Browse All Southborough MA Historical Properties for Sale

Set on 3.8 acres in Southborough, this historic home pairs timeless character with thoughtful updates. A previous owner expanded the original footprint, creating additional living space while preserving the home’s distinctive charm. Hardwood floors in the primary bedroom, living room, and dining room add warmth and character. The kitchen features appliances less than two years old, and the kitchen and laundry room windows were replaced in 2022. The upstairs bathroom was fully renovated in 2024. Brand New Septic System being installed fall of 2026. Updated in 2021, the enclosed second-floor porch offers flexible bonus space for a home office, hobbies, or relaxation.Recent improvements include a new roof in 2019, siding in 2020, and gutters installed approximately three to four years ago. With two off-street parking spaces and 3.8 acres to enjoy, this property offers a distinctive blend of historic appeal, updated amenities, and a spacious setting.

8 Pearl Street, Southborough

Listing courtesy of Listing Agent: Ashley Brunner from Listing Office: Walsh and Associates Real Estate.

$585,900

2 Beds ⋅ 1 Baths ⋅ 73589699 MLS

Minutes from Rt. 9, I-90, and Rt. 495, this charming 2-bedroom, 1-bath Colonial offers a rare blend of convenience, tranquility, and picturesque water views. Set on a peaceful lot overlooking a beautiful Sudbury reservoir, the property provides a serene backdrop that feels worlds away from the hustle of daily life while still offering exceptional commuter access. Inside, the home has been thoughtfully refreshed to create a warm and inviting atmosphere. The entire interior has been recently painted, giving each room a crisp, clean feel. Gleaming wood floors—professionally re-sanded and stained—flow throughout the home, adding character and timeless appeal. The formal dining room features classic built-in cabinetry, perfect for displaying glassware, serving pieces, or cherished décor. In the kitchen, granite countertops offer both durability and style, complemented by ample cabinet space and a layout ideal for everyday cooking or weekend entertaining. The living spaces are filled with natural light and offer comfortable areas for gathering, relaxing, or working from home. Upstairs, two well-proportioned bedrooms provide peaceful retreats with views of the surrounding landscape. Step outside and enjoy the true highlight of this property—its outdoor setting. The yard features fruit trees, mature shrubs, and natural plantings that enhance the sense of privacy and charm. A storage shed provides space for tools, gardening supplies, or seasonal items. The deck overlooking the water is the perfect place to start your morning with coffee, unwind at sunset, or host friends for weekend gatherings. Whether you enjoy birdwatching, quiet reflection, or simply taking in the scenery, the views here are exceptional. Additional features include a Passing Title V, Central AC throughout the home.

8 Winter St, Southborough

Listing courtesy of Listing Agent: Matthew Straight from Listing Office: Coldwell Banker Realty - Leominster.

$2,500,000

5 Baths ⋅ 73589554 MLS

Property consists of two buildings. 63-65 features one two story brick face building built in 1950 with commercial space and half bath on the first floor and two 2 bedroom apartments on the second floor. 61 is a wood frame building built in 1910 with a 2 bedroom 1 bath apartment on the first floor and a 2 bedroom 1 bath apartment on the second floor. First floor is currently vacant. This property is on the West Bound Side at the corner of Prospect St. and Turnpike Road, equidistant to Boston and Worcester. Estimated 30,000 to 40,000 cars pass by each day on busy Turnpike Road. Sellers will consider financing options.

61-65 Turnpike, Southborough

Listing courtesy of Listing Agent: Gregory Cumings from Listing Office: Prevu Real Estate LLC.

$675,000

3 Beds ⋅ 2 Baths ⋅ 73587404 MLS

Charming 1850 Greek Revival offering the perfect blend of historic character and thoughtful updates! Beautiful quarter-sawn oak floors and hardwood flooring add warmth and character throughout the home. The gorgeous renovated cathedral-ceiling kitchen features quartz countertops, abundant cabinetry, stainless steel appliances, plenty of space for gathering and entertaining. The gracious dining room features built-in cabinetry and a cozy pellet stove, while the front living room offers French doors and wonderful natural light. A convenient first-floor bedroom and full bath provide added flexibility. Upstairs, you’ll find two additional bedrooms and a second full bath. Recent improvements include a new roof (2021), replacement windows (2017), concrete basement floor (2017), and Riello oil burner and water heater (2014). Outside, a large deck with a Sunset Pergola overlooks the spacious yard—perfect for entertaining, gardening, and outdoor enjoyment. A large fenced garden area was added in 2021. The property also features a carriage house with attached garage, offering exceptional storage, workshop, or office possibilities, all surrounded by woodlands and streams. Located in the Historic District with easy access to the Mass Pike, Routes 495, 9 and 85, and within walking distance to the T station. A truly special property combining timeless New England charm, modern updates, and a beautiful setting!

