Browse All Longmeadow City MA Properties with Pool for Sale

Spectacular 3,484-square-foot, 5-bedroom, 5-bath Colonial set on a stunning .77 acre private oasis, offering an exceptional blend of luxury, privacy, and resort-style living. Meticulously landscaped grounds feature professionally designed gardens, a lovely stone patio, sparkling in-ground saltwater pool, hot tub, and a stone Island with pergola creating an extraordinary setting for relaxing and entertaining. The beautiful detached pool house was constructed with a foundation designed to accommodate a future residential conversion to a private guest suite, home office, studio or future ADU, subject to town approvals. Inside, exceptional craftsmanship and timeless details are showcased throughout, including gleaming hardwood floors with inlays, elegant moldings, columns and woodwork, custom built-ins and window seats, two fireplaces, cathedral and tray ceilings, stylish light fixtures and chandeliers, skylights, and expansive windows that fill the home with natural light and bring the beauty of the outdoors in. The thoughtfully designed floor plan features two spacious primary suites, one conveniently located on the first floor, offering potential for an in-law suite, and another on the second, each with luxurious, spa-inspired baths. At the heart of the home is a spectacular chef's kitchen with high-end appliances, abundant custom cabinetry, granite countertops, and a generous center island with seating. The kitchen flows seamlessly into a breathtaking great room featuring a floor-to-ceiling stone fireplace, cathedral ceiling, skylights, custom window seat, and dramatic floor-to-ceiling windows overlooking the exquisite grounds. A private home office with built-in desks and cabinetry provides an ideal workspace. The finished lower level offers a media room, exercise room, bath, cedar closet, and abundant storage. Additional highlights include a mudroom, first-floor laundry, two-zone central air, two-zone gas heat, sprinkler and alarm systems, surround sound, certified lead treated and attached two-car garage. A rare combination of elegance, comfort, privacy, and amenities, this exceptional property offers an extraordinary lifestyle both inside and out. Please see the attached feature sheet and floor plan for an even closer look at all this remarkable property has to offer!

79 Silver Birch Road, Longmeadow

$524,900

3 Beds ⋅ 2 Baths ⋅ 73564409 MLS

PRIDE OF OWNERSHIP SAYS IT ALL! Step into quality craftsmanship and timeless charm with this captivating 3-bedroom, 2-full-bath Colonial, where gleaming hardwood floors welcome you home! Designed for both effortless daily living and grand entertaining, this property truly has it all. Highlights Include:Sun-Drenched Sunroom: An absolute showstopper! Bask in natural light, admire the exposed wood ceilings, and step directly out through sliders to your private backyard retreat. Backyard Oasis: Dive into summer fun with a beautifully maintained in-ground pool, set against a backdrop of meticulous, lush landscaping. Finished Lower Level: A cozy, high-quality Pine-paneled basement complete with a custom dry bar—the ultimate space for movie nights, a game room, or hosting guests. Modern Upgrades: Enjoy energy efficiency and peace of mind with numerous replacement windows throughout. Spacious Living: Three generously sized bedrooms feature gleaming hardwood floors, complemented by stylishly appointed full baths on each main level. Immaculately maintained from top to bottom—just turn the key and start making memories!

71 Cedar Rd, Longmeadow

$679,000

3 Beds ⋅ 3 Baths ⋅ 73563831 MLS

Nestled on private grounds that evoke pure serenity, this executive mid-century ranch sits on over an acre abutting conservation land in a premier neighborhood known for strong property values. Exceptional privacy surrounds the home, complete with an inviting inground pool- perfect for a lifestyle of luxury and relaxation. Large windows throughout frame tranquil wooded views and flood the interior with natural light. A gracious front entry opens to sightlines in every direction across the open living and dining rooms, featuring a marble fireplace, custom bar, and walls of glass leading to the patio beyond. The refreshed kitchen offers solid-surface counters, white cabinetry, a pantry, and adjacent laundry room for seamless functionality, flowing into a bright family-room addition anchored by a second wood-burning fireplace and connected to an oversized two-car attached garage. The private bedroom wing includes a primary suite with a spacious full bath and expansive walk-in closet, plus a second ensuite bedroom with double closets. The versatile walk-out lower level provides flexible finished spaces, abundant storage, a kitchenette, and a third full bath. Sophisticated craftsmanship, thoughtful and flexible design blend comfort and elegance in this prime location.

200 Crestview Circle, Longmeadow

$739,000

3 Beds ⋅ 3 Baths ⋅ 73562748 MLS

Welcome to this move-in ready executive Ranch situated in one of Longmeadow’s most desirable neighborhoods. This beautifully maintained 3-bedroom home seamlessly blends classic character with modern updates. Calming neutral tones set an inviting backdrop for elegant details, including crown molding, traditional beadboard accents, recessed lighting, and replacement windows throughout. At the heart of the home is a fully remodeled kitchen designed for cooking and entertaining, complete with durable Corian countertops, stainless steel appliances, double dishwashers, a generous center island, and a sunny eat-in dining area. Additional highlights include a primary bathroom remodeled around 2006, full interior insulation, an updated 200-amp electrical panel, and a 35-year architectural shingle roof installed in 2010. Garage driveway repaved 2020, basement remodeled 2024, Pool was serviced and resurfaced with epoxy 2026. Garage door opener and controls replaced 2025. Conveniently located near local shops and schools, with easy access to major highways and Bradley International Airport.

