Middlesex County MA Homes for Sale with Acreage

/37
$2,450,000
- 5 Beds
- 5 Baths
- 5,740 Sq Ft
14 Fiske Pond Rd, Holliston, MA 01746

Welcome to 14 Fiske Pond Road! A dream home built w/the most unparalleled attention to detail, millwork & craftsmanship. The 5BR, 5BA house will appeal to today's modern families, multi-generational families, down sizers, & empty-nesters w/1st & 2nd floor primary options. The 1st floor open concept is the heart of the home w/soaring ceilings & natural light pouring in.The kitchen has SS high end

The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

14 Fiske Pond Rd, Holliston, MA 01746
/42
$3,249,500
- 6 Beds
- 7 Baths
- 9,449 Sq Ft
137 Lake St, Sherborn, MA 01770

Set on 3.7 pristine acres abutting 600+ acres of conservation land and Little Farm Pond, this grand estate offers rare privacy and pedigree- first owned by former Boston Celtics head coach Rick Pitino. Soaring ceilings and twin staircases lead to five upstairs bedrooms. The primary suite stuns with a 400sq-ft marble spa bath featuring three sinks, makeup vanity, steam shower, and Jacuzzi tub. A

Elena Price Coldwell Banker Realty - Westwood

137 Lake St, Sherborn, MA 01770
/35
$2,195,000
- 6 Beds
- 3.5 Baths
- 4,791 Sq Ft
63 Claypit Hill Rd, Wayland, MA 01778

Privately set on three beautifully landscaped acres with additional 12 acres of protected conservation woodland & trails, this exceptional property offers rare seclusion just a short stroll to top-rated Claypit elementary school. This six-bedroom residence is thoughtfully designed for today’s lifestyle with expansive entertaining spaces and a spacious primary suite with spa bath and balcony with

Tanimoto Owens Team Gibson Sotheby's International Realty

63 Claypit Hill Rd, Wayland, MA 01778
/41
$1,825,000
- 4 Beds
- 4 Baths
- 4,433 Sq Ft
62 Main St, Westford, MA 01886

Rich in history and architectural charm, the much-admired Charles H. Fletcher House sits proudly on 1.63 A in the heart of desirable Westford Center This iconic antique has been thoughtfully renovated to preserve its original character & warmth while seamlessly incorporating modern living. Impeccable stewardship by the current owners is evident throughout, w/ extensive updates: systems, windows,

Barrett & Comeau Group Barrett Sotheby's International Realty

62 Main St, Westford, MA 01886
/36
$2,740,000
- 4 Beds
- 7 Baths
- 5,181 Sq Ft
130 Summer St, Weston, MA 02493

Welcome to stunning customized luxury home. The chef’s kitchen features an oversized center island with seating, Wolf and Sub-Zero appliances, and a custom stone pizza oven. Bar cabinet has built-in sub-zero refrigerator and ice maker. Charming kitchen with french slide doors present you natural light & tree view for all seasons. It seamlessly flows into the dining area and a grand living room

Soyeon Yang Spark Real Estate

130 Summer St, Weston, MA 02493
/37
$3,995,000
- 6 Beds
- 6.5 Baths
- 9,038 Sq Ft
100 Westcliff Rd, Weston, MA 02493

Private waterfront estate on the Wellesley/Weston line! Enjoy nearly 9,000 sq ft of elegant, sun-filled living with breathtaking views of Pierce Pond from almost every room. This custom Southside Weston home blends sophisticated architectural detail with modern updates and a flexible layout ideal for today’s lifestyle. Features include a dramatic foyer, gourmet chef’s kitchen with Wolf & Sub-Zero

Donahue Maley & Burns Team Compass

100 Westcliff Rd, Weston, MA 02493
/42
$2,875,000
- 5 Beds
- 5.5 Baths
- 6,140 Sq Ft
89 Mattison Dr, Concord, MA 01742

Beautifully renovated & expanded, this 6,100 sq ft home blends refined craftsmanship with modern design across a spacious 5+ bedroom layout. Sun-filled rooms, dramatic vistas and seamless in/outdoor flow create effortless elegance. An expansive deck and bluestone patio w/granite stairs lead to a sweeping lower lawn overlooking tranquil pond views, ideal for entertaining and gatherings. Inside a

