24

Sturbridge, MA Homes for Sale under $500,000

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  • 16 Curboy Rd, Sturbridge, MA 01566
    16 Curboy Rd, Sturbridge, MA 01566
    16 Curboy Rd, Sturbridge, MA 01566
    /40

    $495,000

    Open Sat 12PM - 1:30PM $55K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,196 Sq Ft

    16 Curboy Rd, Sturbridge, MA 01566

    This is not a single-parcel ranch listing. It is a rare multi-parcel compound opportunity priced as one home! 80K invested in recent updates. Set at the end of a quiet, scenic road, this 2.21-acre property includes an updated ranch, a 2-car garage with a semi-finished second floor in- law possibility, and a separate buildable lot with a breathtaking river water view, an exceptional opportunity

    Agent Photo

    Lisa Zemack

    Zemack Real Estate

    16 Curboy Rd, Sturbridge, MA 01566
  • 6 Pinrock Dr, Sturbridge, MA 01566
    6 Pinrock Dr, Sturbridge, MA 01566
    6 Pinrock Dr, Sturbridge, MA 01566
    /17

    $359,800

    Open House 9/27
    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    6 Pinrock Dr, Sturbridge, MA 01566

    QUICK CLOSE – MOVE INTO THIS HOME BY END OF 2026 AND RECEIVE FREE RENT FOR 6 MONTHS! 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,

    Agent Photo

    Justin Stelmok

    J.W. Management & Sales, Inc.

    6 Pinrock Dr, Sturbridge, MA 01566
  • 19 Pinrock Dr, Sturbridge, MA 01566
    19 Pinrock Dr, Sturbridge, MA 01566
    19 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
  • 12 Carey Rd, Sturbridge, MA 01566
    12 Carey Rd, Sturbridge, MA 01566
    12 Carey Rd, 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
  • 21 Pinrock Dr, Sturbridge, MA 01566
    21 Pinrock Dr, Sturbridge, MA 01566
    21 Pinrock Dr, 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
  • 3 Rose Ln, Sturbridge, MA 01566
    3 Rose Ln, Sturbridge, MA 01566
    3 Rose Ln, Sturbridge, MA 01566
    /13

    $399,900

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

    3 Rose Ln, Sturbridge, MA 01566

    PHASE 3 ROSE LANE CUL DE SAC NOW OPEN. TAKING RESERVATIONS FOR 2027. 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 patio for outdoor living.

    Agent Photo

    Justin Stelmok

    J.W. Management & Sales, Inc.

    3 Rose Ln, Sturbridge, MA 01566
  • 24 Pinrock Dr, Sturbridge, MA 01566
    24 Pinrock Dr, Sturbridge, MA 01566
    24 Pinrock Dr, Sturbridge, MA 01566
    /13

    $456,900

    Open House 9/27 $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
  • 6 Belanger Ave, Sturbridge, MA 01566
    6 Belanger Ave, Sturbridge, MA 01566
    6 Belanger Ave, Sturbridge, MA 01566
    /37

    $490,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    6 Belanger Ave, Sturbridge, MA 01566

    Located on a private dead end road, this charming 3-4 bedroom, 2 bath, updated Colonial farmhouse has so much to offer! Set on 8 plus wooded acres, this home is a nature lovers sanctuary with hiking, hunting, camping, and more all outside your door. Lovely eat-in country kitchen w/peninsula, granite counters & stainless appliances, Open concept living/dining room. First floor laundry area. The

    Agent Photo

    Carrie Abysalh

    RE/MAX Prof Associates

    6 Belanger Ave, Sturbridge, MA 01566
  • 219 Main St, Sturbridge, MA 01566
    219 Main St, Sturbridge, MA 01566
    219 Main St, Sturbridge, MA 01566
    /9

    $299,999

    • Land
    • 42,253 Sq Ft
    • $309,277 per Acre

    219 Main St, Sturbridge, MA 01566

    Attention Builders, Developers, and Investors! Explore this excellent opportunity to build in Sturbridge. The property was previously approved in 2008 for an approximately 2,500-square-foot home, but those approvals have since expired. An existing foundation remains on the property and has cracks that may require substantial repair or replacement. Public water and sewer connections are available,

