Browse All Westfield MA Properties with Pool for Sale

Step inside to an inviting open-concept layout highlighted by a beautifully appointed kitchen with white cabinetry, stainless steel appliances, generous counter space, and a functional design ideal for everyday living and entertaining. The kitchen flows seamlessly into the dining area, creating a natural gathering space for meals and special occasions. Just beyond, the spacious living room offers an airy atmosphere and excellent natural light, providing the perfect setting for relaxation or hosting guests. The home's well-designed floor plan continues with comfortable bedrooms, including a spacious primary bedroom that serves as a private retreat. Outside, an expansive deck overlooks the backyard and above-ground pool, offering exceptional outdoor living and entertaining opportunities. Combining modern finishes, versatile living space, and desirable outdoor amenities, this home is ready for its next owner.

465 E Mountain Rd, Westfield

$499,000

3 Beds ⋅ 3 Baths ⋅ 73591672 MLS

Welcome home to this inviting 3-bedroom, 2.5-bath Colonial offering 2,204 square feet of living space settled on just over an acre in a desirable Westfield location! The kitchen features stainless steel appliances and a breakfast bar, while the spacious main living room offers vaulted ceilings and a cozy fireplace. A second living room provides additional space to relax, entertain, or gather with guests. A separate dining room is perfect for shared meals and special occasions. The screened porch offers a peaceful spot overlooking the backyard. Enjoy summer days by the above-ground pool or entertain on the deck, surrounded by a beautiful wooded backdrop. The finished basement offers flexible space for recreation, hobbies, or a home office, while an attached two-car garage adds everyday convenience. Come discover all this charming home has to offer! --- some photos virtually staged / no showings until open house.

168 Root Rd, Westfield

$525,000

3 Beds ⋅ 2 Baths ⋅ 73591224 MLS

Some homes offer something special at every turn—this spectacular custom-built ranch is one of them. Set on .88 acres with conservation land behind the property, this distinctive home enjoys beautiful wooded views and a wonderfully private backdrop, bringing together inviting living spaces, thoughtful updates, and a backyard made for memorable gatherings.Beautiful hardwood flooring welcomes you into the spacious living room, where a gas fireplace and large picture window create a warm, sunlit setting. The open flow into the dining room and updated kitchen makes entertaining effortless, with custom made natural cherry cabinetry and granite countertops adding warmth and timeless appeal. Two generously sized bedrooms and an updated full bath complete the main level.The custom-designed lower level offers an impressive extension of the living space, featuring a huge family room with a second gas fireplace—the perfect spot for cozy evenings, movie nights, or gathering with friends. The generously sized primary bedroom provides a spacious retreat, complemented by a second updated full bath and a gorgeous cedar closet. Walkout access leads directly to a beautiful patio, connecting this level to the exceptional outdoor setting.Outside, your own backyard escape awaits. An expansive inground pool area and gazebo with skylights set the scene for summer entertaining, while the beautiful composite deck offers a wonderful vantage point for enjoying each season against the peaceful backdrop of conservation land. Adding a whimsical touch is a custom-built treehouse, complete with its own sliding door and deck—a charming hideaway that makes this backyard even more memorable.Adding even more possibilities is the additional, detached, heated two-car garage with electricity. Above it, approximately 665 additional square feet feature installed sheetrock, a vaulted ceiling, and exposed beams—an inspiring space for a studio, office, recreation room, or other creative use. Two separate driveways offer added convenience, with one serving the home and the other providing dedicated access to the detached garage and its versatile upstairs space. Potential for an accessory dwelling unit (ADU) would be subject to town approvals. The home offers city water, with a private well also available for the irrigation system and pool.From its inviting interior to its remarkable outdoor spaces and room to bring your own vision to life, this is a property that deserves to be experienced.

