Refine Search
Map
Sort by
$435,000
3 Beds ⋅ 2 Baths ⋅ 24182220 MLS
Don't miss this beautifully maintained split-level home featuring numerous upgrades and exceptional care throughout. Hardwood floors enhance the main living level, where the Living room, with a brick fireplace, opens to the Dining room, which is highlighted by attractive built-in bookshelves. The remodeled Kitchen offers granite countertops, stainless steel appliances, a pantry and ample cabinet space. The second level includes two spacious bedrooms, each with generous closet space and hardwood floors, and a fully renovated bathroom with a shower. The private third-level primary bedroom features abundant closet space, including a cedar-lined closet, and is complemented by a remodeled full bathroom with a tub. Both bathrooms have been tastefully updated. Additional storage is found throughout the home, including a walk-up floored attic. One level below the main living area are two garages separated by a laundry room with exterior access. Down a couple of steps is an unfinished basement offering excellent storage, along with a small finished office space. Outside, a covered porch overlooks the peaceful, fully fenced backyard, complete with a vegetable garden and storage shed. Central air conditioning and a standby Generac generator add comfort and convenience to this move-in ready home.

65 Prout Hill Rd, Middletown
$169,900
3 Beds ⋅ 1 Baths ⋅ 24183830 MLS
WELL MAINTAINED 3 BEDROOM, ONE BATH HOME WITH MANY RECENT UPDATES. FEATURES INCLUDE A LARGE EAT-IN KITCHEN, SPACIOUS LIVING ROOM. MAJOR IMPROVEMENTS INCLUDE A ROOF, CHIMNEY AND GUTTERS THAT ARE ONLY TWO YEARS OLD. ALONG WITH FURNACE AND OIL TANK THAT ARE JUST ONE YEAR OLD. MAIN SEWER REPLACED ONE YEAR AGO. A SOLID HOME THAT HAS BEEN CARED FOR OVER THE YEARS AND OFFERS AND EXCELLENT OPPORTUNITY FOR OWNER OCCUPANTS OR INVESTORS ALIKE. OWNER PREFERS TO SELL AS IS

7 Portland St, Middletown
$525,000
3 Beds ⋅ 2 Baths ⋅ 24182651 MLS
Beautiful Move in ready 1814 sq ft 3-bedroom ranch home with a sun porch on 1/2 acre and a large detached garage. Nice yard and well landscaped. A very unique property with room to grow! Complete with new lighting, it is freshly painted with new dove gray carpeting thru out the bedrooms, Living room and hallway. This Home has central air conditioning with a New oil heat furnace installed in 2022. The Primary bedroom has a full En suite bath with tile floor and plenty of storage space and walk in closet. 2 additional bedrooms have good size closets and a full bath with tile floor and linen closet. Nice Laundry room on main level with storage for true one level living. Additional side entrance off main hallway gives access to the side yard. A Large sun porch accessible thru the sliding door off kitchen, gives additional living space. It is bright and airy, and the fireplace provides extra winter comfort. This room provides you with a split heat and AC system and access to back yard and rear parking area. A Bright & spacious open concept home with a cathedral ceiling in Living room, kitchen and dining areas. Beautifully Remodeled Kitchen with Tile floor, skylights, granite countertops, wine rack, Stainless steel appliances, double sink, Pantry, and plenty of cabinets for storage with roll out draws. a large Island for prep and additional seating for entertaining.

1175 S Main St, 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
$499,000
3 Beds ⋅ 3 Baths ⋅ 24182543 MLS
The perfect blend of privacy and natural beauty, makes this home a wonderful retreat. Nestled on a spacious lot set back from the road, you'll enjoy serene surroundings that connect you with nature, as the property abuts the Brock farm and its idyllic open pastures. The lovingly maintained 3-bedroom home features vaulted ceilings that create an open and inviting atmosphere, complemented by bright, airy rooms that make it feel warm and welcoming. Whether you're entertaining guests or enjoying a quiet evening at home, the open floor plan allows for easy flow between spaces. In addition to the convenience of a 2-car garage, you'll find a 28 x 32 detached garage, complete with 10-foot doors, perfect for accommodating larger vehicles and equipment. There's also a 10 x 28 carport, providing additional shelter for all your toys and hobbies. This property truly embodies the essence of comfortable living in a tranquil setting. Don't miss the opportunity to make it your own.