    Jared Liftman REMAX Executive Realty

    219 Main St, Sturbridge, MA 01566
  • 266 Holland Rd, Sturbridge, MA 01518
    266 Holland Rd, Sturbridge, MA 01518
    266 Holland Rd, Sturbridge, MA 01518
    /19

    $318,000

    • Land
    • 32.58 Acres
    • $9,761 per Acre

    266 Holland Rd, Sturbridge, MA 01518

    Discover the endless possibilities with this exceptional offering of undeveloped land. This property is a rare find in the highly desirable town of Sturbridge.This property offers an abundance of space, perfect for those seeking to create a private estate, develop a recreational retreat, or invest in long-term land conservation. With 821 feet of road frontage, there are also sub-division

    Jorge Zea Jorge Andres Zea

    266 Holland Rd, Sturbridge, MA 01518
  • 217 Main St, Sturbridge, MA 01566
    217 Main St, Sturbridge, MA 01566
    217 Main St, Sturbridge, MA 01566
    /9

    $299,999

    • Land
    • 1.05 Acres
    • $285,713 per Acre

    217 Main St, Sturbridge, MA 01566

    Attention all builders, developers, and investors! Excellent opportunity to build in Sturbridge. Previously approved to build an approximately 2,500 sq. ft. home in 2008; approvals have since expired. Foundation was installed but has cracks. Public water and sewer connections are available, and seller states the sewer abatement fee has been paid. Previous building plans are available for

    Jared Liftman REMAX Executive Realty

    217 Main St, Sturbridge, MA 01566
  • 23 Snell St, Sturbridge, MA 01518
    23 Snell St, Sturbridge, MA 01518
    23 Snell St, Sturbridge, MA 01518
    /40

    $409,900

    Open Sat 1PM - 2:30PM
    • 3 Beds
    • 1.5 Baths
    • 1,550 Sq Ft

    23 Snell St, Sturbridge, MA 01518

    Need a commuter location that is unmatched with local access to Rts. 20, 84 and the Mass Pike ? Would you like a Charming, Neatly Landscaped, 3 Bed, 1 1/2 Colonial that was completely renovated in 2014 and has had many more updates since? Are you ready to entertain and have room for a crowd, with privacy, in the expansive fenced yard? There is ample parking and 23 Snell Street is waiting for you

    Gail Mahoney Keller Williams Pinnacle Central

    23 Snell St, Sturbridge, MA 01518
  • 12 Fairground Rd, Sturbridge, MA 01566
    12 Fairground Rd, Sturbridge, MA 01566
    12 Fairground Rd, Sturbridge, MA 01566
    /20

    $415,000

    Open Sat 10:30AM - 12PM $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,150 Sq Ft

    12 Fairground Rd, Sturbridge, MA 01566

    Charming Cedar Pond Waterfront Bungalow!Welcome to this adorable 3-bedroom, 2-bath waterfront bungalow nestled along the shores of beautiful Cedar Pond in Sturbridge. Full of character and thoughtful updates, this inviting home offers the perfect blend of charm, potential, and a peaceful waterfront lifestyle.Approximately 10-15 years ago, a second-story addition transformed the home by adding two

    JS & The City Team Serhant

    12 Fairground Rd, Sturbridge, MA 01566
  • 18 Fiske Hill Rd, Sturbridge, MA 01566
    18 Fiske Hill Rd, Sturbridge, MA 01566
    18 Fiske Hill Rd, Sturbridge, MA 01566
    /42

    $385,000

    • 3 Beds
    • 1.5 Baths
    • 1,404 Sq Ft

    18 Fiske Hill Rd, Sturbridge, MA 01566

    Welcome to desirable Fiske Hill in Sturbridge! This inviting 3-bedroom, 1.5-bath home offers a wonderful combination of comfort, privacy, and commuter convenience. The fireplaced living room provides a warm gathering space, while hardwood flooring adds classic appeal in select rooms. Enjoy a nice front porch for relaxing, plus a side deck overlooking the beautiful and private yard. Outdoor

