Middletown CT Just Listed Real Estate, Homes, Condos for Sale

**Highest and Best offers due Tuesday 10/13 at 10am** All that's left to do is call the moving company! Welcome to 181 Brown Street, a charming home on a quiet Middletown street with so much already done for you. The hardwood floors were just refinished and the interior freshly painted throughout, while the kitchen and main bathroom have both been remodeled within the last five years. The roof and boiler were also replaced during that time. One of the highlights inside is the oversized living room, giving you plenty of space for both relaxing and entertaining. Out back, you'll find a private yard with a peaceful, nature-filled feel and plenty of birds to enjoy. There's a covered back porch plus a deck with direct access from the primary bedroom, giving you a couple of great spots to sit outside and unwind. The basement includes a second full bathroom and laundry area, with additional space ready for you to make your own. Pull-down attic stairs provide even more storage. Outside, a newer paved driveway offers plenty of room for multiple vehicles, along with a carport and attached garage. The carport leads into the garage, with direct access into the home. Tucked away from the busier roads but still close to local schools, the new Big Y, and all the restaurants, shops and events that downtown Middletown has to offer, this is one you'll want to see!

181 Brown St, Middletown

$349,000

2 Beds ⋅ 3 Baths ⋅ 24208149 MLS ⋅ Long Hill BLDG.

**MULTIPLE OFFERS RECEIVED! BEST & FINAL OFFERS DUE BY SUNDAY AT 5:00 PM** Rare opportunity to own a beautifully updated end unit condominium in Middletown! Offering added privacy and a peaceful setting, this 2 bedroom, 2.5 bath home has been thoughtfully updated throughout and is truly move in ready. The brand new kitchen features new cabinetry, countertops, fixtures, and appliances, creating a stylish and functional space perfect for everyday living and entertaining. The first floor also features new hardwood flooring and recessed lighting throughout. Additional upgrades include new basement flooring, a new washer and dryer, updated bathrooms, and numerous improvements throughout the home. Privacy, modern updates, and low-maintenance living come together in this desirable end-unit home, conveniently located near Route 9, shopping, restaurants, and downtown Middletown. Nothing to do but move in and enjoy!

831 Long Hill Rd Unit D, Middletown

$349,000

3 Beds ⋅ 2 Baths ⋅ 24212644 MLS

Welcome to 95 Hunting Hill Ave, a charming and very well-cared-for 3-bedroom, 1.5-bath home surrounded by beautiful, established gardens. Inside, you'll find inviting living spaces and a versatile sunroom/den that has been freshly painted with brand-new flooring-perfect for an office, playroom, or cozy sitting area. Step outside to enjoy the backyard patio and peaceful garden setting. Conveniently located near downtown Middletown, Wesleyan University, restaurants, shopping, and nearby parks and trails. A lovingly maintained home ready for its next chapter!

95 Hunting Hill Ave, Middletown

$550,000

3 Beds ⋅ 3 Baths ⋅ 24195246 MLS

Enjoy the best of both worlds in this newer, move-in-ready home nestled along a peaceful country road in Middletown's sought-after Westfield section. Set against beautiful open-space vistas stretching for miles, this property offers a rare sense of privacy and tranquility while remaining conveniently close to everything Middletown has to offer. The inviting open floor plan features a well-appointed kitchen with a center island, an abundance of cabinetry, pantry closet and adjoining family room, all positioned to take full advantage of the spectacular countryside views. A versatile first-floor office or dining room provides the perfect space for working from home, hobbies or guests. The convenient mudroom offers direct access to the garage, keeping everyday life organized. Upstairs, the spacious primary suite features a private full bath, while two additional generously sized bedrooms provide plenty of room for family or guests. The walkout lower level offers excellent potential for future finished living space, recreation, a home gym or simply exceptional storage. Enjoy peaceful country living without sacrificing convenience, with easy access to trendy downtown Middletown, Wesleyan University and the Connecticut Riverfront. Middletown is a vibrant and diverse community offering an impressive array of restaurants, shopping, arts, entertainment, recreation and year-round activities. A wonderful opportunity to enjoy space, views and modern living.

630 Ridgewood Rd, Middletown

$399,900

3 Beds ⋅ 2 Baths ⋅ 24209279 MLS

Welcome to 30 Murray St, a well-maintained ranch-style home offering comfortable single-level living with a functional layout. This home features 3 bedrooms and 2 full bathrooms, providing flexible space for everyday living, guests, or a home office. The main level offers a practical floor plan with comfortable living spaces and three well-sized bedrooms with ample closet space. The finished basement provides additional usable space that can accommodate a recreation area, home office, gym, or other needs. Situated on approximately 0.23 acres, the property also offers a spacious yard with room for outdoor activities, gardening, entertaining, or simply enjoying the outdoors. Convenient ranch-style living with additional finished space makes this property worth a look.

30 Murray St, Middletown

$425,000

3 Beds ⋅ 3 Baths ⋅ 24211740 MLS

Welcome to 118 Camp Street, nestled in Middletown's highly desirable Westfield district! Situated on a beautiful, expansive lot, this well-built 3-bedroom, 2.5-bath ranch offers the ease of true single-level living combined with major mechanical peace of mind. Key capital improvements are already in place, including efficient central air conditioning and a roof that is just 3 years old. The main level welcomes you with comfortable, sunlit living spaces and a functional floor plan designed for effortless everyday living and entertaining. The bedroom wing features three well-proportioned rooms, highlighted by a private primary suite complete with a walk-in closet and dedicated en-suite bath. Downstairs, the finished lower level dramatically expands your living footprint and versatility. Outfitted with a generous secondary living room, a full second kitchen, and a convenient half bath, this self-contained space is tailor-made for guest accommodations, multi-generational living, or the ultimate recreation and game room. Outside, the picturesque property provides plenty of open green space for gardening, outdoor gatherings, pets, or weekend relaxation in an established neighborhood setting. With solid construction, low-maintenance mechanicals, and a premier Westfield location close to schools, parks, and commuter routes, this classic ranch is ready for you to move in and personalize to your lifestyle!