191 Pinewood Dr, Longmeadow

$649,900

4 Beds ⋅ 3 Baths ⋅ 73556761 MLS

Second Chance at this gorgeous home! BOM Due to Buyer Financing. Found In the heart of one of Longmeadow's most coveted neighborhoods is this Exceptionally Maintained Cape that's situated on a beautifully landscaped with a private setting offering sophisticated living designed for today's lifestyle. Blended with warmth and charm with over 2,400 square feet of comfortable living ideal for family and friends to gather. Once inside you are welcomed into a stunning family room with soaring vaulted ceilings with views of the private backyard oasis complete with an oversized composite deck, cabanas, and a heated above ground salt water pool that makes entertaining a dream. The open kitchen features many traditional cabinets, lots of counterspace with stainless appliances and tile floor. The kitchen flows effortlessly into the formal dining room accented with a chair rail and hardwood floors will make every day dining feel like a special occasion. The inviting living room is perfect for relaxing by the cozy wood burning fireplace, gleaming hardwood floors and picture window fills the room with sunlight. A highly desirable first floor primary bedroom has abundant closets and rich hardwood floors. Also on the first floor a second bedroom provides ease for guests, family or as a home office. The main first floor bathroom is where you can unwind in the spa inspired bath featuring a luxurious soaking tub and shower. Also for an added convenience on the first floor is the sparkling half bathrm. Upstairs on the 2nd floor you'll find two exceptionally spacious bedrooms with roomy closets. One of the bedrooms features a tandem bonus room which is ideal for a dressing room, playroom, office or private guest room. If you need more room the partially finished basement offers additional living area for recreational room or a home gym. Additional highlights include mostly Anderson replacement windows, freshly painted exterior, newer gutters, upgraded concrete driveway and energy saving solar panels for added efficiency. This captivating home is all about comfort, style, indoor and outdoor living at its finest in one of Longmeadow's premier locations. It's a Dream Come True!

29 Shady Side Dr, Longmeadow

$899,000

4 Beds ⋅ 4 Baths ⋅ 73550675 MLS

Bright, welcoming, LaPlante cape with sunny, southern exposure ideally situated on a lovely corner lot, close to shops, schools, park. Enhanced by beautiful plantings, Goshen stone walls and a large, heated in-ground pool connecting to an inviting patio area. Quality steel beam construction, custom workmanship, and a floor plan for ease of entertaining and comfortable living for owners & guests. Open floor plan flows from the expansive granite center isle kitchen w/ breakfast bar into the cathedral ceilinged great room with prominent brick hearth w/gas log fireplace. Superb main BR ensuite has luxurious bath w/ dual shower heads/soak tub & California Closets in all 3 upper bedrms. Additional lower level living area includes home gym, home theater/game room w/integrated entertainment system, built-in screen & projector, bonus room, full bath, and hatch to backyard. Many custom built-in features+upgrades: integrated alarm system (2025), new pool liner (2024) and brand new roof (2026)!

115 Williamsburg Dr, Longmeadow

$975,000

4 Beds ⋅ 4 Baths ⋅ 73544597 MLS

Beautifully maintained 1986 Colonial offering 4 bedrooms, 3.5 baths, and a 3-car garage. Spacious layout includes a sunroom, den, family room and finished basement with wine fridge, 2nd refrigerator, cedar closet and updated bath (2024). The remodeled kitchen (2012) features Thermador appliances, double ovens, gas cooktop, Sub-Zero Fridge, and tile flooring. Both 2nd floor baths were updated with heated floors. Gas forced hot air, central air with 3 HVAC systems including a mini split for the Sunroom. New A/C 2020, heating systems 2016, gas fireplace and grill (2024). Roof was replaced in 2007 with 40-year shingles. Outside enjoy a large T-shaped saltwater pool with new liner, Loop Loc cover and filtration (2021), pool house with gas fireplace, shed, sprinkler system, central vac, exterior lighting, leaf-filter gutters, and new garage door opener (2025). This home has everything you need to move right in!

1051 Converse St, Longmeadow

$1,429,999

5 Beds ⋅ 5 Baths ⋅ 73516518 MLS

ELEVATED,REMODELED LUXURY WITH A GOURMET KITCHEN THAT WAS RECENTLY FEATURED ON A CHEFS COOKING SHOW! Vartanian built w/furniture quality Cherry cabinets,WOLF 6 burner gas SS industrial cook top& Double wall ovens w heating drawer,SUBZERO Fridge,2 dishwashers.Huge 2 tier Island w seating,prep sink &Imported granite counters.Instant hot/chilled h2o&refrig bev.drawers.Skylights & sun filled turret eating area.Tray ceilings w mood lighting for evening ambiance.Wainscoting, crown moldings,curved mohag staircase&archways to Great room/dining room w floor to ceiling gas fireplace, bltn bar, wood flrs,Cathedral ceiling,skylights&palladium windows w french doors to OUTDOOR stone KITCHEN wViking gas grill,fridge,firepit&INGROUND POOL w color lights. MOVIE ROOM/den w huge rectractable screen,gas fireplace,wet bar.Hotel style Primary suite w gas fireplace,2 big walkin closets&deck.SPA Bathroom w HEATED FLOOR,steam shower&jacuzzi.5 BEDRMS 5 BATHRMS 3 CAR garage,New Driveway.Inlaw suite w full bath.BLUEBERRY PRIME LOCATIONl by schools &shops

186 Tanglewood Drive, Longmeadow

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Longmeadow City Homes with Pool

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