Cromwell Real Estate

Welcome to Cromwell, Connecticut – a hidden gem nestled in the heart of Middlesex County. This charming town seamlessly blends small-town charm with modern conveniences, making it an ideal place to call home. With a population of just over 14,000 residents, Cromwell offers a close-knit community atmosphere while still providing access to the vibrant culture and amenities of nearby cities.

Cromwell boasts a rich history, with roots dating back to the 17th century. The town is characterized by its picturesque landscapes, including scenic parks and the beautiful Connecticut River that runs alongside it. Outdoor enthusiasts will appreciate the numerous recreational opportunities available, from hiking and biking trails to fishing and boating on the river. The popular Cromwell Park features sports facilities and picnic areas, perfect for family outings or community events.

Education is a cornerstone of Cromwell, with a strong emphasis on quality schooling. The Cromwell Public Schools system is highly regarded, offering a range of programs that cater to the diverse needs of students. For those seeking higher education, several colleges and universities are just a short drive away.

Cromwell's location is another standout feature. Situated conveniently between Hartford and New Haven, residents enjoy easy access to major highways, making commuting a breeze. The town is also home to a variety of local shops, restaurants, and entertainment options, ensuring that everything you need is right at your fingertips.

Whether you're drawn to its rich history, beautiful landscapes, or welcoming community, Cromwell is a place where you can truly feel at home. Explore the possibilities and discover why this lovely town is the perfect backdrop for your next chapter!

Newest Listings in Cromwell

$299,900

3 Beds ⋅ 3 Baths ⋅ 24206304 MLS ⋅ Fox Meadows BLDG.

It's what you've been waiting for! Large and spacious townhouse at an incredible price. 3br/2.5 bath end unit with 1,744 sq ft. Three full levels of living space. Kitchen includes newer stainless steel refrigerator and dishwasher, main level 1/2 bath, 2nd level laundry with newer washer and dryer, private 3rd level 14 x 14 bedroom/office/study complete with walk-in closet and full bath. Living room sliding door leads to a large new wood deck, perfect for relaxing or entertaining. There's an enormous tuck-under garage with plenty of storage space, workshop space and mechanics room. Newer hot water tank in 2024. Newly replaced wood front steps open to a spacious 2-story-high entry. Bring your paint swatches, your updating-ideas and some elbow grease to make this the home you've dreamed of. Convenient to shopping, local restaurants, routes 91 & 9 and everything central Connecticut has to offer.

11 Wynwood Dr Unit 11, Cromwell

$279,999

3 Beds ⋅ 3 Baths ⋅ 24209292 MLS ⋅ Cromwell Hills Condo BLDG.

Welcome to 29 Margo Ct - a fully renovated end-unit townhouse offering elevated finishes, modern design, and true move-in-ready convenience. This 3-bedroom, 2.5-bath home has been thoughtfully updated throughout with top-of-the-line finishes, high-end appliances, stylish fixtures, and quality craftsmanship. The open-concept main level creates an effortless flow between the living, dining, and kitchen areas, making the home ideal for both everyday living and entertaining. As an end unit, the home enjoys an abundance of natural light and added privacy. Every detail has been carefully selected to create a sophisticated, turnkey living experience without the work or expense of renovating. Ideally located in Cromwell with easy access to shopping, dining, major highways, parks, and recreation, this is a rare opportunity to enjoy a beautifully finished home in a convenient location. Simply move in, unpack, and enjoy everything this exceptional property has to offer.

29 Margo Court, Unit 29, Cromwell

$389,900

3 Beds ⋅ 2 Baths ⋅ 24209987 MLS

Updated 3 BR/2BA Colonial with a Dream Backyard! Enjoy a remodeled kitchen including granite countertops. Laundry room conveniently located off kitchen. Comfortable spacious dining room & living room with sliders to a beautiful outdoor oasis. Featuring a new deck, paved patio, gazebo, sprawling lawn, fenced in area & storage shed. Relax in the Primary Bedroom sanctuary with vaulted ceiling, walk-in closet & private balcony. Improvements: New Roof - 2020 with 50 year transferable warranty; Upper Bathroom remodel - 2018; New Carpeting - 2023; New trex Deck - 2022; New Washer/Dryer, Refrigerator, dishwasher - 2023. Minutes from highways & shopping. This is the one you have been waiting for!