    Kathleen Cooper Sposato Realty Group

    18 Fiske Hill Rd, Sturbridge, MA 01566
  • 7 Crescent Way Unit 306, Sturbridge, MA 01518
    7 Crescent Way Unit 306, Sturbridge, MA 01518
    7 Crescent Way Unit 306, Sturbridge, MA 01518
    /42

    $299,900

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft

    7 Crescent Way Unit 306, Sturbridge, MA 01518

    Turnkey 2-bedroom condo in Crescent Gate, a sought-after 55+ community offering the ideal blend of peace, privacy, and engaging amenities. This inviting top-floor unit features an open-concept living and dining area, an efficiently designed kitchen, and wooded views that create a calm, relaxing backdrop for everyday living. Two well-proportioned bedrooms provide flexible space for an owner’s

    Kathleen Cooper Sposato Realty Group

    7 Crescent Way Unit 306, Sturbridge, MA 01518
  • 7 Crescent Way Unit 307, Sturbridge, MA 01518
    7 Crescent Way Unit 307, Sturbridge, MA 01518
    7 Crescent Way Unit 307, Sturbridge, MA 01518
    /20

    $255,800

    • 1 Bed
    • 1 Bath
    • 920 Sq Ft

    7 Crescent Way Unit 307, Sturbridge, MA 01518

    Crescent Gate a premier 55 + condominium in Sturbridge! Professionally manicured grounds! Deeded parking and secure extra storage in the parking garage, elevator, library rm, club rm, exercise rm, movie/media rm, large sun deck, front porch with rockers, community fireplaced sitting area. Nicely maintained and decorated throughout. This unit has the privacy of being on the 3rd floor with easy

    Michael Galipault Timber Real Estate

    7 Crescent Way Unit 307, Sturbridge, MA 01518
  • 7 Crescent Way Unit 319, Sturbridge, MA 01518
    7 Crescent Way Unit 319, Sturbridge, MA 01518
    7 Crescent Way Unit 319, Sturbridge, MA 01518
    /27

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,110 Sq Ft

    7 Crescent Way Unit 319, Sturbridge, MA 01518

    Come and enjoy easy, maintenance free luxury living at Crescent Gate, Sturbridge's premier 55+ adult community! Relax with all the comforts and conveniences that this beautiful property has to offer. This unit is located on the penthouse level third floor.This expansive 1100 sq. ft 2 bedroom corner unit features hardwood floors thru out the living space. The large master bedroom features a

    Keith Hollett Coldwell Banker Realty - Worcester

    7 Crescent Way Unit 319, Sturbridge, MA 01518
  • 92 Colonial Dr Unit 92, Sturbridge, MA 01566
    92 Colonial Dr Unit 92, Sturbridge, MA 01566
    92 Colonial Dr Unit 92, Sturbridge, MA 01566
    /42

    $375,000

    • 2 Beds
    • 2 Baths
    • 1,788 Sq Ft

    92 Colonial Dr Unit 92, Sturbridge, MA 01566

    STURBRIDGE HILLS - Enjoy the Fall Days from the Front Porch and Cozy Nights by the Gas Fireplace in the Living Room with Vaulted Ceilings to Let in the Light - Updated Eat-in Kitchen with Granite Counters and Full Suite of Stainless Appliances - Separate Dining Room for Entertaining Leads to Back Deck with Privacy Fence - Main Level 3/4 Bath - Upper level contains Walkway overlooking the Main

    The Icon Group Keller Williams Pinnacle MetroWest

    92 Colonial Dr Unit 92, Sturbridge, MA 01566
  • 7 Crescent Way Unit 312, Sturbridge, MA 01518
    7 Crescent Way Unit 312, Sturbridge, MA 01518
    7 Crescent Way Unit 312, Sturbridge, MA 01518
    /22

