, while solar panels enhance energy efficiency. Designed for fun and flexibility, the walk-out lower level is a destination all its own with game room, exercise room, bedroom/media room, a wet bar, full bath and laundry, offering space for recreation, entertaining, multi-generational living or apartment-style accommodations. What sets this home apart is the 44' x 30' great room / party barn / sport court, an extraordinary space with endless possibilities. Soaring vaulted ceiling, dramatic stone fireplace and a wall of doors opening directly to the patio, rarely does a home offer space this large, versatile and inspiring for your lifestyle. Upstairs, a thoughtfully designed floor plan is filled with walls of windows and exceptional craftsmanship. A welcoming foyer with wainscoting, tray ceiling, and inlaid tile introduces the custom millwork found throughout. At the center of it all is the new custom Chef's kitchen with center island, professional-grade appliances, two sinks, wood-burning pizza oven and a dining area open to the fireplaced family room. Formal living and dining rooms continue the blend of timeless New England charm with inviting spaces. The serene first-floor primary suite offers the ease of main-level living with two custom walk-in closets and beautifully renovated spa bath with a double vanity, soaking tub and heated towel bar. Upstairs are three additional bedrooms and two new baths. With attached 3-car garage, extensive improvements and entertaining spaces, this Carlisle home is designed to be enjoyed for generations.

90 Applegrove Ln, Carlisle

Listing courtesy of Listing Agent: Senkler, Pasley & Whitney from Listing Office: Coldwell Banker Realty - Concord.
428 Brook Street, Carlisle
$1,000,000
3 Beds ⋅ 2 Baths ⋅ 73593312 MLS
Much admired in town for its charming presence and beautiful gardens, this inviting Carlisle Cape pairs timeless New England character with thoughtfully updated interiors. Stone walls, a bluestone walkway and an abundance of perennials and flowering shrubs create a memorable welcome, while the lovely backyard offers a peaceful setting to enjoy throughout the seasons.Enter through the bright, enclosed breezeway connecting the two-car garage to the home, where warm hardwood floors and comfortable gathering spaces await. The spacious family room features exposed ceiling beams, a fireplace and large windows overlooking the grounds, with direct access to the expansive backyard patio. Open to the family room and dining room, the gourmet kitchen is beautifully appointed with custom cabinetry, Thermador appliances, granite countertops, a copper sink and a generous center island. Whether preparing a quiet dinner or hosting a lively gathering, the layout keeps everyone connected.A separate fireplaced living room provides another inviting space to unwind, while a first-floor bedroom and recently remodeled full bath offer welcome flexibility. Upstairs, two generously sized bedrooms are complemented by a second recently remodeled full bath. An unfinished basement provides ample room for storage.Outside, the broad patio extends the living space into a beautiful backyard framed by established plantings, stone walls and mature trees—an idyllic setting for outdoor dining, gardening or simply enjoying the surroundings. Nearby nature trails add to the appeal of this much-loved Carlisle home, where classic charm, modern comforts and exceptional outdoor spaces come together beautifully.

