Homes in ZIP Code 01566

• 

  

  

  /23

  $414,000 Sold Aug 15, 2025

  • 790 Sq Ft
  • $524/SF
  • 115 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1965

  114 Westwood Dr, Sturbridge, MA 01566

  A year round home on Cedar Lake with a 100' of WATERFRONT provides direct access to a full recreational lake to enjoy all the water activities for all seasons. The home offers 2 bedrooms and 1 bath with an additional 900+ sq ft of unfinished walk-out basement with laundry hookup. This area provides limitless potential, offering direct access to the serene lakefront, perfect for creating your

  Lifeline Realty Team RE/MAX Prof Associates

  114 Westwood Dr, Sturbridge, MA 01566
• 

  

  

  /32

  Est $341,491 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,322 Sq Ft

  6 Village Green, Sturbridge, MA 01566

  6 Village Green, Sturbridge, MA 01566
• 

  

  

  /11

  $468,000

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  6 Cedar Pond Dr, Sturbridge, MA 01566

  UNBEATABLE OPPORTUNITY to purchase DIRECT LAKEFRONT home with detached GARAGE! Comes with dock and boat lift! CEDAR POND -- a full-rec lake, clean for swimming and all water activities! Easy access to Ma Pike and Rt 20 -- Tantasqua School Dist. -- Lovely Little Town to Sturbridge MA 01566!!! Dont miss this opportunity to nab this value-priced home (needs work, but is habitable!) Great back

  Mike Dagilis Property Partners Real Estate LLC

  6 Cedar Pond Dr, Sturbridge, MA 01566
• 

  

  

  /38

  $837,000 Sold Aug 14, 2025

  • 3,068 Sq Ft
  • $273/SF
  • 9 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2004

  109 Mcgilpin Rd, Sturbridge, MA 01566

  Elegance and charm are displayed inside and out in this custom-built Colonial just off of Fiske Hill! Featuring 4 bedrooms and 2.5 baths, the first floor offers versatility with an office, dining room, and a secondary living area. The home also boasts a stunning kitchen with granite countertops and cherry cabinets, and a large living room with a cozy fireplace. Upstairs you'll find a spacious

  Michael Nugent RE/MAX Prof Associates

  109 Mcgilpin Rd, Sturbridge, MA 01566
• 

  

  

  /29

  Est $352,575 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,287 Sq Ft

  2 Village Green, Sturbridge, MA 01566

  2 Village Green, Sturbridge, MA 01566
• 

  

  /35

  $499,000

  • 4 Beds
  • 1.5 Baths
  • 2,032 Sq Ft

  73 New Boston Rd, Sturbridge, MA 01566

  Welcome to this Beautiful Colonial nestled on a charming country road on a private wooded half acre lot. This home boast 4 generous sized bedrooms with nice closet space & 1.5 baths. An amazing open floor plan on the 1st floor with gleaming knotty pine floors. Kitchen with skylights and an island opens to the family room with pellet stove. There is a dining room that opens to the deck and a

  Pamela Bott Media Realty Group Inc.

  73 New Boston Rd, Sturbridge, MA 01566
• 

  

  /29

  $430,000 Sold Aug 08, 2025

  • 1,326 Sq Ft
  • $324/SF
  • 5 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1981

  129 New Boston Rd, Sturbridge, MA 01566

  Cute as a button! This charming home sits on just over an acre, surrounded by peaceful woodlands and a fenced-in, level yard. Step into the sun-filled living room featuring exposed beams, wide plank flooring, and a cozy pellet stove. The fully applianced eat-in kitchen opens to a spacious deck, perfect for morning coffee or evening relaxation. The first floor offers a large primary bedroom, an

  Amanda Pearce RE/MAX Prof Associates

  129 New Boston Rd, Sturbridge, MA 01566
• 

  

  /42

  Est $227,670 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 660 Sq Ft

  7 Tantasqua Shore Dr, Sturbridge, MA 01566

  7 Tantasqua Shore Dr, Sturbridge, MA 01566
• 

  

