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$635,000
3 Beds 3 Baths 73567479 MLS
Welcome to this beautiful, newly constructed three-bedroom, three-bathroom home situated on more than two acres in desirable Wilbraham. A versatile bonus room offers additional space for a guest bedroom, home office, or den, while the fenced-in yard provides the perfect setting for outdoor entertaining, pets, or play. Combining modern comfort with classic New England charm, this property offers plenty of room to enjoy its peaceful surroundings. Explore nearby walking trails, spend summer days at Spectacle Pond Recreation Center, or visit local favorites like Rice’s Fruit Farm and Fern Valley. Enjoy convenient access to area shopping and dining, the Massachusetts Turnpike, Springfield, and Bradley International Airport. With highly regarded schools, scenic landscapes, and a welcoming community atmosphere, Wilbraham offers an exceptional place to call home. Don’t miss this opportunity to own new construction in a sought-after location!

939 Monson Rd, Wilbraham

Listing courtesy of Listing Agent: Eamon Kearney from Listing Office: Redfin Corp..

$865,000
4 Beds 4 Baths 73567446 MLS
Imagine summer afternoons by the pool, evenings around the fireplace, and weekends spent exploring everything Wilbraham has to offer. Set on 1.42 acres in a sought-after neighborhood, this impressive Colonial offers 4,184 square feet, four bedrooms, and 3.5 bathrooms. The kitchen is designed for cooking and entertaining, with granite countertops, stainless steel appliances, double ovens, gas cooking, a center island, and a wine refrigerator. Gather in the welcoming family room or enjoy backyard views from the spectacular cathedral-ceiling sunroom. The primary suite offers a private retreat with a Jacuzzi tub, walk-in shower, double vanity, dressing room, and generous walk-in closet. Three additional bedrooms provide comfortable accommodations for family, guests, or a home office. Outside, the fenced, landscaped yard features an in-ground pool, composite deck, gazebo, and irrigation system, creating an ideal setting for entertaining or relaxing. Additional highlights include hardwood, marble, and tile flooring, central air, central vacuum, a security system, surround sound wiring, first-floor laundry, a wet bar, and an oversized three-car garage. The spacious unfinished walkout basement offers excellent potential for a home gym, recreation room, or additional living space. Enjoy nearby trails, golf courses, conservation land, Spectacle Pond, Rice’s Fruit Farm, and Fern Valley. Highly regarded schools and convenient access to shopping, dining, Springfield, the Mass Pike, and Bradley International Airport complete the appeal. At 4 Iroquois Lane, you’re not just buying a home. You’re investing in the lifestyle that comes with it.

4 Iroquois Ln, Wilbraham

Listing courtesy of Listing Agent: Eamon Kearney from Listing Office: Redfin Corp..

$410,000
4 Beds 2 Baths 73565557 MLS
Highest and best due Monday, August 24th by 1 pm There's something special about a home that hasn't been made to look like every other house on the market. Set in a beautiful, established neighborhood, this classic Colonial offers nearly 2,000 square feet with a layout that just makes sense. All four bedrooms are together on the second floor, with a full bath upstairs and another full bath on the main level. Downstairs, you'll find a spacious living room, dining room and a warm family room with exposed beams and a brick fireplace that gives the home some real character. Hardwood floors and natural woodwork can be found throughout portions of the home, with plenty of opportunity for the next owner to make the spaces their own over time. And then there's the yard. Set on .70 acres, there's plenty of room to garden, entertain, play or simply enjoy having a little more space around you. A two-car garage and unfinished basement add even more practical storage. It's a home with good space, a traditional layout, a beautiful setting and plenty of possibilities for whatever comes next.

15 Fernwood Dr, Wilbraham

Listing courtesy of Listing Agent: Keys & Co Home Team from Listing Office: LPT Realty, LLC.