46 Stuart Pl, Westfield

$624,000

3 Beds ⋅ 3 Baths ⋅ 73589619 MLS

Tucked well back from the road, a sweeping curved drive leads to this substantial Colonial, beautifully set on a combined 25.5 acres with Munn Brook winding through the property. A welcoming front porch accented with brick and stone sets the tone before you step into the central foyer. To the left, the formal dining room features a fireplace, while the expansive and beautifully updated front-to-back kitchen becomes the heart of the home with a center island, generous dining area, its own fireplace, and sliders opening to a two-level composite deck overlooking the broad, rolling backyard. The first floor also presents a large bedroom with double closets and an updated full bath, offering valuable flexibility for guests or one-level living.To the right of the foyer, you enter a spacious living room and continue through French doors into a sun-filled sunroom—a wonderful spot to enjoy the changing seasons and peaceful wooded surroundings.Upstairs, another generously sized front-to-back bedroom is joined by a third bedroom and full bath. The finished lower level adds even more versatile living space with a comfortable recreation room, third full bath, mini-split, and an installed escape window, creating excellent potential for a private suite, guest space, office, or extended living area.Outside, the property truly comes into its own. Enjoy the in-ground heated pool, hot tub, fenced yard area, two-car garage, shed, and additional outbuilding, all surrounded by remarkable acreage and privacy. The land also carries fascinating documented Girl Scout camp history, with remnants of former camp structures still found on the property. Horses were kept here in the past; buyers should verify current permitted use with the City of Westfield.Gas heat, central air, and an extraordinary combination of space, recreation, history, and natural beauty make this a property that simply cannot be understood from the road. Come experience 363 Loomis Street—and the 25.5 acres that make it so much more than a house.

363 Loomis St, Westfield

$345,000

2 Beds ⋅ 1 Baths ⋅ 73589134 MLS

Presenting a unique opportunity at Apple Orchard Heights in Westfield. This well-maintained home features 2 comfortable bedrooms, a full bath with a newer jetted tub and surround. Relax in the large fireplaced living room, entertain family and guest in the recently renovated kitchen or serve up your favorite meal in the formal dining area complete with corner-built ins. Hardwood floors throughout the home. Beyond the main living area is a 2-car garage with plenty of storage potential for your active lifestyle. Sprinkler system keeps things green outside while you cool off in the above ground pool. A large shed to keep all of your extras out of the elements. There is also a comfortable three season porch for your enjoyment. The full size basement has VCT flooring, large cedar closet, and is already divided into 3 rooms. Many updates (APO) within the last 1-6 years include kitchen cabinets, counter tops, flooring, appliances, water treatment system, laundry pro soap less clothes system, gas furnace etc. Replacement windows throughout most of the house.

36 Apple Orchard Heights, Westfield

$489,900

4 Beds ⋅ 2 Baths ⋅ 73588179 MLS

Your own private backyard retreat awaits at 53 Glenwood Dr! This beautifully maintained 4 bedroom, 2 full bath home offers the space, charm, updates and outdoor lifestyle you’ve been looking for. The backyard is truly something special, an insulated radiant pool with adjoining Trex decking, a stamped concrete patio and walkway, and a fully fenced yard offering wonderful privacy. An 8-zone irrigation system, invisible fence and 12' x 14' shed with loft, double doors and electricity provide excellent storage, function and versatility, making this backyard as practical as it is impressive. The property abuts the pipeline, providing additional separation behind the home. Inside, you’ll find warm and inviting living spaces with hardwood and tile flooring throughout much of the home. The kitchen features granite countertops, hardwood flooring and appliances to remain. Mini splits provide both heating and air conditioning for year round comfort, while the fireplace adds character. Both full baths have been remodeled, including the first floor bath in 2016 and beautifully updated second floor bath in 2024. A spacious 22' x 16' attic with insulation and flooring added in 2023 offers excellent storage and possibilities for future use. Additional improvements include family room flooring in 2021, attic flooring and insulation in 2023, replacement windows, vinyl siding, gutter guards, newer garage door and a 2026 fire rated door from the garage to the home. Oil heat, natural gas available on the street, washer and dryer included, plus a roof heating system on the rear dormered section. With 4 bedrooms, 2 full baths, an attached garage and a backyard built for making the most of New England summers, this is a home you’ll want to see in person.

53 Glenwood Dr, Westfield

$399,900

3 Beds ⋅ 2 Baths ⋅ 73585005 MLS

You won’t want to miss this wonderfully maintained ranch in Shaker Heights. This home offers a blend of comfort and versatility, all wrapped in single-level living. Having a fresh coat of paint throughout, this home shines as the natural light fills each room. The fabulous kitchen hosts generous cabinet storage and counter space. The fire-placed dining area and an open-concept living/dining room (featuring a built-in china cabinet) offer a comfortable layout providing a welcoming setting for everyday living and entertaining. The generous-sized 3 bedrooms with ample closet space and 2 baths w/showers, allow for ease and flexibility. All of this sits on a large, flat lot with plenty of space inside and out, plus multiple outbuildings for storage and a fully fenced backyard. Additional bonuses include a two-car heated garage, a full basement with potential to finish, an expansive 3-season porch, and a screened-in gazebo, providing ideal spots to relax and enjoy the outdoors. All this and you are living on the edge of the Berkshires as well as being conveniently located near Munger Hill Elementary School, the Westfield Bike Path, Columbia Greenway Rail Trail, shopping, and Shaker Farms Country Club.

