Refine Search
Sort by
145 Monarca Dr, Middletown
$1,200,000
3 Beds ⋅ 4 Baths ⋅ 24202531 MLS
A one-of-a-kind custom-built new construction home that must be experienced in person to be appreciated. This modern contemporary farmhouse-style ranch sits on 2.38 acres of private land, positioned at the end of a cul-de-sac on a private road. From the moment you arrive, the exterior makes a lasting impression. Stone walls frame the driveway, guiding you past a thoughtfully designed approach w/a waterfall element & circular drive. The home's facade showcases board & batten siding, stone & striking black windows, gutters & trim. A covered front entry with a custom-built on-site front door & oversized 10-ft garage doors complete the curb appeal. Inside, every detail has been carefully designed & executed. Custom paneled walls conceal hidden features, including a discreet foyer closet & a hidden half bath accessed through the paneling along w/built-in storage for convenience. The open-concept living space is breathtaking, highlighted by soaring ceilings, exposed beams & a stunning central fireplace that anchors the home. The chef's kitchen is both beautiful & functional, featuring high-end cabinetry, a farmhouse sink, a large center island w/waterfall quartz edges & additional storage below. 1 wing of the home includes 2 guest bedrooms, a full bath & a cleverly enclosed laundry area finished walnut, keeping it completely out of sight. The primary suite offers a luxurious bath w/a walk-in shower, double vanities, walk-in closet, & a unique double-seater, lay-down soaking tub.

145 Monarca Dr, Middletown

23 Brookview Ln, Middletown
$605,000
3 Beds ⋅ 3 Baths ⋅ 24201081 MLS
Welcome to 23 Brookview Lane, a spacious Colonial tucked into the desirable Westfield section of Middletown. Set in a beautiful residential community, this home offers a great combination of space, privacy, and a comfortable layout with plenty of room to grow. Inside, beautiful hardwood floors run through much of the main living area, while the fireplace creates a warm focal point and a perfect place to gather. The kitchen and dining areas offer plenty of room for everyday living and entertaining, with direct access to the rear deck overlooking the backyard. Upstairs, you'll find spacious bedrooms and a primary suite complete with its own private full bathroom and walk-in closet, giving the homeowners a comfortable space of their own. The additional bedrooms offer plenty of flexibility for family, guests, or a home office. Downstairs, the fully finished walk-out lower level adds another dimension to the home and can easily serve as a second family room, recreation space, office, gym, or playroom. One of the highlights of the property is the outdoor setting. Step out onto the deck and enjoy views of the private, lightly wooded backyard, creating a peaceful setting for morning coffee, summer gatherings, or simply relaxing at the end of the day. The attached two-car garage and sizable private driveway provide ample parking and additional convenience. Located just minutes from Spencer School, Middletown High School, shopping, restaurants, parks, and major commuter routes, Broo

23 Brookview Ln, Middletown

12 Brookview Ln, Middletown
$499,000
3 Beds ⋅ 3 Baths ⋅ 24214047 MLS
Welcome to 12 Brookview Lane, located in Middletown's desirable Westfield neighborhood! This beautifully maintained 3 bedroom, 2.5 bathroom home offers a wonderful combination of space, style, and functionality. Step inside to discover inviting, spacious living areas accented by beautiful hardwood floors. The stylishly updated kitchen features an open layout that flows effortlessly into the surrounding living space, creating an ideal setting for both everyday living and entertaining. A generously sized bonus room offers endless possibilities, whether you envision a home office, playroom, media room, or additional gathering space. The partially finished basement provides even more flexible living space to suit your needs. With its thoughtful layout, tasteful updates, and versatile spaces, this home offers comfort and convenience in a fantastic Middletown location. Come see all that 12 Brookview Lane has to offer!