Senkler, Pasley & Dowcett Coldwell Banker Realty - Concord

89 Mattison Dr, Concord, MA 01742
/42
$2,895,000
- 6 Beds
- 7 Baths
- 6,472 Sq Ft
10 Queen Anne Rd, Hopkinton, MA 01748

Distinctive estate featuring a thoughtfully designed main residence & fully integrated carriage house compound offering flexibility for multigenerational living, guests, workspace, recreation, or collectors, w/ garage capacity for up to 12 vehicles & commercial electrical + workshop infrastructure. Carriage house engineered for adaptable interiors w/ finished flex rooms, radiant heated bays & 14’

Lisa Aron Williams Coldwell Banker Realty - Sudbury

10 Queen Anne Rd, Hopkinton, MA 01748
/5
$27,500
- Land
- 1.76 Acres
- $15,625 per Acre
Lot 10 Christian Cir, Townsend, MA 01469

Rare opportunity: Nearly 2 acres of private land in Townsend with direct access to nature’s best. This lot is a blank canvas for your next workshop, storage barn, or recreational getaway—think garden plots, four-season play, or a peaceful escape from the everyday. Wetlands preserve your privacy—no homes built nearby, just the sound of birds and wind in the trees. Town approval allows for

Scott Simpson Century 21 North East

Lot 10 Christian Cir, Townsend, MA 01469
/22
$525,000
- 1 Bed
- 1 Bath
- 1,050 Sq Ft
280 Boylston St Unit 713, Chestnut Hill, MA 02467

Renovated to perfection, this 1-bedroom, 1 full bath home is completely turn-key and gorgeous! Conveniently located at Imperial Towers in Chestnut Hill, the professionally managed building offers a Concierge, heated seasonal pool, new fitness center, clubroom, library, beautiful lobby, EV charing station, extra storage and on-site management. One deeded parking spot and close to restaurants,

Betsy Kessler Rutledge Properties

280 Boylston St Unit 713, Chestnut Hill, MA 02467
/23
$999,999
- 3 Beds
- 2.5 Baths
- 2,579 Sq Ft
143 Pine Hill Rd, Chelmsford, MA 01824

Step into timeless New England charm with this certified historic home, built in 1760 and thoughtfully updated for modern living. This 3-bedroom, 2.5-bath residence offers 2,408 sq ft of elegant space featuring wide pine floors, stone walls, and four fireplaces that reflect its rich heritage. The custom kitchen preserves original character while providing modern convenience. A heated 2-car garage

Prestige Homes Realty Team Prestige Homes Real Estate, LLC

143 Pine Hill Rd, Chelmsford, MA 01824
/24
$489,000
- 1 Bed
- 1 Bath
- 1,060 Sq Ft
280 Boylston St Unit 804, Chestnut Hill, MA 02467

Come bring your personal touch to this sun-filled 1-bedroom, 1-bath unit at Imperial Towers in Chestnut Hill. Situated on the 8th floor this condo has a terrific view and great bones! Located in the heart of Chestnut Hill, this Concierge building features a heated seasonal pool, new fitness center, clubroom, beautiful lobby, library, EV Charging Station, extra storage and on-site management.

