Tolland County Homes with a Pool for Sale

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Newest Tolland County Homes with a Pool for Sale

$775,000

5 Beds ⋅ 2 Baths ⋅ 24208620 MLS

29 ACRES OF BEAUTIFUL, USABLE LAND! A rare opportunity in Willington offering expansive, level grass meadows, open pastures and classic New England stone walls. This is truly a DREAM PROPERTY for equestrian use, a private estate, farm, family compound or buyer looking to explore subdivision potential. The estate has not pursued subdivision approvals, leaving that opportunity for the next owner to investigate. Imagine creating multiple paddocks, riding areas, gardens or simply enjoying the privacy and beauty of this remarkable acreage. The existing ranch-style home is solid and substantial, offering generous living space, multiple bedrooms and baths, family rooms, fireplaces and laundry on two levels. Yes, the home is dated-but the setting and acreage make it worth the updating! Virtually staged photos show how easily the interiors can be refreshed. Improvements include hardwood flooring, newer roof, 200-amp electrical, newer 330-gallon oil tank and Generac generator. In-ground pool, gazebo, 4 garage bays and multiple outbuildings. Existing 3-stall barn offers hay/tack storage, water and electricity, with wonderful areas for future paddocks and fencing. The estate is ready to pass this special property to its next owner. Come walk the land-the photos simply cannot capture how beautiful and usable these 29 acres truly are!

28 Cemetery Rd, Willington

$735,000

4 Beds ⋅ 3 Baths ⋅ 24208430 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

$410,000

4 Beds ⋅ 2 Baths ⋅ 24195643 MLS

Spacious home in COVENTRY LAKE'S WATERFRONT HEIGHTS LAKE ASSOCIATION! This home's open concept floor plan with heated living space on both levels provides an opportunity for an in-law space on the lower level with a separate entrance. The cathedral ceiling and picture window, in the living room, create a bright and airy feeling. A floor to ceiling stone fireplace can be seen from both the living room and adjoining dining room. The kitchen is centrally located and is open to the dining room and living room. Sliders from the kitchen lead to the oversized, multilevel deck that overlooks the private back yard and swimming pool. The primary bedroom, a full bath along with two more bedrooms complete the upper level. On the walk out lower level you'll find a large family room, bathroom, laundry room and another room that could be a guest room, home office or any other way you desire. Central Air and the above ground swimming pool can help to keep you cool in the heat of the summer. The detached oversized 2 bay garage with stairs to upper level, with electricity and Wi-Fi, is a hobbyist's dream come true. An additional shed in the back yard adds more storage options. Whether you need space for equipment, vehicles, projects or just need more storage, this garage is a great solution! Waterfront Heights Lake Assoc., on Coventry Lake, has its own private beach, picnic tables, lawn games, swings, kayak storage and parking and is a minute away! 10 mins to UCCON.

23 Knollwood Trl, Coventry

$449,900

3 Beds ⋅ 4 Baths ⋅ 24208137 MLS

This home seamlessly blends into its natural surroundings, and just a short stroll to Crystal Lake, you are sure to feel truly immersed in its beautiful private setting. Many recent improvements make this home a great purchase. Newer; bathrooms, siding, windows, exterior doors, heating system, A/C unit and roof 10yrs young. The contemporary design maximizes the flow of nature into the home, with multiple decks and balconies offering views of the nice yard. There is an inground pool, needs a new liner. The light and airy interior features; 3 bedrooms, 2 full baths, 2 half baths, and unique elements that add to the contemporary feel, including large windows, hardwood floors, brick fireplace, cathedral ceilings, interior balcony and spiral staircase. Partially finished lower level has a full bath.