315 E Ridge Rd, Middletown
$229,500
3 Beds ⋅ 1 Baths ⋅ 24179666 MLS ⋅ Woodgate BLDG.
Buyer Financing Fell Through - Enjoy one of only 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 or Conventional Financing only.

1231 Washington St Unit 2, Middletown
$524,900
3 Beds ⋅ 3 Baths ⋅ 24182020 MLS
Welcome to your own PRIVATE RETREAT! Nestled on a SECLUDED 4.5-ACRE LOT, this well-built RANCH-STYLE HOME offers the perfect blend of PRIVACY, COMFORT, and OPPORTUNITY. Enjoy TRUE ONE-LEVEL LIVING featuring 3 BEDROOMS and 2.5 BATHS, including a PRIMARY SUITE with its own FULL BATH. The layout is both FUNCTIONAL and SPACIOUS, highlighted by a LARGE FAMILY ROOM complete with a FIREPLACE, MINI SPLIT A/C, and SLIDING DOORS that open to a BACK PATIO-perfect for relaxing or entertaining while taking in the peaceful surroundings. The home also features a SPACIOUS LAUNDRY ROOM conveniently located next to a HALF BATH, along with a 2-CAR GARAGE for added convenience. Set far back from the road, the LONG DRIVEWAY and WOODED SURROUNDINGS provide exceptional PRIVACY and a TRANQUIL setting filled with NATURAL WILDLIFE. The EXTERIOR LANDSCAPING is WELL MAINTAINED, offering great curb appeal while still preserving the natural beauty of the land. The BASEMENT presents incredible VALUE-ADD POTENTIAL, with ample space to create additional living areas that could SIGNIFICANTLY INCREASE THE PROPERTY'S VALUE. A dedicated WORKSMAN TOOL ROOM makes it ideal for hobbyists or storage.

1020 Bartholomew Rd, Middletown
$549,900
3 Beds ⋅ 3 Baths ⋅ 24179145 MLS
Welcome to Nathan Hale Estates, Middletown's thoughtfully designed private-way community built by Silvin Homes, where timeless design, quality craftsmanship, and modern comfort come together effortlessly. This beautifully designed new construction colonial offers an elegant open-concept layout with thoughtfully created living spaces and high-end finishes. The main level features a beautifully appointed chef's kitchen with a large center island flowing effortlessly into the open-concept main living area, creating an ideal space for entertaining and everyday living. Filled with natural light, the spacious living and dining areas offer a seamless layout designed with both comfort and functionality in mind. A convenient first-floor half bath and attached garage complete the thoughtfully designed layout. Upstairs, you'll find two generously sized secondary bedrooms accompanied by a beautifully appointed shared full bath, along with a luxurious primary suite featuring a walk-in closet and private primary bath designed for comfort and relaxation. A separate second-floor laundry area adds everyday convenience. Additional features include luxury vinyl flooring throughout the main living areas, carpeting in the bedrooms, tile in the bathrooms, central air, and generous builder allowances to personalize finishes throughout the home. Enjoy the perfect balance of privacy and convenience, located just minutes from shopping, dining, parks, and offering an easy commute to the shoreline

Lot 3a Nathan Hale, Middletown
$499,900
3 Beds ⋅ 2 Baths ⋅ 24179107 MLS
Experience one-floor living at its finest at Nathan Hale Estates, a private-way community nestled in Middletown, Connecticut, built by Silvin Homes and offering modern comfort, quality craftsmanship, and peaceful surroundings. Entering from the covered front porch, you're welcomed into a thoughtfully designed layout. Features include a convenient laundry room and two well-appointed secondary bedrooms connected by a Jack-and-Jill style full bath. The home then leads you into a stunning open-concept design perfect for everyday living and entertaining. A chef-inspired kitchen complete with a large island fit for entertaining flows seamlessly into an expansive family room featuring a cozy gas fireplace and direct access to the backyard patio. Privately situated, the luxurious primary suite offers spacious walk-in closets and a beautifully designed primary bath complete with a walk-in shower. Additional features include high-end luxury vinyl flooring throughout the main living areas, carpeting in the bedrooms, tile in the bathrooms, energy-efficient systems, central air, and quality finishes throughout. Generous builder allowances allow buyers to personalize appliances, tile, flooring, cabinetry, and granite countertops. Conveniently located near shopping, dining, parks, major commuter routes, and the Connecticut shoreline. Optional two-car garage upgrade available. Builder requires a one-time construction-to-permanent loan financed by Elm Tree Funding.