297 Falley Dr., Westfield

$475,000

3 Beds ⋅ 4 Baths ⋅ 73584721 MLS

PRIME LOCATION...Executive Ranch that truly offers it all! From the moment you arrive, you'll appreciate the exceptional curb appeal, beautifully landscaped grounds, and inviting paver driveway. Discover a bright and spacious home designed for comfortable living and effortless entertaining. A sun-drenched heated glass room brings the outdoors in, showcasing gleaming inlaid wood floors and creating the perfect setting for morning coffee, quiet relaxation, or enjoying the changing seasons. The dramatic, light-filled den features soaring ceilings, glass sliders, warm chocolate-toned paneled walls, a cozy nook with built-in cabinetry and desk, and a fireplace that invites you to unwind on crisp evenings. The flexible floor plan can suit today's lifestyle, with a well-appointed kitchen featuring a center island, double wall ovens, pantry storage, and a 2026 refrigerator. A convenient laundry closet, half bath, and easy access to the two-car garage add everyday functionality. The spacious primary suite offers a walk-in closet and private ensuite bath complete with a walk-in shower, double sinks and soaking tub. Two additional bedrooms provide generous space and double closets. The expansive lower level takes entertaining to the next level, featuring a third full bath with walk-in shower and an impressive Great Room complete with wet bar, cabinetry & mini refrigerator and 2 additional storage rooms! Double sliders open directly to the beautifully designed backyard—your own private oasis featuring stone walls, charming stone steps, a large in-ground pool, and gazebo. Whether hosting gatherings or enjoying a peaceful afternoon poolside, this outdoor space is made for making memories. Set on a flat, professionally landscaped half-acre lot, this exceptional property blends comfort, functionality, and timeless appeal. With your personal touches, this home has incredible potential to truly shine and become the showplace you've envisioned! Additional features include front and rear in-ground sprinklers, storage shed, an oversized lower-level cedar closet, and a NEW 2026 ROOF! A rare opportunity to enjoy single-level living with expansive bonus space, exceptional indoor-outdoor living, and a backyard designed for relaxing and entertaining!

43 Pineridge Dr, Westfield

$389,999

3 Beds ⋅ 2 Baths ⋅ 73582006 MLS

NEW ROOF. REMODELED KITCHEN. DOUBLE LOT. MOVE-IN READY! Why take on expensive renovations when the big upgrades are already done? Welcome to 176 Meadow Street, where charm, modern updates, and exceptional outdoor space come together at an attractive $389,999 price! This beautifully updated 3-bedroom, 2-bath Cape offers over 1,600 square feet of comfortable living space, featuring a BRAND-NEW roof installed September 2026, a remodeled kitchen with stylish white cabinetry and granite countertops, updated flooring, fresh paint, and newer central heating and air conditioning. The inviting, open-concept first floor connects the living and dining areas with the beautifully updated kitchen, creating a welcoming space for everyday living and entertaining. A charming fireplace adds warmth and character. Step outside and discover something increasingly hard to find: a generous double lot with over half an acre of outdoor space! Whether you envision backyard entertaining, gardening, pets, or simply room to relax, this property offers flexibility and possibilities. A large detached garage adds valuable storage and convenience. Conveniently located in Westfield, this home combines classic Cape-style character with the modern improvements today’s buyers appreciate. The updates are done. The space is here. The opportunity is yours. Schedule your private showing and see what makes 176 Meadow Street special!

176 Meadow St, Westfield

$779,900

3 Beds ⋅ 3 Baths ⋅ 73578482 MLS

Welcome to 315 Munger Hill Road in Westfield's highly desirable neighborhood. Discover exceptional single level living in this beautifully maintained custom built elegant ranch home with a backyard oasis. This home boasts a 3 bedroom, 3 bathroom, and 3 car garage offering 2,468 square feet of living space on a meticulously landscaped 1/2 acre lot. Step outside and enjoy your own backyard paradise featuring a sparkling 16x32 heated in-ground pool, spacious deck and patio, 3 season gazebo, 10x14 Kloter Farms shed, and beautifully maintained grounds. Whether entertaining guests or enjoying a quiet evening at home, this outdoor space is designed for relaxation and enjoyment.You'll love this sophisticated Executive Ranch from all angles with the striking stone accent front elevation, high interior ceilings, to the resort style backyard amenities. This property showcases pride of ownership throughout. The convenient access to the Columbia Greenway Bike Trail and local Munger Hill School adds even more appeal for walking, biking, running, and outdoor recreation. Additional notable features: Custom fitted blinds, New roof 2018, Electric sub panel with generator hookup.