151 Southville Rd, Southborough

Listing courtesy of Listing Agent: Karen Scopetski from Listing Office: Coldwell Banker Realty - Worcester.

$569,000

3 Beds ⋅ 2 Baths ⋅ 73586138 MLS

Your Southborough opportunity awaits! Set on a quiet dead-end street, this 3-bedroom, 1.5-bath Cape offers an attainable entry into suburban living with convenient access to Route 9, the Mass Pike and Southborough commuter rail. Enjoy town parks, playgrounds and highly rated public schools. Newly installed laminate flooring gives the kitchen and first-floor bath a fresh look, complemented by hardwood floors throughout the remaining living areas. A spacious, partially finished basement with a wood stove offers potential to complete a comfortable family room, hobby space or recreation area. Updates include siding and windows (2020), hot water tank and furnace (2018), wood stove and chimney (2013), and roof (2010). An attached garage adds everyday practicality. Enjoy the convenience, charm and opportunity of making 6 Maple Street your own!

6 Maple Street, Southborough

Listing courtesy of Listing Agent: Renee Legendre from Listing Office: Lamacchia Realty, Inc..

$799,000

5 Beds ⋅ 4 Baths ⋅ 73584937 MLS

A rare opportunity to become the next steward of an exceptional home or investment property in one of Southborough's most convenient locations. Set on an oversized 1.4-acre lot along a quiet neighborhood street, this versatile 5 bedroom, 3.5-bath property (2,586 sq. ft. total) offers two attached living spaces — a 4-bedroom + office, 2.5-bath main residence (approx. 2,078 sq. ft.) and a 1-bedroom, 1-bath apartment (approx. 508 sq. ft.). The configuration is nicely suited for multi-generational living, an au pair suite, income property potential, or whatever flexible arrangement fits your plans. The main residence offers a traditional floor plan with an eat-in kitchen with stainless steel appliances, dedicated first floor laundry room/pantry, a large formal dining room, separate family and living rooms, a primary suite with attached ensuite bath, three additional generously sized bedrooms with hardwood floors sharing a full hall bath with double vanity, and a bonus room perfect as home office, gym, or flex space of your choosing. The in-law unit includes an eat-in kitchenette, living room, bedroom, and full bath with tub. Outside, a composite deck overlooks the in-ground pool (in good working order), and the expansive lot leaves plenty of room to garden, play, entertain, or simply spread out. With this much space, land, and flexibility in a convenient Southborough location, there is significant upside for the right buyer ready to bring their vision to life. Ideally located with proximity and access to top-ranked schools and easy access to the Commuter Rail, Rt. 9, 495, and the Mass Pike.

11 Summit Road, Southborough

Listing courtesy of Listing Agent: Annie Pfaff from Listing Office: Gibson Sotheby's International Realty.

$799,000

5 Beds ⋅ 4 Baths ⋅ 73584898 MLS

A rare opportunity to become the next steward of an exceptional home or investment property in one of Southborough's most convenient locations. Set on an oversized 1.4-acre lot along a quiet neighborhood street, this versatile 5 bedroom, 3.5-bath property (2,586 sq. ft. total) offers two attached living spaces — a 4-bedroom + office, 2.5-bath main residence (approx. 2,078 sq. ft.) and a 1-bedroom, 1-bath in-law suite/ADU (approx. 508 sq. ft.). The configuration is nicely suited for multi-generational living, an au pair suite, income property potential, or whatever flexible arrangement fits your plans. The main residence offers a traditional floor plan with an eat-in kitchen with stainless steel appliances, dedicated first floor laundry room/pantry, a large formal dining room, separate family and living rooms, a primary suite with attached ensuite bath, three additional generously sized bedrooms with hardwood floors sharing a full hall bath with double vanity, and a bonus room perfect as home office, gym, or flex space of your choosing. The in-law unit includes an eat-in kitchenette, living room, bedroom, and full bath with tub. Outside, a composite deck overlooks the in-ground pool (in good working order), and the expansive lot leaves plenty of room to garden, play, entertain, or simply spread out. With this much space, land, and flexibility in a convenient Southborough location, there is significant upside for the right buyer ready to bring their vision to life. Ideally located with proximity and access to top-ranked schools and easy access to the Commuter Rail, Rt. 9, 495, and the Mass Pike.

