Enjoy one-level living in the heart of downtown Middletown! This high-rise ranch condo at Rivers Edge offers 2 bedrooms and 2 full baths, along with the convenience of an in-unit washer and dryer. The spacious living room features custom built-ins and opens via slider to a private balcony showcasing beautiful views of the Connecticut River Valley and a slight view of CT River. Residents enjoy a host of amenities including a heated indoor pool, fitness center and community room. The monthly condo fee covers heat, water, sewer, and central air for added value and ease. The unit includes one assigned parking space plus ample visitor parking. Ideally located just steps from shops, restaurants, the Middletown Riverwalk, and only minutes to Wesleyan University, Middlesex Hospital, Route 9, and a 20-minute drive to the beautiful Connecticut shoreline. Conventional financing with as little as 10% down is available.
Experience easy one-level living in vibrant downtown Middletown at the desirable Rivers Edge community. This high-rise ranch condominium features 2 bedrooms and 2 full bathrooms, plus the added convenience of a washer and dryer combo right in the unit. The generous living room offers direct access through sliding doors to a private balcony where you can relax and take in scenic views of the Connecticut River and surrounding river valley. Rivers Edge residents enjoy exceptional amenities including a heated indoor pool, fitness center, and a community gathering room. The monthly HOA fee adds tremendous value by covering heat, central air, water, and sewer. The unit also comes with one assigned parking space and plenty of guest parking. Located just moments from downtown Middletown's popular restaurants, shops, and the scenic Riverwalk, this home is also close to Wesleyan University, Middlesex Hospital, and Route 9, with the Connecticut shoreline only about 20 minutes away. Conventional financing options are available with as little as 10% down.
Bright and spacious home with an open floor plan. Features an oversized deck overlooking the yard, along with a paver patio, gardens, and electrical in place for a potential hot tub. The finished lower level offers flexible living space ideal for a family room, recreation area, or home office. Generous garage space provides additional storage. Located in a community offering amenities such as walking trails, a clubhouse, and a scenic pond, with convenient access to nearby dining, shopping, and entertainment.
Welcome to this well maintained centrally located home! Hardwood floors throughout, featuring a main level bedroom and half bath with washer/dryer hook ups. Easy living with a formal dining room, living room & eat-in kitchen. Back porch that leads out to a large & level half acre lot! A full size detached garage with storage and workbench! Upstairs features 3 additional bedrooms, full bathroom, large closet in hallway, cedar closets & a walk up attic. Perfect starter home or downsize home for your needs. Schedule a visit today!
Welcome to this charming Colonial-style home set on a generous 3.3-acre lot, offering the perfect blend of comfort, space, and modern updates. The exterior showcases classic appeal with a welcoming front entry & an attached 2 car garage, all surrounded by open land that provides privacy and endless possibilities. Step inside to discover a beautifully updated kitchen featuring stainless steel appliances, ample cabinetry, and sleek countertops, ideal for both everyday living & entertaining. The main level offers the convenience of a primary bedroom & first-floor laundry, creating an easy and functional layout for homeowners. The renovated bathroom is tastefully finished with modern fixtures and stylish tile work, adding a touch of luxury to your daily routine. Upstairs, you'll find three additional bedrooms, providing plenty of space for family, guests, or a home office setup. With its spacious acreage, thoughtful updates & conveniently located near local amenities, shopping & major routes, this home offers a unique opportunity to enjoy peaceful living while still having all the modern conveniences you need.
Set on a picturesque 1.4-acre lot and lovingly maintained by its original owner, 55 Saw Mill Road offers a rare opportunity to own a truly special property in Middletown. This home reflects years of meticulous care, with thoughtful upkeep evident throughout! One of the standout features is its exceptional setting-directly facing the Highland Pond Preserve. Enjoy peaceful views, natural beauty, and a sense of privacy that's increasingly hard to find. Whether you're sipping your morning coffee or unwinding at the end of the day, the surrounding landscape provides a tranquil backdrop in every season. Inside, you'll find three generously sized bedrooms and two full bathrooms. The finished basement adds valuable additional space, complete with a convenient half bath-perfect for a recreation area, home office, or gym. The expansive lot offers endless possibilities for outdoor living, gardening, or simply enjoying the open space. With its combination of pride of ownership, scenic surroundings, and generous acreage, this property is a unique blend of comfort and nature. A truly special place to call home! **OFFER DEADLINE MONDAY 4/6 at 12pm**
Welcome to 217 Ridge Road, a classic 1913 Colonial set in Middletown's South Farms area, offering timeless charm with thoughtful updates throughout. The framed front porch welcomes you in, a perfect spot to enjoy a quiet morning or unwind at the end of the day. Inside, hardwood floors run throughout the home, creating a warm and comfortable feel across the main level. The living room features a cozy gas fireplace, while the dining room includes classic period built-ins. The kitchen offers a center island, a dedicated laundry room, and a convenient half bath. A mudroom leads directly to the deck and backyard. A mini-split system on the first floor provides efficient heating and cooling. Upstairs, the original staircase leads to three bedrooms and a full bathroom, along with a mini-split system in the primary bedroom. A finished attic adds approximately 291 square feet of flexible space, ideal for a home office, studio, or guest area. The home offers 1,887 square feet of living space, along with a partially finished basement. Recent updates include a new furnace that connects with the steam heat system, a new oil tank, newer vinyl siding, newer windows, and energy-efficient mini-split systems. Backyard features a wood deck and .23 acres of space to relax, garden, or entertain. Just a short distance to schools, shopping, dining, parks, and downtown Middletown with access to local favorites like the Museum, Wadsworth Mansion, Lyman Orchards.
