Carlisle, MA Homes

/4
$699,000
- Land
- 2.79 Acres
- $250,538 per Acre
0 Heald Rd, Carlisle, MA 01741

A spectacular Vermont -like setting awaits your dream-come-true plans. There is a structure with oversized 2 car garage and 2 heated and A/C rooms on upper level. This developable lot is mostly cleared, abutting 62 acres of Conservation Land. See listing MLS # 73326447 for 0 Judy Farm Road for additional 2.79 acre available buildable lot

Judith Alexander Barrett Sotheby's International Realty

0 Heald Rd, Carlisle, MA 01741
/42
$1,660,000 Sold Aug 28, 2025
- 4,754 Sq Ft
- $349/SF
- 0 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1984
429 School St, Carlisle, MA 01741

Set along one of Carlisle’s most scenic roads, this exceptional modern contemporary home offers the perfect blend of luxury, privacy, and comfort. Over 7 acres of beautifully landscaped grounds, it feels like a private retreat. A gourmet kitchen is a dream for any cook, while the inviting living room, anchored by a wood-burning fireplace, is perfect for cozy evenings. Plus, a stunning home

The Patenaude and Fivek Team Barrett Sotheby's International Realty

429 School St, Carlisle, MA 01741

/41
Est $1,691,526 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 4,291 Sq Ft
161 Ember Ln, Carlisle, MA 01741

161 Ember Ln, Carlisle, MA 01741

/2
$499,900
- Land
- 2.19 Acres
- $228,265 per Acre
244 Bingham Rd, Carlisle, MA 01741

Excellent Opportunity Awaits on Bingham Road!! Ideal for both contractors or buyers looking to build their dream home in appealing Carlisle community. This Developable 2.19 Acre Lot has necessary site approvals - the only due diligence to move forward is applying for a building permit. The property includes site plans & additional documentation to be provided to interested buyers.

Bryan Duby RE/MAX Triumph Realty

244 Bingham Rd, Carlisle, MA 01741
/39
$1,480,000 Sold Aug 28, 2025
- 3,772 Sq Ft
- $392/SF
- 49 Days On Market
- 5 Beds
- 3 Baths
- Built 1970
183 Indian Hill, Carlisle, MA 01741

This spectacular Deck House showcases striking contemporary architecture fused with timeless mid-century design. Thoughtfully updated, it offers 5 bedrooms and 3 beautifully renovated full baths, including a tranquil primary suite with private dressing room and custom built-ins. Walls of glass frame the expansive living room, where a fireplace and serene views open to a deck overlooking a 60-ft

Stephanie and Dina Group Barrett Sotheby's International Realty

183 Indian Hill, Carlisle, MA 01741

/42
Est $1,401,672 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,167 Sq Ft
108 Hemlock Hill Rd, Carlisle, MA 01741

108 Hemlock Hill Rd, Carlisle, MA 01741

/38
$2,298,000 New Construction
- 5 Beds
- 4.5 Baths
- 5,104 Sq Ft
373 E Riding Dr, Carlisle, MA 01741

New 5-bedroom, 4.5-bath modern farmhouse is being built by established local builder known for quality craftsmanship and thoughtful design. The open-concept kitchen features a large island, pantry, and eat-in area seamlessly connected to the great room with fireplace, creating the perfect gathering space. A formal dining room, private study, and first-floor primary suite with walk-in closet and

Senkler, Pasley & Dowcett Coldwell Banker Realty - Concord

373 E Riding Dr, Carlisle, MA 01741
/42
$2,150,000 Sold Aug 28, 2025
- 5,219 Sq Ft
- $412/SF
- 50 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2015
81 Hanover Rd, Carlisle, MA 01741

***FABULOUS NEW PRICE***This exceptional 5BR, 4.5BA home in Hanover Hill offers over 5,200 sq ft of refined living space plus a 2,730 sq ft unfinished basement ideal for future expansion. The 1st-floor primary suite features a spa-like bath and walk-in closet—your own private retreat. A coffered-ceiling living room with fireplace, wainscoting, and crown molding exudes elegance, while the formal

