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116 Dorothy Dr, Middletown
$259,900
3 Beds ⋅ 1 Baths ⋅ 24214896 MLS
*Highest & best offers due Sunday Oct. 25 by 4pm* 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 $206/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

14 Cheryl Ct Unit 51B, Cromwell
$259,900
2 Beds ⋅ 2 Baths ⋅ 24207971 MLS ⋅ Cromwell Hills Condo BLDG.
Welcome to this beautifully maintained 2-bedroom, 11/2-bath townhome in desirable Cromwell Hills Phase 2! Filled with natural light, this inviting home offers comfortable living spaces and thoughtful features throughout. The main level offers a bright, welcoming setting for everyday living and entertaining. Step outside onto one of two decks or enjoy the private patio, perfect for morning coffee, relaxing, or gathering with friends. The finished basement adds valuable living space and offers a wonderful opportunity for a family room, home office, gym, or hobby area. Sliding glass doors provide walkout access directly to the patio, bringing in even more natural light and creating an easy connection to the outdoors. Residents of Cromwell Hills enjoy community amenities including a pool and tennis courts, adding to the appeal of this convenient and well-established neighborhood. Ideally located close to shopping, dining, major highways, and area amenities, this lovely townhome offers the perfect combination of comfort, convenience, and low-maintenance living. Move-in ready and lovingly cared for, this is a wonderful opportunity to make Cromwell Hills your new home!

14 Cheryl Ct Unit 51B, Cromwell

1 Forest Glen Cir Unit 6, Middletown
$250,000
2 Beds ⋅ 2 Baths ⋅ 24215771 MLS ⋅ Forest Glen BLDG.
Lovely first-floor, end-unit condo with zero steps for easy entry! This surprisingly spacious home has an open-concept design, offering a roomy heart-of-the-house while keeping the bedrooms nicely separated. Step into the dining and family room, featuring a cozy fireplace and a slider to the patio with a private, locked storage closet. Down the hall at the back, you'll find a large primary suite with a walk-in closet, en suite bath, and a window seat with storage. There's also a large second bedroom, a hallway/guest bath, and a laundry room. Bedrooms are carpeted wall-to-wall, while the rest of the space has rich vinyl plank flooring. Updates include kitchen appliances (2018), hot water heater (2018), primary bath with walk-in shower (2018), washer/dryer (2021), brand-new windows and slider (2025/2026), and dishwasher (2026). Well maintained and full of upgrades-New windows and sliding glass door is WOW! Move in and enjoy easy living! One assigned parking space plus plenty of visitor spots.

1 Forest Glen Cir Unit 6, Middletown

161 Cynthia Ln Unit C6, Middletown
$249,900
3 Beds ⋅ 2 Baths ⋅ 24212253 MLS ⋅ Quail Run Village BLDG.
End-unit townhouse at Quail Run Village with a private entrance, an under-house garage, and a back deck that looks out over woods. A foyer entry leads upstairs to the main living level, where the kitchen, dining area, and living room connect through an open arched layout. The kitchen has granite counters, stainless steel appliances, tile backsplash, and a built-in pantry closet. Sliders from the living room open to the deck, a quiet spot for morning coffee or evenings outside with a backyard full of mature trees. A half bath is conveniently located on this level. Upstairs are three bedrooms and a full bath. The large primary has a ceiling fan and generous natural light. The lower level has a flexible bonus room with recessed lighting, perfect for a home office, gym, or hobby space. A laundry and utility area is next to it, with a washer and dryer included, and the attached one-car garage has an automatic opener. As a Quail Run resident, you can enjoy the community's in-ground pool. The monthly HOA fee covers grounds maintenance, snow removal, trash pickup, and pool service. The location offers quick access to Route 9 and I-91 and is close to shopping, dining, Wesleyan University, and Middlesex Hospital.

161 Cynthia Ln Unit C6, Middletown

210 Carriage Crossing Ln Unit 210, Middletown
$249,900
2 Beds ⋅ 2 Baths ⋅ 24198658 MLS ⋅ Carriage Crossing BLDG.
Welcome to 210 Carriage Crossing Lane, a desirable end-unit condo offering comfort, convenience, and low-maintenance living in the popular Carriage Crossing community. This bright and inviting 2-bedroom, 2-bath home features an open floor plan with a vaulted ceiling and fireplace in the living room, creating a spacious and comfortable gathering area. The kitchen opens easily to the main living space, while in-unit laundry adds everyday convenience. Step outside to your private patio, perfect for relaxing or enjoying your morning coffee, with additional exterior storage for added functionality. Carriage Crossing offers an impressive selection of amenities, including a clubhouse, swimming pool, fitness center, and tennis/racquetball facilities. Conveniently located near shopping, restaurants, Route 9 and I-91, this end unit combines a great location with easy condo living. Whether you're looking for your first home, downsizing, or simply seeking a low-maintenance lifestyle, 210 Carriage Crossing is one you won't want to miss!

