Refine Search
Sort by
737 Newfield St, Middletown
$425,000
3 Baths ⋅ 24171487 MLS
Prime opportunity to own a well-maintained commercial office building in a highly visible and accessible location. Situated on Newfield Street, this property offers excellent exposure with steady traffic flow, making it ideal for a variety of professional or business uses. The building features a flexible layout with multiple private offices, open workspace areas, conference rooms, and ample storage. Property is equipped with ample on-site parking for staff and clients, and is conveniently located near major roadways, local amenities, and the downtown Middletown area. Well-suited for owner-occupants or investors looking to expand their portfolio. Don't miss this opportunity to establish or grow your business in a strategic and desirable location.

737 Newfield St, Middletown

207 Timber Ridge Rd, Middletown
$422,100
5 Beds ⋅ 3 Baths ⋅ 24164795 MLS
Don't miss this beautiful Cape Cod featuring five bedrooms and three full baths. Well maintained and thoughtfully updated, this home has seen many renovations over the past three years and is filled with natural light throughout. The main floor offers two bedrooms, a comfortable living room, and a welcoming kitchen perfect for everyday cooking and gathering. The kitchen opens to a large deck, making it ideal for entertaining family and friends. Upstairs, you'll find two additional bedrooms. The lower level includes another bedroom that can also serve as a home office or flex space, with a bathroom conveniently located nearby. The walk-out basement provides endless possibilities, whether you envision an in-law suite, recreation room, or entertainment space. Well Kept, spent approximately $70,000 in the last three years to make the house gorgeous. Situated in a desirable neighborhood. This charming Cape Cod also includes solar panels that cover all your electricity needs. All that's left to do is move in and enjoy.

207 Timber Ridge Rd, Middletown

40 Hillcrest Ave, Middletown
$420,000
3 Beds ⋅ 2 Baths ⋅ 24177224 MLS
Adorable Cape-style home nestled in the highly desirable Farm Hill neighborhood! Perched on a hill, this charming 1945 residence offers lovely views from the sunroom and is filled with character throughout. Enjoy cozy evenings in the den featuring exposed brick with the impressive original fireplace, while the sun-filled living room showcases beautiful hardwood floors and abundant sunlight. The thoughtfully updated kitchen and renovated bathrooms blend modern convenience with timeless charm. A first-floor bedroom and full bath provide flexible living options. Hardwood floors, neutral paint colors, and attractive brick siding enhance the home's warm and inviting feel. Outside, you'll appreciate the fenced in back yard, perfect for entertaining, gardening, or relaxing amongst the beautiful fruit trees and berry bushes. The rare three-car garage offering ample storage and workspace. Newer mini splits (4) systems provide efficient heating and cooling, and the spacious unfinished basement offers excellent storage potential. Conveniently located just minutes from downtown Middletown, major highways, shopping, dining, and the Connecticut shoreline, this sweet home offers the perfect combination of character, comfort and location! The sun-porch is heated with natural sunlight and adds an additional 252 sq ft to living space. Run, don't walk to this sweet listing!

40 Hillcrest Ave, Middletown

78 Fieldbrook Rd, Middletown
$420,000
4 Beds ⋅ 2 Baths ⋅ 24167292 MLS
*HIGHEST AND BEST BY THURSDAY, 5/28, 12PM. Located in the sought after Westfield section of Middletown, this move-in ready 4 bedroom, 2 bath ranch offers the perfect blend of comfort and convenience. This well maintained home features a functional layout with spacious living areas, abundant natural light, and plenty of room to live, work and entertain. The kitchen flows seamlessly into the main living space, creating an inviting atmosphere for everyday living. The unfinished space above the garage has been roughed for plumbing and electrical, making it an ideal space for a luxurious primary suite, playroom, home gym, or private retreat. The four additional bedrooms are all generously sized, offering comfort and flexibility for family and guests alike. Enjoy easy, single-level living with separate private fenced in area for pets, with additional yard space perfect for entertaining, outdoor activities, or simply relaxing. This expansive property also features a fire pit and spacious deck, ideal for hosting gatherings or enjoying peaceful evenings outdoors. Conveniently located with quick access to major highways, shopping, dining, and local amenities. This home is perfect for commuters and those seeking everyday ease. A great opportunity to own a versatile and move-in ready home in a desirable Middletown location.