428 Brook Street, Carlisle

Listing courtesy of Listing Agent: The Laura Baliestiero Team from Listing Office: Coldwell Banker Realty - Concord.
78 Hanover Rd, Carlisle
$2,650,000
6 Beds ⋅ 7 Baths ⋅ 73590797 MLS
Exceptional 6-bedroom, 6½-bathroom residence is set in one of Carlisle’s most sought-after neighborhoods. Stunning architectural details, refined millwork, & sun-filled interiors showcase the home’s timeless elegance, craftsmanship, & meticulous maintenance. Surrounded by nature & open, landscaped grounds, this remarkable home offers a sophisticated setting for gracious living & effortless entertaining. The 1st floor features a dramatic, high-ceilinged family room surrounded by expansive windows & anchored by a beautiful real-wood fireplace, flowing seamlessly into a gourmet kitchen & eat-in area. Boasting gorgeous marble countertops & high-end appliances, the kitchen centers on a 9-foot plus island w/ ample seating. Adjoining living spaces open to a sweeping bluestone terrace. Additional 1st-floor highlights include a gracious living room w/ classic built-ins & gas fireplace, a sophisticated office w/ custom bookcases, & an elegant dining room. A thoughtfully designed mudroom w/ built-in storage & bench provides practical organization. The 2nd floor includes a luxurious primary suite offering a peaceful retreat, complete w/ marble-appointed bathroom, three generous walk-in closets (one cedar), & a comfortable sitting area. Three additional spacious bedrooms, all en-suite, comfortably accommodate family & guests, complemented by the convenience of 2nd-floor laundry. The 3rd floor has thoughtfully finished bonus space w/ full bath & walk-in closet, ideal as an au pair suite, private guest retreat, or home studio. The LL adds generous recreation & gathering space, including a guest suite, full bath, game room, & media room. Outdoors, exceptional grounds, specimen trees, lush perennial gardens, & hydrangeas throughout create a picturesque backdrop. A curving bluestone path winds toward a charming granite-post fountain set in cobblestone & ringed by stone walls. Bookended by matching wood garden shed & cabana, a second bluestone patio overlooks the inviting gunite in-ground pool & spa, edged with ancient granite slabs. In a quiet, private setting, the home is near Carlisle Center & the town’s elementary & middle school campus. Concord, Bedford, & Westford town centers are a short drive away, providing convenient access to shopping, dining, & everyday amenities. Boston is about 25 miles away—easy access to the city’s business, cultural, & entertainment destinations. A rare Carlisle gem with architectural character & luxurious amenities in a coveted community.

78 Hanover Rd, Carlisle

Listing courtesy of Listing Agent: Kim Patenaude and Rory Fivek Real Estate Group from Listing Office: Barrett Sotheby's International Realty.
16 Birch Ln, Carlisle
$1,495,000
4 Beds ⋅ 4 Baths ⋅ 73590543 MLS
Built in 2021, this superbly appointed four-bedroom, energy-efficient Colonial is set on a quiet cul-de-sac in the desirable Birch Farm neighborhood. Close to hiking trails and adjacent to the Davis Corridor and 1,100 acres of Estabrook Woods. Enjoy an inviting neighborhood setting with easy access to Concord and Bedford. The main level features a bright, open floor plan designed for everyday living and entertaining. The spacious living room features a fireplace, built-in shelving, in-ceiling speakers and flows seamlessly into the dining area and chef’s kitchen. The beautifully appointed kitchen offers quartz counters, custom cabinetry, pantry and a center island for gathering. A built-in bar area with additional cabinetry and beverage refrigerator provides added storage and entertaining space. Step out to the deck complete with a gas grill hookup and patio heater; enjoy the lovely yard. A private office with French doors, full bath, mudroom, and access to the attached two-car garage complete this level. Upstairs, the serene, private primary suite features two walk-in closets and a full bath with heated floor, soaking tub, double vanity with custom cabinetry, quartz counters and tiled shower. A guest bedroom with en-suite bath, two additional family bedrooms, a full family bath, a spacious loft - perfect additional space for a play area or upstairs sitting room - and laundry room complete the second floor. The finished walk-out lower level offers flexible living space, ideal for media room, recreation area or home gym. With a porch, patio, landscaped yard, central air, and EV charging this thoughtfully designed home combines the ease of newer construction with comfortable everyday living and an exceptional connection to the outdoors.