11 Summit Road, Southborough

Listing courtesy of Listing Agent: Annie Pfaff from Listing Office: Gibson Sotheby's International Realty.

$899,900

5 Beds ⋅ 2 Baths ⋅ 73584700 MLS

Exceptional two-family investment or owner-occupant opportunity in desirable Southborough! Completely rebuilt from the studs in 2017, this turnkey property offers modern updates, thoughtful design and excellent flexibility. Both units feature 2 bedrooms, in-unit laundry, updated kitchens and bathrooms, separate entrances and utilities, private outdoor space and dedicated parking. Unit 1 offers a bright, inviting sunroom, while Unit 2 spans two spacious levels plus a finished third-floor bonus space—ideal for a home office, family room, guest space or potential third bedroom. A 2-car garage provides additional parking and storage.Conveniently located just minutes from the Southborough commuter rail station, with easy access to Route 9 and I-495, this property is ideally positioned for commuters and MetroWest living. Enjoy nearby Hopkinton State Park and Southborough's highly regarded school system. Whether you're looking to owner-occupy and offset expenses with rental income, accommodate extended family, or add a turnkey property to your portfolio, this versatile two-family home offers a wonderful opportunity in a sought-after community.

271 Cordaville Road, Southborough

Listing courtesy of Listing Agent: Mary G. Wood from Listing Office: Lamacchia Realty, Inc..

$586,500

3 Beds ⋅ 2 Baths ⋅ 73582162 MLS

Move right into this beautifully updated 3 bedroom/1.5 bath home offering the perfect blend of comfort, style, and convenience. Enjoy stainless steel appliances, new solid-surface COUNTERTOPS, and a charming FIREPLACE that creates a warm and inviting living space. A new ROTH OIL TANK provides added efficiency and peace of mind, while a new MINI-SPLIT SYSTEM on the main level delivers supplemental heat in the winter and refreshing air conditioning in the summer. Need extra space? The bright SUNROOM is ideal for a home office, reading nook, or additional living area, while the FINISHED WALKOUT BASEMENT offers flexible space for a family room, guest suite, gym, workspace, and third bedroom with bath and NEW washer/dryer tower. Conveniently located just minutes from the COMMUTER RAIL, ROUTE 9, shopping, dining, and everyday amenities, this move-in-ready home offers easy commuting with the flexibility today's buyers are looking for. Don't miss this wonderful opportunity!

47 Southville Rd, Southborough

Listing courtesy of Listing Agent: Lisa Benway from Listing Office: eXp Realty LLC.

$775,000

3 Beds ⋅ 3 Baths ⋅ 73580361 MLS

Exceptional opportunity to own this unique and expansive property in beautiful sought-after Southborough. Incredible one-level living with oh so many options - terrific flexible floorplan with impressive open flow making the home feel much larger than its actual size! Gorgeous kitchen with gleaming granite counters and large island and cherry cabinets Spacious room off the back of the house could be a large primary bedroom or another large gathering space for entertaining*Delightful and spacious screened porch is perfect for additional entertainment space and enjoys a view of the amazing rear yard allowing three season enjoyment! Freshly painted 4 room "in-law" set up with private entrance AND a detached 1200+ outbuilding with heat could be used for so many possibilities - hobbies, future ADU, office space, storage, retreat or it could be converted back two-car garage with rooms behind it for a multitude of use! Total WOW factor property.

216 Boston Rd, Southborough

Listing courtesy of Listing Agent: Kristine Wingate Shifrin from Listing Office: Andrew J. Abu Inc., REALTORS®.