    $250,000

    • 1 Bed
    • 1 Bath
    • 920 Sq Ft

    7 Crescent Way Unit 312, Sturbridge, MA 01518

    Come and enjoy easy, maintenance free luxury living at Crescent Gate, Sturbridge's premier 55+ adult community! Relax with all the comforts and conveniences that this beautiful property has to offer.This expansive 1 bedroom unit features double closets and master bathroom with a separate guest entrance. It is located on the third floor. You will love the open concept floor plan that highlights

    Keith Hollett Coldwell Banker Realty - Worcester

    7 Crescent Way Unit 312, Sturbridge, MA 01518
  • 212 Charlton Rd, Sturbridge, MA 01566
    212 Charlton Rd, Sturbridge, MA 01566
    212 Charlton Rd, Sturbridge, MA 01566
    /21

    $449,000

    • 3 Beds
    • 1 Bath
    • 2,091 Sq Ft

    212 Charlton Rd, Sturbridge, MA 01566

    Bring your business home with this commercially zoned property. Enjoy the convenience of operating your business just steps from your living space - the perfect work-life balance! Commuters take notice! This impeccably maintained custom ranch offers an unbeatable Sturbridge location just seconds from the Mass Pike, I-84, Route 20, and nearby shopping. Quality craftsmanship shines throughout with

    Julie Horrigan RE/MAX Prof Associates

    212 Charlton Rd, Sturbridge, MA 01566
  • 37 Breakneck Rd, Sturbridge, MA 01566
    37 Breakneck Rd, Sturbridge, MA 01566
    37 Breakneck Rd, 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
  • 299 Clark Road Extension, Sturbridge, MA 01518
    299 Clark Road Extension, Sturbridge, MA 01518
    299 Clark Road Extension, Sturbridge, MA 01518
    /42

    $499,900

    $9K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,793 Sq Ft

    299 Clark Road Extension, Sturbridge, MA 01518

    STUNNING updated contemporary Cape with beautiful water views of Big Alum Lake and rare deeded lake access—plus the convenience of the public boat ramp located directly behind the property! This bright and open 3-bedroom, 2-full-bath home offers approximately 1,793 square feet of comfortable living space and a flexible floor plan ideal for year-round lake living.The heart of the home is the

    Beverly Cloutier Remax Revolution

    299 Clark Road Extension, Sturbridge, MA 01518
  • 44 New Boston Rd, Sturbridge, MA 01566
    44 New Boston Rd, Sturbridge, MA 01566
    44 New Boston Rd, Sturbridge, MA 01566
    /40

    $389,900

    Open Sat 12PM - 2PM
    • 3 Beds
    • 1 Bath
    • 912 Sq Ft

    44 New Boston Rd, Sturbridge, MA 01566

    Experience refined living at 44 New Boston Road, Sturbridge, MA. This inviting 912-square-foot single-family residence, built in 1950, offers a wonderful combination of comfort, functionality, energy efficiency, and location. Ready for immediate occupancy, this charming home features three well-proportioned bedrooms and a full bathroom with a convenient walk-in shower. A dedicated laundry room

    Cecelia Powers RE/MAX Generations

    44 New Boston Rd, Sturbridge, MA 01566
  • Lot B-6 River Rd, Sturbridge, NY 00566
    Lot B-6 River Rd, Sturbridge, NY 00566
    /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
Massachusetts Worcester County

Real Estate & Homes in Sturbridge, MA under $500,000

Home Prices in Sturbridge, MA

The median home sale price in Sturbridge, MA is $540,000, up 16% year-over-year. Homes in Sturbridge sell in 39 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$540,000
Median Single Family Sale Price
$545,000
Median Townhouse Sale Price
$384,000
Median 2 Bedroom Sale Price
$399,900
Median 1 Bedroom Sale Price
$250,000
Average Price Per Sq Ft
$288
Number of Homes for Sale
24
Last 12 months Home Sales
93
Months of Supply
4.50
Median List Price
$539,750
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
16%
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