  /42

  $479,000

  • 3 Beds
  • 1 Bath
  • 1,546 Sq Ft

  323 New Boston Rd, Sturbridge, MA 01566

  Are You Looking for Your Own Private Homestead? Charming 3-Bed Cape on 3.38 Acres Welcome to this classic New England Cape nestled on a beautiful 3.38-acre lot in Desirable Area! Offering the perfect blend of privacy and convenience, this well-maintained home features Large Kitchen, 3 Generous Bedrooms and 1 Full Bath, Large Living Room ideal for growing families, or those seeking flexible living

  Lori Berry The Neighborhood Realty Group

  323 New Boston Rd, Sturbridge, MA 01566
• 

  

  /42

  $565,000 Sold Aug 08, 2025

  • 1,988 Sq Ft
  • $284/SF
  • 11 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2003

  42 Cricket Dr, Sturbridge, MA 01566

  Tucked into a sought-after Sturbridge neighborhood, this spacious multi-level home offers a unique floor plan perfect for flexible living. The main level features open-concept gathering spaces, a vaulted family room with skylights and fireplace, and a bright kitchen with prep-island, dining area, and living room. Upstairs, the primary suite boasts vaulted ceilings, sitting/ office area, double

  Hometown Team Real Broker MA, LLC

  42 Cricket Dr, Sturbridge, MA 01566
• 

  

  /21

  Est $380,626 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,631 Sq Ft

  26 Sturbridge Hills Rd, Sturbridge, MA 01566

  26 Sturbridge Hills Rd, Sturbridge, MA 01566
• 

  

  /28

  $460,000

  • 4 Beds
  • 3 Baths
  • 2,236 Sq Ft

  213 Cedar St, Sturbridge, MA 01518

  This oversized dormered Cape offers the perfect blend of space, charm, and versatility. Step inside and immediately feel at home. The first floor features a spacious living room, a flexible bedroom that can also serve as a home office, a formal dining room, and a large open kitchen with stainless steel appliances. Upstairs, you’ll find a generous primary bedroom with double closets, two

  Elizabeth Cruz Century 21 North East

  213 Cedar St, Sturbridge, MA 01518
• 

  

  /42

  $835,000 Sold Aug 05, 2025

  • 2,244 Sq Ft
  • $372/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1981

  112 Westwood Dr, Sturbridge, MA 01566

  RARE OPPORTUNITY BEAUTIFUL, Waterfront(s) on Cedar Lake-fully recreational. The main level offers a custom kitchen(2021) with granite counters, ceramic tile, and luxurious radiant floor heat. The center sliders open to your large composite deck(2023) to enjoy the lake view. A living room, bedroom, bath and laundry room complete the main level. Head to the 2nd floor where you will find an

  Lifeline Realty Team RE/MAX Prof Associates

  112 Westwood Dr, Sturbridge, MA 01566
• 

  

  /26

  Est $376,027 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,283 Sq Ft

  25 Sturbridge Hills Rd, Sturbridge, MA 01566

  25 Sturbridge Hills Rd, Sturbridge, MA 01566
• 

  

  /15

  $419,000

  • Land
  • 0.88 Acre
  • $476,136 per Acre

  51-A Seneca Ln, Sturbridge, MA 01566

  Rare opportunity to build on Cedar Lake in Sturbridge. This 0.88-acre WATERFRONT parcel offers 125 feet of lake frontage, 130 feet of road frontage, and is an ANR lot on a town-maintained paved private road with public sewer! This lot sits on a dead end road and along the west side of Cedar Lake offering spectacular views. The lot is surveyed and engineered with completed wetland delineation, DEP

  Cindy Leinonen Houseworks Realty

  51-A Seneca Ln, Sturbridge, MA 01566
• 

  

  /9

  $380,000 Sold Aug 05, 2025

  • 816 Sq Ft
  • $466/SF
  • 48 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  91 Shore Rd, Sturbridge, MA 01566