16 Birch Ln, Carlisle

Listing courtesy of Listing Agent: The Ridick Revis Group from Listing Office: Compass.
148 Rutland Street, Carlisle
$1,275,000
5 Beds ⋅ 4 Baths ⋅ 73587973 MLS
Extraordinary architecture, a connection to rock-and-roll history and a remarkably flexible layout make this Carlisle property truly one of a kind. Two distinct buildings joined by a newly constructed covered bridge create an exceptional opportunity for multigenerational living, working from home or pursuing creative passions—with space to come together and room to retreat. The main residence offers a kitchen, living and dining rooms, and three bedrooms on the main level. Downstairs, a spacious primary bedroom with a private bath is complemented by a family room with a separate exterior entrance, creating a private suite ideal for extended family or guests. A 2-car garage adds convenience, while central air conditioning and a new high-efficiency gas heating system provide year-round comfort. Across the covered bridge, the second building offers a dramatic change of atmosphere, with stunning exposed beams, rich wood finishes and soaring spaces. A sitting room with a woodstove provides a cozy gathering spot, while the expansive family room features a floor-to-ceiling stone fireplace and sliders to a deck. An overhead catwalk adds architectural interest, overlooking the space below, while a loft offers a bedroom and 2 separate storage spaces. The lowest level features a heated workshop, heated darkroom and a former recording studio with a sound booth once used by The J. Geils Band and The Cars. From working at home to making music or pursuing a favorite hobby, these distinctive spaces offer exceptional versatility. This building is served by its own oil heating system and has 2 additional heated garage spaces. Outside, a beautiful, wooded setting frames the buildings, decks and a detached screen house, refreshed with new paint and ready for leisurely afternoons or evenings with friends. A Generac backup generator adds peace of mind. Offering character, history and room to shape life around the way you live, work and create, this Carlisle home offers something rare and remarkable!

148 Rutland Street, Carlisle

Listing courtesy of Listing Agent: The Laura Baliestiero Team from Listing Office: Coldwell Banker Realty - Concord.
1 Garrison Way Unit 1, Carlisle
$1,129,000
2 Beds ⋅ 4 Baths ⋅ 73585231 MLS
Discover refined, low-maintenance living at Garrison Place, a distinctive luxury townhouse community, 55+, beautifully sited on more than 30 acres surrounded by picturesque conservation land, minutes from Concord. This pristine home combines exceptional craftsmanship, design and recent updates like designer lighting, hardwood flooring and tasteful finishes with a sun-filled floor plan, offering the ease of condo living without sacrificing space and quality. Soaring ceilings and abundant natural light create an impressive sense of openness throughout the main level. At its heart is a beautifully appointed quartz kitchen with white inset cabinetry, a generous center island, double ovens and stainless steel appliances, opening seamlessly to the dining area and fireplaced living room. Two glass doors extend the living space to a private patio overlooking the peaceful natural setting. The luxurious first-floor primary suite makes one-level living effortless, complemented by first-floor laundry, a powder room and direct access to the attached two-car garage - thoughtful conveniences that make everyday living exceptionally easy. Atop the stairway is a loft / second living area, along with bedroom 2, a full quartz bath and a private office/den, ideal for guests, hobbies or working from home. The finished lower level adds exceptional versatility with a media room, home gym and full bath, creating an inviting space for entertaining or extended-stay guests. Set amid acres of conservation land and miles of walking trails, Garrison Place feels wonderfully private and peaceful while remaining convenient to commuter routes 3, 128 and 495, to Concord, Bedford, Westford and Acton for shopping, dining and everyday amenities and nearby Concord’s commuter rail service to Boston. Downsize without compromise!

1 Garrison Way Unit 1, Carlisle

Listing courtesy of Listing Agent: Senkler, Pasley & Whitney from Listing Office: Coldwell Banker Realty - Concord.
24 Davis Rd, Carlisle
$2,599,000
5 Beds ⋅ 6 Baths ⋅ 73581863 MLS
Substantial brick construction, impressive scale, and a wonderfully flexible floor plan distinguish this Carlisle Colonial, privately set on 2.08 acres near conservation land. Quality 2x6 construction, nine-foot ceilings on the main level, hardwood floors, custom built-ins, front and rear staircases, and four gas fireplaces reflect the craftsmanship throughout. At the heart of the home, a dramatic two-story family room features a soaring stone fireplace and an expansive wall of windows and French doors that fill the room with natural light and open to the mahogany deck. The spacious kitchen offers abundant cabinetry, a large center island, and butler’s pantry, complemented by formal living and dining rooms and a sunroom with slate flooring. A game/media room with wet bar, cherry cabinetry, granite counters, sink, and refrigerator provides another terrific gathering space. Five bedrooms, each with an en-suite bath, include a spacious fireplaced primary suite. A private first-floor guest suite with adjoining office and separate entrance offers exceptional flexibility for guests, extended family, or work-from-home needs. For the wine enthusiast, a dedicated wine cellar is located in the lower level. Outdoors, the mahogany deck and bluestone patios overlook the private grounds and koi pond. A four-car garage completes this distinctive property, convenient to Concord Center and Bedford with easy access to major commuting routes.

