Browse All Wilbraham MA Properties with Pool for Sale

OFFERS DUE SUNDAY 9/6/2026 AT 5PM. This classic Cape-style home perfectly balances authentic New England character, cozy architectural details, and space for everyone. The main level offers a thoughtful, distinct layout that flows beautifully without sacrificing defined living spaces. At the heart of the home, the kitchen features rich granite countertops, stainless steel appliances, a functional peninsula with seating, and the ideal spot for your in-home coffee bar. The formal dining room centers around a gorgeous fireplace with a warm, wood-paneled hearth. Natural light pours in through an oversized bay window, while the room also provides access to a main-floor half bath, basement access, and upstairs. Step down from either the kitchen or dining room into the living room, where you are greeted by stone flooring, a inviting wood stove for cool winter nights, and massive windows overlooking the grounds. Tucked off the living room sits a versatile home office that provides convenient entry to the two-car garage as well as French doors opening directly to the outdoors. All three bedrooms are comfortably situated on the second level. The primary suite serves as a spacious retreat, featuring expansive windows overlooking the backyard, a generous walk-in closet, and a refinished en-suite bathroom complete with a custom tiled walk-in shower. The two additional bedrooms are remarkably sized and lined with charming built-ins. A second full bathroom, complete with a bathtub and a skylight, finishes the second floor. Outside, the one-acre property turns into your own private haven. The grounds feature a historic New England fieldstone wall, mature gardens, and a vast open yard.. The deck and Kloter Farms cabana sit outside of the fully fenced, in-ground pool. Offering plenty of space, timeless Cape charm, and a prime Main Street location, this home is the complete Wilbraham package you have been waiting for.

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

$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

$799,900

5 Beds ⋅ 3 Baths ⋅ 73564893 MLS

Welcome to 7 Deer Run Drive. This stunning 3,025 sq. ft. Colonial offers luxury, privacy, and exceptional indoor and outdoor living. Featuring 11 rooms, 5 bedrooms, 3 baths, an attached 2-car garage, and an additional 625 sq. ft. of finished basement space, this custom home is situated at the end of a cul-de-sac on approximately 1.5 acres, with a wooded backyard offering beautiful views, mature landscaping, and exceptional privacy.The heart of the home is the spectacular Vartanian dream kitchen, featuring quartz countertops, a large island with beverage refrigerator, abundant storage, USB charging ports, and high-end Wolf, Sub-Zero, Cove and other premium appliances. The Vartanian craftsmanship continues throughout the home, including the completely remodeled main living areas and finished basement. Hardwood floors grace the first and second levels, while luxury vinyl plank flooring adds durability and style downstairs.The spacious primary suite offers custom closet systems, a decorative wood-beam ceiling, and a beautifully appointed primary bath. A second large bedroom has also been completely remodeled and features custom-built closet systems. Three additional bedrooms provide flexibility for family, guests, or a home office.The completely remodeled lower level adds 625 sq. ft. of versatile living space, including a huge bonus room perfect for a media room, recreation area, home gym, office, or private man cave.Step outside to your own private resort-like retreat. The Azek deck overlooks a heated in-ground pool, hot tub, and beautifully landscaped grounds, all surrounded by mature trees and approximately half an acre of wooded land. Whether relaxing poolside or entertaining family and friends, this exceptional backyard provides the perfect setting for enjoying the outdoors.With extensive high-end improvements, exceptional craftsmanship, versatile living space, and a remarkable outdoor setting, 7 Deer Run offers the best of Wilbraham living. The major improvements have already been completed—simply move in, relax, and enjoy.Join us for an Open House Saturday, August 22, from 11:00 AM–1:00 PM!

7 Deer Run Dr, 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

$575,000

4 Beds ⋅ 2 Baths ⋅ 73561271 MLS

Luxury meets everyday living in this beautifully renovated 4-bedroom, 2-bath twisted Colonial perfectly situated on a desirable cul-de-sac in Wilbraham. The exquisite chef's kitchen showcases custom white cabinetry, quartz countertops, an impressive center island and premium stainless-steel appliances. A stunning adjoining flex space offers the perfect family room or dining area, anchored by a gas fireplace with custom built-ins and a beverage center complete with kegerator. Gleaming hardwood floors extend through the formal dining room, expansive living room with pellet stove, and all four spacious bedrooms. Two beautifully renovated baths, including an elegant upstairs bath with subway tile and glass wall enclosure, elevate the home's appeal. The finished lower level features a rec room, fully applianced kitchenette, office or gym, laundry and exceptional storage. Mini-splits, second-floor central air and a **high-efficiency Viessmann heating system** provide year-round comfort, while a Tesla EV charger adds modern convenience. Outdoor entertaining is second to none with expansive decking overlooking a fully fenced OVER half-acre lot featuring an above-ground pool, retractable awning and outdoor TV. This exceptional home delivers the lifestyle you've been waiting for.

3 Conifer Dr, 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

$749,000

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

$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

$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

$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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Wilbraham Homes with Pool

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