Tolland Real Estate

Welcome to Tolland, Connecticut—a charming town that beautifully blends the tranquility of suburban life with a rich tapestry of history and community spirit. Nestled in Tolland County, this picturesque locale is known for its lush landscapes, friendly neighborhoods, and a commitment to preserving its historical roots.

Tolland boasts a vibrant community atmosphere, with a population that values both connection and growth. The town is home to a variety of recreational parks, scenic trails, and open spaces, perfect for outdoor enthusiasts and families alike. Whether you’re enjoying a leisurely stroll through the picturesque downtown area or exploring the expansive hiking trails at Shenipsit State Forest, Tolland offers a unique opportunity to embrace nature while remaining conveniently close to urban amenities.

Education is a cornerstone of the Tolland community, with highly-rated schools that provide quality education and foster a supportive environment for students of all ages. Families will appreciate the town's dedication to creating a safe and nurturing environment for children to thrive.

Culturally rich, Tolland also hosts several community events throughout the year, allowing residents to come together and celebrate local traditions. From seasonal festivals to farmers' markets, there’s always something happening in this vibrant town.

With its ideal location just a short drive from Hartford and easy access to major highways, Tolland provides a perfect balance of rural charm and urban convenience. Whether you’re looking to settle down or invest, Tolland, CT, is a hidden gem waiting to be discovered. Come explore the possibilities and find your dream home in this delightful community!

Newest Listings in 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. The expan

6 Mountainside, Tolland

$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

$599,900

3 Beds ⋅ 3 Baths ⋅ 24204699 MLS ⋅ Somerset Woods BLDG.

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

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