Glastonbury Real Estate Search

Glastonbury Homes with a Pool for Sale

Our website features the best real estate search for homes with a pool available in Glastonbury and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Glastonbury Homes with a Pool for Sale

$975,000
3 Beds 3 Baths 24196261 MLS
This extraordinary custom residence seamlessly blends timeless elegance with relaxed sophistication. Originally a log cabin and thoughtfully reimagined into a luxurious estate, the home showcases exceptional craftsmanship, distinctive architectural details, and premium finishes throughout. A stunning wraparound porch with rich mahogany flooring and beadboard ceilings creates an inviting first impression, while the oversized carriage-style two-car garage provides generous space for vehicles and additional storage. Step inside to a dramatic two-story foyer featuring soaring ceilings, travertine flooring, and an elegant marble medallion inlay. Every room reflects meticulous attention to detail, from shadowbox accents, bullnose archways, and custom niches to hand-painted walls and a beautifully frescoed foyer ceiling. The great room is anchored by a floor-to-ceiling stone fireplace, custom handcrafted built-in entertainment center, and striking cherry inlay hardwood flooring that adds warmth and character. French doors on either side of the fireplace fill the space with natural light and provide seamless access to the outdoor entertaining areas. Andersen windows and designer lighting enhance the home's bright, welcoming atmosphere. Designed for both everyday living and entertaining, the chef's kitchen features terra-cotta tile flooring , an oversized center island, handcrafted cabinetry, extra-thick granite countertops, tumbled marble backsplash.

390 Three Mile Rd, Glastonbury

$640,000
4 Beds 3 Baths 24190049 MLS
Deadline for offers: 8/4/2026 at 10am. Set in one of Glastonbury's most desirable neighborhoods within the Hopewell Elementary School District, this beautifully maintained four-bedroom home offers exceptional space, flexibility and a standout outdoor setting. A welcoming hardwood foyer opens to a long formal living room with crown molding and wainscoting, while the deep dining room provides plenty of room for a large table, sideboard or hutch. The remodeled kitchen features granite countertops, abundant cabinetry and an easy connection to the vaulted family room with hardwood floors, fireplace and door to the deck. Upstairs, the primary bedroom includes a remodeled private bath, while three additional hardwood-floor bedrooms share a second remodeled full bath. A finished lower level creates a third generous living area, ideal for recreation, media, fitness or hobbies. Outside, enjoy a beautiful flat lot, a resort style heated in-ground gunite pool with spa, large deck off of house for entertaining, oversized shed and sidewalks that make neighborhood strolls especially inviting. Recent updates include a new driveway, extensive 2023 pool renovations and equipment, and more.. The roomy 2-car garage adds valuable storage. Just minutes to Route 2, Glastonbury Town Center dining and shopping, Hops on the Hill, Crystal Ridge Winery and local orchards, with convenient access toward Hartford, the shoreline, Boston and New York

305 Eastbury Hill Rd, Glastonbury

$749,900
4 Beds 4 Baths 24192980 MLS
Welcome to this stunning 4-bedroom Colonial-style home, where Country Chic details, hospitality and resort-style living blend in seamlessly. Recently enhanced with new windows, vinyl siding, and a new roof, with solar panel saving energy, this home ensures both peace of mind and exceptional energy efficiency. Step through the charming covered front entrance into a welcoming foyer to be captivated by the beautifully designed main floor, with large front to back living room area. The kitchen is a true highlight, featuring island & shiplap, Silestone countertops, adjacent to a cathedral ceiling sunroom area w/ indoor/outdoor living rm & dinette for 4 -season serenity with slider leading to a spacious back deck & patio. The kitchen flows effortlessly into the family room, complete with a cozy fireplace for those chilly evenings. Outside, you'll discover a private backyard oasis, highlighted by a heated pool, paver patio w/ fire pit and a custom rock wall bar. Surrounded by lush landscaping and offering ample space for outdoor entertaining, the backyard retreat is ideal for relaxation and gatherings. Professional landscape lighting, inground sprinkler system for front/back yard, a 2021 CAIR, a full-home Generac generator. Hard-wired security system w/motion detection. Finished basement with half bath that makes for the perfect man-cave. Maintained w/love by original owners, this home sits on a secluded cul de sac. Walking distance to Addison Park. Natural gas, city water and sewer

260 Lexington Rd, Glastonbury

$900,000
4 Beds 4 Baths 24189719 MLS
Welcome to one of Farmcliff's finest offerings. Beautifully updated, impeccably maintained residence where a luxurious interior meets a spectacular resort-style backyard retreat. From the stunning designer kitchen to the heated gunite pool & waterfall spa, every space has been thoughtfully crafted for exceptional living and effortless entertaining. Rich hardwood flooring, architectural details, custom millwork, crown molding, and three fireplaces create warmth and elegance throughout. The heart of the home is the stunning 2023 kitchen featuring a gracious center island, granite countertops, induction cooktop, pot filler, and fireplace. Seamlessly connected to the dining and family rooms, it offers the perfect setting for everyday living and entertaining. French doors open to a sunroom overlooking the breathtaking backyard oasis. Enjoy the pool area as well as built-in firepit, expansive patio areas, and meticulously landscaped perennial gardens that create a private resort-like setting. The spacious front-to-back living room showcases custom built-ins and a fireplace. The primary suite offers a walk-in closet and a spa-inspired bath renovated in 2018 with quartz countertops and a tiled shower. Three additional generously sized bedrooms, abundant closet space including a walk-in cedar closet, and an exceptional laundry room complete the upper level. The finished walk-out lower level features a private office, family room, and additional flex-space room. A rare opportunity!

270 Farmcliff Dr, Glastonbury

$7,200,000
5 Beds 8 Baths 24191237 MLS
The wait is over-the Grand Dame of South Glastonbury is now available. Perched atop one of Connecticut's most breathtaking settings, this extraordinary custom French chateau commands sweeping views stretching to Massachusetts, along with spectacular sunsets over the Hartford skyline.A true labor of love, this remarkable estate reflects more than 13 years spent sourcing the finest materials and architectural inspirations from the grand estates of France and Newport, Rhode Island. Inside, every detail has been thoughtfully curated to capture the authenticity and elegance of a classic French chateau. Eight custom fireplaces imported from Europe, exquisite chandeliers inspired by Versailles, hand-crafted Habersham cabinetry, and premium Miele appliances define the stunning chef's kitchen. Each room offers its own distinct character, showcasing exceptional craftsmanship through intricate millwork, hand carved limestone fireplaces, Brazilian walnut and marble flooring, ornate medallions, solid mahogany doors, custom wrought iron, and a magnificent circular marble staircase. Step into a world of timeless elegance, where uncompromising quality and artistry are evident at every turn. Every room enjoys breathtaking views, from the spectacular primary suite to the attached guest house. Enter the primary retreat through its dramatic rotunda, leading to extraordinary custom closets, a luxurious spa bath, and a bedroom featuring a private balcony and a stunning marble-and-brass fireplace.

105 Crystal Ridge Rd, Glastonbury

$1,599,900
4 Beds 6 Baths 24175441 MLS
Exceptional brick colonial w/estate-like privacy, grand architectural scale, & refined craftsmanship just moments from Glastonbury Center. Privately set at end of tree-lined drive on 6.29 acres bordering town-owned preserve. Sited along cul-de-sac of distinguished homes, the property encompasses over 7,200sf of elegant living space. Impressive front approach w/motor courtyard, extended paved parking, & oversized attached 3-car garage. Immediately captivating w/elevated millwork, soaring 2-story foyer, and dramatic front-to-back center hall finished w/radiant heated tile floors. Beautifully proportioned formal living spaces include front living room w/hardwood floor & paneled walls, & a gracious dining room w/adjoining butler's pantry. The expansive chef's kitchen features large center island w/breakfast bar, gas cooktop, wall ovens, abundant cabinetry, pantry, & exceptional eat-in dining area w/French doors opening to rear patio. The 2-story great room is breathtaking in scale & detail w/built-in bookcases & cabinets, striking gas fireplace w/exquisite mantel detail, & inlay hardwood floor. The main level is complete w/spacious mudroom w/direct access to garage, powder room, 2nd back staircase, & dedicated laundry room w/sink & access to pool patio for effortless indoor/outdoor living. The upper level continues w/soaring ceilings & 4 generously sized bedroom suites, each complete w/walk-in closets, & ensuite full bathrooms. ***CONTINUED***

76 Sturgeon River Rd, Glastonbury

$679,900
4 Beds 3 Baths 24187386 MLS
The Hollister House awaits it next chapter! Step into modern, turnkey living in this 2300sf, fully renovated 4 bedroom/3 full bath single-family condo in the highly desirable Meadow Hill 55+ community. Every detail of this home has been updated, making it truly move-in ready...perfect for those seeking style, comfort, and low-maintenance living. The first floor features a primary bedroom and full bath, which can be used as a flexible home office or den. The primary bedroom's full bath includes a tile surround walk-in shower, his and her sinks, storage cabinets and beautiful tile flooring. The living area includes a charming antique fireplace, reminiscent of classic homes where cooking once took place - purely decorative, adding character and historic charm. The kitchen boasts all brand-new stainless-steel appliances, including a five-burner gas stove, microwave, and granite countertops with a chic leathered finish, subway tile backsplash, custom cabinets with under-cabinet lighting, all complemented by hardwood floors. Modern contemporary lighting with step-dimming capability, can be found throughout the main and upper levels. The dining room, set off of the kitchen area, offers lots of natural light accentuated by high ceilings with lighted storage areas, and a dedicated laundry closet with a hookup to accommodate a stackable washer/dryer. The second full bath, on the main level, showcases Hollister's original exposed brick, thoughtfully preserved and reinforced to maint

5 Hollister Way N, Glastonbury

$599,900
4 Beds 3 Baths 24185716 MLS
PICTURE YOURSELF COMING HOME TO YOUR CHALET-STYLE HOME IN BEAUTIFUL GLASTONBURY! The kitchen & dining room open via sliders to a spacious patio overlooking lush gardens, an inviting in-ground gunite pool, outdoor shower, & charming sun-filled pool house w/ceiling fan (13'10"x 13'4"). A convenient breezeway includes a half bath, prep station, & sink with built-in garbage disposal for seamless outdoor gatherings. Inside, the open-concept living and dining area features soaring vaulted ceilings, exposed wood beams, hardwood floors, and a stunning wood-burning fieldstone fireplace. The expansive eat-in kitchen offers granite countertops, quality cabinetry, hardwood flooring, and a gas stove. The versatile main-level bedroom can serve as an additional primary suite with a bright, newly renovated bath featuring ivory Italian tile and a stall shower. A third full bath with tub is also located on the main level. The upstairs primary suite offers a private balcony with beautiful easterly views, it also shares a Jack-and-Jill bath with the pool facing bedroom on the upper level. The finished lower level adds approximately 600 square feet of comfortable living space with a second wood-burning brick fireplace, large windows, and direct access to the oversized attached two-car garage complete with cabinets and workbench. Closet space and storage areas are abundant throughout the home. Nestled on a private, tranquil lot surrounded by mature perennial gardens, flowering trees, CONTINUED...

141 Founders Rd, Glastonbury

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