Glastonbury CT Real Estate, Homes with Pool for Sale

Welcome to this charming 3-bedroom Colonial in one of Glastonbury's sought-after neighborhoods! Lovingly cared for by the same family for over 40 years, this home has so much to offer. Enjoy a wonderful neighborhood setting with walking trails leading right to Woodledge Pool Club, all while being just minutes from both Glastonbury Center and the charm of South Glastonbury. Inside, you'll find beautiful hardwood floors in excellent condition throughout most of the home and a comfortable, open floor plan that's perfect for everyday living and entertaining. The eat-in kitchen has been thoughtfully updated over the years and opens to a spacious family room with sliders leading to the backyard patio. A separate dining room offers a great spot for gatherings, while the inviting living room with fireplace is the perfect place to cozy up and unwind. Upstairs, you'll find a generously sized primary bedroom and 2 additional bedrooms. And a walk-up attic offers convenient storage. The partially finished lower level provides even more flexible living space and has a dedicated laundry room with counters for folding. Outside, the backyard is ready for summer fun! The heated in-ground pool is tucked toward the back of the property, leaving plenty of open yard space for games and entertaining. A brand-new roof in 2025 adds peace of mind! With its fantastic location, flexible living spaces and over four decades of loving care, this is a wonderful opportunity to make your own!

58 Fox Den Rd, Glastonbury

$639,900

4 Beds ⋅ 3 Baths ⋅ 24209697 MLS

Set in one of Glastonbury's most desirable neighborhoods within the Hopewell Elementary School District, this beautifully maintained 4-bedroom home offers exceptional space, flexibility and a standout outdoor setting. NEW ROOF 9/2026!! 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 3 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, day trips to the beaches, Boston and New York

305 Eastbury Hill Rd, Glastonbury

222 Williams St E Unit 209 A, Glastonbury

$166,000

1 Beds ⋅ 1 Baths ⋅ 24209973 MLS ⋅ The Soap Factory BLDG.

Desirable end unit located at the Iconic Soap Factory complex on the 2nd floor centrally located to shopping and highways. 1 bedroom,living room,kitchen and full bathroom. Common laundry room located near elevator on the same floor.Monthly maintenance fee includes heat,hot water,water, trash removal,snow removal,landscaping,club house,pool,patio area with cook grilling areas. New boiler and central airconditioning recently replaced. Seller has paid assessmrnt. Just minutes to Glastonbury center featuring numerous dining restaurants,retail shopping and quick highway access.

222 Williams St E Unit 209 A, Glastonbury

$1,200,000

5 Beds ⋅ 4 Baths ⋅ 24206467 MLS

This extraordinary custom-built residence in the sought-after Balmoral neighborhood is that rare find you have been waiting for! Designed & updated with exceptional attention to detail. The home showcases exquisite millwork, impressive architectural elements, 3 fireplaces, wide plank flooring and sun-filled living spaces. The fully remodeled gourmet kitchen features custom white cabinetry, a Viking six-burner range, Sub-Zero refrigerator, beverage refrigerator, warming drawer, expansive island & coffered ceiling. Adjacent to the kitchen is a generous casual dining area complimented by a formal dining room for larger gatherings. The kitchen opens naturally into the family room with built ins and fireplace, screen porch, & study. The study features built-ins & pocket doors & transitions perfectly into an elegant living room with gas fireplace. The luxurious primary suite offers a Rumford fireplace, walk-in closet, and spacious bath, while four additional bedrooms provide comfortable accommodations, including a private third-floor bedroom. A recreation room with wet bar offers flexible space for a gym, office, media room, or playroom. Outside, an award-winning heated 16' x 40' fiberglass pool with waterfall spa creates a true backyard retreat. It is surrounded by beautiful landscaping and generous patio space for entertaining. A true wow factor! EV charger, generator ready, and irrigation system. Extensive updates throughout! **BEST & FINAL Tuesday 9/21 6pm**

54 Partridge Lndg, Glastonbury

170 Hollister Way S Unit 170, Glastonbury

$379,900

2 Beds ⋅ 3 Baths ⋅ 24199968 MLS ⋅ Meadow Hill BLDG.

New price ! Desirable end unit 2-bedroom, 2.1 bath in the popular 55and older community of Meadow Hill. Just short distance from all Glastonbury Center shops and restaurants, offering privacy, stunning landscaping, access to the Connecticut River, walking trails, tennis courts, clubhouse, gym, heated pool, greenhouse, garden area. Many recent updates including new Anderson windows and sliders, central air, freshly painted throughout, updated electrical, ceiling fans. Luxury laminate and marble tile on main floor, hardwood floors on stairs and second floor. Marble tile in foyer and half bath. The open concept living/dining room area open to 2nd floor balcony with vaulted ceilings, built in shelving, sliders to the private patio and a gas fireplace. The kitchen has all new stainless appliances, garbage disposal, with space for a breakfast nook overlooking the front yard with natural light. The primary bedroom has attached full bath with walk in shower. 2nd bedroom and a full bath with tub. Both spacious bedrooms offer 2 large closets for storage, plantation shutters. Main floor half bath for guests and laundry with new washer and dryer. 1 car detached garage and plenty of visitor parking. Do not miss this move in ready townhouse offering the lifestyle you have been waiting for! Roof assessment has been paid off by seller adding value for years to come!