$584,900
4 Beds 3 Baths 73565321 MLS
LIKE TWO HOMES IN ONE! Don’t miss this truly special Wilbraham property featuring a wonderfully updated 3BR/1.5BA ranch-style home PLUS a STUNNING 2017 approx 850sq. ft. 1-2 BR ADDITION w/its own PRIVATE ENTRANCE—perfect for IN-LAWS, multigenerational living, a private guest suite, and/or an amazing work-from-home space. Enjoy the flexibility of TWO DISTINCT living areas w/the convenience of ONE-FLOOR LIVING & CENTRAL AC for all! Set on a peaceful dead-end location, this unique property offers privacy, flexibility & convenience w/wood floors throughout. The main home features a beautifully REMODELED kitchen w/QUARTZ countertops & custom cabinetry; OPEN FLOOR PLAN dining/living room combo w/fireplace & exterior access to the patio; interior access from the garage to the cozy den w/fireplace; remodeled baths; & a long hallway w/custom QUARTZ-topped built-in desk/cabinet area leads to the 1/2 bath w/laundry. Additional updates include electrical, newer slider & many windows, main house central AC (2026), roof (2017), vinyl siding, freshly painted rooms, new wall-to-wall carpet in one bedroom & many new light fixtures. A partially finished basement provides additional living space plus ample storage/future expansion potential. The thoughtfully designed & beautifully appointed 2017 ADDITION feels like a home of its own, offering a PRIVATE ENTRANCE, high ceilings, crown molding, recessed lighting & pocket doors. Features include an eat-in kitchenette w/ custom cabinetry, full-size refrigerator & dishwasher, pantry & QUARTZ countertops; spacious great room; bedroom w/slider barn door; & versatile office w/oversized closet that could easily serve as a small 2nd bedroom. The full bath offers a WALK-IN SHOWER, linen closet & separate utility closet. Covered access from the back door of the 2-car garage adds for safety & convenience. A whole-house generator serving the ADDITION in case of a power outage also powers the main home’s half bath w/washer/dryer & basement freezer for added peace of mind. Outside, enjoy a flat backyard & newer paver patios in front & back—perfect for relaxing, gardening & entertaining. Rare flexibility, exceptional updates & TWO DISTINCT living spaces make this a must-see! Don't miss this exceptional opportunity!

6 Joan St, Wilbraham

Listing courtesy of Listing Agent: Susan Lefebvre from Listing Office: HB Real Estate, LLC.

$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

Listing courtesy of Listing Agent: Team Cuoco from Listing Office: Cuoco & Co. Real Estate.

$499,900
4 Beds 2 Baths 73564509 MLS
Turnkey and meticulously maintained, this spacious, sun-filled four-bedroom, two-bathroom ranch offers over 2,100 square feet of comfortable living space in a desirable Wilbraham neighborhood. Conveniently located near shopping and everyday amenities, yet tucked into a quiet, friendly setting with a cul-de-sac at the end of the road, this home offers an ideal blend of convenience, privacy, and community. Set on a large lot slightly elevated from the road, the property features a spacious lawn, mature trees along the borders, beautifully maintained landscaping, perennial gardens, and a fenced-in yard. Enjoy peaceful surroundings, beautiful morning sunrises, and multiple outdoor spaces perfect for pets, play, gardening, and entertaining. Inside, the oversized living room is a welcoming gathering space with beautiful bay window and a gorgeous floor-to-ceiling stone fireplace. The updated kitchen and dining area feature an open-concept layout, vaulted ceiling, newer appliances, and granite countertops—perfect for everyday living and entertaining. Modern windows throughout fill the home with abundant natural light. The spacious primary bedroom features a large walk-in closet with professionally installed shelving, racks, cubbies, and built-ins, providing exceptional storage and organization. The primary bathroom is conveniently located off the bedroom and includes a shower, vanity, and toilet. The second bathroom features a vaulted skylight and updated finishes. A bright four-season sunroom provides versatile additional living space—perfect for morning coffee, reading, crafts, working, or a dedicated play area. A spacious deck and additional outdoor gathering spaces extend the living area into the beautifully landscaped yard. The huge, clean, dry full walk-out basement offers tremendous potential for future expansion, recreation, a workshop, exercise area, office, playroom or abundant storage. Walk-out connects directly to the attached two-car garage. Additional features include central air conditioning, town water, interior updates and paint, top-of-the-line buderus boiler (2024), and a brand-new septic system (2024). So many big-ticket items have already been addressed, spend less time worrying about what needs to be done and more time enjoying your new home. This is a solid, stylish, beautifully maintained home with generous living space, exceptional storage, versatile spaces, and a private, well-landscaped setting. Fast closing available!