  BUYER GOT COLD FEET! Their loss is your gain! Summer House on desirable fully recreational Cedar Lake. Flat Lot with 50ft of water frontage and AMAZING westerly views.This well maintained camp has a 10 year old roof. Town SEWER with betterment paid off. 2 bed/ 1 bath and fully furnished.Appliances are included as are the AC units, heaters, dishes, silverware, etc. and even a Paddle boat and

  Ann Marie Sorensen ERA Key Realty Services- Auburn

  91 Shore Rd, Sturbridge, MA 01566
• 

  

  /31

  Est $373,069 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  143 Stallion Hill Rd, Sturbridge, MA 01518

  143 Stallion Hill Rd, Sturbridge, MA 01518
• 

  

  /25

  $149,900

  • 2 Beds
  • 1.5 Baths
  • 1,124 Sq Ft

  43 Park Ave, Sturbridge, MA 01566

  Welcome to Sturbridge Retirement Co-op— the area's most desirable 55+ communities! This charming and sun-filled 2-bedroom, 1.5-bath mobile home offers easy, low-maintenance living in a peaceful and welcoming neighborhood. Enjoy the convenience of single-level living filled with tons of natural light and thoughtful updates throughout. The home features a brand-new oil tank installed in 2024, and

  James Black Real Broker MA, LLC

  43 Park Ave, Sturbridge, MA 01566
• 

  

  /40

  $389,000 Sold Aug 04, 2025

  • 1,644 Sq Ft
  • $237/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1940

  39 Mashapaug Rd, Sturbridge, MA 01566

  Lovely three bedroom, 2 bath home on a wooded country road. Large living room with a cozy wood stove and hardwood floors. Bright kitchen with a large skylight opens to lovely dining area. Large primary suite on the first floor with a private deck and bathroom with a walk-in shower. Second bedroom on first floor. Upstairs is a large third bedroom with brand new carpeting. Workshop area in

  Moira McGrath Keller Williams Pinnacle Central

  39 Mashapaug Rd, Sturbridge, MA 01566
• 

  

  /34

  Est $582,700 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  102 S Shore Dr, Sturbridge, MA 01566

  102 S Shore Dr, Sturbridge, MA 01566
• 

  

  /42

  $395,000

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

  38 Bentwood Dr, Sturbridge, MA 01566

  Gorgeous END unit w/ rare 2-CAR GARAGE in a gated, secure community! Perfectly situated just off RT 84, minutes to the Mass Pike & RT 20. Nearly 2,000 sq ft—one of the largest units here. Soaring beamed ceilings crown the open living/dining room w/ fireplace, while a private newly stained deck w/ gas line overlooks a tree-lined backyard. The kitchen offers abundant cabinetry, tile flooring, trash

  Kim Synott Castinetti Realty Group

  38 Bentwood Dr, Sturbridge, MA 01566
• 

  

  /41

  $795,000 Sold Aug 01, 2025

  • 2,551 Sq Ft
  • $312/SF
  • 10 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2003

  18 Preserve Way, Sturbridge, MA 01566

  Exquisite and with so many bonus features, this home is The One. The moment you enter the dramatic vaulted foyer you'll be captivated! The first floor open concept includes a custom kitchen with granite and stainless, with a dining area bathed in sun w/sliders to the huge deck. The living room is elegantly appointed with wainscotting, transom window and true wood blinds. You'll be cozy in front

  Deborah Deschamps Berkshire Hathaway HomeServices Realty Professionals

  18 Preserve Way, Sturbridge, MA 01566
• 

  

  /42

  Est $923,962 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,952 Sq Ft

  98 S Shore Dr, Sturbridge, MA 01566

  98 S Shore Dr, Sturbridge, MA 01566
• 

  

  /13

  $139,900

  • Land
  • 2.07 Acres
  • $67,585 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
• 

  

  /29

  $240,000 Sold Jul 25, 2025

  • 700 Sq Ft
  • $343/SF
  • 61 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1959