24 Davis Rd, Carlisle

Listing courtesy of Listing Agent: Peggy Dowcett from Listing Office: Coldwell Banker Realty - Concord.
54 Carleton Road, Carlisle
$1,199,900
4 Beds ⋅ 5 Baths ⋅ 73581559 MLS
Set against a wooded backdrop in one of Carlisle’s most vibrant neighborhoods, this spacious 4-bedroom, 3 Full, 2 Half-bath classic center-entrance Colonial is approached by a circular driveway framed by mature landscaping. Gleaming hardwood floors and generously sized, front-to-back rooms create a wonderful sense of space throughout.The bright, expansive kitchen features abundant cabinetry, granite countertops, an extra-large island, two ovens, a built-in hutch and a comfortable dining area. Just off the kitchen, an inviting den offers built-in cabinetry, a distinctive vintage indoor brick grill and access to a large deck overlooking the backyard.The spacious living room provides ample room for entertaining and flows seamlessly into an impressive family room addition with cathedral ceilings and walls of glass framing the natural landscape.Upstairs, the primary suite includes a private updated bath and walk-in closet, accompanied by three additional bedrooms and a full bath. The finished walk-out lower level offers exceptional flexibility for extended family or potential ADU use, featuring three separate finished rooms, a full bath and an additional half bath. A large two-car garage with storage above completes this versatile Carlisle home, offering plenty of room to live, gather and make it your own.

54 Carleton Road, Carlisle

Listing courtesy of Listing Agent: The Laura Baliestiero Team from Listing Office: Coldwell Banker Realty - Concord.
320 Heald Road, Carlisle
$1,199,900
4 Beds ⋅ 3 Baths ⋅ 73578499 MLS
Filled with natural light, this spacious 4-BR Carlisle home offers a flexible layout, beautiful outdoor spaces and a 5-BR septic—a fifth bedroom was previously converted to a convenient 2nd-floor laundry room. The inviting interior features hardwood floors, a bright kitchen with granite countertops and stainless-steel appliances, along with a step-down family room with a fireplace and direct access to the screened porch. Upstairs, the generously sized primary bedroom includes a private bath, while three additional bedrooms provide plenty of room for family, guests or a home office. A spacious finished bonus room in the basement offers endless possibilities for recreation, exercise or hobbies. Outside, enjoy a large composite deck, stone patio and beautiful gardens surrounded by a peaceful natural setting. An attached 2-car garage and nearby access to Carlisle’s many walking trails and conservation lands complete this wonderful property.

320 Heald Road, Carlisle

Listing courtesy of Listing Agent: The Laura Baliestiero Team from Listing Office: Coldwell Banker Realty - Concord.
13 Garrison Way Unit 13, Carlisle
$1,098,000
2 Beds ⋅ 3 Baths ⋅ 73578452 MLS
Set against a peaceful woodland backdrop, 13 Garrison Way offers exceptional privacy within Garrison Place, Carlisle’s sought-after 55+ community set on 30 scenic acres. Built in 2019, this beautifully maintained Townhouse combines the ease of condominium living with the space and feel of a single-family home. The bright, open main level features 9' ceilings, hardwood floors, detailed moldings, and a gas fireplace flanked by full-glass doors opening to a private deck surrounded by mature trees and peaceful woodland views. The kitchen offers premium appliances, abundant cabinetry, and generous counter space. A first-floor primary suite includes a custom walk-in closet, double vanity, and walk-in shower. Upstairs are a spacious second bedroom, full bath, office/den, and loft sitting area—ideal for guests, work, or hobbies. The unfinished lower level, with abundant natural light, offers excellent potential for future living space. Beautifully landscaped and surrounded by nature, the setting feels wonderfully private, yet conservation land, Estabrook Woods, trails, Concord Center, shopping, and dining are just minutes away.

