Sherborn, MA Homes for Sale with Acreage

/42
$1,695,000
- 3 Beds
- 2.5 Baths
- 3,100 Sq Ft
18 Maple St, Sherborn, MA 01770

Be prepared to enter into a magical and enchanting home that has been lovingingly restored and updated both inside and out! The "Thomas Fleming house circa 1850" is located in the heart of Sherborn has all the amenities of modern day living! Both front and back staircases provide privacy and space between primary and guest quarters. Primary suite overlooking backyard offers walk-in closet, a

Nora Lynch Smith

Advisors Living - Sherborn

(508) 682-5467

18 Maple St, Sherborn, MA 01770
Explore Sherborn
/42
$1,149,000
- 4 Beds
- 2.5 Baths
- 2,622 Sq Ft
2 Surrey Ln, Sherborn, MA 01770

Welcome Home! This lovely Colonial in popular "Ivy Lane" neighborhood is ready to move in! This home has central air, 2025 new roof, 2025 newly sanded hardwood floors. ** New septic installed Sept 2025 with hydro seeding ** The floor plan offers larger foyer, a traditional living room with fireplace and dining room. There is a nice office tucked away just off the living room with views of the

Nora Lynch Smith

Advisors Living - Sherborn

(508) 684-2798

2 Surrey Ln, Sherborn, MA 01770
/42
$1,495,000
- 5 Beds
- 4 Baths
- 3,400 Sq Ft
59 Russett Hill Rd, Sherborn, MA 01770

This stunning 5-bedroom Colonial, set on over 2 acres in the sought-after Russett Hill neighborhood, is truly move-in ready! Hydroseeding 9/26/25! Gleaming hardwood floors flow throughout the home, including brand-new hardwood floors installed in the foyer. The sun-filled kitchen features stainless steel appliances, granite countertops, a dining area, and opens seamlessly to the family room with

Nora Lynch Smith

Advisors Living - Sherborn

(508) 501-5999

59 Russett Hill Rd, Sherborn, MA 01770
/11
$785,000
- Land
- 2.2 Acres
- $356,818 per Acre
20 Greenwood St, Sherborn, MA 01770

Fabulous opportunity to build your dream home in an exclusive estate neighborhood, surrounded by high-end homes! This is a property that is ready to break ground immediately!! There is an approved lot with approved plans for well and septic design, for up to 5 bedrooms. Situated on a delightful country road on 2.20 glorious acres, this is a perfect setting that will allow you to bring your dreams

Maryann Clancy

Berkshire Hathaway HomeServices Commonwealth Real Estate

(508) 980-2752

20 Greenwood St, Sherborn, MA 01770
/34
$1,150,000
- 4 Beds
- 2.5 Baths
- 2,739 Sq Ft
2 Towne Lyne Rd, Sherborn, MA 01770

Spacious and bright Cape style home on one of the prettiest cul-de-sac streets in town. Sunny eat-in kitchen with plenty of storage, stainless appliances, step down to fireplaced family room, hardwood floors, 2-story living room with open staircase, first floor bedroom/office and huge deck with slider access from both kitchen and family room. This home has been nicely maintained with numerous

Maryann Clancy

Berkshire Hathaway HomeServices Commonwealth Real Estate

(508) 691-7865

2 Towne Lyne Rd, Sherborn, MA 01770
/14
$1,395,000
- Land
- 7.33 Acres
- $190,314 per Acre
65 Farm Road Lot 6, Sherborn, MA 01770

A rare offering! Spectacular country estate lot set well back from the road on 7.33 acres. Situated in a prestigious location abutting hundreds of acres of conservation. Choose to build one magnificent home with up to an 8 bedroom septic design which will provide plenty of space and capacity for an additional ADU as part of a family compound, or create a beautiful retreat with every amenity

Maryann Clancy

Berkshire Hathaway HomeServices Commonwealth Real Estate

(508) 882-6299

65 Farm Road Lot 6, Sherborn, MA 01770
/42
$2,500,000
- 5 Beds
- 5 Baths
- 5,740 Sq Ft
14 Fiske Pond Rd, Holliston, MA 01746

Construction just completed. This is your chance to be part of a unique and idyllic private enclave on the Holliston/Sherborn town line. Enjoy 25 acres of common areas - meadows, trails and a pond. Designed for todays modern life style, no detail was overlooked and no expense was spared to make this gorgeous 5 BR; 5 bath contemporary colonial masterpiece. This "Smart Home" has two master suites -

Bela Kasas

Choice Realty RES

(508) 980-2978

14 Fiske Pond Rd, Holliston, MA 01746
/42
$1,995,000 New Construction
- 5 Beds
- 4 Baths
- 4,638 Sq Ft
160 Nason Hill Rd, Sherborn, MA 01770

Welcome home to luxury new construction set far back from the road on a 3+ acre secluded & tranquil lot in desirable Sherborn! This elegant home offers 10 rooms w/5 bedrooms, 4 full baths & 3-car garage, plus a versatile floor plan for everyday life & multi-generational uses. Impeccable craftsmanship & attention to detail are found throughout this thoughtful modern design. First floor w/stylish

