29

Homes for Sale in 01566

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  • /37

    $685,000

    Open Sat 11AM - 12:30PM
    • 4 Beds
    • 3.5 Baths
    • 4,150 Sq Ft

    180 Cedar St, Sturbridge, MA 01566

    Don’t miss this gorgeously updated colonial with over 4,000 sq ft of living space on an acre of land in the desirable town of Sturbridge! Nestled amongst the trees, enjoy a private flat yard overlooking a beautiful inground pool. Inside, you'll find gleaming hardwood floors, open concept living space, and stylish updates throughout. The updated kitchen features granite countertops and newer

    Stephanie Lachapelle Compass

    180 Cedar St, Sturbridge, MA 01566
  • /37

    $1,150,000

    Open Sat 11AM - 12:30PM
    • 3 Beds
    • 2 Baths
    • 2,496 Sq Ft

    84 S Shore Dr, Sturbridge, MA 01566

    Rarely available and nearly impossible to replicate, this stunning waterfront home boasts long water views of Lake Quacumquasit (South Pond), among the most spectacular in the area. Fully and thoughtfully renovated with high end finishes, you'll find effortless one level living with gleaming hardwood floors, sweeping lake views, and an open concept layout. The living room's brick hearth with new

    Stephanie Lachapelle Compass

    84 S Shore Dr, Sturbridge, MA 01566
  • /38

    $599,900

    Open Sun 1PM - 2:30PM
    • 3 Beds
    • 3.5 Baths
    • 3,006 Sq Ft

    120 Colonial Dr, Sturbridge, MA 01566

    Looking for something truly stunning? Located in the highly sought-after Sturbridge Hills community, this beautifully customized three-story End Unit Condo offers 3 Bedrooms and 31⁄2 Baths. The open-concept main level showcases gorgeous hardwood floors and a dramatic vaulted Living Room with a fireplace. Adjacent to the living area is the spacious Kitchen and Dining Area featuring upscale

    Lorraine Herbert RE/MAX Prof Associates

    120 Colonial Dr, Sturbridge, MA 01566
  • /22

    $380,000

    • 2 Beds
    • 1.5 Baths
    • 1,164 Sq Ft

    70 Steeple View Unit 70, Sturbridge, MA 01566

    BEST and Final by 5 PM Friday July 17. Location, Location, Location! Sturbridge Hills Condos are always popular and incredibly convenient-in a prime commuter location. Within the complex, this 2 BR 1 1/2 BA condo enjoys a desirable setting on a cul de sac street with guest parking. Enter through the signature front porch into a bright, open floor plan featuring luxury vinyl plank flooring

    Lorraine Herbert RE/MAX Prof Associates

    70 Steeple View Unit 70, Sturbridge, MA 01566
  • /39

    $469,900

    • 3 Beds
    • 2 Baths
    • 2,050 Sq Ft

    37 Breakneck Rd, Sturbridge, MA 01566

    Charming post and beam saltbox colonial situated on a private 4.2-acre lot with direct pond frontage. It features a wraparound upper deck and an additional lower deck overlooking Breakneck Pond, with freshly painted decking for outdoor enjoyment. New carpeting in all three bedrooms, an open concept living and dining area that spans the back of the house, complete with a centrally located brick

    Kenneth Olson eXp Realty LLC - Corporate Office

    37 Breakneck Rd, Sturbridge, MA 01566
  • /32

    $189,999

    • 2 Beds
    • 1 Bath
    • 1,124 Sq Ft

    147 Pine Ave, Sturbridge, MA 01566

    Enjoy comfortable, low-maintenance living in this beautifully updated home located in a desirable 55+ community. Move-in ready, this spacious home features cathedral ceilings, a large eat-in kitchen with abundant cabinet and counter space, new appliances, and tasteful finishes throughout. The bright four-season sunroom provides additional living space perfect for relaxing or entertaining. Two

    Agent Photo

    Monique Frigon

    RE/MAX Generations

    147 Pine Ave, Sturbridge, MA 01566
  • /12

    $850,000

    • 2 Beds
    • 2 Baths
    • 1,030 Sq Ft

    30 Whittemore Rd, Sturbridge, MA 01566

    Location, Location, Location! Rare opportunity to own over 16 acres in one of Sturbridge's most desirable locations. Adjacent to the historic district and just minutes from Routes 84, 20, and the Mass Pike, this unique property offers an exceptional combination of privacy, convenience, and potential. The land features a beautiful mix of open fields and wooded acreage, complemented by historic

