3,623

Homes in ZIP Code 01566

Section Image Section Image
  • /19

    $559,900

    • 4 Beds
    • 2.5 Baths
    • 1,905 Sq Ft

    74 Fairview Park Rd, Sturbridge, MA 01566

    Move-in ready and thoughtfully updated, this spacious Sturbridge home offers the perfect blend of modern upgrades, flexible living space, and everyday comfort. The main level features a fully renovated kitchen, refinished hardwood floors, and a bright, open layout ideal for both daily living and entertaining. Updated bathrooms, new carpeting, and fresh neutral finishes throughout make this home

    Mark Leblanc

    LeBlanc Realty

    (508) 841-3553

    74 Fairview Park Rd, Sturbridge, MA 01566
  • /18

    $2,300 per month plus fees

    • 3 Beds
    • 1.5 Baths
    • 2,000 Sq Ft
    • Condo for Rent

    310 Main St Unit 1, Sturbridge, MA 01566

    Property Id: 2348827Located next to Publick House & The Sturbridge Common, this 2000 sq foot apartment is ready for its new occupant. 2 bedrooms and 2 bathrooms, with an opportunity for a large 3rd bedroom with its own bathroom. Washer/Dryer hookups and ample off street parking. Front and back yards. This is a multi-level unit with ample space and storage.No PetsNo

    310 Main St Unit 1, Sturbridge, MA 01566
  • /33

    $393,000 Sold Dec 04, 2025

    6 Mcgilpin Rd, Sturbridge, MA 01566

    • 3 Beds
    • 2.5 Baths
    • 1,888 Sq Ft
    • Built 1985

    Last Sold Summary

    • 8% Below List Price
    • $208/SF
    • 23 Days On Market

    Last Listing Agent Michael Nugent RE/MAX Prof Associates

    6 Mcgilpin Rd, Sturbridge, MA 01566
    • /30

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 980 Sq Ft

      125 Pine Ave, Sturbridge, MA 01566

      125 Pine Ave, Sturbridge, MA 01566
  • /17

    $394,900

    • 2 Beds
    • 2 Baths
    • 1,493 Sq Ft

    6 Berry Farms Rd Unit 63, Sturbridge, MA 01566

    ***PHASE 2 NOW OPEN FOR LOT RESERVATIONS*** Located just off of Fiske Hill, surrounded by conservation land, these homes feature one floor living with 2 bedrooms, 2 baths, & a den. Standard features include a stainless steel farmhouse kitchen sink, stainless steel appliances, tray ceiling & entertainment center in the living room (per plan), a 10’x12’ brushed concrete patio, central A/C, covered

    Agent Photo

    Justin Stelmok

    J.W. Management & Sales, Inc.

    (508) 465-5284

    6 Berry Farms Rd Unit 63, Sturbridge, MA 01566
  • /28

    $1,900 total monthly price

    • 1 Bed
    • 1 Bath
    • 1,500 Sq Ft
    • Condo for Rent

    62 Fiske Hill Rd Unit Large roomy updated apt., Sturbridge, MA 01566

    LOCATION AND THE VIEWS! Beautiful updated 1 bedroom apartment with large living room, large eat-in kitchen, workspace area, storage, private patio and off street parking. In quiet residential area with easy access to many major routes. Convenient to everything. Enjoy the quintessential New England beauty with many top rated restaurants and shops. Like antiquing? This is the area. Historic

    62 Fiske Hill Rd Unit Large roomy updated apt., Sturbridge, MA 01566
  • /37

    $440,000 Sold Nov 10, 2025

    6 Jerry Rd, Sturbridge, MA 01566

    • 3 Beds
    • 2 Baths
    • 2,314 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Above List Price
    • $190/SF
    • 5 Days On Market

    Current Estimated Value $441,121

    Last Listing Agent Lisa Boudreau CR Premier Properties

    6 Jerry Rd, Sturbridge, MA 01566
    • /13

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 800 Sq Ft

      365 Main St Unit 3, Sturbridge, MA 01566

      365 Main St Unit 3, Sturbridge, MA 01566
  • /16

    $389,900

    • 2 Beds
    • 2 Baths
    • 1,440 Sq Ft

    6 Berry Farms Rd Unit 6, Sturbridge, MA 01566

    ACCLAIM MODEL. Phase 1 of Blueberry Hill Estates, Sturbridge’s newest 55+ community, is now open with time left to customize your home on this lot. Located just off of Fiske Hill, surrounded by conservation land, these homes feature one floor living with 2 bedrooms, & 2 baths. Standard features include a stainless steel farmhouse kitchen sink, stainless steel appliances, tray ceiling &

    Agent Photo

    Justin Stelmok

    J.W. Management & Sales, Inc.

