2,271

Boylston, MA Homes

Section Image
  • /30

    $2,190,000

    $400K PRICE DROP Pending
    • 4 Beds
    • 5 Baths
    • 3,243 Sq Ft

    5 Redwood Cir, Boylston, MA 01505

    Minutes from I-495 and I-290 — Boston within reach, Logan Airport within the hour — this award-winning Masiello-designed contemporary residence offers architectural privacy without sacrificing access. Privately positioned on 4.46 acres bordering a private golf course, it merges modern midcentury architecture with Asian-inspired interiors and landscapes by Zen Associates. Dramatic walls of glass,

    Michael Carucci Serhant

    5 Redwood Cir, Boylston, MA 01505
  • /31

    Starting at $2,250

    Total Monthly Price

    • 1 Bed

    90 Shrewsbury St, Boylston, MA 01505

    Trailside Apartments in Boylston is thoughtfully designed for modern, comfortable living, offering all the conveniences every home should have. This charming community of just 63 homes is perfectly situated on Route 140, just moments from Routes 290 and 9, yet tucked away from the hustle and bustle. We offer spacious one-bedroom, expansive one-bedroom with den layouts, two-bedroom, and highly

    Trailside Apartments

    90 Shrewsbury St, Boylston, MA 01505
  • /24

    $620,000

    Sold Jun 24, 2026

    168 Main St Unit 1, Boylston, MA 01505

    • 3 Beds
    • 2.5 Baths
    • 1,904 Sq Ft
    • Built 2023

    Last Sold Summary

    • 2% Below List Price
    • $326/SF
    • 16 Days On Market

    Current Estimated Value $636,246

    Last Listing Agent Ethan Haynes For Sale For Owner Realty

    168 Main St Unit 1, Boylston, MA 01505
    • /42

      Est $1,100,655

      Not Listed For Sale

      22 Woodland Dr, Boylston, MA 01505

      • 3 Beds
      • 3.5 Baths
      • 5,337 Sq Ft
      • Built 1993
      22 Woodland Dr, Boylston, MA 01505

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Andrew Abu Andrew J. Abu Inc., REALTORS®

  • /42

    $875,000

    $150K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 2,694 Sq Ft

    225 E Temple St, Boylston, MA 01505

    Welcome to this quintessential Cape Cod nestled on a private 1.28-acre estate lot in desirable Boylston. This move-in ready home features hardwood floors throughout, a first-floor primary bedroom, two fireplaces, and a custom granite kitchen. The sun-filled enclosed sunroom opens to a professionally landscaped yard framed by stone walls and lush gardens — your own private retreat.Central A/C, in

    James Brown Brown & Brown Real Estate

    225 E Temple St, Boylston, MA 01505
  • /37

    Starting at $2,375

    Total Monthly Price

    • 1 - 2 Beds

    2 Rindle Rd, Boylston, MA 01505

    Nestled in a peaceful and picturesque setting, The Brookside offers the perfect balance of tranquility and convenience in beautiful Boylston, Massachusetts. Located just minutes from Routes 140 and 290, you'll enjoy easy access to everything you need while feeling a world away from the hustle and bustle of everyday life.Surrounded by scenic woodlands and the soothing sounds of a babbling

    Brookside Apartments

    2 Rindle Rd, Boylston, MA 01505
  • /37

    $385,000

    Sold Apr 29, 2026

    208 Edgebrook Dr, Boylston, MA 01505

    • 3 Beds
    • 1.5 Baths
    • 1,340 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Above List Price
    • $287/SF
    • 2 Days On Market

    Current Estimated Value $389,976

    Last Listing Agent Karen Packard Karen Packard Real Estate Inc.