37 Brookside Dr, Wilbraham

Listing courtesy of Listing Agent: Derek Greene from Listing Office: The Greene Realty Group.

$1,950,000
4 Beds 3 Baths 73564067 MLS
Offered for the first time by its original builder-owner, this CUSTOM COUNTRY ESTATE seamlessly blends warm comfort with commercial-grade construction across nearly 14 flat, sunlit acres spanning TWO DEEDED together parcels (11.79-acre main parcel + 2.07-acre parcel at 651 Monson Rd). Designed for flexible living, the impressive 4-bedroom, 2.5-bath floor plan opens into a grand foyer flanked by a versatile living room. CATHEDRAL CEILINGS lend an open yet warm atmosphere to the living room, while two separate staircases (one from the foyer, one off the living room) lead upstairs to three light-filled bedrooms and a full bath. The CHEF'S KITCHEN boasts granite countertops, stainless steel appliances, and classic wood cabinetry, opening seamlessly to the dining room. Just steps from the main level's kitchen/dining room and peaceful FIRST FLOOR PRIMARY suite, the attached enclosed pool house serves as an extraordinary entertainment hub with massive windows, a hot tub, 16'x32' GUNITE 41/2' deep POOL (currently closed, see firm remarks), clear vertical grain cedar v-groove, and access through one of the 5 slider doors to various beautiful STONE PATIO SPACES. A greenhouse and raised garden beds pair perfectly with the mature blackberry and blueberry bushes, for all your home grown produce. The hybrid solar system with battery backup provides electricity during a power failure, without the need for a generator. An expansive 3-CAR GARAGE offers built-in storage and loft space. Clad entirely in stained redwood clapboard siding, the estate features high-efficiency whole-home radiant heat for effortless year-round comfort. Outdoor and equestrian enthusiasts will love the property's impressive outbuilding setup: a MASSIVE 36x72 pull-through BARN/GARAGE ideal for equipment storage or conversion into a PREMIER HORSE FACILITY, a 16x32 barn/garage addition perfect for your boat and tractor, and an insulated 16x32 workshop ready to serve as a heated tack room, feed storage, or workshop. Anchored by a striking GOSHEN STONE WALL with granite curbing, this built-to-last estate offers a rare retreat full of warmth, quality, and opportunity. Enjoy everything 950 Glendale Road in the charming New England town of Wilbraham, has to offer!

950 Glendale, Wilbraham

Listing courtesy of Listing Agent: Zoe Czaplicki from Listing Office: Landmark, REALTORS®.

$449,900
4 Beds 2 Baths 73557339 MLS
Discover the timeless charm and endless potential of this antique home offering 2,686 square feet of living space on a beautiful 4.7-acre lot. Rich in character and ready for your personal touch, this spacious home features a flexible floor plan with a first-floor bedroom, making it ideal for guests, a home office, or convenient single-level living.The main level includes a welcoming kitchen, formal dining room, half bath, and a cozy living room with a fireplace. At the rear of the home, an expansive family room is filled with natural light and offers peaceful views of the sprawling backyard, creating the perfect gathering space for family and friends. Upstairs, you'll find three additional bedrooms, a full bathroom, and a walk-up attic providing additional room for storage. Outside, the nearly five-acre property presents Exceptional OPPORTUNITIES. With AMPLE OPEN SPACE, there's room for a BARN, WORKSHOP, ACCESSORY DWELLING UNIT (ADU) GARDENS, RECREATIONAL AMENITIES, AND/OR OTHER OUTBUILDINGS (SUBJECT TO APPLICABLE TOWN ZONING/USE APPROVALS). Prior to current owners the property was used as a CHRISTMAS TREE FARM. Whether you're seeking a multi-generational home, homestead opportunity, a property with room to grow, this unique antique home offers the perfect canvas to bring your vision to life. Please reach out for the additional feature sheet!