  14 Cormack Rd, Sturbridge, MA 01566

  Escape to this peaceful three-bedroom, one-bath seasonal cabin tucked away on a quiet dead-end road, just a short distance from the heart of Sturbridge. Enjoy tranquil mornings on the spacious deck and sunny afternoons by the nearby pond, perfect for kayaking, fishing, or relaxing by the water.Deeded Access to Leadmine Pond. This cozy retreat offers a rustic charm with an open living area,

  Melissa Whitelock ERA M Connie Laplante Real Estate

  14 Cormack Rd, Sturbridge, MA 01566
• 

  

  /42

  Est $909,664 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,056 Sq Ft

  60 S Shore Dr, Sturbridge, MA 01566

  60 S Shore Dr, Sturbridge, MA 01566
• 

  

  /3

  $159,000

  • Land
  • 17.16 Acres
  • $9,266 per Acre

  146-A. Cedar St, Sturbridge, MA 01566

  Looking for privacy? Look no further, this beautiful Sturbridge lot located just minutes from the Mass Pike offers city water and sewer at the street. This lot has civil engineering / site work plan in hand and is an approved buildable lot. These are ANR lots. Build your dream home! Frontage also on Westwood Dr. Any future house would be set back from the road and not viewable from the street.

  David Leal Keller Williams Pinnacle Central

  146-A. Cedar St, Sturbridge, MA 01566
• 

  

  /24

  $750,000 Sold Jul 21, 2025

  • 2,326 Sq Ft
  • $322/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2004

  28 Preserve Way, Sturbridge, MA 01566

  **Highest/best offers due: 4/14 @ 5pm.**The best of everything! All of the privacy that you have been searching for, only minutes to major commuting routes (MassPike, Rt. 20, Rt.84). Located in the sought after Preserve neighborhood (sidewalks & streetlights), this big, bright, and meticulously maintained colonial style home is setback off the road and surrounded by OPACUM Preserve land. The

  Julie Horrigan RE/MAX Prof Associates

  28 Preserve Way, Sturbridge, MA 01566
• 

  

  /37

  Est $374,735 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,562 Sq Ft

  10 Snell St, Fiskdale, MA 01518

  10 Snell St, Fiskdale, MA 01518
• 

  

  /16

  $450,000

  • Land
  • 2.2 Acres
  • $204,545 per Acre

  368 Main St, Sturbridge, MA 01566

  This lot abuts McDonalds, CVS, Burger King and Sturbridge Host Hotel. Flat lot with curb cut and water & sewer at lot line. This land is suited for Section 8, LIHTC, Section 202, Section 811 and VASH. 40B statute’s flexibility allows for various other types of housing including single-family homes, townhouses, and multi-family complexes, tailored to local demand.< 2 miles to destination

  David Ford RE/MAX Prof Associates

  368 Main St, Sturbridge, MA 01566
• 

  

  /40

  $690,000 Sold Jul 18, 2025

  • 3,672 Sq Ft
  • $188/SF
  • 6 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1988

  82 Allen Rd, Sturbridge, MA 01566

  YOUR DREAM HOME AWAITS! Water Rights to South Pond! Full Recreational Lake/Pond. Entertaining will be a breeze with your gourmet kitchen with eat in area & Fireplace!.Kitchen has SS Appliances, granite countertops, breakfast bar, sliders to deck, plus the fabulous beamed cathedral ceilings w/ skylights! Off kitchen is laundry room & formal dining room.Large living room w/ bowed window. Hardwood

  Brenda Ryan Aucoin Ryan Realty

  82 Allen Rd, Sturbridge, MA 01566
• 

  

  /41

  Est $547,398 Not Listed For Sale

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

  152 Shepard Rd, Sturbridge, MA 01566

  152 Shepard Rd, Sturbridge, MA 01566
• 

  