12 Brookview Ln, Middletown

118 Camp St, Middletown
$479,900
3 Beds ⋅ 3 Baths ⋅ 24211740 MLS
Welcome to 118 Camp Street, nestled in Middletown's highly desirable Westfield district! Situated on a beautiful, expansive lot, this well-built 3-bedroom, 2.5-bath ranch offers the ease of true single-level living combined with major mechanical peace of mind. Key capital improvements are already in place, including efficient central air conditioning and a roof that is just 3 years old. The main level welcomes you with comfortable, sunlit living spaces and a functional floor plan designed for effortless everyday living and entertaining. The bedroom wing features three well-proportioned rooms, highlighted by a private primary suite complete with a walk-in closet and dedicated en-suite bath. Downstairs, the finished lower level dramatically expands your living footprint and versatility. Outfitted with a generous secondary living room, a full second kitchen, and a convenient half bath, this self-contained space is tailor-made for guest accommodations, multi-generational living, or the ultimate recreation and game room. Outside, the picturesque property provides plenty of open green space for gardening, outdoor gatherings, pets, or weekend relaxation in an established neighborhood setting. With solid construction, low-maintenance mechanicals, and a premier Westfield location close to schools, parks, and commuter routes, this classic ranch is ready for you to move in and personalize to your lifestyle!

118 Camp St, Middletown

126 Rolling Grn, Middletown
$474,900
3 Beds ⋅ 3 Baths ⋅ 24215505 MLS
Welcome to 126 Rolling Green in Middletown! This spacious Ranch-style home combines comfortable one-level living with versatile additional space and an inviting setting in a fantastic neighborhood. The main level features three bedrooms, two full baths and a convenient laundry room, offering an easy and functional layout for everyday living. Step inside to discover abundant natural light and a formal dining room with vaulted ceilings and an elegant Palladian-style window. The spacious eat-in kitchen offers extensive cabinetry, recessed lighting, and a large pantry, opening to a versatile adjoining room with vaulted ceilings, a wine rack, and beverage refrigerator - perfect for entertaining or everyday relaxation. The living room features a natural gas fireplace, creating a warm and welcoming gathering space. The primary bedroom offers a large walk-in closet and an en-suite bathroom with a stand-up shower and Jacuzzi-style tub. Two additional bedrooms and two full bathrooms complete the main-level living space.

126 Rolling Grn, Middletown

38 Autumn Ln Unit 38, Middletown
$469,000
3 Beds ⋅ 3 Baths ⋅ 24212932 MLS ⋅ Autumn Meadows BLDG.
Welcome to Autumn Meadows, where beautiful improvements and versatile living come together! This freestanding 3-bedroom, 3-full-bath home offers no shared walls, An inviting open floor plan creates a wonderful sense of space, while three main-level bedrooms, including the primary suite, provide the ease and convenience of one-level living. The updated kitchen features quartz countertops, a generous breakfast bar, newer stainless steel appliances and abundant cabinetry. Gleaming hardwood floors, crown molding and a handsome propane fireplace enhance the living and dining areas. Sliders from the living room open to a spacious TimberTech deck overlooking a picturesque natural meadow with seasonal birdlife. Remodeled bathrooms feature stylish vanities and beautiful quartz and tile showers. The finished lower level offers over 600 square feet of additional living space with heat, central air, a full bath and hookups for a potential kitchenette. Imagine a guest retreat, recreation room, home office or possible second primary suite! Approximately 1,000 square feet of unfinished basement provides generous workshop, mechanical and storage space. The attached finished two-car garage features epoxy flooring and access to the lower walkout level. A new central A/C system installed August 2026 adds peace of mind. Convenient to downtown Middletown, Wesleyan University, Middlesex Health and major commuting routes. A truly special place to call home!

38 Autumn Ln Unit 38, Middletown

1040 Washington St, Middletown
$460,000
3 Beds ⋅ 1 Baths ⋅ 24214279 MLS
Step Back in Time - with Comfort and Charm! Built in 1881, this lovingly maintained antique home is filled with character, warmth, and timeless beauty. Nestled on 2.62 acres of peaceful, picturesque grounds, this special property offers a rare blend of history, privacy, and possibility. Step inside and discover 1,964 sq. ft. of inviting living space where the craftsmanship of a bygone era shines through. Rich woodwork, vintage hardware, charming built-ins, and delightful architectural details create an atmosphere that simply cannot be replicated in today's homes. Each room tells a story, offering warmth, character, and a sense of nostalgia. The partially finished attic offers exciting possibilities for expanded living space, a creative studio, or a home office, allowing the next owner to imagine what could be. Outside, enjoy the beauty of mature trees, picturesque surroundings, and plenty of room to roam. Whether relaxing in the peaceful setting, enjoying nature, or envisioning your own outdoor retreat, the possibilities are endless. A detached garage and charming garden shed complement this wonderful property. More than just a house, this is a home that has been cherished through the years and is ready for its next chapter. Warm, welcoming, and full of soul, it awaits someone who appreciates the beauty and individuality of an antique home. Come experience the magic of this 1881 gem.

1040 Washington St, Middletown

404 Newfield St, Middletown
$450,000
3 Beds ⋅ 3 Baths ⋅ 24217472 MLS
One level living with room for expansion in this spacious ranch. Three bedrooms and 3 full baths with and oversize mudroom between the house and garage give you lots of options. Oversized 2 car garage gives you plenty of room for storage in the event you may want to finish off the lower level of this home. Completely remodeled home allows you peace of mind knowing all you have to do is move in. New Windows, new roof, new gutters, new flooring in kitchen and living room and remaining floors refinished The kitchen offers lots of countertop space, cabinets, quartz countertops, island, stainless steel appliances and room for the dining table. Recessed lighting and tile back splash finish off the detail. All three bedrooms are roomy and the master bedroom offers a fully renovated master bath with tiled walk in shower. Keep the open fireplace or add a pellet or wood stove to give you that New England feel while keeping the chill off. The basement would make for great additional living space as there is already a full bath there. New Bilco door and steps to basement. Updated mechanicals including new gas boiler, city water and sewer will give you peace of mind. New roof, windows and fresh paint throughout. There is a shared driveway however there is room from survey (in photos) that was done to have a private driveway. Located near the heart of Middletown, with so many options when it comes to dining, shopping or entertainment.

404 Newfield St, Middletown

147 Ridge Rd, Middletown
$449,900
3 Beds ⋅ 2 Baths ⋅ 24199578 MLS
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! Schedule your private showing today and experience everything 147 Ridge Rd has to offer.

147 Ridge Rd, Middletown

65 Highland Ave, Middletown
$449,000
3 Beds ⋅ 2 Baths ⋅ 24209628 MLS
Welcome to this beautifully remodeled Brick Cape set on a level .41-acre lot with brick-wall-lined driveways, this 1,543-square-foot home offers 3 bedrooms and 2 full baths, including a first-floor primary bedroom-perfect for those looking for one-level living now or in the future. Both baths have been remodeled, the interior has been freshly painted, and there are sparkling hardwood floors throughout much of the home. The brand-new kitchen features beautiful quartz countertops, new cabinetry, stainless steel appliances, and a spacious dining area that's perfect for everyday meals or gathering with family and friends. The living room offers a cozy fireplace, while the finished basement family room provides even more space to relax, entertain, or create a room that fits your lifestyle. Outside, the 3-car garage, with brand-new overhead doors and openers offers plenty of room for vehicles, storage, hobbies, or whatever you may need. Additional updates include mostly all new windows, brand-new central air, newer roof, with brand-new gutters and leaders, many of the important updates have already been taken care of. Whether you're buying your first home, looking for more room to grow, or dreaming of a home that can comfortably carry you into your next chapter, 65 Highland Ave is a special place with so much to appreciate.

65 Highland Ave, Middletown

43 Jefferson Ave, Middletown
$440,000
3 Beds ⋅ 2 Baths ⋅ 24212850 MLS
Welcome to 43 Jefferson Ave, Middletown! This charming 3-bedroom brick ranch offers comfort, space, and convenience in an established neighborhood. The spacious living room features beautiful hardwood floors and a cozy fireplace. The generously sized kitchen and dining area offer ample cabinetry, a center island, and direct access to the rear deck. All three bedrooms are conveniently located on the main level with hardwood flooring and plenty of natural light. The finished lower level adds valuable living space with a recreation/family room and second fireplace, half bath, laundry area, workshop, and storage-perfect for a home office, gym, entertainment area, or hobbies. Outside, enjoy the spacious rear deck, private driveway, detached one-car garage with additional storage space, and well-maintained yard. A newer roof adds peace of mind, while the classic brick exterior provides timeless curb appeal. Conveniently located near shopping, restaurants, schools, parks, downtown Middletown, and major commuting routes. With its easy one-level living, flexible lower-level space, garage, deck, newer roof, and desirable location, 43 Jefferson Ave is ready for its next owner. Schedule your private showing today!

43 Jefferson Ave, Middletown

147 Old Mill Rd, Middletown
$435,000
3 Beds ⋅ 2 Baths ⋅ 24203125 MLS
This charming three-bedroom, one-and-a-half-bath English Tudor sits on a landscaped corner lot and offers a wonderful mix of classic details and modern updates. The beautifully updated kitchen features white and gray cabinetry, quartz countertops, a farmhouse sink, breakfast bar, stainless steel appliances, and plenty of storage and workspace. From there, the layout flows into the dining room with its original corner hutch, followed by a tiled sunroom that leads out to the patio. The living room features hardwood flooring, built-in bookcases, and a wood-burning fireplace. A convenient half bathroom completes the main level. Upstairs, you'll find a primary bedroom with a walk-in closet, two additional bedrooms, and a tastefully renovated full bathroom. Approximately 430 square feet of finished space in the lower level includes a family room with a bar, workshop, laundry room with a utility sink, and additional storage. The property also includes a detached two-car garage and paved driveway.

147 Old Mill Rd, Middletown

76 George St, Middletown
$429,000
3 Beds ⋅ 2 Baths ⋅ 24196637 MLS
Welcome to 76 George St, Middletown! This 1,600 SF home offers 3 bedrooms, a spacious kitchen, and plenty of potential to make the property your own. The walk-out lower level features roughed-in plumbing, creating an exciting opportunity for additional living space, a recreation area, or a possible in-law apartment. Set on nearly one acre of land, the property offers additional road frontage on Boston Rd and the potential for an additional structure, subject to zoning and approvals. With generous land, flexible space, and multiple possibilities for future use, this property offers an excellent opportunity for homeowners, investors, or those looking to create additional living space. A lease-to-own option is also available. Don't miss this unique opportunity-bring your vision and explore the possibilities!

76 George St, Middletown

400 Coleman Rd, Middletown
$425,000
3 Beds ⋅ 2 Baths ⋅ 24216846 MLS
Don't miss this pristine and charming Gambrel Colonial on a perfect level half acre, offering a quiet setting, gorgeous views, generous outdoor living spaces, and tasteful renovations in every room. Infused with beautiful natural light, this right-sized home offers 1718 sf with loads of windows (11 have been replaced by this owner), 3 bedrooms, and 2 bathrooms. The main floor space takes full advantage of its front-to-back design with two living/family rooms anchored by a central combined kitchen and dining room. The kitchen was renovated in 2026 with new LifeProof flooring, solid surface counters, subway tile backsplash, paint, and lighting. With separate coffee bar area and pantry and cool exposed brick, the kitchen offers great storage and is large enough for a long dining table, and can accommodate an island too! The family room features a wood-burning fireplace for cozy nights. The second floor offers a full bathroom and 3 generously sized bedrooms and spacious hallway, all updated with paint and featuring new flooring. The large remodeled full bath (2024) features marble tile tub surround and gorgeous hexagonal floor tile. More to love: half bath (remodeled 2023); new A/C (2023); new paver patio, garage doors, and shed (2021); new siding (2020); full basement; underground pet fence; and generator-ready.

400 Coleman Rd, Middletown

32 Autumn Ln Unit 32, Middletown
$425,000
3 Beds ⋅ 3 Baths ⋅ 24215323 MLS
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 fireplace. A deck off the lower level provides another outdoor retreat, making this space ideal for extended family or guests. With its inviting layout, beautiful hardwood floors, multiple outdoor living spaces and flexible in-law accomodations, this home offers a wonderful opportunity to enjoy easy living in a 55+ community.

32 Autumn Ln Unit 32, Middletown

526 Westfield St, Middletown
$424,900
3 Beds ⋅ 2 Baths ⋅ 24213654 MLS
Lovingly updated and maintained one floor living featuring a roomy eat in kitchen, living room with fireplace. A large primary bedroom with French doors to the deck, provides a large walk in closet an en suite bath with walk in shower and jet tub. The floors throughout the principal rooms of the home are hardwood with the exception of the kitchen and baths with tile flooring. There are two other bedrooms and a family bath also with a walk in shower. The current owners added a one car detached garage, installed a new oil tank and added a very useful workbench in the basement section where double doors allow for entry of their sit down mower. There is a nest system to make off site adjustments to heat and A/C and exterior cameras that are not currently connected to police, fire departments but could be. The deck is two tiered, has a gazebo and is the perfect spot for friends and families to gather. The rear yard is fully fenced for those who have pets that can enjoy a protected outdoor area. Please allow at least 2-3 hours notice to show.

526 Westfield St, Middletown

14 Cimarron Rd, Middletown
$419,900
3 Beds ⋅ 2 Baths ⋅ 24216288 MLS
This meticulously maintained raised ranch offers 2,712 square feet of total living space on a beautiful 0.41-acre lot. Vaulted ceilings with skylights enhance the living and dining rooms, while hardwood floors flow through both spaces and the eat-in kitchen. A wood-burning fireplace adds warmth and character to the living room. The up-dated kitchen features granite countertops and stainless steel appliances. Three bedrooms and two full baths include a primary bath with a shower. Six-panel raised doors add a classic touch throughout the home. The lower level provides additional living space with a wood-burning stove, a pine ceiling, and a separate laundry room. Central air conditioning, a newer roof, an attached two-car garage, and pull-down attic storage offer comfort and convenience. A stone walkway and beautiful backyard enhance the outdoor setting. Conveniently located near highways, this move-in-ready home is ready to welcome its next owners.

14 Cimarron Rd, Middletown

104 Higby Rd, Middletown
$399,999
3 Beds ⋅ 1 Baths ⋅ 24195038 MLS
Welcome to this charming 3-bedroom, 1-bath ranch nestled on the highly sought-after Higby Road. Set on a generous half-acre lot, this home offers the perfect opportunity for first-time buyers, downsizers, or anyone looking to add their personal touch. Inside, you'll find comfortable one-level living with a functional layout, hardwood floors, and a cozy fireplace. Additional features include an attached garage, partially finished basement for extra living or storage space, and a peaceful backyard with plenty of room to relax or entertain. Conveniently located near shopping, dining, parks, and major commuter routes, this home combines a desirable location with endless potential. Don't miss your chance to make this Higby Road gem your own!

104 Higby Rd, Middletown

30 Murray St, Middletown
$399,900
3 Beds ⋅ 2 Baths ⋅ 24209279 MLS
Welcome to 30 Murray St, a well-maintained ranch-style home offering comfortable single-level living with a functional layout. This home features 3 bedrooms and 2 full bathrooms, providing flexible space for everyday living, guests, or a home office. The main level offers a practical floor plan with comfortable living spaces and three well-sized bedrooms with ample closet space. The finished basement provides additional usable space that can accommodate a recreation area, home office, gym, or other needs. Situated on approximately 0.23 acres, the property also offers a spacious yard with room for outdoor activities, gardening, entertaining, or simply enjoying the outdoors. Convenient ranch-style living with additional finished space makes this property worth a look.

30 Murray St, Middletown

45 Annette Pl, Middletown
$394,500
3 Beds ⋅ 2 Baths ⋅ 24195917 MLS
Welcome to 45 Annette Place! This beautifully maintained home is truly move-in ready and has so much to offer. The updated kitchen features granite countertops, stainless steel appliances, and recessed lighting, creating a bright and modern space. Hardwood floors flow throughout the living room and bedrooms, adding warmth and timeless appeal. The partially finished basement provides additional living space and is complete with a cozy pellet stove-perfect for relaxing year-round. Need room for vehicles, hobbies, or storage? The impressive 3-car garage offers endless possibilities. Outside, you'll be welcomed by beautifully landscaped grounds that add exceptional curb appeal and create a wonderful outdoor setting to enjoy. This is a home you'll be proud to own!

45 Annette Pl, Middletown

63 Millbrook Rd, Middletown
$385,000
3 Beds ⋅ 2 Baths ⋅ 24210439 MLS
Welcome to this inviting contemporary-style single-family home offering 3 bedrooms, 2 full bathrooms, and approximately 1,963 square feet of living space. Situated on a level .45-acre lot, this well-maintained 1975 home offers comfortable living spaces, desirable updates, and exceptional versatility. The spacious living room features a striking cathedral ceiling, creating an open and airy atmosphere. The kitchen has been updated with new appliances, while newer carpeting adds a fresh, updated feel throughout the home. A standout feature is the finished basement, complete with its own kitchen, offering excellent additional living space and flexibility. This area is ideal for an in-law suite, extended family, guests, home office, or recreation space, providing numerous possibilities to suit your needs. Enjoy outdoor living from both the front and rear decks, perfect for relaxing, entertaining, or enjoying the generous level property. Additional features include a two-car attached garage and central air conditioning. With its spacious layout, flexible finished lower level, updated kitchen appliances, outdoor living spaces, and convenient attached garage, this contemporary home offers a wonderful combination of comfort and versatility. **This is a short sale. **

63 Millbrook Rd, Middletown

66 Durant St, Middletown
$379,999
3 Beds ⋅ 2 Baths ⋅ 24211673 MLS
Welcome to this beautifully renovated, move-in ready colonial that blends classic architectural layout with modern, functional living space. This rare oversized lot could be subdivided. Recently updated, this gorgeous home offers plenty of room to entertain and relax. The Main Level: Step past the inviting front porch into a bright, airy main floor of open and versatile spaces designed for gathering and comfort. A sprawling living room centers the home, flowing seamlessly into the formal dining area perfect for hosting holiday dinners and family gatherings. The kitchen offers wonderful natural light with a breakfast nook and custom floor-to-ceiling cabinets. Sunlit Family Room: Tucked at the back of the home is a spacious family room with wood burning stove, anchored by a full bath and dedicated laundry room. Bonus Sun Room: Bathed in natural light, the attached sun room serves as a perfect home office, reading nook, or plant oasis. Outdoor Entertaining: The sun room opens up directly to a massive, custom outdoor deck, ideal for summer barbecues, outdoor lounging, and evening entertaining. The Upper Level: The primary suite provides a true sanctuary with windows that flood the room with natural light. Two additional bright bedrooms offer great closet space and share a pristine, newly updated full bath. This beautifully updated home offers ultimate peace of mind with three high-ticket upgrades: new gas furnace, new hot water heater and rooftop solar panels

66 Durant St, Middletown

492 Long Hill Rd, Middletown
$379,900
3 Beds ⋅ 2 Baths ⋅ 24201428 MLS
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

181 Brown St, Middletown
$375,000
3 Beds ⋅ 2 Baths ⋅ 24212609 MLS
**Highest and Best offers due Tuesday 10/13 at 10am** All that's left to do is call the moving company! Welcome to 181 Brown Street, a charming home on a quiet Middletown street with so much already done for you. The hardwood floors were just refinished and the interior freshly painted throughout, while the kitchen and main bathroom have both been remodeled within the last five years. The roof and boiler were also replaced during that time. One of the highlights inside is the oversized living room, giving you plenty of space for both relaxing and entertaining. Out back, you'll find a private yard with a peaceful, nature-filled feel and plenty of birds to enjoy. There's a covered back porch plus a deck with direct access from the primary bedroom, giving you a couple of great spots to sit outside and unwind. The basement includes a second full bathroom and laundry area, with additional space ready for you to make your own. Pull-down attic stairs provide even more storage. Outside, a newer paved driveway offers plenty of room for multiple vehicles, along with a carport and attached garage. The carport leads into the garage, with direct access into the home. Tucked away from the busier roads but still close to local schools, the new Big Y, and all the restaurants, shops and events that downtown Middletown has to offer, this is one you'll want to see!

181 Brown St, Middletown

55 Berkeley Rd, Middletown
$370,000
3 Beds ⋅ 2 Baths ⋅ 24216927 MLS
Welcome to 55 Berkeley Road, a charming New England Cape nestled on a quiet, low-traffic street in Middletown. Offering 3 bedrooms, 1.5 baths, and approximately 1,386 square feet of living space, this inviting home blends classic character with modern updates and a versatile floor plan. The living room features a cozy fireplace, while the formal dining room provides an ideal setting for everyday meals and entertaining. The beautifully updated kitchen boasts quartz countertops, a farmhouse sink, and a subway tile backsplash, combining style and functionality. A main-level bedroom offers added convenience and flexibility, while the partially finished lower level features a spacious family room with a second fireplace that is perfect for recreation, entertaining, or relaxing. Outside, the .32-acre lot provides plenty of room for gardening, outdoor gatherings, and recreation. A detached one-car garage and ample off-street parking add to the home's appeal. Additional highlights include public water and sewer and a convenient location just minutes from Wesleyan University, downtown Middletown's vibrant shops and restaurants, and Route 9. With its timeless Cape Cod charm, thoughtful updates, and desirable location, 55 Berkeley Road is ready to welcome you home!

55 Berkeley Rd, Middletown

672 E Main St, Middletown
$349,000
3 Beds ⋅ 2 Baths ⋅ 24206199 MLS
FULLY UPDATED & TURN KEY! Welcome to 672 East Main Street, a beautifully renovated home offering extensive update inside and out. This meticulously maintained property features a new roof, siding, windows, front door, flooring, interior paint, kitchen cabinets, updated kitchen and bathrooms, and so much more. Enjoy the convenience of a dedicated washer and dryer located on the main floor, making everyday living easy and convenient without the need to go up or down. Outside, enjoy new landscaping, a new concrete walkway, and a new back patio, creating a fresh and welcoming exterior. Located close to everything, with easy access to Route 9 and just minutes from Downtown Middletown, you'll enjoy convenient access to shopping, dining, entertainment, and everyday amenities. With so many major improvements already completed, this home is truly move-in ready and turn-key. Just unpack, settle in, and enjoy!

672 E Main St, Middletown

122 Newfield St Unit 3A, Middletown
$329,900
3 Beds ⋅ 2 Baths ⋅ 24201404 MLS ⋅ Arawana Estates BLDG.
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 & distinctive layout filled with character & natural light. High ceilings, hardwood floors, recessed lighting, oversized windows & custom built-ins create a warm & inviting atmosphere throughout. The updated kitchen features crisp white cabinetry, leathered granite countertops with breakfast-bar seating, stainless steel appliances & a new Bosch dishwasher. Beautifully appointed baths offer granite finishes, subway tile & a relaxing soaking tub. The impressive primary bedroom is a standout, offering generous proportions, beautiful hardwood flooring, a fireplace & extensive custom built-in cabinetry & shelving. In-unit laundry & abundant storage add everyday convenience. Set within an intimate 6-unit community, Arawana Estates is surrounded by expansive lawns, mature trees, distinctive stonework & picturesque views, creating a peaceful & private setting just minutes from everything Middletown has to offer. Conveniently located near Wesleyan University, downtown Middletown, restaurants, shopping, parks, trails & public transportation. Veterans Memorial Park is also nearby, offering a community pool, splash pad & walking trails. A rare opportunity to own a one-of-a-kind residence combining historic architecture, modern updates, generous living space & beautiful surroundings.

122 Newfield St Unit 3A, Middletown

17 E Lake Pl, Middletown
$329,000
3 Beds ⋅ 2 Baths ⋅ 24204544 MLS
***Seller is ready for the next chapter and welcomes reasonable offers*** Welcome home to this beautifully updated property tucked away on a quiet cul-de-sac offering privacy, ample parking, and a spacious backyard perfect for relaxing, entertaining, or enjoying the outdoors. Inside, you'll find an updated and upgraded kitchen and bathrooms, complemented by newer vinyl windows and a newer roof for added peace of mind. A large two-car garage provides plenty of room for vehicles along with valuable additional storage. Conveniently located near the Cromwell/Middletown line, this home is a commuter's delight with easy access to Route 9, Route 372, and I-91. Enjoy being just minutes from restaurants, shopping, supermarkets, Wesleyan University, Wadsworth Falls State Park, Powder Ridge Park and Resort and many other area amenities. Offering a great combination of privacy, convenience, updates, and accessibility, this home is ready for its next chapter. AS-IS sale. Inspection for buyers' information only. Some photos virtually staged for illustration purposes only.

17 E Lake Pl, 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!