Homes in ZIP Code 01566

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  /36

  $765,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,664 Sq Ft

  20 Audubon Way, Sturbridge, MA 01566

  Updates galore! This gorgeous and spacious colonial is nestled in The Preserve, one of Sturbridge’s most sought-after neighborhoods. NEW since 2021: heat pump, ac, roof, pool, composite deck, windows, professional landscaping, etc. Owned solar panels work off of a heat pump system for minimal heating and electric costs. Enter to find a two story foyer flooded with natural light. The open floor

  Stephanie Lachapelle Group Compass

  20 Audubon Way, Sturbridge, MA 01566
• 

  

  

  /39

  $615,000 Sold May 08, 2025

  • 2,816 Sq Ft
  • $218/SF
  • 5 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1986

  5 Woodside Cir, Sturbridge, MA 01566

  **Offer deadline set for 4/7 at 6pm.** Welcome to 5 Woodside Circle, a beautiful colonial nestled in one of the nicest neighborhoods in Sturbridge. This 4 bed 2.5 bath home boasts over 2,800 sq ft. Enter to find gleaming hardwood floors throughout the main level and tons of space. In addition to the great room with cathedral ceilings, there is a dedicated office, formal dining room, and a den

  Stephanie Lachapelle Compass

  5 Woodside Cir, Sturbridge, MA 01566
• 

  

  

  /40

  Est $496,476 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,534 Sq Ft

  3 Newton Place, Sturbridge, MA 01566

  3 Newton Place, Sturbridge, MA 01566
• 

  

  

  /41

  $845,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,100 Sq Ft

  101 Mcgilpin Rd, Sturbridge, MA 01566

  Welcome to 101 Mcgilpin Road, a stunning custom built colonial in a desirable Sturbridge neighborhood! Beautifully appointed on a lush and private lot, the yard features mature landscaping and natural beauty at every turn. Enter to find hardwood floors and 9' ceilings with a fantastic floor plan. The heart of the home features a spacious kitchen with SS appliances, opening up to a vaulted family

  Stephanie Lachapelle Compass

  101 Mcgilpin Rd, Sturbridge, MA 01566
• 

  

  

  /42

  $625,000 Sold May 01, 2025

  • 1,440 Sq Ft
  • $434/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1965

  98 Westwood Dr, Sturbridge, MA 01566

  .Charming WATERFRONT home on beautiful Cedar Lake-which is fully recreational. The home offers a lovely and bright open floor plan, all leading up to the new picture window in the living room, framing the stunning views of Cedar Lake. There are all new kitchen appliances, a cozy wood burning fireplace, leading to the inviting dinning area, just steps away from the side porch. There are two

  Paula Snow Media Realty Group Inc.

  98 Westwood Dr, Sturbridge, MA 01566
• 

  

  /32

  Est $444,582 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,667 Sq Ft

  153 New Boston Rd, Sturbridge, MA 01566

  153 New Boston Rd, Sturbridge, MA 01566
• 

  

  /31

  $574,900 Pending

  • 3 Beds
  • 2 Baths
  • 2,263 Sq Ft

  6 Hillside Dr, Sturbridge, MA 01566

  Brimming with natural light and charm, this 3-bedroom, 2-bath home in sought-after Sturbridge is a true standout. Soaring ceilings, skylights, and a sun-drenched sunroom create a bright, airy feel throughout. The living room centers around a charming brick fireplace while the eat-in kitchen provides plenty of space to entertain guests. The spacious primary suite is a retreat—complete with in-room

  James Black Real Broker MA, LLC

  6 Hillside Dr, Sturbridge, MA 01566
• 

  

  /42

  $850,000 Sold Apr 28, 2025

  • 1,586 Sq Ft
  • $536/SF
  • 6 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1910

  49 Seneca Ln, Sturbridge, MA 01566

  Open house Sun 12-2 lake oasis awaits on fully recreational Cedar Lake in Sturbridge, with a water view that you won't want to miss! Enjoy the morning sunrise with a coffee in the newly renovated kitchen, or on one of the many decks including a permanent lakeside gazebo your neighbors will envy. In the summertime the wisteria flowers will take your breath away when they grow upon the open frame

  Raymond Verzillo BA Property & Lifestyle Advisors

  49 Seneca Ln, Sturbridge, MA 01566
• 

  

  /14

  Est $354,166 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,028 Sq Ft

  46 New Boston Rd, Sturbridge, MA 01566

  46 New Boston Rd, Sturbridge, MA 01566
• 

  

  /38

  $475,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 2,160 Sq Ft

  8 Shepard Place, Sturbridge, MA 01566

  Step into a timeless storybook home in the heart of Sturbridge! This 3-bedroom, 1.5-bath stucco gem is filled with charm and character. A wrap-around driveway leads to the 2-car garage and welcoming curb appeal. Inside, a spacious living room offers plenty of room for relaxing or entertaining, while the country kitchen blends warmth and function. Convenient first-floor laundry adds ease to

  We Close Deals Team Lamacchia Realty, Inc.

