Location, location, location! Set on the Concord line and just steps to Estabrook Woods, this much-loved home is nestled in one of Carlisle’s most desirable neighborhoods. A rare entry-level opportunity to enjoy top-rated schools, a scenic rural setting, and an exceptional quality of life. Sited on a beautiful 2-acre lot, the property features a charming screened porch, deck, greenhouse, and expansive yard—perfect for relaxing or entertaining. Inside, you’ll find sunny, spacious rooms, hardwood floors throughout, fresh paint, and two fireplaces.Large family home with 4 bedrooms and 3 full baths. This home provides great space for entertaining and everyday living. A wonderful opportunity to make Carlisle home!
Privately set on 5.02 acres near Great Brook Farm, this custom-built 1992 home offers a rare opportunity to create value in one of Carlisle’s most desirable locations. Thoughtfully designed with 4 bedrooms, each with its own en suite bath, a dedicated office, and a spacious bonus room over the 3-car garage. The main level features a sun-filled kitchen with breakfast nook open to the family room, overlooking a large, private backyard with southern exposure. A stunning dining/sunroom adds light-filled living space, and a walk-up attic offers expansion potential. Solidly built and well sited, the home has Some window sills and frame rot, trim rot & peeling paint, original boiler and air condensers. Priced below market value to reflect condition, offering a clear opportunity for updates and long-term equity. A unique offering with direct access to miles of trails at Great Brook Farm and convenient proximity to Route 3.
Tucked in a private neighborhood this beautifully appointed 5BR home features oversized east-facing windows flooding the open floor plan with natural light. The well appointed Chef’s kitchen flows into a vaulted skylit family room w/custom built-ins and one of 3 fireplaces creating an inviting heart of the home. Four-season sunroom opens to a two-level maintenance-free deck overlooking more than two serene acres, ideal for outdoor entertaining, BBQs and play on the expansive lawn. Finished 3rd level suite offers flexible space for guests, office or recreation. Walkout lower level, framed including a full bath, provides 1,800+ sq. ft. potential add'l living space. Smart-home technology allows app-based control of heat, cool, lighting, irrigation, sound sys, garage doors and security. 3-car garage w/EV charger, natural gas heat, hot water and cooking plus central vac. Located in the top-rated Concord–Carlisle High School district, just mins to several private middle and high schools.
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.
Step into history at the Wheat Tavern, a beautiful three story Federal style home in the charming village of Carlisle. The light-filled interior showcases classic 12 over 12 double-hung windows, elegant wainscoting, original wide pine floors, and four fireplaces. The renovated kitchen is complete with granite countertops, stainless steel appliances, Sub-Zero refrigerator, gas range, and plenty of storage and pantry space. A spacious dining area with original oversized fireplace, gorgeous formal living room, convenient half bath, and laundry room round out the inviting first floor. Upstairs, the spacious primary bedroom features an original fireplace, complemented by a beautifully updated full bath, second bedroom, and a flexible sitting room or home office space. The third floor bedroom offers a vaulted ceiling and new Marvin windows; ideal as a tranquil retreat, workout space, or additional home office. Shared backyard & parking for 2 cars. A wonderful single family alternative!
Privately sited in a tranquil high-end neighborhood abutting conservation land, this Nantucket-style Colonial blends timeless architecture w/contemporary California-inspired interior. An open floor plan seamlessly connects the kitchen & family room, showcasing white oak flooring throughout main & upper levels. The custom kitchen features inset cabinetry, a white oak butcher block countertop, lg island & premium Sub-Zero and Thermador appliances. Open the Pella French doors to a beautiful 3-season sunporch which leads to a large deck overlooking a manicured lawn w/stone fireplace for evening relaxation. The spacious primary suite offers sitting area, walk-in closet, & stunning spa-like bath. The fully finished walk-out lower level has kitchenette, living area w/fireplace, full bath & luxury vinyl plank flooring. Add’l highlights include a 3-car garage w/epoxy floor & built-in storage, Generac whole-house generator. Numerous high-end custom upgrades complete this exceptional offering.
A compound of 2 contemporary homes on the Concord River; The River House (main house) & The Tree House (guest house) are privately sited on 12+ acres w/add'l shared acreage plus conservation land across the river. This rare offering ensures ultimate seclusion and serenity in these architecturally striking, 4BR Contemporary homes both with walls of glass. Anchoring the estate is a meandering boardwalk leading to a wonderful floating dock— your private escape for kayaking, boating or riverside reflection! Inside the clean geometric lines define artful living spaces, softened by expansive hallways, graceful circular stairways, a multitude of fireplaces and more. Soaring walls of glass throughout offer serene views of the landscape. An indoor pool (main house) w/exercise deck features advanced ozone purification technology and retractable glass panels open effortlessly creating easy transition between inside and out. Experience luxury and tranquility at its very best!
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.

Carlisle is located in Massachusetts. Carlisle, Massachusetts has a population of 5,215. Carlisle is more family-centric than the surrounding county with 38.77% of the households containing married families with children. The county average for households married with children is 35.9%.
The median household income in Carlisle, Massachusetts is $216,000. The median household income for the surrounding county is $111,790 compared to the national median of $69,021. The median age of people living in Carlisle is 45.7 years.
The average high temperature in July is 83.2 degrees, with an average low temperature in January of 16.3 degrees. The average rainfall is approximately 48 inches per year, with 55.1 inches of snow per year.