Between $300,000 - $400,000 Middletown CT Real Estate, Homes, Condos for Sale

3 Beds ⋅ 2 Baths ⋅ 24194943 MLS

Move right in! 34 Franklin Street is a well-cared-for Middletown split-level offering 3 bedrooms, 1 fully renovated bath, and 966 sq ft of comfortable living. Highlights include hardwood flooring, an eat-in kitchen with sliders to a huge covered deck, and a spa-style bathroom with a walk-in shower, built-in seat, and skylight. Outside, enjoy a private, fenced 0.16-acre yard with mature trees and a storage shed - plenty of room to garden, play, or entertain. Forced-air heat, central air, and durable vinyl siding keep maintenance simple. Zoned for Farm Hill Elementary (0.5 mi) and Woodrow Wilson Middle School, with quick access to downtown Middletown and major routes. Priced to move and ready for its next owner - schedule a showing today.

34 Franklin St, Middletown

$394,500

3 Beds ⋅ 2 Baths ⋅ 24195917 MLS

Welcome to 45 Annette Place! This beautifully maintained home is truly move-in ready and has so much to offer. The updated kitchen features granite countertops, stainless steel appliances, and recessed lighting, creating a bright and modern space. Hardwood floors flow throughout the living room and bedrooms, adding warmth and timeless appeal. The partially finished basement provides additional living space and is complete with a cozy pellet stove-perfect for relaxing year-round. Need room for vehicles, hobbies, or storage? The impressive 3-car garage offers endless possibilities. Outside, you'll be welcomed by beautifully landscaped grounds that add exceptional curb appeal and create a wonderful outdoor setting to enjoy. This is a home you'll be proud to own!

45 Annette Pl, Middletown

$352,500

4 Beds ⋅ 2 Baths ⋅ 24194795 MLS

Turnkey investment opportunity! Well-maintained two-family with both units fully rented, providing immediate rental income. Each unit offers 2 bedrooms, separate utilities, natural gas heat, and spacious layouts. Level lot with ample off-street parking in a highly convenient location near Middlesex Hospital, Wesleyan University, downtown Middletown's restaurants and shopping, and major highways including Routes 9, 17, and I-91. A great addition to any investment portfolio!

20 Cooley Ave, Middletown

$385,000

3 Beds ⋅ 2 Baths ⋅ 24193289 MLS

Welcome home to this beautifully remodeled 3 bedroom, 2 full bath home that's truly move in ready! Enjoy relaxing on the inviting front porch or entertaining in the fenced backyard. The updated kitchen features stainless steel appliances, plenty of cabinet and counter space, and room for meal preparation. The spacious living room offers a cozy fireplace and new flooring, creating a warm and inviting atmosphere. The finished lower level provides additional living space with two finished rooms, a full tiled bathroom, and a laundry area with washer and dryer. Perfect for a family room, home office, gym, playroom, or guest space. Recent updates include central air, windows, flooring, fenced backyard, along with many additional improvements. This home is conveniently located near shopping, restaurants and parks and offers the perfect combination of comfort, style, and convenience. Don't miss your opportunity to make this beautiful home yours!

49 George St, Middletown

$334,500

3 Beds ⋅ 1 Baths ⋅ 24194926 MLS

Welcome to 67 Butternut, a charming home that offers comfort, character, and convenience. The main level features a bright, open kitchen with stainless steel appliances that flows seamlessly into the inviting living room, creating the perfect space for everyday living and entertaining. Beautiful hardwood floors extend throughout the home, adding warmth and timeless appeal. Upstairs, you'll find the comfortable bedrooms and a full bathroom. Ideally located just minutes from grocery stores, parks, shopping, dining, and major conveniences, this home combines charm with an unbeatable location.

