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$389,900
4 Beds 2 Baths 73575541 MLS
Nestled in a quiet neighborhood just off Boston Road, this charming Wilbraham Cape home seamlessly blends classic character, high-value mechanical updates, and incredible future potential. Step inside to a light-filled living room featuring soaring vaulted ceilings and a staircase that leads up to two spacious bedrooms. The open-concept kitchen serves as the heart of the home, complete with a center island, bright eat-in dining area, and sliding door access to the back deck (added in 2020) for effortless outdoor entertaining. The main level thoughtfully offers single-floor convenience with two first-floor bedrooms. Enjoy complete peace of mind knowing the major systems have all been recently replaced: central air in 2025, heating system in 2024, comprehensive Mass Save insulation in 2023, and roof in 2017. The real standout feature is the detached shed, which presents an extraordinary ADU opportunity. Already equipped with its own separate electric meter, a new roof in 2018, and previously utilized as an apartment, Massachusetts' updated ADU regulations make converting this structure back into a legal living suite, guest house, or income-producing rental simpler than ever. A truly versatile property in a highly desirable Wilbraham location with an easy daily commute!

10 Mountianview Street, Wilbraham

$400,000
4 Beds 3 Baths 73571610 MLS
Opportunity awaits in this spacious and versatile Wilbraham property, offering approximately 2,700 square feet of living space with an independent two-bedroom in-law apartment. Ideal for multigenerational living, extended family, or potential rental income, the home provides privacy and flexibility with two separate living areas. Each side features two bedrooms, its own kitchen, living room, dining area, and separate driveway. The in-law apartment was designed with accessibility in mind, while the main living area includes a cozy fireplace. Set on a beautiful corner lot of just over an acre, the property offers plenty of outdoor space while remaining convenient to Wilbraham’s local amenities. The homes size, layout, and income-producing potential create an exciting opportunity for the right buyer. The septic system has failed; therefore, the property is being sold as-is and requires a cash purchase. Buyers and buyer agents should perform their own due diligence regarding future use, permitting, and septic replacement. Bring your vision and unlock the possibilities this unique property has to offer!

947 Main St, Wilbraham

$349,000
2 Beds 3 Baths 73571165 MLS
End unit with a private garage and this much finished space don’t come along often! This Woodcrest Condominiums townhouse features hardwood floors, a large living room, an expansive Trex deck, and a beautifully refreshed interior. The new kitchen showcases granite countertops, tile backsplash, and cabinetry extending to the ceiling with crown molding for a polished finish. The adjoining dining room has sliders opening directly outdoors. A newly remodeled half bath completes the first floor. Upstairs, the primary suite includes its own bathroom with a skylight bringing in natural light. A guest bedroom and separate full bath complete this level. Downstairs, a bonus room and dedicated laundry area add valuable square footage beyond the main living areas. Close to shopping and medical facilities, with highway access just minutes away. From its desirable end-unit position and garage to its impressive interior and additional lower-level space, this Woodcrest townhouse is one you won’t want to miss.

2205 Boston Road Unit Q169, Wilbraham

$400,000
3 Beds 1 Baths 73568754 MLS
Wow! What a beauty! This lovely Wilbraham Ranch features wood floors throughout the main living areas and bedrooms, an updated kitchen that blends timeless design with traditional details, an updated bathroom that pairs crisp white surfaces with grounded dark tones, and a fenced-in, level backyard with a large deck perfect for pets, play, relaxation, and outdoor entertaining. Step into a light and bright family room with a white brick accent wall, custom-made mantle, and recessed lighting, offering access to both the front and back yards as well as the attached one-car garage. From there, move up into the thoughtfully redesigned eat-in kitchen overlooking your outdoor space. The spacious formal living room with a bow window provides enough room to incorporate a dining area near the wall shared with the kitchen. Down the hall, you’ll find the updated full bathroom with a walk-in shower and three bedrooms with wood floors. The stackable washer and dryer unit is smartly tucked into one of the bedroom closets. The partially finished basement invites your creative side to imagine how to make the space your own. Seller states doors were replaced during their ownership, and MassSave added insulation to the house and garage approximately three years ago. Located just 2 miles from Wilbraham Center, Boston Road, and 3 town schools, and only 3.5 miles from the Ludlow Mass Pike entrance, this property offers convenient access to an abundance of local and nearby amenities. This one is absolutely worth seeing in person!