9 Boyer Rd, Stafford

$2,750,000

5 Beds ⋅ 6 Baths ⋅ 24208141 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

$495,000

4 Beds ⋅ 3 Baths ⋅ 24205286 MLS

Welcome to 551 Tolland Stage Road, a spacious colonial home set on 2.5 private acres with an in-ground pool, mature landscaping, and convenient access to major routes. This well maintained property offers privacy and outdoor space, while providing a versatile floor plan with room for everyone. Inside, the spacious family room opens to the kitchen and features a wood stove and beautiful built-ins. A gorgeous year round sunroom with large windows and abundant natural light provides an inviting space to relax and enjoy views of the surrounding property, plus the patio and fire pit. The kitchen offers generous cabinet space and room for an eat-in area, while the formal dining room is ideal for entertaining. A large additional room on the first floor offers flexibility as a formal living room, home office, playroom, or guest space. A half bath and convenient first floor laundry complete the main level. Upstairs are four generously sized bedrooms, including a spacious primary bedroom with a private bath. The unfinished basement offers excellent storage and potential for future finished living space. Outside, enjoy your own private retreat with an in-ground pool, gardening area, mature landscaping, and plenty of open space for outdoor living and entertaining. A brand new roof adds peace of mind. With its combination of acreage, privacy, pool, four bedrooms, flexible living spaces, and convenient location near major routes, this Colonial offers plenty of space to make it your own

551 Tolland Stage Rd, Tolland

$875,000

4 Beds ⋅ 4 Baths ⋅ 24202337 MLS

Welcome to 6 Mountainside in Tolland, an impressive residence where timeless style, gracious proportions and resort inspired outdoor living come together in a beautiful neighborhood setting. Set on an expansive, manicured lawn framed by mature trees, the property has a wonderful sense of presence and privacy while remaining convenient to Tolland's town amenities, schools, recreation, shopping and commuter routes. From the moment you enter, the home feels polished yet inviting. A dramatic foyer introduces a thoughtfully designed main level with hardwood flooring, detailed millwork, arched openings and an effortless flow from room to room. Formal living and dining spaces bring a sense of occasion to entertaining, while the more relaxed gathering areas make everyday living equally comfortable. Large windows throughout draw in natural light and offer beautiful views of the surrounding property. At the center of the home is a bright, beautifully appointed kitchen designed for both entertaining and daily life. Crisp cabinetry, generous counter space, a substantial center island and an open connection to the dining area create a space where everyone naturally gathers. Just beyond, the spacious family room offers soaring ceilings and a fireplace, giving the room warmth and architectural presence. A dedicated office provides a quiet place to work from home without sacrificing any of the home's living or entertaining space. Upstairs, the private quarters are equally generous.

6 Mountainside, Tolland

$123,000

2 Beds ⋅ 1 Baths ⋅ 24206754 MLS

Set on one of the most prestigious lots in the Community of Rolling Hills! This premier residential 55+ park is picturesque and has a friendly vibe. This unit is totally refreshed and maintenance free. A enclosed porch greets you upon entering this home. This space is great for enjoying all the northeastern seasons. Welcoming sunshine streams through as you step into your new home. The kitchen has been remodeled with new cabinets, counters and appliances. A large gathering room for relaxing and entertaining. Two refreshed bedrooms and bathroom with laundry space. The updated features are plentiful - new electrical service with new wiring and all new devices & fixtures, new water lines & plumbing fixtures, new hot/cold forced air system, new sheet rook in kitchen, bedroom and bathroom, entire unit painted, all new flooring and six doors replaced. Enjoy all the seasons on this perfect lot with a shed and patio. Move-in ready! The community has a clubhouse and in-ground swimming pool.

41 Old Wood Rd, Mansfield

$599,000

4 Beds ⋅ 3 Baths ⋅ 24205871 MLS

Set on 1.49 private acres in Ellington's scenic Job's Hill area, this home brings together what buyers rarely find in one address: in-ground pool, room to entertain, & highly rated school system, all wrapped into a classic New England Colonial ready for its new homeowner! Freshly painted throughout, the home's 1,948 square feet are laid out for everyday comfort and easy entertaining. A welcoming front porch made to relax and rock while the winds whistle by. Three bedrooms, two full baths and office nook are located on 2nd story. First floor hosts 4th bedroom/den and a half bath. Living room is anchored by a fireplace with wood stove insert for warm quiet winter evenings. A main-floor laundry sits conveniently beside the attached two-car garage, a generator, and a 996-square-foot basement are ready to become a home gym, playroom, or workshop. The real draw is outside. The backyard pool & patio are framed by open lawn & mature trees & shed creating a private retreat with space left over for gardens, a play set, or simply watching the light fade over the fields. Ellington's rural character means quiet roads & nearby farm stands, while Hartford, Bradley International Airport, and I-84 and I-91 remain an easy drive. Ellington Public Schools earn an A-minus from Niche. Add a brand-new timeless gable-roof Colonial silhouette, and you have a home that captivates the discerning homebuyer. If your search has been for a pool, acreage, and strong schools in one property, this is the one!

