N/A Homes with Henry James Middle school

Welcome to the charming community of Simsbury, Connecticut, where picturesque landscapes and a strong sense of community come together to create the perfect place to call home. Nestled in Hartford County, Simsbury boasts a rich history and an inviting atmosphere, making it an ideal location for families, professionals, and retirees alike.

One of the standout features of this vibrant town is its proximity to Henry James Middle School. Families will appreciate the convenience of having a highly regarded educational institution just a stone's throw away. The school is known for its commitment to academic excellence and offers a variety of extracurricular activities that foster student growth and engagement. This focus on education makes Simsbury particularly appealing to those looking to provide their children with a solid foundation for their future.

Beyond the school, Simsbury offers an array of amenities that enhance the quality of life for its residents. Enjoy scenic hiking trails, lush parks, and a bustling downtown area filled with unique shops and delightful dining options. The community hosts various events throughout the year, fostering connections among neighbors and creating a warm, welcoming environment.

Real estate in Simsbury reflects the town's charm, with a diverse selection of homes that cater to various tastes and budgets. Whether you’re looking for a quaint colonial, a spacious contemporary, or a cozy ranch-style house, Simsbury has something for everyone.

Discover the beauty and community spirit of Simsbury, where your dream home awaits!

Newest N/A Homes with Henry James Middle school

$625,000

4 Beds ⋅ 4 Baths ⋅ COMING SOON Status ⋅ 24206079 MLS

Your woodland hideaway awaits! Tucked along a peaceful cul-de-sac in a desirable Simsbury location, part of the sought-after Squadron Line Elementary district, 15 Sanctuary Drive offers a wonderful blend of privacy, natural beauty and convenience. Set on a level, wooded 1.1-acre lot, this inviting Colonial features 4 bedrooms, 3.1 baths and a thoughtfully designed layout for both everyday living and entertaining. The main level welcomes you with spacious living and dining rooms, an eat-in kitchen and convenient 1st-floor laundry. The kitchen flows naturally into the expansive family room with refinished floors. With 3 fireplaces throughout, there is no shortage of inviting places to relax. The private primary suite offers a sitting room/office, ensuite bath with jetted tub and double vanity, and custom walk-in closet. A partially finished walk-out lower level provides space for recreation, hobbies, a home office or guests. Outside, the deck overlooks the peaceful wooded setting, creating a wonderful spot for morning coffee or evening gatherings. Central air adds year-round comfort. Recent improvements include a new oil tank and refinished primary bedroom & family room floors (2026). Close to McLean Game Refuge trails, parks, recreation, dining and Simsbury's charming town center, with Bradley International Airport approximately 15 minutes away. Private, peaceful and wonderfully connected, 15 Sanctuary Drive is a special place to call home!

15 Sanctuary Dr, Simsbury

$634,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24205766 MLS

Tucked away on 2.5 private acres and backing to a 296-acre protected woodland block of Massacoe State Forest, this spacious Simsbury Colonial offers a rare combination of privacy, flexibility and everyday comfort. Surrounded by mature trees and peaceful wooded views, the setting feels like a retreat while still keeping you close to everything Simsbury has to offer. Inside, you'll find 4-5 bedrooms, 3 beautifully renovated full baths and approximately 2,532 sq ft of inviting living space. The main-level den offers endless possibilities as a home office, guest room, fitness space or multigenerational living area, while the climate-controlled finished basement provides even more room to spread out. Relax by the fireplace with natural gas hookup, enjoy warm-weather meals on the screened-in porch, or step outside and take in the quiet, natural surroundings. A natural gas line to the outdoor BBQ grill makes entertaining effortless, and the grill will convey. Thoughtful updates include a newer furnace, tankless water heater, new well pressure tank, smart garage door opener with two remotes, two-zone smart thermostats, and new screens and door on the porch. With public sewer, well water, generous acreage and protected woods as your backdrop, this is a home designed for both peaceful everyday living and memorable gatherings-a place where morning coffee, quiet evenings, backyard entertaining and four-season New England living all feel a little more special.

39 Laurel Ln, Simsbury

$589,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24205847 MLS

This home has it all. Beautifully situated in a highly desirable neighborhood, this distinctive Colonial offers character, craftsmanship and privacy. Inside, rich details include solid wood doors, pine post-and-beam accents, a warm hearth and wood burning fireplace. The chef's kitchen features solid maple cabinetry, granite, a Viking six-burner range and remarkable century-old reclaimed hardwood flooring sourced from a KY cotton warehouse. 4 sizable bedrooms and 2.5 updated baths provide comfortable living and entertaining. The lower level offers flexible craft/workshop and studio space, plus wiring for a 6.1 surround sound system. The outdoors are equally special. Relax on the Georgian-style front porch with lighting, ceiling fan and removable screens, or entertain on the Brazilian walnut deck overlooking protected land. A bike path is accessible directly from the yard. Enjoy a meticulously maintained hot tub or the outdoor shower through the seasons. Underground electrical is installed for a future pool or gazebo in the back. Recent improvements include a NEW oil burner and furnace, multiple NEW windows, NEW garage doors and Bosch dishwasher. A generator with electric start/manual transfer switch adds peace of mind. A truly unique home with warmth, privacy and space to grow.