Jeffrey Germagian

ERA Key Realty Services-Bay State Group

(508) 715-3122

160 Nason Hill Rd, Sherborn, MA 01770
/38
$1,599,000
- 4 Beds
- 3.5 Baths
- 3,331 Sq Ft
13 Wood Rd, Sherborn, MA 01770

ATTENTION BUYERS looking for an amazing opportunity: beautifully updated Colonial in one of Sherborn’s most desirable cul-de-sacs. Newly renovated in 2025 w/a gorgeous spa-like primary bath, brand new HVAC duct work, refinished hardwood floors & paint barely dried throughout! Other property features include a spectacular eat-in chef’s kitchen w/center island, high ceilings, breakfast nook &

Laura Mastrobuono Compass

13 Wood Rd, Sherborn, MA 01770
/34
$1,549,000
- 5 Beds
- 5 Baths
- 5,700 Sq Ft
15 Wildwood Dr, Sherborn, MA 01770

NEW PRICE: Located in favorite SHERBORN neighborhood on quiet cul-de-sac just ~20 miles west of Boston in an idyllic town known for offering exceptional public schools & easy access to commuter rail is this GORGEOUS & UNIQUE CONTEMPORARY home on 2 magical acres! Offering STUNNING VIEWS of mature gardens & trees, this home is a nature lover’s dream: w/soaring ceilings & walls of windows & sliders,

Laura Mastrobuono Compass

15 Wildwood Dr, Sherborn, MA 01770
/42
$1,795,000
- 4 Beds
- 3 Baths
- 4,047 Sq Ft
37 Nason Hill Rd, Sherborn, MA 01770

Nestled along a quiet country road, this stunning property offers the perfect blend of rustic charm and refined living. This beautifully crafted home exudes warmth and character. Lots of windows and french doors bring the outside in. The chefs kitchen boasts a fireplace, butler’s pantry, large island, and gas cooking. The mud room is huge with plenty of closet space and shelves. The first floor

Kathleen Connelly William Raveis R.E. & Home Services

37 Nason Hill Rd, Sherborn, MA 01770
/35
$1,100,000
- 3 Beds
- 3 Baths
- 3,484 Sq Ft
20 Nason Hill Rd, Sherborn, MA 01770

First time for sale in many years, this 3 bedroom, 3 bath home with 5 acres is located on one of the most beautiful roads in Sherborn. The house faces Nason Hill Road and the lot also has frontage on Mill Street. The property features include a detached garage, work shed, gardens, mature flowering trees and a koi pond from years gone by. With its mid-Century Modern esthetic and light-filled

Laura Paige Gibson Sotheby's International Realty

20 Nason Hill Rd, Sherborn, MA 01770
/25
$1,178,000
- 5 Beds
- 2.5 Baths
- 3,000 Sq Ft
1 Fawn Rd, Sherborn, MA 01770

This expanded 5-bedroom Cape style home sits on a level, park-like acre in one of Sherborn’s most desirable cul-de-sac neighborhoods. Thoughtfully maintained, the home features gleaming hardwood floors, a sparkling modern kitchen, and sun-filled living spaces perfect for everyday living and entertaining. The flexible floor plan offers generous bedrooms and multiple gathering areas, with plenty of

Anne Jessup Coldwell Banker Realty - Westwood

1 Fawn Rd, Sherborn, MA 01770
/29
$1,199,000
- 3 Beds
- 2.5 Baths
- 2,859 Sq Ft
6 Brook St, Sherborn, MA 01770

Set on 1.4 acres, this distinctive single-level ranch blends modern updates with a prime Sherborn location. The vaulted kitchen features granite counters, pantry, double ovens, built-in window seat, and china cabinets, opening to the living and dining rooms with fireplace, custom built-ins, and French doors to a spacious deck and patio. The grand primary suite offers vaulted ceilings, double

Christine Norcross William Raveis R.E. & Home Services

6 Brook St, Sherborn, MA 01770
/38
$1,150,000
- 4 Beds
- 3 Baths
- 3,054 Sq Ft
16 Page Farm Rd, Sherborn, MA 01770

Welcome to this beautifully maintained 4-bed, 3-bath Colonial on a serene 2.12-acre lot in one of Sherborn’s most desirable neighborhoods. Offering over 3,050 sq ft, this home blends timeless charm with modern updates. Sun-filled rooms, gleaming hardwood floors, and a flexible layout make it ideal for daily living and entertaining. The updated kitchen boasts a center island, double ovens,

Nana Lo S.Y.K. Corporation

16 Page Farm Rd, Sherborn, MA 01770
/5
$850,000
- Land
- 3.23 Acres
- $263,158 per Acre
7 Nason Hill Ln, Sherborn, MA 01770

