Middletown Real Estate

Welcome to Middletown, a vibrant city nestled in the heart of the picturesque state of Connecticut. Known for its rich history and charming atmosphere, Middletown offers a unique blend of urban convenience and small-town warmth. With a population of just over 47,000 residents, this city is celebrated for its strong sense of community and diverse cultural offerings.

Middletown is strategically located along the scenic Connecticut River, providing residents with stunning waterfront views and ample recreational opportunities. The city is home to Wesleyan University, which not only enhances the educational landscape but also infuses the area with youthful energy and a plethora of cultural events, from art exhibits to theatrical performances.

Nature enthusiasts will find solace in the numerous parks and green spaces, including the expansive Wadsworth Falls State Park, where hiking trails and waterfalls create an idyllic escape. The downtown area buzzes with life, featuring an eclectic mix of restaurants, shops, and local businesses that cater to every taste and preference. From cozy cafes to upscale dining, there’s a culinary adventure waiting around every corner.

Middletown’s commitment to community engagement is evident in its year-round events, such as the popular Middletown Farmers Market and the annual Riverfront Recapture Festival, which draws visitors from near and far. With its excellent schools, thriving economy, and welcoming neighborhoods, Middletown is not just a place to live; it’s a place to thrive. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, Middletown offers a diverse range of real estate options to suit your needs. Come explore all that this charming city has to offer!

Newest Listings in Middletown

175 Burgundy Hill Ln Unit 175, Middletown

$140,000

1 Beds ⋅ 1 Baths ⋅ 24221142 MLS ⋅ Peppermill Village BLDG.

Welcome to your next investment gem nestled in the heart of Middletown, CT! This beautifully renovated condo offers a seamless blend of modern convenience and classic charm. Situated on the first floor, this 1-bedroom, 1-bathroom unit provides an ideal living space accented by a spacious living room and dining area illuminated by natural light streaming through sleek sliding doors. The kitchen is a chef's dream, boasting abundant cabinetry perfect for all your storage needs. A brand-new hot water heater installed in 2023 ensures worry-free comfort for you or your tenants. Speaking of which, current lease occupancy not only secures immediate income but also makes it an excellent opportunity for savvy investors looking to expand their portfolio. Forget about parking woes with an assigned spot right outside the door, increasing ease and accessibility. With local amenities nearby and easy access to major routes, this property promises both convenience and connectivity. Whether you're seeking steady rental income or envisioning a future personal haven in thriving Middletown, this property stands ready to fulfill all potential aspirations!

175 Burgundy Hill Ln Unit 175, Middletown

$549,000

3 Beds ⋅ 2 Baths ⋅ 24221076 MLS

Welcome to this To BE BUILT Raised Ranch offering 1,574 square feet of thoughtfully designed living space, featuring 3 bedrooms, 2 full bathrooms and an attached two-car garage. An inviting covered front entry sets the tone for a home that combines classic curb appeal with modern functionality. The main level features an open-concept floor plan with a spacious great room, kitchen with center island and adjoining dining area, creating the perfect setting for everyday living and entertaining. The primary bedroom features a private full bath, while two additional bedrooms and a second full bathroom complete the main level. The finished lower level offers a generous family room with endless possibilities for a home office, recreation area or additional gathering space, along with a dedicated laundry room and convenient access to the two-car garage. Enjoy all the benefits of new construction with a functional layout, attractive exterior and comfortable living spaces designed for today's lifestyle. A wonderful opportunity to make this brand-new home your own!

Lot 1 Coleman, Middletown

$2,495,000

21 Baths ⋅ 24220473 MLS

Investors dream - fully leased with value add potential! 18-unit corner brick building located on Main Street in the heart of Downtown Middletown, steps from gourmet restaurants and boutiques. Originally built in 1850, this 11,232 SQ FT building consists of 17 residential units and one ground level retail space. The retail space is leased to a mobile carrier/retailer through 2028 with annual rent escalation, allowing the new owner to focus on executing on the business plan for the 17 residential units. The building features four rare 2 beds, 2 bath units, seven 1-bedroom units, and six studio apartments. The building is currently fully leased, giving the new Owner an opportunity to capture the incredible rent upside over time while collecting rent income. The building has all separate gas boilers, huge unfinished basement and shared electricity. The units feature great layouts with nice natural light, high ceilings and large bedrooms with good closet space. The current owner has recently replaced some of the units windows, appliances and carpeting. Easy access to route 9 and a short drive/walk to Wesleyan University. This corner brick building is located near the beautiful, historic town center with over 7 walkable blocks of different restaurants and shops, featuring dozens of choices of dining, art, music, entertainment and unique finds. Neighborhood attractions include: Perkatory Coffee Roasters; Eli Cannons Tap Room; The Whey Station; Luce. Become part of this exciting tow