13 Garrison Way Unit 13, Carlisle

Listing courtesy of Listing Agent: Peggy Dowcett from Listing Office: Coldwell Banker Realty - Concord.
151 Bedford Road, Carlisle
$1,949,000
5 Beds ⋅ 5 Baths ⋅ 73575445 MLS
Welcome home to this private, sun-drenched Shingle Style Colonial boasting over 5,000 square feet of pristine living space. Built in 2006, this exceptional property perfectly blends classic New England architecture with modern luxury, all located just moments from the town center via a convenient sidewalk. From the moment you step inside, you are greeted by an abundance of natural light that pours through expansive windows, highlighting the home's thoughtful design and spacious layout. The heart of the home seamlessly connects elegant formal spaces with comfortable everyday living areas, making it ideal for both entertaining and quiet family gatherings. For incredible flexibility, the property features a walk-out finished basement perfect for recreation, plus a 3rd-floor walk-up attic providing massive storage or potential for future expansion. Step outside to your private backyard oasis, featuring a mahogany deck and huge stone patio complete with a built-in fire pit and a tranquil waterfall pond—your own personal retreat for crisp evenings and summer gatherings. Complete with a spacious 3-car garage and an unbeatable location that balances privacy and nature with easy access to local schools, the library, and town center, this home represents suburban living at its absolute finest.

151 Bedford Road, Carlisle

Listing courtesy of Listing Agent: Bob Champey from Listing Office: William Raveis R.E. & Home Services.
47 Hart Farm Rd, Carlisle
$2,475,000
5 Beds ⋅ 8 Baths ⋅ 73574594 MLS
The lifestyle you've been waiting for has arrived! This exquisite Colonial is sited on 4 beautifully landscaped, level acres in a very desirable cul-de-sac of distinctive Carlisle homes. It's contemporary floorplan features open, lofty spaces filled with rich architectural details, striking window design, thick moldings, custom built-ins, cabinetry and more. Whether hosting, enjoying family movie nights or staying active at home, you'll appreciate the abundance of sun-filled living spaces which include formal living and dining rooms, a great room, family room, exercise room, recreation room and private home theater. The well equipped kitchen with custom cabinetry offers a center island breakfast bar, family eating area, a Butler pantry, a food pantry and easy access to the deck. The screened porch, accessed from both the family room and home office, offers a comfortable destination for quiet relaxation, outdoor dining and entertaining throughout the seasons. A mudroom to keep organized and a powder room complete first level. Upstairs, five spacious bedrooms, each w/ensuite bath, includes a luxurious primary suite and a third floor guest suite with kitchenette, while 2nd floor laundry room offers ultimate convenience. The finished walk-out lower level is an exceptional extension of the home, designed for recreation, wellness and entertaining. Triple French doors open to the backyard, filling the space with natural light and seamless indoor-outdoor flow. Enjoy an expansive recreation room w/kitchenette, an exercise room, full bath, private home theater and ample storage. Blending beautifully within its natural surroundings, a lightly wooded perimeter enhances the privacy of outdoor living spaces which include a wrap-around front porch, a deck and patio. The neighborhood cul-de-sac is just steps away from the Cranberry Bog with immediate access to miles of walking, hiking and cross country skiing trails across Great Brook State Park while ideally located just minutes to the conveniences of Carlisle, Concord, Westford and Bedford town centers, shopping, dining, commuting routes and everyday amenities. This offering truly does have it all!

