123 properties for sale in Middle Haddam

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Welcome to your own private retreat in East Hampton! Set on nearly 2 acres, this spacious Colonial offers a rare combination of indoor and outdoor living designed to enjoy in every season. The expansive, level and fully fenced backyard provides plenty of room to entertain, play, garden or gather around a fire on crisp fall evenings. Inside, the eat-in kitchen opens to an impressive two-story family room with vaulted ceiling and dramatic stone fireplace. The French doors lead to the sunroom, hot tub and backyard. The sunroom features a skylight for added natural light and for the cooler months there is pellet stove for added warmth. A flexible first-floor office/guest room with adjacent full bath offers options for overnight guests or multi-generational living. Upstairs, the spacious primary suite features a walk-in closet and private bath, along with three additional bedrooms, full hall bath and loft-style sitting area. The finished walk-out lower level with kitchenette and half bath a

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Great opportunity to own a two-family home in the desirable town of Portland! This versatile property offers the potential for rental income, multi-generational living, or an owner-occupied investment. Each unit provides its own living space and offers flexibility for a variety of needs. Conveniently located near local amenities, shopping, dining, schools, and major commuter routes. Whether you're looking to expand your investment portfolio or have one unit help offset your living expenses, this property is worth a look. Don't miss this opportunity!

Opportunity awaits on Farm Hill Rd, just off South Main Street. This 2-bedroom, 1-bath home offers convenient one-floor living and sits on a desirable corner lot with room to grow. Expand your living space by finishing the basement or converting the attic. The detached garage, built in 2006, is a standout feature, ideal for a workshop, mechanic projects, or rental income. The home needs some TLC, but the bones are solid, making it a great canvas for an investor or first-time buyer ready to add value and make it their own. Enjoy easy access to shopping and nearby Pat Kidney Sports Complex. Come see the potential for yourself!

Historic charm meets modern comfort in this beautifully updated townhouse style condo at the former Russell Company Upper Mill. An open, light filled layout creates an inviting atmosphere, complemented by thoughtful updates throughout. Boasting a modern new kitchen with quartz counters and new stainless steel appliances. New flooring, LED lighting, and paint throughout. Gorgeous updated bathrooms. A large primary suite with a walk-in closet and another large closet. A bonus room which could double as a perfect office/guest/2nd bedroom. Washer and dryer in unit. The exterior offers classic brick architecture with timeless character, while assigned parking and low maintenance living add everyday convenience. Ideally located in Middletown's South Farms district just minutes from downtown dining, shopping, Wesleyan University and Middlesex Hospital. A wonderful opportunity to enjoy trendy mill living in this nationally recognized historic landmark

Tucked away at the end of a quiet cul-de-sac, 11 Hale Road offers the perfect combination of privacy and a neighborhood feel. This 3-bedroom, 1,812 sqft home (with an additional 576 sqft finished and heated on the lower level) features original hardwood floors, newer windows throughout, custom shades, and central air. The inviting kitchen offers generous cabinetry and tinted windows, bringing both charm and comfort to the heart of the home. A large deck overlooks the private backyard, while the lower-level family room with fireplace provides the perfect space to relax and entertain. The attached two-car garage adds everyday convenience. With room to roam both indoors and out - and a cul-de-sac that's long been a favorite spot for kids to play - this is a wonderful place to call home

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

Welcome to 217 Ridge Road! Nestled in Middletown's desirable South Farms neighborhood, this charming 1913 Colonial seamlessly blends historic character with modern conveniences. An inviting covered front porch sets the tone for the warmth and charm found throughout. Step inside to discover beautiful hardwood floors, a spacious living room with a gas fireplace, and a formal dining room featuring timeless built-ins. The kitchen offers a center island and flows into a convenient laundry area, half bath, and mudroom with access to the backyard deck. Upstairs, you'll find three comfortable bedrooms and a full bath, while the finished walk-up attic provides an additional 291 square feet of versatile space, perfect for a home office, playroom, or creative retreat. A partially finished basement offers even more possibilities. Enjoy peace of mind with numerous improvements including a newer furnace, oil tank, vinyl siding, windows, and energy-efficient mini-split systems providing supplemental

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!