    (508) 905-4678

    6 Berry Farms Rd Unit 6, Sturbridge, MA 01566
  • /38

    $837,000 Sold Aug 14, 2025

    109 Mcgilpin Rd, Sturbridge, MA 01566

    • 4 Beds
    • 2.5 Baths
    • 3,068 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Below List Price
    • $273/SF
    • 9 Days On Market

    Current Estimated Value $845,304

    Last Listing Agent Michael Nugent RE/MAX Prof Associates

    109 Mcgilpin Rd, Sturbridge, MA 01566
    • /18

      Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 924 Sq Ft

      45 Park Ave, Sturbridge, MA 01566

      45 Park Ave, Sturbridge, MA 01566
  • /15

    $364,900

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    6 Berry Farms Rd Unit 3, Sturbridge, MA 01566

    **QUICK CLOSE Opportunity in Blueberry Hill Estates!**If you're looking to downsize without compromising on quality and comfort, this is the perfect opportunity for you! Our thoughtfully designed homes offer the best of modern living, surrounded by picturesque conservation land. Highlighted features inside include a stainless steel farmhouse kitchen sink, stainless steel appliances, full tile

    Agent Photo

    Justin Stelmok

    J.W. Management & Sales, Inc.

    (508) 392-6259

    6 Berry Farms Rd Unit 3, Sturbridge, MA 01566
  • /31

    $459,000 Sold Dec 19, 2025

    50 Beach Ave, Sturbridge, MA 01566

    • 3 Beds
    • 1 Bath
    • 1,343 Sq Ft
    • Built 1973

    Last Sold Summary

    • 4% Below List Price
    • $342/SF
    • 45 Days On Market

    Last Listing Agent Amy Bisson Lamacchia Realty, Inc.

    50 Beach Ave, Sturbridge, MA 01566
    • /39

      Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 980 Sq Ft

      223 Park Cir, Sturbridge, MA 01566

      223 Park Cir, Sturbridge, MA 01566
  • /18

    $449,900

    • 2 Beds
    • 2 Baths
    • 1,493 Sq Ft

    6 Berry Farms Rd Unit 64, Sturbridge, MA 01566

    **30 DAY QUICK CLOSE** LAST HOME IN PHASE 1 WITH 2 CAR GARAGE. Welcome to Blueberry Hill Estates, Sturbridge’s premier 55+ community! Downsize without compromising on comfort and luxury. Enjoy the ease of one-floor living designed with your lifestyle in mind. The Evoke model includes 2 bedrooms, 2 bathrooms, and a den, this home provides ample space for all your needs. Your living room features a

    Agent Photo

    Justin Stelmok

    J.W. Management & Sales, Inc.

    (508) 684-2710

    6 Berry Farms Rd Unit 64, Sturbridge, MA 01566
  • /40

    $517,500 Sold Jun 20, 2025

    122 Wallace Rd, Sturbridge, MA 01566

    • 3 Beds
    • 2.5 Baths
    • 2,107 Sq Ft
    • Built 1899

    Last Sold Summary

    • 8% Above List Price
    • $246/SF
    • 6 Days On Market

    Current Estimated Value $523,118

    Last Listing Agent Jonathan Boisjolie Keller Williams Pinnacle Central

    122 Wallace Rd, Sturbridge, MA 01566
    • /9

      Est $632,000 Not Listed For Sale

      17 Shepard Rd, Sturbridge, MA 01566

      17 Shepard Rd, Sturbridge, MA 01566
  • /2

    $99,900

    • Land
    • 18.23 Acres
    • $5,480 per Acre

    30 Mashapaug Rd, Sturbridge, MA 01566

    18+ acres in a special use district. Prime Sturbridge location with easy access to all major highways.

    Agent Photo

    Michelle Sweeney

    The Neighborhood Realty Group

    (508) 500-8337

    30 Mashapaug Rd, Sturbridge, MA 01566
  • /36

    $620,000 Sold Sep 30, 2025

    101 Colonial Dr, Sturbridge, MA 01566

    • 3 Beds
    • 4.5 Baths
    • 2,801 Sq Ft
    • Built 2000

    Last Sold Summary

    • 4% Below List Price
    • $221/SF
    • 33 Days On Market

    Current Estimated Value $635,700

    Last Listing Agent Sarah Hill Media Realty Group Inc.