    Dawn Truax Red Door Realty

    30 Whittemore Rd, Sturbridge, MA 01566
  • /42

    $699,999

    $25K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,652 Sq Ft

    47 Old Village Rd, Sturbridge, MA 01566

    Sought after WALKER POND neighborhood w/ deeded beach rights! Great location with highway access to get to Boston, Providence or Hartford. This meticulous home has it all- a great neighborhood, unique flexible floor plan, 5 bedrooms, 3 baths & a fabulous deck for entertaining & watching the kids swim. Walk in to dining room which could be used as a sitting area. The living room has a vaulted

    Ann Marie Sorensen ERA Key Realty Services- Auburn

    47 Old Village Rd, Sturbridge, MA 01566
  • /21

    $414,900

    $35K PRICE DROP Pre-Foreclosure
    • 3 Beds
    • 2 Baths
    • 1,216 Sq Ft

    9 Cricket Dr, Sturbridge, MA 01566

    Beautifully renovated split with 3 beds and 2 baths. All new kitchen includes cabinets, Quartz counters, and SS appliances. New Upstairs bath includes tub, tile surround, toilet, and vanity. The upper level has hardwood floors that have been refinished. The lower level has plank vinyl flooring for easy maintenance. Large 3-season room next to the kitchen with many windows on 3 sides. Newer

    John Vangos Alpha Realty

    9 Cricket Dr, Sturbridge, MA 01566
  • /27

    $145,000

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 980 Sq Ft

    1 First St, Sturbridge, MA 01566

    Welcome to Sturbridge Retirement Cooperative 55+ community. This 2 bedroom 1 bath home built in 1980 is ready for its new owner. Spacious 3 season enclosed porch, oversized living area with vaulted ceiling and wood burning fireplace. Newer windows throughout , mini splits for air conditioning. Open floor plan, kitchen with center island. Easy 1 level living centrally located only minutes to area

    Agent Photo

    Lisa Caron

    Lisa Caron Real Estate LLC

    1 First St, Sturbridge, MA 01566
  • /28

    $150,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 980 Sq Ft

    131 Pine Ave, Sturbridge, MA 01566

    Welcome to Sturbridge Retirement Cooperative 55+ community. This 2 bedroom 1 bath home built in 1985 is ready for its new owner. Brand new propane furnace. Central Air, storage shed. Open floor plan, bright and sunny kitchen. Easy 1 level living centrally located only minutes to area markets, restaurants, shops and easy access to I-90, 84, 20. Monthly HOA includes water, sewer, trash, recycling,

    Agent Photo

    Lisa Caron

    Lisa Caron Real Estate LLC

    131 Pine Ave, Sturbridge, MA 01566
  • /15

    $245,000

    • Land
    • 1.15 Acres
    • $213,043 per Acre

    12 Carey Rd, Sturbridge, MA 01566

    Rare opportunity to build your dream home just steps from Leadmine Pond in a beautiful Sturbridge setting. This 1.15-acre residential lot is located directly across the street from Leadmine Pond, known for its clear water and recreational appeal, and offering convenient access for kayaking, canoeing, boating, hiking trails, and largemouth bass fishing. Surrounded by wooded landscape and nearby

    Agent Photo

    Laurie Casey

    Leading Edge Real Estate

    12 Carey Rd, Sturbridge, MA 01566
  • /42

    $624,900

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,851 Sq Ft

    39 Hillside Dr, Sturbridge, MA 01566

    Nestled on 1.05 acres in a cul-de-sac neighborhood in Sturbridge, this beautifully maintained single-family home offers comfort, space, & thoughtful updates throughout! Step inside to a fireplaced living room that flows into a formal dining room & an expansive, sun-filled family room. An eat-in kitchen w/ granite countertops provides direct access to the deck, creating an easy indoor-outdoor

    James Black Real Broker MA, LLC

    39 Hillside Dr, Sturbridge, MA 01566
  • /40

    $533,000

    $27K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,374 Sq Ft

    10 Maple St, Sturbridge, MA 01566

    Step into a rare piece of New England history at 10 Maple St in Sturbridge—a truly special former parsonage dating back to the 1800s. Rich with character and timeless charm, this historic property offers a unique opportunity to own a home with deep roots in the community while enjoying the warmth and comfort of private residential living. Having served exclusively as a private home since 1998,