    208 Edgebrook Dr, Boylston, MA 01505
    • /39

      Not Listed For Sale

      30 Long Leaf Rd, Boylston, MA 01505

      • 3 Beds
      • 2.5 Baths
      • 2,340 Sq Ft
      • Built 1984
      30 Long Leaf Rd, Boylston, MA 01505

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Ellen Barry RE/MAX Vision

  • /42

    $1,695,000

    • 5 Beds
    • 5 Baths
    • 6,649 Sq Ft

    245 Linden St, Boylston, MA 01505

    Welcome to 245 Linden Street, your own 32-acre private retreat just 40 miles from Boston. This custom Contemporary sits perched on a knoll with sweeping sunset views. Inside, soaring cathedral ceilings, walls of glass, rich custom woodwork, and a sculptural two-sided stone fireplace set a tone you simply cannot replicate. The oversized, flexible floor plan is built for the way people live today:

    Jacqueline Buia Aluxety

    245 Linden St, Boylston, MA 01505
  • /2

    $1,500 Plus Fees

    • Studio
    • 1 Bath
    • Condo for Rent

    53 Main St Unit 2, Boylston, MA 01505

    Property Id: 2847983 Welcome to your new home at 53 Main St in Boylston, MA! This cozy studio unit features 1 bathroom and includes garbage, sewage, and water . comes with microwave, garbage disposal, and designated parking space, Don't miss out on this opportunity to call this charming property your home sweet home. Contact us today to schedule a viewing!

    53 Main St Unit 2, Boylston, MA 01505
  • /35

    $347,000

    Sold Aug 20, 2026

    322 Edgebrook Dr Unit 322, Boylston, MA 01505

    • 2 Beds
    • 1.5 Baths
    • 1,340 Sq Ft
    • Built 1974

    Last Sold Summary

    • 1% Below List Price
    • $259/SF
    • 40 Days On Market

    Last Listing Agent Linette Chalifoux Walsh and Associates Real Estate

    322 Edgebrook Dr Unit 322, Boylston, MA 01505
    • /42

      Est $1,080,873

      Not Listed For Sale

      2 Brooke Rd, Boylston, MA 01505

      • 4 Beds
      • 3.5 Baths
      • 3,939 Sq Ft
      • Built 2013
      2 Brooke Rd, Boylston, MA 01505

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Sandra McGinnis Coldwell Banker Realty - Worcester

  • /2

    $1,195,000

    • 2 Beds
    • 2 Baths
    • 656 Sq Ft

    183 Main St, Boylston, MA 01505

    7 acres of open pasture, mature woodland, and scenic countryside, this property includes a 3334 sf SF home & a separate two-family residence, classic barns, and two surveyed and approved building lots, creating outstanding opportunities for agricultural enterprise, multigenerational living, rental income, and future potential. Whether envisioned as a treasured family estate, an agricultural

    Joe Teceno Mathieu Newton Sotheby's International Realty

    183 Main St, Boylston, MA 01505
  • /19

    $2,700 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,250 Sq Ft
    • Condo for Rent

    906 Edgebrook Dr Unit 906, Boylston, MA 01505

    BOYLSTON-CONDO Well maintained six room, three bedroom, 1 1/2 bath condo. Garage and off street parking. First floor features a carpeted living room/dining room combo with slider opening onto a private enclosed deck. Kitchen features updated appliances and a gas stove. A half bath completes the first floor layout. Second floor has three bedrooms and a full bath. Heat is forced hot air by gas with

    Mike DeLuca Coldwell Banker Realty - Worcester

    906 Edgebrook Dr Unit 906, Boylston, MA 01505
  • /40

    $624,900

    Sold Jul 17, 2026

    49 Cook St, Boylston, MA 01505

    • 3 Beds
    • 1.5 Baths
    • 2,230 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Below List Price
    • $280/SF
    • 33 Days On Market

    Current Estimated Value $620,443

    Last Listing Agent Konstantina Choros Isos Realty, LLC

    49 Cook St, Boylston, MA 01505
    • /42

      Est $1,244,795

      Not Listed For Sale

      21 Maple Way, Boylston, MA 01505

      • 4 Beds
      • 3.5 Baths
      • 3,363 Sq Ft
      • Built 2010
      21 Maple Way, Boylston, MA 01505