Lot 2 Nathan Hale, Middletown
$499,900
3 Beds ⋅ 2 Baths ⋅ 24178985 MLS
Experience one-floor living at its finest at Nathan Hale Estates, a private-way community nestled in Middletown, Connecticut, built by Silvin Homes and offering modern comfort, quality craftsmanship, and peaceful surroundings. Entering from the covered front porch, you're welcomed into a thoughtfully designed layout. Features include a convenient laundry room and two well-appointed secondary bedrooms connected by a Jack-and-Jill style full bath. The home then leads you into a stunning open-concept design perfect for everyday living and entertaining. A chef-inspired kitchen complete with a large island fit for entertaining flows seamlessly into an expansive family room featuring a cozy gas fireplace and direct access to the backyard patio. Privately situated, the luxurious primary suite offers spacious walk-in closets and a beautifully designed primary bath complete with a walk-in shower. Additional features include high-end luxury vinyl flooring throughout the main living areas, carpeting in the bedrooms, tile in the bathrooms, energy-efficient systems, central air, and quality finishes throughout. Generous builder allowances allow buyers to personalize appliances, tile, flooring, cabinetry, and granite countertops. Conveniently located near shopping, dining, parks, major commuter routes, and the Connecticut shoreline. Optional two-car garage upgrade available. Builder requires a one-time construction-to-permanent loan financed by Elm Tree Funding.

Lot 1 Nathan Hale, 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
$619,000
3 Beds ⋅ 4 Baths ⋅ 24177178 MLS
Set on a beautiful, private lot in one of Middletown's most desirable neighborhoods, 37 Cranberry Lane offers the perfect blend of space, style, and comfort. This impressive Contemporary Colonial features soaring cathedral ceilings, sun-filled spaces, and an open layout designed for both everyday living and effortless entertaining. The spacious kitchen and living areas flow seamlessly to an oversized freshly painted deck overlooking the expansive backyard-ideal for summer gatherings, outdoor dining, or simply enjoying the peaceful setting. Upstairs, you'll find three generously sized bedrooms including a spacious primary suite with a beautifully appointed ensuite bath and abundant closet space. Convenient huge second-floor laundry adds to the home's thoughtful functionality. The finished lower level provides exceptional flexible living space perfect for a home office, gym, playroom, media room, or guest overflow. Meticulously maintained throughout, the home also features furnace and air conditioning condensers along with central air for year-round comfort that was updated in the last 5 years. A wonderful opportunity to enjoy space, privacy, and a neighborhood setting that feels tucked away while remaining convenient to everything Middletown has to offer.

37 Cranberry Ln, Middletown
$299,000
3 Beds ⋅ 2 Baths ⋅ 24176493 MLS ⋅ Ridgely Condo BLDG.
Nestled in the highly sought-after Wesleyan Hills community, this well-maintained and affordable 3-bedroom condo offers the perfect blend of comfort, convenience, and privacy. Featuring an open floor plan, the home boasts an updated kitchen that flows seamlessly into the living and dining areas, creating an inviting space for everyday living and entertaining. A sliding glass door leads to your own private deck overlooking a peaceful, quiet setting. The finished walk-out lower level provides additional flexible living space ideal for a family room, home office, or gym. Conveniently located just minutes from downtown Middletown, Wesleyan University, Middlesex Hospital, shopping, restaurants, and major highways, this property offers easy access to everything while still enjoying a serene neighborhood atmosphere. Enjoy nearby parks, hiking trails, golf courses, and the Connecticut River waterfront. A wonderful opportunity to own in one of Middletown's most desirable communities

714 Long Hill Rd Unit 714, Middletown
$459,900
3 Beds ⋅ 3 Baths ⋅ 24177462 MLS
Impeccably maintained and move-in ready, this stunning Colonial blends timeless charm with modern comfort in an exceptional setting near Wadsworth Falls State Park and the historic Wadsworth Mansion. Designed for both everyday living and elegant entertaining, the home features a bright and inviting kitchen appointed with quality appliances, tasteful tile flooring, and direct access to the attached garage for added convenience. The spacious living and dining areas offer an open, welcoming atmosphere filled with natural light. A stylish half bath completes the main level. Step outside to enjoy a private backyard retreat featuring a fully fenced, level lot, an expansive deck perfect for outdoor gatherings, and a large storage shed. Upstairs, you'll find three generously sized bedrooms, including a primary suite with a beautifully updated en-suite bath. The lower level offers additional versatility with a dedicated laundry area and a space ideal for a home gym, media room, or office. Recent upgrades including a newer roof, siding, and windows provide peace of mind and lasting value. Central air ensures year-round comfort. Ideally situated near scenic parks, walking trails, and local landmarks, this exceptional property offers the perfect balance of elegance, comfort, and location. A rare opportunity not to be missed.

