Middletown Homes for Sale

Welcome to Middletown, Connecticut—a charming city nestled in the heart of Middlesex County, where history meets modern living. Known for its vibrant arts scene, diverse community, and rich cultural heritage, Middletown offers a unique blend of suburban comfort and urban excitement. With its picturesque downtown area lined with eclectic shops, cozy cafes, and delightful restaurants, residents enjoy a lively atmosphere that fosters connection and creativity.

Middletown is home to several parks and recreational facilities, making it perfect for outdoor enthusiasts and families alike. The scenic Connecticut River provides ample opportunities for boating, fishing, and picnicking, while the nearby Wadsworth Falls State Park offers beautiful hiking trails and stunning waterfalls. Education is a priority here, with well-regarded public schools and institutions like Wesleyan University contributing to the city’s intellectual vibrancy.

If you’re considering making Middletown your home, you’re in luck! The real estate market is brimming with opportunities. From charming historic homes that exude character to modern townhouses and spacious family residences, there’s something for everyone. Whether you’re a first-time buyer or looking to upgrade, the homes for sale in Middletown cater to a variety of tastes and budgets.

Explore the inviting neighborhoods, and discover the perfect place to call home in this delightful city. With a welcoming community and a rich tapestry of amenities, Middletown is not just a place to live—it’s a place to thrive. Don’t miss your chance to be part of this vibrant city!

Newest Middletown Homes for Sale

$415,000

3 Beds ⋅ 2 Baths ⋅ 24204682 MLS

This home is located in a sought-after section of Westfield near the Cromwell town line convenient to highways.Vaulted ceilings in the living room/family room/dining area create a bright modern feeling perfect for entertaining. All are connected to an eat-in kitchen where you can sit at the island and keep the cook company. The two bedrooms are both comfortable retreats. The lower level has a large third bedroom with privacy for guests or teens. You'll enjoy the extra room with a full walk-out ideal for games, exercise, parties and gatherings. All this within minutes of commuter highways, shopping, and recreation. You'll love to call this home!

55 Moss Gln, Middletown

$119,000

1 Beds ⋅ 1 Baths ⋅ 24204389 MLS

*** BRAND NEW MOBILE HOME - Modern, Stylish & Ready for You! *** Be the first to call 500 Washington Street #9 home! Located in Middletown Mobile Home Park, this brand-new 1-bedroom, 1-full-bath mobile home offers fresh, modern living with everything new from the start. A welcoming 6' front porch adds charm and the perfect spot to relax outdoors. Inside, enjoy a bright, thoughtfully designed interior featuring a beautiful kitchen with new stainless steel appliances, including refrigerator, dishwasher, microwave/hood vent, and upgraded smooth-top electric range. With 200-amp electrical service and an efficient, easy-to-maintain layout, this home offers comfort, convenience, and the peace of mind that comes with owning brand new. Mobile home scheduled to be delivered onsite October 9, 2026, with anticipated move-in availability October 30, 2026. Why renovate when you can start fresh? Don't miss this opportunity to be the very first owner-schedule your showing and make #9 yours! ***Note: Home to be delivered and installed onsite. Sketch is a rendering of the New Mobile Home Model. Colors and Details may differ. New Mobile Home on Pad Site - Taxes to be determined. Purchaser to verify with local municipality.***

500 Washington St Unit #9, Middletown

$135,000

2 Beds ⋅ 2 Baths ⋅ 24204426 MLS

*** BRAND NEW 2-BEDROOM, 2-BATH MOBILE HOME - Fresh, Modern & Ready for You! *** Welcome to 500 Washington Street #6 in Middletown Mobile Home Park! Be the first to call this brand-new 2-bedroom, 2-full-bath mobile home yours. Designed with modern comfort and easy living in mind, this beautiful home offers a fresh, stylish interior and the peace of mind that comes with owning brand new. At the heart of the home is a beautifully appointed kitchen featuring elegant Glacier Quartzite countertops and new stainless steel appliances, including refrigerator, dishwasher, microwave/hood vent, and upgraded smooth-top electric range. The desirable 2-bedroom, 2-bath layout provides added privacy and flexibility-perfect for a guest room, home office, or additional living needs. Additional features include 200-amp electrical service and an efficient, low-maintenance design. Mobile home scheduled to be delivered onsite October 9, 2026, with anticipated move-in availability October 30, 2026. Everything is new, and all that's missing is you! Don't miss your opportunity to be the very first owner-schedule your showing and make #6 your new home! ***Note: Home to be delivered and installed onsite. Sketch is a rendering of the New Mobile Home Model. Colors and Details may differ. New Mobile Home on Pad Site - Taxes to be determined. Purchaser to verify with local municipality.***

500 Washington St Unit #6, Middletown

$349,000

3 Beds ⋅ 2 Baths ⋅ 24204544 MLS

Welcome home to this beautifully updated property tucked away on a quiet cul-de-sac offering privacy, ample parking, and a spacious backyard perfect for relaxing, entertaining, or enjoying the outdoors. Inside, you'll find an updated and upgraded kitchen and bathrooms, complemented by newer vinyl windows and a newer roof for added peace of mind. A large two-car garage provides plenty of room for vehicles along with valuable additional storage. Conveniently located near the Cromwell/Middletown line, this home is a commuter's delight with easy access to Route 9, Route 372, and I-91. Enjoy being just minutes from restaurants, shopping, supermarkets, Wesleyan University, Wadsworth Falls State Park, Powder Ridge Park and Resort and many other area amenities. Offering a great combination of privacy, convenience, updates, and accessibility, this home is ready for its next chapter. AS-IS sale. Inspection for buyers' information only.

17 E Lake Pl, Middletown

$749,900

4 Beds ⋅ 3 Baths ⋅ 24204169 MLS

NEW CONSTRUCTION MODERN COLONIAL Beautiful 4-bedroom, 21/2-bath Modern Colonial privately situated on 1.8 acres of rolling country hills. Currently under construction & not yet complete. Exterior features include vinyl siding, Harvey windows, architectural shingles, Trex front porch with white railings, & paved driveway not yet complete. The lot will be professionally graded, topsoiled, and seeded. The approximately 2,232 sq. ft. home features 31/4" natural-finish white oak flooring, tile baths, square-edge flat trim, recessed lighting, & inset floor registers. The kitchen offers white shaker cabinets, quartz counters, navy-blue eat-at island, stainless farmhouse sink, built-in hood, propane stove, & an appliance allowance. The family room features a gas fireplace. The primary suite includes a coffered ceiling with crown molding, walk-in closet with custom shelving,& bath with double vanity, quartz counter, and walk-in rain-head shower. Four bedrooms include a flexible 4th bedroom/bonus room, plus second-floor laundry. Additional features include white bathroom vanities, quartz bath counters, hydro-air heating/cooling, Insta-hot combination boiler/hot water system, 200-amp service, well & septic, oversized 2-car garage with openers, unfinished basement, and Trex rear deck. Adjacent 2.8-acre lot also available, with plans for a home in the same Modern Colonial style. AI-enhanced photos of anticipated finished home/landscaping- actual appearances may vary

85 Freeman Rd, Middletown

$499,999

3 Beds ⋅ 3 Baths ⋅ 24203636 MLS

This Dutch style Colonial offers a perfect blend of traditional charm and the airy feel everyone is looking for. From the moment you step inside, you see the open floor plan, creating a seamless flow that's well suited for quiet weeknights or for hosting a crowd. Access the multi-level deck off the back of the family room for outdoor enjoyment. The beautifully updated kitchen features stylish finishes and plenty of prep space for the home chef. The first floor is complete with an oversized full bathroom, and convenient mudroom space between kitchen and garage. On the second floor, a generous primary bedroom with great closet space is on one side of the hallway, with 2 secondary bedrooms on the other. A large bathroom with jetted tub and double sinks allows space for everyone's morning routine. The layout provides incredible flexibility, including a fourth bedroom located in the finished walkout lower level. With access to a full bath, this space serves as a private and comfortable guest suite or home office. The lower level adds significant versatility to the home with its laundry area, rec room with wet bar and slider that walks out to the lower-level patio with hot tub. Situated in a prime Middletown location, you're just moments away from the local park and Moody elementary school. With quick access to the highway the commute to work is a breeze. This home is ready for its next chapter!

141 Cimarron Rd, Middletown

$369,999

3 Beds ⋅ 2 Baths ⋅ 24196726 MLS

Welcome to 123 Fisher Rd, a charming 3-bedroom, 2-bath Cape offering a flexible floor plan and plenty of space to suit today's lifestyle. One of the home's standout features is the main-level bedroom, which is currently being used as an additional living space. This versatile room provides an excellent opportunity for a family room, home office, den, or comfortable first-floor bedroom depending on your needs. The main level offers a welcoming flow between the living areas, kitchen, full bathroom, and flexible bonus space. Upstairs, you'll find additional bedrooms that provide privacy and room for family or guests. With two full bathrooms and a traditional Cape layout, the home offers both functionality and flexibility. Located in a convenient Middletown setting, 123 Fisher Rd is close to everyday amenities, shopping, dining, parks, schools, and major roadways. Schedule your showing today before it's too late!

123 Fisher Rd, Middletown

$454,900

3 Beds ⋅ 2 Baths ⋅ 24203125 MLS

This charming three-bedroom, one-and-a-half-bath English Tudor sits on a landscaped corner lot and offers a wonderful mix of classic details and modern updates. The beautifully updated kitchen features white and gray cabinetry, quartz countertops, a farmhouse sink, breakfast bar, stainless steel appliances, and plenty of storage and workspace. From there, the layout flows into the dining room with its original corner hutch, followed by a tiled sunroom that leads out to the patio. The living room features hardwood flooring, built-in bookcases, and a wood-burning fireplace. A convenient half bathroom completes the main level. Upstairs, you'll find a primary bedroom with a walk-in closet, two additional bedrooms, and a tastefully renovated full bathroom. Approximately 430 square feet of finished space in the lower level includes a family room with a bar, workshop, laundry room with a utility sink, and additional storage. The property also includes a detached two-car garage and paved driveway.

147 Old Mill Rd, Middletown

$399,900

3 Beds ⋅ 2 Baths ⋅ 24200766 MLS

Oversized Ranch with Incredible Outdoor Living! This 3 Bedroom, 2 full Bath home offers 1,236 sq. ft., a mighty 2-car attached garage, and a picture-perfect backyard oasis! The inviting foyer opens to an expansive Living Room/Dining Room combination featuring an attractive gas fireplace and sliders to an amazing deck, patio, and backyard. The bright, spacious eat-in Kitchen captures the morning sun and offers a generous breakfast nook and plenty of counter space. The laundry is conveniently located at the far end of the Kitchen. Down the hall are 3 good-sized bedrooms and a welcoming full bath. The Master Bedroom Suite features crown molding, a Master Bathroom with a walk-in shower, and a walk-in closet. Step outside to a sprawling 30' x 15' deck/patio plus an adjacent 12' x 9' patio, creating an exceptional retreat for relaxing or entertaining. The large, flat backyard gives you plenty of room to enjoy it all! The 30' long, cozy front porch is another perfect spot to relax and watch the sunrise. The basement is huge, completely open, ready for finish (Family Room, Game Room, Work Shop). Comfort and efficiency come from 2 split units for heating and A/C, plus a newer heat pump for efficient heating, cooling, and improved electric bills. There are also select baseboard units and radiant ceiling heat, with the split units providing the greatest efficiency. City water and sewer complete the package. The home you've been waiting for! Highest/Best offers by Sun, Sept. 6, 7:00 PM.

65 Murray St, Middletown

$110,000

3 Beds ⋅ 1 Baths ⋅ 24202339 MLS

Bring Your Vision to Life! This 3-bedroom single-family home offers approximately 1,300 square feet of living space and is situated on a quiet dead-end street. Featuring a cozy backyard and a layout with plenty of potential, this property is an excellent opportunity for buyers looking to renovate and create a home tailored to their style. With some updating and TLC, this home has the potential to truly shine. A great opportunity for a homeowner, investor, or renovator looking to add value and make it their own. Sold AS-IS

17 Miller St, Middletown

$1,200,000

3 Beds ⋅ 4 Baths ⋅ 24202531 MLS

A one-of-a-kind custom-built new construction home that must be experienced in person to be appreciated. This modern contemporary farmhouse-style ranch sits on 2.38 acres of private land, positioned at the end of a cul-de-sac on a private road. From the moment you arrive, the exterior makes a lasting impression. Stone walls frame the driveway, guiding you past a thoughtfully designed approach w/a waterfall element & circular drive. The home's facade showcases board & batten siding, stone & striking black windows, gutters & trim. A covered front entry with a custom-built on-site front door & oversized 10-ft garage doors complete the curb appeal. Inside, every detail has been carefully designed & executed. Custom paneled walls conceal hidden features, including a discreet foyer closet & a hidden half bath accessed through the paneling along w/built-in storage for convenience. The open-concept living space is breathtaking, highlighted by soaring ceilings, exposed beams & a stunning central fireplace that anchors the home. The chef's kitchen is both beautiful & functional, featuring high-end cabinetry, a farmhouse sink, a large center island w/waterfall quartz edges & additional storage below. 1 wing of the home includes 2 guest bedrooms, a full bath & a cleverly enclosed laundry area finished walnut, keeping it completely out of sight. The primary suite offers a luxurious bath w/a walk-in shower, double vanities, walk-in closet, & a unique double-seater, lay-down soaking tub.

145 Monarca Dr, Middletown

$114,900

2 Beds ⋅ 1 Baths ⋅ 24201126 MLS

*** Remodeled Home in Middletown Mobile Home Park *** Welcome to 500 Washington Street #4, a beautifully refurbished 1986 Peerless Supra offering fresh, move-in-ready living in a convenient Middletown location. This 14' x 60' home features 840 sq. ft., 2 bedrooms and 1 full bath, with extensive updates throughout. The brand-new kitchen shines with quartz countertops, new cabinetry, refrigerator, electric range, sink and faucet. Enjoy new flooring throughout, fresh interior paint, new closet doors and a new front door. The remodeled bath features a new tub/shower insert, vanity and toilet. Additional improvements include a brand-new central A/C system, new electrical line, added insulation, new skirting and stairs, plus new washer/dryer hookups. Thoughtfully refreshed from top to bottom, this inviting home combines modern finishes, comfort and low-maintenance living. Move right in and enjoy - Schedule your private showing today! (On new pad site - taxes to be determined. Purchaser to verify with local municipality.)

500 Washington St Unit #4, Middletown

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