Browse All Carlisle MA Historical Properties for Sale

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.

$1,495,000

4 Beds ⋅ 3 Baths ⋅ 73578216 MLS

LOOK AT THE PHOTOS AND INSTANTLY FALL IN LOVE! AN ABSOLUTE TREASURE OF A HOME THAT IS IMPOSSIBLE TO CAPTURE THROUGH THESE BEAUTIFUL PHOTOS! Antique lovers take note - this historic home OFFERS A CAMPUS OF OUT BUILDINGS and EXPERIENCES. AN ORCHARD, FIRE PIT AREA, TREEHOUSE, VEGETABLE GARDENS, TRAIL THROUGH THE WOODS AND MORE! The charm and beauty that is woven throughout this enchanting home is second to none! On the main level, the renovated eat-in kitchen offers breathtaking backyard views of the property from the attached deck! The dining room gracefully extends into a charming sitting area with wood burning stove—perfect for meandering to from the dinner table or ending a long day with a glass of wine in front of the fire! The living room offers wonderful flexibility as a playroom, library, or creative retreat, while the cozy family room invites everyone to gather. From the family room you can step onto the screened-in porch for peaceful backyard views and easy access to a back patio! The attached two-car garage is currently transformed into an impressive home gym, while a two-car detached carport provides additional convenient protection from the elements. Upstairs, discover four generous bedrooms plus a versatile room tucked beside the primary suite—an ideal nursery! THE FINISHED THIRD FLOOR brings a truly magical surprise: featuring an open loft and additional office space, offering endless possibilities for work, creativity, guests, or play. Outside, the level backyard is an enchanting escape, complete with garden sheds and raised beds ready for your next harvest. A created hidden trail winds around the property, revealing a gem for exploration and discovery. Full of character, flexibility, and storybook charm, this is a home meant to be loved, lived in, and written into your own story!

501 Lowell Street, Carlisle

Listing courtesy of Listing Agent: The Zur Attias Team from Listing Office: The Attias Group, LLC.

$849,000

3 Beds ⋅ 3 Baths ⋅ 73575766 MLS

A rare opportunity awaits to own this warm and welcoming, family-friendly home, ideally situated near the Concord line. Lovely pastoral acreage boasts a fruiting peach tree, apple trees, plenty of gardening space, and amenities to enjoy the outdoors. Step inside to a sun-filled open living room illuminated by two oversized skylights. A cozy wood-burning fireplace makes this an inviting space year-round. Hardwood floors run throughout most of the main level and are complemented by newer Andersen windows in the family room, formal dining area, and bedrooms. A mid-century modern kitchen features rare original metal cabinets in iconic soft-shell pink, with chrome built-ins and retro accents that include a rotary wall phone and checkerboard floor. The kitchen opens directly onto a wide deck overlooking the large, meadowed backyard with space for summer barbecues and entertaining. Enjoy dinners, read a book, or take a nap on the spacious screened-in porch with mahogany decking and vaulted ceiling. On the opposite side of the house, you’ll find two bedrooms with skylights, a full bath, and a primary bedroom with an ensuite bath.The walkout lower level includes finished living space with a third full bath, a large bonus room with French doors, and a dedicated laundry area. An exterior door leads directly into the backyard, adding flexibility for a home office, recreation room, hobby space, or visiting guests. A substantial unfinished area provides ample storage and houses the utilities. Enjoy the benefits of a full array of owned solar panels to power your electric car, add heat pumps, and lower your energy costs.Here you have the best of both worlds in one of Greater Boston's most peaceful rural communities. Stroll down the street and into the 1,000-acre Estabrook Woods or drive 10 minutes to Concord, where you can hop on the train to Boston. Carlisle students attend the highly regarded Carlisle Public Schools and Concord-Carlisle Regional High School. This bright, charming home checks all the boxes. You won’t want to miss it! Offers if any will be reviewed Wednesday @ 5 pm.

36 Russell, Carlisle

Listing courtesy of Listing Agent: Mary Davidson from Listing Office: Keller Williams Realty Boston Northwest.

$1,499,000

5 Beds ⋅ 4 Baths ⋅ 73569406 MLS

Your search ends here! Discover this stunning 5-bedroom, 3.1-bath custom estate designed for both luxury and functionality, featuring high-end finishes throughout. The main level offers a bright living room with a cathedral ceiling, a spacious primary suite with walk-in shower, floating tub, and walk-in closet, plus a dining room and gourmet kitchen with white cabinetry, stainless steel appliances, and a 10-ft island. Additional highlights include a coffee station, half bath with laundry, and a four-season sunroom. The second-floor features three generously sized bedrooms with walk-in closets and a full bath. The walk-out basement includes a large family room, full bathroom, and office. Extensive upgrades include new septic system, well tank, driveway, landscaping, roof, porch and dormer with metal roofing, garage door and motor, Trex deck with cable railing, spray foam insulation, heat pump, electrical, plumbing, hardwood floors, custom kitchen, appliances, and updated bathrooms.

61 Meadowbrook Road, Carlisle

Listing courtesy of Listing Agent: Naima Mazouzi from Listing Office: Eagle Eye Realty PLLC.