Laura Baliestiero Coldwell Banker Realty - Concord

81 Hanover Rd, Carlisle, MA 01741

/40
Est $2,582,510 Not Listed For Sale
- 5 Beds
- 6.5 Baths
- 6,029 Sq Ft
42 Calderwood Way, Carlisle, MA 01741

42 Calderwood Way, Carlisle, MA 01741

/2
$2,595,000 New Construction
- 5 Beds
- 4.5 Baths
- 5,375 Sq Ft
875 Acton St, Carlisle, MA 01741

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

Melissa Dailey Coldwell Banker Realty - Wellesley

875 Acton St, Carlisle, MA 01741
/42
$1,425,000 Sold Aug 27, 2025
- 3,245 Sq Ft
- $439/SF
- 12 Days On Market
- 3 Beds
- 4 Baths
- Built 1983
29 Oak Knoll Rd, Carlisle, MA 01741

Architect-designed contemporary set atop a scenic knoll in Carlisle’s coveted Hemlock Hill Estates. This 10-room, 3-bedroom, 4-bath home sits on 4+ private acres and offers an exceptional blend of style, comfort, and privacy. A dramatic floor-to-ceiling fireplace anchors the open-concept living space, flowing into a chef’s kitchen, dining area, and screened-in porch. Outdoor features include a

Susan Tanner Coldwell Banker Realty - Lexington

29 Oak Knoll Rd, Carlisle, MA 01741

/42
Est $2,903,730 Not Listed For Sale
- 4 Beds
- 5 Baths
- 7,153 Sq Ft
126 Nickles Ln, Carlisle, MA 01741

126 Nickles Ln, Carlisle, MA 01741

/41
$2,499,000 Pending
- 5 Beds
- 5.5 Baths
- 5,760 Sq Ft
383 E Riding Dr, Carlisle, MA 01741

Discover this stunning NEW CONSTRUCTION set on a scenic 4-acre lot, privately sited & bordering conservation land. This modern take on a Colonial Farmhouse blends luxury finishes w/sun-drenched living spaces on 3 levels plus a walk-up attic. Thoughtfully designed w/custom details, the home boasts 4-inch white oak floors & intricate moldings throughout. The inviting foyer opens to an expansive,

Senkler, Pasley & Dowcett Coldwell Banker Realty - Concord

383 E Riding Dr, Carlisle, MA 01741
/41
$1,998,000 Sold Aug 27, 2025
- 6,868 Sq Ft
- $291/SF
- 67 Days On Market
- 5 Beds
- 6.5 Baths
- Built 2013
67 Hanover Rd, Carlisle, MA 01741

FANTASTIC PRICE IMPROVEMENT! Excellent opportunity to own an elegant 2013 custom shingle-style home in coveted Hanover Hill. Privately sited on 4.3+ acres at the end of a long drive, this east-facing beauty features a charming front porch, lush gardens, and peaceful surroundings. A timeless, flowing floor plan offers a chef’s kitchen with informal dining open to a sun filled family room with

Senkler, Pasley & Dowcett Coldwell Banker Realty - Concord

67 Hanover Rd, Carlisle, MA 01741

/24
Est $1,141,768 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,413 Sq Ft
84 Rutland St, Carlisle, MA 01741

84 Rutland St, Carlisle, MA 01741

/42
$1,225,000 Pending
- 4 Beds
- 2.5 Baths
- 3,205 Sq Ft
59 Fern Ln, Carlisle, MA 01741

First time on the market! Tucked at the end of a quiet cul-de-sac on the Concord line, this custom-built post & beam Deck House offers a mid-century aesthetic w/soaring cedar ceilings, dramatic Douglas fir beams, rich mahogany millwork & cabinetry & walls of glass. Perched upon a private 2-acre lot among mature trees & views of nature from every window. Designed to bring the outside in, this