118 Camp St, Middletown

$379,999

3 Beds ⋅ 2 Baths ⋅ 24211673 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 sun room serves as a perfect home office, reading nook, or plant oasis. Outdoor Entertaining: The sun room 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

$339,900

2 Baths ⋅ 24209376 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.

346 Main St, Middletown

$339,900

4 Beds ⋅ 2 Baths ⋅ 24210969 MLS

This is home is located convenient to Shopping center and route 9. First floor main bedroom. Addition four bedrooms on the upper level and a full bath one of the bedroom does not have a closet. Builtin hutch in the dinning area. Living room with fireplace. (never used) Hardwood floors under carpeting. Handicap Ramp A detached two car garage. Property to be sold in "as is" condition, Contingent upon probate approval. Easy to show

42 Saybrook Rd, Middletown

$264,900

3 Beds ⋅ 1 Baths ⋅ 24211027 MLS

Welcome home to 6 Johnson Street, Middletown! This charming dollhouse colonial boasts timeless architectural features, including elegant arches, stained glass accents, and classic wall paneling that exude character and warmth. Inside, enjoy the cozy yet functional layout, with inviting living and dining areas perfect for relaxing or entertaining. The bright kitchen provides plenty of space for meal preparation, including a new pantry and stainless steel appliances. The front enclosed porch offers a versatile retreat for sipping coffee or unwinding after a long day. With inviting updated paint hues, new light fixtures throughout and a redone staircase, the charm of this home has been lovingly preserved! A fully remodeled bathroom also offers a serene place to get away after a long day. The backyard is a true highlight, providing ample space for outdoor activities and gatherings. The outdoor space has been equally as cared for as the interior- with new flower plantings, a privacy fence added and a two-tiered backyard that exudes relaxation and ease in its use of space. Located in a quiet neighborhood, this home is just seconds away from the heart of Middletown, offering easy access to shopping, dining, and all the conveniences of city living all within walking distance!

6 Johnson St, Middletown

$659,000

5 Beds ⋅ 3 Baths ⋅ 24210098 MLS

Welcome to 36 West Poplar Road, a beautifully appointed custom home built in 2014 and ideally situated in the desirable Poplar Estates subdivision. Lightly lived in and meticulously maintained, this impressive home offers quality craftsmanship, generous living spaces, and the convenience of public utilities. A handsome bluestone walkway and welcoming front entrance set the tone as you arrive, while the three-car attached garage provides plenty of space for vehicles and storage. Step inside to gleaming hardwood floors and a freshly painted interior filled with natural light. All-new custom window blinds add a polished finishing touch throughout the home. The thoughtfully designed floor plan features a spacious first-floor primary suite, offering the ease and flexibility of main-level living while still providing ample additional space for family and guests. The custom design, beautiful finishes, and exceptional condition make this home truly move-in ready. Adding tremendous potential is the huge walkout lower level, offering an abundance of space ready to be finished for additional living areas, a recreation room, home gym, office, guest quarters, or whatever best suits your lifestyle. Set within an established neighborhood yet convenient to Middletown's shopping, dining, highways, and amenities, this exceptional property combines newer construction, custom details, public utilities, and room to grow-a wonderful opportunity in Poplar Estates.

36 W Poplar Rd, Middletown

296 Carriage Crossing Ln Unit 296, Middletown

$217,500

2 Beds ⋅ 2 Baths ⋅ 24209330 MLS ⋅ Carriage Crossing BLDG.

Welcome to the desirable Carriage Crossing community, offering comfortable, low-maintenance living. The open-concept living and dining area features vaulted ceilings, oversized windows that fill the space with natural light, and a wood burning fireplace creating the perfect setting for relaxing. The kitchen well-appointed with stainless steel appliances and a breakfast bar. This layout creates an easy flow into the main living area with hardwood floors perfect for entertaining! BRAND NEW HVAC MAY 2026! Enjoy your own outdoor space, perfect for morning coffee, fall and summer evenings, or relaxing at the end of the day. The two spacious bedrooms provide comfortable retreats with closet spaces and a full private bathroom in each. In-unit laundry off the kitchen and exterior storage add everyday convenience. Carriage Crossing offers an array of amenities, including a swimming pool, clubhouse, fitness facilities, tennis and racquetball courts, and additional recreational spaces. Conveniently located near shopping, restaurants, Route 9, I-91, and the Cromwell area, this home combines an easy lifestyle with excellent everyday accessibility.

296 Carriage Crossing Ln Unit 296, Middletown

$215,000

2 Beds ⋅ 1 Baths ⋅ 24210298 MLS ⋅ Quail Run Village BLDG.

Why rent when you can own this immaculate 2-bedroom townhouse in great location at Quail Run. The open floorplan which includes the kitchen with all stainless-steel appliances, dining area and living room with newer laminate flooring for easy maintenance. There is a slider to deck overlooking wooded area from the kitchen. The 2nd floor has a primary bedroom with double closets, a guest bedroom and a recently remodeled bathroom. Unit includes an oversized heated under garage with laundry area. There is a pool for summer enjoyment.

163 Cynthia Ln Unit D5, Middletown

$195,000

2 Beds ⋅ 1 Baths ⋅ 24202808 MLS ⋅ Woodgate BLDG.

An airy sense of scale and an exceptional outdoor setting define this spacious second-level residence at the Woodgate condo complex in Middletown. A thoughtfully added entry area provides a convenient place for coats and shoes before leading into the main living space. Beautiful natural light and a soaring cathedral ceiling enhance the combined living and dining area, which opens to the kitchen for a welcoming setting to relax or gather with guests. An oversized loft adds another dimension to the home, offering generous space for a dedicated office, bonus bedroom, creative studio, or additional lounge. Both bedrooms feature sliding glass doors to one of the home's signature features: an expansive Trex deck overlooking a peaceful, treed view. This outdoor retreat offers a lovely place for morning coffee or unwinding at the end of the day, with stairs providing direct access to the rear grounds. In-unit laundry with an all-in-one washer/dryer adds everyday convenience. Nearby Washington Street shopping, downtown Middletown's restaurants and boutiques, and the trails and waterfalls of Wadsworth Falls State Park enrich the location. Route 66 connects to I-91 and Route 9. Discover the space you've been looking for and a deck you'll want to linger on, schedule your private showing and experience this home firsthand.