13 Craigwood Ter, Wilbraham

$359,900
2 Beds 3 Baths 73569413 MLS ['Woodcrest'] BLDG.
New to market. Meticulously remodeled condominium at Woodcrest, completely updated living space across three levels. This property has undergone a comprehensive renovation, ensuring a contemporary and sophisticated living experience from the moment of entry. The recent updates include, cabinets, countertops, backsplash, sinks, toilets, vanities, wood flooring, paint, heating, electrical fixtures, appliances, and more. The bedrooms are thoughtfully appointed, with one bedroom featuring an ensuite bathroom, custom closet organizer, enhancing privacy and convenience. Hardwood flooring in the bedroom areas contributes to the property's overall sophisticated aesthetic. The coveted end unit features privacy and peaceful views out the large windows. Basement recently finished with a cedar closet, perfect for kids play area or family room. Oversized deck to enjoy the outdoors or entertain. Conveniently located to all major routes and just mins away for all the amenities you could imagine. There's nothing left to do but move in!

2205 Boston Road Unit C20, Wilbraham

$399,000
4 Beds 2 Baths 73563859 MLS
First time home buyer fever? This is it... Classic New England Cape nestled in a highly sought-after neighborhood, along with a fabulous private backyard surrounded by a wooded treeline. The inviting first floor features a spacious family room flowing into a refreshed eat-in kitchen including all stainless steel appliances and breakfast bar, formal dining room, and gracious living room with built-ins and a wood-burning fireplace (as per seller option to converted to gas). A first-floor bedroom and full bath provide the ease of one-floor living. The full-dormer second floor offers three additional nice sized bedrooms and a full bath. Hardwood floors throughout the bedrooms and main living areas add warmth and character. Seller states updates include a septic system installed & condenser unit (2021), kitchen appliances, hot water tank & furnace (2021). Enjoy the privacy and serenity of the wooded setting while being conveniently located in one of the area’s most desirable neighborhoods within close proximity of surrounding schools. A wonderful opportunity to own a classic Cape in the heart of Wilbraham and lot's of potential for finished space in the lower level. Welcome to 10 Raymond Dr! HIGHEST & BEST NO ESCALATION CLAUSES by 8/22 4pm

10 Raymond Dr, Wilbraham

$349,000
73558535 MLS
Developers, Builders, Buyers - Exceptional Development Opportunity in Wilbraham! The property has received preliminary approval from the Wilbraham Planning Board for a six-lot subdivision. Soil evaluations and percolation testing have been completed for six proposed lots with three shared septic systems, offering a valuable head start in the development process. This parcel offers multiple development pathways with 2 ANR lots at approx. 8.5 acres each. Discover 17 ± acres of scenic land offering beautiful views, a desirable setting, and a convenient location with easy access to local amenities, exceptional schools, and major routes. Whether you're looking to move forward with a residential subdivision or invest in one of Wilbraham's sought-after communities, this property combines natural beauty, development potential, and an excellent location. Buyers are encouraged to perform their own due diligence regarding all approvals and permitting requirements. Buyers and buyers agents to perform due diligence.

392 V Glendale Road, Wilbraham

$379,000
3 Beds 2 Baths 73553740 MLS
Cute as can be and bursting with potential, this charming brick ranch offers the ease of one-level living in desirable Wilbraham while abutting the Springfield line for exceptional convenience to restaurants, shopping, banking, and everyday amenities. Hardwood floors flow throughout the majority of the main level, where charming archways add timeless character and a functional layout. The oversized living room is filled with natural light from a picture window and showcases a wood-burning fireplace as its focal point. The spacious eat-in kitchen offers abundant cabinetry and plenty of room for the chef of the home. Three generously sized bedrooms with ample closet space are thoughtfully situated in their own wing with convenient access to the full bath featuring a newer tub surround. Enjoy easy access from the dining area to the enclosed porch, creating the perfect spot to relax throughout the seasons. The partially finished lower level provides endless possibilities with a recreation room complete with a gorgeous wood-burning fireplace, a unique bar area that will remain, a newly added full bath, workshop space, and a crisp, organized laundry area. Outside, a patio overlooks the flat corner lot, offering the perfect setting for fall gatherings. Whether you're just starting out or looking to simplify without sacrificing space, this charming ranch is ready for its next owner to make it their own!

12 Wilbraview Dr, Wilbraham

$399,000
2 Beds 2 Baths 73549232 MLS
Welcome to this custom-built Wilbraham home, lovingly crafted by the owners to capture breathtaking mountain views. This private and quiet sanctuary offers the perfect blend of complete serenity and exceptional modern convenience. Inside, the magnificent great room stands out with striking wooden beams, soaring 18-foot cathedral ceilings, and oversized windows that bathe the spacious layout in beautiful natural light. An expansive wrap-around deck seamlessly expands your living space outdoors, making it an ideal setting for quiet relaxation or entertaining against a scenic backdrop. Enjoy the convenience of a first floor bedroom and full bath or head upstairs to the second bedroom and another half bath. The basement provides a bright walk-out lower level with the possibility of adding a 3rd bedroom or additional living space. Tucked away for ultimate privacy, the property offers a peaceful retreat while remaining incredibly accessible. You are just minutes from the historic, quaint town center, outdoor recreation at Fountain Park, and all the local shopping and dining options along Boston Road. Offering a swift commute alongside a beautifully unique design, this special home is ready for its next chapter.

8 Chestnut Hill Rd, Wilbraham

$339,900
2 Beds 1 Baths 73545732 MLS
A Pleasant Surprise Awaits! This Outstanding Expandable Ranch offers easy first floor living w/potential for future expansion in the unfinished 2nd flr...Instant equity! Boasting APO: Recently added mini-splits for comfortable AC, Newer Windows & Much More! The attached garage enters into the enclosed porch/mudrm, flowing to the stylish remodeled kitchen w/granite counters & stainless appliances. You'll love the large, sunny & bright living room w/beamed ceiling, fireplace & wood flrs. This opens to a charming dining room currently has dual use as a home office w/2 chic barn doors for privacy & style! There's 2 generous bedrooms w/roomy closets along w/beautifully updated bathrm w/tiled shower & linen closet! Enjoy the fenced in backyard w/newly constructed deck. Thru the back gate, you'll feel you've entered into a "secret garden" w/additional yard space, complete w/barn-style shed & covered side seating, trellis of grape vines, raised garden beds & fire pit! You'll Be Right At Home!

161 Stony Hill Rd, Wilbraham

$400,000
2 Beds 2 Baths 73544472 MLS
Discover easy single floor living in this well maintained condo located in one of the area’s premier 55+ communities, The Gardens of Wilbraham. Offering 2 bedrooms and 1.5 baths, this thoughtfully designed home features hardwood floors, first-floor laundry, and an open layout with soaring ceilings connecting the kitchen, dining area, and living room. The kitchen offers generous counter space and abundant cabinetry. Relax on the screened porch overlooking the beautifully maintained common grounds, or enjoy the welcoming front porch and level entry. The primary bedroom offers a walk-in closet and private full bath. The second bright spacious bedrooms features wall to wall carpet. Additional highlights include an attached one car garage and a low maintenance lifestyle. Enjoy access to the clubhouse with a heated outdoor pool, fitness center, game room, and beautifully maintained grounds. Move in and experience all this community has to offer.

137 Cherry Drive Unit 137, Wilbraham

$323,000
2 Beds 3 Baths 73540602 MLS ['Woodcrest Condominiums'] BLDG.
Welcome Home to Woodcrest Condominiums where this sought-after location offers you not only maintenance free living at its best, but a comfortable lifestyle you deserve! This home boasts with pride of ownership, offering you a desirable townhouse, the first floor is the perfect place to relax and entertain or just enjoy the quiet surrounds. While still giving you the luxury of a main bedroom suite with a newly upgraded luxurious shower. The second bedroom offers you plenty of room for whatever you need, bedroom, office. You get to choose. The finished basement (in home access) offers additional space for whatever your particular needs may be, while still offering plenty of storage use. BONUS – A CEDAR CLOSET! All of the appliances to remain for you convenience and enjoyment, including a new water heater (2025), the washer & dryer (2026) and dishwasher (2024). You will find the detached garage very convenient. It’s time to stop thinking about yard work & snow removal and just enjoy everything your new home has to offer!!

2205 Boston Road Unit I81, Wilbraham

$350,000
2 Beds 1 Baths 73526490 MLS
This house comes with a REDUCED RATE as low as 5.875% (APR 6.381%) as of 07/30/2026 through List & Lock™. This is a seller paid rate-buydown that reduces the buyer’s interest rate and monthly payment. Terms apply, see disclosures for more information .Welcome home to this charming and beautiful ranch in one of the area’s most desirable locations. Offering true one-level living, this inviting home features 2 bedrooms, 1 full bathroom, and sits on a spacious 1.05-acre lot. Inside, you’ll find a warm and welcoming living room with a beautiful fireplace and custom built-in bookcases, creating the perfect cozy gathering space. The functional layout includes a breezeway adding extra charm and versatility. Recent updates include newly added insulation completed in 2025 and a hot water tank replaced in 2022. Two sheds provide excellent storage and outdoor workspace. The home is currently heated by oil, with a gas line conveniently tapped at the road for future conversion potential. Conveniently located near schools, shopping, restaurants, and local amenities, this property offers comfort, privacy, and convenience. Seller will provide the remaining basement windows that haven't been installed as well as uninstalled dishwasher.

936 Stony Hill Rd, Wilbraham

$329,900
4 Beds 2 Baths 73525558 MLS
MOTIVATED SELLER! This home offers a flexible layout, spacious rooms, and pride of ownership throughout. Step into the inviting living room featuring hardwood floors and great natural light. The main level offers a spacious kitchen, a unique primary suite setup with a separate sitting area or home office leading into the primary bedroom, and additional second bedroom. Second floor offers two more large bedrooms and walk-in closets. Freshly painted with some newer windows already replaced. Enjoy the recently updated wraparound sidewalk, driveway, underground gutter drainage system, spacious one-car garage, and well-kept exterior. A must-see in person! Lead compliance certificate in hand for added peace of mind and convenience for future owners. Easy to show! Schedule a showing today! OPEN HOUSE 9/5 10AM-11AM!

23 Stony Hill Rd, Wilbraham

$379,900
4 Beds 2 Baths 73478258 MLS
PRE-APPROVED SHORT SALE! Don't miss this opportunity to own this spacious Wilbraham home featuring 4 bedrooms and 2 full bathrooms. This well-maintained property offers a flexible layout with generously sized rooms, perfect for larger households, guests, remote work, or hobbies. The finished lower level provides additional living space ideal for a family room, home office, gym, playroom, or storage. Enjoy summer days by the above-ground pool and relax in the backyard, perfect for entertaining. An attached one-car garage adds everyday convenience. Conveniently located near shopping, restaurants, schools, parks, and major routes, this home offers the perfect combination of space, comfort, and accessibility. Pre-approved short sale—the lender has already approved the short sale price, helping streamline the process for buyers. Subject to seller securing suitable housing. Schedule your showing today!

144 Stony Hill Rd, Wilbraham

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