210 Carriage Crossing Ln Unit 210, Middletown

87 Carriage Crossing Ln Unit 87, Middletown
$249,000
2 Beds ⋅ 2 Baths ⋅ 24208127 MLS ⋅ Carriage Crossing BLDG.
Enjoy comfort, convenience, and low-maintenance living at Unit 87, ideally situated with a courtyard view in the sought-after Carriage Crossing community. This open-concept home features vaulted ceilings, soaring windows, and a living room fireplace. The kitchen, complete with a breakfast nook, opens to the main living space for easy everyday living and entertaining. Two bedrooms, each with its own bathroom, offer privacy and flexibility, while in-unit laundry and central air add everyday convenience. Sliding doors lead to an outdoor patio-an inviting spot for morning coffee-and additional exterior storage adds functionality. This pet-friendly community offers impressive amenities, including a clubhouse, swimming pool, fitness center, and tennis and racquetball facilities. Brand-new exterior security cameras have been installed throughout the complex. Conveniently located near shopping, restaurants, Wesleyan University, Route 9, and I-91, with access to Middlesex Hospital, Yale New Haven Hospital, and Hartford Hospital. Whether you're purchasing your first home, downsizing, or seeking a low-maintenance lifestyle, Unit 87 is ready to welcome you.

87 Carriage Crossing Ln Unit 87, Middletown

27 Fairview Ave, Middletown
$244,900
4 Beds ⋅ 1 Baths ⋅ 24205927 MLS
Set on a quiet dead-end street near Wesleyan University and downtown Middletown, 27 Fairview Ave is a classic 1934 Colonial with character, convenience, and potential. This estate property features 1,235 sq ft, 4 bedrooms, 1 full bath, (with room for a 2nd bath on the upper level) and walk-in attic space. MAJOR RECENT IMPROVEMENTS INCLUDE: NEW ROOF IN 2024 (stripped & reroofed=1 layer), NEW 200 AMP ELECTRICAL SERVICE IN 2025, a NEW OIL BOILER AND OIL TANK in 2025 as well as a NEW CEILING IN both the LIVING ROOM and ONE BEDROOM, all of which creates a strong starting point for a remodel. Seller believes there to be oak hardwood under the carpets. The traditional layout offers defined living spaces, a manageable footprint, and room to bring fresh ideas to the kitchen, bath, finishes, and overall design. Its central Middletown location provides easy access to nearby campus, downtown shops, restaurants, parks, and commuter routes. Best suited for an investor or contractor. This property will not qualify for FHA or VA financing. Cash, renovation loan or conventional financing only. This home to be sold strictly AS-IS. Seller will not make any repairs. Sale is subject to Probate Court approval.

27 Fairview Ave, Middletown

15 Rising Trail Dr Unit 15, Middletown
$239,900
3 Beds ⋅ 2 Baths ⋅ 24209015 MLS ⋅ Beacon Hill Towne Homes BLDG.
Experience the timeless elegance in this beautiful 3-bedroom, 1.5-bath townhome offering 1,232 sq. ft. of bright, comfortable living space. This refined residence features three spacious bedrooms plus a versatile Flex room with skylight on the 3rd floor, seamlessly blending classic architectural details with modern, open-concept living.. This unit also includes a 1-car under unit garage, adding convenience with additional storage and a new roof. Enjoy private outdoor living on your own personal deck and take advantage of the community pool just around the corner on warm summer days. Conveniently located close to a variety of popular restaurants, shopping and biking trails all within a prime Middletown location. Perfectly positioned close to Route 9 and I-91, this home offers the ultimate lifestyle of comfort, convenience, and commuter ease, all within a well-maintained association with a low HOA of only $450 per month. Ready to schedule your showing today.