8 Birchview Dr, Ellington

$439,900

5 Beds ⋅ 3 Baths ⋅ 24204288 MLS

Private custom-built secluded hillside retreat on 3.52 acres near Valley Falls and Bolton Lake. Perched above Valley Falls with picturesque sunset views from the living room and sunrise views from the bedrooms and kitchen/dining area, this 5BR/3BA home offers natural light, privacy, and flexible living. The main level features 4 large bedrooms, including a spacious primary suite with large closet and private bath with extra-deep soaking tub, plus a second full bath. The open kitchen/dining/living layout is designed for comfort and entertaining with recently refinished hardwood floors, new carpet, vaulted ceilings, custom windows, and sliders creating a dramatic wall of glass. The finished walk-out lower level offers an in-law/guest suite with private bedroom, full bath, large closet/storage, expansive living room, second brick fireplace, and full kitchen with stove/oven, refrigerator, sink, and cabinetry. Separate entrance and garage access add flexibility. Outside, enjoy park-like grounds with mature trees, stone walls, blue slate patio, multiple decks, wildlife, and a fenced custom pool area with diving board, wood decking, rock walls, and landscaping. Recent improvements include fresh paint, professional cleaning, new furnace 3/2025, central air 2020, serviced mechanicals, tested well water, pumped septic with clean report, and whole-house generator hookup. Moments to Valley Falls Park, Bolton Lake, Newhoca Park, trails, shopping, dining, and commuter routes.

548 Bolton Rd, Vernon

$389,900

4 Beds ⋅ 3 Baths ⋅ 24204165 MLS

Nestled in a beautiful neighborhood setting, this classic 4-bedroom, 2.5-bathroom Colonial offers traditional elegance and modern comfort. The main floor features a spacious formal living room filled with natural light, alongside a cozy family room that provides an inviting space to unwind. Upstairs, you will find four bedrooms, including a comfortable primary suite, offering plenty of space for family, guests, or a dedicated home office. Step outside into your own private oasis. The sizeable back deck is perfect for outdoor dining and entertaining, overlooking a beautifully landscaped, private backyard. The crown jewel of the outdoor space is the gorgeous built-in pool, promising endless summer fun and relaxation in a serene, secluded setting. Rounding out this great opportunity is a convenient 2-car garage under the home. Don't miss the opportunity to make this home your own!

80 Apple Rd, Tolland

$310,000

3 Beds ⋅ 1 Baths ⋅ 24189637 MLS

A unique opportunity to own a piece of historic Mount Hope Farm! This property has been in the same family since 1927, once part of a substantial farm encompassing approximately 180 acres. Today, the 3.68-acre setting offers a character-filled antique farmhouse surrounded by mature trees, open lawn, wonderful gardening areas and a meandering brook. Enjoy meadow and farm views across Mount Hope Road from the rocking-chair wraparound porch, or walk across nearby Warrenville Road/Route 89 to the Mount Hope River for fishing and swimming. For buyers dreaming of a hobby farm or homestead, Mansfield zoning permits livestock and poultry subject to Town requirements, creating possibilities for horses, goats, chickens and more. The farmhouse has great bones and original character, with a newer roof and hot water heater, attached woodshed and one-car garage under with easy basement access. Repairs and improvements are needed, but many of the larger anticipated projects have already been investigated and/or priced. A large garage/barn offers additional utility but requires substantial work. Offered as-is; buyers to perform their own inspections and due diligence. A special opportunity to bring a longtime Mansfield farmstead into its next chapter.

