Browse All Wilbraham MA Properties with Pool for Sale

TUCKED AWAY IN A PEACEFUL CUL-DE-SAC SETTING, this spacious 4-bedroom, 2.5-bath Colonial offers privacy, serenity and plenty of room to enjoy homeownership both indoors and out. Set on 1.11 wooded acres with over 2,100 square feet of living space, this home combines comfortable everyday living with wonderful spaces for entertaining. Inside, you'll wow at the hardwood floors and warm architectural details that add character throughout. The living room features custom built-ins, a picture window and charming window seat; while the family room offers a fireplace, additional built-ins and NEW sliding glass doors leading to the sunny deck and 3-season enclosed porch. The kitchen features a dining area, stone/granite countertops and easy access to the encl 3season porch, with a separate hardwood-floor dining room for gatherings. Upstairs, the primary suite is a retreat of its own with a fireplace, HUGE walk-in closet, hardwood flooring and private full bath. Three additional bedrooms and another full bath complete the second floor. Now step outside! Enjoy the fenced-in SALTWATER inground pool, surrounded by a wooded setting; the property offers a wonderful feeling of privacy and tranquility. A storage shed and attached 2-car garage provide additional convenience. The finished basement (walk out) adds even more space for fun—perfect for game days, a pool table, sports watching, hobbies or a casual recreation room, with many custom closets for added storage. A saltwater pool, multiple outdoor living spaces, generous interior space and a private setting on the mountain make this a property you’ll want to experience in person!

4 Edson Dr, Wilbraham

$485,000

3 Beds ⋅ 2 Baths ⋅ 73582368 MLS

Welcome to 36 Decorie Drive, a beautifully updated 3-bedroom, 2-bath home tucked away in a wonderful dead-end street neighborhood in desirable Wilbraham. Hardwood flooring runs throughout the home, complemented by an updated kitchen with granite countertops and eat-in area, and tastefully renovated bathrooms. The large living room features impressive cathedral ceilings and sliders that open directly to the backyard, creating an effortless connection between indoor and outdoor living. First-floor laundry adds everyday convenience, while the finished basement provides valuable additional space for a family room, home office, gym, or hobbies. Outside, your private backyard oasis awaits with established perennial landscaping, a new patio, fenced yard, above ground pool, and spacious deck—perfect for relaxing, entertaining, and enjoying summer days at home. Backing up to a quiet marsh, the property offers a peaceful natural backdrop and an added sense of privacy. A one-car garage completes this move-in-ready home, combining modern updates, flexible living space, and an exceptional setting.

36 Decorie Dr, Wilbraham

$539,000

4 Beds ⋅ 3 Baths ⋅ 73580156 MLS

WOW!! $60,000 PRICE REDUCTION. All the "Bells and Whistles" with this beautiful home. Move in Ready!! Nestled on a beautifully .78 landscaped lot, this 9 rm, 4 bedroom 3 bath home has it all and then some. There is an abundance of space throughout this home. Featuring an updated kitchen with Cherry cabinets, granite counters, new stainless appliances and breakfast bar. A family room with fp opens to a sun room overlooking specatacular landscaped grounds and an inground pool. The private office off the sun room has sliders which also open to pool area. There is a first floor bedroom, a full bath with a jettted tub & double vanity, a formal dining room, living room and hardwood floors throughout this home. The second floor Primary suite has an en-suite with a large jacuzzi tub and separate custom tiled shower. It's listed as #3 bath on the above mls information. There is also an additional 2nd floor bath with a tiled tub and shower combination. A partially finished basement offers endless possibilites for a play room or gym etc. Step outside to your own private oasis featuring an entirely fenced backyard, an oversized paver patio with built-in seating and a fire pit for gathering spaces with family and friends. The inground pool is the perfect setting for summer enjoyment. Additional features include a double shed which holds everything from pool equipment to a lawn tractor and so much more. There is an attached two car garaage with heavy duty shelving, a newer roof, siding, gutters with leaf guard 2015-2016. Pool liner 2018. Solar panels have been paid in full by the seller. Across from this home is Conservation land which offers not only privacy but walking trails throughout. See attached list of features.