47 Hart Farm Rd, Carlisle

Listing courtesy of Listing Agent: Senkler, Pasley & Whitney from Listing Office: Coldwell Banker Realty - Concord.
50 Heald Rd, Carlisle
$875,000
4 Beds ⋅ 5 Baths ⋅ 73574547 MLS
RARE Carlisle opportunity under $900K with space, privacy, versatility, and ONE-LEVEL LIVING! Set on 2 private acres near the Concord line, this expansive ranch offers an appealing blend of comfort, style, and flexibility at a price point that is hard to find in Carlisle. The single-level layout is a major advantage, offering easy everyday living with room to spread out without sacrificing privacy.The designer kitchen opens seamlessly to the dining area, while the adjoining living room makes a beautiful statement with hardwood floors, vaulted ceilings, exposed wood beams, and a fireplace that creates a warm and inviting gathering space. The flexible floor plan offers multiple private-use areas that can adapt to a variety of needs, including guest space, home offices, hobbies, extended household needs, or additional privacy for everyday living. Several areas also enjoy direct access to a full bath or nearby bath, creating a level of versatility that is difficult to find at this price point.The private primary suite features a walk-in closet and updated bath, while the spacious family room provides another comfortable area to relax, gather, or entertain. Step outside and enjoy a true backyard retreat with multiple sitting areas, inground pool, and generous yard space surrounded by mature trees.Whether you are looking to simplify with single-level living, stay in Carlisle without moving into a larger price point, or find a home with flexible space that can adapt over time, this property offers a rare combination of location, layout, yard, outdoor living, and value. Additional highlights include newer siding, central air, security system, generator hookup, durable metal roof, and garage/carport parking. A wonderful opportunity to enjoy privacy, poolside living, and exceptional flexibility in a desirable Carlisle setting!

50 Heald Rd, Carlisle

Listing courtesy of Listing Agent: Haschig Homes Group from Listing Office: William Raveis R.E. & Home Services.
64 Tanglewood Way, Carlisle
$2,138,000
5 Beds ⋅ 6 Baths ⋅ 73568999 MLS
Set in a coveted cul-de-sac neighborhood with direct access to Great Brook State Park, this beautifully crafted Shingle Style home offers an exceptional blend of elegance, comfort, and connection to nature. With 1,000 acres and miles of trails just beyond your doorstep, outdoor enjoyment is effortless. Inside, gracious architectural details include a welcoming foyer, oversized windows, handsome millwork, and three gas fireplaces. The thoughtfully designed first floor features a spacious guest suite, while the chef’s kitchen is the heart of the home, with double ovens, two dishwashers, an expansive center island, display cabinetry, and a generous walk-in pantry. The inviting family room, complete with fireplace and custom built-ins, provides an ideal gathering space for everyday living and entertaining. A light-filled living room and adjoining sunroom offer additional spaces to relax and unwind. Upstairs, the private primary suite is a true retreat, featuring a sitting area with fireplace, adjoining study, and spa-inspired bath with jacuzzi tub and double vanity. Three additional bedrooms—all with en-suite baths—and a convenient laundry room complete the second floor. Additional highlights include a three-car heated garage and an oversized walk-out lower level offering exceptional flexibility for recreation, hobbies, or storage. Ideally located for an easy commute and served by excellent Carlisle schools, this special property offers the space, setting, and lifestyle you've been waiting for.