Betsy Kessler Rutledge Properties

280 Boylston St Unit 804, Chestnut Hill, MA 02467
/16
$675,000
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
87 Landham Rd, Sudbury, MA 01776

Bring your vision and unlock the possibilities at this special property. Set on a picturesque 1.64-acre lot in sought-after South Sudbury, this circa 1850 antique home offers a rare opportunity for a new owner. The property includes 3 bedroom/2 bath house with an oversized garage/out-building in back of the lot. It is ready for restoration, renovation, or reimagining. Whether you’re an end user

Diana Lannon Gibson Sotheby's International Realty

87 Landham Rd, Sudbury, MA 01776
/42
$7,598,000
- 6 Beds
- 10 Baths
- 9,000 Sq Ft
56 Cart Path Rd, Weston, MA 02493

Exquisite cape colonial estate in Weston’s golf club area. Perfect location on 2.85 acres in Weston's top neighborhood. Two floor grand foyer opens to the coffered great room, drenched in light from the floor to ceiling windows and the patio doors, which open out to the massive deck overlooking the large, flat, private back yard, while the grand fireplace and custom millwork impress. Large chef’s

Rose Hall Blue Ocean Realty, LLC

56 Cart Path Rd, Weston, MA 02493
/30
$2,800,000
- 5 Beds
- 3 Baths
- 5,328 Sq Ft
169 Hickory Rd, Weston, MA 02493

Rarely available, this beautifully updated contemporary home is set on over 1.4 acres in one of Weston’s premier South Side neighborhoods. Bathed in natural light and offering exceptional privacy, the property is surrounded by mature landscaping, gardens, a pool, fieldstone walls, and inviting patios that create a peaceful setting. Thoughtfully renovated with quality finishes throughout, the

Dean Poritzky Engel & Völkers Wellesley

169 Hickory Rd, Weston, MA 02493
/40
$2,350,000
- 5 Beds
- 4.5 Baths
- 6,780 Sq Ft
9 Garland Rd, Lincoln, MA 01773

Privately set on 2 acres this impressive home blends classic charm with modern updates. Custom millwork, high ceilings and refinished HW floors add timeless sophistication. Recent updates include a new roof, exterior paint, new 5 bedroom septic system and updated baths. The well-appointed Chef’s kitchen w/eating nook shares a handsome, inviting double-sided stone gas fireplace with the bright,

Senkler, Pasley & Dowcett Coldwell Banker Realty - Concord

9 Garland Rd, Lincoln, MA 01773
/42
$1,950,000
- 4 Beds
- 4.5 Baths
- 4,625 Sq Ft
82 Chestnut Ln, Carlisle, MA 01741

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

Laura Baliestiero Coldwell Banker Realty - Concord

82 Chestnut Ln, Carlisle, MA 01741
/28
$4,199,000
- 4 Beds
- 6 Baths
- 6,626 Sq Ft
253 Highland St, Weston, MA 02493

This beautiful colonial estate, located in the coveted South Side of Weston, offers an amazing combination of privacy and convenience. Set on 3.36 acres of private land, its prime location provides easy access to major highways, including I-90 and I-95. The first level features an open floor plan highlighted by a large kitchen featuring cherry wood and granite tops and equipped with premium

Rose Hall Blue Ocean Realty, LLC

253 Highland St, Weston, MA 02493
/24
$875,000
- Land
- 1 Acre
- $875,000 per Acre
147 N Mill St, Holliston, MA 01746

A rare opportunity to build your dream home on a picturesque one-acre lot, already featuring a recently constructed 1,675 sq. ft. two-car garage with a spacious loft and a heated half bath. Enjoy serene views of a neighboring pond and a beautiful pastoral landscape, offering both privacy and charm. This scenic setting is perfectly balanced with convenience, located close to town and near the

Emerald Jalinous RE/MAX Liberty

147 N Mill St, Holliston, MA 01746
/4
$2,200,000
- Land
- 4.32 Acres
- $509,259 per Acre
524 Main St, Acton, MA 01720

Property is currently zoned Commercial / Light Industrial, offering a straightforward path for buyers seeking commercial or industrial use. The Town has indicated openness to potential residential use; however, any zoning changes, approvals, or permitting are the responsibility of the buyer and subject to municipal review and approval. Seller may consider cooperating with the process with