15 Rising Trail Dr Unit 15, Middletown

714 Long Hill Rd Unit 714, Middletown
$225,000
3 Beds ⋅ 2 Baths ⋅ 24176493 MLS ⋅ Ridgely Condo BLDG.
Nestled in the highly sought-after Wesleyan Hills community, this well-maintained and affordable 3-bedroom condo offers the perfect blend of comfort, convenience, and privacy. Featuring an open floor plan, the home boasts an updated kitchen that flows seamlessly into the living and dining areas, creating an inviting space for everyday living and entertaining. A sliding glass door leads to your own private deck overlooking a peaceful, quiet setting. The finished walk-out lower level provides additional flexible living space ideal for a family room, home office, or gym. Conveniently located just minutes from downtown Middletown, Wesleyan University, Middlesex Hospital, shopping, restaurants, and major highways, this property offers easy access to everything while still enjoying a serene neighborhood atmosphere. Enjoy nearby parks, hiking trails, golf courses, and the Connecticut River waterfront. A wonderful opportunity to own in one of Middletown's most desirable communities

714 Long Hill Rd Unit 714, Middletown

20 Plymouth Court Unit 20, Clinton
$224,999
1 Beds ⋅ 1 Baths ⋅ 24185124 MLS ⋅ Plymouth Court BLDG.
Charming 720 SQFT Ranch-Style Condo with Private Outdoor Space Welcome to easy, low-maintenance living in this beautifully maintained ranch-style unit located in desirable Clinton! Unit 20 offers a bright and open floor plan, perfect for both relaxing and entertaining. This inviting one-bedroom, one-bath home features a spacious living area that flows seamlessly into the kitchen and dining space, creating an airy, open feel throughout. Natural light fills the home, highlighting its comfortable and functional layout. Step outside and enjoy your own private backyard patio and garden area-an ideal spot for morning coffee, evening relaxation, or cultivating your favorite plants. Conveniently located close to shopping, dining, beaches, and major routes, this unit combines comfort, charm, and accessibility.

20 Plymouth Court Unit 20, Clinton

1231 Washington St Unit 2, Middletown
$224,500
3 Beds ⋅ 1 Baths ⋅ 24205455 MLS ⋅ Woodgate BLDG.
Enjoy one of a select few of the largest townhouse end units in the complex offering 1,109 square feet of vast living space. Nestled in a popular, well-maintained community, this home combines convenience, comfort and peace of mind with nothing to do but unpack and enjoy. Recent complex-wide improvements include new roads with abundant guest parking, new siding, roofs, and decks giving the community a fresh, updated appearance. Additional highlights include a private entrance, in-unit washer and dryer, 6 panel doors, and hot water heater only four months old. Step inside to discover an inviting open floor plan featuring a spacious living room with soaring vaulted ceilings that fill the space with natural light and create an airy, welcoming atmosphere. The main level offers a remodeled kitchen with newer cabinetry, appliances and tile flooring. Enjoy an updated full bath with deep tub / shower combination, newer glass doors, plus two generously sized bedrooms, each with sliding glass doors leading to an oversized deck-perfect for morning coffee, outdoor dining, or simply relaxing. Upstairs, a third bedroom provides flexible space ideal for guests, a home office, workout room, or additional living area. Conveniently located near shopping, restaurants, major commuter routes, and just 2.2 miles to Wesleyan University, this home presents an excellent opportunity for owner-occupants and investors alike. Cash, Conventional and CHFA Conv Financing only. Special Assessment ends 10/38.

1231 Washington St Unit 2, Middletown

11 Bridlepath Trl, Killingworth
$223,900
2 Beds ⋅ 2 Baths ⋅ 24210039 MLS
Enjoy easy, low-maintenance living in this beautifully maintained and thoughtfully updated 2-bedroom, 1.5-bath home in Beechwood, a desirable 55+ land-lease community. Light-filled and welcoming, the home features attractive laminate wood flooring, a comfortable open layout, and private outdoor spaces ideal for relaxing and entertaining. The spacious living area flows naturally into the dining space, creating an open and comfortable setting for everyday life and gatherings. The well-appointed kitchen features wood cabinetry, a newer refrigerator, and ample storage. The private enclosed porch extends the living space outdoors, creating an ideal setting for morning coffee, outdoor dining, or relaxing with friends. Two comfortable bedrooms provide generous personal space, while a convenient carport, large storage shed, and whole-house generator add to the home's functionality and appeal. Beechwood offers a welcoming community lifestyle with a clubhouse, swimming pool, road maintenance, septic maintenance, trash removal, and a variety of social activities, all included in the monthly lot fee. A Clinton Beach Pass is available for an additional fee, and nearby Chatfield Hollow State Park provides additional opportunities to enjoy the outdoors. Beechwood is a land-lease community where homeowners own their manufactured homes and pay monthly lot rent. Purchasers are subject to community management approval through Sun Communities, Inc.