$549,897

2 Beds ⋅ 1 Baths ⋅ 73566590 MLS ⋅ ['166 Southville'] BLDG.

Motivated sellers!!! This turnkey home feels like a single family and was thoughtfully renovated in 2015. This well maintained home blends modern updates, character, flexible living space, and a private outdoor retreat—with no HOA fee. The chef's kitchen shines with custom beaded-edge, soft-close cabinetry, granite countertops, and a beautiful dark walnut butcher-block island—perfect for everyday meals or entertaining. Enjoy your fully fenced backyard with a 16' x 10' deck, shady patio, gardens, and shed. Direct outdoor access leads to a versatile space ideal for a home office, gym, or hobby room. Inside, exposed beams add character, while the charming mudroom features built-in cubbies. The finished walkout basement offers valuable additional living space, storage, and flexibility for a media room, office, workout area, or guest space. Other highlights include: whole-home surround sound wiring with exterior deck speakers, 3 parking spaces, pet-friendly (1 cat and/or 1 dog), no HOA fee & master insurance is $324 quarterly. Easy to show by appointment with some notice. Don't miss this opportunity to own a home with style, privacy, and flexible space!

166 Southville Rd Unit A, Southborough

Listing courtesy of Listing Agent: Alison Corton from Listing Office: ERA Key Realty Services- Fram.

$640,000

3 Beds ⋅ 2 Baths ⋅ 73554468 MLS

This special 9-room, single-family home is located on a peaceful, quite street, yet conveniently close to the Southboro MBTA rail station. Set on a private lot with a Trex deck overlooking the large backyard. The primary residence includes two ample bedrooms, a spacious office and a large eat-in kitchen that opens to a huge living room with hardwood floors. The living room features a stone fireplace upgraded with a highly efficient heating insert, paired with fully rebuilt chimneys - combining classic charm with reliable performance. Also, the updated electrical panel and the dedicated generator transfer panel, offer peach of mind during New England weather. The in-law suite provides a separate entrance and boasts a modern kitchen, full bath and a bright bedroom with a soaring cathedral ceiling. Act now before this gem is gone!

28 Highland St, Southborough

Listing courtesy of Listing Agent: Richard Anzalone from Listing Office: Remax A-Team.

$640,000

3 Beds ⋅ 2 Baths ⋅ 73554464 MLS

This charming 2-family offers about 2,000 square feet of thoughtfully designed one-level living is located on a peaceful, quiet street, yet conveniently close to the Southborough train station. Set on a private lot with a Trex deck overlooking the large backyard. The larger unit includes two ample bedrooms, a spacious office and a large eat-in kitchen that opens to a huge living room with hardwood floors. The living room features a stone fireplace upgraded with a highly efficient heating insert, paired with fully rebuilt chimneys - combining classic charm with reliable performance. Also, the updated electrical panel and the dedicated generator transfer panel, offer peace of mind during New England weather. The second unit offers a separate entrance and boasts a modern kitchen and bath, and a bright bedroom with a soaring cathedral ceiling. With strong income potential and layout flexibility, it is a great choice for rental or an in-law arrangement.

28 Highland St, Southborough

Listing courtesy of Listing Agent: Richard Anzalone from Listing Office: Remax A-Team.

$960,000

73535999 MLS

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148 Marlboro Rd, Southborough

Listing courtesy of Listing Agent: Alex Smith from Listing Office: The Stubblebine Company.

$699,000

4 Beds ⋅ 3 Baths ⋅ 73515258 MLS

** Move-in ready ** Beautifully sited split-level home on a private wooded lot with scenic views, ideal for years of memories to come. Vaulted ceilings and hardwood floors define the main level, where the kitchen features two skylights, new tile flooring, updated appliances, and a circular island. The living and dining areas open to a screened porch, perfect for gathering, while a brick fireplace adds warmth. The primary suite includes a walk-in closet and renovated en-suite bath, with two additional bedrooms on the main level. The lower level offers a fourth bedroom, home office, or gym, along with a spacious family room, half bath, and dedicated laundry and storage areas, with access to the attached two-car garage. Recent updates include a 4-bedroom septic system (2022), hot water heater (2022), and furnaces (2019 & 2017). In desirable Southborough, offering top-rated public and private schools.

86 Framingham Road, Southborough

Listing courtesy of Listing Agent: Ren Song from Listing Office: John E. Murphy.

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Southborough Historical Real Estate

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Browse All Southborough MA Historical Properties for Sale

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