Nestled in the sought-after Chimney Hill neighborhood, this spacious Colonial offers over 4,200 square feet of thoughtfully designed living space on a beautifully landscaped lot. The home features 4 bedrooms, 2.5 bathrooms, a bright, open floor plan, generous living and dining areas, and a spacious kitchen perfect for everyday living and entertaining. The family room provides a warm gathering space, while the primary suite offers a private retreat with ample closet space and an en-suite bath. Additional highlights include a two-car attached garage, a large backyard ideal for outdoor entertaining, and a prime location just minutes from downtown Middletown, Wesleyan University, shopping, dining, parks, and major commuter routes. This is a rare opportunity to own a beautiful home in one of Middletown's most desirable neighborhoods

Welcome to Arawana Estates, where historic charm meets modern comfort in a truly unique setting! Located within a beautifully converted mansion, this rarely available penthouse-style condo offers a spacious and distinctive layout filled with character and natural light. High ceilings, hardwood floors, recessed lighting, oversized windows and custom built-ins create a warm and inviting atmosphere throughout. The updated kitchen features crisp white cabinetry, leathered granite countertops with breakfast-bar seating, stainless steel appliances and a new Bosch dishwasher. Beautifully appointed baths offer granite finishes, subway tile and a relaxing soaking tub. The impressive primary bedroom is a standout, offering generous proportions, beautiful hardwood flooring, a fireplace and extensive custom built-in cabinetry and shelving. In-unit laundry and abundant storage add everyday convenience. Set within an intimate 6-unit community, Arawana Estates is surrounded by expansive lawns, mature

Calling Highest and Best - please provide offers on GHAR forms - PandS, OFFER DEADLINE Monday, 11/2/2026, on or before 1:00PM. WELCOME HOME to 106 S. Front Street, Middletown! Conveniently located near town with easy access to Route 9, this inviting 3-bedroom, 2-bath home offers comfortable living, charming details, and move-in-ready appeal. Inside, beautiful hardwood floors and fresh paint create a bright, welcoming atmosphere. The cozy living room fireplace adds warmth and character, while the relaxing sun porch provides the perfect spot for morning coffee, quiet reading, or unwinding at the end of the day. Outside, the lovely backyard offers plenty of room to gather, entertain, and enjoy the crisp autumn air-with space to create your own fire pit area. With its comfortable layout, inviting outdoor space, and convenient location, this home is ready for its next chapter-and it may not be available for long. Convenient Location, close to shopping, downtown with wonderful restaurants an

Imagine having no more snow and grass to take care of! That's right. Autumn Meadows does it all for you so you can relax and enjoy your new home. What a beautiful opportunity to own in Autumn Meadows, a 55+ community in bustling Middletown. Featuring hardwood floors throughout both the main level and the lower level in-law apartment, this property offers comfortable living, versatile space and a wonderful layout. The main level features two bedrooms and two full bathrooms, including a spacious primary suite complete with a full bath and walk-in closet. The large kitchen boasts stainless steel appliances and granite countertops, while the convenient main level laundry is tucked away in a hallway closet. Just off the living room, a newer deck overlooks open space, providing a lovely spot to relax and enjoy the outdoors. The lower level in-law apartment offers excellent additional living space, featuring one bedroom, kitchen, dining area and living room with cozy free standing gas firepla

Welcome to 9 Burr Avenue! This charming Colonial offers 3 bedrooms, 1 full bathroom, and 1,344 square feet of living space per public records. The home features a beautifully remodeled kitchen, updated within the past year, along with a finished walk-up attic offering versatile additional space, perfect for a home office, hobby room, or bonus area. Additional improvements include a newer hot water heater, approximately one year old. Step outside to enjoy a fully fenced backyard offering privacy and plenty of room for entertaining, outdoor gatherings, or simply relaxing. With its recent updates, flexible living spaces, and inviting outdoor area, this property offers a wonderful opportunity to make it your own. Property is being sold strictly AS-IS

Welcome to this well-maintained three-bedroom ranch, situated on a beautiful 1.68-acre lot in East Hampton! Built in 2003, this home offers 1,582 square feet of main-level living space with 3 bedrooms and 2.5 baths. The inviting living area features a cozy fireplace, while central air conditioning provides year-round comfort. The spacious finished lower level offers over 1,000 additional square feet of versatile living space, complete with a second fireplace and bathroom-perfect for a family room, recreation area, home office, or entertaining. Step outside and enjoy the expansive yard, offering plenty of room for outdoor gatherings, gardening, or simply relaxing in your own private setting. With generous living space both inside and out, this property offers endless possibilities to make it your own. Convenient one-level living with the added bonus of a beautifully spacious lower level