64 Tanglewood Way, Carlisle

Listing courtesy of Listing Agent: Senkler, Pasley & Whitney from Listing Office: Coldwell Banker Realty - Concord.
27 Maple St, Carlisle
$1,174,000
4 Beds ⋅ 3 Baths ⋅ 73565380 MLS
PRICE IMPROVEMENT! Welcome to 27 Maple Street, a 4-bedroom Colonial on 2.26 private, landscaped acres that is truly TURN-KEY! A significant 2024 addition includes a large primary suite with a full bath and a walk-in closet, a mudroom with built ins and storage, a vaulted, sun-filled family room that brings the outdoors in. The addition includes a 2 car garage that features epoxy flooring, an oversized bay for a larger vehicle and Level 2 EV car charging. Upstairs you'll find 3 additional bedrooms with 2 of the rooms having large double door closets. The kitchen was refreshed in 2026 featuring quartz counter tops, new tile flooring and a tile backsplash complemented by appliances updated in 2023. This basement is clean and ready to be used for storage, a home gym, or flexible space. The BIG TICKET WORK is already done in this home, which includes highly durable Hardie board siding (2024), a 200A electrical panel (2024), a new asphalt driveway (2024), chimney repointing (2025) a redone cellar door (2025), a gas hot water heater and AC compressor (2023). Double-pane windows throughout complete the package sealing in the warmth, keeping your family comfortable through the coldest New England winters. Set in beautiful Carlisle, this home delivers modern day amenities for all to enjoy while being part of a great community known for it's rural character, extensive conservation land yet a short drive from highways and shopping.

27 Maple St, Carlisle

Listing courtesy of Listing Agent: Dina King from Listing Office: REMAX Executive Realty.
63 Old East St, Carlisle
$2,195,000
5 Beds ⋅ 6 Baths ⋅ 73556530 MLS
Exceptional luxury, privacy and versatility define this distinctive five-bedroom home in Carlisle, MA, beautifully sited on over two private acres. This custom residence combines impressive architecture, light-filled interiors, flexible living and workspaces, and beautifully landscaped grounds—all within easy reach of Concord, Boston and Cambridge. A dramatic two-story great room with fireplace and walls of windows anchors the main level, while the spacious kitchen with gas cooktop flows easily to casual and formal dining areas and an inviting family room. A screened porch overlooks the picturesque backyard, where mature plantings and stone walls frame an expansive patio with built-in grill, fire pit and tranquil water feature—creating an ideal setting for outdoor living and entertaining. Upstairs, the primary suite offers a private retreat with gas fireplace, custom built-ins and spa-inspired bath. One of the home's most distinctive features is its remarkably versatile walk-out lower level, with more than 1,000 square feet of professionally designed executive office space. A private entrance, glass-enclosed conference room, private office, collaborative workspace, custom cabinetry and kitchenette create a work-from-home environment rarely found in a residential property. The space also offers exciting possibilities for extended family, guests, older children or multigenerational living. A separate fitness area, generator and upgraded three-car garage with custom cabinetry and epoxy flooring add to the home's exceptional functionality. For buyers searching for a luxury home in Carlisle, Concord or the greater MetroWest area, 63 Old East Street offers something increasingly hard to find: privacy and natural beauty paired with sophisticated entertaining spaces, a true executive home office and the flexibility to evolve with changing needs. Enjoy Carlisle's conservation trails and highly regarded, award-winning schools, with convenient access to Concord and major commuter routes. More than simply just additional space, this is a home that offers more ways to live.

63 Old East St, Carlisle

Listing courtesy of Listing Agent: Butler Wheeler Team from Listing Office: Coldwell Banker Realty - Concord.
389 River Rd, Carlisle
$3,999,000
8 Beds ⋅ 7 Baths ⋅ 73531988 MLS
Be prepared for Peace, Serenity & Calm. Set on an extraordinary 12-acre Concord/Carlisle waterfront parcel, this rare property features two homes on a single private lot along the mesmerizing Concord River. The contemporary main residence is designed to capture stunning river views from nearly every room, offering elegant living spaces, five fireplaces, and a spectacular indoor pool for year-round enjoyment. In total, the property includes 8 bedrooms and 7 bathrooms, providing exceptional space for family and guests. A private dock extends into the Concord River, offering direct access for boating, kayaking, and waterfront recreation. Surrounded by mature landscaping and acres of natural beauty, the property offers remarkable privacy and a peaceful setting while remaining conveniently accessible to upscale shopping, fine dining, and 3 airports. Combining luxury, contemporary design, and one of the area's most desirable riverfront locations, this exceptional estate presents a rare opportunity to enjoy an unparalleled waterfront lifestyle.