  /4

  $8,900

  • Land
  • 0.5 Acre
  • $17,800 per Acre

  17 Vinton Rd, Sturbridge, MA 01566

  Recreational land available for sale by Hamilton Reservoir in Sturbridge, MA. This is an unbuildable lot, you are also not allowed to put a camper on this 0.5 acre lot. There are wetlands through the rear of the lot. Buyer to perform all due diligence. The property is between 15 and 19 Vinton Road. One or more of this property's owners is a Real Estate Licensee

  Gramoz Mema Naples Realty Group

  17 Vinton Rd, Sturbridge, MA 01566
• 

  

  /33

  $405,000 Sold Jul 16, 2025

  • 1,324 Sq Ft
  • $306/SF
  • 25 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1990

  10 Vinton Rd, Sturbridge, MA 01566

  From the minute you enter, you will feel at home in this move-in ready ranch. Natural light floods the living room and an effortless transition leads you to an open concept dining room area and kitchen. Down the hall you will find 3 bedrooms that offer just the right blend of space and coziness, as well as a full bathroom. Stay cool all summer long and warm on winter nights with new mini-splits,

  James Black Real Broker MA, LLC

  10 Vinton Rd, Sturbridge, MA 01566
• 

  

  /21

  Est $349,823 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  85 Shepard Rd, Sturbridge, MA 01566

  85 Shepard Rd, Sturbridge, MA 01566
• 

  

  /4

  $525,000

  • Land
  • 25 Acres
  • $21,000 per Acre

  0 Fiske Hill Rd, Sturbridge, MA 01566

  183 Charlton Road, which has 50 feet frontage on Rt. 20, is the legal address. It is 50 feet wide for 300 feet then opens up to the 74+ acres. The area for sale is approximately 25 acres and has 1,600+- LF of RR-zoned frontage along Fiske Hill Rd. The total lot size for each ANR lot is TBD but should be about 5 acres and is dependent on the outcome of planned perc testing in this area. 3/4 mile

  David Ford RE/MAX Prof Associates

  0 Fiske Hill Rd, Sturbridge, MA 01566
• 

  

  /42

  $895,000 Sold Jul 15, 2025

  • 3,228 Sq Ft
  • $277/SF
  • 10 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1983

  72 S Shore Dr, Sturbridge, MA 01566

  Lakefront living meets everyday comfort in this spacious 3 or 4 bed, 3 bath waterfront colonial on South Pond, a coveted 70' deep fully recreational lake in the desirable town of Sturbridge. Featuring 100 ft of private and direct frontage, this home spans three finished levels, each showcasing gorgeous water views. The open concept main floor features a sunlit living room, dining area, and

  Stephanie Lachapelle Compass

  72 S Shore Dr, Sturbridge, MA 01566
• 

  

  /24

  Est $381,549 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,112 Sq Ft

  47 Shepard Rd, Sturbridge, MA 01566

  47 Shepard Rd, Sturbridge, MA 01566
• 

  

  /7

  $1,990,000

  • Land
  • 36 Acres
  • $55,278 per Acre

  1 Chase Rd, Sturbridge, MA 01566

  This premier development represents a rare and lucrative opportunity for developers and investors. 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 3 acre commercial lot. This property is ideally situated, 1/2 mile to the on ramp to

  David Ford RE/MAX Prof Associates

  1 Chase Rd, Sturbridge, MA 01566
• 

  

  /39

  $605,000 Sold Jul 11, 2025

  • 1,720 Sq Ft
  • $352/SF
  • 6 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1986

  4 Fiske Mill Rd, Upton, MA 01568

  Tucked away in a serene, private setting in a highly desired location of Upton, presenting a unique, custom contemporary home offering a striking architectural design and versatile living space on almost 2 acres of land. This home features seamless indoor-outdoor living with a spacious rear deck overlooking a peaceful, wooded backyard. Inside, the dramatic main living area is a soaring cathedral

  Nina Desmond Lamacchia Realty, Inc.

  4 Fiske Mill Rd, Upton, MA 01568

Showing Results 81 - 120, Page 3 of 18