Laura Baliestiero Coldwell Banker Realty - Concord

59 Fern Ln, Carlisle, MA 01741
/23
$1,227,520 Sold Aug 21, 2025
- 1,970 Sq Ft
- $623/SF
- 4 Days On Market
- 2 Beds
- 2.5 Baths
- Built 2024
5 Kay's Walk, Carlisle, MA 01741

LAST DRAGONFLY MODEL REMAINING! Net-zero possible living w/ultra-low operating costs for homeowners. This home offers 2 bedrooms up with 2.5 baths, open kitchen/dining/living and a study. If you're looking for more space the lower level is ready for you to finish. Designed to be energy efficient & sustainable you'll have very little maintenance on your new home. The envelope of a NOW home allows

The Knox Real Estate Team William Raveis R.E. & Home Services

5 Kay's Walk, Carlisle, MA 01741

/29
Est $1,090,413 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,511 Sq Ft
564 East St, Carlisle, MA 01741

564 East St, Carlisle, MA 01741

/36
$1,175,000 Pending
- 4 Beds
- 2 Baths
- 2,280 Sq Ft
1056 Curve St, Carlisle, MA 01741

The Swanson Homestead - a rare and wonderful 6 acre property nestled in the Carlisle countryside. The property includes a move-in-ready 1930's 4 bedroom, 2 bath Farmhouse Colonial with refinished hardwood floors, fresh interior paint, plumbing updates, & repointed chimneys. Inside you'll find a sun-filled country kitchen with a butler's pantry, a front to back living room with a fireplace, a

Amy Rutkowski A. Rutkowski Realty, Inc.

1056 Curve St, Carlisle, MA 01741
/42
$1,418,000 Sold Aug 14, 2025
- 2,966 Sq Ft
- $478/SF
- 28 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1977
157 Carleton Rd, Carlisle, MA 01741

Here's the one you've been waiting for! Beautifully sited near miles of trails, this sun-filled mid-century modern home is nestled on 2 peaceful acres w/clean architectural lines, soaring ceilings & large expanses of glass windows & doors create a seamless connection to nature. The airy layout punctuated by a floor-to-ceiling fireplace in the living room draws you in w/nature views through every

Senkler, Pasley & Dowcett Coldwell Banker Realty - Concord

157 Carleton Rd, Carlisle, MA 01741

/40
Est $1,806,055 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 4,000 Sq Ft
381 Brook St, Carlisle, MA 01741

381 Brook St, Carlisle, MA 01741

/42
$895,000 Pending
- 4 Beds
- 1.5 Baths
- 2,808 Sq Ft
160 Rockland Rd, Carlisle, MA 01741

Located in the heart of Carlisle this quintessential New England style family home shines quietly. Halfway down a sheltered lane, surrounded by nature, just steps to the center of town, it offers a rare blend of privacy, charm & natural beauty. Nestled on 3+ acres, it abuts town land, offering access to many of the acres of open space & further flung conservation land Carlisle provides - a

Laura Baliestiero Coldwell Banker Realty - Concord

160 Rockland Rd, Carlisle, MA 01741
/31
$794,000 Sold Aug 12, 2025
- 1,852 Sq Ft
- $429/SF
- 37 Days On Market
- 3 Beds
- 2 Baths
- Built 1966
178 Brook St, Carlisle, MA 01741

Due to a buyer financing issue, you have a chance to live in a fabulous town. Located in the heart of Carlisle, this updated three-bedroom home offers stunning views of beautiful open land. You’ll find fireplaces in both the living room and the recreation room, creating a warm and inviting atmosphere. The home features hardwood floors throughout the well-appointed bedrooms. A white kitchen opens

Carrie Hines Compass

178 Brook St, Carlisle, MA 01741

/42
Est $1,658,678 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,718 Sq Ft
445 E Riding Dr, Carlisle, MA 01741

445 E Riding Dr, Carlisle, MA 01741

/9
$1,064,000 Pending
- 3 Beds
- 2.5 Baths
- 2,465 Sq Ft
6 Kay's Walk, Carlisle, MA 01741

