Refine Search
Sort by
5 Race Track Holw, Middlefield
$705,000
4 Beds ⋅ 4 Baths ⋅ 24138473 MLS
Welcome to this four bedroom, three and half bath Colonial beauty with elegant architectural design, and a recently updated versatile in-law suite. The house is filled with the warm allure of cherry hardwood floors that gracefully connect each living space. The large kitchen is a dream for generous hosts and those who love to cook, featuring granite countertops and the latest appliances, enabling you to show off your culinary skills. The super large dining room adjacent to the kitchen, provides ample space for good size social or family gatherings. Come and experience tranquility in the primary suite, with its spacious walk-in closet and an exquisite bathroom featuring a rainfall shower, to help you relax and rejuvenate. Every bedroom has its own bathroom for privacy and convenience. There are several extra rooms for practical utility and enjoyment. A good size study room on the second floor for everyone's use. A large recreation room on the lower level, ideal as an exercise room or a children's play room. An oversized laundry room on the lower level to meet all your family's needs. The in-law suite has its separate entrance, recently renovated full kitchen, full bath, large sitting area and a balcony, providing both privacy and flexibility as either a professional quarter or for guest accommodations. The entire landscaping was done professionally, featuring a koi pond with a waterfall resting in the front yard, providing a peaceful scenery, a large rear deck for your

5 Race Track Holw, Middlefield

40 Sylvan Rdg Unit 40, Middlefield
$340,000
2 Beds ⋅ 4 Baths ⋅ 24147045 MLS ⋅ Sylvan Ridge BLDG.
Rarely available, desirable end-unit townhouse in Sylvan Ridge Condo Association, tucked away on a cul-de-sac. This three level home offers 2 BRs, 2 full baths and 2 half baths. It has a partially finished and heated walkout basement that provides excellent additional living room or flex space. The beautiful, remodeled kitchen features custom soft close cabinets, under cabinet lighting, SS appliances, granite countertops and a large center island. It opens seamlessly to the main living areas, perfect for entertaining. The open floor plan is filled with natural light and highlights a warm and inviting family room with vaulted ceilings and a cozy wood burning fireplace. Upstairs you will find two spacious bedrooms. The guest bedroom and the primary en-suite with a large walk-in closet and private full bath. Enjoy multiple private outdoor spaces that face the natural setting of the wooded cul-de-sac. These include, a patio, porch and deck, ideal for relaxing in this serene environment. This private end unit comes with a detached garage accessable from your private patio. This home is conveniently located near shopping, downtown Middletown, minutes away from Wesleyan Univerity, and routes 66, 9, and 91. This is a unique opportunity to get in on a very rare special unit, in a small complex set in a beautiful wooded location (24 units). Sold as-is

40 Sylvan Rdg Unit 40, Middlefield

9 Sunset Dr, Middlefield
$369,000
3 Beds ⋅ 2 Baths ⋅ 24137436 MLS
Charming All-Brick Ranch in the Heart of Rockfall! Welcome home to this beautiful 1,760 sq. ft. all-brick ranch - a perfect blend of classic charm and comfort! Nestled on a perfectly level .45-acre lot, this home offers easy living inside and out. Step inside to find a bright, spacious living room featuring hardwood floors, built-in hutches, and a cozy gas log fireplace - perfect for relaxing evenings or hosting friends. The large eat-in kitchen is the heart of the home, with oak cabinets, a center island, and plenty of dining space for family gatherings. You'll find three generous bedrooms, one with its own half bath and convenient laundry closet. Most of the home boasts hardwood floors, adding warmth and timeless appeal. Love to entertain? The spacious breezeway opens seamlessly into a large three-season room, complete with a wood-burning fireplace - the perfect spot to enjoy morning coffee or crisp fall nights. Step outside to your 12'x20' Trex deck with vinyl railings, overlooking the expansive, level backyard - ideal for barbecues, games, or peaceful relaxation. A two-car garage, handy shed, and an unfinished basement with another fireplace round out this fantastic property, offering endless potential for storage or future living space. Why Rockfall? Rockfall, Connecticut is a hidden gem in Middlesex County - known for its small-town charm, scenic nature trails, and proximity to Wadsworth Falls State Park, where you can hike, swim, and picnic by the waterfalls.

9 Sunset Dr, Middlefield

4 Lorraine Ter, Middlefield
$404,900
3 Beds ⋅ 2 Baths ⋅ 24147630 MLS
Welcome home to this spacious and move-in-ready 1,600 square foot ranch, perfectly situated on a corner lot. Designed with family living in mind, this home features a beautifully updated kitchen and brand-new flooring throughout, creating a clean and comfortable space for everyday life. The large bonus room offers endless possibilities-ideal as a playroom, teen hangout, in-law space, or family room. With 1.5 bathrooms and central air, there's room and comfort for everyone. The roof was replaced down to the plywood in 2023. Step outside to a partially fenced backyard where kids and pets can play safely, and enjoy summer fun in the newer above-ground pool with deck-perfect for family gatherings and weekend relaxation. A wonderful place to make lasting memories.