78 Fieldbrook Rd, Middletown

55 Saw Mill Rd, Middletown
$420,000
3 Beds ⋅ 3 Baths ⋅ 24163512 MLS
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**

55 Saw Mill Rd, Middletown

69 Denison Rd, Middletown
$415,000
3 Beds ⋅ 3 Baths ⋅ 24163458 MLS
Charming ranch-style home offering style, comfort, and space for everyone! With a main-level accessory apartment, this property presents excellent potential for an in-law suite or income opportunity. Enjoy an open-concept layout perfect for both everyday living and effortless entertaining. The kitchen features a new granite island, stainless steel appliances, dutch door, and a breakfast bar open to the main living area. The inviting living room showcases a cozy fireplace, with hardwood floors leading into the dining room and bedrooms. Downstairs, you'll find a partially finished walk-out basement complete with a full bathroom and a walk-in pantry. Ideal for additional living space, a home office, or more guest accommodations. A walk-up attic provides even more convenient storage options. Enjoy peace of mind and long-term savings with energy-efficient solar panels, a newly installed heat pump system, and recent major updates, including a roof on the main home (2021) and a roof on the apartment/garage (2023). Outside, you'll find two sheds (both with electricity) perfect for a workshop, studio, or hobby space, along with the convenience of an attached garage. The sellers have invested over $100,000 into the apartment alone, in addition to numerous updates throughout the main home. This is a truly versatile property offering space, functionality, and incredible value!

69 Denison Rd, Middletown

57 Edgewood Dr, Middletown
$412,500
3 Beds ⋅ 2 Baths ⋅ 24159062 MLS
Welcome to 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 soapstone quartz countertops, while both full bathrooms were 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 tod

57 Edgewood Dr, Middletown

417 Mile Ln, Middletown
$412,000
3 Beds ⋅ 2 Baths ⋅ 24190857 MLS
Beautifully maintained ranch offering the perfect blend of comfort, style, and functionality! This move-in-ready home features 3 spacious bedrooms and 2 full bathrooms, including a generous primary suite with a private en-suite bath. The bright and inviting living spaces are ideal for both everyday living and entertaining. A true highlight of the home is the stunning full-glass sunroom overlooking the expansive backyard, creating the perfect space to enjoy your morning coffee, unwind after a long day, or host family and friends year-round. An attached one-car garage and enclosed patio provide additional flexible space for entertaining, hobbies, or relaxing in every season. Conveniently located with central air conditioning and a thoughtfully designed layout, this home offers comfort, versatility, and pride of ownership throughout. Whether you're a first-time homebuyer, looking to downsize, or searching for your next home, this exceptional property is ready to welcome its new owners. Don't miss this incredible opportunity-schedule your private showing today!

417 Mile Ln, Middletown

24 Annette Pl, Middletown
$410,000
3 Beds ⋅ 2 Baths ⋅ 24187059 MLS
Tucked at the quiet end of a cul-de-sac on a level half-acre, this move-in ready split level delivers the one thing that's hard to find: it's already done. Extensively remodeled in 2018, the home blends timeless finishes with the kind of major updates buyers hope for but rarely get. A bright kitchen with granite counters and stainless appliances opens to warm, refined living space, where hardwood floors carry through and the baths have been tastefully reworked. The improvements extend well beyond the cosmetic, reaching the roof, siding, and windows along with the doors, garage, and central air. Three comfortable bedrooms rest upstairs, while a flexible finished lower level offers space for a variety of uses, and mud room space with easy walk-out access to the attached garage. Out back, the porch and hot tub wait for slower evenings. Nothing left here but to move in and enjoy.

24 Annette Pl, Middletown

193 Ridge Rd, Middletown
$410,000
3 Beds ⋅ 2 Baths ⋅ 24189064 MLS
*HIGHEST AND BEST OFFER DEADLINE - TUESDAY, JULY 14th AT 12:00pm ET* Welcome home to 193 Ridge Rd, a 3-bedroom, 2-full-bath gem, lovingly updated but full of warmth and charm. Step onto the large front porch and you'll feel it - this one's different. The updated kitchen shines with granite counters, soft-close cabinetry, and a generous pantry, ready for morning coffee or holiday hosting. The dining and living rooms stretch out with beautifully refinished hardwood floors (2024), and a gas heating stove in the dining room adds cozy, supplemental warmth. One full bath per floor keeps mornings easy, including an updated upstairs bath with fresh carpeting and a custom stair runner. Downstairs, a finished bonus room offers flexible living space - perfect for a media room, office, or playroom. Outside, unwind on the low-maintenance Trex deck with vinyl railings, take a dip in the above-ground pool, or let kids and pets roam the fenced-in backyard. Major updates done: new roof (2023), replaced water service line (2021), and fresh interior paint throughout - move-in ready. Come see why 193 Ridge Rd feels less like a house and more like home.

193 Ridge Rd, Middletown

74 Johnson St, Middletown
$410,000
5 Beds ⋅ 3 Baths ⋅ 24180523 MLS
Rare and versatile two-family property offering an uncommon blend of space, privacy, and rental flexibility. Unlike a typical duplex, each unit lives more like a single-family home. One side features a spacious 1,500+ SF ranch-style unit with 2 bedrooms, a large kitchen, in-unit laundry, and a bright sunporch perfect for relaxing year-round. The second unit offers 1,300+ SF of townhome-style living with 3 bedrooms, 1.5 baths, a generously sized kitchen, in-unit laundry, and a one-car garage. Both units come fully applianced and enjoy separate living spaces, ample off-street parking, and a beautiful yard with plenty of room for outdoor enjoyment. The ranch unit is currently leased for $1,500 per month through a one-year lease, providing immediate rental income. (Tenant pays electric heat.) Whether you're an investor seeking strong rental potential or an owner-occupant looking to offset your mortgage with rental income, this property presents a unique opportunity. A rare chance to own a multi-family property that offers the comfort and feel of two distinct homes on one lot.

74 Johnson St, Middletown

30 Snipes Ter, Middletown
$405,000
3 Beds ⋅ 3 Baths ⋅ 24166872 MLS
****MULTIPLE OFFERS - HIGHEST & BEST - FRIDAY 6/19 6PM**** --Charming Cape on a Quiet Middletown Cul-de-Sac-- Tucked away on a peaceful road, this classic Cape Cod-style home offers 1654 sq ft of living space on a beautiful 0.41-acre lot. Mature trees, a lovely front slope, and a cheerful yellow front door set the tone for a home full of character. The spacious living room features hardwood floors and a dramatic floor-to-ceiling brick fireplace. The eat-in kitchen impresses with granite countertops, a center island with bar seating, tile backsplash, and stainless appliances. A sun-drenched sunroom with wraparound windows is perfect for year-round relaxation with a view that goes on for miles. A main-level primary bedroom, full bathroom with tub/shower, and laundry closet add flexibility for guests or single-floor living. Upstairs, two bedrooms share another full bath featuring a walk-in shower stall. The lower level offers a small kitchen, a third full bath with walk-in shower stall, a two-car garage, and additional storage. Outside, enjoy a private backyard with fire pit, serene tree-lined views, and a neighborhood that's close to Bielefield Elementary School and minutes from Route 9, Wesleyan University, and Middletown's famous Main Street with its excellent selection of restaurants and shops.

30 Snipes Ter, Middletown

168 Hendley St, Middletown
$402,500
4 Beds ⋅ 2 Baths ⋅ 24178507 MLS
Welcome to 168 Hendley Street, a well-maintained and thoughtfully updated two-family home located in the desirable Westfield section of Middletown. Perfect for both investors and owner-occupants, this property offers strong income potential, timeless character, and an unbeatable location close to many of the area's top amenities. The vacant first-floor unit features a renovated bathroom, refreshed kitchen with butcher block countertops, hardwood floors, and charming original details including a stained glass window and original craftsman-style door. The second-floor unit offers an updated kitchen and bath, abundant natural light, and a spacious living room with high ceilings. Both units include 2 bedrooms and 1 full bathroom. Conveniently located just minutes from downtown Middletown's vibrant restaurant scene, shopping, and entertainment, as well as Wesleyan University, Snow Elementary, major highways including Route 9 and I-91, and nearby Wadsworth Falls State Park for hiking and outdoor recreation, adding to the property's long-term appeal. Whether you're looking to offset your mortgage with rental income or expand your investment portfolio in a strong rental market, 168 Hendley Street offers flexibility, location, and character all in one.

168 Hendley St, Middletown

177 Barbara Rd, Middletown
$401,500
2 Beds ⋅ 3 Baths ⋅ 24197262 MLS
Welcome to 177 Barbara Road, where classic Cape Cod charm meets comfortable, inviting living. From the moment you step inside, you will appreciate the character throughout this 2-bedroom, 2.5-bath home, featuring beautiful hardwood floors, a cozy living room with a wood-burning fireplace, and an arched doorway leading into the dining room with a timeless built-in hutch. The kitchen has been refreshed with a brand-new backsplash, granite countertops & a new dishwasher, and just off the kitchen, the sunroom offers a bright and relaxing space to unwind. A convenient half bath completes the main level. Upstairs, you'll find two good-sized bedrooms, both with hardwood floors and ceiling fans, along with a full bath. The partially finished lower level adds even more flexibility, offering space for a family room, home office, hobby area, or whatever suits your lifestyle. The basement also includes a laundry room with a full bathroom for added convenience. Step outside to a backyard made for relaxing and entertaining, complete with a deck, patio, beautiful pergola, and fencing added in 2022. Whether enjoying your morning coffee, hosting a summer cookout, or simply unwinding at the end of the day, there's plenty of space to enjoy. Valuable updates include a newer roof (2020), water heater (2024), central air (2024), and oil tank (2025). Conveniently located near schools, shopping, restaurants, parks, and major highways, come see all that 177 Barbara Road has to offer!

177 Barbara Rd, Middletown

171 Smith St, Middletown
$401,000
4 Beds ⋅ 1 Baths ⋅ 24198560 MLS
Back on Market, and meant to be for You!! This adorable Cape boasts 4 bedrooms, an Open Layout, Fully Finished Basement, and an Enchanting private, flat fenced yard with a pool, Magnificent Weeping Willow tree, Firepit, and Gazebo. The Main level welcomes a friendly open layout connecting the open kitchen to the living room with cozy wood burning fireplace, Primary bedroom, Full bathroom, and another bedroom which can be used as an office if a 4th is not needed, as well as a laundry area quietly tucked away. Enter the Breezeway with dramatic wood vaulted ceiling, and french doors looking out to the patio and pool, which is currently being used as a Romantic Dining Room. Upstairs you will find two ample sized bedrooms. The Fully Finished basement offers more room for an In-Law possibility complete with kitchen and full bath. The oversized Tandem garage will hold 3 compact cars, or two large trucks and motorcycles, or hobbies. The roof is 5 years old, and the solar panels are owned and convey with the home at no additional cost to save you money on your electric bill. Located in a convenient location for commuting close to 91, route 9, close to shopping, restaurants, golf courses and more. Must Come see!!

171 Smith St, Middletown

108 High St, Middletown
$400,000
6 Beds ⋅ 2 Baths ⋅ 24202328 MLS
Welcome to this character-filled, turn-of-the-century two-family Colonial in the heart of Middletown, ideally located directly across from Wesleyan University and within walking distance of downtown, restaurants, shops, and public transportation. Each spacious unit offers three bedrooms, a generous living room with a fireplace, beautiful built-in cabinetry, wood flooring, and French doors opening to a sunroom. Large, open kitchens with walk-in pantries provide ample space and functionality, while charming period details throughout reflect the home's original character. The first-floor unit is vacant and move-in ready, while the second-floor unit is currently tenant-occupied, offering immediate rental income. A new roof adds significant value, while the interiors still provide opportunities for updates and personal touches. Situated on a corner lot with two separate driveways accessed from different streets, plus a convenient walkout basement. An excellent opportunity for an owner-occupant or investor!

108 High St, Middletown

286 Russell St, Middletown
$400,000
3 Beds ⋅ 1 Baths ⋅ 24199523 MLS
Welcome to 286 Russell Street, a warm and cozy cottage-style home bursting with curb appeal and gorgeous architectural details. A welcoming, adorable front porch invites you inside to discover a main level showcasing hardwood floors and lovely trim work throughout. The inviting living space centers around a detailed fireplace, creating the perfect environment for crisp evenings, while a lovely sunroom offers a bright, serene retreat to relax and unwind. At the heart of the home is a beautifully renovated kitchen (2018), boasting high-quality finishings and a highly functional layout. The main floor features two bedrooms and a bathroom, while the spacious attic, currently functioning as an office and family room, is a fully recognized third bedroom, complete with its own closet and distinct character. Modern efficiency seamlessly blends with classic craftsmanship. The entire home was fully insulated with premium spray foam in 2026, keeping utility bills low and temperatures stable all year long. Additional high-value upgrades include a brand-new washer and dryer set installed in 2026. Situated in a prime Middletown location, this move-in-ready gem sits just a short distance from the Pat Kidney Sports Complex, offering access to a premier multi-use athletic facility. It is easy to walk or drive to downtown in a little over one and a half miles. Schedule your tour today!

286 Russell St, Middletown

85 Ten Acre Rd, Middletown
$400,000
3 Beds ⋅ 3 Baths ⋅ 24192475 MLS
HIGHEST AND BEST by 5pm Friday July24th. Seller reserves the right to accept an offer at any time prior to the deadline. Nestled near the end of a quiet dead-end road, this beautifully maintained 3-bedroom ranch offers peaceful country living with picturesque pasture views. Stunning perennial gardens, designed by a master gardener, provide exceptional curb appeal and seasonal color. Hardwood floors run through the bedrooms, hallway, and formal dining room. The inviting living room features a wood-burning fireplace and bay window overlooking the front gardens, while the dining room's picture window captures the scenic farmland beyond. The primary suite includes a private full bath. A spacious family room with sliders opens to a bright sunroom and deck, creating the perfect space to relax or entertain while enjoying the tranquil backyard. First-floor laundry, an attached two-car garage, solar panels, and a whole-house generator add comfort and convenience. The walk-out lower level features a second fireplace with a wood stove, dry bar, workshop, pool table, secure safe, abundant storage, and unfinished space for future expansion. A wonderful opportunity to enjoy one-level living in a beautiful country setting.