    Joshua Patraw eXp Realty LLC

    10 Maple St, Sturbridge, MA 01566
  • /42

    $435,000

    $60K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,512 Sq Ft

    11 Whittemore Rd, Sturbridge, MA 01566

    Motivated sellers, Maine bound — and $10K at closing, spend it how you wish. Some houses are built. This one was made—two centuries of seasons, life that keeps pumpkin pine floors gleaming and fanlight windows catching the light. Set in-town on 2.4 beautiful corner acres where stone walls trace the land, wooded privacy on one side, a barn and chicken coop beyond the garden—this large four-bedroom

    Pamrose Eden-Cox Coldwell Banker Community REALTORS®

    11 Whittemore Rd, Sturbridge, MA 01566
  • /34

    $364,900

    $20K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,283 Sq Ft

    25 Sturbridge Hills Rd Unit 25, Sturbridge, MA 01566

    Seller has moved out! 25 Sturbridge Hill Rd. Sturbridge, MA. This attractive move in ready 1283 sq ft condominium, built in 1993, is in great condition and offers an exceptional opportunity for comfortable living. This second-floor residence encompasses two bedrooms, with new carpeting, providing comfortable and private spaces,2nd floor washer and dryer. A full bathroom with walk in shower and a

    Dan Robertson Coldwell Banker Realty - Worcester

    25 Sturbridge Hills Rd Unit 25, Sturbridge, MA 01566
  • /19

    $456,900

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

    21 Pinrock Dr, Sturbridge, MA 01566

    NEW CONSTRUCTION | FALL 2026 MOVE-IN. Brand new Evoke model coming to Blueberry Hill Estates! Scheduled for July delivery with fall move-in. Our most popular floorplan, this thoughtfully designed home features an open-concept layout, bright living space, and a modern kitchen with stainless steel appliances, farmhouse sink, and full tile backsplash. Central A/C, energy-efficient construction, and

    Agent Photo

    Justin Stelmok

    J.W. Management & Sales, Inc.

    21 Pinrock Dr, Sturbridge, MA 01566
  • /37

    $729,000

    $71K PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 4,579 Sq Ft

    14 Maple St, Sturbridge, MA 01566

    Welcome to 14 Maple Street where timeless New England charm meets refined luxury. Meticulously maintained, this exceptional residence showcases preserved French doors, rich original hardwood floors, elegant crown molding, and sun-drenched interiors throughout. The beautifully remodeled kitchen features quartz countertops, under-cabinet lighting, and distinctive cork flooring, blending warmth with

    Cecelia Powers RE/MAX Generations

    14 Maple St, Sturbridge, MA 01566
  • /19

    $456,900

    $62K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,493 Sq Ft

    24 Pinrock Dr, Sturbridge, MA 01566

    NEW CONSTRUCTION | SUMMER 2026 MOVE-IN. Brand new Evoke model is here! Be moved in by end of the summer. Our most popular floorplan, this thoughtfully designed home features an open-concept layout, bright living space, and a modern kitchen with stainless steel appliances, farmhouse sink, and full tile backsplash. Central A/C, energy-efficient construction, and quality finishes throughout. Private

    Agent Photo

    Justin Stelmok

    J.W. Management & Sales, Inc.

    24 Pinrock Dr, Sturbridge, MA 01566
  • /16

    $399,900

    $5K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,493 Sq Ft

    19 Pinrock Dr, Sturbridge, MA 01566

    ***PHASE 2 NOW OPEN FOR 2026*** 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 front porch

    Agent Photo

    Justin Stelmok

    J.W. Management & Sales, Inc.

    19 Pinrock Dr, Sturbridge, MA 01566
  • /17

    $359,900

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    6 Pinrock Dr, Sturbridge, MA 01566

    QUICK CLOSE – LAST MOVE-IN READY HOME AVAILABLE FOR SPRING! Now is your chance to get into Blueberry Hill Estates without the wait. This thoughtfully designed home is perfect for downsizing buyers looking for low-maintenance living without sacrificing quality or comfort. Inside, you’ll find high-end finishes including stainless steel appliances, a farmhouse kitchen sink, full tile backsplash,

    Agent Photo

    Justin Stelmok

    J.W. Management & Sales, Inc.