67 Butternut St, Middletown

$395,000

3 Beds ⋅ 3 Baths ⋅ 24194117 MLS

Welcome home to this charming property located at the end of a peaceful cul-de-sac. This residence features three bedrooms, including a primary bedroom with an ensuite full bathroom. There are two updated full bathrooms in total, along with a convenient half bath. As you enter, you'll notice the gleaming hardwood floors that flow throughout the main living areas. The kitchen is thoughtfully designed with granite countertops, maple wood cabinets, and stainless steel appliances, offering a great setup for everyday cooking. The dining area seamlessly connects to the cozy living space, which features a gas fireplace and a mini-split system, providing an additional heating and cooling option for year-round comfort. From the dining area, sliding doors open to a patio with Trex decking, complete with a retractable awning, perfect for providing shade when needed and easily rolled back for sunny days. The two-car garage provides direct access to a finished basement area that includes a half bathroom and laundry facilities, enhancing the home's functionality. Energy-efficient solar panels ensure excellent coverage, leading to no current electric bill. Step outside to discover a private walking path accessible right from your backyard. This home is fully move-in ready, waiting for you to create lasting memories.

3 Yellow Pine Cir, Middletown

$365,000

2 Beds ⋅ 2 Baths ⋅ 24191334 MLS

***Highest and Best by Monday July 27th at 50pm***Turnkey two-family investment opportunity on a quiet residential street in Middletown. Built in 1900 and offering 1,654 sq. ft. across two self-contained units, this property brings in reliable rental income with minimal upkeep thanks to durable vinyl siding and an architectural shingle roof. Combined the units offer 2 bedrooms and 2 full baths, plus additional flex space in each unit ideal for a home office or storage. The upstairs unit's primary bedroom includes its own walk-in closet, and each unit has private laundry hookups - a major draw for tenants. Recent updates include new luxury vinyl plank flooring and a modern kitchen island in one unit, while the other retains warm hardwood floors and classic charm. Large double-hung windows keep every room bright. Each unit enjoys its own private deck, and parking accommodates up to 4-6 vehicles across two parking areas. The 0.19-acre lot also includes a shared, fenced backyard.

200 E Ridge Rd, Middletown

$370,000

3 Beds ⋅ 2 Baths ⋅ 24190857 MLS

Beautifully maintained ranch offering the perfect blend of comfort, style, and functionality! This move-in-ready home features 3 spacious bedrooms and 2 full bathrooms, including a generous primary suite with a private en-suite bath. The bright and inviting living spaces are ideal for both everyday living and entertaining. A true highlight of the home is the stunning full-glass sunroom overlooking the expansive backyard, creating the perfect space to enjoy your morning coffee, unwind after a long day, or host family and friends year-round. An attached one-car garage and enclosed patio provide additional flexible space for entertaining, hobbies, or relaxing in every season. Conveniently located with central air conditioning and a thoughtfully designed layout, this home offers comfort, versatility, and pride of ownership throughout. Whether you're a first-time homebuyer, looking to downsize, or searching for your next home, this exceptional property is ready to welcome its new owners. Don't miss this incredible opportunity-schedule your private showing today!

417 Mile Ln, Middletown

$365,000

3 Beds ⋅ 2 Baths ⋅ 24187059 MLS

Tucked at the quiet end of a cul-de-sac on a level half-acre, this move-in ready split level delivers the one thing that's hard to find: it's already done. Extensively remodeled in 2018, the home blends timeless finishes with the kind of major updates buyers hope for but rarely get. A bright kitchen with granite counters and stainless appliances opens to warm, refined living space, where hardwood floors carry through and the baths have been tastefully reworked. The improvements extend well beyond the cosmetic, reaching the roof, siding, and windows along with the doors, garage, and central air. Three comfortable bedrooms rest upstairs, while a flexible finished lower level offers space for a variety of uses, and mud room space with easy walk-out access to the attached garage. Out back, the porch and hot tub wait for slower evenings. Nothing left here but to move in and enjoy.