68 Evergreen Rd, Cromwell

$499,900

3 Beds ⋅ 2 Baths ⋅ 24209715 MLS

Catch a beautiful sunset on Sunset Drive! This remodeled ranch-style home offers spacious one-level living, modern updates, and an exceptional outdoor setting on a cul-de-sac! The main level features 3 bedrooms and 2 full bathrooms, hardwood floors, including a private primary suite with a completely remodeled en suite bathroom (2025). The second full bathroom was fully remodeled (2023) and features a bathtub. The kitchen was completely remodeled (2020) with quartz counters, while the inviting front living room provides a separate space to relax, read, or unwind. At the rear of the home, a stunning sunken family room was also remodeled (2026) and features a skylight and an entire wall of windows overlooking the walkout patio, large gazebo, and expansive fully fenced backyard. A convenient mudroom with main-level laundry adds functionality. The finished basement provides additional recreation space, while the attached 2-car garage with new doors (2026) offers excellent convenience and storage. Major updates include a new roof (2024), new central air condenser and coil (2026), 10 new windows (2023 & 2026) and new attic insulation (2019). Natural gas heating adds to the home's efficiency and comfort. Located close to TPC River Highlands, home of the Travelers Championship PGA event, half mile from Watrous Park, and quick commute to the CT River, I-91 and Route 9. A truly move-in-ready ranch with space, updates, and an outdoor setting designed for enjoying home!

10 Sunset Dr, Cromwell

$495,000

3 Beds ⋅ 2 Baths ⋅ 24209167 MLS

19 Winthrop Boulevard in Cromwell is a dazzling, fully transformed gem that radiates elegance from every angle. Completely updated inside and out, this spectacular home blends modern sophistication with timeless comfort. The interior shines with refined finishes and thoughtful upgrades, while the exterior boasts a beautifully fenced, level lot that feels like a private oasis. An enclosed bonus room off the back opens to a charming patio, creating a seamless extension of living space perfect for relaxing or entertaining. Nestled in one of Cromwell's most desired locations, this property offers a rare combination of style, convenience, and undeniable curb appeal-an exceptional home that truly stands out. The adjectives abound. Simply a can't miss. Book your Showings today.

19 Winthrop Blvd, Cromwell

$310,000

3 Beds ⋅ 3 Baths ⋅ 24209446 MLS ⋅ Fox Meadows BLDG.

Welcome to Fox Meadow! This spacious 3 bedroom, 2 bath townhouse offers a comfortable and versatile layout with plenty of natural light and desirable features. The private 3rd floor bedroom is a standout, featuring a full bath, walk-in closet, and skylight-perfect for a private retreat, guest suite or home office. The primary bedroom offers generous closet space and private access to the bathroom, while the additional bedroom provides ample closet space and plenty of sunshine. Convenient 2nd floor laundry is located close to bedrooms. Inviting living room features a cozy fireplace and opens onto a private deck. The eat-in kitchen includes a breakfast bar and plenty of natural light. Additional updates include some fresh paint, newer hot water heater and central a/c . This is a wonderful opportunity to enjoy a comfortable townhouse living in one of the most sought-after complexes!

47 Woodbridge Ln Unit 17C, Cromwell

$259,900

2 Beds ⋅ 2 Baths ⋅ 24207971 MLS ⋅ Cromwell Hills Condo BLDG.

Welcome to this beautifully maintained 2-bedroom, 11/2-bath townhome in desirable Cromwell Hills Phase 2! Filled with natural light, this inviting home offers comfortable living spaces and thoughtful features throughout. The main level offers a bright, welcoming setting for everyday living and entertaining. Step outside onto one of two decks or enjoy the private patio, perfect for morning coffee, relaxing, or gathering with friends. The finished basement adds valuable living space and offers a wonderful opportunity for a family room, home office, gym, or hobby area. Sliding glass doors provide walkout access directly to the patio, bringing in even more natural light and creating an easy connection to the outdoors. Residents of Cromwell Hills enjoy community amenities including a pool and tennis courts, adding to the appeal of this convenient and well-established neighborhood. Ideally located close to shopping, dining, major highways, and area amenities, this lovely townhome offers the perfect combination of comfort, convenience, and low-maintenance living. Move-in ready and lovingly cared for, this is a wonderful opportunity to make Cromwell Hills your new home!

14 Cheryl Ct Unit 51B, Cromwell

$599,000

4 Beds ⋅ 3 Baths ⋅ 24208083 MLS

Welcome to 10 Wexford Lane, a home designed to be enjoyed as much outside as it is in. Set at the end of a cul-de-sac on just over an acre, this spacious Colonial offers inviting gathering spaces, flexible rooms and a backyard that turns staying home into something special. Inside, wide-board wood floors add warmth and character, while two fireplaces create cozy places to settle in. The dramatic family room features a cathedral ceiling and floor-to-ceiling stone fireplace, and the bright eat-in kitchen with new appliances overlooks the outdoor living spaces. A large, versatile first-floor room easily adapts as a home office, guest space, den or combination of uses, with sliders opening to its own private deck. Upstairs are three bedrooms, including the primary suite, plus a former fourth bedroom beautifully transformed into an impressive walk-in closet and dressing room. Outside, make the most of warmer days with a heated in-ground pool, spa, expansive brick patio and gazebo, while the half-court basketball setup adds another place to play and gather. With a 3-car garage, full basement and plenty of room to live, work, entertain and unwind, this is a home that makes it easy to love where you live-inside and out. Convenient to River Highlands State Park, TPC River Highlands, shopping, dining, Middletown and major commuter routes.