211 Main St, Wilbraham

Listing courtesy of Listing Agent: Liane Sikes from Listing Office: Lock and Key Realty Inc..

$649,000
3 Beds 4 Baths 73561275 MLS
Nestled in a SOUGHT-AFTER NEIGHBORHOOD, this beautifully maintained 2,212 sq. ft. CLASSIC COLONIAL offers 3 bedrooms & 3.5 baths plus exceptional privacy on a LEVEL .61-ACRE LOT with a FULLY FENCED BACKYARD and spectacular outdoor living! A welcoming brick walkway with a charming sitting area leads to a ceramic-tiled foyer. The stunning KITCHENS BY CURIO CHERRY KITCHEN features a CENTER ISLAND, QUARTZ COUNTER TOPS, GLASS TILE BACK SPLASH, NEWER STAINLESS-STEEL APPLIANCES that remain, and a sun-filled dining area overlooking the backyard. The character-filled FAMILY ROOM is a true showstopper with a WOOD-BURNING STONE FIREPLACE and hearth, soaring CATHEDRAL CEILING accented by an ornate TIN CEILING and beams, an over-sized front window, and a slider opening to the backyard. A versatile front room with hardwood flooring and French doors—currently used as a GUEST BEDROOM—is also ideal for a HOME OFFICE. The spacious DINING ROOM comfortably accommodates a 12' table and features BUILT-IN CHINA CABINETS, making it perfect for holiday gatherings and entertaining. A NEWER FULL BATH with tiled shower and an additional HALF BATH complete the first floor. Upstairs, the impressive PRIMARY SUITE features a CATHEDRAL CEILING, beautiful ARCHED STAINED-GLASS WINDOW, and WALK-IN CLOSET with makeup vanity. Enjoy direct access to the FULL BATH offering a LARGE SOAKING TUB, separate shower, and vintage-inspired vanity. The partially finished LOWER LEVEL provides two additional rooms for flexible living space. Step outside to your own private retreat featuring a sparkling HEATED IN-GROUND POOL, expansive cement patio, colorful perennial gardens, whimsical playhouse, IRRIGATION, and wonderful backyard privacy.Additional highlights include CENTRAL AIR and CENTRAL VAC. Valuable improvements include 2018 CertainTeed Landmark Pro 50-YEAR ROOF SHINGLES, FOUR BRAND-NEW ANDERSEN DOORS plus a NEW BACKYARD SLIDER, NEW ANDERSEN WINDOWS in the primary bath, NEWER A/C UNIT, and a NEWER VINYL BALCONY above the front entry and columns. A truly special home designed for comfortable everyday living and unforgettable gatherings!

27 Shirley St, Wilbraham

Listing courtesy of Listing Agent: Deborah Krawiec from Listing Office: Berkshire Hathaway HomeServices Realty Professionals.

$459,900
3 Beds 2 Baths 73559555 MLS
Here's the one you've been waiting for! This very well maintained 3 bedroom, 2 bath ranch in quiet neighborhood has tons of upgrades. When you enter the home, you walk into the den with c/t floors and a slider to the extra large deck overlooking the very private rear yard, with shed and pool. The kitchen is loaded with features including cherry cabinets, under cabinet lighting, stainless steel appliances w/dual fuel range, Quartz counters, hardwood flooring and a large dining area with built-in custom cabinetry. The living room very comfortable with large bow window and hardwood floors. The main bath has been tastefully remodeled with 2 sinks, c/t floors and tile surround tub/shower. The main bedroom has w/w carpeting, ceiling fan, large closet. The other 2 bedrooms feature hardwood floors, ceiling fans and ample closet space. The fully finished walkout basement is perfect for entertaining. There is a wet bar with refrigerator that opens to the large family room with wood stove and continues to a game area with the included pool table. There is also a full bath with ceramic tile, laundry room and office/media room. Basement windows are newer. Hot water heater updated in 2019, roof 2017 and driveway new in 2023. All data APO. Top it all off with a very oversized heated 2 car garage with storage and work area. Very nice home. Call today to set your private showing!!