85 Ten Acre Rd, Middletown

390 Ballfall Rd, Middletown
$400,000
3 Beds ⋅ 3 Baths ⋅ 24183231 MLS
Beautifully Maintained Home with Finished Lower Level & Private Backyard Retreat. Come discover this exceptionally well-maintained home featuring an inviting open floor plan and a spacious lot in a convenient location. Hardwood flooring flows through the living room and all three bedrooms, creating warmth and timeless appeal throughout. The home offers three generously sized bedrooms, including a primary suite with its own private full bath, plus an additional 11/2 baths for family and guests. The finished lower level provides valuable extra living space and includes a versatile office/flex room, ideal for remote work, a home gym, playroom, or hobby space. A standout feature is the enclosed three-season room, added in 2010, providing approximately 180 square feet of additional living space. Overlooking the private backyard, it's the perfect place to relax, entertain, or enjoy the changing seasons. Additional highlights include vinyl siding, thermopane windows, economical oil-fired hot water heat, central air conditioning, and a layout designed for comfortable everyday living. Conveniently located near shopping, downtown Middletown, medical facilities, public recreation areas, and numerous local amenities, this move-in-ready home offers the perfect combination of comfort, space, and convenience.

390 Ballfall Rd, Middletown

60 Warner Ave, Middletown
$400,000
3 Beds ⋅ 3 Baths ⋅ 24177962 MLS
Beautifully updated 3-bedroom, 2.5-bath Colonial in the heart of Middletown. Step into a tastefully designed living room, then through to the eat-in kitchen with sliders that open to a spacious deck-perfect for morning coffee, alfresco dining, or relaxing outdoors. Laundry is conveniently located in the half bathroom off the kitchen. Upstairs you will find 3 bedrooms, a full bathroom off the hallway, and the primary bedroom complete with an en-suite bathroom. Thoughtful updates, comfortable living spaces, and a move-in-ready condition make this home an easy choice. Ideally situated, you'll enjoy quick access to downtown Middletown's restaurants, shopping, and entertainment, plus Middlesex Health, Wesleyan University, Route 9, and the scenic Connecticut River. A prime location and a turnkey home-an outstanding opportunity you won't want to miss.**Deck freshly painted!! Unfortunately not before professional photos.

60 Warner Ave, Middletown

77 Berkeley Rd, Middletown
$400,000
3 Beds ⋅ 2 Baths ⋅ 24168549 MLS
Stunning ranch-2 blocks from Wesleyan University! A true gem that lives remarkably BIG; in a location convenient not only to all of Middletown, but also to all of Connecticut! This lovely ranch checks all the boxes with style, flow and function. Enter via the Trex front porch and deck; great for morning coffee or evening lounging. Upon entry, you can't help but feel the open flow and notice high end finishes, creating this striking 3 BR, 2 full bath nest. Gorgeous full bathrooms, spacious white kitchen with SS appliances and a jaw-dropping eat-in space. Clever sunken family room with fireplace and soaring ceilings - a remarkable surprise for a ranch of this size. The primary suite is truly a suite, with wonderful walk-in "California Closet" style finishes and an elegant en-suite bath. Slip outside to the expansive back deck, perfect for private relaxation or entertaining a large group. Level, manageable yard with huge stone firepit circle provides endless possibilities for backyard enjoyment. Neutral throughout, newer mechanicals, vinyl siding, double driveway, newer windows, main level laundry, 2 decks, city water and sewer. Storage shed tucked right in for hiding the essentials. Walk to University, Wadsworth Trails and Big Y! Just turn the key...

77 Berkeley Rd, Middletown

268 Bell St, Middletown
$400,000
3 Beds ⋅ 1 Baths ⋅ 24167917 MLS
Nestled on 7.15 acres of picturesque land, this charming ranch offers the perfect blend of privacy and potential. The home features hardwood floors throughout, three comfortable bedrooms, and a full bath, all laid out in a convenient single-level design. A functional kitchen flows into a cozy dining area, complete with a slider that opens to a beautiful wooden deck-ideal for enjoying peaceful mornings or entertaining while overlooking the expansive backyard. Additional highlights include a full basement offering ample storage or future finishing possibilities, an attached two-car garage for convenience, and durable aluminum siding. The roof was replaced in 2021, adding peace of mind for years to come. With its generous acreage and solid bones, this property is a wonderful opportunity to make it your own and create the lifestyle you've been dreaming of.