Beautiful Colonial offering a perfect blend of classic charm, thoughtful updates & versatile living space. From the moment you enter, you're welcomed by a spacious, light-filled layout featuring brand new hardwood floors in the living room, creating a warm & inviting space centered around a cozy fireplace. Sliding doors provide seamless access to a custom-designed stone patio, ideal for entertaining or enjoying quiet outdoor moments. The fully remodeled kitchen showcases quartz countertops, stainless steel appliances & a clean, modern design, opening nicely to the dining area for effortless everyday living. Upstairs, the primary suite features a walk-in closet, plus a secondary customized closet & private full bathroom, accompanied by two additional generously sized bedrooms also with customized closets. The fully finished, heated lower level offers approximately 900 sq. ft. of additional living space, perfect for a recreation room, home office, gym, or guest area. Step outside to a fully fenced yard complete with a pool, professional landscaping & beautiful custom stonework, creating a private outdoor retreat. Additional updates include a new roof October 2021 & updated half bathroom, providing both style & peace of mind. Situated on an exceptional corner lot with a fantastic yard & convenient access to local amenities & Rt. 9, this home offers the perfect combination of comfort, space & location. Schedule your private showing today & experience all this home has to offer
Opportunity awaits at 7 Evergreen Ave in Middletown! This spacious 4-bedroom home offers over 1,700 square feet and is ready for a full transformation. With much of the property taken down to the studs, it presents a blank canvas for contractors, investors, or buyers looking to customize a home to their exact vision. The layout offers solid potential with generous room sizes and the opportunity to reimagine the space from top to bottom. Whether you're looking to create a primary residence or your next investment project, this property provides the flexibility to bring your ideas to life. Conveniently located close to local amenities, shopping, and major routes, this is a value-add opportunity you won't want to miss. Bring your plans and unlock the potential at 7 Evergreen Ave!
Welcome to 57 Edgewood Drive - a meticulously maintained and move-in-ready split-level set on a beautifully landscaped lot in one of Middletown's most desirable neighborhoods. This thoughtfully updated home offers the perfect blend of classic New England charm and modern upgrades, with virtually every major system refreshed in recent years. The renovated kitchen (2024) impresses with sleek soapstone quartz countertops, while both full bathrooms were completely redone in September 2025. A new roof was installed in 2024, and two brand-new Renewal by Andersen front doors make a striking first impression alongside a newer picture window in the living room. The home is equipped with a high-efficiency Buderus furnace averaging approximately $175 per month for heat, a new oil tank, central air conditioning, central vacuum, two fireplaces, and an attached 2-car garage. The fully finished walkout basement is a true standout, offering a nearly complete second living space with a galley (that could easily be turned into a full kitchen), full bathroom, and fireplace - ideal for an in-law suite, extended family, or rental income potential. Washer and dryer hookups are available on both levels. Outside, enjoy a three-season porch with storm windows, a patio, raised garden beds, a fully fenced backyard with a double gate, and two chicken coops ready for your flock. A well-maintained outbuilding with new doors adds valuable storage. Schedule your private showing today!
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
Location, Location, Location! Located on a quiet cul-de-sac, this move-in ready 3bedroom, 2 bathroom raised ranch features an attached one-car garage. The spacious primary bedroom offers flexibility and can be converted back into two separate bedrooms, creating the potential for a 4-bedroom layout. Updated, open concept kitchen is a chef's and entertainer's delight and transitions seamlessly into combination dining room / living room. The kitchen is located adjacent to the spacious deck that overlooks the whole backyard with shed included in the sale as well! The upper level also has two generously sized bedrooms along well maintained bathroom. The heated lower level offers an additional 960 square foot of finished space with bedroom, full bathroom and laundry!
Welcome to 56 Bidwell Terrace in Middletown, a beautifully updated home offering versatility, comfort, and modern upgrades throughout. The main level features a bright and inviting layout with updated finishes, spacious living areas, and a functional flow perfect for everyday living. Fully finished in-law apartment in the lower level, complete with its own entrance, living space, kitchen, bedroom, full bath, and an additional flex space room.