Welcome to 9 Magnolia Place, a charming and well-maintained Middletown home offering an impressive list of thoughtful updates inside and out. Tucked along a quiet dead end, this 4-bedroom home combines character, comfort and many of the major improvements buyers appreciate. Recent updates include new kitchen cabinetry, new quartz countertops, sink and faucet, a metal range hood, and fresh interior paint throughout nearly every room, both hallways and the upper staircase. Approximately a year and a half ago, the first 10 feet of the exterior sewer line were replaced, another valuable improvement to the property. Additional improvements over the years include newer vinyl siding with insulation, energy-efficient double-pane replacement windows, a designer front entry door and surrounding structure, added attic/crawl-space and ceiling insulation, and an updated large shower/bath with generous built-in shelving. The home is equipped with an oil-fired Crown heating system, an above-ground oi

Exceptional mixed-use investment opportunity convenient to downtown Middletown! This property features 2 commercial units and 3 residential units, offering a balanced blend of commercial and residential income that makes it an ideal addition to any investor's portfolio. Both commercial spaces are currently vacant, making this an excellent opportunity for someone who wants to open their own business on the ground floor while collecting steady rental income from the apartments upstairs. The commercial spaces enjoy excellent street frontage and high visibility along busy East Main Street, providing strong exposure for retail, office, or service-oriented businesses-with one of the commercial units already featuring a dedicated kitchen. The 3 residential units offer versatile 1, 2, and 3 bedroom layouts, each featuring 1 full bathroom. These units offer strong rental appeal in a highly desirable location. Situated within walking distance to restaurants, shopping, entertainment, public trans

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

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

Pride of ownership will wow you at 15 Davison Rd in Moodus! This spectacular colonial home sits on over an acre of private land on a quiet, dead-end road lined with quintessential New England stone walls! This home features a sprawling, open floor plan with over 4,000 sq ft of flexible living space for all your needs. With 4 bedrooms, 2.5 baths, a 2-car garage, a living room, family room, recreation space and a dedicated gym area, you'll never want to leave! Enjoy outdoor living at its finest with beautiful views, serenely tucked in nature, a huge stone patio, and a sprawling deck off the breakfast nook. Neutral paint hues and gleaming hardwood floors make this home warm and inviting. Kitchen features granite countertops, stainless steel appliances and a plethora of cabinetry for all your storage needs as well as a large center island. Natural light spills into the expansive living room area off the kitchen and a propane fireplace adds warmth on cold New England nights. A large dining

Historic new england charm. Two hours from manhattan and boston. A historic home with a waterfall, saltwater pool, mature gardens and brook, nestled among old-growth oak and maple. Tucked into the Connecticut River Valley, this beautifully restored 18th-century house offers an authentic country retreat within easy reach of both cities. Listed on the National Register of Historic Places and set on almost an acre, the home combines original character with thoughtful modern updates, including a remotely operated irrigation system. Five bedrooms provide plenty of room for family and friends, while single-level living adds ease and flexibility. Enjoy morning coffee by the brook, lazy summer afternoons beside the pool, autumn evenings by the fire and holidays gathered together in the country

Welcome to 394 Main Street, a spacious multi-family located in the desirable Portland area. With its substantial footprint and versatile layout, this property presents an excellent opportunity for an owner occupant, extended household, or investor looking to add a valuable property to their portfolio. Whether you're looking to occupy one unit while generating rental income from another, accommodate extended family, or explore the property's investment potential, 394 Main Street offers plenty of possibilities. Located close to local shopping, dining, schools, parks, and area amenities. Portland's convenient location also provides easy access to surrounding communities and major commuter routes. With its spacious layout, multi-family versatility, and desirable Portland location, this property offers an exciting opportunity for buyers seeking both flexibility and potential. Bring your vision and make 394 Main Street your next investment or home! Schedule your private showing today! Multip

Enjoy the best of single-level living in this nearly 1,500 square feet free-standing condo offering the privacy of a detached home with the benefits of an active, 55+ community! Newly refinished hardwood floors flow throughout most of the home. The spacious living room features vaulted cathedral ceilings, recessed lighting and a gas fireplace. A gorgeous kitchen offers timeless wood cabinetry, solid-surface countertops, abundant workspace and peninsula seating. The dining area opens to an enclosed screened deck, with an exterior gas hookup ready for your grill. The primary suite features hardwood floors, recessed lighting, a distinctive bow-style window, walk-in closet and beautifully updated bath with modern finishes and back-lit mirror. Two additional generously sized bedrooms and a second updated full bath complete the living space. The attached 2-car garage leads to a convenient mudroom with laundry and access to a full basement offering tremendous finishing potential. This locatio