1231 Washington St Unit 12, Middletown

$524,900

4 Beds ⋅ 4 Baths ⋅ 24208994 MLS

Welcome to this well-maintained two-family home, ideally suited for multigenerational living, extended-family arrangements, or an owner-occupant seeking income potential. Situated on a corner lot near downtown Middletown, this expansive property occupies a double lot totaling approximately 0.33 acres and offers abundant indoor and outdoor space. The home features high 11-foot ceilings, graceful archways, and oversized windows that fill the interior with exceptional natural light. Both units offer comfortable living areas, and the finished lower level provides a second kitchen full bath & laundry. A family room with a fireplace offers excellent flexibility and may serve as a potential third bedroom. The kitchen is equipped with granite countertops, while natural-gas heat and air-conditioning units provide year-round comfort. Outside, enjoy plentiful parking, a detached two-car garage with attic. The generous double lot offers room to relax, garden, entertain, or explore future possibilities, subject to local approvals. Conveniently located close to downtown Middletown, shopping, restaurants, and everyday amenities, this is a rare opportunity to own a spacious and adaptable two-family residence in a highly accessible location.

149 Spring St, Middletown

$399,000

3 Beds ⋅ 2 Baths ⋅ 24209628 MLS

Welcome to this beautifully remodeled Brick Cape set on a level .41-acre lot with brick-wall-lined driveways, this 1,543-square-foot home offers 3 bedrooms and 2 full baths, including a first-floor primary bedroom-perfect for those looking for one-level living now or in the future. Both baths have been remodeled, the interior has been freshly painted, and there are sparkling hardwood floors throughout much of the home. The brand-new kitchen features beautiful quartz countertops, new cabinetry, stainless steel appliances, and a spacious dining area that's perfect for everyday meals or gathering with family and friends. The living room offers a cozy fireplace, while the finished basement family room provides even more space to relax, entertain, or create a room that fits your lifestyle. Outside, the 3-car garage, with brand-new overhead doors and openers offers plenty of room for vehicles, storage, hobbies, or whatever you may need. Additional updates include mostly all new windows, brand-new central air, newer roof, with brand-new gutters and leaders, many of the important updates have already been taken care of. Whether you're buying your first home, looking for more room to grow, or dreaming of a home that can comfortably carry you into your next chapter, 65 Highland Ave is a special place with so much to appreciate.

65 Highland Ave, Middletown

$385,000

3 Beds ⋅ 2 Baths ⋅ 24210439 MLS

Welcome to this inviting contemporary-style single-family home offering 3 bedrooms, 2 full bathrooms, and approximately 1,963 square feet of living space. Situated on a level .45-acre lot, this well-maintained 1975 home offers comfortable living spaces, desirable updates, and exceptional versatility. The spacious living room features a striking cathedral ceiling, creating an open and airy atmosphere. The kitchen has been updated with new appliances, while newer carpeting adds a fresh, updated feel throughout the home. A standout feature is the finished basement, complete with its own kitchen, offering excellent additional living space and flexibility. This area is ideal for an in-law suite, extended family, guests, home office, or recreation space, providing numerous possibilities to suit your needs. Enjoy outdoor living from both the front and rear decks, perfect for relaxing, entertaining, or enjoying the generous level property. Additional features include a two-car attached garage and central air conditioning. With its spacious layout, flexible finished lower level, updated kitchen appliances, outdoor living spaces, and convenient attached garage, this contemporary home offers a wonderful combination of comfort and versatility. **This is a short sale. **

63 Millbrook Rd, Middletown

$67,000

24210034 MLS

This unique parcel of land sits some 500 feet above the City of Middletown. While it has served me well as a peaceful recreational spot for the last 13 years, it is now time to let it go to someone else who might enjoy it. It's surrounded by other similar vacant and wooded plots of land due to there being no paved road or other services for some 800 feet in from the top of Bow Lane. Think 4-wheeling and dirt bike fun on the weekends while the rest of the family picnics under the shade awaiting your return. Potential buyers will need to do their own due diligence before they consider this purchase. No claims of suitability for any particular purpose are being represented, here. There is an easement in the deed requiring the owner to provide access to Bow Lane to the 5.5 acre parcel that sits directly behind this one. NOTE: At this time that parcel is also currently listed for sale.

Bow Ln, Middletown

$600,000

9 Beds ⋅ 6 Baths ⋅ 24209312 MLS

Exceptional Mixed Use 3-Unit Investment Opportunity in Middletown! Well-maintained three-unit property offering the feel of townhouse-style living with the income potential of a multifamily investment. Each spacious unit features 3 bedrooms, 1 full bath, 1 half bath, an eat-in kitchen, abundant natural light, basement storage, and washer/dryer hookups. A standout feature is the private under-building garage for each unit with direct access, plus ample off-street parking and a rear driveway. Separate utilities provide added convenience for ownership and management. Ideally located near downtown Middletown, Wesleyan University, Middlesex Health, shopping, dining, parks, and major commuter routes. An excellent opportunity for an investor or owner-occupant looking to generate rental income while building equity. Property being Sold As Is. Agent/Owner related.

