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8 Pearl Street, Southborough
$665,000
3 Beds ⋅ 2 Baths ⋅ 73594316 MLS
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.
151 Southville Rd, Southborough
$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.
64 Pine Hill Road, Southborough
$1,050,000
3 Beds ⋅ 3 Baths ⋅ 73584214 MLS
Picture perfect and impeccably maintained, this wonderful 3 bedroom with private office, 3 bath Gambrel Colonial offers the classic New England charm combined with all the modern updates. Situated on 1.1 acres of professionally landscaped grounds, this exceptional home is surrounded by flowering trees and shrubs, vegetable gardens and beautiful rock walls. The stunning 2022 primary suite addition features a vaulted ceiling, luxurious new bath with tile shower and fabulous walk-in closet with custom designed closet organizers. Recent updates also include a new full bath on the main level with oversized pedestal sink, heated towel rack and tile shower. Separate laundry area with cabinets above washer/dryer and closet with custom closet organizers was built in 2022. The chef's kitchen is designed for both everyday living and entertaining offering white wood cabinets with an abundance of drawers, quartz countertops, st/steel appliances, wine refrigerator and an oversized island with a double sink. Custom white cabinets flank the fireplace that was recently converted to a wood burning stove in the dining room. Perfect for those cold wintry nights! Breakfast bar with seating for four divides the family room and dining area. Breathtaking fenced back yard with newer composite deck and newly built shed overlooks the private grounds. Wide plank pine floors throughout the first floor and newly installed hardwood floors in 2 of the bedrooms and office, recessed lights, replacement windows, three new dormers installed in the bedrooms, new siding and exterior trim, roof replaced, completely new driveway, 5 Mitsubishi mini-splits, whole-house generator and the list goes on! Nothing to do but move in! This is a very special home!

64 Pine Hill Road, Southborough

Listing courtesy of Listing Agent: Marsha Marks from Listing Office: Coldwell Banker Realty - Framingham.
51 Carriage Hill Circle Unit 51, Southborough
$850,000
3 Beds ⋅ 4 Baths ⋅ 73582845 MLS
This gorgeous, impeccably maintained home in the adult Carriage Hill community boasts over 2,200 square feet of living space. From the two-story foyer to a formal dining room defined by its tray ceiling framed by crisp dental molding to the expansive living room, this home is “move-in” ready. Check out the beautiful kitchen, where cherry cabinetry anchors the room against polished granite workspaces. Positioned just past the primary culinary area, a dedicated breakfast nook is oriented to catch the morning light. Rounding out the main floor is the sumptuous primary suite. Upstairs offers a 2nd bedroom suite and large loft area overlooking the living room which is suitable for a home office, reading area or a place for the grandkids’ toys. The lower level features a large family room and a 2nd guest suite.The home’s infrastructure is engineered with an emphasis on convenience. A central vacuum system is integrated into the walls. More significantly, the property is backed by an automated, standby generator. Connected directly to the electrical panel, this system insures backup power in the event of a power outage. The community includes a clubhouse with activities for residents including pickleball and tennis courts. Check out the community website for more info: www.carriagehillcircle.com

51 Carriage Hill Circle Unit 51, Southborough

Listing courtesy of Listing Agent: Lynn Cohen from Listing Office: Team Impressa LLC.
47 Southville Rd, Southborough
$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.
216 Boston Rd, Southborough
$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®.
147 Woodland Road, Southborough
$949,000
3 Beds ⋅ 3 Baths ⋅ 73578833 MLS
~~Welcome to 147 Woodland Road Southborough! This expansive 3 bedroom ranch with 5.74 acres is one of Southborough's nicest listings! Within this home you will enjoy a quaint cabinet packed kitchen, large dining room, a cozy living room, Huge Master Suite with a walk in closet and full bath, a 2nd bedroom with a 3/4 bath and a 3rd bedroom with good sized walk in closet and attic access. Enjoy your morning coffee on the rear screened in porch! The walkout basement provides lots of additional room for storage or finish the area to create more living space! Within walking distance to the commuter rail and just a short drive to the Pike, rt 495, 9 and 85. This home must be personally seen to appreciate the size of the home and wonderful nature that surrounds it! Listing agent is providing buyer with a 1 year home warranty.