315 Munger Hill Rd, Westfield

$540,000

5 Beds ⋅ 3 Baths ⋅ 73577312 MLS

Space, updates and a backyard made for entertaining! This impressive 5-bedroom, 2.5-bath Colonial in Shaker Heights offers generous living space with large bedrooms and oversized closets throughout. Outside, the private fenced backyard feels like your own retreat, featuring a spacious composite deck, above-ground pool and hot tub, perfect for summer gatherings or relaxing at the end of the day. An irrigation system keeps outdoor maintenance easier, while the 2-car garage provides plenty of parking and storage. Even better, many of the big-ticket improvements have already been completed! Updates within the last three years include a new driveway, roof, gutters, most windows, exterior paint, decking and heating system. Plenty of room to spread out, entertain and make this home your own! Highest and best by Tuesday 9/22 at 2pm.

291 Steiger Dr, Westfield

$499,900

4 Beds ⋅ 2 Baths ⋅ 73573771 MLS

Welcome to this spacious 4-bedroom Westfield home offering 2,170 sq. ft. of comfortable living space, 2 full baths and a 2-car garage. Thoughtful details throughout include beautiful custom built-ins in the living room and primary bedroom, while the inviting family room features hardwood floors and additional built-in cabinetry. A fireplace with attractive tile surround adds warmth and character in the living room. Five mini-split systems installed in 2021 provide efficient heating and air conditioning, complemented by gas heat. Step outside to a large wood deck overlooking the spacious, fully fenced backyard-perfect for entertaining, relaxing or play. An above-ground pool with its own deck is ready for summer enjoyment, while the sprinkler system helps keep the ground looking their best. With outdoor amenities and plenty of character, this Westfield home is ready to welcome its next owners!

67 Kittredge Dr, Westfield

$589,900

3 Beds ⋅ 3 Baths ⋅ 73568269 MLS

Custom-built home--with natural light through expansive windows and sliding glass doors, Single level living with open floor plan, 3-bedrooms, 2.5 baths, cathedral ceiling living room and full finished basement. Home is well maintained with updated kitchen, and all appliances, etc. Yard features sprinklers, an inground pool, decks, patios, and peach trees. This home is minutes from stores, Connecticut border, highways, Bradley International Airport, golf courses, etc. PLEASE NOTE: This is an Entry Only Listing. DO NOT REACH THE LISTING BROKER/AGENT. All inquiries, showing requests, and questions must be directed to the owner. Broker is related to owner.

128 Tannery Rd, Westfield

$739,000

4 Beds ⋅ 4 Baths ⋅ 73564820 MLS

Welcome to 140 Wildflower Circle, a beautifully maintained and thoughtfully updated Colonial in Westfield’s highly desirable Munger Hill neighborhood. Set on a quiet cul-de-sac, this exceptional home offers 4 spacious bedrooms, 2 full baths and 2 half baths, along with abundant living space, craftsmanship, and outdoor amenities that make everyday living feel special. From the moment you enter the grand foyer, you’ll appreciate the quality and attention to detail throughout. Gleaming hardwood floors with cherry inlay, elegant tray ceilings, and crown molding create a warm and sophisticated atmosphere. The spacious, sun-filled layout offers generous room sizes and multiple gathering spaces, making the home equally well suited for comfortable family living and entertaining. The updated kitchen features granite countertops and a tile backsplash, opening naturally to the inviting family room with a fireplace and abundant natural light. The first floor also includes a dining room, living room, laundry room, and a half bath. Upstairs, the generously sized bedrooms provide plenty of closet space. The private primary suite features a beautiful tray ceiling, large ensuite bath with whirlpool tub and double sinks, and walk-in closets. Three additional bedrooms and two full baths provide exceptional flexibility for family, guests, or a home office. The finished lower level adds even more living space and versatility, complete with new carpeting and an additional half bath—ideal for a recreation room, home gym, office, or guest area. Step outside and discover what truly sets this property apart: a private, fenced, heated in-ground pool, spacious patio, fire pit, and dedicated outdoor kitchen with gas grill and refrigerator. Whether hosting summer gatherings, enjoying a quiet evening by the pool, or simply relaxing outdoors, this backyard provides a wonderful private retreat. Additional improvements include a Trex deck, stamped patio surrounding the pool, central air conditioning, updated furnace, newer roof, and front walkway pavers. This is a home that photographs beautifully—but its generous scale, thoughtful layout, quality finishes, and exceptional outdoor living space are even more impressive in person.