Set on a generous 1.2-acre lot in Portland, this expansive ranch offers an incredible amount of space and potential for someone ready to bring their vision to life. With over 4,300 square feet of living space, the home features 10 rooms including 4 bedrooms and 3 full baths plus a half bath, providing plenty of room for extended living, hobbies, or multi-generational needs. The layout offers the convenience of single-level living with large rooms and a full basement below for additional storage or future finishing. Built in 1995, the home includes an attached garage, deck and open porch areas, and sits well back from the road with a wide driveway and spacious yard. While the property does need updating and repairs, the size, layout, and setting create a rare opportunity to transform a large ranch into something truly special. With some work and imagination, this could become an exceptional long-term home in a quiet Portland setting

Welcome to 147 Ridge Rd, a stunning, completely remodeled home located in the highly desirable South Farms district of Middletown! This beautifully updated property has been renovated from top to bottom and is truly move-in ready. The heart of the home is the spectacular open-concept kitchen, featuring beautiful quartz countertops and seamless flow into a bright, light-filled living room with a decorative stone fireplace. Throughout the home, you'll find beautifully refinished hardwood floors and two beautifully updated bathrooms, each featuring elegant inlaid tile showers. The dining room features a slider to an impressive 16-foot deck, creating the perfect setting for indoor and outdoor entertaining, relaxing, and enjoying the private surroundings. Major updates include a new roof and windows, a newer furnace, and new electrical wiring and electrical panel. Every detail has been thoughtfully updated to create a comfortable, stylish, and modern home. This is a must-see property! Sched

Completely transformed from the frame up, this beautifully rebuilt New England Colonial blends historic character with modern updates throughout. Situated on approximately 0.56 acres, this move-in ready 4-bedroom, 3 full bathroom home offers 2,046 square feet of thoughtfully redesigned living space. Step inside to an open and inviting layout featuring recessed lighting, updated flooring, spacious living areas, and central air for year-round comfort. The redesigned kitchen showcases modern cabinetry, updated finishes, brand-new appliances, and generous prep space that flows seamlessly into the main living areas. Designed with entertaining in mind, the dining area features a custom built-in beverage station with beverage refrigerator, additional cabinetry, and serving space. The living area is highlighted by a newly built electric fireplace creating a warm focal point, while renovated bathrooms throughout the home feature custom tile work and stylish finishes. The primary bedroom suite o

Experience the ease of true one-floor living in this stunning new construction ranch situated on a picturesque 1-acre lot backing to a peaceful horse farm. Offering 4 bedrooms (one currently used as an office), 2 full baths, and 2 half baths, this thoughtfully designed home combines luxury finishes with an open, functional layout. The expansive kitchen features a large center island, 36-inch Thor gas range, pot filler, and flows seamlessly into the living room with soaring cathedral ceilings, a large front window, and two sliders leading to the back deck-perfect for everyday living and entertaining. The spacious primary suite offers a walk-in closet, private balcony, and spa-like ensuite with a soaking tub, dual shower heads with glass enclosure, and double vanity. The partially finished walk-out lower level includes a half bath with a second laundry hookup, providing flexible space for a recreation room, home gym, office, or guest area. Enjoy the privacy of a 1-acre lot with scenic vi

Welcome to this beautifully maintained 4-bedroom, 5-bath Colonial, set on 2.9 beautifully landscaped, private acres in a desirable neighborhood, offering a wonderful blend of space, privacy, and natural beauty. The updated kitchen features granite countertops and offers a wonderful space for everyday living and entertaining. Hardwood floors throughout add warmth and timeless charm, while the formal dining room is enhanced by elegant crown molding. One of this home's exceptional features is its two spacious primary suites, each offering a walk-in closet and private full bath. The additional bedrooms and baths provide plenty of flexibility for family, guests, or a home office. Enjoy the peaceful surroundings from the large deck overlooking the beautifully landscaped backyard, which abuts protected nature conservancy land that will remain undeveloped. This special setting offers a wonderful sense of privacy, scenic natural surroundings, and the enjoyment of nature right beyond your backya

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted