Middletown CT Real Estate & Homes for Sale

HIGHLY DESIRABLE! OVERSIZED LOT .93 ACRE! HOME TO BUILT TO YOUR PLANS OR OURS!

***OWNER FINANCING FOR LESS THAN BANK RATES!!! FOR QUALIFIED BUYERS *** THIS STUNNING NEW CONSTRUCTION SHOWCASES EXCEPTIONAL QUALITY AND THOUGHTFUL DESIGN, REQUIRING NO UPGRADES!! THE SPACIOUS MODERN KITCHEN FEATURES QUARTZ COUNTERS, A SIX FOOT ISLAND AND $10,000 WORTH OF STAINLESS STEEL APPLIANCES, A 12'x5' BUTLER PANTRY FOR ADDED CONVENIENCE, A FORMAL DINING ROOM AND FRONT TO BACK LIVING ROOM WITH COZY GAS FIREPLACE CREATE A PERFECT SETTING FOR BOTH EVERYDAY LIVING AND ENTERTAINING.UPSTAIRS YOU WILL FIND THREE GENEROUSLY SIZED BEDROOMS, PLUS A BONUS ROOM THAT COULD SERVE AS A OFFICE, PLAYROOM OR ADDITIONAL BEDROOM. THE PRIMARY SUITE OFFERS DOUBLE SINKS, A FREESTANDING SOAKING TUB, GLASS -ENCLOSED SHOWER, AND A LARGE WALK -IN CLOSET. QUARTZ COUNTERS IN BATHS PLUS HARDWOOD FLOORS ARE THROUGHOUT MOST OF THE HOME, ADDING WARMTH AND SOPHISTICATION, ENERGY-EFFICIENT THERMOPANE PELLA WINDOWS, AND CENTRAL AIR ALL SITUATED ON AN OVERSIZED LOT, THE PROPERTY PROVIDES AMPLE SPACE FOR OUTDOOR ACTIVITIES, THIS HOME IS TRULY A PERFECT BLEND OF MODERN LUXURY AND PRACTICALITY.

Step into this generously sized Colonial, offering four spacious bedrooms and a flexible floor plan. The inviting living room flows seamlessly into a formal dining room-perfect for entertaining. Enjoy cooking in the large eat-in kitchen, complete with sliders that lead out to a private deck, ideal for outdoor dining and relaxation. Upstairs, you'll find four well-proportioned bedrooms, providing ample space for everyone. This home was previously a two-family and has been thoughtfully converted to a single-family residence, but offers the potential to be converted back if desired-perfect for multi-generational living or rental income. Located in a convenient neighborhood close to local amenities, this property is full of opportunity!

Discover the timeless charm and boundless potential of 232 Cross St., Middletown, CT! This Colonial-style gem, built in 1942, offers 6 inviting rooms waiting for you to transform into your dream home. Relax by the cozy fireplace in the living room or enjoy memorable meals in the dining room featuring a classic built-in corner cabinet and French doors that open to a wood deck. The kitchen, complete with a mudroom entry, provides convenience, while the 2nd level provides 3 bedrooms and 1 full bath offering comfortable living spaces. The walk-up, partially finished attic presents additional room for your creativity to flourish. Outside, the deck leads to the rear yard, perfect for outdoor enjoyment. There is also a full basement with exterior access. Ample parking for 4 or more cars ensures convenience for you and your guests. Nestled in the Wesleyan University area, this home is just a stone's throw from Middletown's vibrant downtown, where shopping, dining, and entertainment await. Plus, with easy access to Hartford and New Haven, it's a commuter's dream. While it awaits refurbishing to become your personal sanctuary, the possibilities are endless to make this house your new "home sweet home." Act fast-opportunity is knocking!