      Last Sold Summary

      • 83 Days On Market

      Last Listing Agent Crystal Roach Compass

  • /27

    $365,000

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,256 Sq Ft

    506 Edgebrook Dr, Boylston, MA 01505

    Welcome to Timberbrook! Within this comfortable and quiet Condo there are two bedrooms with a bonus room for an office or extra space. Open concept living room and dining room. All Appliances to remain. Updates include upstairs vanity sink, toilet, new plumbing, New stove, dishwasher, sink, and floor. New furnace and hot water heater.(2024) Freshly painted throughout. Balcony off of primary

    Linette Chalifoux Walsh and Associates Real Estate

    506 Edgebrook Dr, Boylston, MA 01505
  • /19

    $2,290

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    181 Main St Unit 1, Boylston, MA 01505

    Welcome to this charming 2- bedroom 1, bathroom apartment located in the heart of Boylston and a short 10-minute drive to Worcester. This unit boasts a range of amenities that will make you feel right at home including a large yard regularly maintained by management featuring a private garden for tenant use only. Along with an updated kitchen and bathroom in the unit. As you step inside, you

    181 Main St Unit 1, Boylston, MA 01505
  • /39

    $720,000

    Sold Apr 10, 2026

    15 Rocky Pond Rd, Boylston, MA 01505

    • 3 Beds
    • 2 Baths
    • 2,404 Sq Ft
    • Built 1975

    Last Sold Summary

    • 10% Below List Price
    • $300/SF
    • 38 Days On Market

    Current Estimated Value $725,683

    Last Listing Agent Michael L. Durkin LAER Realty Partners

    15 Rocky Pond Rd, Boylston, MA 01505
    • /15

      Not Listed For Sale

      567 Linden St, Boylston, MA 01505

      • 4 Beds
      • Built 1988
      567 Linden St, Boylston, MA 01505

      Last Sold Summary

      • 127 Days On Market

      Last Listing Agent Bo Luong Media Realty Group Inc.

  • /41

    $1,150,000

    $145K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    1 Perry Rd, Boylston, MA 01505

    Welcome to Barnand Hill Estates-Custom home built in 2022 offering the perfect blend of luxury, modern design & energy-efficient construction. Privately situated on a scenic lot, this property showcases high-end finishes, thoughtful upgrades & sophisticated living spaces throughout.The stunning chef’s kitchen is the centerpiece of the home, featuring premium Fisher & Paykel appliances incl. a

    Marina Kotlyar RE/MAX Vision

    1 Perry Rd, Boylston, MA 01505
  • /18

    $2,990

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • Condo for Rent

    28 Brookside Ave, Boylston, MA 01505

    Beautiful 3 bedroom, 2 1/2 bath home located at the end of a quiet cul-de-sac in a charming neighborhood in Boylston. There is a wildlands easement abutting the property on the neighboring lot providing incredible opportunities for viewing the wildlife and experiencing nature. A breathtaking chandelier welcomes you as you enter the home and just off to the left is the den which is a perfect space

    28 Brookside Ave, Boylston, MA 01505
  • /2

    $635,505

    Sold Mar 27, 2026

    1 Harmony Ln Unit 4, Boylston, MA 01505

    • 2 Beds
    • 2.5 Baths
    • 1,906 Sq Ft
    • Built 2025

    Last Sold Summary

    • 6% Above List Price
    • $333/SF
    • 188 Days On Market

    Last Listing Agent Ethan Haynes For Sale For Owner Realty

    1 Harmony Ln Unit 4, Boylston, MA 01505
    • /41

      Est $1,093,390

      Not Listed For Sale

      565 Linden St, Boylston, MA 01505

      • 4 Beds
      • 2.5 Baths
      • 2,938 Sq Ft
      • Built 2001
      565 Linden St, Boylston, MA 01505

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Andrew Bruce Lamacchia Realty, Inc.