170 Hollister Way S Unit 170, Glastonbury

$205,000

1 Beds ⋅ 1 Baths ⋅ 24196193 MLS ⋅ The Soap Factory BLDG.

Do not miss this exceptional opportunity to own a highly sought after second floor CORNER END UNIT in the iconic Soap Factory. One of the largest one bedroom units it is filled with natural light from the oversized windows and offers the perfect blend of historic charm and modern comfort. This inviting loft-inspired design showcases exposed brick walls, soaring wood ceilings, exposed beams and beautiful wood floors creating a warm and welcoming atmosphere. Tucked away from neighboring units this home offers privacy and tranquility while still being just steps from the elevator, laundry room and community's pool and patio area. The HOA offers outstanding value by covering heat, central air conditioning, hot water, trash removal, snow removal, landscaping, clubhouse and the beautifully maintained pool and patio with grilling areas. Ideally located in the heart of Glastonbury, you will enjoy the convenience of walking or biking to the town center where you will find an array of restaurants, coffee shops, parks, and community events. Come experience the perfect combination of historic charm, abundant natural light, privacy, and an unbeatable location! BONUS: New Boilers last year and CAC currently being replaced-SELLER HAS PAID ASSESSMENTS

222 Williams St E Unit 214, Glastonbury

$899,000

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

$129,900

1 Baths ⋅ 24193012 MLS ⋅ The Soap Factory BLDG.

Welcome to the historic Soap Factory Condominiums, where timeless character meets low-maintenance living in the heart of Glastonbury. This charming studio-style condominium offers 409 sq. ft. of efficiently designed living space within one of the town's most distinctive converted mill buildings. Originally built in 1890, the Soap Factory is known for its unique architectural details, rich history, and convenient location just minutes from Glastonbury Center. Inside, you'll find a bright and functional living area featuring original hardwood floors that showcase the building's historic charm. The unit includes a kitchenette, a full bath, a spacious closet. Large windows fill the home with natural light and are complemented by window blinds for privacy and comfort. The unit is also equipped with cable connectivity, making it easy to stay connected and entertained. Residents enjoy the unique character of the Soap Factory community, along with beautifully maintained grounds, ample parking, and access to an outdoor swimming pool. The location offers easy access to shopping, dining and major commuter routes, making it an ideal choice for first-time buyers, downsizers, investors, or anyone seeking an affordable home in desirable Glastonbury. Affordable, historic, and conveniently located, Unit #331 is a wonderful opportunity to own a piece of Glastonbury history while enjoying a comfortable lifestyle.

222 Williams St E Unit 331, 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

$182,500

1 Beds ⋅ 1 Baths ⋅ 24186801 MLS ⋅ The Soap Factory BLDG.

Own a piece of GLASTONBURY HISTORY at the iconic Soap Factory, a beautifully converted mill originally built in 1890. Located just minutes from Glastonbury Center this CHARMING first-floor ranch-style condo offers 572 square feet living space. LIGHT & BRIGHT condo featuring 9-foot ceilings, exposed brick and beams, and an open floor plan that blends historic charm & comfort. The fully applianced galley kitchen flows into the living area, highlighted by a custom-built entertainment center with shelving. Good sized bedroom with barn doors offering plenty of closet space. Just down the hall you have a private storage unit. Enjoy low-maintenance living with an HOA that includes heat, central air, hot and cold water, exterior maintenance, snow removal, landscaping, trash service, laundry facilities, plus pool and clubhouse access. Open guest parking. GREAT LOCATION close to restaurants, shopping, parks, and everything Glastonbury Center has to offer. Awesome opportunity for an owner-occupant or investor, available for a quick closing.

222 Williams St E Unit 121, Glastonbury

$259,900

2 Beds ⋅ 2 Baths ⋅ 24187387 MLS ⋅ Meadow Hill BLDG.

Your Perfect Home Base for the Best of Both Seasons is here at Meadow Hill! Whether you're ready to simplify, embrace the snowbird lifestyle, or enjoy a fresh start after downsizing, this beautifully maintained two-bedroom condo in the desirable 55+ Meadow Hill community offers the ideal place to call home. Spend your summers surrounded by everything you love-relax by the heated in-ground pool, enjoy a friendly game of tennis or pickle ball on the courts, stroll the scenic walking trails along the Connecticut River or host your family with the comfort of an expansive community room and a second bedroom for your overnight guests. Best of all, exterior maintenance is taken care of, so your time is truly your own. Lock the door and head south for the winter with peace of mind, knowing you'll return to a welcoming community where every day feels like a getaway. Whether you're beginning a new chapter, looking to downsize without compromise, or searching for the perfect seasonal home, this is carefree living at its finest. Updates include: hot water heater (2025), furnace (2023), microwave (2026), toilets (2024), kitchen with granite counters. A private patio, surrounded by nature, provides the perfect spot for morning coffee or relaxing at the end of the day. The attractive price reflects a few minor needed cosmetic updates, giving buyers the opportunity to build equity while creating a space that reflects their own style.

74 Hollister Way S Unit 74, Glastonbury

$649,900

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 features an 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, adjacent to 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/gas dryer. The second full bath, on the main level, showcases Hollister's original exposed brick, thoughtfully preserved and reinforced to maintain

5 Hollister Way N, Glastonbury

$649,900

4 Beds ⋅ 3 Baths ⋅ 24187380 MLS ⋅ Meadow Hill BLDG.

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 features an 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, adjacent to 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/gas dryer. The second full bath, on the main level, showcases Hollister's original exposed brick, thoughtfully preserved and reinforced to maintain

5 Hollister Way N, Glastonbury

Browse All Glastonbury CT Properties with Pool for Sale

Glastonbury Homes with Pool

How much is your home worth?

How much is your home worth?