Nestled in a picturesque setting surrounded by nature, this charming ranch-style home offers the perfect blend of tranquility and convenience. Lovingly and meticulously maintained over the years, this home features gleaming hardwood floors throughout all rooms except the kitchen, adding warmth and character to every corner. A welcoming side porch leads directly into the kitchen-an ideal spot to enjoy your morning coffee while taking in the peaceful wooded backdrop that offers exceptional privacy in the spacious backyard. Inside, you'll find a bright and comfortable layout with central air and public utilities, offering comfort and convenience year-round. A brand-new refrigerator adds a modern touch, and while the home is in move-in condition, it provides a wonderful opportunity for cosmetic updates to make it your own. Massive dry, unfinished basement offers incredible potential for additional living space, storage, or a workshop. Relax on the porch or explore the lush surroundings, this home is a haven for those who appreciate nature and serenity-yet it's just minutes to shopping, dining, and major highways. Don't miss your chance to own this lovingly cared-for home in a truly beautiful location!

Welcome to 10 Silver Street in Middletown! This charming colonial featuring a newer roof, brand new gas boiler, newer windows, wood floors, has been freshly painted and is move-in ready. The main floor boasts an oversized kitchen, a bright living room, a half bath, and a versatile flex space that can be used as an office, additional bedroom, or family room. Upstairs, you'll find three generously sized bedrooms with recently refinished floors and a full bath. Outside, enjoy a back deck perfect for entertaining, a flat, open yard, and a detached garage. Conveniently located just minutes from grocery stores, shopping, and downtown Middletown's fine dining, this home offers both comfort and convenience. Additionally, this property is available as part of a commercial investment package alongside other investor-held properties. Whether you're a first-time homebuyer or an investor looking to expand your portfolio with quality homes, this is an opportunity you won't want to miss!

Packed with character and smart updates, this charming 2-bedroom, 1-bath Colonial offers a fantastic opportunity for first-time buyers, investors, or anyone seeking a manageable and affordable home in a central location. Built in 1900 and offering 871 square feet of well-used space, this home proves that good things really do come in small packages. Inside, you'll find a comfortable and functional layout with a bright living area, spacious bedrooms, and a welcoming kitchen with vintage flair. Recent updates include a newer furnace and hot water heater (2020-2021), so you can enjoy peace of mind and efficient living right from the start. The fully fenced yard is surprisingly spacious, offering room to garden, play, or relax outdoors. There's even room for a swing set, patio, or a furry friend to roam. Off-street parking and a walk-out basement add to the home's practical perks. Whether you're looking to break into homeownership or add a reliable rental to your portfolio, 21 Portland St offers charm, updates, and affordability-all in one neat little package.

Here's your chance to own a home that's full of charm, space, and potential-all in a location that makes daily life a breeze. This lovingly cared-for, two-story home has been in the hands of its original owners and is now ready for someone new to make it their own. Inside, you'll find 1,155 sq ft of comfortable living space with a layout that just makes sense. The first floor features a cozy living room, a kitchen waiting for your personal touch, a full bathroom, and two nicely sized bedrooms. Upstairs offers even more flexibility with a third bedroom and a large room-ideal for a future fourth bedroom, home office, or playroom. There is also plumbing available right in the wall closet on the 2nd floor if you wanted to make another full bath. The upkeep on this house has been top quality. Step outside and enjoy your very own 360 sq ft backyard deck-perfect for relaxing, grilling, or gathering with friends and family. The bathroom has been partially updated, and the unfinished basement offers tons of storage now, or room to finish later as your needs grow. You'll love the convenient location-close to schools, shopping, dining, and with easy access to major routes for effortless commuting. Whether you're ready to roll up your sleeves or prefer to update as you go, this home has the space, layout, and potential to grow with you. Start your homeownership journey here-comfortable, well-located, and full of possibilities!