  8 Shepard Place, Sturbridge, MA 01566
• 

  

  /40

  $585,000 Sold Apr 23, 2025

  • 2,210 Sq Ft
  • $265/SF
  • 5 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1955

  21 Mcgregory Rd, Sturbridge, MA 01566

  Sunday Open House Canceled. From the charming cupola to the stunning lot with gorgeous perennial gardens, this home in the sought after McGregory Road Neighborhood is amazing! Gracious one level living, lovingly maintained and loaded with upgrades. Features include classic formals with hardwoods, Dining Room with built in corner cupboard, Living Room with propane fireplace, fully applianced

  Lorraine Herbert RE/MAX Prof Associates

  21 Mcgregory Rd, Sturbridge, MA 01566
• 

  

  /36

  Est $376,372 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,452 Sq Ft

  40 New Boston Rd, Sturbridge, MA 01566

  40 New Boston Rd, Sturbridge, MA 01566
• 

  

  /42

  $1,500,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,352 Sq Ft

  132 Lane 9, Sturbridge, MA 01566

  Luxury lake living on fully recreational South Pond, one of Central MA’s most desirable lakes. This 5 BR, 4 1⁄2 BA custom designed home is 4 years young, bursting w/ high-end features across 3 stunning floors. The 1st flr exceeds every expectation with the kitchen of your dreams (10 ft ceilings, Thermador appliances, specialty Quartz counters, stunning cabinetry). Exquisite open concept dining &

  Julie Horrigan RE/MAX Prof Associates

  132 Lane 9, Sturbridge, MA 01566
• 

  

  /29

  $364,000 Sold Apr 14, 2025

  • 1,200 Sq Ft
  • $303/SF
  • 109 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1966

  27 Cricket Dr, Sturbridge, MA 01566

  Sellers are the original owners of this wonderful home. Updates include new vinyl siding and 200 amp cb electrical service within the past 6 months. The wall-to-wall carpets have been removed to expose beautiful hardwood floors. The wooden deck off of the kitchen looks out over the back woods and offers great privacy. This home is within walking distance to Burgess Elem Sch and the town owned

  Neal Leblanc RE/MAX Prof Associates

  27 Cricket Dr, Sturbridge, MA 01566
• 

  

  /29

  Est $642,952 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  66A New Boston Rd, Sturbridge, MA 01566

  66A New Boston Rd, Sturbridge, MA 01566
• 

  

  /39

  $650,000 Sold Apr 08, 2025

  • 2,896 Sq Ft
  • $224/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1991

  25 Woodside Cir, Sturbridge, MA 01566

  This home is a dream-- its spacious versatile living areas are perfect for relaxing and entertaining. The abundance of natural light is a big plus, and the wood-burning fireplace in the living room adds charm and warmth. The chef's kitchen with cherry cabinetry and a center island is ideal for cooking enthusiasts. The dual French doors leading to the dining room creates an elegant dining

  Sue Gordon Castinetti Realty Group

  25 Woodside Cir, Sturbridge, MA 01566
• 

  

  /19

  Est $360,241 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  58 New Boston Rd, Sturbridge, MA 01566

  58 New Boston Rd, Sturbridge, MA 01566
• 

  

  /34

  $460,000 Sold Apr 07, 2025

  • 1,905 Sq Ft
  • $241/SF
  • 5 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1968

  107 Cedar St, Sturbridge, MA 01518

  Welcome home to this well maintained, move-in ready property. Updates include a high efficiency System 2000 heating system, new oil tank and garage doors. This lovely home has lots of room for everyone! Kitchen opens up to a Large dining room and to a bright sunny living room, which looks out over the back yard and patio. 3 spacious bedrooms and additional bonus of a family room in lower level.