    101 Colonial Dr, Sturbridge, MA 01566
    • /33

      Est $504,627 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,286 Sq Ft

      15 Woodlawn Dr, Sturbridge, MA 01566

      15 Woodlawn Dr, Sturbridge, MA 01566
  • /33

    $599,000 Open Sun 11:30AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 1,945 Sq Ft

    87 Vinton Rd, Sturbridge, MA 01566

    NEW PHOTOS!! 95% Complete quick closing possible! New construction split-level ranch set on a beautiful 2-acre lot in Holland, MA, just over the Sturbridge line! This quality-built home will feature low-maintenance vinyl siding and a modern open-concept design. The spacious layout offers comfortable living and entertaining space, with room to grow both inside and out. Nestled in a peaceful

    Agent Photo

    Michael Nugent

    RE/MAX Prof Associates

    (508) 715-8328

    87 Vinton Rd, Sturbridge, MA 01566
  • /35

    $540,000 Sold Dec 01, 2025

    42 Breakneck Rd, Sturbridge, MA 01566

    • 3 Beds
    • 2 Baths
    • 2,179 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Below List Price
    • $248/SF
    • 2 Days On Market

    Last Listing Agent Carrie Abysalh RE/MAX Prof Associates

    42 Breakneck Rd, Sturbridge, MA 01566
    • /30

      Est $554,677 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,586 Sq Ft

      4 Williams Rd, Sturbridge, MA 01566

      4 Williams Rd, Sturbridge, MA 01566
  • /4

    $749,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,148 Sq Ft

    30 Mashapaug Rd, Sturbridge, MA 01566

    Discover the pinnacle of New England living with this exceptional new construction home in Sturbridge, MA. Set on a beautiful 18+ acre lot, this property offers the perfect blend of privacy, nature, and convenience—just minutes from local shops, dining, and major routes. Work with our design team to create a personalized home tailored to your lifestyle, or choose from thoughtfully crafted floor

    Agent Photo

    Michelle Sweeney

    The Neighborhood Realty Group

    (508) 682-5721

    30 Mashapaug Rd, Sturbridge, MA 01566
  • /26

    $180,000 Sold Dec 01, 2025

    322 Poplar Ave, Sturbridge, MA 01566

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft
    • Built 1995

    Last Sold Summary

    • 5% Below List Price
    • $184/SF
    • 21 Days On Market

    Last Listing Agent Lifeline Realty Team RE/MAX Prof Associates

    322 Poplar Ave, Sturbridge, MA 01566
    • /40

      Est $627,722 Not Listed For Sale

      • 8 Beds
      • 5.5 Baths
      • 5,732 Sq Ft

      18 Willard Rd, Sturbridge, MA 01566

      18 Willard Rd, Sturbridge, MA 01566
  • /37

    $959,900

    • 2 Beds
    • 2 Baths
    • 2,140 Sq Ft

    26 Cedar Lake Dr, Sturbridge, MA 01566

    DIRECT WATERFRONT LIVING ON CEDAR POND! Welcome to 26 Cedar Lake Drive, a rare opportunity to own a fully remodeled lakefront retreat on one of Sturbridge's most desirable fully recreational lake. This home offers the ultimate waterfront lifestyle with direct access to Cedar Pond and a private boat slip tucked conveniently BENEATH THE HOUSE, a unique feature that makes an effortless launching of

    Richard Stockhaus Lakefront Living Realty, LLC

    26 Cedar Lake Dr, Sturbridge, MA 01566
  • /42

    $220,000 Sold Nov 12, 2025

    129 Pine Ave, Sturbridge, MA 01566

    • 2 Beds
    • 1.5 Baths
    • 996 Sq Ft
    • Built 1986

    Last Sold Summary

    • 10% Above List Price
    • $221/SF
    • 5 Days On Market

    Last Listing Agent Liane Sikes Lock and Key Realty Inc.