Welcome to 27 Catherine Street, a lovingly preserved 1924 Colonial nestled in Middletown's North End. Catherine Street is beloved by many, offering the best of both worlds. Just a short walk to downtown and tucked away on a quiet CT cul-de-sac. From the moment you arrive, you're welcomed by the home's front porch with classic tapered columns-an inviting place to enjoy quiet mornings. The architectural features include clapboard siding, fish scale gable and a steep-pitched roofline. Inside, warm hardwood and luxury vinyl floors flow throughout a spacious and bright main level, offering a living room with Jotul wood stove and a formal dining room. The kitchen, updated in 2024, showcases sleek gray cabinets to the ceiling, stainless steel appliances, granite countertops and subway tile backsplash. Four bedrooms offer flexibility for guests, home office, or growing households. A finished walk-up attic provides additional storage or keep it a primary bedroom retreat with a walk-in closet. Use a covered back porch to access the backyard which is fully fenced, ideal for gatherings, gardening, entertaining or pets. Recent updates include a 200-amp electrical upgrade, Rhino Shield exterior paint, newer gutters, new roof and new floors. Timeless charm in the heart of the city!

It's finally here! Ranch style home in South Farms District of Middletown! Highly sought after area, is offering a fully renovated, turn key Ranch home. Kitchen, bathroom completely renovated, original beautiful hardwood floors completely refinished, whole house newly painted, new windows, new front and back storm doors. The only thing the new home owners need to do is move in and make this home your own! The lower level basement is huge with flooring, washer/dryer, utility sink, and fireplace. Add your own ideas to complete. The backyard is spacious and private. Covered raised concrete patio is located off the kitchen and a full one car detached garage is also included. You will not want to miss this one!

This charming 2-bedroom ranch is a comfortable and convenient one-level living experience. Featuring hardwood floors throughout, the home has warmth and character overlooking peaceful farmlands and a view of the rolling hills of Middletown. The large kitchen comes equipped with a breakfast nook and plenty of cabinet space. It has an additional room off the backside, which can be used for an office or extra bedroom. Two bedrooms share a first-floor bathroom with an option to add additional bathroom in the basement. The basement has a one-car attached garage which includes a partially finished basement for extra living space, perfect for a in-law apartment, recreation room, home office, or workout area. Located near public transportation, shopping centers, and a variety of restaurants, this home provides easy access to daily essentials and leisure activities, making it ideal for those seeking a balance of comfort and accessibility.

Welcome to 9 Burr Avenue, a cozy 3-bedroom, 1-bathroom home located in a quiet and welcoming Middletown neighborhood. This charming property offers comfortable living with plenty of potential, including a spacious attic currently used as an additional bedroom. The attic could easily be transformed into extra storage or a future expansion project. Ideally located, this home is within walking distance of Main Street, offering a variety of restaurants, a movie theater, and essential amenities. Middlesex Hospital is just minutes away, and the area is home to excellent schools, making it a perfect spot for families. The peaceful neighborhood provides a safe and secure environment, ideal for outdoor activities or a leisurely evening walk. The Green hosts community events such as concerts and festivals, adding to the vibrant atmosphere. For those who enjoy the outdoors, Harbor Park is just a 10-minute walk, and the beautiful beaches along Route 95 are easily accessible. Wesleyan University is nearby, offering cultural and educational opportunities, while the town's rich history and lively community make it a fantastic place to make your home. With its prime location, peaceful surroundings, and ample potential, 9 Burr Avenue offers the perfect balance of comfort, convenience, and opportunity. Don't miss the chance to make this cozy home yours!

Welcome to 4 Glynn Avenue! Nestled on a quiet cul-de-sac in the heart of Middletown, this beautiful Colonial offers the perfect blend of timeless charm and modern convenience. Featuring three spacious bedrooms and one-and-a-half bathrooms, the home has been thoughtfully renovated. Recent improvements include new windows, a new water heater, updated plumbing and electrical systems, remodeled kitchen and bathrooms, new stainless steel appliances, and refinished hardwood flooring. Upon entry, a bright and welcoming living room sets the tone, flowing seamlessly into the eat-in kitchen, complete with quartz countertops, abundant cabinetry, and modern appliances. Just off the kitchen, a formal dining room provides an elegant setting, ideal for entertaining family and guests. A conveniently located half bathroom completes the main level. Upstairs, you'll find three generously sized bedrooms and an updated full bathroom. All rooms are enhanced by gleaming hardwood floors that bring warmth and character to the space.The walk-up attic has exciting potential for expansion-perfect for a home office, studio, or guest suite.Outside, enjoy peaceful mornings or relaxing evenings on the covered front porch, and take advantage of the level, private backyard-a perfect space for outdoor enjoyment. Ideally located with easy access to Middlesex Hospital, Wesleyan University, downtown Middletown, and a wide array of local amenities, this exceptional property delivers both convenience and community.