24 Annette Pl, Middletown

$399,900

3 Beds ⋅ 3 Baths ⋅ 24190665 MLS

Classic Colonial on a picture-perfect lot with sweeping pastoral views in one of Middletown's most scenic settings! This home offers solid bones, generous room sizes, and loads of potential for anyone ready to add their own touches. The sun-filled living room offers oversized windows and flows easily into the dining area, while the beamed family room delivers warmth and character with wood paneling and a brick fireplace. The eat-in kitchen features ample counter space, stainless appliances, and a picture window overlooking the private backyard. A main-level laundry room and half bath add everyday convenience. Upstairs you'll find three comfortable bedrooms, including a spacious primary suite with its own private bath and double closets, plus a second full bath off the hall. The finished lower level adds fantastic flexible space with a large recreation room and dry bar - perfect for movie nights, a home office, or gym. Step outside and this property truly shines: an expansive deck with covered gazebo overlooks a sprawling, level backyard bordered by mature trees and open field views - a wonderful setting for entertaining or simply unwinding at the end of the day. Additional highlights include a two-car garage, mini-split systems for efficient heating and cooling, and a peaceful country feel just minutes from shopping, schools, and Route 9. Opportunities to own this view, space, and charm don't come along often. Bring your vision and make it home!

9 Round Hill Rd, Middletown

$359,000

3 Beds ⋅ 2 Baths ⋅ 24190638 MLS

Welcome to 116 Schuyler Ave! This home is conveniently located on a dead end close to Middletown's shopping and restaurant district, highways, parks and more. This 3 bedroom home was built in 1890 and carries a lot of colonial charm like the incredible hardwood floors throughout, a fully finished attic, and built-in cabinets. The Main level has a full bathroom with a walk-in shower, living room, formal dining room, an eat-in kitchen, sunroom featuring 180 degree windows and French doors, and a mudroom located on the back of the home. The Upper Level has three bedrooms, and a full bath. The master bedroom has been opened up into a fourth bedroom to create a versatile primary space. Access to the third floor is a pull-down ladder in bedroom #2 and includes two finished rooms, floor to ceiling wood paneling, and built-in storage. The basement is fitted with a French drain, a new electric hot water heater, and storage space. *Primary bedroom not pictured

116 Schuyler Ave, Middletown

$349,900

4 Beds ⋅ 2 Baths ⋅ 24189620 MLS

Bring your growing family to this spacious colonial! 4 bedrooms with two on first floor. 2 full baths. Eat in kitchen. Living room with fireplace. Spacious room at top of staircase can potentially be 5th bedroom! Hardwood floors thru-out. Walk out basement to level yard. Deck. Whether you are a car enthusiast or need a lot of storage space, you will love the oversized detached 2 car heated garage with steel beam and loft area. Solar panels...see attachment

125 Stevens Ln, Middletown

$319,900

2 Beds ⋅ 3 Baths ⋅ 24189364 MLS

Welcome to 824 Randolph Rd, Middletown! You'll fall in love with this beautiful ranch offering the convenience of one-floor living, a two-car garage, and an inviting in-ground pool with patio that's perfect for relaxing or entertaining. Step inside to find a bright, spacious living room with a beautiful fireplace, an eat-in kitchen with stainless steel appliances, and a dining room featuring a cozy wood stove. Most of the interior has been freshly painted, giving the home a fresh, welcoming feel throughout. The home offers two full bathrooms, plus a convenient half bath located just off the primary suite and with easy access to the pool-perfect for guests while entertaining. The expansive basement offers endless possibilities for a home gym, office, media room, or additional living space. Complete with energy-efficient solar panels, this home truly has something for everyone!