140 Wildflower Cir, Westfield

$619,000

5 Beds ⋅ 3 Baths ⋅ 73560037 MLS

Stunning 4 bedroom Farmhouse Colonial featuring a spacious floor plan, multi-generational private in-law suite/ADU,rental potential, handicap accessibility and incredible backyard retreat. The expansive layout showcases a vaulted family room that opens seamlessly to a beautifully updated eat-in kitchen with stainless steel appliances and quality finishes throughout. Rustic barn board accents and elegant stonework add warmth and character to the home. Generously sized bedrooms offer plenty of space, while full bathrooms on both levels provide everyday convenience. Wheelchair lift in garage and first floor HA bath a bonus. The in-law suite/ADU includes a wet bar with the potential to become a full kitchenette. Step outside to your own private oasis featuring an above-ground pool, salt water hot tub, outdoor bar, motorized awning, and large multi-level composite deck. Major updates include newer roof, siding, and windows. Beautiful landscaping, outstanding outdoor living spaces, and great potential!

35 East Glen St, Westfield

$449,900

3 Beds ⋅ 2 Baths ⋅ 73556403 MLS

Welcome to this well-maintained, one-owner split-level home set on a beautiful 1.77-acre lot. The heart of the home is a thoughtfully designed kitchen, featuring double ovens, abundant cabinetry, a spacious center island with a prep sink, and plenty of room for cooking, entertaining, and gathering with family and friends. The bright and airy sunroom offers the perfect place to relax and enjoy views of the picturesque backyard, while the inviting living room features a fireplace with a wood stove, creating a warm and welcoming atmosphere throughout the seasons. The upper level offers three comfortable bedrooms and a bathroom with an updated walk-in shower. Need additional space? The finished lower level includes a versatile bonus room, a convenient half bath, and direct access to the expansive screened-in porch overlooking the spacious backyard and in-ground pool—an ideal setting for summer entertaining, outdoor dining, or simply unwinding. Additional highlights include an attached garage, carport, storage shed, and the added peace of mind of a brand-new septic system. This exceptional property offers the perfect blend of comfort, functionality, and outdoor enjoyment. Don't miss your opportunity to make this wonderful home your own!

297 Montgomery Road, Westfield

$360,000

3 Beds ⋅ 1 Baths ⋅ 73549057 MLS

Well-maintained home featuring low-maintenance vinyl siding and an enlarged driveway. This versatile home offers 2–3 bedrooms, with the flexibility to use one room as a TV room, play room, or home office.The living room, bedrooms, and hallway have hardwood flooring, creating warmth and character throughout the main living areas. The full bathroom has been remodeled.A spacious addition provides extra living space and can serve as an expanded kitchen area, dining room, or living room. New flooring has been installed in both the kitchen and addition. The finished basement offers additional recreational, storage, or workspace possibilities.Outdoor amenities feature a built-in swimming pool with a new filter surrounded by a recently fenced in backyard for privacy and security. An open porch overlooks the pool. Additional updates include central air conditioning and a new furnace as well as a Generac generator for reliable backup power.Located in a quiet, desirable neighborhood.

8 Patterson, Westfield

$1,175,000

4 Beds ⋅ 5 Baths ⋅ 73507975 MLS

Step into luxury and comfort in this stunning, 1-of-a-kind custom-built home--where natural light pours through expansive windows framing serene views of your private outdoor oasis. The beautifully landscaped backyard features an inground pool, elegant gazebo, multiple decks, patios, and balconies-perfect for relaxing/entertaining in style. Inside, you will find exquisite craftsmanship & thoughtfully designed spaces, including high-end gas fireplaces, custom built-in storage, and en-suite bathrooms for every bedroom. Enjoy the convenience of a new outdoor shower, whole-house generator, Rinnai tankless wh, slate walkways, and a sophisticated irrigation system that nurtures a variety of mature, professionally placed trees. Though nestled in a quiet, secluded setting, this home is just minutes from the Connecticut border, Bradley Airport, golf courses, downtown Westfield, and major highways—offering the perfect balance of seclusion and accessibility. Home has been on many home tours.

183 Loomis Rdg, Westfield

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Westfield Homes with Pool

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Browse All Westfield MA Properties with Pool for Sale

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