58 Brown St, 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
$224,900
3 Beds ⋅ 2 Baths ⋅ 24175733 MLS
Beautifully updated home tucked away on a quiet cul-de-sac offering the perfect blend of comfort, functionality & major recent improvements. The open floor plan creates a bright, inviting feel, complemented by hardwood floors throughout the main level. The kitchen was updated in 2022 with new cabinetry, quartz countertops & a clean modern look ideal for everyday living. The flexible layout includes a convenient first-floor bedroom, while upstairs offers two generously sized bedrooms. Both bathrooms were tastefully renovated in 2022. Additional updates completed in 2022 include the roof, gutters, siding, electrical panel, water heater & fresh interior paint throughout the entire home, providing peace of mind for years to come. Move-in ready with modern updates in a desirable cul-de-sac setting.

2 Hillside Ct, Middletown
$559,900
3 Beds ⋅ 3 Baths ⋅ 24175571 MLS
Welcome to a lifestyle that blends neighborhood charm with everyday convenience in one of Middletown's most connected and vibrant locations. Nestled within a planned community, this completely updated 3-bedroom, 2.5-bath home offers the perfect balance of comfortable living, modern style, and easy access to everything the area has to offer. From the moment you step inside, you'll appreciate that everything has already been done - simply move in and enjoy. The fully remodeled kitchen serves as the heart of the home with crisp cabinetry, beautiful quartz countertops, stainless appliances, an oversized island for gathering, and finishes that blend timeless design with everyday function. Hardwood floors and inviting living spaces create warmth and flexibility throughout, while the thoughtful layout offers room to entertain, work from home, or simply relax and unwind. Upstairs, the spacious primary suite provides a peaceful retreat complete with a beautifully remodeled bathroom designed with comfort and style in mind. Additional bedrooms offer flexibility for guests, hobbies, office space, or changing lifestyle needs. Major updates throughout the home provide peace of mind, including a roof only 4 years old, allowing the next owner to enjoy a truly turnkey experience. Outside your door, enjoy the feeling of a true neighborhood community while being just minutes from Middletown's thriving downtown filled with local restaurants, coffee shops, arts, live music, Wesleyan

265 Briarwood Ln, Middletown
$259,000
3 Beds ⋅ 1 Baths ⋅ 24172327 MLS
Move right into this centrally located Middletown home! This 3 bedroom, 1 full bath home offers comfort, many updates, and timeless character in the heart of Middletown. Inside, you'll find a spacious living room perfect for entertaining lots of family and friends, along with touches of classic 1900s charm including a beautiful wood staircase and original railing details that add warmth and character throughout the home. The fully-fenced backyard is a perfect space for summer barbeques, relaxing, and keeping your pets safe with easy access to the detached 1-car garage. Updates include 1 year old windows with a transferable 25-year warranty, a 1 year old oil tank, a 3 year old furnace, and a 3 year old fence, offering peace of mind for years to come. Rough plumbing started for a second bath in the basement. Enjoy an unbeatable location just a 5 minute walk to the Connecticut River, Harbor Park, and vibrant downtown Middletown, known for it's bustling dining scene, local shops, parades, and community events on the Green. Close walk to Middlesex Hospital and not far from Wesleyan University. Commuters will appreciate convenient access to Rte 9 along with multiple nearby highways. A wonderful opportunity to own in a great town!

3 Flower 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
$479,900
3 Beds ⋅ 3 Baths ⋅ 24170759 MLS
Welcome to 25 Pleasant View Drive in the highly desirable Westfield section of Middletown. A completely updated home nestled on a quiet cul-de-sac, offering the perfect blend of comfort, style and functionality. This inviting property features large, sun filled rooms and beautiful hardwood floors throughout the main living areas, adding warmth and appeal. The spacious living room is highlighted by a cozy fireplace, creating the perfect setting for relaxing evenings at home. The updated kitchen offers modern finishes, plenty of cabinetry, and a layout ideal for both everyday living and entertaining. Downstairs, the fully finished basement expands your living space and includes a custom bar perfect for hosting gatherings, game nights, or creating your own private retreat. Step outside to enjoy the large yard, offering plenty of space for outdoor entertaining, gardening, or simply unwinding in your own private setting. A 2 car garage with ample storage. A truly move in ready home not to be missed. AGENT RELATED TO SELLER