4 Lorraine Ter, Middlefield

41 Day School Dr, Middlefield
$645,000
3 Beds ⋅ 3 Baths ⋅ 24140950 MLS
If you've been waiting for that dream location, welcome home. This statement-making Colonial sits on one of Middlefield's most desirable lots-level, spacious, and perfectly positioned on a quiet cul-de-sac framed by beautiful, well-loved homes. With open views of Powder Ridge right from your yard, every season feels like a postcard moment. Step inside to a home designed for easy, comfortable living. Hardwood and tile floors run throughout, and both the living room and family room offer their own fireplaces-ideal for cozy nights in or hosting family and friends. The first-floor primary suite adds everyday convenience and is a sought-after feature you don't often find in homes of this style. Upstairs, two oversized bedrooms provide great flexibility, plus additional storage that could be transformed into a 4th bedroom, office, or rec space. The 2.5-bay garage gives you plenty of room for vehicles, tools, bikes, skis-everything you need for an active Connecticut lifestyle. This is a home you can easily move into now and tailor over time, updating bathrooms or adding your favorite colors and finishes at your own pace. What you can't recreate is the setting: peaceful, scenic, and close to all the best Middlefield amenities, Lyman Orchards activities, Powder Ridge snowboarding and all the community favorites. A truly unbeatable location with endless potential.

41 Day School Dr, Middlefield

7 Greenview, Middlefield
$915,000
4 Beds ⋅ 4 Baths ⋅ 24131326 MLS
Nestled on a private, picturesque cul-de-sac in Middlefield, this stunning home offers sweeping panoramic views and unforgettable sunsets, creating a serene country retreat. Inside, the great room impresses with soaring 20-foot ceilings, a striking fireplace, and floor-to-ceiling windows that flood the space with natural light. The first-floor primary suite features elegant 11-foot tray ceilings, a romantic fireplace, a luxurious spa-like bathroom with a large walk-in shower, Jacuzzi tub, and a custom walk-in closet. The open floor plan offers abundant light and space throughout, while the eat-in kitchen is a chef's dream - featuring ample cabinetry, a large center island, and stunning new quartz countertops. Upstairs, you'll find three additional bedrooms and an office with spectacular views. The massive finished basement provides endless possibilities, including a potential in-law suite, with a walk-out slider and half bathroom. Step outside to enjoy the 800-square-foot deck leading to a natural stone patio with a charming arch wall - the perfect setting for a cozy fire pit and outdoor entertaining. This peaceful retreat is beautifully designed for comfort, style, and versatility - all conveniently located while offering the serenity of country living.

7 Greenview, Middlefield

11 Pond Meadow Pl, Middlefield
$711,000
4 Beds ⋅ 4 Baths ⋅ 24128460 MLS
Welcome to this spacious 4-bedroom, 3.5-bath Colonial at the end of a quiet cul-de-sac in the heart of Middlefield. Set on private grounds with extensive landscaping, this home is designed for both comfort and entertaining. Enjoy summers by the in-ground pool featuring a brand-new liner and beautiful patio. Inside, hardwood floors flow throughout the first floor, complemented by crown molding and French doors in the living room.The spacious kitchen is perfect for gatherings, while the family room features a propane fireplace insert for cozy evenings, and sliders showcasing lovely views of the pool and backyard. Upstairs, the primary suite offers 2 walk-in closets and a private bath with built-in cabinetry and additional luxuries. Three additional bedrooms complete the second floor, plus a walk-up attic ready for future finishing. A freshly painted interior, central air, and a finished basement with a full bath add even more comfort and versatility. With a garage wired for EV charging, an outdoor shed, and many updates throughout, this home is move-in ready. Nearby attractions include Lyman Orchards, voted the #1 apple orchard in the nation by USA Today with 45 holes of championship golf, along with Lake Beseck, Powder Ridge Mountain Park & Resort, and Wadsworth Falls Park. Wesleyan University is just 7 miles away. Middlefield offers the best of both worlds: farms, golf, lakes, and nature for a peaceful lifestyle, with restaurants, shopping, and amenities just minutes away.

11 Pond Meadow Pl, Middlefield

110 Lake Shore Dr, Middlefield
$421,000
3 Beds ⋅ 1 Baths ⋅ 24131409 MLS
SELLERS ARE REQUESTING ALL OFFERS BE SUBMITTED NO LATER THAN WEDNESDAY, 10/22/25 AT 5PM. Meticulously Maintained Lakefront Cottage Discover this charming three-bedroom seasonal cottage with stunning views of Lake Beseck-a 100-acre man-made lake perfect for potential year-round enjoyment. Whether you're looking for a seasonal retreat, a full-time residence, or an income-producing rental, this versatile property fits the bill. Inside, an open floor plan creates a bright and airy atmosphere, while updates such as 100 AMP service, baseboard heating, fully insulated attic and 4 year old on demand water heater add comfort and efficiency. Set on .20 acres, the property offers a private patio, covered porch, carport, your own dock, and direct lake access. With no history of flooding, the home is truly turnkey. Location is another highlight-golf courses and ski resorts are just minutes away, offering recreation in every season. And come summertime, enjoy front-row seats to Lake Beseck's spectacular July 4th fireworks display-widely considered one of the best around. Excellent commuter access makes city conveniences easily within reach. Don't miss this rare opportunity to own a beautifully maintained lakefront cottage ready for its next chapter.

110 Lake Shore Dr, Middlefield

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.

How much is your home worth?

Get instant property value now!