Woodward Village is Carlisle's newest eco-friendly community with 16 detached and 2 duplex townhomes nestled in a natural setting. Organized around an ample common green, only 10 of Woodward Village’s 42 acres will be developed, meaning residents will be surrounded by an abundance of permanently protected open space with direct trail access to enjoy revered conservation land. The "Alder" is a

Kevin Balboni Group William Raveis R.E. & Home Services

6 Kay's Walk, Carlisle, MA 01741
/2
$1,600,000 Sold Aug 08, 2025
- 2,819 Sq Ft
- $568/SF
- 5 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1996
436 Westford St, Carlisle, MA 01741

A quintessential New England colonial home is nestled in a stunning, bucolic setting set back from the road. A picturesque long driveway, adorned with meticulously maintained plantings, guides you to this private oasis. The classic exterior and bright, open interior create a seamless flow through the first and second floors. On the first floor, you'll find a formal living room, dining room,

Sheena Santos Barrett Sotheby's International Realty

436 Westford St, Carlisle, MA 01741

/28
Est $943,014 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 2,400 Sq Ft
476 East St, Carlisle, MA 01741

476 East St, Carlisle, MA 01741

/9
$1,064,000 Pending
- 3 Beds
- 2.5 Baths
- 2,460 Sq Ft
3 Kay's Walk, Carlisle, MA 01741

Woodward Village is Carlisle's newest eco-friendly community with 16 detached and 2 duplex townhomes nestled in a natural setting. Organized around an ample common green, only 10 of Woodward Village’s 42 acres will be developed, meaning residents will be surrounded by an abundance of permanently protected open space with direct trail access to enjoy revered conservation land. The "Alder" is a

Kevin Balboni Group William Raveis R.E. & Home Services

3 Kay's Walk, Carlisle, MA 01741
/39
$2,480,000 Sold Aug 01, 2025
- 7,808 Sq Ft
- $318/SF
- 250 Days On Market
- 4 Beds
- 6 Baths
- Built 1982
60 Aaron Way, Carlisle, MA 01741

Luxurious mid-century design on 4 private gated & fenced acres w/meandering bluestone pathways in peaceful neighborhood setting! The floor plan provides plenty of open space as well as private family areas, including entertainment-size living room featuring fireplace, exceptional kitchen wi/oversized island, multiple prep areas open to family room w/fireplace. Laundry/pantry provide ample

Kevin Balboni William Raveis R.E. & Home Services

60 Aaron Way, Carlisle, MA 01741

/36
Est $1,317,233 Not Listed For Sale
- 4 Beds
- 3 Baths
- 4,202 Sq Ft
70 Cutters Ridge Rd, Carlisle, MA 01741

70 Cutters Ridge Rd, Carlisle, MA 01741

/9
$1,064,000 Pending
- 3 Beds
- 2.5 Baths
- 2,460 Sq Ft
3 Kay's Walk Unit 3, Carlisle, MA 01741

Woodward Village is Carlisle's newest eco-friendly community with 16 detached and 2 duplex townhomes nestled in a natural setting. Organized around an ample common green, only 10 of Woodward Village’s 42 acres will be developed, meaning residents will be surrounded by an abundance of permanently protected open space with direct trail access to enjoy revered conservation land. The "Alder" is a

Kevin Balboni Group William Raveis R.E. & Home Services

3 Kay's Walk Unit 3, Carlisle, MA 01741
/42
$1,350,000 Sold Jul 31, 2025
- 3,919 Sq Ft
- $344/SF
- 5 Days On Market
- 4 Beds
- 4 Baths
- Built 1986
120 Oak Knoll Rd, Carlisle, MA 01741

Exceptional brick-front Tudor with extraordinary curb appeal, nestled on a quiet cul-de-sac in a coveted neighborhood with sidewalks and underground utilities. This stylish, updated home blends timeless character with modern comfort. The handsome first-floor study with fireplace sets the tone for sophistication. The fully equipped kitchen flows into a banquet-sized dining room with high