  • /30

    $1,675,000

    New Construction $120K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    52 Barnard Hill Rd, Boylston, MA 01505

    STUNNING VIEWS from this coveted lot atop Barnard Hill! Dream home to-be-built awaits at Barnard Hill Estates - a new construction development near the Boylston/Shrewsbury line! Experience luxury living in a charming New England neighborhood setting. Plenty of architectural detail and quality workmanship on our fine Craftsman style homes from which you can choose a style that best suits your

    Jim Collins Collins & Demac Real Estate

    52 Barnard Hill Rd, Boylston, MA 01505
  • /42

    $540,000

    Sold Jul 30, 2026

    4 Orient St, Boylston, MA 01505

    • 2 Beds
    • 2 Baths
    • 1,464 Sq Ft
    • Built 1955

    Last Sold Summary

    • 8% Above List Price
    • $369/SF
    • 4 Days On Market

    Current Estimated Value $500,869

    Last Listing Agent Alison Zorovich RE/MAX Vision

    4 Orient St, Boylston, MA 01505
    • /42

      Est $591,622

      Not Listed For Sale

      259 Mile Hill Rd, Boylston, MA 01505

      • 2 Beds
      • 2 Baths
      • 1,428 Sq Ft
      • Built 1975
      259 Mile Hill Rd, Boylston, MA 01505

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Jeff Burk RE/MAX Vision

  • /2

    $575,000

    • Land
    • 1.55 Acres
    • $370,968 per Acre

    Lot 52A Barnard Hill Rd, Boylston, MA 01505

    STUNNING VIEWS from this coveted lot atop Barnard Hill! Build your dream home at Barnard Hill Estates - a new construction development near the Boylston/Shrewsbury line! Experience luxury living in a charming New England neighborhood setting. Plenty of architectural detail and quality workmanship on our fine Craftsman style homes from which you can choose a style that best suits your needs or

    Jim Collins Collins & Demac Real Estate

    Lot 52A Barnard Hill Rd, Boylston, MA 01505
  • /42

    $780,000

    Sold Dec 12, 2025

    18 Bay Path Dr, Boylston, MA 01505

    • 4 Beds
    • 2.5 Baths
    • 2,525 Sq Ft
    • Built 1977

    Last Sold Summary

    • 7% Below List Price
    • $309/SF
    • 34 Days On Market

    Current Estimated Value $792,966

    Last Listing Agent Louis Stephan Berkshire Hathaway HomeServices Stephan Real Estate

    18 Bay Path Dr, Boylston, MA 01505
    • /38

      Est $811,478

      Not Listed For Sale

      1202 Main St, Boylston, MA 01505

      • 4 Beds
      • 2.5 Baths
      • 2,240 Sq Ft
      • Built 1991
      1202 Main St, Boylston, MA 01505

      Last Sold Summary

      • 114 Days On Market

      Last Listing Agent James Pham RE/MAX Partners

  • /39

    $579,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,542 Sq Ft

    401 Cross St, Boylston, MA 01505

    Welcome to BOYLSTON! This beautifully maintained property features a flat, private backyard complete with an in-ground pool, perfect for relaxing or entertaining! Inside, you’ll find a bright & airy kitchen, hardwoods throughout, living room with a custom-built fireplace that adds warmth and character. Formal dining room with slider to deck & backyard. The home offers 3 generous-sized bedrooms,

    Sandra Miller RE/MAX Prof Associates

    401 Cross St, Boylston, MA 01505
  • /38

    $725,000

    Sold Jul 10, 2026

    340 Green St, Boylston, MA 01505

    • 3 Beds
    • 2.5 Baths
    • 1,842 Sq Ft
    • Built 1991

    Last Sold Summary

    • 2% Above List Price
    • $394/SF
    • 3 Days On Market

    Current Estimated Value $715,233

    Last Listing Agent Jane O'Connor Coldwell Banker Realty - Worcester

    340 Green St, Boylston, MA 01505
    • /42

      Not Listed For Sale

      294 Green St, Boylston, MA 01505

      • 4 Beds
      • 2.5 Baths
      • 3,734 Sq Ft
      • Built 1989
      294 Green St, Boylston, MA 01505