389 River Rd, Carlisle

Listing courtesy of Listing Agent: Kevin Balboni from Listing Office: William Raveis R.E. & Home Services.
366 River Road, Carlisle
$1,699,900
4 Beds ⋅ 3 Baths ⋅ 73531756 MLS
Privately set on 2 lush acres with a circular driveway, this exceptional Carlisle MA luxury home occupies one of the town’s most coveted addresses with easy access to Concord. Meticulously reimagined through an extensive renovation & significant addition exceeding $950K, this stunning contemporary offers the feel of new construction with exceptional design, craftsmanship, finishes & setting. Every detail has been thoughtfully curated, from the dramatic entry & glass-enclosed decks to the striking wood-accented den & spectacular entertaining spaces. A showpiece chef’s kitchen features top-of-the-line commercial appliances & opens to a soaring 2-story family room, while the front-to-back living room & dining room are ideal for intimate gatherings & large-scale entertaining. A screened porch connects to the outdoors. 4 BR’s, 2.5 beautifully appointed BA’s, 1st-flr craft room & 3-car garage complete this turnkey contemporary masterpiece.

366 River Road, Carlisle

Listing courtesy of Listing Agent: The Laura Baliestiero Team from Listing Office: Coldwell Banker Realty - Concord.
38 Rutland St, Carlisle
$599,000
3 Beds ⋅ 1 Baths ⋅ 73525176 MLS
Builders & contractors - don't miss this opportunity! Beautiful, level lot in desirable Carlisle. Current structure is a 3 bedroom, 1 bathroom ranch needing considerable work. Property is being sold in "as is", "as seen" condition. Will not qualify for conventional loan programs. No representations are made by seller or listing office/agent. Showings by appointment only. Do not walk property without listing agent present.

38 Rutland St, Carlisle

Listing courtesy of Listing Agent: John Beckshaw from Listing Office: J. Borstell Real Estate, Inc..
1090 North Road, Carlisle
$2,150,000
5 Beds ⋅ 5 Baths ⋅ 73485083 MLS
Architectural drama meets breathtaking natural beauty in this extraordinary custom mid-century Deck House set on 13 private acres abutting conservation land. Walls of floor-to-ceiling glass define the heart of the home, capturing sweeping northwesterly views and spectacular sunset skies while seamlessly bringing the outdoors in. Designed for both grand entertaining and peaceful retreat, the property features an in-ground saltwater pool, magnificent natural surroundings, and exceptional privacy. The home offers 5 bedrooms, 3 full and 2 half baths. A total of 8 garage bays—including a detached 6-car garage—make this property ideal for the car enthusiast or hobbyist. A new 7-bedroom septic system, to be installed prior to closing, allows the 6-car garage to be converted into a 2-bedroom ADU. Rarely does a property of this caliber, setting, and architectural significance become available.

1090 North Road, Carlisle

Listing courtesy of Listing Agent: The Laura Baliestiero Team from Listing Office: Coldwell Banker Realty - Concord.
875 Acton Street, Carlisle
$2,595,000
5 Beds ⋅ 5 Baths ⋅ 73396931 MLS
Only a few lots left! New construction on this 8+ acre parcel of land. Gorgeous development with over 140 acres of land and 15 homes giving each home great privacy yet part of the incredible Carlisle community. Large open floor plan. Kitchen with oversized island and huge walk-in pantry that functions as a 2nd kitchen. Huge family room with fireplace. Great functional mudroom with closets and cubbies. First floor has options of library or first floor bedroom (5th) plus a sunroom. Large main suite with sitting room, incredible walk-in closet and spa-like bath. 3 additional bedrooms all with their own baths and large closets. Lower level has the potential of an additional 1500 sq ft of finished space with playroom, gym, theatre or another bedroom.

875 Acton Street, Carlisle

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.

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