    129 Pine Ave, Sturbridge, MA 01566
    • /37

      Est $389,485 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,735 Sq Ft

      46 Willard Rd, Sturbridge, MA 01566

      46 Willard Rd, Sturbridge, MA 01566
  • /42

    $599,900 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,908 Sq Ft

    69 Farquhar Rd, Sturbridge, MA 01566

    Welcome to 69 Farquhar Road, Sturbridge, MA, where space, privacy, and versatility meet. Set on 1.47 acres, this 4-bedroom, 2.5-bath home offers nearly 2,900 sq ft with flexible living options and beautiful natural surroundings. Designed with in-law or multigenerational potential, the home features two separate entrances and two washer/dryer hookups. An oversized garage and two sheds provide

    Michael Haynes Keller Williams Gateway Realty

    69 Farquhar Rd, Sturbridge, MA 01566
  • /37

    $595,000 Sold Dec 12, 2025

    10 Orchard Rd, Sturbridge, MA 01566

    • 4 Beds
    • 3.5 Baths
    • 2,388 Sq Ft
    • Built 1988

    Last Sold Summary

    • $249/SF
    • 5 Days On Market

    Last Listing Agent Lexi O'Brien RE/MAX Prof Associates

    10 Orchard Rd, Sturbridge, MA 01566
    • /34

      Est $587,651 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,005 Sq Ft

      34 Willard Rd, Sturbridge, MA 01566

      34 Willard Rd, Sturbridge, MA 01566
  • /38

    $685,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,340 Sq Ft

    19 Preserve Way, Sturbridge, MA 01566

    **Offer deadline 2/2 at 5pm** Don't miss this picture perfect 3/4 bed colonial nestled in The Preserve, one of Sturbridge’s most sought-after neighborhoods. Enter through the front porch to find open concept living space, abundant natural light, and updates throughout. There are hardwood floors throughout and a cabinet packed kitchen, featuring corian countertops, tile backsplash, and updated SS

    Stephanie Lachapelle Group Compass

    19 Preserve Way, Sturbridge, MA 01566
  • /39

    $399,900 Sold Sep 02, 2025

    44 Bentwood Dr, Sturbridge, MA 01566

    • 2 Beds
    • 2.5 Baths
    • 1,950 Sq Ft
    • Built 1986

    Last Sold Summary

    • $205/SF
    • 11 Days On Market

    Current Estimated Value $415,627

    Last Listing Agent Mary Demick Aucoin Ryan Realty

    44 Bentwood Dr, Sturbridge, MA 01566
    • /28

      Est $347,398 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 320 Sq Ft

      108 Westwood Dr, Sturbridge, MA 01566

      108 Westwood Dr, Sturbridge, MA 01566
  • /39

    $549,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,367 Sq Ft

    8 Blueberry Ln, Sturbridge, MA 01566

    Sunday Open House Cancelled. Located on a quiet dead-end road in desirable Sturbridge, this fully renovated modern farmhouse blends charm with today’s conveniences. The open-concept floor plan was thoughtfully reimagined with walls removed to create a bright, inviting flow centered around a brand-new kitchen. Updates abound, including all-new electrical, 19 new windows, finished four-season

    Nicholas Andre Zaharias Real Estate, LLC

    8 Blueberry Ln, Sturbridge, MA 01566
  • /42

    $540,000 Sold Sep 12, 2025

    157 Podunk Rd, Sturbridge, MA 01566

    • 4 Beds
    • 2.5 Baths
    • 2,230 Sq Ft
    • Built 1984

    Last Sold Summary

    • 8% Below List Price
    • $242/SF
    • 20 Days On Market

    Current Estimated Value $564,311

    Last Listing Agent Carrie Abysalh RE/MAX Prof Associates

    157 Podunk Rd, Sturbridge, MA 01566
    • /41

      Est $341,481 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 640 Sq Ft

      92 Westwood Dr, Sturbridge, MA 01566

      92 Westwood Dr, Sturbridge, MA 01566
  • /40

    $620,000

    • 3 Beds
    • 2 Baths
    • 2,277 Sq Ft

    7 Woodlawn Dr, Sturbridge, MA 01566

    Total Renovation!! You don’t see quality renovations like this every day! Nine rooms, 3-4 bedrooms, two full baths and a two-car garage-under. This fantastic home has been completely renovated w/ high-end materials & meticulous attention to detail. Every inch reflects quality craftsmanship — all w/ water views of Walker Pond. Bright, open-concept layout where the heart of the home is a

    Mike DeLuca Coldwell Banker Realty - Worcester

    7 Woodlawn Dr, Sturbridge, MA 01566
  • /42

    $565,000 Sold Aug 08, 2025

    42 Cricket Dr, Sturbridge, MA 01566

    • 4 Beds
    • 2 Baths
    • 1,988 Sq Ft
    • Built 2003

    Last Sold Summary

    • 6% Above List Price
    • $284/SF
    • 11 Days On Market

    Current Estimated Value $571,006

    Last Listing Agent Hometown Team Real Broker MA, LLC

    42 Cricket Dr, Sturbridge, MA 01566

Showing Results 1 - 40, Page 1 of 18

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