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Jeff Burk RE/MAX Vision

  • /42

    $449,900

    • 3 Beds
    • 1 Bath
    • 1,315 Sq Ft

    9 Highland St, Boylston, MA 01505

    Presenting a distinguished single-family residence at 9 Highland Street in Boylston, MA. Constructed in 1919, and fully renovated in 2022, this property, right over the Worcester line offers 1315 square feet of meticulously maintained living space, embodying a timeless architectural heritage. The residence comprises three well-proportioned bedrooms, providing comfortable and private

    Lisa Bombard Byrnes Real Estate Group LLC

    9 Highland St, Boylston, MA 01505
  • /33

    $875,000

    Sold Apr 30, 2026

    80 Compass Cir, Boylston, MA 01505

    • 4 Beds
    • 2.5 Baths
    • 3,018 Sq Ft
    • Built 2016

    Last Sold Summary

    • 3% Below List Price
    • $290/SF
    • 9 Days On Market

    Current Estimated Value $888,577

    Last Listing Agent Ethan Haynes For Sale For Owner Realty

    80 Compass Cir, Boylston, MA 01505
    • /42

      Est $903,832

      Not Listed For Sale

      376 Green St, Boylston, MA 01505

      • 3 Beds
      • 3 Baths
      • 2,898 Sq Ft
      • Built 1986
      376 Green St, Boylston, MA 01505

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Jeff Burk RE/MAX Vision

  • /42

    $995,000

    $245K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 3,320 Sq Ft

    9 Bay Path Dr, Boylston, MA 01505

    A rare and distinctive antique residence on 2+ private acres in one of Boylston’s most sought-after neighborhoods. Originally built in the 1700s and relocated in 1975, the home blends historic charm with thoughtful updates, including a Buderus heating system (2022), fully replaced septic (2019), and brand new circular driveway (2024). Features include hard-pine floors, latchkey doors, four

    Jackie Cohen Coldwell Banker Realty - Worcester

    9 Bay Path Dr, Boylston, MA 01505
  • /2

    $759,676

    Sold Jul 01, 2026

    281 Sewall St Unit 281, Boylston, MA 01505

    • 3 Beds
    • 2.5 Baths
    • 2,165 Sq Ft
    • Built 2025

    Last Sold Summary

    • 6% Above List Price
    • $351/SF
    • 0 Days On Market

    Last Listing Agent Barbara Venincasa Casa Realty Service

    281 Sewall St Unit 281, Boylston, MA 01505
    • /40

      Est $934,080

      Not Listed For Sale

      428 Green St, Boylston, MA 01505

      • 4 Beds
      • 3.5 Baths
      • 3,562 Sq Ft
      • Built 1996
      428 Green St, Boylston, MA 01505

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Paul Clifford The Neighborhood Realty Group

  • /41

    $599,900

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,373 Sq Ft

    544 Main St, Boylston, MA 01505

    This home is special in so many ways and ready for you to call yours. As you approach the long driveway setting the home back from the road and offering plenty of parking you are welcomes by new a new walk way and freshly painted exterior all surrounded by flowering shrubs and the covered entry. Inside you will see the care that has been put into the layout and improvements. Newly configured

    Tracey Fiorelli Janice Mitchell R.E., Inc

    544 Main St, Boylston, MA 01505

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$620,000
Median Single Family Sale Price
$628,200
Median Townhouse Sale Price
$1,195,000
Median 2 Bedroom Sale Price
$550,000
Median 1 Bedroom Sale Price
$400,000
Average Price Per Sq Ft
$324
Number of Homes for Sale
2,271
Last 12 months Home Sales
62
Months of Supply
1.90
Median List Price
$617,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-1%
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