Sturbridge Homes under $500,000

Welcome to Sturbridge, Massachusetts – a picturesque town nestled in the heart of Worcester County, where charming New England vibes meet modern convenience. Known for its rich history and stunning natural beauty, Sturbridge offers a unique blend of rural tranquility and vibrant community life. With its scenic landscapes, including the enchanting waters of the Quinebaug River and the lush greenery of local parks, this town is perfect for those who appreciate the great outdoors.

Sturbridge is perhaps best known for the Old Sturbridge Village, a living museum that transports visitors back to the early 19th century, showcasing the heritage and culture of rural New England. Residents enjoy a variety of recreational activities, from hiking and fishing to seasonal festivals that bring the community together.

When it comes to finding a home in Sturbridge, you’ll be delighted to discover that there are fantastic options available for under $500,000. Whether you’re a first-time homebuyer, looking to downsize, or seeking a serene getaway, Sturbridge offers a range of properties to suit every lifestyle. From charming colonial-style homes to modern ranches, you’ll find inviting spaces that blend comfort and style.

With its friendly neighborhoods, excellent schools, and convenient access to major highways, Sturbridge is not just a place to live; it’s a place to thrive. Come explore the wonderful homes available in this delightful town and discover why so many choose to call Sturbridge home!

Newest Sturbridge Homes under $500,000

$456,900

2 Beds ⋅ 2 Baths ⋅ 73586697 MLS

Move In Ready. Brand new Evoke model is here! 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. Low-maintenance lifestyle in a professionally managed 55+ community surrounded by natural scenery. Blueberry Hill Estates is a land-leased community. The monthly fee includes sewer & water, real estate taxes, trash & recycling, snow plowing & maintenance of the roadways/sidewalks, landscaping, cable TV, and high-speed internet—offering true low-maintenance living. 1 year full warranty & 7-year limited warranty included. A community center with outdoor space will be built as part of Phase 3.

24 Pinrock Drive, Sturbridge

$465,000

3 Beds ⋅ 2 Baths ⋅ 73585107 MLS

Tucked back from the road for added privacy, this three-bedroom ranch offers much more space and versatility than you might expect! Step inside to a bright and inviting interior highlighted by a cathedral ceiling and a comfortable layout featuring three bedrooms and two full baths. Electric heat is complemented by a pellet stove, adding warmth and charm during the cooler months.The full walk-down and walk-out basement is partially finished, providing valuable additional space, including a separate bonus room. Just off the lower level is a screened in room, a wonderful spot to enjoy warm summer evenings while overlooking the private backyard and above-ground pool. Need even more space? The one-car garage features exterior walk-up stairs leading to an additional room above, offering plenty of possibilities for storage, hobbies, crafts, or a creative space. Enjoy the privacy of being set back from the main road while still having convenient access to all that Sturbridge has to offer. This home offers plenty of opportunity to settle in and make it your own!

139 Podunk Rd, Sturbridge

$499,900

3 Beds ⋅ 2 Baths ⋅ 73583567 MLS

Sun filled Home with great commuter location! Pretty and updated Ranch Style home with generous sized rooms. Kitchen has wonderful island for storage.All floors have been refinished and rooms freshly painted. Large formal Dining room with bow window. Addition to back of property is a spacious Living room with access to lovely brick patio that is great for entertaining. Hardwood floors. Lower level walk out with wonderful recreational room with field stone fireplace! Fenced in yard. Two car attached garage with breezeway. Walk to Town Beach on Cedar Lake plus tennis courts, playground. Literally minutes to Rt 20, Mass Pike, and Rt 84. Move right in and enjoy the holidays!

107 Cedar St, Sturbridge

$289,900

1 Beds ⋅ 1 Baths ⋅ 73583466 MLS

Time to put away the lawnmower, snowblower, shovels & rakes... move into this Turnkey Condo at Crescent Gate, an over 55 Community! This Affordable & Conveniently located Main Level Unit (just around the corner from the lobby entrance) hosts 1 Bed, 1 Bath is Newly Painted w/ Hardwoods throughout. This Well-Designed Unit Features: A Kitchen that opens to Spacious Living Area. Tons of Natural light from Side By Side Windows. A Large Bedrm & Dual Closets w/Direct Access to a Recently Updated Hollywood Style Bath, now with a Step-In Shower. The Laundry Area, thoughtfully Designed, is tucked away from the Main Living Area. Complex Amenities included: Heat, Central A/C, Water, Sewer, Elevator, Heated Garage w/Storage (1 deeded automobile spot & storage), Building Maintenance & Professional Landscaping for a “Set it and Forget it” Living Style. Common areas for your Use & Enjoyment: A Lounge, Expansive Kitchen w/Direct Access to a Sundeck, Library, Theatre, Game Rm & Fitness Area. Pet friendly w/ Restrictions. At least one person needs to be 55 yrs of age. Updates: New Shower & Paint throughout (2026), Newer HWHeater, Washer/Dryer & Ceiling Fans (2025) Located near Major Rts 20, 90 (MA Pike) & 84 (CT). Close to Shopping, Restaurants, Medical, Golf Courses, Banking & Local Lakes to Fish/Boat. An Hour from Boston, Hartford & Providence.

7 Crescent Way Unit 101, Sturbridge

$489,900

3 Beds ⋅ 2 Baths ⋅ 73583194 MLS

Updated contemporary Cape with Big Alum Lake views, rare deeded lake access, and the public boat ramp directly behind the property—year-round lake living without the waterfront price. Lake life here includes Fourth of July fireworks, movie night on the water, and a kayak-out island in the center of Big Alum. Bright, open 3-bedroom, 2-full-bath home with a flexible floor plan.The kitchen is the gathering spot and takes in lake views: white cabinets, granite counters, black subway-tile backsplash, stainless appliances, recessed lighting, and a peninsula for casual dining. Tiled mudroom entry opens to a private patio (hot-tub ready), a large fenced yard with garden space and kayak storage, plus a side patio overlooking the water with a stone wall and perennial plantings.First-floor bedroom and full bath; upstairs, the primary bedroom has vaulted beamed ceilings, with a second bedroom and full bath. Newer roof, windows, and siding. Central forced-air propane heat, a Generac whole-house generator, and solar panels. Attached 2-car garage with pull-down attic storage. Public water and public sewer. House is set—unpack and enjoy.

299 Clarke Road Ext, Sturbridge

$359,900

3 Beds ⋅ 1 Baths ⋅ 73582242 MLS

Nice three bedroom one bath Ranch house perfect for the young family starting out or people looking to downsize. Beautiful backyard with inground swimming pool fenced in area perfect for entertaining. Many upgrades include a roof about 10 years old,new boiler within the past few years, a new oil tank iand a new well pump. Partially finished basement with a pellet stove. Passing title five possible quick close. Great location makes an easy commute in all directions, only a few miles to the junction of Rt 90, Rt 84 and Rt 20.

203 New Boston Rd, Sturbridge

$395,000

2 Beds ⋅ 2 Baths ⋅ 73580228 MLS

Historic charm meets modern comfort in this beautifully updated 19th-century home! Built circa 1845 and thoughtfully renovated from top to bottom within the past five years, this distinctive property combines period character with today’s amenities. Ideally located at the end of a landmark street just off Historic Sturbridge Common, the home offers a rare combination of walkability and privacy, with conservation land bordering the property. Enjoy easy access to the Sturbridge Common, library, seasonal farmers’ markets, concerts, and the nearby Publick House Restaurant & Bake Shop.A unique opportunity to enjoy the character of a historic village setting with the comfort, privacy, and convenience of a fully updated home.All offers ( highest & best) to be submitted by 5:00PM Monday @5:00 PM to be presented to buyers Monday evening.

20 Charlton St, Sturbridge

$379,900

3 Beds ⋅ 3 Baths ⋅ 73574866 MLS

Location, lifestyle, and incredible potential converge at this address! Nestled just steps away from the historic Sturbridge Town Common, this vintage home places you at the very heart of town life—walk out your front door to enjoy the weekly farmers markets, seasonal community annual Fall Harvest festival, and local dining favorites. While public records list the square footage, the actual interior layout is delightfully deceiving. The moment you step inside, you will find a functional, uniquely spacious floor plan that flows beautifully and feels significantly larger than expected. It is the perfect canvas for a handy homeowner, contractor, or old-home enthusiast looking to restore classic New England character while building immediate sweat equity. Bring your creative vision to let this property’s historic charm truly shine. For those who travel, the location is a commuter’s dream. Enjoy premier proximity to major transit routes with effortless, minutes-away access to the Mass Pike (I-90), I-84, and Route 20, alongside all of Sturbridge’s excellent shopping and dining conveniences. Property is being sold in "as-is" condition. Don't miss this rare opportunity to secure a spacious vintage property in one of Sturbridge's most walkable and highly sought-after historic pockets!

16 Charlton St, Sturbridge

$329,999

2 Beds ⋅ 1 Baths ⋅ 73580023 MLS

**Zoned Commercial/Residential**Charming and Meticulously Maintained Home in Sturbridge! Discover this beautifully updated, move-in-ready 2 bedroom bungalow tucked away on Main St. Meticulously maintained and lovingly cared for, this property effortlessly combines modern efficiency with classic charm. Features a brand-new, high-efficiency propane heating system and hot water heater, along with an updated 200-amp electrical panel. The roof and windows are approximately 10 years old. Updated kitchen and bathroom, gleaming hardwood floors, and a fresh, neutral paint palette throughout. The home is filled with natural light, offering a bright and welcoming atmosphere. A newly installed walkway and a private, fenced-in side yard. The rear deck is perfect for relaxing and taking in beautiful sunset views, all while shielded by mature hedges that offer excellent privacy. Includes three dedicated off-street parking spaces. The clean, freshly painted basement offers excellent storage potential or space for a home gym.This hidden treasure provides a perfect blend of privacy and convenience. This property is located in a Commercial District. Opportunity is knocking...come check it out!

39 Main St, Sturbridge

$409,900

3 Beds ⋅ 2 Baths ⋅ 73579169 MLS

OFFER DEADLINE 9/21/26 AT 4 P.M. - 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 to visit! Entering into the 2 story, chandelier lit, foyer finds a formal dining and living room on either side. The end to end open concept family room is all set for a crowd to gather or a quiet get together. Opening into the eat in kitchen w/ a marble topped, cherry stained cabinets, the center island has room for sharing a meal! Stainless Steel Appliances and modern light fixtures complete the sleek look. Gleaming hardwoods throughout the first floor reflect a wonderful light. The enclosed mudroom, ½ bath and reach-in pantry complete this efficient 1st level. The 2nd level has 3 bedrooms, some updated flooring, and a full bath. The largest bedroom has dual closets, abundant storage! This property is move-in ready and prepared for a fast close, if needed. Please see the Open House Schedule attached to the listing.

23 Snell St, Sturbridge

$349,900

3 Beds ⋅ 1 Baths ⋅ 73578642 MLS

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 adds everyday convenience, while the welcoming porch creates the perfect spot to relax and enjoy the outdoors.A standout feature is the integrated solar panel system, providing an environmentally conscious and potentially cost-saving energy solution for the next owner. The property also offers a generous outdoor setting with space to garden, entertain, play, or create your own private backyard retreat.Beyond the property, enjoy all that desirable Sturbridge has to offer. Known for its quintessential New England character, Sturbridge combines small-town charm with convenient access to an abundance of dining, recreation, shopping, and entertainment. Explore local restaurants, coffee shops, breweries, farms, and seasonal attractions, or spend the day enjoying nearby lakes, parks, walking trails, golf, boating, and fishing.History and culture are also right at your doorstep with Old Sturbridge Village, one of the area's most recognizable attractions and a wonderful destination for residents and visitors alike. The surrounding region offers even more opportunities to enjoy New England's beautiful four-season lifestyle.Conveniently situated near the Massachusetts Turnpike, Route 84, and other major routes, this location provides easy access to Worcester, Springfield, Connecticut, and beyond while maintaining the peaceful feel of a welcoming New England community.Whether you're looking for a primary residence, starter home, downsizing opportunity, or investment property, 44 New Boston Road offers an appealing blend of location, practicality, energy-conscious features, and Sturbridge charm. Come discover the possibilities and experience why Sturbridge continues to be such a sought-after place to cal home.

44 New Boston Road, Sturbridge

$375,000

2 Beds ⋅ 2 Baths ⋅ 73576166 MLS ⋅ ['Sturbridge Hills'] BLDG.

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 Level, Primary Bedroom & Second Bedroom both with Access to Renovated 3/4 Bath - Laundry Room Conveniently Located on Main Level - Attached Garage for Keeping Vehicles out of the Elements - Unfinished Walkout Lower Level with Plenty of Room for Storage - Looking for Activity? Complex has Tennis/Pickleball Court for Residents - Minutes to Highway Access, Old Sturbridge Village, Restaurants, Shopping and Area Amenities

92 Colonial Dr Unit 92, Sturbridge

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