824 Randolph Rd, Middletown

$369,900

3 Beds ⋅ 2 Baths ⋅ 24189064 MLS

*HIGHEST AND BEST OFFER DEADLINE - TUESDAY, JULY 14th AT 12:00pm ET* Welcome home to 193 Ridge Rd, a 3-bedroom, 2-full-bath gem, lovingly updated but full of warmth and charm. Step onto the large front porch and you'll feel it - this one's different. The updated kitchen shines with granite counters, soft-close cabinetry, and a generous pantry, ready for morning coffee or holiday hosting. The dining and living rooms stretch out with beautifully refinished hardwood floors (2024), and a gas heating stove in the dining room adds cozy, supplemental warmth. One full bath per floor keeps mornings easy, including an updated upstairs bath with fresh carpeting and a custom stair runner. Downstairs, a finished bonus room offers flexible living space - perfect for a media room, office, or playroom. Outside, unwind on the low-maintenance Trex deck with vinyl railings, take a dip in the above-ground pool, or let kids and pets roam the fenced-in backyard. Major updates done: new roof (2023), replaced water service line (2021), and fresh interior paint throughout - move-in ready. Come see why 193 Ridge Rd feels less like a house and more like home.

193 Ridge Rd, Middletown

$399,900

3 Beds ⋅ 1 Baths ⋅ 24188777 MLS

Welcome home to this beautifully remodeled brick ranch, perfectly situated in a highly desirable neighborhood. This move-in-ready home offers three spacious bedrooms and two full bathrooms, combining classic charm with modern updates throughout. Step inside to find a welcoming living room featuring one of two cozy fireplaces, creating the perfect space for relaxing or entertaining. The thoughtfully designed layout also includes a dining room, a beautiful kitchen with brand-new stainless steel appliances, stunning granite countertops, and plenty of cabinet space. A convenient mudroom adds extra functionality for everyday living. Major updates provide peace of mind, including a brand-new roof, new windows, and a newer furnace. Every detail has been carefully updated, making this home truly turnkey. Whether you're enjoying quiet evenings by the fireplace or hosting family and friends, this beautifully renovated home offers comfort, style, and convenience in one of the area's most sought-after neighborhoods. Don't miss your opportunity to make this exceptional property your new home!

347 Farm Hill Rd, Middletown

$319,900

2 Beds ⋅ 3 Baths ⋅ 24184466 MLS

Welcome to 835 Long Hill Road, Unit E, in the desirable Wesleyan Hills community. This beautifully updated 2-bedroom, 2.5-bath townhouse-style condominium offers comfortable, low-maintenance living with a bright, open floor plan. The main level features an updated kitchen, spacious living and dining areas, a cozy fireplace, and sliders leading to a private deck overlooking peaceful wooded surroundings. Upstairs, the primary suite includes an updated full bath and tranquil wooded views, while the second bedroom, additional full bath, and convenient second-floor laundry complete the upper level. Recent improvements include a newer heat pump and air handler (2020), updated bathrooms, newer windows, exterior doors, roof, siding, and gutters. The unfinished walk-out lower level provides excellent storage or future expansion potential and offers direct access to the attached one-car garage. Enjoy all that Wesleyan Hills has to offer. Conveniently located near downtown Middletown, Wesleyan University, shopping, restaurants, and major commuter routes.

835- # E Long Hill Rd, Middletown

$349,900

6 Beds ⋅ 2 Baths ⋅ 24187894 MLS

It's not easy to find a 2 family with 3 bedrooms on each level and it includes ALL separate utilties and each unit has c/a. Each tenant pays their own utilities. The first floor is leased until July 2027 and the 2nd floor lease is up Sept. 1st, 2026. The furnaces, electrical, hot water tanks have all been updated.

10-12 Glover Pl, Middletown

$349,900

3 Beds ⋅ 2 Baths ⋅ 24183637 MLS

This lovely contemporary offers 3 bedrooms with hardwood flooring, 1-1/2 baths with a beautiful fenced in back yard. Your lover level includes a recreation room, a half bath and an additional bedroom. There is an oil-fired stove in lower level for energy extra savings. The lower level could be a potential in-law or guest area. Come see this soon because it will not last.