147 Woodland Road, Southborough

Listing courtesy of Listing Agent: Michelle Horan from Listing Office: Entryway Real Estate.
36 Boston Rd, Southborough
$3,650
3 Beds ⋅ 2 Baths ⋅ 73575361 MLS
***SHORT TERM RENTAL - 6 MONTHS***This sweet Cape Cod style home located in the heart of Southborough is perfect for anyone looking to enjoy all that Southborough has to offer from the easy commuter location to the charming, rural features including wonderful parks, trails & access to shopping. This home features 3 ample bedrooms incl primary with bath ensuite, 2 additional bedrooms & another full bath. Easy care hardwood floors throughout, fully equipped kitchen & dining room opens to lovely covered porch. Finished basement with cozy carpet & playhouse offers wonderful additional space to spread out & relax. Wonderful level rear yard is ready for year round outdoor activities. Tenant responsible for snow removal, heat (gas), electricity, cable/internet, etc.***TENANTS: PLEASE EMAIL OR TEXT YOUR ID & CURRENT PAY STUB TO SCHEDULE TOUR OF HOME*****THANK YOU!***

36 Boston Rd, Southborough

Listing courtesy of Listing Agent: Caroline Hanlon from Listing Office: Fireside Real Estate.
71 Sears Rd, Southborough
$1,199,000
3 Beds ⋅ 4 Baths ⋅ 73568545 MLS
***PRICE ADJUSTMENT***.Don't miss this stunner on scenic & historic Sears Rd! This immaculate spacious home with 2-story foyer, banquet sized DR & 1st floor office.Chef’s kiss dream kitchen featuring Thermador & Bosch appliances incl a warming oven surrounded with windows overlooking private wooded rear yard.Cathedral FR with wood burning fireplace & gallery to 2nd floor opens to one of two decks cleverly sited to enjoy all that nature has to offer as well as gorgeous free form inground pool. 2nd floor features incl spacious primary suite with newer bath ensuite. Two additional bedrooms & full bath complete second floor. Mostly finished walk out basement is ideal for multi-generational living/au pair, etc. Currently used as a bedroom with full bath, slider to rear yard provides wonderful natural light & spacious sitting area is ideal to unwind. Built in bar offers convenience. Additional unfinished space provides plenty of storage.Sears Rd at its finest!

71 Sears Rd, Southborough

Listing courtesy of Listing Agent: Caroline Hanlon from Listing Office: Fireside Real Estate.
12 Wood St, Southborough
$1,445,000
3 Beds ⋅ 4 Baths ⋅ 73567054 MLS
Imagine coming home to your own private retreat, tucked away on a quiet dead end street with the Sudbury River flowing past your backyard, protected conservation land bordering the property, and a private hiking trail just steps from your door. Welcome to 12 On The River, a truly unique custom home set on approximately 1.5 acres in Southborough, where thoughtful design, natural surroundings, and modern luxury come together.From the moment you walk inside, it is clear this is not a typical new build. Soaring ceilings, oversized black framed windows, five automated skylights, and walls of glass fill the home with natural light while bringing the surrounding landscape into nearly every room. Acacia hardwood floors run throughout, complemented by custom millwork, exposed architectural wood, and built ins that give the home warmth and character.The home offers three bedrooms, three full bathrooms, one half bathroom, and a spacious office and gym. The bathrooms were designed to feel like a retreat of their own, with inspiration from Japanese ofuro/onsen traditions as well as Roman design. Marble finishes, heated floors, and dramatic ceiling mounted rain showers create a spa like experience at home.The living spaces are equally inviting. Multiple fireplaces create warm gathering areas throughout the house, while a premium appliance package and integrated LED lighting make the home ideal for both everyday living and entertaining. A custom Finnish style sauna adds another place to relax and unwind without ever leaving home.Outside, the property feels just as special. James Hardie siding, custom decking, landscaped grounds, and an illuminated driveway lined with distinctive torch style posts create a memorable first impression. The home was also built with efficiency in mind, with high performance construction and an exceptional HERS energy rating.A wholehouse AqualiteUS water treatment system provides filtered water throughout the home, adding another thoughtful feature to a property where very little was overlooked.What truly sets 12 On The River apart, though, is the setting. River views from your own backyard, conservation land surrounding you, private access to nature, and a home filled with architectural details that give it real personality.12 On The River offers the privacy of a retreat, the comfort of a designed home, and a connection to nature that can be enjoyed everyday.

12 Wood St, Southborough

Listing courtesy of Listing Agent: Alberto Jara from Listing Office: Red Bow Realty.
26 East Main St. Unit 1A, Southborough
$2,650
3 Beds ⋅ 1 Baths ⋅ 73566602 MLS
~~Welcome to 26 East Main St. Apartment 1A Southborough!~~Huge 3 bedroom apartment located on a quiet street where the kids can play in the yard or ride their bikes! Walk to the local cafe for breakfast or have lunch at the downtown pizza shop! This unit has been freshly painted and the hardwood flooring was recently refinished! The kitchen includes gorgeous stainless steel appliances (Bosch and Samsung), an eat in area and a large pantry with a stackable washer and dryer! The bedrooms are bright with lots of windows and neutral colors! Mass Pike, RT 9 & RT 495 are nearby and the commuter rail is just across town!

26 East Main St. Unit 1A, Southborough

Listing courtesy of Listing Agent: Michelle Horan from Listing Office: Entryway Real Estate.
28 Highland St, Southborough
$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.
28 Highland St, Southborough
$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.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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