11 Bridlepath Trl, Killingworth

79 Plumb Rd, Middletown
$221,900
1 Beds ⋅ 1 Baths ⋅ 24206820 MLS
CUTE AS A BUTTON! This move-in ready home on almost an acre of land, has several wonderful updates! New boiler 2025, new oil tank 2024, chimney was rebuilt from the roof line up in 2025, wood stove in living room 2013, roof approx 14 years old, driveway sealed in June, flooring in the kitchen/dining room/living room & bedroom 2022, light fixtures 2022, bathroom exhaust fan 2025, blinds 2025, storm door 2023, water heater 2023, dishwasher 2024, oven range 2025, washer 2026, dryer 2022 and the town put in a new water meter a few weeks ago! PUBLIC WATER & SEWER. This home is well cared for, clean and just as nice as the photos show it to be. Beautiful yard! Quiet neighborhood in a fantastic part of town near the Cromwell line! ***HIGHEST & BEST OFFERS BY THURSDAY SEPT. 24 BY 8PM***

79 Plumb Rd, Middletown

14 Forest Glen Cir Unit 13, Middletown
$220,000
2 Beds ⋅ 1 Baths ⋅ 24206382 MLS ⋅ Forest Glen BLDG.
"WOW" Run - do not walk to see this spectacular 2nd floor Forest Glen condo! One floor living at its best. The open concept will impress with large great room with fireplace, oversized galley kitchen with breakfast bar, stainless steel appliances including brand new refrigerator, and dining area. Sliders leading to your fantastic-sized deck to enjoy the summer months and outdoor space. Large windows throughout makes this home exceptionally bright and sunny. Good-sized primary bedroom with plenty of closet space. Second bedroom or office. Recent updates include top of the line entire new heating and cooling system with smart thermostat, brand new sliders, new flooring in kitchen, freshly painted. Just bring yourself and all your things and move right in! Convenient location on Cromwell border with easy access to major highways, shopping and dining. Just a short 5-minute drive to downtown Middletown offering an array of restaurants from fine dining to pizza, Main Street shopping and picturesque CT River boardwalk. An easy 25-minute ride to some of CT's most beautiful shoreline towns and beaches.

14 Forest Glen Cir Unit 13, Middletown

36 Rising Trail Dr Unit 36, Middletown
$217,500
3 Beds ⋅ 2 Baths ⋅ 24111633 MLS
Prime location near the pool & clubhouse - just in time for Summer! Welcome to 36 Rising Trail Drive, a beautifully maintained condo nestled in the desirable Westlake area of Middletown. This spacious unit offers a bright and open layout with generous living and dining areas, perfect for both everyday living and entertaining. The updated kitchen features modern cabinetry, ample counter space, and appliances. Upstairs, you'll find comfortably sized bedrooms, with plenty of closet space. Additional highlights include in-unit laundry, a private patio for outdoor relaxation, and convenient Carport. Located in a quiet, well-managed complex with easy access to shopping, restaurants, and major highways-this home offers the perfect blend of comfort, style, and location. Don't miss the opportunity to make it yours!

36 Rising Trail Dr Unit 36, Middletown

27 Rising Trail Court, Unit 27, Middletown
$199,900
3 Beds ⋅ 2 Baths ⋅ 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

1 Woodland Dr Unit 1, Cromwell
$198,500
2 Beds ⋅ 1 Baths ⋅ 24211364 MLS ⋅ Woodland Heights BLDG.
Completely renovated, light-filled 2-bedroom, 1-bathroom ground-floor end unit in the highly desirable Woodland Heights complex! Step inside to an open-concept layout featuring a beautifully updated kitchen with brand-new stainless steel appliances, modern cabinetry, and durable flooring. The home boasts comprehensive upgrades throughout, including fresh paint, custom trim, solid wood doors, upgraded hardware, and clean modern light fixtures. As an end unit, enjoy exceptional natural light and seamless single-level access with no stairs to navigate. Step right out your rear slider to a quiet, private outdoor green space-perfect for relaxing outside. Additional conveniences include an assigned reserved parking space directly outside your front entry, ample visitor parking, on-site laundry, and your own oversized, private lockable storage locker located right down the hall on the same level. HOA fee covers heat, hot water, city water, sewer, trash/recycling, snow removal, exterior maintenance, and access to fantastic community amenities-including an in-ground swimming pool and clubhouse. Unbeatable Central Connecticut location: situated off Route 3 with immediate access to I-91 and Route 9 for fast commuting to Hartford, Middletown, or New Haven. Minutes to the ShopRite shopping plaza, local dining, fitness centers, and daily essentials. Move-in ready and completely maintenance-free living at its finest!