23 Berkshire Way, Simsbury

$699,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24205163 MLS

Welcome to this gorgeous, well-maintained Colonial nestled on a Public road feels like a private road, offering the perfect blend of comfort, privacy, and functionality. This exceptional 4-bedroom, 3.5-bath home has been thoughtfully updated and is filled with natural light throughout. The main level features beautiful hardwood flooring, a spacious living room ideal for relaxing or entertaining, and an inviting kitchen with granite countertops that flows seamlessly into the dining area and spacious family room. The family room features a cozy fireplace and opens directly to the deck, creating the perfect setting for morning coffee, outdoor dining, or gatherings with family and friends.The generously sized primary suite offers a beautifully updated primary bath, while three additional oversized bedrooms provide plenty of space for family, guests, or a home office. A newer boiler, new oil tank, central air conditioning, and whole-house generator provide comfort and peace of mind. The entire home has also been freshly painted.The full-size walkout basement offers incredible potential for additional living space, an in-law suite, media room, recreation area, or entertainment space. Step outside to enjoy the expansive backyard-ideal for gatherings, play, gardening, or simply relaxing in your own private setting.A wonderful opportunity to own a spacious, updated Colonial with privacy, natural light, generous living spaces, and exceptional potential. Don't miss this gem!

24 Canaan Way, Simsbury

$600,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24201706 MLS

Nestled in the picturesque section of Simsbury, this charming Country Colonial is situated on a sprawling 2-acre lot. The residence boasts four well-appointed bedrooms, including a primary ensuite complete with a full bath, ensuring comfort and privacy. The living room is designed for both relaxation and entertaining, featuring a brick fireplace that extends from front to back and providing seamless access to a spacious deck. The eat-in kitchen is both functional and inviting, offering easy access to a large side porch, perfect for outdoor dining or leisurely mornings. Recent updates to the property include a new roof, repointed chimney, and a modern furnace and hot water system, ensuring efficiency and peace of mind. The exterior has been power-washed and painted shutters, as well as a freshly painted deck. Additionally, the location offers convenient proximity to nearby playgrounds, making it an ideal setting for families. This home harmoniously blends classic charm with modern updates, creating an inviting and comfortable living space.

221 Old Farms Rd, Simsbury

$585,000

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24198047 MLS

A rare opportunity to own a distinctive two-family home combining Simsbury history, comfortable living, income potential, and an exceptional natural setting along Stratton Brook. Tucked away at the end of a quiet residential street yet remarkably convenient to the heart of Simsbury, 22-24 Woodland Street offers the privacy of a neighborhood setting with easy access to the shops, restaurants, library, recreation, trails, and the amenities of Simsbury Center. An original Ensign-Bickford home, the property is part of an important chapter in Simsbury's history. Ensign-Bickford constructed housing in this area for its employees as the company and surrounding community grew, and Woodland Street remains a tangible connection to the town's industrial heritage. Today, the property offers something equally compelling: two comfortable and distinct residences under one roof. Unit 22 features 3 bedrooms and 2 full baths, while Unit 24 offers 2 bedrooms and 1 full bath, providing a total of 5 bedrooms and 3 full baths. The units offer comfortable living spaces and kitchens with appliances, allowing each residence to function as a complete and independent home. Basement space provides additional utility and storage, including laundry facilities for each unit, while tankless hot-water systems enhance the property's functionality, and gas heat and hot water keep the utilities affordable. The versatility is outstanding.

22-24 Woodland St, Simsbury

$560,000

3 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24199955 MLS

Welcome home to this charming Dutch Gabriel colonial, ideally situated in a highly desirable central Simsbury neighborhood. Offering 3 bedrooms, 2 full and 2 half baths, this inviting home features a flexible floor plan and beautiful hardwood floors throughout. The heart of the home is the eat-in kitchen, complete with built-ins, a wood-burning fireplace - a wonderful gathering space for everyday living and entertaining. A three season sunroom overlooks the deck, hot tub and beautifully designed paver patio, creating a private retreat for relaxing or entertaining. The first floor also features a formal dining room, spacious living room with gas fireplace and a convenient half bath. Upstairs, three bedrooms include a luxurious primary suite with a well appointed full bath, walk-in closet and versatile bonus room, ideal for a home office, gym or nursery. The finished lower level offers even more living space, with the flexible recreation/game room or home office, second gas fireplace, half bath, and laundry room with new washer and dryer. Additional highlights include energy efficient mini-splits, EV charging hookup in the attached garage, and attached shed, irrigation system and private backyard with a fenced dog run and electric fence. Ideally located just minutes from Central Elementary School and Henry James Memorial School, this exceptional home offers comfort, versatility and convenience in one of Simsbury's most desirable neighborhoods.