8 Linwood Dr, Wilbraham

Listing courtesy of Listing Agent: Thomas Morrissette from Listing Office: LAER Realty Partners.

$749,000
4 Beds 4 Baths 73555495 MLS
Welcome to this spacious 3,800-square-foot Colonial, set in a highly desirable neighborhood and offering exceptional space, character and potential. Built in 1971, this substantial home is ready for its next owner to bring their vision and make it their own.The traditional center-hall layout features a generous living room and formal dining room, while the first-floor family room is highlighted by a striking stone fireplace and large windows overlooking the private, wooded backyard.Upstairs, you’ll find four generously sized bedrooms with excellent closet space. The primary suite features walk-in closets, a fireplace, vaulted wood ceiling and an oversized window with peaceful backyard views. Hardwood floors are believed to be under much of the carpeting, providing additional possibilities for future updates.The partially finished basement offers even more living and entertaining space with a family room, wet bar, full bath and pool room. Outside, enjoy a fenced backyard, in-ground pool and a private wooded setting.While the home is ready for updating, its generous room sizes, flexible floor plan, distinctive features and desirable location provide a wonderful foundation. A great opportunity for buyers looking for the space and potential to create a home that reflects their own style.

3 Hilltop Dr, Wilbraham

Listing courtesy of Listing Agent: The Crowley Team from Listing Office: Keller Williams Realty.

$337,900
3 Beds 2 Baths 73554539 MLS
Welcome to 4 Wilson Street, a completely renovated 3-bedroom, 1.5-bath home offering modern finishes and move-in-ready convenience. Recent improvements include a new roof, new windows, new interior and exterior doors, a new driveway, and extensive electrical upgrades featuring a new 200-amp service and panel and new septic system. The bright open floor plan showcases all new flooring, fresh paint throughout, and a stunning kitchen with quartz countertops, new cabinetry, and a full suite of new appliances including a refrigerator, stove, and dishwasher. Both bathrooms have been completely renovated with stylish finishes. A detached two-car garage with new doors provides additional storage and convenience. Nothing to do but move in and enjoy. Conveniently located near schools, shopping, and beautiful Spec Pond, one of Wilbraham's favorite destinations for outdoor recreation.

4 Wilson Street, Wilbraham

Listing courtesy of Listing Agent: Anthony Ardolino from Listing Office: Berkshire Hathaway HomeServices Realty Professionals.

$599,000
3 Beds 3 Baths 73551096 MLS
Welcome home to this spacious and versatile ranch offering 4 bedrooms and 2.5 bathrooms, designed for comfortable everyday living and effortless entertaining. The flexible floor plan includes a fourth bedroom that can easily serve as a large family room, home office, or recreation space to fit your lifestyle.The inviting main bedroom suite features a private bath and an impressive three closets, providing exceptional storage and convenience. Two fireplaces add warmth and character, creating cozy gathering spaces throughout the home.Enjoy outdoor living from the expansive front porch or relax on the deck overlooking the private backyard—perfect for entertaining, gardening, or simply unwinding.Additional highlights include a two-car attached garage and a full unfinished basement with a fireplace, offering endless possibilities for future living space.With generous living areas, flexible spaces, and room to grow, this well-maintained ranch is ready for you to make it your own.

7 Margaret Dr, Wilbraham

Listing courtesy of Listing Agent: Melissa Whitelock from Listing Office: ERA M Connie Laplante Real Estate.