10 Wexford Ln, Cromwell

$399,900

4 Beds ⋅ 2 Baths ⋅ 24207836 MLS

This home offers exceptional potential, space, character, and versatility in a desirable location. Featuring 4 spacious bedrooms and 2 full bathrooms, the flexible layout includes a kitchen open to the dining area, a separate living room with brick fireplace, and a den that could be converted into a first-floor bedroom. A standout feature is the large sunroom addition, surrounded by windows and skylights for abundant natural light and complete with a wood-burning stove-perfect for relaxing or entertaining year-round. Wide-plank hardwood floors add warmth and character, with hardwood also beneath the carpeting in two rooms. Outside, a spacious 21/2-car garage provides ample parking, workspace, and loft storage, while the two-level shed/outbuilding offers excellent potential for a workshop, studio, hobby area, or additional storage. The full basement provides even more space for recreation, storage, or a home gym. Located within walking distance of the golf course, the property offers convenient access to outdoor recreation. While the home is ready for updating, important improvements have already been made, including a newer furnace, newer oil tank, and central air conditioning. With generous living spaces, natural light, hardwood flooring, multiple gathering areas, and abundant garage and outbuilding space, this property provides an excellent foundation to create a truly special home.

17 Greendale Ave, Cromwell

$315,000

3 Beds ⋅ 1 Baths ⋅ 24207114 MLS

Attention investors, contractors, and handy buyers! Opportunity awaits at 29 Shadow Lane in one of Cromwell's most desirable locations. This home is ready for someone with vision to bring it back to life and unlock its full potential. Conveniently located just down the road from TPC River Highlands, home of the Travelers Championship, with easy access to shopping, dining, highways, and everything Cromwell has to offer. Whether you're looking for your next investment, renovation project, or a home to make your own, this property offers plenty of possibilities in an incredible location. Property is being sold as-is. Potential short sale. Contingent upon bank approval. More photos coming soon

29 Shadow Ln, Cromwell

$169,900

1 Beds ⋅ 1 Baths ⋅ 24206783 MLS ⋅ Woodland Heights BLDG.

Move-in ready 2nd-floor END unit in Cromwell's desirable Woodland Heights! This freshly updated 1BR/1BA condo has been beautifully refreshed with brand new paint throughout and fresh flooring - carpets have even been freshly steamed - so all you have to do is unpack. The open, light-filled layout offers easy-care living plus a private deck to relax on. Extra storage is available in the basement, perfect for seasonal items and belongings. Enjoy resort-style HOA amenities including an in-ground pool and a scenic walking trail that wraps around the complex, ideal for morning walks or evening strolls. Prime Cromwell location close to shopping, dining, and major highways for an easy commute - plus you're just minutes from TPC River Highlands, home of the PGA TOUR's Travelers Championship, for golf lovers! Heat and hot water are included in the low HOA fee for truly low-maintenance, worry-free living. This one checks every box - don't miss this fantastic opportunity, schedule your private showing today!

128 Woodland Dr Unit 128, Cromwell

$449,900

3 Beds ⋅ 2 Baths ⋅ 24205824 MLS

You'll fall in love with this beautiful 3-bedroom, 1.5-bath oversized ranch-style home with large garage, private backyard, pool, and so much more! Welcome to 14 Alexander Drive in Cromwell, where main-floor living is truly at its finest. This move-in-ready home features an open-concept living and dining area with beautiful hardwood flooring, a large picture window, and fireplace. The kitchen offers stainless steel appliances, granite countertops, and ample white cabinetry. You'll also find three bedrooms, a full bath, half bath, main-level laundry, and a large family room with built-ins leading to a sunroom with large sliders overlooking the private backyard, patio, deck, and pool-perfect for relaxing or entertaining. The basement offers even more possibilities for a game room, exercise room, recreation space, or additional storage. Additional features include a newer furnace, newer central air system, newer windows, newer shower, hardwood flooring, and plenty of extra storage in the large garage/basement. Centrally and conveniently located near schools, parks, shopping, and TPC River Highlands Golf Course, this is truly a great place to call home!

14 Alexander Dr, Cromwell

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