Tolland Historical Properties for Sale

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Newest Tolland Historical 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

$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

$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

$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

$639,900

3 Beds ⋅ 4 Baths ⋅ 24169829 MLS

Tucked away on over 6 serene acres with a beautiful creek running through the property, this breathtaking retreat offers captivating western sunset views and an impressive 50-mile view that makes every sunset feel like a private showing from Mother Nature herself. This beautifully crafted 3,300+ sq. ft. Craftsman-style home welcomes you with a thoughtfully designed kitchen, a luxurious and inviting primary suite, and sun-filled living spaces adorned with elegant floor-to-ceiling windows. Step outside to enjoy your own private tennis and basketball court, a spacious five-bay garage, and lush, manicured grounds that feel like your own personal oasis. Perfectly positioned near UConn, private academies, and major routes, yet just minutes to parks, shopping, and healthcare. A truly special and unforgettable place to call home, with potential subdivision possibilities.

377 Tolland Stage Rd, Tolland

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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.