14 Richard Rd, Simsbury

$525,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24188446 MLS

Incredible opportunity at 2 Green Valley Drive in Simsbury! Set on a spectacular, large and level corner lot within a quiet cul-de-sac neighborhood, this classic Dutch Colonial offers the setting, space, and potential to create something truly special. Perfectly positioned on the property, the home enjoys impressive curb appeal from the approach, while the expansive yard provides tremendous room for outdoor living, recreation, entertaining, or play. The home features four bedrooms and 2.5 baths, including a primary suite, along with a previously finished basement offering additional potential living space. Currently a naked pallet and in need of TLC, the property presents an ideal opportunity for a contractor, investor, or buyer looking to restore and customize a home to their own vision. With its timeless Dutch Colonial architecture, desirable neighborhood setting, exceptional lot, and generous footprint, the fundamentals are already here. Bring your ideas and transform this property into the beautiful Simsbury home it has the potential to become. A true fixer-upper opportunity where location, land, and upside come together.

2 Green Valley Dr, Simsbury

$300,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24192623 MLS

Imagine mornings that begin on your covered porch with coffee in hand, followed by a short stroll to the Farmington Canal Heritage Trail, Simsbury's beloved rails-to-trails path for walking, running, and biking. Welcome to 10 Middle Lane, a 1914 Colonial that has held onto its character for more than a century while keeping pace with modern life. Inside, three bedrooms and one-and-a-half baths offer a comfortable, neutral canvas ready for your personal touch. The eat-in kitchen features all-new appliances (2026), and the finished walk-up attic bedroom adds flexible space for a home office, studio, bedroom or playroom. A full basement with laundry and a cleared, level lot round out the practical side. Location is the real story here. Downtown Simsbury's shops, restaurants, library, and park are within walking distance, and nearby commuter bus lines make the trip to Hartford easy. Simsbury's Public Schools are A-rated on Niche.com, with Simsbury High School ranked among the top 20 public high schools in Connecticut. Two covered porches, public water and sewer, and a price point rarely seen in Simsbury make this a home worth seeing in person. Come write your next chapter on Middle Lane.

10 Middle Ln, Simsbury

$750,000

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24184380 MLS ⋅ Billingsgate BLDG.

Welcome to Billingsgate, Simsbury's distinguished 55+ community where tranquility and turnkey luxury converge. This elegant townhome enchants with a sunny front porch overlooking the fountain and gazebo. Inside, the residence has been elevated with extensive premium upgrades. The front formal living room is now a captivating, sophisticated library. A cozy sanctuary designed to unwind and lose yourself in another world. The main level is tailored for effortless living, featuring a dramatic family room with soaring windows and Kitchen equipped with a gas cooktop, panel-ready appliances, and butler's pantry with a Subzero wine fridge. A sliding glass door opens to a private patio where afternoon sun beautifully illuminates the thoughtfully curated plantings. Meticulous enhancements shine throughout, including designer lighting fixtures, fresh interior paint, a new staircase runner, plush new carpeting, a chic powder room with designer wallpaper and new mirror, and a brand-new AC compressor for absolute peace of mind. Main-level laundry adds ultimate convenience, and the upper level unfolds a private guest wing, full bath, and office with custom built-ins. The remodeled primary suite is a luxurious retreat with plush carpet, curated lighting, custom walk-in closet, and bath with a dual marble vanity, shower, and soaking tub. Complete with a lower level for immense storage, and situated moments from golf, fine dining, and trails, this home offers a lifestyle of unparalleled ease.

14 Billingsgate Dr Unit 14, Simsbury

$259,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24182137 MLS

Welcome to an exceptional opportunity in the heart of Simsbury Center! Perfectly situated on a quiet street just steps from downtown, this classic Colonial offers the ideal blend of convenience, charm, and potential. Enjoy walking distance to local shops, restaurants, Iron Horse Boulevard, the Simsbury Meadows Performing Arts Center, the Farmington Valley Greenway, and a wonderful playground. This 3-bedroom, 1-bath home features solid oak hardwood flooring throughout and has been thoughtfully updated with newer windows, roof, and furnace. The spacious kitchen offers abundant cabinetry and counter space, providing a great foundation for your personal updates and design ideas. Adjacent to the kitchen is a fully enclosed porch, creating versatile living space ideal for a home office, playroom, reading nook, or sunroom. The bright and inviting living room flows seamlessly from the kitchen, creating a comfortable layout for everyday living and entertaining. Outside, you'll find a large, level backyard complete with a patio-perfect for summer barbecues, outdoor gatherings, gardening, or simply relaxing in your own private outdoor space. Whether you're a first-time buyer, downsizing, or looking for a home, you can make your own, this property offers an unbeatable location and endless possibilities in one of Simsbury's most desirable neighborhoods.

38 Woodland St, Simsbury

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