66 East St, Middletown

$319,000

3 Beds ⋅ 1 Baths ⋅ 24185726 MLS

Welcome home to this charming Cape Cod, lovingly maintained by the same family for more than 60 years. This is the kind of home that buyers rarely come across, filled with character, original charm, and a level of care that is evident from the moment you step inside. Many original features have been beautifully preserved throughout the years, including the original front door and a remarkable mid-century kitchen complete with the original 1957 sink, cabinetry, and stove, all still in excellent working condition. The flexible floor plan offers 3-4 bedrooms, including two rooms on the main level that can be used as bedrooms, a den, home office, or guest space. Two additional bedrooms are located upstairs. Hardwood floors run throughout much of the home, with hardwood also located underneath most of the carpeting. Central AC for summer comfort. The full walkout basement features full-size windows and direct access to a patio, providing excellent potential for future finished living space. Outside, you'll find a level, cleared backyard with plenty of room for gardening, entertaining, recreation, or simply enjoying the outdoors. Located on a quiet street and just minutes from the outstanding restaurants, shopping, parks, and amenities that make Middletown such a desirable place to call home, this special property is ready to welcome its next owners.

87 Lewis St, Middletown

$330,000

2 Beds ⋅ 2 Baths ⋅ 24184837 MLS

Step into the charm of this vintage circa 1860 bungalow cottage, thoughtfully updated for today's lifestyle. Offering 1,157 square feet, this inviting home features 2 bedrooms and 2 full bathrooms, blending historic character with modern upgrades. Recent improvements include a newer roof, updated windows, high-efficiency gas heating system with indirect hot water, and fresh interior and exterior paint for a maintenance free home. The heart of the home is a renovated, spacious kitchen with center island and designer appliances. This area flows seamlessly into a dramatic two-story living room/ dining area with a Jotul woodstove and stunning cathedral ceiling. You also have a dedicated office space, a primary bedroom with a fully renovated full bath which creates a flexible and functional layout. The standout feature is the expansive LR addition, showcasing floor-to-ceiling windows that frame serene views of the backyard and provide access to a new open wraparound Trex deck-perfect for relaxing or entertaining. The 2nd level is an open and versatile space ideal for the second bedroom, guest retreat, or creative area, along with a newly renovated full bath and ample storage in place of a traditional attic. Outdoors, the property is truly special. A lovingly cultivated "secret garden" awaits, with an abundance of perennials, trees, shrubs, and flowering plants. Enjoy your privacy surrounded by mature native trees with closeness to Wesleyan, downtown Middletown and recreation.

36 Hunting Hill Ave, Middletown

$315,000

3 Beds ⋅ 1 Baths ⋅ 24183345 MLS

It has style, it has grace, it has a new roof (3 years old) - you will absolutely love this place!! THIS is the cape you've been waiting for! Ideal floorplan - the primary bedroom on the first floor faces the backyard; the relaxing living room has a wood burning fireplace; the renovated full bathroom has a bathtub; the beautifully modernized kitchen is fully applianced and the separate dining room has a pantry! The staircase to the additional renovated two bedrooms on the top level is elegantly tucked out of the way to not take away from the living room space. The It is warm, it is roomy ... don't sleep on it because you may be gloomy - missing out on this beauty!

175 Newfield St, Middletown

$395,000

3 Beds ⋅ 2 Baths ⋅ 24178648 MLS

Completely renovated and a truly move-in ready Cape Cod style home. Major improvements include a new roof, new siding, new windows, a beautifully remodeled kitchen, remodeled bathrooms, and brand-new appliances, giving you peace of mind and low-maintenance living for years to come. Ideally located in the heart of Middletown, this inviting 3-bedroom, 2-bath home welcomes you with a warm living room centered around a classic fireplace. The stunning eat-in kitchen has been thoughtfully redesigned with stylish finishes. The main level features two comfortable bedrooms and a beautifully updated full bath. Upstairs, the spacious primary suite offers a private retreat complete with a dedicated office or sitting area, abundant built-in storage, and an updated full bath with a walk-in shower. Additional highlights include basement laundry, generous storage space, and a detached one-car garage with an attached storage shed for tools, outdoor equipment, and seasonal items. Step outside to enjoy the private patio, an ideal setting for morning coffee, outdoor dining, or relaxing at the end of the day. With all the major renovations already completed, this turnkey home is ready for you to move in and start enjoying it!

