Tolland County Real Estate Search

Tolland County Homes with a Pool for Sale

Our website features the best real estate search for homes with a pool available in Tolland County 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 Tolland County Homes with a Pool for Sale

$749,000
4 Beds 3 Baths 24196094 MLS
Experience the perfect blend of luxury, privacy, and equestrian living at this exceptional estate set on 6.94 picturesque acres in the heart of Willington, Connecticut. Thoughtfully designed for both elegant entertaining and everyday comfort, this remarkable property offers resort-style amenities, premium finishes, and outstanding functionality. The beautifully appointed main residence showcases a sophisticated chef's kitchen featuring a Wolf gas range, Sub-Zero wine cooler, and both the Sub-Zero refrigerator and Asko dishwasher seamlessly concealed behind custom cabinetry for a sleek, integrated look. Modern conveniences including mini-split systems, a whole-house gas generator, and a SPAN smart electrical panel provide year-round comfort, efficiency, and peace of mind. Step outside to your own private backyard oasis complete with a heated in-ground pool, inviting hot tub, and charming pool house-perfect for relaxing or hosting unforgettable gatherings. The expansive grounds are equally impressive, featuring mature apple and blueberry trees, open green space, and scenic views that create the feel of a private country retreat. Equestrian enthusiasts will appreciate the property's outstanding horse facilities. The impressive barn/garage offers space for up to four vehicles and is topped with 50 owned solar panels, providing exceptional energy efficiency. The current owners enjoy minimal to virtually no electric costs, making this an incredible long-term value in addition to

56 Old Farms Rd, Willington

$549,900
2 Beds 2 Baths 24191702 MLS
Peace and privacy on over 30 acres! This gorgeous country one level living ranch is right out of a magazine! Nicely updated and meticulously maintained! Your experience begins with a meandering drive up the freshly milled driveway. A brand new beautiful storage shed is set before the house. Brand new front patio with firepit is at the entrance. As you walk through the front door of the house you will feel immediately at home! Huge pantry, large remodeled country kitchen with granite counters, new hood and new Bosch dishwasher, stainless appliances including a gas stove. Open to the extremely spacious and airy living room with pellet stove! Stunning year round sunroom/family room with pellet stove off of the living room through French door features a spectacular wood ceiling and skylights. 2 large bedrooms with tons of storage. A large remodeled full bath with extra large shower and brand new luxurious soaking tub. Very spacious remodeled half bath with combination washer/dryer included. Outside you will find a backyard oasis! Brand new back patio, inviting pool with deck, she-shed with wood stove, firepit, lush grounds and gardens. The epitome of relaxation! Potential to subdivide with 1 or 2 lots! Several trees have been cleared. All new flooring, whole house hardwired propane Generac generator serviced annually, 14 year old roof, exterior painted a few years ago, central vac. Extremely spacious and neat as a pin basement is accessed through garage.

72 Westford Rd, Stafford

$399,900
3 Beds 2 Baths 24191433 MLS
Move right into this beautifully updated ranch offering true one-level living with an open, inviting floor plan! Situated on a corner lot, this exceptional home features convenient parking in both the front and rear with easy access to the main level. Natural light pours through the abundance of windows, creating a welcoming atmosphere. The kitchen is the heart of the home, showcasing white cabinetry, stainless appliances, granite countertops, propane range, and a striking contrasting center island with seating. The attention to detail is evident in every room, with elegant crown molding, chair rails, decorative ceiling trim, recessed lighting, hardwood floors, and stylish light fixtures. The kitchen opens to the living room with a picture window, while a dedicated dining area provides the perfect space for gatherings. At the rear entrance, there is a mudroom with a laundry area and a stylish half bath. A home office has a pocket door and built-in shelving. Three comfortable bedrooms and a beautifully full bathroom complete the main level. Step outside through French doors to a composite deck, partially covered and accented with solar lights or cool off in the above-ground pool. Major updates include a new 50-year shingle roof, new well pump, new septic tank, 200-amp electrical with generator hookup, and Harvey windows. The spacious one-car garage is heated, making it perfect for parking or a workshop. Minutes to UConn, this home has it all!

36 Mount Hope Rd, Mansfield

$675,000
3 Beds 2 Baths 24186602 MLS
Steeped in New England history and perfectly positioned directly across from Shenipsit Lake, this extraordinary farmhouse traces its origins to the 1700s before being thoughtfully expanded in the 1840s during the Civil War era. Inside, you'll discover wide pine floors, hand-hewn exposed beams, three fireplaces, and beautifully preserved architectural details that capture the craftsmanship of centuries past. Thoughtful updates provide modern comfort without sacrificing authenticity, including central air, replacement windows, updated siding, a 60-year roof, generator hookup, new well pump, and numerous additional improvements completed by the current owners as they meticulously restored the home from the windows and sheetrock to the mechanical systems. Offering the flexibility of up to four bedrooms, the home also features a private in-law suite, providing an ideal layout for multigenerational living, guests, or extended family. Step outside to experience over 6.5 picturesque acres, where a beautifully rebuilt historic barn, fenced in-ground pool, mature landscaping, and open grounds create endless opportunities for horses, hobby farming, gardening, recreation, or simply enjoying the peaceful Connecticut countryside. The property also offers potential for future subdivision (buyer to perform due diligence), making it as appealing for its possibilities as it is for its beauty. Conveniently located just minutes from the University of Connecticut. A MUST SEE

352 Shenipsit Lake Rd, Tolland

$524,900
3 Beds 2 Baths 24185815 MLS
Private Retreat * Pool Open * Summer Ready! Tucked away at the end of a peaceful cul-de-sac on 2.63 private wooded acres, this ranch-style log home offers the perfect blend of rustic charm, modern comfort, and resort-style outdoor living. Whether you're looking for a year-round residence or a weekend escape, 57 Hayes Ave delivers the lifestyle buyers dream about. The open-concept layout features an updated kitchen, hardwood floors, spacious living areas, a bright sunroom overlooking the backyard oasis, 3 bedrooms, 1.5 baths, and a finished lower-level recreation space ideal for entertaining, game nights, or relaxing with family and friends. Step outside and discover what makes this property truly special. The inground pool is open and ready for summer, surrounded by multiple outdoor gathering spaces including a fire pit, outdoor kitchen area, and wood-fired pizza oven. Host unforgettable summer parties, enjoy peaceful mornings with coffee on the deck, or unwind under the stars in your own private retreat. Additional highlights include a new roof (approximately 6 months old), 3-car garage, 4th bay workshop and access to Crystal Lake through a paid town pass offering swimming, boating, fishing, and seasonal recreation. A rare opportunity to own a private retreat with character, acreage, and exceptional outdoor amenities-all while remaining convenient to local shops, restaurants, schools, and commuter routes. Don't miss your opportunity to make this yours!

57 Hayes Ave, Ellington

$750,000
3 Beds 3 Baths 24182546 MLS
Nature Lovers Paradise! Beautifully maintained & updated Classic Colonial set on country quiet private 4+ acres w/644' of road frontage-abuts almost 490 acres of open space, conservation, & CT DEEP forestry lands! This light & bright 11 Room 3100+ SF home offers 4 levels of finished living areas w/an amazing array of outdoor living and entertaining features! True Country kitchen w/cherry cabinetworks, granite counters, daily dining area, island/breakfast bar, full complement of appliances, & access to an incredible 31.9'x 11.0 three season sunroom overlooking private rear yard w/20'x40' Heated Inground Pool! A formal dining room offering HW floors with second access to the sunroom! The formal living room offers masonry brick FP, HW flooring, & crown molding trim! A first floor study or home office offers a w/full wall of custom cabinetry. The first floor plan also has a 13.1' x 15.1' family room w/palladia window! The second floor offers a primary BR Suite w/gas "parlor" stove, adjoining dressing area w/organized closets, and tile surround shower stall w/glass door. 3rd floor walkup attic w/ 2 finished rooms offering you choices of use! Pool level walkout lower level features 2 finished rooms Plus storage area- An exercise room & charming rec room w/dry bar, media area, direct access to covered patio, outdoor dining area, gorgeous inground pool, & firepit! OHWBB Multi zone heat, split unit A/C, generator ready, storage shed, & more! Truly A Must See Home and Location!

493 Hope Valley Rd, Hebron

$559,900
4 Beds 3 Baths 24168113 MLS
Tucked into one of Hebron's most sought after neighborhoods with quick access to Glastonbury, this 4 bedroom colonial has been maintained to a standard that is hard to find. Over 2,700 sq ft of living space sits on a beautiful, open lot built for outdoor living, with a 2 tier deck & an above ground pool fitted with a new liner in 2021. Move in ready does not begin to cover it. The big ticket items are done, starting with a GAF Timberline lifetime roof in 2022 & a full exterior repaint in 2023, plus a long list of updates. Inside, the floor plan simply works. The main level opens to 4 spacious rooms, anchored by an eat in kitchen with granite counters that flows into a family room with a fireplace, made for entertaining & easy nights in. A half bath & laundry area finish the level. A 4 season sunroom with a cathedral ceiling adds light & flexible space all year, & you will not find a popcorn ceiling anywhere; they have been replaced with smooth finishes throughout. Upstairs, all 4 bedrooms offer generous closet space. The primary suite is the standout, with a large walk in closet & an en suite bath with a stall shower. The 3 other bedrooms share a hall bath with a tub & shower combination. The walkout lower level adds a large rec room & a dedicated home gym area. The yard is open, usable, & ready for the season, with a generous storage shed. Homes this well cared for, in a neighborhood this desirable, do not last. Schedule your showing before this one is gone.

119 Charles Ln, Hebron

$599,900
4 Beds 2 Baths 24178093 MLS
Steeped in history and timeless New England charm, the historic Nathaniel Loomis House, built in 1718, offers a rare opportunity to own one of Bolton's original homesteads. Rich in heritage and beautifully preserved, this remarkable property has evolved through centuries while maintaining the character and craftsmanship that make antique homes so special. Originally established by Nathaniel Loomis, one of Bolton's earliest settlers, the property later became a thriving working farm with 22 Jersey cows, kennels for field trial dogs, and fields that produced fruits and vegetables for local markets. In 1963, the estate entered a new chapter as Fernwood Farm, an equestrian property dedicated to breeding and raising Morgan horses. Today, this stunning 2,178 square foot Colonial showcases authentic exposed post and beam construction, wide board flooring throughout, and the warmth and craftsmanship only found in homes of this era. The residence offers remodeled kitchen with unique brick flooring, 4 bedrooms and 2 full baths, blending historic character with thoughtful modern updates. Recent renovations were completed by the renowned Country Carpenters, specialists in traditional post-and-beam construction, ensuring the home's integrity and historic appeal were carefully preserved. Equestrian enthusiasts and hobby farmers alike will appreciate the impressive barn featuring 8 stalls, paddock areas, and fenced pastures ready for horses or livestock.

261 Hebron Rd, Bolton

$2,750,000
5 Beds 6 Baths 24169133 MLS
This Unique home was designed by the award winning architect Jack Kemper in Collaboration with a special designer creating a true one-of-a-kind living experience. This home is perched on 4.13 private acres with unobstructed 180-degree sunset views stretching from Hartford to Springfield, 6 Setting Sun Trail is a meticulously loved extraordinary custom estate and true architectural statement located in an incredible gated community. At 7,283 square feet, this one-of-a-kind residence seamlessly blends timeless craftsmanship, modern luxury, and cutting-edge systems to create a home that is as functional as it is breathtaking. A two-story grand entryway foyer welcomes you to this exquisitely warm feeling home with soaring 10-foot ceilings, bespoke coffered and custom architectural ceilings, exquisite millwork by West Hartford Stairs throughout the home, crown molding on the main and upper levels, stained glass accents, built-ins in nearly every room, four fireplaces, Two Wood Burning, two Gas Burning, all with an unmatched level of detail. Oak floors with accent inlay, natural stone tile, and granite and marble countertops further elevate the interior finishes. Designed for both everyday living and grand entertaining, the gourmet chef's kitchen anchors the home with a deluxe appliance package, custom cabinetry, large island, eating area with spectacular views and a butler's pantry located between the Kitchen and Dining Room.

6 Setting Sun Trl, Ellington

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