Beautiful location with 3.23 acres of land situated on a Private Way. Septic permit for a 5 bedroom house is in hand, well is drilled and tested, and the driveway and building pads are rough graded. Additionally the lot is improved with a 30' x 50' barn/garage which has a 400 amp service already installed. The lot has direct access to amazing trails and is located on a private lane in a highly

David Carter Barberry Senior Living

7 Nason Hill Ln, Sherborn, MA 01770
/38
$879,000
- 3 Beds
- 1.5 Baths
- 1,432 Sq Ft
105 N Main St, Sherborn, MA 01770

Welcome home to this classic center-entrance Colonial set on over an acre abutting Town Forest with access to scenic walking trails. Thoughtfully renovated top to bottom with a new roof, custom kitchen with granite counters, peninsula, and new cabinetry. The open kitchen/dining area flows to a spacious screened porch perfect for al fresco dining. Gleaming refinished hardwood floors throughout.

Joleen Rose ERA Key Realty Services-Bay State Group

105 N Main St, Sherborn, MA 01770
/14
$6,000,000
- Land
- 103.92 Acres
- $57,737 per Acre
00000 S Main St and Bullard St, Sherborn, MA 01770

Welcome to "DOUGALL DOWNS!" - An exceptional tract of beautiful land comprising 103.9 acres of rolling fields, open meadows and forest. It is an outstanding "legacy" property that has been cherished by the same family for many years. The time has come for a new steward to own this land and to explore the potential options with this "once in a lifetime" opportunity to create something very

Martha Bohlin Compass

00000 S Main St and Bullard St, Sherborn, MA 01770
/42
$1,998,000
- 5 Beds
- 6 Baths
- 7,592 Sq Ft
4 Green Ln, Sherborn, MA 01770

Incredible NEW PRICE for this property & great VALUE w/ coveted DOVER-SHERBORN schools, only 20 mi west of Boston. Beautiful home w/POOL in Sherborn to enjoy in private setting w/ terraced stone walls & sweeping lawn w/ pastoral views. Sunlight streams in windows to cathedral ceilings w/ 3 fireplaces, a grand 2 story foyer & curved stairway, DR, LR HOME OFFICE/STUDY. 5 BR & 6 baths - 3rd fl.

Barbara Bowen Berkshire Hathaway HomeServices Commonwealth Real Estate

4 Green Ln, Sherborn, MA 01770
/34
$1,255,000
- 4 Beds
- 2.5 Baths
- 3,027 Sq Ft
27 Spywood Rd, Sherborn, MA 01770

$40K PRICE IMPROVEMENT! Discover the elegance and tranquility of this lovely 4-br colonial, set on 3+ acres, abutting 19+ acres of conservation land in a terrific neighborhood offering a 1.6mile loop-ideal for walking/running. 1st floor features a large front-to-back living room with a cozy fireplace. Entertain in style in the formal dining room, and enjoy the spacious, light-filled kitchen

Susan McPherson Berkshire Hathaway HomeServices Commonwealth Real Estate

27 Spywood Rd, Sherborn, MA 01770
/15
$1,500,000
- Land
- 18.67 Acres
- $80,343 per Acre
14 Sewall Brook Ln, Sherborn, MA 01770

14 Sewall Brook Lane encompasses OVER 18 ACRES, providing a private and picturesque setting for building an exceptional country estate with countless amenities such as a pool, tennis court, ADU, barn, etc. Bordering conservation land with access to miles of trails, it’s an IDEAL LOCATION FOR AN EQUESTRIAN PROPERTY, providing plenty of room for a barn and paddocks. An exceptional property with

Susan McPherson Berkshire Hathaway HomeServices Commonwealth Real Estate

14 Sewall Brook Ln, Sherborn, MA 01770
/4
$4,000,000
- Land
- 90 Acres
- $44,444 per Acre
90 Maple St, Sherborn, MA 01770

Button Ball Farm offers the potential for a wonderful estate lot with privacy and views and also has development potential. It consists of 90± acres of land with 629± feet of frontage on Maple Street. The site includes an Antique Colonial originally built in 1772. It would need restoration or could be removed. There is an extensive trail network that runs to adjacent conservation land owned by

John Boyle LandVest, Inc.

90 Maple St, Sherborn, MA 01770

Massachusetts Middlesex County Sherborn

Home Trends in Sherborn, MA

On average, homes in Sherborn, MA sell after 34 days on the market compared to the national average of 52 days. The median sale price for homes in Sherborn, MA over the last 12 months is $1,233,602, down 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$1,233,602

Median Single Family Sale Price

$1,325,000

Median Townhouse Sale Price

$934,750

Median 2 Bedroom Sale Price

$697,500

Average Price Per Sq Ft

$416

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

3.50

Median List Price

$1,237,000

Median Change From 1st List Price

-1%

Median Home Sale Price YoY Change

-4%

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

In Sherborn, there are currently 22 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Sherborn, MA offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Sherborn and discover the potential and freedom that comes with owning your own piece of property.

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