Immaculate move-in condition townhouse at the desirable Cambridge Commons community! 2 bedrooms, 1 & 1/2 baths & a full walkout basement. Remodeled kitchen with white cabinets, crown moulding, black appliances, an Eat-in breakfast nook & large bright windows! Kitchen opens up to the dining area & large living room with a fireplace & 2 atrium doors to the deck area. Staircase leads up to 2 bedrooms & the full jack & jill bath. Bathroom has been updated. New carpeting in guest bedroom. Seller has replaced all windows & screen doors in the townhouse. The property is equipped with natural gas heating and central air conditioning. Finished walkout basement with full window is not included in square footage & is heated with an electric fireplace, Roof is new. Washer & dryer in large utility room with plenty of storage. This residence offers great access to shopping centers & major highways. Will not last! Showings start April 20th.

Great opportunity for sweat equity! Last sale in this neighborhood was mid 500's in 2023. Some work started: Roof is 4 years old, a few new windows, chimney recapped, some flooring replaced, but needs someone to make it shine again. Central air not working, deck needs repair & lots of cosmetic work to be completed. 4 bedrooms 2 1/2 baths in main house plus 3 Room in-law apartment in walk-out basement with 5th bedroom, 4th bathroom, 2nd kitchen & 2nd living room. Selling in "as-is" condition.

Conveniently located close to Wesleyan University and just minutes from downtown Middletown, this beautifully updated home offers a perfect blend of comfort and potential. The main level features a spacious primary bedroom with a full bath, providing ease and accessibility. Upstairs, you'll find two additional bedrooms with gleaming hardwood floors. The eat-in kitchen has new SS appliances, subway tile and new flooring. An office or den with cathedral ceilings adds versatility to the layout, ideal for working from home or relaxing in style. Cozy up by one of the two fireplaces on chilly New England nights. With everything updated, this home is move-in ready and full of possibilities!

Welcome to your dream home! This spacious Colonial offers the perfect blend of comfort, style, and convenience. Inside, you'll find a thoughtfully designed layout ideal for both entertaining and everyday living. The main floor features a bright, eat-in kitchen, a formal dining room for special occasions, a cozy living room, a welcoming family room, and a private office - all complemented by a convenient half bath. Upstairs, the home boasts four bedrooms, including a luxurious master suite with a walk-in closet and ensuite bathroom. Storage abounds with multiple closets throughout the home. The finished basement is a true bonus, offering an additional living area, two extra bedrooms, a large storage space, and a full bathroom - perfect for guests or multi-generational living. Outside, enjoy your own personal oasis with a fenced-in backyard, a spacious side yard of equal size, and an inviting Trex deck - perfect for summer gatherings. Take a dip in the above-ground pool or relax on the deck while enjoying the tranquility of this serene setting on a quiet dead-end road. Location is everything, and this home is perfectly situated near walking trails, an elementary school, and offers easy access to highways for commuting. This home truly has it all - space, comfort, versatile living areas, and a prime location. Don't miss your chance to own this exceptional property! Schedule your showing today!

Spacious townhouse in the charming and cozy Beacon Hills condo community. Conveniently located minutes from major highways, public transportation, shopping centers, restaurants, medical facilities, downtown Middletown, and the Wesleyan University campus. The property offered "As Is". Subject to short sale approval. Short Sale Rider & As Is Riders must be included with the Purchase Offer.

Price Reduced! 4 bedroom home in a country setting near elementary school. Close to highway. Propane fired hydro-air heating and cooling. On floor plan. Gas fireplace, oak flooring, walkin closet, tile shower in master suite, main bath. lot size is a flat acre and half with city water, $2500.00 allowance for Appliances. Under construction. estimated completion- June

A single family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Come check it out today!!

Charming Colonial in a Desirable Neighborhood Don't miss this amazing opportunity to own a charming colonial in a highly sought-after neighborhood! Nestled in a peaceful cul-de-sac, this cozy, well-maintained home offers a space efficient floor plan and is part of a planned unit development (PUD). This home also includes a weather protected entrance on an inviting front porch. The first floor features beautiful hardwood flooring, while the second floor offers a spacious primary bedroom and a second bedroom-both with plush wall-to-wall carpeting. Additional highlights include a new roof, newer tankless water heater and a Heatilator gas fireplace, adding warmth and efficiency to this delightful home. The home also has a 1/2 bathroom on the first floor and a full bathroom on the second floor. Enjoy outdoor entertaining on the spacious deck conveniently located off the kitchen, perfect for morning coffee or evening gatherings. This home also features a large two-car garage, providing ample space for vehicles, storage, or a workshop.

Welcome to 515 Hunting Hill Avenue, a charming Cape Cod-style home in the heart of Middletown. This beautifully updated 4-bedroom, 2-bathroom home offers 2,036 sq.ft. of living space with a bright, inviting layout. The living room features a wood-burning fireplace, creating a warm and inviting atmosphere, while the renovated kitchen boasts white shaker cabinetry, quartz countertops, stainless-steel appliances, and plenty of cabinet space for all your storage needs. The main level includes two spacious bedrooms, a full bath, and a dedicated laundry area for added convenience. The second floor features a large primary suite, another bedroom, and the second full bath. An attached one-car garage and a 0.3-acre lot offer both practicality and outdoor space. Centrally located near schools, shopping, dining, and major highways, this home offers the perfect mix of style, space, and accessibility. Don't miss this fantastic opportunity-schedule your showing today!

Set high on Watch Hill, this stunning 3-4 bedroom, 2.5-bath Colonial offers breathtaking views and over 4,382 SqFt of living space on a 1.04-acre lot. The main level features gorgeous hardwood floors, a formal dining room, and a spacious living room with a cozy wood-burning fireplace. The chef's kitchen is a dream, with granite countertops, stainless steel appliances, a wall oven, a glass cooktop, and a large center island with a built-in wine refrigerator. French doors off the kitchen lead to a multi-level deck, perfect for entertaining. A main-level laundry room adds convenience. Upstairs, the primary suite boasts a walk-in closet, whirlpool tub, and stall shower, while two additional bedrooms (plus a bonus craft/bedroom) offer ample space. The Great Room impresses with vaulted ceilings, skylights, and recessed lighting. The finished lower level features a large family room with a second fireplace and sliders to a backyard patio. Additional highlights include an attached 3-car garage and active solar panels. Located near schools, medical facilities, and shopping, this home offers the perfect blend of luxury and convenience. Don't wait-schedule your private tour today!

Beautiful and spacious colonial. Four bedrooms upstairs and a fifth bedroom on the lower level. New roof and HVAC system. Some TLC and it's the perfect home. This is a must see, schedule your showing today!

A must see customized contemporary colonial with ample space and charm. The main level features an updated kitchen with granite countertops, an island, and plenty of cabinetry. The dining area flows into a great room and living room, which extends to a private deck overlooking a fenced backyard. Additional conveniences on the main level include a full bathroom, laundry room, and a second mudroom. The primary level is designed for entertaining. The second level has three sizable bedrooms and a second full bath. The master suite includes a walk-in closet and an ensuite with a Jacuzzi tub. The partially finished basement with a walkout offers potential for further development. The property is equipped with a newer heat pump, central air-conditioning, a new roof, and solar panels for efficient overhead costs. It is conveniently located near commuter lines, Wesleyan, downtown shopping, restaurants, and Middlesex Hospital.