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161 Cynthia Ln Unit F7, Middletown
$220,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24215423 MLS ⋅ Quail Run Village BLDG.
Two-bedroom, one full bathroom at Quail Run Village with basement Garage. This townhouse features an open floorplan which includes the kitchen with all stainless-steel appliances, dining area and living room. there is a slider to the deck from the kitchen. the 2ND floor has a primary bedroom with double closets. a guest bedroom/office. this unit includes an oversized basement garage with laundry area. There is a inground pool for summer enjoyment. the location offers quick access to route 9 and I-91, close to shopping, dining, downtown Middletown and Middlesex Hospital.

161 Cynthia Ln Unit F7, Middletown
2 Sonoma Ln Unit 2, Middletown
$549,900
2 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24215482 MLS ⋅ Sonoma Woods BLDG.
Your Next Chapter Starts at 2 Sonoma Lane! Looking for low-maintenance living without sacrificing space, style, or flexibility? Welcome to Sonoma Woods, one of Middletown's sought-after 55+ communities! This beautifully maintained detached home offers approximately 1,903 sq. ft., 2 bedrooms, 2.5 baths, and a layout full of surprises! Step inside to soaring cathedral ceilings, hardwood floors, and a spacious living room with a cozy gas fireplace. The inviting kitchen features granite countertops, abundant cabinetry, and a breakfast nook, while the dining area opens to a private deck, perfect for morning coffee or entertaining. The main-level primary suite offers a walk-in closet and full bath with double vanities and a tiled shower. First-floor laundry adds everyday convenience. Upstairs, discover a second bedroom, full bath, bonus room, and loft offering incredible flexibility. But here's the fun part! Behind charming bookshelf barn doors awaits a hidden retreat that's anything but ordinary! Create your own private speakeasy-inspired lounge, movie hideaway, reading sanctuary, or creative studio. The possibilities are limited only by your imagination! A full basement offers exceptional storage, while the attached two-car garage adds convenience. Enjoy central air, a community clubhouse, and more time for the things you love. Less upkeep, more freedom, and a secret space all your own. Welcome home to 2 Sonoma Lane!

2 Sonoma Ln Unit 2, Middletown
32 Autumn Ln Unit 32, Middletown
$449,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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
116 Dorothy Dr, Middletown
$259,900
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24214896 MLS
CUTE RANCH HOME IN A GREAT NEIGHBORHOOD! Large eat-in kitchen with plenty of cabinet & counter space and a new oven range (2026.) Nice sized living room and 3 bedrooms, all with hardwood floors! Get cozy in the partially finished lower level with a wood burning stove, newer faux wood laminate floor that ADDS APPROX 330SQFT of beautiful living space. From the deck, enjoy your view of a huge, level, open backyard. The property backs to Upper Mill Pond that the seller has done some fishing and stand-up paddleboarding from! 2 sheds offer great storage. There's a solar panel Power Purchase Agreement (PPA,) for $196/month to lower electricity costs. The panels were installed in 2023 along with a new 200amp electrical service. New hot water heater in February 2026. Seller also has chickens! You can take over their care and reap the benefits of fresh eggs, or seller will find them a new home, your choice. Close to shops, restaurants, donuts, highway access, Middlesex Hospital and all the amazing food on Main Street!

116 Dorothy Dr, Middletown
38 Autumn Ln Unit 38, Middletown
$469,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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
239 Pearl St, Middletown
$350,000
5 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24215211 MLS
Excellent investment opportunity in Middletown! Conveniently located near downtown Middletown, Wesleyan University, and major commuter routes, this three-family property is ideal for both investors and owner-occupants. Featuring two 2-bedroom units, one 1-bedroom unit, and a detached garage, the property currently has two long-term tenants and one vacant apartment, offering the flexibility to move right in while collecting rental income or operate as a fully rented investment property. A great opportunity to add value and build long-term equity!

239 Pearl St, Middletown
1040 Washington St, Middletown
$460,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 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 - where the past and present meet beautifully!

1040 Washington St, Middletown
14 Casper Ave, Middletown
$365,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24214326 MLS
Welcome to 14 Casper Avenue in Middletown! This multifamily property offers approximately 2,225 square feet of living space, featuring 3 bedrooms and 2 full bathrooms. The in-law unit above the garage generates a monthly rental income of $900. Built in 1967, the property presents an excellent opportunity for investors or owner-occupants seeking a property with income potential. The home features gas forced-air heating, a partially finished basement for additional usable space, and a cozy fireplace. An attached garage provides convenient parking, while the lot offers outdoor space to enjoy. Conveniently located near local schools, shopping, dining, and everyday amenities, with access to major routes and the many attractions Middletown has to offer. Explore the possibilities this property presents!

14 Casper Ave, Middletown
37 Valley Dr, Middletown
$525,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24212608 MLS
Welcome to 37 Valley Drive! Offering over 2,400 square feet of living space, this spacious 4-bedroom, 2.5-bath home features a versatile floor plan, distinctive architectural details, and numerous recent improvements! The main level offers a generously sized kitchen opening to an impressive great room featuring soaring vaulted ceilings, skylights, and a cozy fireplace. A bright and inviting sunroom provides additional living space with vaulted ceilings, skylights, and newly installed flooring. You'll also find an expansive bonus room, currently enjoyed as a billiards room, featuring beautiful exposed beams and plenty of space for entertaining, recreation, a home theater, or additional gathering space. An additional bedroom and living area provide flexibility for guests, a home office, or a potential extended-family arrangement with some finishing touches. Upstairs, the primary bedroom features its own private full bathroom, while the additional bedrooms share a beautifully updated second full bathroom. Exposed beams in the bedrooms add warmth and architectural character throughout the upper level. Recent improvements include fresh interior paint and new flooring in the upstairs bedrooms. Additional highlights include a roof approximately 6 years old, a newer hot water heater approximately 3 years old, central air conditioning, and a whole-house generator for added peace of mind. Step outside onto the beautiful newly constructed deck, perfect for entertaining, dining, or

37 Valley Dr, Middletown
12 Brookview Ln, Middletown
$499,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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
36 Mcdowell Rd, Middletown
$384,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24214296 MLS
Discover the perfect blend of comfort, privacy, and convenience at 36 McDowell Road! This updated two car ranch is tucked away on a quiet cul-de-sac and features a flat, fully fenced in yard ready for you to enjoy your own private outdoor retreat. Inside, you'll find a remodeled kitchen with granite countertops, two renovated bathrooms, and refinished flooring. Additional updates include three new mini split AC and heating as well, new radiators, recessed lighting, newer windows, a brand new deck, and a new washer and dryer. The basement offers excellent potential for additional living space. Conveniently located near shopping centers, restaurants, and everyday essentials, this Middletown home is ready for its next owner!

36 Mcdowell Rd, Middletown
495 Ridge Rd, Middletown
$549,900
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24213729 MLS
Welcome to this beautiful 10-room home offering 3,316 square feet of living space, five bedrooms, three full bathrooms, and a half bath. Mature landscaping enhances the property's charm and creates an inviting setting. The spacious layout offers. Plenty of room for everyday living and entertaining with flexibility to suit your needs. The first-floor primary bedroom features a private full bathroom for convenient main level living. Three fireplaces add warmth and character, including one in the basement. Where you'll find a half bath. There is an outbuilding equipped with heat, air conditioning and sink provides additional space for hobbies, a workshop, or create a pursuit. With generous living space and distinctive features throughout, this lovely property is ready for its new owners to make it their own.

495 Ridge Rd, Middletown
35 Sonoma Ln Unit 35, Middletown
$589,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24210931 MLS
Homes in Sonoma Woods don't come available often, and Unit 35 offers one of the largest models in this sought-after 55+ Middletown community. With 2 bedrooms, 2.5 baths, walkout basement with an exercise or craft room, and nearly 2,000 sq ft of living space, this home delivers the ease of condo living without giving up the space you want. The comfortable main level features a fireplace and a heated sunroom overlooking the back of the property, creating additional year-round living space and leading directly onto the deck for relaxing or entertaining. The full walkout basement offers more than 1,000 sq ft, with a portion already finished for even more usable space while still providing plenty of room for storage, hobbies, a workshop or future possibilities. An attached garage, natural gas heat and central air add everyday convenience. Built in 2005, this spacious unit offers a great opportunity for buyers looking to right-size without feeling like they have to squeeze into their next home. With limited turnover in Sonoma Woods, opportunities like this can be hard to find. If you've been waiting for a home in this community, could Unit 35 be the one worth making a move for?

35 Sonoma Ln Unit 35, Middletown
526 Westfield St, Middletown
$449,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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
19 Sonoma Ln Unit 19, Middletown
$584,900
2 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24213623 MLS
A rare opportunity to own a beautifully appointed, original-owner ranch, just 12 years young! Set on a cul-de-sac with a private backyard, this 1,822-square-foot home offers the ease of one-level living with two bedrooms, a dedicated office, and two full baths. An inviting entry foyer, with a tray ceiling, welcomes you into an open floor plan enhanced by hardwood floors throughout, crown molding, and recessed lighting. The sunroom provides a delightful place to relax, with an atrium door opening to the deck for easy indoor-outdoor enjoyment. The spacious primary bedroom features a generous walk-in closet, while natural gas heating and cooking add everyday convenience. An enormous basement offers exciting potential for future expansion, and a two-car garage completes this appealing home. A seldom-available ranch combining comfort, thoughtful details, and room to grow!