1105 Stony Hill Rd, Wilbraham

$494,999

3 Beds ⋅ 3 Baths ⋅ 73570033 MLS

This classic Cape-style home on a one-acre lot in a prime Main Street location seamlessly blends timeless New England charm with modern comfort. The main level flows through distinct, sunlit living spaces, starting with a kitchen outfitted with granite countertops, stainless steel appliances, a peninsula, and a dedicated coffee bar nook. Nearby, the formal dining room features a cozy fireplace with a wood-paneled hearth and an oversized bay window. A step down leads into an open living room with stone flooring, a wood stove, and expansive windows, alongside a dedicated home office with French doors and direct two-car garage access. Upstairs, the spacious primary suite offers picturesque backyard views, a large walk-in closet, and a refinished en-suite with a custom tiled shower. Two additional generously sized bedrooms with charming built-ins share a second full bath. Outside, the private, fully fenced grounds boast a historic fieldstone wall, mature gardens, a big open yard, and a fully fenced in-ground pool paired with a deck cabana.

208 Main Street, Wilbraham

$539,000

4 Beds ⋅ 2 Baths ⋅ 73566736 MLS

Located on desirable Glendale Road, this expansive 4-bedroom, 2-bath Cape is situated on 5 picturesque acres abutting conservation land, offering classic New England charm, privacy and tranquility. A welcoming den features slate flooring transitioning to luxury vinyl plank, new windows and direct deck access—ideal for a family room and game area. The traditional dining room shines with hardwood floors and charming built-ins and flows into the fully applianced kitchen with abundant cabinetry and workspace. A formal living room impresses with beautifully refinished hardwood floors and a wood-burning fireplace. Two generously sized bedrooms and a full bath complete the main level. Upstairs, discover two oversized bedrooms, including one with a fireplace and access to a rooftop patio, plus a second full bath and ample storage. The lower level offers exciting potential with a formerly finished area, fireplace, incredible storage and two walk-out access points. An inground pool provides summer enjoyment while preserving access to the expansive backyard. A peaceful mountain setting close to everyday conveniences!

634 Glendale Rd, Wilbraham

$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 Road, Wilbraham

$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

$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

$699,000

4 Beds ⋅ 4 Baths ⋅ 73555495 MLS

Welcome to this impressive 3,800-square-foot Colonial, built in 1971 and located in a highly desirable Wilbraham neighborhood. Wilbraham is a quaint New England town known for its historic charm, rich agricultural heritage, beloved peach orchards and Wilbraham & Monson Academy.This substantial home features generous room sizes, abundant storage and tremendous potential. The traditional center-hall layout welcomes you with a staircase leading to the second floor, a spacious formal living room to the right and a formal dining room to the left. Fireplaces in the formal living room and first-floor family room add warmth and character, with the family room also featuring beautiful stonework and expansive windows overlooking the peaceful wooded setting.Upstairs are four generously sized bedrooms, all offering ample closet space. The primary suite features a third fireplace, large walk-in closets, a vaulted wood ceiling and an oversized window framing beautiful wooded views. Hardwood floors are believed to be under much of the carpeting.The partially finished basement expands the living and entertaining space with a family room, wet bar, full bath and pool room. Outside, the fenced grounds feature an in-ground pool surrounded by mature trees. A large garage provides plenty of space for vehicles, storage and all your recreational toys.With its spacious floor plan, distinctive architectural details and sought-after location, this well-built Colonial offers an exceptional opportunity to create a truly special home.

3 Hilltop Dr, Wilbraham

$705,000

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

$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

$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

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Wilbraham Homes with Pool

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Browse All Wilbraham MA Properties with Pool for Sale

Wilbraham Homes with Pool

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