  Ann Marie Sorensen ERA Key Realty Services- Auburn

  107 Cedar St, Sturbridge, MA 01518
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  /42

  Est $513,203 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,450 Sq Ft

  69 New Boston Rd, Sturbridge, MA 01566

  69 New Boston Rd, Sturbridge, MA 01566
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  /32

  $315,000 Sold Apr 04, 2025

  • 1,278 Sq Ft
  • $246/SF
  • 39 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1987

  24 Bentwood Dr Unit 24, Sturbridge, MA 01566

  A commutors dream! Welcome to this sun drenched 3-bedroom, 2.5-bathroom condo nestled within a private gated community in beautiful Sturbridge, MA. This inner unit offers the perfect blend of comfort, modern updates, and convenience. Start your mornings on the brand-new back deck, enjoying your coffee while surrounded by tranquility. Inside, you'll find a flexible floor plan with your choice of

  Keith Krikorian Keller Williams Boston MetroWest

  24 Bentwood Dr Unit 24, Sturbridge, MA 01566
• 

  

  /41

  Est $740,104 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,582 Sq Ft

  172 New Boston Rd, Sturbridge, MA 01566

  172 New Boston Rd, Sturbridge, MA 01566
• 

  

  /40

  $699,900 Sold Apr 04, 2025

  • 2,380 Sq Ft
  • $294/SF
  • 117 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2024

  170 Lane 8, Sturbridge, MA 01566

  Gorgeous new construction under one hour from Boston, Hartford & Providence! Stunning contemporary farmhouse setback on a large private corner lot, boasting lovely exterior features including board & batten and dark finishes on the gutters/fixtures. The open concept interior is bright & inviting - beautiful wide plank white oak floors, ample windows (so much natural light!) The impressive kitchen

  Julie Horrigan RE/MAX Prof Associates

  170 Lane 8, Sturbridge, MA 01566
• 

  

  /42

  Est $625,845 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,588 Sq Ft

  210 New Boston Rd, Sturbridge, MA 01566

  210 New Boston Rd, Sturbridge, MA 01566
• 

  

  /42

  $550,000 Sold Apr 02, 2025

  • 2,352 Sq Ft
  • $234/SF
  • 124 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2004

  254 Holland Rd, Sturbridge, MA 01518

  OUTSTANDING COLONIAL! TRULY IN MOVE IN CONDITION! Beautifully redone! Exceptional home with 8 rooms 3 bedrooms 2 1/2 baths. Kitchen all new, open to living room with propane FP. Kitchen has new stainless steel appliances. NEW Center island for added space for cooking & prepping. Slider to oversized deck overlooking woods. NEW Granite counters. NEW cabinets! First floor 1/2 bath with laundry

  Brenda Ryan Aucoin Ryan Realty

  254 Holland Rd, Sturbridge, MA 01518
• 

  

  /23

  Est $484,126 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,128 Sq Ft

  207 New Boston Rd, Sturbridge, MA 01566

  207 New Boston Rd, Sturbridge, MA 01566
• 

  

  /34

  $575,000 Sold Apr 01, 2025

  • 3,077 Sq Ft
  • $187/SF
  • 103 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2007

  22 Mashapaug Rd, Sturbridge, MA 01566

  If you are looking for a spacious open floor plan with one floor living- look no further. Tucked back on a flat piece of private land sits this lovely home with open concept living featuring bright natural light throughout, gleaming hardwood floors, granite counter tops, cathedral ceilings, an exterior exit to a large deck, breakfast nook, gas fireplace and the list goes on. The primary bedroom

  Lexi O'Brien RE/MAX Prof Associates

  22 Mashapaug Rd, Sturbridge, MA 01566
• 

  

  /26

  Est $425,408 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,050 Sq Ft

  204 New Boston Rd, Sturbridge, MA 01566

  204 New Boston Rd, Sturbridge, MA 01566
• 

  

  /42

  $475,000 Sold Mar 28, 2025

  • 1,573 Sq Ft
  • $302/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1965

  16 Hall Rd, Sturbridge, MA 01566

  Lovingly cared for by one family for 53 years, this beautiful early American style home has the beauty and character of old world with many modern conveniences and upgrades. Very special features include the gorgeous 10' cooking fireplace with the "Titanic Railway" mantel (ask), Georgia yellow pine wide board floors in kitchen/dining, the antique Bulls Eye glass windows in the front door, the Red

  Elizabeth Callahan MA Homes, LLC

  16 Hall Rd, Sturbridge, MA 01566
• 

  

  /18

  Est $488,133 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,025 Sq Ft

  271 New Boston Rd, Sturbridge, MA 01566

  271 New Boston Rd, Sturbridge, MA 01566
• 

  

  /31

  $438,000 Sold Mar 28, 2025

  • 1,938 Sq Ft
  • $226/SF
  • 2 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1994

  36 Betsy Ross Cir, Sturbridge, MA 01566

  Discover this sought-after end-unit townhouse in Sturbridge Hills! Meticulously maintained by its original owner, this home offers an open-concept first floor with newer vinyl plank flooring. The kitchen flows into the dining area, while the living room features cathedral ceiling, a wood-burning fireplace and access to a spacious deck overlooking the backyard. The first-floor bedroom boasts a