$769,900
3 Beds 3 Baths 73550174 MLS
Not often does a home come along where nearly everything has already been done for you.Completely rebuilt from the original Douglas fir studs, this remarkable home blends the charm of a classic New England home with the comfort and efficiency of modern construction.Designed for today's lifestyle, the first-floor primary suite offers a private retreat and the flexibility for multigenerational living or aging in place.Upstairs you'll find two generous bedrooms, a home office, playroom, bonus room, and full bath.At the heart of the home is a beautifully appointed kitchen features granite countertops, custom cabinetry, new appliances, and open flow into the dining and living areas.Two fireplaces add warmth and charm, while three full baths and two laundry areas make everyday living easy. A new septic system, new electrical service, upgraded insulation, heated garage with epoxy floor, and exceptional craftsmanship make this far more than a renovation—it's a home built for your next chapter.

2 Meeting House Ln, Wilbraham

Listing courtesy of Listing Agent: Kimberly Turnberg from Listing Office: Real Broker MA, LLC.

$725,000
5 Beds 3 Baths 73548311 MLS
Welcome to this beautifully maintained 5 bedroom,3 full-bath home in a desirable Wilbraham area. This home features owned solar panels for added energy efficiency.The eat-in kitchen is equipped with range, refrigerator ,dishwasher, and a wine cooler. The first floor includes 2bedrooms and a full bath. The second floor features the main bedroom with walk-in closet, private bathroom with stand-up Oasis shower, plus 2 additional bedrooms and a full bath. The bright Family Room features a wood-burning fireplace and radiant heated floor, French doors lead to a private, fully enclosed backyard with a in-ground pool and waterfall feature, perfect for summer entertaining. Additional highlights include central AC, formal dining room, living room features a gas fireplace, mudroom, central vacuum, laundry room with sink and cabinets, partially finished basement, oversized 2-car garage, storage shed, and natural gas heat.Enjoy comfort and convenience in this move-in-ready home!

20 Shirley St, Wilbraham

Listing courtesy of Listing Agent: Solymar Diaz from Listing Office: Executive Real Estate, Inc..

$624,000
5 Beds 3 Baths 73539668 MLS
An Absolutely beautiful Colonial situated in a desirable Wilbraham cul-de-sac neighborhood boasting sunrise views of the Wilbraham Mtns. Enjoy an expansive backyard featuring private patio dining, and a screened in porch, offering ideal spaces for outdoor relaxation. Charming, classic & timeless, this home includes a welcoming living rm boasting a brick hearth fireplace, window seat, cozy den featuring a brick hearth frplc w/ built ins, quaint dining room offering french drs, renovated half bth w/ stackable laundry & fantastic mudrm. The remodeled kitchen features stainless steel appliances, cabinets galore, pantry & a dining area. Second flr features a primary bdrm & en suite bath, just down the hall features 4 other bdrms all w/ hdwd flrs & full bth. BONUS: The lower level features a playroom, fitness, or media rm. Seller states updates incl:Fujitsu AIRSTAGE heating/cooling system- 2nd lfr only, condensor, air handler (2024), hot water tank, first flr replacement windows (2024). Property to be sold as is.

27 Eastwood Dr, Wilbraham

Listing courtesy of Listing Agent: Carl Sittard from Listing Office: Cuoco & Co. Real Estate.

$479,900
3 Beds 3 Baths 73537629 MLS
Situated on a quiet dead-end street in a desirable neighborhood, this updated 3-bed, 2.5-bath ranch offers comfortable one-level living with an oversized two-car garage. The spacious kitchen features granite countertops, stainless steel appliances, tile backsplash, recessed lighting, & a large pantry, and opens seamlessly to the generously sized dining room. The home boasts a large living room, a primary suite complete with a walk-in closet & private full bath, 2 additional bedrooms, another full bath, a half bath, & convenient 1stt-floor laundry. Beautiful hardwood floors run throughout much of the home. The unfinished basement offers excellent potential for additional living space, while the oversized garage provides plenty of room for a workshop, storage, or hobby space. Outside, enjoy the beautifully landscaped backyard featuring a stone patio & raised flower beds, creating the perfect setting for relaxing or entertaining. Don't miss out on this move-in ready home!!