$1,230,000

4 Beds ⋅ 3 Baths ⋅ 73565380 MLS

PRICE IMPROVEMENT! Set on over two private acres this tastefully updated 4-bedroom Colonial offers modern amenities on a lush and tranquil lot, with sweeping views and mature landscaping. Vast improvements throughout make this home truly move-in ready. A major 2024 addition includes a primary bedroom with a full bath, walk-in closet, a generous mudroom with storage & built ins, an exceptionally bright sunroom that blends indoor comfort with soothing outdoor scenery, and a 2 car garage with epoxy flooring and level 2 EV car charging. Upstairs you'll find three additional bedrooms offering flexible space for family, guests, or an office. The kitchen was updated with brand new tile flooring, quartz counter tops and a tile backsplash (2026), with appliances updated separately in 2023. Additional updates include new double-panel windows, Hardie board siding (2024), and AC (2023). Further improvements include an upgraded 200A electrical panel (2024), asphalt driveway (2024), chimney repointing (2025), redone cellar door and stairs (2025), and a gas hot water heater (2023). Move right on in and enjoy the charm of Carlisle, known for its rural character, extensive conservation land, and top rated schools while being just a short drive from highways, shopping and everyday conveniences-and don't forget the great ice cream nearby!

27 Maple St, Carlisle

Listing courtesy of Listing Agent: Dina King from Listing Office: REMAX Executive Realty.

$1,199,900

4 Beds ⋅ 3 Baths ⋅ 73537129 MLS

Just what you have been waiting for! Turn key, oversized Mid-Century-Modern Gem, waiting for its new owners! Family friendly open concept design, with all four bedrooms on the top floor! House was completely renovated in late 2013! Soaring ceiling heights and walls of glass, allow tons of natural light in. Beautiful two-sided fireplace. Amazingly spacious living room, kitchen, dining room open design! 4 well-proportioned bedrooms and two baths complete the top floor. Off the kitchen/dining room is a door that leads to an enormous composite deck overlooking a large fenced in back yard that offers complete privacy! The lower level has an impressive fireplace family room, half bath and separate laundry room. Lots of extra storage space in both the basement and deep garage. Property has gas heat, central air, and a whole house generator! What more can you ask for? Exceptional condition and value! Enjoy!

430 Heald Rd, Carlisle

Listing courtesy of Listing Agent: The Laura Baliestiero Team from Listing Office: Coldwell Banker Realty - Concord.

$1,223,999

4 Beds ⋅ 4 Baths ⋅ 73535460 MLS

Welcome to this spacious and beautifully refreshed home set on a private lot in one of Carlisle’s most desirable locations. Thoughtfully updated while preserving its character and charm, this property offers generous living spaces designed for today’s lifestyle. The home features 4 bedrooms, 3.5 bathrooms, renovated bathrooms, and a finished lower level with additional living space, providing flexibility for a family room, home office, gym, or guest area. Enjoy the convenience of a large attached garage, laundry in the lower level, and abundant storage throughout. The expansive backyard offers exceptional privacy and plenty of room for outdoor entertaining, recreation, or simply enjoying the peaceful surroundings. Located in a highly regarded community known for its top-rated schools, natural beauty, and strong sense of community, this home combines comfort, space, and location in a setting that is increasingly hard to find. Move in and enjoy everything Carlisle has to offer.

358 East St, Carlisle

Listing courtesy of Listing Agent: Lia Carminati from Listing Office: Be Live in Realty.

$599,000

3 Beds ⋅ 1 Baths ⋅ 73525176 MLS

Builders, contractors & flippers - 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..

$1,995,000

4 Beds ⋅ 4 Baths ⋅ 73501199 MLS

In the picturesque country-side of Carlisle, Little Brook Farm is a rare & exceptional Equestrian property offering peace, privacy & timeless New England Charm. On over 12 acres of gently rolling pastures, this well-established farm is perfect for horse enthusiasts, farm lovers or anyone seeking a refined rural lifestyle just 40 minutes from Boston. At the heart of the property is an updated farmhouse featuring classic architectural details blended w/ modern comforts. Spacious living areas, a wood burning fireplace, a sunlit gourmet kitchen w/ high end appliances, 4 plus bedrooms w/ 3.5 baths. The equestrian facilities include a custom barn w/ 6 stalls, a tack room, hay storage and wash/groom areas. 8 Fenced split rail paddocks w/ water, a riding ring, 4/10th oval track, equipment storage, & direct access to miles of conservation trails. A small orchard & raised vegetable garden to cultivate fresh produce steps from your kitchen. LAND HAS SUB DIVIDABLE POTENTIAL. (see disclosure)

225 Lowell St, Carlisle

Listing courtesy of Listing Agent: Kim Patenaude and Rory Fivek Real Estate Group from Listing Office: Barrett Sotheby's International Realty.

$900,000

4 Beds ⋅ 3 Baths ⋅ 73500472 MLS

Spacious and inviting! This 4-bedroom, 2.5-bath home offers 2,352 sq ft of comfortable living space set on a generous 2.22-acre lot in charming Carlisle. The property features a well-designed layout with a partially finished basement, providing flexible space for a variety of needs. Enjoy added charm and functionality with a sunroom and a cozy fireplace, perfect for relaxing or entertaining. Additional highlights include plenty of off-street parking, a spacious garage, and ample outdoor space ideal for privacy, recreation, and more. Don't miss this wonderful opportunity to own a versatile home in a peaceful setting.

111 Log Hill Rd, Carlisle

Listing courtesy of Listing Agent: The Ponte Group from Listing Office: Keller Williams South Watuppa.

$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.

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