227 E Main St, Middletown

$579,900

6 Beds ⋅ 3 Baths ⋅ 24208519 MLS

Group showing Sunday, 10/18, 12 noon! Fantastic investment opportunity just minutes from Downtown Middletown! This beautifully maintained three-family property offers a great combination of location, condition, and long-term investment potential. All three units offer two large bedrooms. Each unit also enjoys its own private porch or balcony, giving tenants valuable outdoor space. This property has been well cared for with significant updates throughout, including impeccably updated mechanicals, helping take some of the worry out of owning a multifamily property. A three-car detached garage in the rear adds even more value, along with additional off-street parking. Located on a quiet, desirable street close to Downtown Middletown, the property offers easy access to restaurants, shopping, Wesleyan University, major routes, and everything the downtown area has to offer. Whether you're looking to add a solid three-family to your investment portfolio or live in one unit while collecting rent from the other two, this is the type of multifamily property that is getting harder to find. Great location, private outdoor spaces, garage, strong updates, and three income-producing units all in one property. Don't wait on this one-schedule a showing and see the opportunity for yourself!

225 Pearl St, Middletown

281 Burgundy Hill Ln Unit 281, Middletown

$149,000

2 Beds ⋅ 1 Baths ⋅ 24207692 MLS ⋅ Peppermill Village BLDG.

Welcome to this well-maintained condo in Middletown, offering comfortable living with a convenient layout. The main level features an open kitchen and living area, primary bedroom, and full bathroom. Head upstairs via the spiral staircase to the loft-style second bedroom, creating a unique and flexible space. Enjoy your own balcony with additional outdoor storage, along with the convenience of in-unit laundry. Situated on the top floor, this condo offers a comfortable setting while remaining conveniently located for commuters, with easy access to Route 9 and I-91. Whether you're a first-time buyer, downsizing, or looking for a low-maintenance home, this condo is ready for its next owner. Come take a look and see all it has to offer!

281 Burgundy Hill Ln Unit 281, Middletown

$239,900

3 Beds ⋅ 2 Baths ⋅ 24209015 MLS ⋅ Beacon Hill Towne Homes BLDG.

Experience the timeless elegance in this beautiful 3-bedroom, 1.5-bath townhome offering 1,232 sq. ft. of bright, comfortable living space. This refined residence features three spacious bedrooms plus a versatile Flex room with skylight on the 3rd floor, seamlessly blending classic architectural details with modern, open-concept living.. This unit also includes a 1-car under unit garage, adding convenience with additional storage and a new roof. Enjoy private outdoor living on your own personal deck and take advantage of the community pool just around the corner on warm summer days. Conveniently located close to a variety of popular restaurants, shopping and biking trails all within a prime Middletown location. Perfectly positioned close to Route 9 and I-91, this home offers the ultimate lifestyle of comfort, convenience, and commuter ease, all within a well-maintained association with a low HOA of only $450 per month. Ready to schedule your showing today.

15 Rising Trail Dr Unit 15, Middletown

87 Carriage Crossing Ln Unit 87, Middletown

$249,000

2 Beds ⋅ 2 Baths ⋅ 24208127 MLS ⋅ Carriage Crossing BLDG.

Enjoy comfort, convenience, and low-maintenance living at Unit 87, ideally situated with a courtyard view in the sought-after Carriage Crossing community. This open-concept home features vaulted ceilings, soaring windows, and a living room fireplace. The kitchen, complete with a breakfast nook, opens to the main living space for easy everyday living and entertaining. Two bedrooms, each with its own bathroom, offer privacy and flexibility, while in-unit laundry and central air add everyday convenience. Sliding doors lead to an outdoor patio-an inviting spot for morning coffee-and additional exterior storage adds functionality. This pet-friendly community offers impressive amenities, including a clubhouse, swimming pool, fitness center, and tennis and racquetball facilities. Brand-new exterior security cameras have been installed throughout the complex. Conveniently located near shopping, restaurants, Wesleyan University, Route 9, and I-91, with access to Middlesex Hospital, Yale New Haven Hospital, and Hartford Hospital. Whether you're purchasing your first home, downsizing, or seeking a low-maintenance lifestyle, Unit 87 is ready to welcome you.

87 Carriage Crossing Ln Unit 87, Middletown

$369,900

6 Beds ⋅ 2 Baths ⋅ 24208513 MLS

Ideal for an investor or owner occupant this 2 family home offers 2 units 5 rooms with 3 bedrooms each. The first floor unit with hardwood floors 3 spacious bedrooms, refreshed bath, and a kitchen with a walk in pantry. The second floor has been remodeled with 3 bedrooms and the primary bedroom with a large walk in closet or storage room. Updated kitchen, laminate floor, white cabinets and walk in pantry and refreshed full bath with tile tub surround and floor. This property has a front porch and a rear porches. A walk up attic offers additional space with an option for future expansion. A full basement with a full bath and a finished room. Furnaces and Hot water heaters replaced in 2021. Driveway which will allow for 2 cars of off street parking. Great opportunity to add to a portfolio.

42 Grand St, Middletown

$364,900

3 Beds ⋅ 1 Baths ⋅ 24207903 MLS

Beautifully updated and ideally located just steps away from Wesleyan University and minutes from Downtown Middletown! This move-in-ready home features three spacious bedrooms plus a flexible bonus room with potential for a fourth-bedroom or home office with its own entrance ideal for renters, or in-law space. Enjoy hardwood floors, a large living room with fireplace, and a completely remodeled eat-in kitchen opening to the dining room with sliders to the backyard and a full bath. Lower level is not finished but features the homes 2nd fireplace already creating an inviting space should you decide to finish this space for more living area. Outside, a large deck overlooks the level backyard, perfect for entertaining or relaxing. A two-car tandem garage provides additional parking and storage. A fantastic combination of updates, space, and location! **INVESTORS TAKE NOTE: Great investment to rent out to college students with potential four bedrooms | Agent/Owner

133 Highland Ave, Middletown

$95,000

24208129 MLS

5.5 ACRES | MIDDLETOWN, CT DEVELOPMENT & INVESTMENT OPPORTUNITY Bring your vision to this approximately 5.5-acre parcel of raw, unimproved land in Middletown. An opportunity for builders, developers, investors, or buyers interested in exploring the property's future potential. Property is being sold in its current unimproved condition. Public assessor records indicate the parcel as landlocked. Buyer and buyer's representatives are responsible for conducting their own due diligence regarding legal access and/or easements, road frontage , subdivision and buildability, zoning and permitted uses, wetlands, septic and well requirements, utilities, surveys, engineering, road improvements, and any municipal or governmental approvals required for their intended use. Approximately 5.5 acres offering an opportunity for the right buyer to investigate the possibilities and potential of this Middletown property.