  Kristen Kaskela Berkshire Hathaway Home Service New England Properties

  36 Betsy Ross Cir, Sturbridge, MA 01566
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  /6

  Est $570,010 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,228 Sq Ft

  404 New Boston Rd, Sturbridge, MA 01566

  404 New Boston Rd, Sturbridge, MA 01566
• 

  

  /32

  $599,000 Sold Mar 26, 2025

  • 2,312 Sq Ft
  • $259/SF
  • 12 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2004

  8 South Rd, Sturbridge, MA 01566

  ****OPEN HOUSE CANCELED - OFFER ACCEPTED***Bright & sunny w/ a lovely open floorplan! This 3 bedroom, 2.5 bathroom colonial home is exactly what you have been searching for. Located on a quiet, dead-end road, the house is set back on a large lot providing fantastic front and backyard options. The 1st level (HW floors) begins w/ a sweeping foyer, a formal dining room, plus a sizeable bonus room

  Julie Horrigan RE/MAX Prof Associates

  8 South Rd, Sturbridge, MA 01566
• 

  

  /38

  Est $609,326 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,014 Sq Ft

  368 New Boston Rd, Sturbridge, MA 01566

  368 New Boston Rd, Sturbridge, MA 01566
• 

  

  /42

  $585,000 Sold Mar 21, 2025

  • 2,716 Sq Ft
  • $215/SF
  • 11 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1985

  215 Podunk Rd, Sturbridge, MA 01566

  Your Dream Farmhouse awaits! Lovely 4 Bed 2.5 bath Brick front Colonial located on 3 plus acres on a country road in the heart of Sturbridge. The grounds here are a showstopper! Gorgeous Barn, Heated inground pool, huge yard, oversized deck, play area, firepit, trails, invisible fence, patio, & enclosed screened in porch. This property has so much to offer any outdoor enthusiast and animal lover!

  Carrie Abysalh RE/MAX Prof Associates

  215 Podunk Rd, Sturbridge, MA 01566
• 

  

  /40

  Est $547,704 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,400 Sq Ft

  7 Mcgregory Rd, Sturbridge, MA 01566

  7 Mcgregory Rd, Sturbridge, MA 01566
• 

  

  /31

  $437,000 Sold Mar 19, 2025

  • 1,550 Sq Ft
  • $282/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1969

  137 Fairview Park Rd, Sturbridge, MA 01566

  Beautifully renovated ranch offering 3 beds, 2 baths, and ~1550 sqft of stylish living space. A feature wall with a built-in fireplace creates a cozy focal point, while the eat-in kitchen with casual bar seating is perfect for entertaining. The finished basement adds extra space with a bedroom and full bath—ideal for guests or a home office. Located just off Route 131, this commuter-friendly home

  Greg Lewandowski Red Post Realty, LLC

  137 Fairview Park Rd, Sturbridge, MA 01566
• 

  

  /36

  Est $556,791 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,382 Sq Ft

  45 Mcgregory Rd, Sturbridge, MA 01566

  45 Mcgregory Rd, Sturbridge, MA 01566
• 

  

  /40

  $463,000 Sold Mar 17, 2025

  • 1,796 Sq Ft
  • $258/SF
  • 41 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1965

  70 Old Farm Rd, Sturbridge, MA 01566

  Welcome to this charming 3-bedroom, 3-bathroom ranch, nestled in a private setting! This home boasts an inviting eat-in kitchen, a cozy sunroom filled with natural light, and a spacious main suite featuring a large bathroom and walk-in closet. Enjoy the warmth of the fireplace in the living room or entertain on the expansive deck overlooking the fenced-in yard. The finished basement offers a

  Mandy Fontanez Coldwell Banker Realty - Worcester

  70 Old Farm Rd, Sturbridge, MA 01566
• 

  

  /36

  Est $477,847 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,071 Sq Ft

  52 Mcgilpin Rd, Sturbridge, MA 01566

  52 Mcgilpin Rd, Sturbridge, MA 01566
• 

  

  /34

  $340,000 Sold Mar 05, 2025

  • 1,479 Sq Ft
  • $230/SF
  • 44 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1983

  50 Bentwood Dr, Sturbridge, MA 01566

  Welcome to this beautifully maintained condo at 50 Bentwood Drive, located in a quiet, gated community in Sturbridge. Offering the perfect combination of comfort, convenience, and style, this home features single-level living that makes everyday life easy and enjoyable. The cabinet-packed kitchen provides ample storage and workspace. Flowing seamlessly from the kitchen, the oversized living room

  Michelle Terry Team eXp Realty

  50 Bentwood Dr, Sturbridge, MA 01566

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