Browse All Sturbridge MA Condo Listings for Sale

2 Beds ⋅ 3 Baths ⋅ 73588979 MLS ⋅ ['Sturbridge Crossing'] BLDG.

Single-Level Living with an Attached 2-Car Garage. This rare end-unit condo delivers effortless one-level living. Park in your attached 2-car garage and enter through a mudroom/laundry room directly into the heart of the home. The updated kitchen shines with cork flooring, granite counters, newer appliances, and a breakfast nook tucked into a bay window. Entertain or unwind in the expansive dining/living room combination, framed by a soaring cathedral ceiling. Two bedrooms on the main level each have their own bathroom, and a versatile bonus room works beautifully as an office, den, or guest space. Downstairs, the basement adds a full bath and a finished room with a large window and a door opening to the backyard. Additionally, in the unfinished part of the basement, there is abundant storage and a workshop area with a work bench. Brand new heating and cooling system in May of 2026. This gated community offers privacy and security. This is the one you have been waiting for!

16 Bentwood Dr Unit 16, Sturbridge

$384,000

2 Beds ⋅ 3 Baths ⋅ 73588764 MLS ⋅ ['Sturbridge Crossing'] BLDG.

Welcome to 66 Bentwood Drive, Sturbridge, MA, a beautifully maintained end-unit condo offering three levels of comfortable and flexible living space in a peaceful wooded setting. The main level welcomes you with a bright and inviting floor plan featuring a spacious living room with a cozy fireplace, dining area, and access to a private balcony—the perfect spot to relax and enjoy the surrounding scenery. The updated kitchen features beautiful cabinetry, granite countertops, stainless steel appliances, plenty of storage and workspace, and a charming breakfast nook filled with natural light. A convenient half bath completes the main level. Upstairs, you’ll find two generously sized bedrooms, including an impressive primary bedroom with plenty of closet space, along with a beautifully updated full bathroom. The finished walk-out lower level adds even more versatility and living space, featuring a large open room, kitchenette, full bathroom with an updated walk-in shower, and direct access to the backyard and patio. This space offers endless possibilities and would be perfect for a family room, guest area, home office, workout space, hobby room, or additional entertaining space. Additional improvements include updated electrical and an updated water heater, offering added peace of mind for the next owner. With 2 bedrooms, 2 full bathrooms, 1 half bathroom, a finished walk-out lower level, fireplace, private balcony and patio, and the added privacy and natural light of an end unit, this home has so much to offer. Conveniently located in Sturbridge with easy access to area amenities, shopping, dining, and major routes, this is one you won’t want to miss. Showings begin at the Open House on Saturday, October 10th. Come see all that 66 Bentwood Drive has to offer and imagine making this beautiful condo your new home!

66 Bentwood Dr Unit 66, Sturbridge

$309,900

2 Beds ⋅ 2 Baths ⋅ 73587460 MLS ⋅ ['Crescent Gate At Sturbridge Condominium'] BLDG.

Nestled in the heart of Sturbridge, Crescent Gate offers refined condominium living for active 55+ Adults. Residents benefit from exclusive use & access to a suite of amenities including a dedicated Billiards Room, a well-appointed Fitness Center for health & wellness pursuits, a well-stocked Library & a Movie Theatre with comfy chairs - just bring your popcorn and enjoy the show! The large 1st floor community Kitchen & Dining area is perfect for entertaining & family get togethers, in addition to the spacious rear deck & the fireplaced foyer. The rocking chairs at the front entry are meant for relaxing and enjoying conversations with friends & family. Unit 313 is situated on the 3rd floor, facing east & is one of the largest condos in the building. Enjoy central air; beautiful hardwoods; a cabinet packed eat-in kitchen with granite & a tumbled marble backsplash; a laundry with a full-size washer & dryer; a coat & utility closet; double closets & ceiling fans in both bedrooms & a ceiling fan in the sun-filled living room. Heat is included in the condo fee, in addition to water & sewer. Unit 313 is ideally located next to the elevator in addition to the deeded parking space #46 & storage unit, in the heated, underground garage. There is plenty of outdoor guest parking, the complex is Handicapped Accessible, Pet Friendly & is minutes to fabulous restaurants, shopping & major highways! Discover the exceptional blend of comfort & convenience offered by this exceptional Sturbridge condominium!

7 Crescent Gate Unit 313, 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 where most furnishings can stay if desired a 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: Front Porch, 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

$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

$549,900

2 Beds ⋅ 3 Baths ⋅ 73570865 MLS ⋅ ['Sturbridge Hills'] BLDG.

NEW LOW PRICING! Welcome to one of the most sought-after locations in Sturbridge Hills! Ideally situated on Betsy Ross Circle, this beautifully renovated and updated end unit is truly move in ready! Offering an impressive array of recent improvements, including mechanicals, paint, flooring, a fireplace conversion, Bathroom, custom blinds, built-ins and more! The bright open plan features a vaulted Living Room with oversized windows that flows into the well equipped Kitchen and adjoining Dining Area. Warm, inviting colors and stylish finishes create an atmosphere that is both comfortable and sophisticated. Offering multi generational possibilities, this home has first and second floor Bedroom suites, each with a full Bath and walk-in Closet. The bright finished walk-out Lower Level offers bonus Living space-think Family Rm, Media Room, Exercise area and more! Additionally there is a private Deck with quiet wooded view, 2nd floor versatile Loft, main level Laundry, attached Garage with ample parking and nearby guest spaces. Beautifully updated and with great highway access, this exceptional end unit home offers comfort, space and convenience you've been lookfing for in Sturbridge Hills.