Bow Lane, Middletown

$299,900

2 Beds ⋅ 1 Baths ⋅ 24208946 MLS

Welcome home to this warm and inviting property offering comfortable living spaces, plenty of natural light, and room to grow. Beautiful hardwood floors add character throughout, while the living room features a cozy fireplace that creates the perfect gathering spot. The spacious dining area flows easily into the kitchen, which offers abundant cabinetry, generous counter space, and plenty of everyday functionality. A bright bonus room surrounded by windows provides flexible space for a playroom, home office, sitting room, or hobby area. Outside, enjoy a fully fenced yard offering privacy and plenty of room for entertaining, pets, gardening, or play, along with the convenience of a detached one-car garage. Downstairs, the huge basement offers tremendous potential for additional finished living space-whether you envision a family room, home gym, office, workshop, or recreation area. With hardwood floors, a fireplace, flexible living spaces, fenced yard, detached garage, and incredible expansion potential in the basement, this home offers a wonderful combination of character, space, and possibility.

33 Howard Ave, Middletown

$589,000

2 Beds ⋅ 3 Baths ⋅ 24208777 MLS ⋅ Sonoma Woods BLDG.

Homes in Sonoma Woods don't come available often, and Unit 35 offers one of the largest models in this sought-after 55+ Middletown community. With 2 bedrooms, 2.5 baths, walkout basement with an exercise or craft room, and nearly 2,000 sq ft of living space, this home delivers the ease of condo living without giving up the space you want. The comfortable main level features a fireplace and a heated sunroom overlooking the back of the property, creating additional year-round living space and leading directly onto the deck for relaxing or entertaining. The full walkout basement offers more than 1,000 sq ft, with a portion already finished for even more usable space while still providing plenty of room for storage, hobbies, a workshop or future possibilities. An attached garage, natural gas heat and central air add everyday convenience. Built in 2005, this spacious unit offers a great opportunity for buyers looking to right-size without feeling like they have to squeeze into their next home. With limited turnover in Sonoma Woods, opportunities like this can be hard to find. If you've been waiting for a home in this community, could Unit 35 be the one worth making a move for?

35 Sonoma Ln Unit 35, Middletown

$399,900

3 Beds ⋅ 2 Baths ⋅ 24208743 MLS

Welcome to 144 Old Mill Road, a charming & well-maintained home offering a wonderful combination of character, space & indoor-outdoor living. Step inside to find beautiful hardwood floors, abundant natural light & a comfortable, versatile floor plan. The main level features multiple living spaces, including a bright living room surrounded by windows, a spacious dining area highlighted by a distinctive wood-plank ceiling & an additional flexible room perfect for a home office, playroom, sitting room sitting room or additional entertaining space. The kitchen offers plenty of cabinetry & counter space, a stylish mosaic tile backsplash, stainless-steel appliances & hardwood flooring. Upstairs, you'll find generously sized bedrooms with hardwood floors & ample closet space, along with an updated full bathroom featuring a modern vanity, tiled tub/shower surround & contemporary fixtures. Adding even more versatility is the walk-out basement with a half bath, providing valuable additional space for a family room, recreation area, home gym, office or hobby space, with convenient direct access to the outdoors. Step outside & enjoy your own private backyard retreat featuring a large in-ground swimming pool, expansive pool deck, gazebo & mature trees, creating an inviting setting for entertaining, outdoor dining or simply relaxing poolside.

144 Old Mill Rd, Middletown

$599,000

4 Beds ⋅ 3 Baths ⋅ 24208360 MLS

**PRICE REDUCTION!! Beautiful and spacious 4-bedroom Colonial in a desirable Middletown neighborhood. This approximately 2,313-sq-ft home features a large master bedroom suite with walk-in closet, remodeled granite kitchen, pantry closet, hardwood floors, two-story foyer, fireplace, generous living spaces, central air, main-level laundry, and a 2-car attached garage. The finished lower level provides valuable additional about 650-sq-ft living, recreation and office space. Outside, enjoy your own private summer retreat with a large deck and backyard swimming pool, perfect for entertaining or relaxing with family and friends. Situated on approximately 0.35 acres with convenient access to shopping, dining, schools, parks and major roads. Driveway is being expanded with pavers and concrete retaining wall blocks. A wonderful opportunity to own a spacious Middletown home with the outdoor amenities buyers are looking for!

25 Wanda Ln, Middletown

$369,900

2 Beds ⋅ 1 Baths ⋅ 24207901 MLS

LAKESIDE LIVING ON CRYSTAL LAKE! Welcome to 142 Crystal Lake Road, where everyday living feels like a getaway. Set on picturesque Crystal Lake, this charming 2-bedroom, 1-bath home offers the rare opportunity to enjoy waterside living from your own backyard. Step inside and you'll find 1,188 square feet of comfortable living space with a warm, inviting feel. The home features an updated kitchen, updated bathroom, and an updated primary bedroom, along with important mechanical updates including the boiler and water heater. A stone fireplace/pellet stove creates a cozy focal point for relaxing on cooler evenings. Outside, the private deck is the perfect place to enjoy morning coffee, dinner overlooking the water, or quiet evenings taking in the changing seasons. With direct lake frontage, you'll have the opportunity to enjoy kayaking, fishing, and the peaceful beauty of Crystal Lake right at home. A detached one-car garage provides additional convenience and storage, while the approximately half-acre lot offers a wonderful balance of privacy and waterfront enjoyment.