Welcome to this well-maintained and move-in ready townhome located in the desirable Trolley Crossing community. This inviting home offers a spacious and functional layout with comfortable living spaces throughout. The main level features a bright and open living room with plenty of natural light, a dining area perfect for everyday meals or entertaining, and a well-appointed kitchen with ample cabinet space and modern appliances. A convenient half bathroom on the main floor adds additional functionality for guests. Upstairs you will find two generously sized bedrooms including a spacious primary bedroom with direct access to the full bathroom. The second bedroom offers great flexibility and can be used as a guest room, home office, or additional living space, and features two closets for extra storage. Additional highlights include an attached garage with washer and dryer hookups, providing both convenience and additional storage space. Located in a convenient area close to shopping, restaurants, schools, and major commuter routes, this property offers a great opportunity for first-time buyers, downsizers, or anyone seeking low-maintenance living in a well-established community. Schedule your showing today and come see all that this home has to offer.
Charm, character, and location come together in this inviting three-bedroom Colonial near Wesleyan University. Classic architectural details give the home timeless appeal, including graceful archways, built-ins, rich wood trim, and a traditional banister. Patterned hardwood floors with decorative inlay in the spacious living and dining rooms, creating warmth and distinctive style. The kitchen is appointed in custom oak cabinetry, newer stainless steel appliances, and a new dishwasher (2026). Just off the kitchen, a mudroom-currently used as a pantry-adds convenient storage and flexibility. Maybe a future half bath would be a possibility or a safe space for your rambunctious furry friend while you are at work. Bright living-room and dining areas flow together with an open feel that works beautifully for everyday living and entertaining. Beyond the dining room, a spacious front-to-back family room features newer carpeting, abundant natural light, and a skylight. This versatile space could serve as a media room, library, home office, or relaxing retreat, with easy access to the deck and views of the backyard. Upstairs, the primary bedroom offers comfortable space and two closets, while two additional bedrooms each include their own closet. Lovingly maintained and offers thermal paned windows and custom blinds throughout. French drain installed in basement so you can utilized this space for safe storage. Electric outlets all replaced in 2020. Architectural 40 year shingle.
Welcome to this beautifully updated home where classic charm meets modern convenience, nestled in the heart of Middletown with sidewalks leading directly to downtown, Middlesex Hospital & Wesleyan University. Conveniently located near Rte 9, this home offers both walkability & easy commuting. From the moment you arrive, the inviting curb appeal stands out with a classic white picket fence, private driveway offering ample off-street parking & a welcoming front porch with new Trex decking, perfect for morning coffee or relaxing evenings. Inside, you'll find a bright & welcoming layout featuring hardwood floors, updated lighting & a spacious living room with a cozy fireplace that flows seamlessly into the dining area, ideal for everyday living & entertaining. The primary suite on the first floor is a spacious retreat, highlighted by a stunning picture window that floods the room with natural light overlooking the peaceful backyard. The kitchen offers a fresh, modern feel with updated cabinetry, countertops, & newer appliances (2024), while stylish barn doors add character & functionality. Upstairs & throughout, the home has been thoughtfully improved with renovated bathrooms, including a fully updated main bath, along with the finished attic space (2024), currently used as a 5th bedroom. Step outside to enjoy a great size fully fenced-in backyard & a shed for all your gardening tools along with a screened-in back porch complete with a hot tub, creating your own private retreat.
Welcome to 23 Hotchkiss Street, where historic charm meets modern convenience in the heart of downtown Middletown. Built in 1900, this classic brick Colonial has been thoughtfully updated while preserving its timeless character. Inside, you will find bright, inviting living spaces, a well appointed kitchen with updated appliances, and flexible rooms that can fit a variety of needs, whether you are entertaining, working from home, or simply relaxing. Outside, the lifestyle continues. Located just moments from Wesleyan University and Main Street's restaurants, shops, and cultural attractions, this home places you right in the center of downtown living. McCarthy Park sits next door, offering tennis courts, basketball courts, recreation areas, and open green space that feels like an extension of the property itself. With exceptional access to dining, entertainment, and everyday conveniences, 23 Hotchkiss Street offers a rare opportunity to enjoy classic New England architecture alongside true city convenience.
Welcome to this beautiful two-story condo in the sought-after Trolley Crossing Lane in Middletown. This well-located 2-bedroom, 1.5-bath home offers comfort, convenience, and move-in-ready condition. The main level features an open-concept living and dining area, perfect for everyday living and entertaining. Sliding doors lead to a private deck and outdoor green space, an ideal spot for morning coffee or a summer evening of relaxation. A tidy kitchen with stainless steel appliances and a half bath complete the main floor. Upstairs, you'll find two generous bedrooms, a full bath, and a very large walk-in closet offering exceptional storage space. Enjoy the convenience of central air and efficient natural gas heat. The well-maintained complex offers walking trails and an in-ground pool for summer enjoyment, all in a desirable Middletown location close to shopping, dining, transportation, and major highways. Public water and sewer are included in the HOA fee. Whether you're a first-time buyer, downsizer, or investor, this condo delivers space, flexibility, and turnkey living. Move right in and enjoy-book your showing today! The seller is also offering a $3,000 credit towards kitchen updates.