138 Mount Hope Rd, Mansfield

$439,900

3 Beds ⋅ 2 Baths ⋅ 24202732 MLS

Inside, an expansive open-concept floor plan creates an effortless flow for everyday living and entertaining, centered around an upgraded kitchen with Hickory cabinetry and granite countertops. The spacious layout offers Oak hardwood floors throughout with plenty of room to gather while maintaining a comfortable connection between living spaces. The real showstopper may be outside! The backyard has been transformed into an outdoor entertaining destination featuring a 12' x 20' Trex deck, 17' x 18' concrete patio, & impressive 18' x 33' heated above-ground pool. A 12' x 16' shed serves as a configured pool house, offering added convenience for pool days, summer entertaining, & storage. Important updates include central air, 200-amp electrical service, extra insulation, thermopane windows, programmable thermostat, and efficient hot-water heating. Need more space? The walk-out lower level offers approximately 200 sq. ft. of finished area, ideal for a rec room, home office, gym, hobby space, or additional living area. Conveniently located near Amston Lake, Burnt Hill Park, Blackledge and Tallwood Golf Courses, Windcrest Farm, tennis and pickleball courts, Douglas Library, medical facilities, and shopping. Updated. Open. Private. Built for entertaining. Built for enjoying summer at home. 285 Jones Street is more than a home - it's a place to enjoy Connecticut living.

285 Jones St, Hebron

$425,000

3 Beds ⋅ 2 Baths ⋅ 24200530 MLS

Welcome to this beautifully maintained 3-bedroom, 1.5-bath raised ranch in desirable Woodside Acres! Move-in ready and thoughtfully updated, this inviting home features a newer roof and fresh paint throughout. The finished lower level offers endless possibilities for a home office, playroom, gym, or additional living space. Step outside to your own private backyard retreat, complete with an in-ground pool, gazebo, and two decks-perfect for entertaining, relaxing, and enjoying summer days at home. With comfortable living spaces, desirable updates, and exceptional outdoor amenities, this home is ready to welcome its new owner. Schedule your showing today!

22 Geraldine Dr, Ellington

$725,000

4 Beds ⋅ 4 Baths ⋅ 24200122 MLS

Welcome to 200 Bear Swamp Road, a distinctive 4-bedroom, 3.5-bath Contemporary Colonial set on approximately 9 private acres directly across from Nathan Hale State Forest. Inside, an open, light-filled layout features soaring ceilings, expansive windows, architectural details, and heated flooring throughout the main level. The remodeled kitchen (2020) flows into the living and family rooms, creating an inviting space for everyday living and entertaining. The living room features a fireplace and dramatic ceiling height, while the sunken family room is accented by a tray ceiling. The spacious primary suite includes two walk-in closets and en suite bath with a jetted air tub, Silestone countertops, double vanity, and tiled shower with dual body jets. Additional updates include a remodeled full bath, newer carpeting (2019-2020), heating system (2023), and built-in basement fireplace (2023). In 2024 heating was also added to the garage to make it a year round workspace for auto work, hobbies, or projects. Enjoy a peaceful wooded setting with the Hop River State Park Trail nearby, all while having generous indoor and outdoor space. Schedule your private showing today!

200 Bear Swamp Rd, Andover

$55,000

1 Beds ⋅ 1 Baths ⋅ 24193084 MLS

Affordable 1-bedroom, 1-bath mobile home located in Roaring Brook Co-Op Camp in Stafford Springs. Enjoy community amenities including a swimming pool and more. A great opportunity for seasonal living or a peaceful retreat.

8 S Rd Unit W-41, Stafford

$399,000

7 Beds ⋅ 3 Baths ⋅ 24189677 MLS

Circa 1900 Colonial Style home of Over 3000 sqft of living area. Up to 7 Bedrooms. 3 Full Baths. 2 Laundry Rooms. Private Primary Bedroom area serves as a Bedroom Suite. Huge Wrap Around Porch! 2 Driveways with a paved parking area. Relatively level yard w/Pear tree and above ground pool. Large .85 acre corner lot. 2 car detached (Stone/Block) Garage w/ area for workshop or office. 51 solar panels provide ample solar power.