50 Garfield Ave, Middletown

$347,000

3 Beds ⋅ 2 Baths ⋅ 24177381 MLS

Beautiful Colonial tucked away on a quiet cul-de-sac offering comfort, space, and modern updates. The inviting living room features a large picture window and cozy wood-burning fireplace, creating the perfect gathering space. Updated kitchen includes granite countertops, with plenty of cabinet space, and easy access to the deck - ideal for cookouts and outdoor entertainment. The main level also offers a formal dining room and convenient half bath. With 1 yr old HVAC (heating and cooling) on 1st floor. Upstairs, the spacious primary bedroom includes a walk-in closet. There are two add. bedrooms and an updated full bath. The finished basement provides additional living space perfect for a home office, gym, or add. room. Energy-efficient 2-year-old solar panels, newer roof and boiler helps keep utility costs down. Conveniently located near the HOA common area with a playground, basketball court, and picnic area for additional outdoor enjoyment. Complete with a one-car garage. Perfect alternative to condo living. House to be sold AS IS.

19 Kent Ct, Middletown

$375,000

3 Beds ⋅ 3 Baths ⋅ 24175825 MLS

Built in 2010 and meticulously maintained, this Cape-style home offers the perfect blend of comfort, flexibility, and peace of mind. From the moment you arrive, you'll appreciate that everything has already been done for you - simply move in and enjoy. Inside, hardwood floors flow throughout the main level, where the versatile layout is designed to fit a variety of lifestyles. The spacious main-floor primary suite features a full bath, walk-in closet. There is convenient first-floor laundry and a half bath as well. Upstairs, you'll find 2 more bedrooms, one so large it could easily serve as an additional primary suite. Another full bath as well! The oversized eat-in kitchen offers abundant space for cooking, entertaining, and gathering around a large table. Sliders lead directly to the back deck - the perfect spot for grilling and outdoor dining all summer long. Major updates provide added value and confidence, including all new appliances in 2024, CAIR installed in 2020, and a natural gas furnace that has been serviced annually. Even better, the seller will purchase the solar panels at closing, allowing the new owner to enjoy the benefits of owned solar energy and lower utility costs from day one. Attached one car garage is a plus. Nicely sized side yard that's easy to enjoy without overwhelming maintenance. This is the kind of home buyers wait for, well cared for and truly move in ready. Subject to sellers finding suitable housing, actively looking! Excuse the boxes!

72 Durant Ter, Middletown

$380,000

3 Beds ⋅ 2 Baths ⋅ 24174089 MLS

Charming Cape Cod-style home offering 3 bedrooms and 2 full bathrooms in a convenient location near major highways, shopping, dining, and local amenities. This well-maintained home features original hardwood floors throughout, a functional layout, and a spacious first-floor primary bedroom. Additional highlights include two laundry areas located on the main level and in the basement for added convenience, along with a versatile bonus room situated between the dining area and garage that can accommodate a variety of uses such as a home office, sitting room, or hobby space. Enjoy the beautiful yard, newer driveway, whole-house generator, leaf guard gutter protection system and solid craftsmanship through-out. With great bones and endless potential, this home presents a wonderful opportunity to make it your own. Don't miss the opportunity to own this charming home!

152 Middle St, Middletown

$389,900

3 Beds ⋅ 2 Baths ⋅ 24175189 MLS

PRICE REDUCED FOR QUICK SALE! Welcome home to this beautifully renovated 3-bedroom, 2-bathroom raised ranch in Wesleyan Hills, where all the major work is already done for you. This move-in ready home features a brand new roof and new efficient boiler, giving you years of worry-free ownership and energy savings. The heart of the home is a stunning new kitchen with crisp white shaker cabinets, quartz countertops, and modern finishes that's perfect for everyday living and entertaining. Both full bathrooms have been completely updated with contemporary tile, vanities, and fixtures. The raised ranch layout offers bright main-level living space plus flexible finished lower-level space ideal for a family room, home office, or guest suite. Conveniently located on Long Hill Rd with easy access to Route 9, schools, and Middletown's shops and dining, this home delivers the perfect blend of comfort, style, and location. With all the big-ticket items checked off the list, all you need to do is unpack.