Beautifully remodeled 3-bedroom, 2.5 bath townhouse in the heart of Middletown! This move-in-ready home features brand new LVP flooring throughout, fresh satin-finish paint, and stylish new lighting features that create a modern, welcoming feel. The fully updated bathrooms include new vanities and contemporary shower. Enjoy the convenience of second floor laundry and a walk out basement offering additional living space. Additional upgrades include new appliances, quartz countertops, new blinds throughout and a brand-new garage door. Ideally located near shopping, schools, and major highways-perfect for today's busy lifestyle.
Welcome home to 10 Talias Trail....start Spring in a new home and start "planting" new memories! This is a large 4 bedroom 2.5 bath custom-built Colonial nestled on a quiet cul-de-sac. The bright open floor plan has hardwood floors, 9 ft ceilings and custom touches thru out. The bright and spacious kitchen has plenty of cabinet and counter space, a large peninsula, granite counters and is a great spot to enjoy breakfast and ease into your day. There is a charming breakfast nook for a large kitchen table for informal dining which opens up to the fireplaced family room brimming with natural light. The formal dining room is the perfect size for family and friends to gather. Also included on the main level is an office space or extra bedroom or formal living room, if needed. Upstairs you will find 4 large bedrooms; an inviting master bedroom suite ... the hardwood floors throughout are an added upgrade and the 2nd floor laundry room is convenient and a necessity for today's busy lifestyles. The backyard is level with plenty of open space for a pool, barbeque pit or even a swing set. If you are looking for an outdoor space that is perfect for summer living, this home is just what you are looking for...!!! Close to all major highways, medical centers and shopping. Also Middletown is just 40 mins away from the shoreline and approx. 2 hours away from New York or Boston. Please note there are video cameras inside and outside of the home. Please note this an AS-IS sale
Well maintained colonial home with charm & curb appeal! Great commuter location close to highways, shopping & Middletown's vibrant restaurant scene. The backyard at this property is a relaxing sanctuary with a $25,000 swim spa/hot tub, a koi pond, bluestone patio, stone fireplace, large deck, outdoor lighting & mature trees & plantings! The front entryway welcomes you with a covered wraparound front porch. First floor has a living room, open to the dining room, a large eat-in kitchen, half bath, and a first floor office/bedroom. Kitchen sliders open up to the deck & patio area. The pantry/utility room has a stand up shower & could be made into a laundry room. Upstairs are 3 additional bedrooms, a full bath & a lovely open foyer/sitting area. The walk-up attic is fully insulated & a great storage area & is currently set up as a recreation room. Recent updates include a new boiler & indirect water heater, 2 A/C split units, central air system for 2nd floor, updated 200 AMP electrical panel that is wired for a generator. Roof is less than 2 years old & has newer solar panels! City water & sewer! Detached 2 car garage plus a garden shed adds plenty of additional storage. This home is loaded with charm & character!! Don't miss this one!
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.
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.
Welcome to this beautifully maintained Colonial that showcases modern living, featuring a bright and inviting open floor plan on the first floor 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 slider doors in the dining room right out to the private backyard. 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.
Welcome to 59 Trolley Crossing in Middletown, a beautifully updated and move-in-ready townhouse that perfectly blends modern style with comfort. This spacious home features a bright, open-concept floor plan spanning two levels of living space, complete with the rare convenience of a two-car garage. On the main level, you'll find a large living area and a dining room with sliders leading to a private deck-perfect for relaxing outdoors. The kitchen is fully equipped with stainless steel appliances, complemented by a remodeled bathroom featuring elegant granite finishes. Upstairs, the oversized primary suite offers generous closet space alongside a comfortable second bedroom and a tastefully modernized full bath. Ideally situated within the complex, this home provides effortless access to the community pool and scenic walking trails, making it a fantastic find in a prime location.

Middletown is located in Connecticut. Middletown, Connecticut has a population of 47,164. Middletown is less family-centric than the surrounding county with 22.78% of the households containing married families with children. The county average for households married with children is 27.85%.
The median household income in Middletown, Connecticut is $67,485. The median household income for the surrounding county is $90,833 compared to the national median of $69,021. The median age of people living in Middletown is 39.5 years.
The average high temperature in July is 84.1 degrees, with an average low temperature in January of 18.7 degrees. The average rainfall is approximately 47.6 inches per year, with 34.7 inches of snow per year.