142 Crystal Lake Rd, Middletown

$379,000

4 Beds ⋅ 2 Baths ⋅ 24207911 MLS

Welcome to 74 Boston Rd in Middletown, CT, a beautifully renovated home that has been gutted down to the studs and rebuilt with nearly everything brand new. This spacious property offers 4 bedrooms plus a bonus room previously used as a children's bedroom, along with 2 full bathrooms. Designed to feel like new construction, the home features a new roof with new plywood and shingles, new siding with insulation, new interior framing, drywall, flooring, doors, brand-new energy-efficient LED light fixtures, recessed lighting in the living room, dining room, and large laundry room, plus double-pane windows throughout. The updated kitchen includes new cabinets, quartz countertops, refrigerator, dishwasher, microwave, stove/oven range, and faucet. Both bathrooms include new vanities, faucets, toilets, porcelain tile flooring, and porcelain tile shower walls. Brand New Driveway. Major upgrades also include new insulation inside the walls, all-new plumbing pipes, a brand-new gas line, a new tankless high-efficiency gas boiler for heat and hot water, a brand-new 200 AMP electrical panel, and all new electrical wiring, outlets, and switches. Permits were pulled for electrical, HVAC, plumbing, and general construction, and all permits were successfully closed with inspections passed. Sitting on a huge 0.97-acre lot with a brook behind the yard, this move-in-ready home offers modern comfort, space, and peace of mind, like a new construction would.

74 Boston Rd, Middletown

$360,000

3 Beds ⋅ 2 Baths ⋅ 24201891 MLS

Adorable and completely updated 3 BR/2BA home. This home is charming. From the front porch to the gorgeous back yard, this home has what you are looking for. Formal dining room, 2 BR's on the 1st floor plus a full bath, and the entire 2nd floor is the primary suite - with an office area, full bath, huge walk in closet and a room fit for a king size bed. The kitchen has been updated with new SS appliances and laundry nook. The yard is spectacular and peaceful - completely fenced in and great area to have a picnic, BBQ or just relaxing. The 1 car garage completes the package. Close to Pat Kidney field and restaurants. Middletown is 1/2 hr from the shore, Hartford & New Haven. Perfect location close to everything.

230 Farm Hill Rd, Middletown

$554,900

4 Beds ⋅ 3 Baths ⋅ 24207294 MLS

Welcome to 62 Greenview Terrace, a beautifully maintained 3-4 bedroom, 2.5-bath Colonial nestled in the desirable Riverbend community of Middletown. Immaculately clean and thoughtfully cared for, this spacious home offers an ideal combination of comfort, functionality, storage, and privacy in a quiet neighborhood with a convenient location. The main level features a welcoming two-story foyer with cathedral ceiling, a spacious living room, formal dining room, and an inviting eat-in kitchen with cathedral ceiling, abundant cabinetry, a pantry, and a full suite of stainless steel appliances including a gas range, refrigerator, dishwasher, and microwave. The kitchen opens to a comfortable sunken family room highlighted by a gas fireplace, creating a warm and inviting space for everyday living and entertaining. A slider leads from the main living area to a large private deck overlooking a natural tree-lined setting. An automatic awning extends over the entire deck, providing welcome shade and comfort on hot summer days. Upstairs, you'll find generously sized bedrooms, a convenient second-floor laundry room with its own washer/dryer area and folding vanity, and an impressive catwalk overlooking the kitchen and two-story foyer. The spacious primary bedroom suite offers a walk-in closet and a beautiful private bath complete with double vanities, a walk-in shower, and a Jacuzzi soaking tub.

62 Greenview Ter, Middletown

$762,320

2 Beds ⋅ 2 Baths ⋅ 24207598 MLS

Founders' Ridge Award-Winning 55+ Adult Community! The "Kirby II" has 1,555 square feet of one-level living in the highly sought-after Westfield section of Middletown. This home features many high-end upgrades, including 9-foot ceilings, white wood cabinets with quartz countertops, hardwood floors in the living areas and bedrooms, and tile in the bathrooms and laundry. Enjoy an expanded deck and 4 Season Sun Room, plus elegant crown molding. The home is equipped with natural gas and central A/C for your comfort. Available for occupancy 2027. Some photos of Similar homes Agent/Owner related.

130 Webster Ln, Middletown

$609,000

3 Beds ⋅ 3 Baths ⋅ 24207436 MLS

Welcome to this gorgeous 3-bedroom, 3.5-bath Colonial nestled on a desirable cul-de-sac in a highly sought-after neighborhood. Filled with natural light, this beautifully updated home offers comfort, space, and functionality throughout. The home has been thoughtfully updated within the past two years.The inviting living room features beautiful flooring and flows seamlessly into the dining area, creating an ideal space for entertaining. The updated kitchen offers new appliances, abundant natural light, and convenient access to the sunroom-perfect for relaxing and enjoying the surroundings. The oversized family room provides plenty of space for quality time with family and friends.Upstairs, you'll find generously sized bedrooms, with updated carpeting throughout the second floor. The spacious primary suite features hardwood flooring, a ceiling fan, and a private bath with a Jacuzzi tub and separate standing shower. Additional ceiling fans throughout the home enhance comfort and airflow.The finished walkout basement adds valuable living space and includes a full bathroom, making it ideal for a media room, recreation area, home office, or entertaining space. Step outside to enjoy the beautiful backyard and patio, perfect for gatherings, outdoor dining, and summer celebrations.This wonderful home offers a great combination of updates, space, and location. The seller has spent $161,000 to keep the house updates. Don't miss the opportunity to make it your own dream home!

184 Rolling Grn, Middletown

$599,609

2 Baths ⋅ 24207348 MLS

Located along the highly visible Newfield Street corridor, 609 Newfield Street is a converted mid-century ranch now used as professional office space. Originally built in 1950 as a single family home, the 1,500 sq ft building has been fully adapted for commercial use and currently houses Innovative Properties. The layout provides multiple private offices, meeting areas, and a welcoming reception space. The 1.09-acre lot offers ample off-street parking and room for exterior improvements. Its flexible design also makes the property a strong candidate for group home use. The owner is willing to complete modifications or provide a credit for required updates. Owner financing is available. Located within Middletown's NPC zone, the property supports a wide variety of professional, service, and light retail uses, including medical, dental, legal, salon, specialty retail, or care-based operations. With strong drive-by exposure on Route 3, convenient neighborhood access, and close proximity to local schools and amenities, 609 Newfield Street offers excellent visibility and adaptability for a business or organization seeking a ready-to-occupy space in one of Middletown's most active commercial corridors. AGENT OWNER

609 Newfield St, Middletown

$244,900

4 Beds ⋅ 1 Baths ⋅ 24205927 MLS

Set on a quiet dead-end street near Wesleyan University and downtown Middletown, 27 Fairview Ave is a classic 1934 Colonial with character, convenience, and potential. This estate property features 1,235 sq ft, 4 bedrooms, 1 full bath, (with room for a 2nd bath on the upper level) and walk-in attic space. MAJOR RECENT IMPROVEMENTS INCLUDE: NEW ROOF IN 2024 (stripped & reroofed=1 layer), NEW 200 AMP ELECTRICAL SERVICE IN 2025, a NEW OIL BOILER AND OIL TANK in 2025 as well as a NEW CEILING IN both the LIVING ROOM and ONE BEDROOM, all of which creates a strong starting point for a remodel. Seller believes there to be oak hardwood under the carpets. The traditional layout offers defined living spaces, a manageable footprint, and room to bring fresh ideas to the kitchen, bath, finishes, and overall design. Its central Middletown location provides easy access to nearby campus, downtown shops, restaurants, parks, and commuter routes. Best suited for an investor or contractor. This property will not qualify for FHA or VA financing. Cash, renovation loan or conventional financing only. This home to be sold strictly AS-IS. Seller will not make any repairs. Sale is subject to Probate Court approval.

27 Fairview Ave, Middletown

$220,000

2 Beds ⋅ 1 Baths ⋅ 24206382 MLS ⋅ Forest Glen BLDG.

"WOW" Run - do not walk to see this spectacular 2nd floor Forest Glen condo! One floor living at its best. The open concept will impress with large great room with fireplace, oversized galley kitchen with breakfast bar, stainless steel appliances including brand new refrigerator, and dining area. Sliders leading to your fantastic-sized deck to enjoy the summer months and outdoor space. Large windows throughout makes this home exceptionally bright and sunny. Good-sized primary bedroom with plenty of closet space. Second bedroom or office. Recent updates include top of the line entire new heating and cooling system with smart thermostat, brand new sliders, new flooring in kitchen, freshly painted. Just bring yourself and all your things and move right in! Convenient location on Cromwell border with easy access to major highways, shopping and dining. Just a short 5-minute drive to downtown Middletown offering an array of restaurants from fine dining to pizza, Main Street shopping and picturesque CT River boardwalk. An easy 25-minute ride to some of CT's most beautiful shoreline towns and beaches.

14 Forest Glen Cir Unit 13, Middletown

$221,900

1 Beds ⋅ 1 Baths ⋅ 24206820 MLS

CUTE AS A BUTTON! This move-in ready home on almost an acre of land, has several wonderful updates! New boiler 2025, new oil tank 2024, chimney was rebuilt from the roof line up in 2025, wood stove in living room 2013, roof approx 14 years old, driveway sealed in June, flooring in the kitchen/dining room/living room & bedroom 2022, light fixtures 2022, bathroom exhaust fan 2025, blinds 2025, storm door 2023, water heater 2023, dishwasher 2024, oven range 2025, washer 2026, dryer 2022 and the town put in a new water meter a few weeks ago! PUBLIC WATER & SEWER. This home is well cared for, clean and just as nice as the photos show it to be. Beautiful yard! Quiet neighborhood in a fantastic part of town near the Cromwell line! ***HIGHEST & BEST OFFERS BY THURSDAY SEPT. 24 BY 8PM***

79 Plumb Rd, Middletown

$1,395,000

21 Beds ⋅ 9 Baths ⋅ 24206879 MLS

Two-building mixed-use investment opportunity in Middletown. The offering includes 61 East Main Street with four apartments and two storefronts, plus a separate three-apartment building at 2-6 Flower Street, offering a more private off Main street setting. Six apartments are occupied, while the seventh is being updated with a new kitchen and bathroom. Upon completion and lease-up at the projected rent, the property is expected to offer an approximately 9% cap rate, that's before any income from the two vacant storefronts. Zoned MXI, the storefronts have previously operated as a clothing store, salon and convenience store in past years, offering flexible possibilities subject to zoning guidelines. Additional features include private off-street parking space, wood flooring, same ownership since 2014, units updated/repaired over ownership for housing voucher compliance/inspections, separate utilities, a yard area and visible East Main Street frontage. With a Walk Score of 74, the property is close to Downtown Middletown, restaurants, shops, services, Wesleyan University, the riverfront, public transportation and Route 9. Two buildings, one investment and multiple opportunities to increase income!!! Interior pics will be added prior to active date.

61 E Main St, Middletown

$379,000

2 Beds ⋅ 3 Baths ⋅ 24205251 MLS

You'll fall in love with this move-in condition colonial located at the end of a cul-de-sac. The yard is level and partially fenced with a large deck ideal for three-season cookouts and relaxation. The bright interior has plenty of room for hosting gatherings. The recently remodeled kitchen adjoins the dining room so the cook can join the conversation. Upstairs are two bedrooms each with hardwood floors and their own newly remodeled baths. There's a full basement for exercising and storage ideal for future finishing. All this convenient to highways, shopping, and recreation. Don't miss this one!

46 Clarence Ct, Middletown

$329,900

3 Beds ⋅ 2 Baths ⋅ 24205306 MLS

Well maintained 3 bedroom home with flexible floor plan. 1 bedroom on the first floor, as well as 2 full baths, Living room, and eat-in kitchen. The second floor has 2 additional bedrooms. 1st Floor Laundry. New Furnace. Splits for air condioning. 200 amp elec. Panel w/ Generator hook up. New detached 3 car garage with loft are above.

64 Ryan St, Middletown

$349,000

3 Beds ⋅ 2 Baths ⋅ 24206199 MLS

FULLY UPDATED & TURN KEY! Welcome to 672 East Main Street, a beautifully renovated home offering extensive update inside and out. This meticulously maintained property features a new roof, siding, windows, front door, flooring, interior paint, kitchen cabinets, updated kitchen and bathrooms, and so much more. Enjoy the convenience of a dedicated washer and dryer located on the main floor, making everyday living easy and convenient without the need to go up or down. Outside, enjoy new landscaping, a new concrete walkway, and a new back patio, creating a fresh and welcoming exterior. Located close to everything, with easy access to Route 9 and just minutes from Downtown Middletown, you'll enjoy convenient access to shopping, dining, entertainment, and everyday amenities. With so many major improvements already completed, this home is truly move-in ready and turn-key. Just unpack, settle in, and enjoy!

672 E Main St, Middletown

$199,000

2 Beds ⋅ 2 Baths ⋅ 24205649 MLS ⋅ Hamlin Court BLDG.

Welcome to a bright and updated townhouse-style condo offering a comfortable layout and several features that set it apart. The first floor has been refreshed with luxury vinyl plank flooring and includes a spacious living area, dining space, and modern-style kitchen. Upstairs, two bedrooms are accompanied by a versatile bonus room featuring a vaulted ceiling and skylight, offering an ideal spot for a home office, reading room, gym, or creative space. Newer windows installed in 2020. One of the best highlights is the private composite deck overlooking the courtyard, creating an enjoyable outdoor space without the maintenance of a traditional yard. The unit also includes in-unit laundry, dedicated enclosed basement storage, 1 parking spot in the private lot and some overflow parking. With the association currently having capacity for rentals, this condo offers flexibility for an owner occupant or investor. Conveniently located next to Wesleyan's art building, near Downtown Middletown, Wesleyan University, shopping, dining, and major commuter routes. Cash buyers only.

201 College St Unit 10, Middletown

$224,500

3 Beds ⋅ 1 Baths ⋅ 24205455 MLS ⋅ Woodgate BLDG.

Enjoy one of a select few of the largest townhouse end units in the complex offering 1,109 square feet of vast living space. Nestled in a popular, well-maintained community, this home combines convenience, comfort and peace of mind with nothing to do but unpack and enjoy. Recent complex-wide improvements include new roads with abundant guest parking, new siding, roofs, and decks giving the community a fresh, updated appearance. Additional highlights include a private entrance, in-unit washer and dryer, 6 panel doors, and hot water heater only four months old. Step inside to discover an inviting open floor plan featuring a spacious living room with soaring vaulted ceilings that fill the space with natural light and create an airy, welcoming atmosphere. The main level offers a remodeled kitchen with newer cabinetry, appliances and tile flooring. Enjoy an updated full bath with deep tub / shower combination, newer glass doors, plus two generously sized bedrooms, each with sliding glass doors leading to an oversized deck-perfect for morning coffee, outdoor dining, or simply relaxing. Upstairs, a third bedroom provides flexible space ideal for guests, a home office, workout room, or additional living area. Conveniently located near shopping, restaurants, major commuter routes, and just 2.2 miles to Wesleyan University, this home presents an excellent opportunity for owner-occupants and investors alike. Cash, Conventional and CHFA Conv Financing only. Special Assessment ends 10/38.

1231 Washington St Unit 2, Middletown

Unit 2-41 Webster Ln Unit 145, Middletown

$689,000

2 Beds ⋅ 2 Baths ⋅ 24205132 MLS

Expect the best! Carefree living at Founders' Ridge, the premier award-winning 55+ community in Central Connecticut! Introducing the highly sought-after Kirby II model home, now available for IMMEDIATE occupancy. This is the last Kirby II available at this price point. Located in Middletown's desirable Westfield section, this thoughtfully designed 1,555-square-foot, single-level home offers an ideal blend of comfort, style, and convenience. Inside, you'll find elegant white cabinetry, quartz countertops, and a spacious walk-in pantry that combine beauty with functionality. Hardwood flooring flows throughout the main living areas, while the bathrooms and laundry room feature durable tile flooring. A bright bay window in the front room fills the space with natural light and offers sweeping views. Outside, the private rear patio provides the perfect setting for relaxing or entertaining. Additional highlights include natural gas heating and central air conditioning for year-round comfort. Some photos are of similar homes and may include optional upgrades. Agent/owner related.

Unit 2-41 Webster Ln Unit 145, Middletown

52 Trolley Crossing Ln Unit 52, Middletown

$240,000

3 Beds ⋅ 2 Baths ⋅ 24204011 MLS ⋅ Trolley Crossing BLDG.

THIS CONDO BUILDING IS FHA APPROVED! SELLER WILLING TO OFFER $5000 CREDIT TO BUY DOWN THE RATE. Welcome to Trolley Crossing in Middletown! This well-maintained three-bedroom, one-and-a-half-bath townhouse offers a comfortable layout with generously sized bedrooms and a spacious living room. The first floor features a convenient laundry room, half bath, and a well-equipped kitchen with an updated microwave and oven, dishwasher, and refrigerator replaced approximately two years ago. Major improvements include a 2022 furnace, newer water heater, brand-new windows with a lifetime warranty, and a new roof. Step outside and enjoy the private deck, perfect for relaxing or entertaining. The association also includes water and sewer, adding even more convenience to this move-in-ready home.

52 Trolley Crossing Ln Unit 52, Middletown

$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. The new mobile home is now onsite with anticipated move-in availability November 13th. 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: 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. MMHP LLC - one of the parties to the LLC has an active real estate license***

500 Washington St Unit #9, Middletown

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