Laura Baliestiero Coldwell Banker Realty - Concord

120 Oak Knoll Rd, Carlisle, MA 01741

/42
Est $1,026,327 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,566 Sq Ft
45 Blaisdell Dr, Carlisle, MA 01741

45 Blaisdell Dr, Carlisle, MA 01741

/9
$1,064,000 Pending
- 3 Beds
- 2.5 Baths
- 2,465 Sq Ft
6 Kay's Walk Unit 6, Carlisle, MA 01741

Woodward Village is Carlisle's newest eco-friendly community with 16 detached and 2 duplex townhomes nestled in a natural setting. Organized around an ample common green, only 10 of Woodward Village’s 42 acres will be developed, meaning residents will be surrounded by an abundance of permanently protected open space with direct trail access to enjoy revered conservation land. The "Alder" is a

Kevin Balboni Group William Raveis R.E. & Home Services

6 Kay's Walk Unit 6, Carlisle, MA 01741
/34
$1,100,000 Sold Jul 29, 2025
- 2,420 Sq Ft
- $455/SF
- 21 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1994
94 Brook St, Carlisle, MA 01741

Meticulously maintained 4-bed, 2.5-bath Colonial sited on a private, picturesque lot in Carlisle. A long driveway leads to a beautifully landscaped home, framed by serene surroundings with direct access to Carlisle’s scenic trail system at the beginning of Brook St. Inside, enjoy a spacious, updated kitchen with new countertops and refinished hardwood floors, opening to a large family room with

Stephanie and Dina Group Barrett Sotheby's International Realty

94 Brook St, Carlisle, MA 01741

/42
Est $1,119,956 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,003 Sq Ft
29 Blaisdell Dr, Carlisle, MA 01741

29 Blaisdell Dr, Carlisle, MA 01741

/9
$989,900 Pending
- 3 Beds
- 2.5 Baths
- 2,460 Sq Ft
15 Kay's Walk Unit 4, Carlisle, MA 01741

Woodward Village is a self-contained community situated within the rural splendor of Carlisle, Massachusetts. Organized around an ample common green, this 18-home neighborhood enjoys all the advantages of the town’s characteristic open spaces, coupled with the close-knit atmosphere and high-quality, eco-friendly construction that characterizes developments by NOW Communities. Only ten of Woodward

Kevin Balboni Group William Raveis R.E. & Home Services

15 Kay's Walk Unit 4, Carlisle, MA 01741
/37
$1,510,000 Sold Jul 22, 2025
- 4,414 Sq Ft
- $342/SF
- 28 Days On Market
- 4 Beds
- 4.5 Baths
- Built 1960
575 West St, Carlisle, MA 01741

Tucked away from the scenic drive, this serene estate on 4.53 ac is perfect for those seeking privacy, flexibility of single-level or multi-generational living w/ generously sized rooms and timeless New England charm. Perfect for gardeners, car enthusiasts, artists, and craftsmen alike. A rare opportunity for a custom-built living, with additional unfinished loft and office space on the 2nd level

Robin Miller RE/MAX Real Estate Center

575 West St, Carlisle, MA 01741

/34
Est $1,468,319 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,730 Sq Ft
40 Hillside Rd, Carlisle, MA 01741

40 Hillside Rd, Carlisle, MA 01741

/9
$989,900 Pending
- 3 Beds
- 2.5 Baths
- 2,460 Sq Ft
15 Kay's Walk, Carlisle, MA 01741

Woodward Village is a self-contained community situated within the rural splendor of Carlisle, Massachusetts. Organized around an ample common green, this 18-home neighborhood enjoys all the advantages of the town’s characteristic open spaces, coupled with the close-knit atmosphere and high-quality, eco-friendly construction that characterizes developments by NOW Communities. Only ten of Woodward

Kevin Balboni Group William Raveis R.E. & Home Services

15 Kay's Walk, Carlisle, MA 01741

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Massachusetts Middlesex County Carlisle

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