    6 Pinrock Dr, Sturbridge, MA 01566
  • /8

    $450,000

    • Land
    • 2.19 Acres
    • $205,479 per Acre

    368 Main St, Sturbridge, MA 01566

    Opportunity to own commercially zoned land in the heart of Sturbridge. This parcel offers excellent visibility and frontage along Main Street, located in a high-traffic area surrounded by local businesses, restaurants, and attractions.While the land is currently non-buildable, it presents potential for future investment, land banking, or alternative permitted uses depending on town approvals. Its

    The Elevate Group Properties Central Realty

    368 Main St, Sturbridge, MA 01566
  • /36

    $27,900

    $4K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 532 Sq Ft

    19 Mashapaug Rd Unit C29, Sturbridge, MA 01566

    Motivated Seller! Willing to do private financing with down payment. NOTE: Can not live year round! May 1st- Nov1 Beautifully decorated inside and out, large deck for outside living. Sleeps 8. Full size tub with shower.Summer recreations include up at the lodge/store additional showers laundry free wifi so much more u need to come see for your self !Be a snowbird live here 6 months and somewhere

    Karynsue Marchione-Reilly Park Place Realty Enterprises

    19 Mashapaug Rd Unit C29, Sturbridge, MA 01566
  • /5

    $969,900

    New Construction
    • 4 Beds
    • 3 Baths
    • 3,540 Sq Ft

    558 Haynes St, Sturbridge, MA 01566

    Experience the perfect blend of style and functionality in this spacious contemporary Cape, ideal for those seeking single-level living with room to grow. The sunlit open kitchen features granite countertops, a 9’ center island, and breakfast bar, flowing into a Great Room with a cozy fireplace and an expansive dining area. The first-floor primary suite includes a luxurious en suite bath with

    David Stead RE/MAX Partners

    558 Haynes St, Sturbridge, MA 01566
  • /37

    $899,900

    $60K PRICE DROP
    • 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
  • /13

    $138,000

    $12K PRICE DROP
    • Land
    • 2.07 Acres
    • $66,667 per Acre

    29, 31, 33 Ladd Rd, Sturbridge, MA 01566

    Two lots, lot A is 2 acres lot and is perc tested, lot 33 is 1 acre lot. sold together. Very secluded yet close to everything, beautiful Old Sturbridge Village, great restaurants, schools and highways minutes away. MassPike, 84, 20, 9, 49

    Andrzej Bzura Top Notch Realty

    29, 31, 33 Ladd Rd, Sturbridge, MA 01566
  • /2

    $994,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,113 Sq Ft

    9 Haynes St, Sturbridge, MA 01566

    Stunning New Colonial in a Premier Neighborhood! This beautifully crafted home features a striking exterior with multiple rooflines and a welcoming 20' farmer’s porch. Inside, enjoy a dramatic open floor plan with a spacious great room, gas fireplace, and 4-panel slider to a large deck—perfect for entertaining. The gourmet kitchen boasts a 10' island, granite countertops, and custom cabinetry. A

    David Stead RE/MAX Partners

    9 Haynes St, Sturbridge, MA 01566
  • /7

    $1,500,000

    $490K PRICE DROP
    • Land
    • 36 Acres
    • $41,667 per Acre

    1 Chase Rd, Sturbridge, MA 01566

    Chase Road was previously approved for a 71 unit Multiple Dwelling Project. 24 acres for the town house style homes and 12 acres of open space on a 450 foot cul-de-sac. On the corner of Hall Road and Chase Rd. is a 2.4 acre commercial lot. This property is ideally situated, 1/2 mile to the on ramp to I84 and I90 behind Wendie's on Rt. 20. Providing exceptional access to Route 49, Rt. 20, Rt. 148,

    David Ford RE/MAX Prof Associates

    1 Chase Rd, Sturbridge, MA 01566
  • /2

    $275,000

    • Land
    • 2.36 Acres
    • $116,525 per Acre

    Lot B-6 River Rd, Sturbridge, NY 00566

    LAND AND LOCATION ! You have found it here! A MAJOR CORNER SITE at RIVER ROAD and ROUTE 15 across from Exit 2 off I-84. This 2.36 acres has 670 ft total frontage with over 300 feet on River Road and is opposite the former Hebert Candies Store (now a Dog Care facility) at 1 River Road, The sandy gravel soils are wooded and the grade runs up gently from the road. The zoning is Special Use

    Gary Griffin Sholan Realty

    Lot B-6 River Rd, Sturbridge, NY 00566
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