1 Woodland Dr Unit 1, Cromwell

1231 Washington St Unit 12, Middletown
$195,000
2 Beds ⋅ 1 Baths ⋅ 24202808 MLS ⋅ Woodgate BLDG.
An airy sense of scale and an exceptional outdoor setting define this spacious second-level residence at the Woodgate condo complex in Middletown. A thoughtfully added entry area provides a convenient place for coats and shoes before leading into the main living space. Beautiful natural light and a soaring cathedral ceiling enhance the combined living and dining area, which opens to the kitchen for a welcoming setting to relax or gather with guests. An oversized loft adds another dimension to the home, offering generous space for a dedicated office, bonus bedroom, creative studio, or additional lounge. Both bedrooms feature sliding glass doors to one of the home's signature features: an expansive Trex deck overlooking a peaceful, treed view. This outdoor retreat offers a lovely place for morning coffee or unwinding at the end of the day, with stairs providing direct access to the rear grounds. In-unit laundry with an all-in-one washer/dryer adds everyday convenience. Nearby Washington Street shopping, downtown Middletown's restaurants and boutiques, and the trails and waterfalls of Wadsworth Falls State Park enrich the location. Route 66 connects to I-91 and Route 9. Discover the space you've been looking for and a deck you'll want to linger on, schedule your private showing and experience this home firsthand.

1231 Washington St Unit 12, Middletown

126 Main St, East Hampton
$189,000
2 Beds ⋅ 1 Baths ⋅ 24211391 MLS
Tucked away on a peaceful rear lot, 126 Main Street offers a unique opportunity to create something special in an incredibly convenient East Hampton location. Set back from the road, the property enjoys a tranquil, private setting while remaining just moments from the shops, restaurants, and charm of downtown Main Street. The home benefits from newer energy-efficient windows and an updated heating system, providing a solid start for its next chapter. The interior is ready for a comprehensive renovation, presenting an excellent opportunity for a buyer, investor, or contractor to reimagine the space and bring their own vision to life. For those seeking a project with potential, the combination of privacy, location, and existing improvements makes this property well worth consideration. Enjoy the serenity of a tucked-away rear lot without sacrificing convenient access to the heart of East Hampton. Bring your ideas and transform this property into the home you've envisioned.

126 Main St, East Hampton

Kelseytown Bridge Road, Clinton
$175,000
24187250 MLS
Build your dream home on this exceptional, expansive lot located in the highly desirable Kelseytown neighborhood of Clinton. Spanning a generous 10.4 picturesque acres, this beautiful parcel offers the ultimate canvas for a private estate, a sprawling ranch, or a custom multi-generational retreat. Enjoy a serene, nature-filled escape surrounded by peaceful woodlands while remaining just minutes from Clinton's town center, premium shopping outlets, and gorgeous shoreline beaches. The property features paved municipal road frontage with public utilities available in the street, making it an ideal choice for builders, investors, or anyone looking to design a secluded sanctuary. Bring your plans and your builder to explore the endless possibilities of this shoreline gem!

Kelseytown Bridge Road, Clinton

281 Burgundy Hill Ln Unit 281, Middletown
$149,000
2 Beds ⋅ 1 Baths ⋅ 24207692 MLS ⋅ Peppermill Village BLDG.
Welcome to this well-maintained condo in Middletown, offering comfortable living with a convenient layout. The main level features an open kitchen and living area, primary bedroom, and full bathroom. Head upstairs via the spiral staircase to the loft-style second bedroom, creating a unique and flexible space. Enjoy your own balcony with additional outdoor storage, along with the convenience of in-unit laundry. Situated on the top floor, this condo offers a comfortable setting while remaining conveniently located for commuters, with easy access to Route 9 and I-91. Whether you're a first-time buyer, downsizing, or looking for a low-maintenance home, this condo is ready for its next owner. Come take a look and see all it has to offer!

281 Burgundy Hill Ln Unit 281, Middletown

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