9 Pine Dr, Wilbraham

Listing courtesy of Listing Agent: Joseph Paoletti from Listing Office: Keller Williams Realty North Central.

$785,000
4 Beds 5 Baths 73533939 MLS
MOTIVATED SELLERS! Set on 2.58 wooded, private acres in Wilbraham's Mountain area on a cul-de-sac setting, this spacious Colonial offers a peaceful backdrop, a flexible floor plan, and timeless architectural details. Featuring vaulted ceilings, hardwood floors, custom built-ins, a stone pellet stove, and a balcony overlook.Designed for everyday living and entertaining, the home offers 4 bedrooms and 4.5 baths, including a first-floor primary suite with walk-in closets and a spacious bath with a jacuzzi tub. The kitchen features cherry cabinetry and granite countertops, while the four-season sunroom overlooks the backyard and opens to balcony decks on both sides.The finished lower level adds a kitchenette, full bath, gym area, flexible rooms, and abundant storage. Outside, extensive hardscaping, mature landscaping, and impressive stonework create inviting outdoor spaces. This home offers generous space, distinctive character, and the opportunity to make it your own.

2 Highview Cir, Wilbraham

Listing courtesy of Listing Agent: Barbara Rosas from Listing Office: William Raveis R.E. & Home Services.

$1,995,000
6 Beds 7 Baths 73528219 MLS
ABSOLUTELY SPECTACULAR describes this one owner, custom built, timeless shingle style masterpiece, located in Wilbraham's prestigious Hilltop Park. Situated on 4+ acres, this property w/ its cul de sac location, manicured grounds, stonewalls, inground heated pool and 4 car garage will check off all the boxes for today's luxury lifestyle. Imagine welcoming your guests in the columned foyer w/ outstanding millwork, granite flooring and magnificent twisted staircase. Architectural details continue in the great room w/ 20' ceilings, elliptical and bump out windows, arched hallways, transoms, study w/ mahogany woodwork, 1st floor primary br w/ spa like bath, walk in closet and dressing room...the list goes on and on... With the added feature of a possible in-law suite in the lower level adding over 3,400 sq ft of living area, this is a home run for anyone looking for more space. Thoughtful consideration, at every turn, went into this commercial-grade build...A SPECIAL LUXURY PROPERTY!

6 Hilltop Park, Wilbraham

Listing courtesy of Listing Agent: Barbara Robinson from Listing Office: Berkshire Hathaway HomeServices Realty Professionals.

$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 Stoney Hill Rd, Wilbraham

Listing courtesy of Listing Agent: Sara Enman from Listing Office: Naples Realty Group.

$339,900
4 Beds 2 Baths 73525558 MLS
A must see in person! 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 twomore bedrooms and walk-in closets can be found. Upstairs features two large bedrooms, additional 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. Motivated seller! Easy to show! Schedule a showing today!

23 Stony Hill Rd, Wilbraham

Listing courtesy of Listing Agent: Sheila Perez from Listing Office: Naples Realty Group.

$769,900
3 Beds 2 Baths 73519660 MLS
OWN THE SUMMIT! This one-of-a-kind 3BR, 2BA chalet-style home sits on 13.48 private acres perched above Ridge Rd at the highest point of Wilbraham Mountain with sweeping year-round views. This one-owner post and beam style home features vaulted/beamed ceilings, hardwood floors, and wood-accented walls. The elevated wraparound balcony, expansive windows, and sliders showcase an ever-changing landscape. The lower level walkout includes a family room with stone fireplace, guest bedroom, 3/4 bath, and attached 2-car garage. Upstairs features a dramatic living room with double-sided stone fireplace warming the primary bedroom. Kitchen, sunroom, guest bedroom, full bath, and laundry complete the upper level. A unique 3rd-level loft is the perfect place to end the day enjoying amazing sunsets. Attached and detached 2-car garages provide parking for 4 cars, including a heated workshop Kohler standby whole house generator, double-wall oil tanks add peace of mind.