268 Bell St, Middletown

38 Harris St, Middletown
$397,000
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

25 Morgan St, Middletown
$395,000
4 Beds ⋅ 2 Baths ⋅ 24196455 MLS
Welcome home to this charming Cape Cod-style house, offering 1,874 square feet of comfortable living space, plus an additional 150 square feet of finished space in the basement. This inviting four-bedroom, 2 full bath home is nestled in a wonderful neighborhood, combining timeless charm with everyday comfort. The updated kitchen is ready for cooking, gathering, and entertaining, while the spacious living room features a cozy fireplace-perfect for relaxing evenings at home. A one-car garage and an outdoor storage shed provide added convenience and plenty of room for tools, lawn equipment, or seasonal storage. Step outside to a spacious deck overlooking the backyard, creating a wonderful setting for morning coffee, outdoor dining, or simply enjoying the peaceful surroundings. The property also includes an above-ground pool that offers great potential and just needs a little TLC to be enjoyed again. The upper bathroom present an excellent opportunity to update and personalize the home to your own style, allowing you to add value while making the space uniquely yours. With its generous layout, desirable location, updated kitchen, classic Cape Cod character, and inviting outdoor living space, this home is ready to welcomes its next owners. VERY MOTIVATED SELLERS!

25 Morgan St, Middletown

50 Garfield Ave, 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

65 Murray St, Middletown
$394,900
3 Beds ⋅ 2 Baths ⋅ 24200766 MLS
Oversized Ranch with Incredible Outdoor Living! This 3 Bedroom, 2 full Bath home offers 1,236 sq. ft., a mighty 2-car attached garage, and a picture-perfect backyard oasis! The inviting foyer opens to an expansive Living Room/Dining Room combination featuring an attractive gas fireplace and sliders to an amazing deck, patio, and backyard. The bright, spacious eat-in Kitchen captures the morning sun and offers a generous breakfast nook and plenty of counter space. The laundry is conveniently located at the far end of the Kitchen. Down the hall are 3 good-sized bedrooms and a welcoming full bath. The Master Bedroom Suite features crown molding, a Master Bathroom with a walk-in shower, and a walk-in closet. Step outside to a sprawling 30' x 15' deck/patio plus an adjacent 12' x 9' patio, creating an exceptional retreat for relaxing or entertaining. The large, flat backyard gives you plenty of room to enjoy it all! The 30' long, cozy front porch is another perfect spot to relax and watch the sunrise. The basement is huge, completely open, ready for finish (Family Room, Game Room, Work Shop). Comfort and efficiency come from 2 split units for heating and A/C, plus a newer heat pump for efficient heating, cooling, and improved electric bills. There are also select baseboard units and radiant ceiling heat, with the split units providing the greatest efficiency. City water and sewer complete the package. The home you've been waiting for!

65 Murray St, Middletown

37-39 Loveland St, Middletown
$392,000
8 Beds ⋅ 4 Baths ⋅ 24171821 MLS
Large 8 bedroom duplex ready for a new owner occupant or eager investor. This home has the potential to possibly facilitate an additional bedroom. Located just five minutes from downtown, Middlesex Hospital and just a stones throw from the prestigious Wesleyan University. This home from the outside can be very deceiving. There are three levels of moderate living space on both sides. On the main level there is a traditional dining room, living room, kitchen, half bath and laundry room. The second level offers two large bedrooms and a full bath. Each unit has a finished attic with two additional moderate sized bedrooms.Each unit has separate utilities. This is a great opportunity to own a great home in a great area. We are asking for highest and best offers to be submitted no later than Sunday May 10, 2026 at 4pm. Thank you.

37-39 Loveland 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.

How much is your home worth?

Get instant property value now!