36 Betsy Ross Cir Unit 36, Sturbridge

$289,900

2 Beds ⋅ 2 Baths ⋅ 73567971 MLS ⋅ ['Crescent Gate At Sturbridge'] BLDG.

Don't miss this opportunity! Extremely Motivated Seller has just authorized me to offer 6 months of condos fees paid seller at closing to the new buyer! 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. The HOA fee includes heat for worry free comfort. This unit is located on the penthouse level third floor.This expansive 1100 sq. ft 2 bedroom and 2 bath corner unit features hardwood floors thru out the living space. The large master bedroom features a walk-in closet and master bathroom. You will love the open concept floor plan that highlights the in-unit features of a large cabinet packed kitchen with stainless steel appliances that opens up to an eat-in area. The comfortable expanded living-room has a South facing views for great natural light. The second bed and bath are on the opposite side of the unit from the master bedroom.The unit is finished off with an in-unit washer and dryer. Additional ample storage space with extra closets for your convenience. All this and a garaged parking space with a bonus storage area. Elevator access to all levels of this meticulously maintained complex. Enjoy all the amenities such as: fitness center, library, theatre, billiard room, kitchen & outside deck area. Ample guest parking and all that the Town of Sturbridge has to offer.

7 Crescent Way Unit 319, Sturbridge

$299,900

2 Beds ⋅ 1 Baths ⋅ 73561373 MLS ⋅ ['Crescent Gate'] BLDG.

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 suite, guest room, office, or hobby room, and the recently replaced hot water heater adds extra peace of mind. Pets are allowed with some restrictions, so you can bring your companion along. Designed for active adults who appreciate both quiet time and social opportunities, Crescent Gate offers a rich array of on-site amenities. Residents enjoy a cozy library, theatre/media room, fitness center, and a welcoming gathering room. A large deck extends the entertainment space outdoors, ideal for morning coffee, reading, or evening sunsets. Everyday convenience is a key part of the lifestyle here. The heated underground garage with assigned parking protects you from the elements in every season, and the included storage space keeps seasonal items neatly out of the way. Elevator access makes it easy to reach your home and all common areas, supporting comfortable living as you stay active and involved. Set within scenic Sturbridge and near local shops, restaurants, and services, this low-maintenance condo offers the perfect home base for those who want to enjoy more—community, activities, and travel—without the burden of yardwork and constant upkeep.

7 Crescent Way Unit 306, Sturbridge

90 Sturbridge Hills Rd Unit 90, Sturbridge

$519,900

4 Beds ⋅ 3 Baths ⋅ 73554534 MLS ⋅ ['Sturbridge Hills'] BLDG.

Discover an exceptional living experience at 90 Sturbridge Hills Rd U:90, Sturbridge, MA. This sunny corner unit offers three levels of living space. The kitchen is designed for both functionality and gathering, featuring a peninsula with dining area to accommodate food prep and hosting. Recently renovated including new butcher block and appliances including a double oven. The living room, with vaulted ceilings, is equipped with a cozy fireplace and tile flooring. One of the bathrooms provides a walk-in shower, offering a serene and accessible space for daily routines. Bedrooms have beautiful hardwood floors and ceiling fans. Fans throughout the unit keep it cool and reduce electricity costs. Step outside to an inviting newly completed deck overlooking the backyard. This spot is perfect for enjoying meals al fresco or entertaining guests. The finished basement is a great space for a playroom, entertainment spot or exercise area. The attached garage provides convenience and secure parking, while a welcoming porch offers a charming spot to relax. This three-story residence, with four bedrooms, two full and one half bathrooms, and plenty of closets and storage space is ready to be explored. Inquire today to experience the lifestyle this remarkable property offers.

90 Sturbridge Hills Rd Unit 90, Sturbridge

$240,000

1 Beds ⋅ 1 Baths ⋅ 73554281 MLS ⋅ ['Crescent Gate At Sturbridge'] BLDG.

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 the in-unit features of a large cabinet packed kitchen that opens up to a dining area and comfortable living-room that has a woodland view of the back of the property. The unit is finished off with an in-unit washer and dryer. Ample storage space with extra closets for your convenience. All this and a garaged parking space with a bonus storage area. Elevator access to all levels of this meticulously maintained complex. Enjoy all the amenities such as: fitness center, library, theatre, billiard room, kitchen & outside deck area. Ample guest parking and all that the Town of Sturbridge has to offer.

7 Crescent Way Unit 312, Sturbridge

$255,000

1 Beds ⋅ 1 Baths ⋅ 73531223 MLS ⋅ ['Crescent Gate'] BLDG.

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 elevator access. Featuring a spacious, open, well thought out floor plan with wide handicap accessible doorways. Large kitchen with an abundance of counter and cabinet space is open to dining area and living room with laminate flooring throughout. The extra-large bedroom feature double closets with bathroom access. Washer and dryer closet and utility closet provide ample storage and convenience. Very easy to show.

7 Crescent Way Unit 307, Sturbridge

Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Sturbridge Condos

Our website features the best real estate search for condos available in Sturbridge and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Browse All Sturbridge MA Condo Listings for Sale

Sturbridge Condos

How much is your home worth?

How much is your home worth?