10 Cadwell Dr, Wilbraham

Listing courtesy of Listing Agent: Jennifer Burritt from Listing Office: Keller Williams Realty.

$1,750,000
4 Beds 4 Baths 73499760 MLS
RARE Valley Views,This Wilbraham home blends comfort,character, and New england charm. Set on a picturesque double lot in one of the towns most desirable areas, this property offers the perfect balance of privacy and convenience. Step inside to find an inviting layout with generous natural light throughout. The spacious living areas are ideal for both everyday living and entertaining, featuring open dining spaces , a well appointed kitchen with a 14 foot island with abundant counter space makes cooking and entertaining a joy. Oversized windows in just about every room. A unique Great room with a domed ceiling; great for hosting dinner parties, Two sets of double doors with stone balcony just outside enjoy the view, oversized arched windows, custom cherry wall unit.The main suite is your sanctuary, stunning views, beveled oak floors,2 large walk-in closets, elegant ensuite bath. Library with soaring ceiling.& wet bar, Access to Attic space with cedar closet. Formal living rm two tray ceilings, fireplace. Center Hall Foyer opens to 2nd flr. custom wrought iron and oak turned staircase, Exquisite crystal chandelier. Private lower level with kitchenette,bedroom and full bath, ideal for those wanting a private space for family members, or guest. Inground pool , Pool house, 4 car garage, Stable,Carriage house with flexibility to create space that suits your needs.( ADU possible) Outside the property shines with mature landscaping, a lush yard and plenty of room for gardening, gatherings, or simply enjoying the quiet Ridge Rd. setting. large lot /400ft of frontage! Approx 1.5 hrs.to Boston. Not a cookie cutter!!!!!

751 Ridge Rd, Wilbraham

Listing courtesy of Listing Agent: Linda Fawcett from Listing Office: Coldwell Banker Realty - Western MA.

$485,000
3 Beds 2 Baths 73455099 MLS
Charming Bungalow with Finished Studio Space — Additional Land Available!Located just off desirable Stony Hill Road, this charming bungalow sits on a private 0.89-acre lot surrounded by mature trees and open space, offering a peaceful and private setting.A finished detached studio building provides excellent flexibility and features a sleeping area, kitchen, full bath, and laundry. This space offers potential for an in-law suite, guest quarters, or home office, with all intended uses to be verified by the buyer with the Town of Wilbraham.An additional 3.59-acre approved and perced lot located directly behind the home is also available for purchase (see 767 Stony Hill Rd). The lot offers the opportunity to build a single-family home, create a private retreat, or explore homesteading possibilities. Buyer to verify all intended uses with the Town of Wilbraham.

763 Stony Hill Rd, Wilbraham

Listing courtesy of Listing Agent: Casey Miner from Listing Office: ERA M Connie Laplante Real Estate.

$550,000
1 Beds 1 Baths 73454688 MLS
Builders, developers, and investors: this is a rare opportunity to acquire 98 acres of land with significant potential and seller financing available for qualified buyers. The property includes a 1-bedroom cottage with vaulted wood ceilings and large windows overlooking the Chicopee River. The home requires a full rehab but offers a strong starting point for a riverfront residence. Zoned primarily R-60, this parcel offers multiple development pathways (buyer to conduct due diligence): Potential for 8–9 frontage lots starting on Maynard Road and King Drive, Renovate or rebuild the existing riverfront cottage, Approximately 75 remaining acres suitable for a subdivision, condo development, estate lots, or possible solar installation with planning board approval. This property features wooded privacy, rolling terrain, and beautiful river frontage. A country setting with convenient access to Route 20, the Mass Pike, and area amenities. Large tracts of riverfront with flexibility are rare.

38 King Dr, Wilbraham

Listing courtesy of Listing Agent: Megan Hayden from Listing Office: Here Realty LLC.

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