668 Main St, Middletown

$675,000

5 Beds ⋅ 3 Baths ⋅ 1428265 MLS

Welcome to 3 Ruth Street, a charming and well-maintained ranch-style home tucked away on a quiet residential street in Middletown. Offering flexible living space across two levels, this well-maintained home offers the perfect combination of space, convenience, and accessibility. The main level features three bedrooms, hardwood floors, abundant natural light, and comfortable living spaces. The finished lower level significantly expands the home's space, offering two additional bedrooms, a full bathroom, and a large living area, ideal for guests, a home office, playroom, gym, or multi-generational living. With five bedrooms, two full bathrooms, multiple living areas, a two-car garage, and AC! Set on a generous lot with a private backyard, there is plenty of room to relax, entertain, and enjoy Rhode Island's coastal lifestyle. Conveniently located near Naval Station Newport, local beaches, shopping, dining, schools, and downtown Newport, this home offers easy access to everything Aquidneck Island has to offer.

3 Ruth Street, Middletown

$369,900

3 Beds ⋅ 2 Baths ⋅ 24220851 MLS

Welcome to 3 Lyman Drive! From the moment you walk through the door, this 3-bedroom, 1.5-bath Colonial has a way of making you feel right at home. Located in a beautiful, quiet neighborhood, this home offers a comfortable and inviting layout with plenty of space to enjoy. The living room features a cozy fireplace that makes it the perfect place to relax and unwind. The updated kitchen includes newer appliances and opens directly to the dining room, with easy access to the back deck and fenced-in backyard, making it a great space for everyday living and entertaining. Upstairs, you'll find three spacious bedrooms, including a large primary bedroom with a walk-in closet. An additional office or recreation room offers flexibility for a home office, playroom, or extra living space. The unfinished basement provides plenty of storage and the potential for even more finished space down the road. With its welcoming feel, functional layout, and wonderful neighborhood setting, 3 Lyman Drive is the kind of place that truly feels like home. Come see for yourself!

3 Lyman Dr, Middletown

$325,000

2 Beds ⋅ 2 Baths ⋅ 24220803 MLS

Terrific updated home in a quiet and convenient East side location with easy access to highways and the Downtown district. The kitchen is nicely updated with gray cabinets, granite counters/tile backsplash, stainless appliances and a nice large undermount sink. From the dining area there are French doors out to the rear deck that overlooks the nice level rear yard. The main floor has hardwood throughout, except tile in the beautiful modern full bathroom. The lower level has a fireplace, luxury vinyl plank floors, a half bathroom with laundry, and a walk out to the garage. Outside the yard features a garden bed, a large shed and easy maintenance plantings. Solar panels to offset the electrical expense are leased and will transfer with sale. This home is clean and tight, and really is move in ready. Professional photos and floor plan coming soon

333 Bartholomew Rd, Middletown

$584,900

2 Beds ⋅ 2 Baths ⋅ 24220837 MLS ⋅ Sonoma Woods BLDG.

A rare opportunity to own a beautifully appointed, original-owner ranch, just 12 years young! Set on a cul-de-sac with a private backyard, this 1,822-square-foot home offers the ease of one-level living with two bedrooms, a dedicated office, and two full baths. An inviting entry foyer, with a tray ceiling, welcomes you into an open floor plan enhanced by hardwood floors throughout, crown molding, and recessed lighting. The sunroom provides a delightful place to relax, with an atrium door opening to the deck for easy indoor-outdoor enjoyment. The spacious primary bedroom features a generous walk-in closet, while natural gas heating and cooking add everyday convenience. An enormous basement offers exciting potential for future expansion, and a two-car garage completes this appealing home. A seldom-available ranch combining comfort, thoughtful details, and room to grow!

19 Sonoma Ln Unit 19, Middletown

$300,000

2 Beds ⋅ 3 Baths ⋅ 24220233 MLS ⋅ Long Hill BLDG.

Welcome to this inviting two-bedroom townhouse in the scenic Wesleyan Hills community! Hardwood floors extend across both living levels, complemented by updated lighting and an open main-level layout. The living room features a fireplace and sliding doors to a private deck, creating a comfortable setting for relaxing or entertaining. The adjoining dining area connects to the updated kitchen through a convenient pass-through with a granite-topped breakfast bar. Granite countertops also highlight the updated bathrooms. Upstairs, the spacious primary bedroom offers two large closets and its own full bathroom, while the second bedroom features two closets for additional storage. The unfinished basement provides room for storage and potential future living space. A one-car garage and ample guest parking add everyday convenience. Enjoy Wesleyan Hills' walking trails, lakes, ponds, and fountains-all surrounded by a picturesque landscape.

803 Long Hill Rd Unit E, Middletown

$379,900

3 Beds ⋅ 2 Baths ⋅ 24220713 MLS

Welcome to this beautifully renovated, move-in ready colonial that blends classic architectural layout with modern, functional living space. This rare oversized lot could be subdivided. Recently updated, this gorgeous home offers plenty of room to entertain and relax. The Main Level: Step past the inviting front porch into a bright, airy main floor of open and versatile spaces designed for gathering and comfort. A sprawling living room centers the home, flowing seamlessly into the formal dining area perfect for hosting holiday dinners and family gatherings. The kitchen offers wonderful natural light with a breakfast nook and custom floor-to-ceiling cabinets. Sunlit Family Room: Tucked at the back of the home is a spacious family room with wood burning stove, anchored by a full bath and dedicated laundry room. Bonus Sun Room: Bathed in natural light, the attached sunroom serves as a perfect home office, reading nook, or plant oasis. Outdoor Entertaining: The sunroom opens up directly to a massive, custom outdoor deck, ideal for summer barbecues, outdoor lounging, and evening entertaining. The Upper Level: The primary suite provides a true sanctuary with windows that flood the room with natural light. Two additional bright bedrooms offer great closet space and share a pristine, newly updated full bath. This beautifully updated home offers ultimate peace of mind with three high-ticket upgrades: new gas furnace, new hot water heater and rooftop solar panels

66 Durant St, Middletown

$250,000

2 Beds ⋅ 2 Baths ⋅ 24220593 MLS ⋅ West Silver Condominium BLDG.

Welcome to 27 West Silver Street-a turnkey, modern condo offering effortless low-maintenance living just minutes from vibrant downtown Middletown. Spanning 1,138 square feet, this bright and inviting home features a thoughtfully designed open-concept layout. The spacious living room centers around a cozy fireplace and flows directly through sliding glass doors to a private rear deck-the perfect spot for morning coffee, evening relaxation, or casual outdoor dining. The adjacent dining area connects seamlessly to a well-appointed kitchen equipped with full appliances and generous cabinetry. Upstairs, you'll find two generous bedrooms with ample closet space and a full bath, plus a convenient main-level half bath for guests. Rare for condo living, this home includes an attached garage and a dedicated private storage room situated right behind it-ideal for seasonal gear, tools, bikes, and bulky essentials. Additional highlights include efficient gas heating, central air conditioning, in-unit laundry, and low HOA dues. Enjoy unbeatable convenience with immediate access to Route 9, I-91, Middlesex Hospital, Wesleyan University, and Main Street's award-winning dining, boutique shops, and community events. Move right in and enjoy easy living-schedule your private tour today!

27 W Silver St Unit 27, Middletown

$649,000

4 Beds ⋅ 3 Baths ⋅ 24220546 MLS

Your dream home starts here! This house plan is the perfect blend of timeless New England charm and modern-day living! A beautifully designed, TO BE BUILT Colonial offering 2,016 square feet of thoughtfully planned living space, featuring 4 bedrooms, classic architectural details, and the opportunity to make a brand-new home your own. Why settle for an existing home when you can enjoy the benefits of brand-new construction? Don't miss this exciting opportunity to build a beautiful new Colonial with the charm of traditional New England architecture and the comfort and convenience of modern construction.

Lot 3 Coleman, Middletown

$599,999

4 Beds ⋅ 3 Baths ⋅ 24220454 MLS

Beautiful, Bright, Spacious & Move-In Ready! Welcome to this inviting 4-bedroom Colonial in Middletown's desirable Riverbend community! Filled with natural light and abundant windows, this beautiful home provides 2,869 sq. ft. of living space, an open floor plan, dramatic two-story foyer, and two fireplaces. The spacious primary suite features a luxurious ensuite bath with double sinks and a relaxing tub. Enjoy an additional 1,336 sq. ft. of finished walk-out lower-level space, excellent for entertaining, recreation, or a home office. Step outside to a lovely, private backyard featuring a beautiful deck and patio - best suited for relaxing and entertaining. Additional highlights include a two-car attached garage, central air, multi-zone heating, and recently replaced HVAC. Beautifully maintained and in excellent move-in condition, this home provides the perfect combination of space, comfort, natural light, and privacy.

148 Greenview Ter, Middletown

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Middletown Real Estate

Newest Listings in Middletown

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