15 Green St, Stafford

$580,000

4 Beds ⋅ 3 Baths ⋅ 24188331 MLS

Welcome to this beautifully maintained 4-bedroom, 2.5-bath Colonial offering timeless charm, thoughtful updates, and exceptional space for everyday living and entertaining. Featuring a two-car garage, 9-foot ceilings throughout the first floor, and an impressive 12-foot garage ceiling, this spacious home is ready for its next owner. The interior was painted in 2024 and showcases updated bathrooms (September 2024), new flooring in the primary bedroom and an additional bedroom (November 2025), and a custom primary closet system installed in November 2025. Additional highlights include a Vermont Castings LP fireplace insert in the living room, central vacuum system, hard-wired ADT security system, and a new well pump (November 2025). Step outside to your own private backyard retreat featuring an extra-large above-ground pool, fully operational and last opened for the 2025 summer season-perfect for relaxing, entertaining, or making lasting memories with family and friends. Combining quality updates, generous living space, and desirable amenities, this move-in-ready Colonial is a wonderful place to call home.

47 Cindy Dr, Coventry

$619,900

4 Beds ⋅ 4 Baths ⋅ 24187498 MLS

Welcome to 21 Parson Rd, an exceptional property offering nearly 5,000 sq ft of beautifully designed living space, an inground pool, and an ideal layout for multigenerational living.The main level features a spacious living room with a fireplace, a beautifully updated kitchen with granite countertops, a large island with seating, stainless steel appliances, and two ovens. A bright dining room, family room, and a stunning sunroom overlooking the pool provide multiple spaces for gathering and relaxation. Three generous bedrooms are on this level, including a large primary suite with private bath. One bedroom is currently used as a home office. The lower level offers incredible flexibility with a huge recreation room featuring a fireplace, sitting area, and kitchenette-perfect for guests or potential inlaw use. This level also includes a separate living room, a large bedroom, a massive walkin closet, wine storage, and abundant additional storage space.Outside, enjoy your own private oasis with a beautiful inground pool, expansive deck, two sheds, a flat and level yard with. a large fenced in area, and a convenient poolside half bath/changing room. The property also includes a twocar garage with an electric vehicle charging station and ample parking.This home truly has it all-space, comfort, and resortstyle amenities. Book your appointment today.

21 Parson Rd, Somers

$625,000

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

$899,900

5 Beds ⋅ 3 Baths ⋅ 24181875 MLS

Tucked away on 4.44 acres, this impressive Colonial offers nearly 5,000 square feet of thoughtfully designed living space. Featuring 5 bedrooms, 2.5 bathrooms, hardwood floors, a finished lower level, and versatile bonus spaces, there's room for everyone. The expansive kitchen showcases granite countertops, stainless steel appliances, beautiful cabinetry, and a center island at the heart of the home. Step outside to a backyard oasis complete with a heated in-ground pool, fenced pool area, fire pit, two driveways, and a three-car attached garage. Combining privacy, comfort, and exceptional outdoor living, 23 Szych Road is a property you'll be proud to call home.

23 Szych Rd, Union

$529,900

3 Beds ⋅ 3 Baths ⋅ 24175336 MLS

Beautifully maintained 3 bedroom, 2.5 bath Colonial set on 1.42 private acres in a desirable cul-de-sac neighborhood in beautiful Bolton. This warm and inviting home offers charm, comfort, and privacy with gorgeous wood floors, exposed beams, and two cozy wood stoves creating a welcoming atmosphere throughout. The spacious layout features sun-filled living areas, generous bedrooms including a large primary suite with a remodeled bath with heated floors, and wonderful indoor/outdoor flow with a gorgeous sunroom and large Trex deck. Recent updates include a new septic tank, and newer bathrooms, windows, doors, boiler, new roof, driveway and more. Enjoy the beauty of nature from your private backyard while still being conveniently located close to Bolton Lake, walking trails, shopping, dining, UCONN and Hartford. A rare opportunity to own a classic Colonial in one of Bolton's most sought-after neighborhood settings.

55 Stone Hedge Ln, Bolton

$549,900

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

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