Paul Chang Gibson Sotheby's International Realty

524 Main St, Acton, MA 01720
/33
$525,000
- 3 Beds
- 1.5 Baths
- 2,260 Sq Ft
9 Olive St, Ashland, MA 01721

Attention all builders, contractors, investors or anyone looking for a diamond in the rough. Rare opportunity to own ONE ACRE corner lot in Ashland. So many possibilities for this large antique home with over 2000 sq ft needing major renovations or possible tear down. Originally built in 1850 with 3 Bedrooms and 1.5 baths. First floor includes Mudroom, spacious Kitchen area with Viking gas stove,

Martha Morese Realty ONE Group Suburban Lifestyle

9 Olive St, Ashland, MA 01721
/40
$1,399,900
- 4 Beds
- 4.5 Baths
- 5,970 Sq Ft
24 Townsend Rd, Shirley, MA 01464

Stunning, one-year-young new construction set on over 3 beautifully landscaped acres in Shirley. This exceptional 4-bedroom, 4.5-bath home offers the perfect blend of luxury, space, and modern convenience. The open-concept first floor is ideal for today’s lifestyle, featuring a show-stopping kitchen with Viking appliances, custom finishes, and seamless flow for entertaining. The spacious primary

Cheryl Zarella & Associates Coldwell Banker Realty - Boston

24 Townsend Rd, Shirley, MA 01464
/42
$9,990,000
- 5 Beds
- 10 Baths
- 11,352 Sq Ft
70 Possum Rd, Weston, MA 02493

This peerless modern 2-acre estate is located in a highly desired private neighborhood in Weston. Exterior features a beautiful, flat landscaped yard, patio w/grill, and a full sports court. The luxurious 5 bed, 7f/3h bath interior features lofty 12’ high ceilings with walls and ceilings of glass, opening the space to the exterior and drenching this home in sunlight. Smart home features include

Rose Hall Blue Ocean Realty, LLC

70 Possum Rd, Weston, MA 02493
/42
$2,150,000
- 5 Beds
- 4.5 Baths
- 6,508 Sq Ft
45 Webster Cir, Sudbury, MA 01776

Waterfront living in a premier Sudbury cul-de-sac with spectacular sunset views. This expansive Colonial offers private dock access and beautifully landscaped grounds. Sun-filled living and dining rooms feature dentil molding and sweeping lake views. The dramatic great room includes a cathedral ceiling, stone fireplace, and lake view windows leading to a 4-season sunroom. The gourmet kitchen

The Semple and Hettrich Team Coldwell Banker Realty - Sudbury

45 Webster Cir, Sudbury, MA 01776
/37
$4,388,000
- 5 Beds
- 7 Baths
- 8,844 Sq Ft
568 Wellesley St, Weston, MA 02493

Elegant Custom Estate on 1.8 Acres in Weston! This stunning 8,000+ sq ft Colonial sits on a beautifully landscaped, level 1.8-acre lot with a private drive and circular entry. Inside, a grand foyer with a sweeping staircase opens to formal living and dining rooms with soaring ceilings, crown moldings, and French doors. The gourmet kitchen with marble countertops, super high-end & branded

Rose Hall Blue Ocean Realty, LLC

568 Wellesley St, Weston, MA 02493
/2
$95,000
- Land
- 2.6 Acres
- $36,538 per Acre
0 Frost Rd, Ashby, MA 01431

2.6 more or less acres of land. Buyer/buyer's agent to do all due diligence regarding the use of the property and any buildings/structures to be built on the property.

Jo Ann Patenaude Carvalho & Son's Realty

0 Frost Rd, Ashby, MA 01431
/42
$2,250,000
- 5 Beds
- 2.5 Baths
- 3,847 Sq Ft
823 Boston Post Rd, Weston, MA 02493

Hayfields, a charming country estate, offers thoughtfully restored 1750's farmhouse, 5 stall barn with attached 2 car garage, heated 19x12 exercise/art studio, and additional 2 car garage with extra farm equipment storage bay all set on 2.21 acres. Updated for modern living, this 5 bedroom home offers formal living room, dining room with vaulted ceilings, bar, fieldstone fireplace looking out