19 Sonoma Ln Unit 19, Middletown
477 Hunting Hill Ave, Middletown
$349,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24213576 MLS
Welcome to this spacious Colonial-style home offering over 2,500 square feet of living space. Featuring 4 bedrooms, central air conditioning, a generously sized kitchen with an eat-in area, and a separate dining area, this home offers plenty of room for comfortable living and entertaining. Originally designed as a side-by-side property, the home has been converted into a single-family residence, offering a unique layout with ample space and possibilities. Conveniently located near major highways, restaurants, shopping, and other local amenities, this property combines space, convenience, and opportunity. Don't miss the chance to make this home your own!

477 Hunting Hill Ave, Middletown
219 Pearl St, Middletown
$274,900
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24213164 MLS
*Highest & best offers due by Tuesday 10/20 at 5 PM* Downtown convenience, classic character, and two-family potential come together at 219 Pearl Street! Wesleyan University is just a few blocks away, and Main Street's restaurants, shops, and local favorites are within walking distance! Russell Library, parks, public transportation, and convenient access to Route 9 add to the appeal. Two apartments on separate floors offer flexibility for investors or owner-occupants looking to offset housing costs with rental income. Both kitchens feature quartz countertops, with stainless steel appliances and a stackable washer/dryer in the first-floor unit. Wood flooring and generous windows bring warmth and natural light, while the second-floor screened-in porch offers a place to relax. A HUGE walk-up attic is a standout feature, offering abundant storage and exciting finishing potential for a buyer with the right vision. The sewer line was relined in 2021, a major infrastructure improvement! The paved driveway provides plenty of off-street parking, and the level rear yard adds outdoor space to enjoy. An unfinished basement, public water and sewer, natural gas, and a Navien tankless water heater installed in 2020 round out the features. Whether you're looking to house hack, generate rental income, or explore the home's untapped potential, this downtown two-family deserves a look. Make it yours today, this one won't last!

219 Pearl St, Middletown
43 Jefferson Ave, Middletown
$440,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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
972 Ridgewood Rd, Middletown
$415,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24212078 MLS
Beautiful views, abundant natural light, and distinctive architectural details define 972 Ridgewood Road. This three-bedroom, one-and-a-half-bath ranch pairs hardwood floors throughout the main living areas with a kitchen renovated in 2018, featuring granite countertops, custom storage drawers, and updated appliances. The adjoining dining room centers on a wood-burning fireplace, while two sets of French doors open to a striking living/sitting room with cathedral ceilings, an inviting setting for entertaining, a library, or a private office. The mostly finished walkout lower level, finished in 2020, offers additional living space, a half bath, laundry, and separate utility and storage areas. A three-car garage accommodates vehicles and hobbies, while the generous yard invites gardening, gathering, and enjoying the views. Thoughtful improvements include double-hung replacement windows (2019), picture windows and solar installation (2020), a UV water filter (2021), and a well expansion tank (2020). A roof and electrical panel replaced in 2017, plus a septic tank and leaching field installed in 2016, round out the updates. Enjoy Middletown's Main Street dining and shopping and the trails and waterfalls of Wadsworth Falls State Park. Schedule your showing to experience this home's memorable blend of character, light, and views.

972 Ridgewood Rd, Middletown
27 Rising Trail Court, Unit 27, Middletown
$199,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24212390 MLS ⋅ Beacon Hill Towne Homes BLDG.
Welcome to 27 Rising Trail Court, a spacious 3-bedroom, 1.5-bath townhouse-style condo offering three levels of living space, a two-car carport, and a desirable end-unit location! Step inside to an open-concept main level featuring luxury vinyl flooring throughout, where the recently updated kitchen overlooks the dining area and sunken living room. The kitchen features granite countertops, stainless steel appliances, recessed lighting, and plenty of workspace, with a convenient half bathroom nearby. Just beyond, the sunken living room is filled with natural light from sliding glass doors that lead directly to your private back deck. Upstairs, the second floor offers two generously sized bedrooms with wall-to-wall carpeting, a dedicated laundry area, and a remodeled full bathroom featuring tile flooring, a tiled tub/shower surround, and an updated vanity. Continue to the third floor where you'll find an additional bedroom along with a large unfinished storage area offering excellent potential for additional usable space. Additional highlights include a brand-new water heater installed earlier this year, two-car covered parking, pool access, and an end-unit location situated beside the community swing set. The association also allows one dog or one cat, making this a great option for pet owners. Offered at $199,900, this is a fantastic opportunity to make the move from renting to homeownership!

27 Rising Trail Court, Unit 27, Middletown
95 Hunting Hill Ave, Middletown
$349,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24212644 MLS
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!

95 Hunting Hill Ave, Middletown
30 Murray St, Middletown
$399,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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
118 Camp St, Middletown
$479,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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
66 Durant St, Middletown
$389,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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
42 Saybrook Rd, Middletown
$339,900
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24210969 MLS
This is home is located convenient to Shopping center and route 9. First floor main bedroom. Addition four bedrooms on the upper level and a full bath one of the bedroom does not have a closet. Builtin hutch in the dinning area. Living room with fireplace. (never used) Hardwood floors under carpeting. Handicap Ramp A detached two car garage. Property to be sold in "as is" condition, Contingent upon probate approval. Easy to show

42 Saybrook Rd, Middletown
6 Johnson St, Middletown
$264,900
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24211027 MLS
Welcome home to 6 Johnson Street, Middletown! This charming dollhouse colonial boasts timeless architectural features, including elegant arches, stained glass accents, and classic wall paneling that exude character and warmth. Inside, enjoy the cozy yet functional layout, with inviting living and dining areas perfect for relaxing or entertaining. The bright kitchen provides plenty of space for meal preparation, including a new pantry and stainless steel appliances. The front enclosed porch offers a versatile retreat for sipping coffee or unwinding after a long day. With inviting updated paint hues, new light fixtures throughout and a redone staircase, the charm of this home has been lovingly preserved! A fully remodeled bathroom also offers a serene place to get away after a long day. The backyard is a true highlight, providing ample space for outdoor activities and gatherings. The outdoor space has been equally as cared for as the interior- with new flower plantings, a privacy fence added and a two-tiered backyard that exudes relaxation and ease in its use of space. Located in a quiet neighborhood, this home is just seconds away from the heart of Middletown, offering easy access to shopping, dining, and all the conveniences of city living all within walking distance!

6 Johnson St, Middletown
296 Carriage Crossing Ln Unit 296, Middletown
$217,500
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24209330 MLS ⋅ Carriage Crossing BLDG.
Welcome to the desirable Carriage Crossing community, offering comfortable, low-maintenance living. The open-concept living and dining area features vaulted ceilings, oversized windows that fill the space with natural light, and a wood burning fireplace creating the perfect setting for relaxing. The kitchen well-appointed with stainless steel appliances and a breakfast bar. This layout creates an easy flow into the main living area with hardwood floors perfect for entertaining! BRAND NEW HVAC MAY 2026! Enjoy your own outdoor space, perfect for morning coffee, fall and summer evenings, or relaxing at the end of the day. The two spacious bedrooms provide comfortable retreats with closet spaces and a full private bathroom in each. In-unit laundry off the kitchen and exterior storage add everyday convenience. Carriage Crossing offers an array of amenities, including a swimming pool, clubhouse, fitness facilities, tennis and racquetball courts, and additional recreational spaces. Conveniently located near shopping, restaurants, Route 9, I-91, and the Cromwell area, this home combines an easy lifestyle with excellent everyday accessibility.

296 Carriage Crossing Ln Unit 296, Middletown
149 Spring St, Middletown
$549,900
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24208994 MLS
Welcome to this well-maintained two-family home, ideally suited for multigenerational living, extended-family arrangements, or an owner-occupant seeking income potential. Situated on a corner lot near downtown Middletown, this expansive property occupies a double lot totaling approximately 0.33 acres and offers abundant indoor and outdoor space. The home features high 11-foot ceilings, graceful archways, and oversized windows that fill the interior with exceptional natural light. Both units offer comfortable living areas, and the finished lower level provides a second kitchen full bath & laundry. A family room with a fireplace offers excellent flexibility and may serve as a potential third bedroom. The kitchen is equipped with granite countertops, while natural-gas heat and air-conditioning units provide year-round comfort. Outside, enjoy plentiful parking, a detached two-car garage with attic. The generous double lot offers room to relax, garden, entertain, or explore future possibilities, subject to local approvals. Conveniently located close to downtown Middletown, shopping, restaurants, and everyday amenities, this is a rare opportunity to own a spacious and adaptable two-family residence in a highly accessible location.

149 Spring St, Middletown
63 Millbrook Rd, Middletown
$385,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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
3 Prospect Pl, Middletown
$250,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24208721 MLS
Beautifully updated 1895 Colonial in the heart of Middletown, offering 735 square feet of thoughtfully renovated living space. Both full bathrooms have been tastefully redone with new vanities, tile surrounds, and modern fixtures. Throughout the home you'll find fresh paint, new flooring, and updated light fixtures, plus a new central heating system for year-round comfort. Outside, enjoy a fenced yard, off-street parking, and a storage shed - all on a low-maintenance lot just a mile from downtown Middletown, Wesleyan University, museums, libraries, grocery stores, and Middlesex Hospital. A move-in ready opportunity in a walkable, convenient location.

3 Prospect Pl, Middletown

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