Tolland Homes for Sale

Welcome to Tolland, Connecticut—a charming town that beautifully blends serene suburban living with a vibrant community spirit. Nestled in Tolland County, this picturesque town is renowned for its lush landscapes, rich history, and friendly atmosphere. With a population of just over 15,000 residents, Tolland offers a close-knit community feel while still providing access to the amenities of larger cities nearby.

One of the town's highlights is its commitment to preserving nature and history. Tolland boasts numerous parks, hiking trails, and recreational facilities, making it an ideal destination for outdoor enthusiasts. The town is also home to several historical sites, including the Tolland Historical Society and the Old Tolland County Jail, which provide a glimpse into the area’s storied past.

For those seeking a new home, Tolland presents an array of options that cater to various lifestyles and budgets. From charming single-family homes with spacious yards to modern townhouses, there’s something for everyone. The real estate market in Tolland is thriving, with a selection of homes for sale that showcase the town's unique character and appeal. Many properties feature beautiful landscaping, updated amenities, and proximity to excellent schools, making it a perfect choice for families and professionals alike.

Living in Tolland means enjoying a peaceful lifestyle while being conveniently located near major highways for easy commutes to Hartford and beyond. Whether you're looking for a quaint starter home or a spacious family residence, Tolland offers a welcoming environment where you can truly feel at home. Explore the homes for sale today and discover why Tolland is the perfect place to plant your roots!

Newest Tolland Homes for Sale

$475,000

3 Beds ⋅ 3 Baths ⋅ 24203875 MLS

Step into a remarkable piece of history with this 3,276 sq. ft. Colonial, built in 1791, offering 3 bedrooms, 2.5 bathrooms and an incredible blend of timeless character and comfortable living. Beautiful wide-plank wood floors, original architectural details, rich woodwork and multiple fireplaces showcase the warmth and history found throughout this distinctive home. The first floor features an impressive eat-in Kitchen with abundant cabinetry, generous counter space, a Breakfast bar and an incredible wall of windows that fills the space with natural light. A striking stone fireplace adds warmth and character to this inviting gathering area. The separate Dining room features beautiful built-in cabinetry, providing a charming setting for entertaining. Additional living spaces offer plenty of room to relax, while a versatile utility room that could also serve as a home office, mudroom with custom built-in storage and first-floor laundry add everyday functionality. Upstairs, the beautiful wide-plank flooring continues into three spacious bedrooms. The Primary bedroom offers plenty of space and character, while two additional bedrooms provide comfortable accommodations for family or guests. The home's 2.5 bathrooms include updated features, including a beautifully tiled walk-in shower. Outside, mature landscaping, stone walkways, two car garage and a private backyard complement the home's historic setting.

85 Tolland Grn, Tolland

$499,000

4 Beds ⋅ 3 Baths ⋅ 24206983 MLS

Welcome to 25 Cook Road, a spacious 4-bedroom home set on just over an acre in Tolland, offering nearly 2,000 sq. ft. of living space plus a partially finished basement. Built in 2000, this property combines privacy, functionality, and a long list of thoughtful upgrades. Inside, enjoy California Closets throughout the first floor, convenient main-level laundry, central air on the first floor, and ductless heating and cooling upstairs, complemented by a whole-house fan and four ceiling fans. French doors with internal blinds lead to the outdoor living space, including an extra-reinforced rear deck designed to accommodate a hot tub. Major improvements provide added peace of mind, including a new roof and full-basement French drain system completed in 2021, Eastern Waterproofing basement system with battery backup, and a hardwired generator hookup with a dedicated panel. Outside, you'll find newer vinyl fencing with multiple entrances and an extra-wide gate opening, along with a driveway drainage system. With an attached garage, front deck, generous yard, and over an acre to enjoy, 25 Cook Road delivers the space, upgrades, and versatility today's buyers are looking for.

25 Cook Rd, Tolland

$1,600,000

3 Beds ⋅ 3 Baths ⋅ 24205772 MLS

Offered as one complete package, this approximately 16.90-acre property on Mile Hill Road in Tolland includes an existing home, barn, and five newly approved building lots. The home and barn at 136 Mile Hill Road occupy approximately 1.96 acres. The split-level home features an in-law with a separate entrance and a two-car garage. Improvements within the past three years include a new roof, updated kitchens and bathrooms, new flooring throughout, major electrical upgrades, and repainting throughout. An approximately 3,500-square-foot barn with five garage bays provides additional storage and workspace. Open fields, mature trees, beautiful sunsets, and seasonal Hartford views in fall, winter, and spring create a scenic setting. The four front building lots at 116, 120, 124, and 140 Mile Hill Road are approximately 0.95 acres each. The rear building lot at 130 Mile Hill Road totals approximately 11.14 acres, including approximately 1.79 acres outside a 9.35-acre agricultural conservation easement. The easement acreage remains privately owned as part of the rear lot; it is not town-owned land. Use of that acreage is subject to the easement's restrictions. The home, barn, and all five building lots are being sold together. Aerial overlays are approximate; refer to the recorded survey for boundaries. Listing agent is the owner. AS-IS/WHERE IS.

136 Mile Hill Rd, Tolland

$350,000

3 Beds ⋅ 3 Baths ⋅ 24205571 MLS

Welcome home to this well-loved 3-bedroom, 2.5-bath Cape, where timeless charm, natural beauty, & an exceptional setting come together. Set on a picturesque lot directly across from Nye-Holman State Forest, this inviting home offers a wonderful sense of privacy while still providing convenient access to highways and everyday amenities. A welcoming front porch sets the tone, while a tranquil trout stream borders the rear of the property along with Becker Conservation Area, a 28.5-acre preserve. Established perennial gardens and an apple tree-perfect for homemade pies-create a beautiful landscape that changes with the seasons. Out back, enjoy the deck with pergola offering the perfect place for outdoor dining or morning coffee. Inside, the home is filled with character and abundant natural light. The updated kitchen features granite countertops and stainless-steel appliances, blending modern convenience with classic Cape charm. The spacious living room features a propane log fireplace, creating a warm and inviting focal point for cozy New England evenings. The thoughtful floor plan provides comfortable & flexible living spaces throughout. An oversized two-car garage provides excellent space for vehicles, storage, hobbies, or a workshop. There is also a wood/coal stove & solar panels to offset heating costs. Charming and peaceful, this property offers the feeling of being tucked away in nature while remaining close to everything you need.

31 S River Rd, Tolland

$749,900

4 Beds ⋅ 4 Baths ⋅ 24205010 MLS

Set against a beautiful wooded backdrop on 2.49 private acres, this spacious Colonial w/ 5-car garage offers an impressive front elevation with multiple gables, and an abundance of windows, all with serene wooded views. From the welcoming foyer, the floor plan unfolds with an easy, natural flow, w/ generously sized rooms & a warm, open feel throughout. Nine-foot+ ceilings and hardwood floors enhance the main level. The expansive kitchen offers abundant cabinetry, stainless appliances, granite center island, eat-in space & sliders open to the deck overlooking the tranquil backyard. Glass pocket doors connect the kitchen to the spacious great room, while the formal dining room is accented by crown molding, chair rail & classic shadowbox details. The primary BR suite features hardwood flooring, tray ceiling, walk-in closet & private bath w/ dual-sink vanity, jetted tub & separate stall shower. An exceptionally spacious 4th bedroom over the attached garage offers wonderful versatility with a full bath & double closets. The walk-out lower level features double exterior doors opening to the rear yard. Recent improvements include a new well pump & water softening system in 2024 and new exterior A/C unit & attic air handler in 2022. Car enthusiasts & hobbyists will appreciate not only the attached 2-car garage, but the exceptional oversized 3+ car detached garage/workshop, thoughtfully designed with architectural character & abundant windows to beautifully complement the residench

20 Sugar Bush Ln, Tolland

$794,900

4 Beds ⋅ 3 Baths ⋅ 24204980 MLS

Tucked away at the end of a desirable Tolland cul-de-sac, this exceptional 1-owner custom Contemporary offers the perfect blend of privacy, space, comfort & convenience. Built in 1999 & lovingly maintained, this 3,230-square-foot home is set on 5.38 picturesque acres featuring professionally landscaped grounds, large level lawn, wooded areas, a brook & a private pond just a short walk through the woods. Inside, the impressive 2-story Great Room immediately captures your attention w/its soaring cathedral ceiling, dramatic brick fireplace & wood stove-creating a warm & inviting gathering space in every season. The beautifully remodeled kitchen, features quartz countertops, breakfast bar, freshly painted cabinetry/walls, tile flooring, new SS appliances, updated fixtures/faucets, & a coffee bar. Four oversized bedrooms inc a spacious primary suite w/a private bath featuring a Jacuzzi tub & double sinks. Highlights: 21/2 baths w/a 1st floor tiled laundry, central AC & Vac, security system, generator transfer switch, lawn equipment shed. The oversized 3-car garage features painted floors & walls plus a car lift-ideal for the automotive enthusiast. A small apple orchard & blueberry bushes provide a wonderful opportunity to enjoy your own seasonal harvest. Inprove: new 30-year roof, new gutters & exterior aluminum trim. Ideally located less than 5 min from RT84, this private retreat offers easy access for commuters while remaining close to shopping, dining & everyday conveniences.

32 Deer Mdw, Tolland

$429,900

4 Beds ⋅ 2 Baths ⋅ 24203048 MLS

Welcome to this beautifully preserved 3,158-square-foot Arts & Crafts home, where exceptional 1910 craftsmanship, timeless architectural details, & a truly special setting come together. Offering 4 bedrooms & 2 full baths, this distinctive home has been thoughtfully maintained to preserve the character & charm of its era while providing a spacious & versatile floor plan for today's lifestyle. The spacious living room features uniquely finished hardwood floors, large windows, a striking stone fireplace w/mantle, crown molding & original architectural details. The formal dining room provides an inviting setting for entertaining, while a comfortable den offers additional flexible living space. The spacious kitchen offers plenty of room for cooking & gathering. Upstairs, 2 generous bedrooms are joined by a 2nd full bath, office, & large family room, providing excellent flexibility for guests, work-from-home needs, hobbies, or additional living space. The primary bedroom offers beautiful hardwood floors, abundant natural light, & a spacious walk-in closet. Outside, the .30-acre property adjoins protected Shenipsit Lake Watershed Reserve land, offering an exceptional sense of privacy & direct access to scenic walking trails. Updated landscaping, a storage shed, 2-car garage add to the home's functionality & appeal. Highlights: generator, updated windows, & a large basement w/dedicated laundry area. A truly special opportunity to own a piece of Tolland's architectural character!

9 Tolland Stage Rd, Tolland

$500,000

4 Beds ⋅ 3 Baths ⋅ 24203458 MLS

Welcome to your own private retreat on 1.52 acres! This meticulously maintained and beautifully updated home offers 4 bedrooms and 3 full baths, combining comfortable living with exceptional indoor and outdoor spaces. Step inside to find beautiful hardwood floors throughout and a professionally designed, completely updated high-end kitchen featuring premium appliances, quality finishes, and plenty of space for cooking and entertaining. The inviting three-season screened porch provides the perfect place to relax, dine, or enjoy the peaceful surroundings. The walkout lower level adds tremendous flexibility with an additional bedroom and dedicated home office-ideal for guests, extended family, or today's work-from-home lifestyle. Pride of ownership is evident throughout, with updated mechanicals, electrical, roof, and a freshly painted exterior, allowing you to move in and enjoy. Conveniently located with easy access to UConn, shopping, restaurants, and I-84, yet offering the space and privacy you've been looking for. Beautifully updated, meticulously cared for, and ready to welcome its next owner-don't miss this exceptional home!

283 Merrow Rd, Tolland

$599,900

3 Beds ⋅ 3 Baths ⋅ 24204648 MLS

Welcome to 56 Belvedere Drive located in sought after Tolland, CT Beautifully sited in the development backing up to woods, this stunning Colonial, less than 4 years young, features a customized floorplan and top-tier upgrades throughout. With 3 bedrooms, 2.5 baths, and 2,196 sq ft, this home is truly move-in ready. The open floorplan centers on a chef-inspired kitchen with upgraded cabinetry, a 9.5-ft quartz center island, and Bosch appliances, including a double oven and built-in drawer-style microwave. Upstairs bathrooms feature upgraded tile showers, and the full walk-out lower level adds valuable extra living space. Enjoy the covered front porch, rear deck, and patio overlooking the private wooded backdrop. Extras include an attached 2-car garage with EV car charger already installed, thermopane windows, highly efficient natural gas heat, tankless water heater, and central air. This home also features public water and sewer for simplicity and piece of mind. Extremely affordable HOA dues are just $129/month and include snow removal and lawn care - low-maintenance living at its best. Conveniently located near I-84, you're approximately 82 miles to Boston and 130 miles to NYC, with an easy commute to UConn and Hartford. Nearby shopping experiences with everything you can imagine. Don't miss this exceptional home!

56 Belvedere Dr Unit 56, Tolland

$749,000

3 Beds ⋅ 5 Baths ⋅ 24200702 MLS

A stunning blend of rustic elegance and refined craftsmanship, this custom-built log home is privately set on more than four beautiful acres. Offering 3-4 bedrooms and 3.5 baths, the home is rich with character, featuring warm natural wood tones, built-in window seats, custom shelving, and thoughtful details throughout. The living room is anchored by a gorgeous stone wood-burning stove/fireplace, creating a striking focal point and an inviting gathering space. Radiant heat throughout the main-level flooring adds exceptional comfort, while a spacious loft provides flexible space for an office, reading retreat, or lounge. The finished lower level offers even more room for recreation, entertaining, or guests. A massive garage with radiant-heated flooring provides abundant space for vehicles, hobbies, storage, or a workshop. Above, additional space offers exciting in-law or guest-suite potential. Enjoy the privacy and natural beauty of the setting from the welcoming front porch or spacious back deck. A truly distinctive home offering complete privacy, warmth, comfort, flexibility, and timeless lodge-inspired appeal.

266 Mile Hill Rd, Tolland

$299,900

3 Beds ⋅ 2 Baths ⋅ 24204131 MLS

Bring Your Vision & Unlock the Potential! Opportunity is knocking in a great neighborhood! This classic Cape Cod with dormer is a true diamond in the rough, offering good bones, a fantastic lot, and tremendous potential to build equity. With some vision, updating, and elbow grease, this home could be transformed into something truly special. The versatile floor plan features a first-floor bedroom and full bathroom, plus additional bedrooms and a full bath upstairs. The kitchen opens to a spacious family room addition with direct access to the garage, back deck and yard-perfect for entertaining or relaxing. The attached two-car garage with a room above provides excellent storage and even more potential for a workshop, office, or future finished space. Better yet, some of the big-ticket items have already been addressed, including a newer heating system and water heater and a roof that's about 15 years old. Set on a great lot in a desirable neighborhood, this is the perfect opportunity to create the home you've been envisioning while building valuable equity along the way. Whether you're an investor, contractor, or buyer ready to roll up your sleeves, this one deserves a look! Bring your vision, bring your ideas, and make this diamond in the rough shine!

58 Glenn Dr, Tolland

$635,000

4 Beds ⋅ 3 Baths ⋅ 24132817 MLS

Welcome to this spacious 4-bedroom, 2.5-bath Tolland Colonial offering an open floor plan, generous living space and plenty of natural light. A dramatic two-story foyer with arched window welcomes you inside, with French doors opening to a private home office. Hardwood floors continue through the living and formal dining areas. The kitchen features abundant white cabinetry, granite counters, tile backsplash, breakfast bar and an eat-in area with sliders to the rear deck. Just beyond is the impressive two-story family room with fireplace and wood stove insert. Upstairs, the spacious primary suite includes a walk-in closet and private bath with double vanity, soaking tub and separate shower. Three additional bedrooms, a full guest bath and conveniently located laundry complete the upper level. The walkout basement provides excellent storage and future finishing potential. Outside, enjoy a tree-lined backyard, deck and firepit area. Additional features include a 2-car garage, 2025 central air, city water, generator hookup, updated bathroom countertops (quartz and granite), updated upstairs engineered hardwood flooring and 4-month-old water heater system. Convenient to I-84, Route 195, UConn and the Hartford area, with Heron Cove and Crandall Parks nearby for trails, pickleball, basketball and outdoor recreation.

87 Avebury Ln, Tolland

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