Chaplin Partners Compass

823 Boston Post Rd, Weston, MA 02493
/40
$2,100,000
- 4 Beds
- 5.5 Baths
- 4,232 Sq Ft
1 Whisper Way, Hopkinton, MA 01748

STUNNING 4+ bedroom Colonial on over an acre of land in one of Hopkinton’s premier neighborhoods. A grand two-story foyer welcomes you into sun-filled, open spaces enhanced by designer finishes and hardwood flooring. The KITCHEN IS FLOODED IN NATURAL LIGHT featuring a center oversized island w/wood & stone counters & custom cabinetry, WOLF range, walk-in pantry, dining area & direct access to the

Sandra Naroian Keller Williams Realty North Central

1 Whisper Way, Hopkinton, MA 01748
/42
$4,950,000
- 5 Beds
- 8 Baths
- 9,825 Sq Ft
197 Grant St, Lexington, MA 02420

The lifestyle of your dreams awaits in this one-of-a-kind, New England shingle-style home, expertly crafted to meet the demands of modern living and set close to the town center with secluded outdoor spaces and a wildflower meadow. Whether hosting a grand soiree or an intimate family gathering, this home will elevate your entertaining endeavors. The stunning chef’s kitchen has slate counters,

Danielle Fleming MA Properties

197 Grant St, Lexington, MA 02420
/38
$4,795,000
- 6 Beds
- 7 Baths
- 7,000 Sq Ft
21 Westerly Rd, Weston, MA 02493

1.38 acres of flat land in coveted Weston Estates! Stunning shingle and stone 6 bedroom Colonial. Extraordinary outdoor space featuring a pavilion with kitchen plus stone fireplace perfect for outdoor living and entertaining. Large kitchen with oversized island and seating area opens to double storeyed family room along with beautiful floor to ceiling stone fireplace, wet bar and incredible

Melissa Dailey Coldwell Banker Realty - Wellesley

21 Westerly Rd, Weston, MA 02493
/42
$4,950,000
- 8 Beds
- 6.5 Baths
- 9,304 Sq Ft
389 River Rd, Carlisle, MA 01741

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

Senkler, Pasley & Dowcett Coldwell Banker Realty - Concord

389 River Rd, Carlisle, MA 01741
/39
$7,795,000
- 6 Beds
- 7.5 Baths
- 8,421 Sq Ft
286 Country Dr, Weston, MA 02493

This custom-built modern estate sits prominently on a 1.42-acre corner lot and pairs striking architectural design with uncompromising craftsmanship across ~8,421 SF and 3 curated levels. A dramatic entry welcomes you into a soaring foyer anchored by a sculptural staircase and statement lighting, setting the tone for the home’s sophisticated aesthetic. Expansive floor-to-ceiling glass floods each

George Sarkis Douglas Elliman Real Estate - The Sarkis Team

286 Country Dr, Weston, MA 02493
/42
$3,750,000 Open Sat 1PM - 2:30PM
- 6 Beds
- 6.5 Baths
- 6,502 Sq Ft
18 Victory Garden Way, Lexington, MA 02420

Set back on a private, flat 1.05-acre lot in Lexington’s prestigious Manor neighborhood, this gorgeous 6-bed, 6.5-bath home combines refined luxury with everyday convenience. Its unbeatable location is close to Lexington's prestigious schools, conservation areas, the Minuteman Bikeway, Lexington's town center. A large 3 car garage and easy access to 95, 3, and 2 provide quick trips to Burlington

Rose Hall Blue Ocean Realty, LLC

18 Victory Garden Way, Lexington, MA 02420
/42
$1,080,000
- 4 Beds
- 3.5 Baths
- 3,251 Sq Ft
62 Hawkins Ln, Marlborough, MA 01752

Beautiful single-family home offering 4 bedrooms and 4.5 bathrooms, set on over one acre of land in a desirable Marlborough neighborhood. This home features an in-ground heated pool, private in-home movie theater, heated hardwood floors on the second level and primary suite, solar panels, and a whole-house emergency water shutoff system for added peace of mind. The finished lower level offers two