25 Pleasant View Dr, 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
$209,900
3 Beds ⋅ 2 Baths ⋅ 24163396 MLS
This classic 1900 Colonial at 103 Prospect Street offers a chance to bring new life to a well-loved home in a convenient Middletown location. With 1,160 square feet of living space, three bedrooms, and two full baths, the layout is simple and functional, ready for someone with vision to make it their own. The home does require work, making it a great project for investors, renovators, or buyers looking to build equity over time. Set on a manageable lot, this property is part of an estate and is being sold as-is. If you've been waiting for an opportunity to create something from the ground up, this could be the one worth exploring! as is, where is, with remaining contents at closing. Subject to probate approval

103 Prospect St, Middletown
$499,900
3 Beds ⋅ 2 Baths ⋅ 24159101 MLS
This 1,500 sq ft ranch-style home, built by Silvin Homes, offers thoughtfully designed one-level living with an open-concept layout ideal for everyday living and entertaining. The spacious living area flows seamlessly into the kitchen with a center island and ample cabinetry, creating a welcoming gathering space. The private primary suite features a custom full bath and walk-in closet and is set apart for added privacy, while two additional generously sized bedrooms and a second full bath provide flexibility for guests or home office needs. A dedicated laundry area and convenient entryway from the attached one-car garage enhance everyday functionality. Nathan Hale Estates is a thoughtfully planned residential community in Middletown, Connecticut, offering a quiet neighborhood setting while remaining conveniently close to shopping, dining, schools, parks, and major commuter routes. The central location provides easy access to the shoreline, making this an ideal place for you and your family. The builder offers generous allowances, allowing buyers to thoughtfully curate finishes and selections. Builder requires a one-time construction-to-permanent loan, financed by Elm Tree Funding.

Lot 4 Nathan Hale, Middletown
$499,900
3 Beds ⋅ 2 Baths ⋅ 24159033 MLS
This 1,500 sq ft ranch-style home, built by Silvin Homes, offers thoughtfully designed one-level living with an open-concept layout ideal for everyday living and entertaining. The spacious living area flows seamlessly into the kitchen with a center island and ample cabinetry, creating a welcoming gathering space. The private primary suite features a custom full bath and walk-in closet and is set apart for added privacy, while two additional generously sized bedrooms and a second full bath provide flexibility for guests or home office needs. A dedicated laundry area and convenient entryway from the attached one-car garage enhance everyday functionality. Nathan Hale Estates is a thoughtfully planned residential community in Middletown, Connecticut, offering a quiet neighborhood setting while remaining conveniently close to shopping, dining, schools, parks, and major commuter routes. The central location provides easy access to the shoreline, making this an ideal place for you and your family. The builder offers generous allowances, allowing buyers to thoughtfully curate finishes and selections. Builder requires a one-time construction-to-permanent loan, financed by Elm Tree Funding.

Lot 3 Nathan Hale, Middletown
$270,000
3 Beds ⋅ 2 Baths ⋅ 24156410 MLS
Excellent opportunity in a quiet. Ideal for rental portfolio expansion, or owner-occupants looking to build equity. All offers welcome. Fast closing available. featuring a bright and inviting open floor plan on the first floor with updated flooring throughout where the spacious living room flows seamlessly into the Kitchen and dining room, ideal for both everyday living and entertaining. The first floor comes complete with a convenient full bath on the main level and new sliding doors in the dining room right out to the private backyard with updated deck and concrete work. Upstairs, you'll find three bedrooms filled with natural light with the primary bedroom upgraded with vaulted ceilings. Theres also a second full bath upstairs serving the upper level, providing comfort and functionality. This house is move in ready and even has a brand new roof!

6 Hillside Ct, Middletown
$249,609
3 Beds ⋅ 2 Baths ⋅ 24153719 MLS
146 Liberty Street, Middletown, CT offers a three bedroom, one and a half bath home renovated in 2023. The main level features a functional layout with updated finishes and timeless details, along with a mudroom and a three season porch. All bedrooms are located on the second floor, along with a full bath. Additional features include a detached two car garage. Property is being sold as a short sale as a result of known foundation issues. Sale subject to third party approval. Short sale process has begun.*

146 Liberty St, Middletown

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.