492 Long Hill Rd, Middletown

$315,000

5 Beds ⋅ 2 Baths ⋅ 24172630 MLS

* INVESTORS ONLY* FULLY rented, well-maintained and spacious two-family home, perfect for investors. Each unit offers 2-3 bedrooms, a full kitchen, living areas, and separate utilities. Features include updated front and back porch. Private backyard with entertainment and garden space. Full basement for plenty of storage. Updated water heaters for both units and main sewer were replaced less than 2 years. Conveniently located near schools, downtown restaurants and shopping. Close to public transportation. Great income potential! Price reflects needing new roof and minor repairs. Sold in As-Is condition. Agent/Owner

19 Portland St, Middletown

$399,000

2 Baths ⋅ 24173252 MLS

Commercial property located just off Main Street in a visible area with nearby restaurants, retail, and mixed use activity. B-1 zoning offers a variety of potential uses including retail, office, bakery, coffee shop, barbershop, commercial kitchen, community space, bar/brewery, or other business opportunities. Property was previously used as a bar/restaurant. Convenient location with close proximity to downtown amenities while situated on a quieter side street. Features open space, two bathrooms, and an oversized 800 sq ft garage/storage area in the rear of the property. Some photos include virtual staging or conceptual renderings to show potential layout and use ideas for the space. Buyer to perform all due diligence with the town regarding zoning, permitted uses, approvals, and any intended future use of the property.

73 Ferry St, Middletown

$324,900

3 Beds ⋅ 2 Baths ⋅ 24173942 MLS

** OFFER DEADLINE: MONDAY 5/18 - 6PM ** Spacious and thoughtfully expanded, this ranch-style home offers nearly 1,500 square feet of comfortable living space on the main level in a quiet neighborhood just minutes from downtown Middletown. Featuring a brand new central air system (2026), newer windows, new porch, and a freshly updated deck, this home is packed with value and versatility. Step inside to find a bright and inviting living room with hardwood flooring and a large bay window that fills the space with natural light. The eat-in kitchen offers newer stainless steel appliances, ample cabinet space, and easy access to the back deck - perfect for entertaining or relaxing outdoors. Down the hall, you'll find a massive office, playroom (or 4th bedroom!), convenient main-level laundry, and a spacious full bathroom with tile flooring. A 2006 addition significantly expanded the home, creating two generously sized guest bedrooms and a large primary ensuite complete with high ceilings, abundant natural light, and a bright full bathroom for added comfort and convenience. The finished lower level provides even more living space with a spacious recreation area, additional storage, workshop space, and access to the oversized two-car garage. Outside, enjoy a fully fenced backyard ideal for pets, play, or gardening. A rare combination of space, updates, and location - this Middletown gem is ready to welcome its next owner!

38 Harris St, Middletown

$300,000

3 Beds ⋅ 2 Baths ⋅ 24173819 MLS

Welcome to 118 Grove Street, a well-maintained two-family property located in the heart of Middletown. Situated on a quiet corner lot in a desirable neighborhood, this home is just minutes from downtown Middletown and Wesleyan University. This property is easy to manage and ideal for both owner-occupants and investors, featuring natural gas, separate utilities, two electric panels, and laundry in each unit. The first-floor unit offers two bedrooms, one full bath, and a formal dining room accented with beautiful crown molding and classic charm throughout. The second-floor unit is a spacious one-bedroom, one-bath layout featuring abundant natural light and a comfortable, functional floor plan. Whether you are looking to expand your investment portfolio or occupy one unit while generating rental income from the other, this property presents a fantastic opportunity. Schedule your showing today! Agent is related to Seller.

118 Grove St, Middletown

$339,900

4 Beds ⋅ 2 Baths ⋅ 24172703 MLS

Updated two-family in a fantastic Middletown location just minutes from Wesleyan University, downtown shopping, and Route 9 - great for an owner-occupant or investor, with one unit delivered open at the end of the month and ready for immediate occupancy. Recent improvements have all the major boxes checked: brand new roof, brand new water heaters, plus updated kitchens, updated baths, and newer flooring throughout - all completed within the last five years. Everything is properly split for hassle-free two-family living: separate natural gas heat with two boilers, two electric panels, and two gas meters - no shared utilities, clean books, easy management. The first-floor unit features in-unit laundry, while both units offer a comfortable layout with multiple bedrooms, a full bath, eat-in kitchen, and a covered front porch overlooking the neighborhood. Outside you'll find a private off-street driveway with parking for multiple vehicles, a level yard, mature shade trees, and a metal storage shed for added convenience. Whether you're looking to offset your mortgage with rental income, expand your investment portfolio, or set up a multi-generational living arrangement, 37-39 Hotchkiss delivers strong fundamentals, modern updates, and a prime walkable location near one of Connecticut's premier university towns. Don't miss this one! Agent Owner

37-39 Hotchkiss St, Middletown

$350,000

3 Beds ⋅ 2 Baths ⋅ 24169081 MLS

Looking for a charming home? This one is dying to meet you! Welcome to this character-filled Middletown home blending classic details with thoughtful updates. Freshly painted with original wood trim and refinished hardwood floors, it offers warmth and charm throughout. The kitchen features newer appliances, an antique sink, and great natural light with porch access. A dedicated laundry room includes updated washer, dryer, and utility sink. Upstairs offers three bedrooms, plus a full bath with a walk-in shower. The partially finished attic adds a full-size room, cedar closet, and extra storage. The primary bedroom features a private porch with views of the Arrigoni Bridge. Outside, enjoy established plantings, a detached two-car garage, walk-out basement, and three enclosed porches. Relax with sunset views from the front porch overlooking St. John's Cemetery.

38 Johnson St, Middletown

$350,000

24149097 MLS

21.46 Acres Commercial Industrial Land. Lot is behind the 7.5 acre lot also for sale.Zoning: IOP (Industrial Office Park including office, warehouse, industrial & recreation. This parcel is going to be split off of a larger piece consisting of 28.96 acres. 8 acres of abutting residential land off Bell Street available for assemblage * Total Potential Assemblage: 41 acres * Immediate Access: Minutes to I-91 (Exit 20) Highly flexible IOP zoning allows multiple development strategies Large contiguous acreage suitable for corporate campus, distribution, flex-industrial, mixed-use, or recreational. Strong highway access for logistics, employees, and regional connectivity. Middletown's central CT location supports Hartford-New Haven corridor growth

Middle St, Middletown

$399,900

2 Baths ⋅ 24131954 MLS

Location, Location, Location! Nice 1482sf retail building in the heart of Main St. Middletown. High traffic area, property currently being used as smoke shop, but can fit many other retail needs. Building is Zoned B-1. Currently being leased until Nov.2026

346 Main St, Middletown

$369,900

4 Beds ⋅ 2 Baths ⋅ 24124801 MLS

Welcome to 58 Durant Terrace - a well-maintained 2-family home nestled in a quiet, desirable neighborhood just minutes from downtown Middletown, Wesleyan University, shopping, and dining. This versatile property offers two spacious units, each with 2 bedrooms, 1 full bath, bright living spaces, and hardwood flooring throughout. Ideal for investors or owner-occupants, live in one unit and rent the other to offset your mortgage! Features include: Separate entrances and utilities for each unit, updated kitchens and baths, generous backyard space perfect for entertaining or gardening. Off-street parking and potential garage or basement storage. Close to public transportation, parks, schools, and major highways. Whether you're looking to expand your rental portfolio or settle into a property with built-in income, 58 Durant Terrace is a rare find with solid potential - don't miss your chance to own this duplex gem in the heart of Middletown!

58 Durant Ter, Middletown

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Between $300K - $400K Middletown Real Estate