Scott Bascom eXp Realty

62 Hawkins Ln, Marlborough, MA 01752
/38
$750,000
- 4 Beds
- 2 Baths
- 2,532 Sq Ft
198 N End Rd, Townsend, MA 01469

Welcome to Grand View Farm!! This is a dream location for equestrians and nature lovers alike! Set on 12 sprawling acres, the views here are unparalleled! This property has so much potential. The main level of the house is in need of updates but is spacious with an open floor plan, complete with a large DR, LR, full bath, kitchen and a single BR/Den. The second floor is outfitted with a full

Steve Champa Champa Realty, Inc.

198 N End Rd, Townsend, MA 01469
/2
$2,700,000
- Land
- 4.32 Acres
- $625,000 per Acre
Lots 1-12 Christian Hill Dev, Lowell, MA 01850

Great opportunity for builders looking to build new. Lots are in a well-established neighborhood. Subdivision approval received December 2025. Close to schools, parks, downtown, and major commuter routes. The lot offers nearby access to utilities.

Shannon DiPietro DiPietro Group Real Estate

Lots 1-12 Christian Hill Dev, Lowell, MA 01850
/5
$450,000
- Land
- 2.91 Acres
- $154,639 per Acre
10 Lanseigne St, Dracut, MA 01826

An exceptional opportunity for builders and developers: this 2.9-acre parcel is located within an established residential neighborhood where large tracts are increasingly hard to find. The size and setting make this property ideal for a custom home project, estate-style build, or potential future development (subject to zoning and approvals).Surrounded by existing homes, the land offers built-in

Jennifer Plouffe Coldwell Banker Realty - Haverhill

10 Lanseigne St, Dracut, MA 01826
/42
$999,999
- 4 Beds
- 2 Baths
- 2,400 Sq Ft
119 Van Norden Rd, Reading, MA 01867

2.5 ACRES ON A PRIME STREET IN READING! Back on Market due to cold feet from first time buyers. Come see this lovely updated split-level ranch with IN-LAW POTENTIAL in one of Reading’s most desired neighborhoods. This beautiful scenic lot combines open grassy space and wooded privacy for a peaceful and serene setting. The timeless split-level layout has been expanded with subtly separated living

Jennifer Hardin True North Realty

119 Van Norden Rd, Reading, MA 01867
/26
$775,000
- 2 Beds
- 2 Baths
- 1,285 Sq Ft
250 Hammond Pond Pkwy Unit 102N, Chestnut Hill, MA 02467

From the moment you drive up to the imposing porte-cochere, the Towers offers the ultimate in privacy, service and luxury. Fully amenitized living, including indoor swimming pool, gym, tennis courts and brand new pickleball court. Enjoy effortless, luxurious, city living at the Towers. This bright first floor welcoming home with gracious entrance foyer/hall and updated kitchen- needs no work

Richard C. Dore Hammond Residential Real Estate

250 Hammond Pond Pkwy Unit 102N, Chestnut Hill, MA 02467
/40
$3,568,000
- 4 Beds
- 4 Baths
- 5,302 Sq Ft
1409 Monument St, Concord, MA 01742

Architectural artistry abounds in this expansive stone-front Contemporary with the best views in Concord over acres of protected land. Many improvements including new windows, doors, roof, furnace, AC, kitchen, baths and more! Stunning windows rise with the rooflines, wrap living spaces in natural light and frame sweeping views in every direction. Dining and living rooms showcase signature

Senkler, Pasley & Dowcett Coldwell Banker Realty - Concord

1409 Monument St, Concord, MA 01742

Showing Results 121 - 160, Page 4 of 7

Massachusetts Middlesex County

How to Buy a Home How to Finance a Home How to Sell a Home

Middlesex County Types of Homes for Sale

Middlesex County Real Estate Listings

More About Living in Middlesex County

Homes for Sale in Nearby Zip Codes

Homes for Sale in Nearby Neighborhoods

Homes for Sale in Nearby Cities

Homes for Sale in Nearby Counties

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage