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$600,000
4 Beds 4 Baths 24178710 MLS
Exceptional 4 bedroom, 3.5 bath Split Level offering over 2,800 sq ft of beautifully maintained living space, perfectly situated on a quiet cul-de-sac in one of Middletown's desirable neighborhoods. Conveniently located just minutes from vibrant Main Street Middletown, you'll enjoy easy access to popular restaurants, shops, local amenities, & major highways for an effortless commute. The heart of the home is the spacious kitchen featuring a large center island, ideal for entertaining & gathering w/ family & friends. Hardwood floors flow throughout the home, leading to a dramatic living room w/ vaulted ceilings & a cozy gas fireplace. A formal dining room provides the perfect setting for holiday gatherings & special occasions. The expansive primary suite features vaulted ceilings, a walk-in closet w/ convenient laundry, & a luxurious ensuite bath complete w/ a soaking tub, separate shower, & double vanity. Three additional generously sized bedrooms include one w/ a private full bath, while a second full hallway bath serves the remaining bedrooms. Outdoor living is equally impressive w/ a large deck featuring an awning & propane hookup for grilling. The backyard is designed for summer enjoyment w/ an inground pool surrounded by brick pavers & a pool house for storage. The partially finished walk-out basement provides additional living space, 1/2 bath, & direct access to the pool area. Continued ...

51 Snipes Ter, Middletown

$244,900
2 Beds 2 Baths 24194219 MLS Carriage Crossing BLDG.
Fabulous first floor offering in the desirable Carriage Crossing community. This 950 sqft condo contains 2 bedrooms and 2 full baths (updated with granite countertops). The living room's sky high windows make this large unit feel even larger. The updated kitchen has stainless appliances and granite countertops. This property also boasts in-unit laundry, an actual wood-burning fireplace, and an exterior storage room. Sliding door off dining area leads to private/fenced exterior patio/sitting area. The Carriage Crossing complex offers a fitness center, tennis, spa, racquetball and sizeable in-ground pool. The well maintained grounds and nearby walking/biking trails provide residents with plentiful options for exercising pets and getting fresh air. HVAC system new in 2022/Water heater new in 2024.

84 Carriage Crossing Ln Unit 84, Middletown

$245,000
2 Beds 2 Baths 24191054 MLS Trolley Crossing BLDG.
Welcome to this beautifully maintained 2-bedroom, 1.5-bath townhouse-style condominium offering the perfect blend of comfort, convenience, and low-maintenance living. Featuring 1,206 square feet of inviting living space, this well-cared-for condo offers central air, natural gas heat, and an attached 2-car garage. The kitchen was updated approximately 3 years ago with cabinets, countertops, flooring, and appliances. Enjoy added peace of mind with a central air system approximately 3 years old, a hot water heater approximately 5 years old, a brand-new architectural shingle roof installed in 2025, and a special assessment that has been paid in full. Relax and unwind at the community's in-ground pool, or enjoy the convenience of being just minutes from shopping, restaurants, schools, parks, major highways, and nearby walking, biking, and hiking trails. Move right in and enjoy the comfort, convenience, and lifestyle this exceptional condominium has to offer. Schedule your private showing today! .

79 Trolley Crossing Ln Unit 79, Middletown

$180,000
3 Beds 2 Baths 24194531 MLS Beacon Hill Towne Homes BLDG.
Investment Opportunity! This spacious condo is being sold as-is and offers excellent potential for investors or buyers looking to build sweat equity. The unit features gleaming hardwood floors throughout, a partially finished basement offering additional living or storage space, and a finished attic that adds even more usable square footage. A convenient 1.5 bath layout rounds out the floor plan. Enjoy community amenities including access to a sparkling in-ground pool. Conveniently located near I-91 and Route 9, offering easy access for commuters. With its combination of extra finished space, low-maintenance hardwood flooring, and community amenities, this unit presents a strong opportunity for value-add renovation or rental income. Sold as-is.

106 Rising Trail Dr Unit 106, Middletown

$539,999
3 Beds 3 Baths 24191099 MLS
Welcome to this beautifully updated 3-bedroom Contemporary retreat, perfectly situated on a lush, private lot. A charming wraparound covered front porch welcomes you home and offers the perfect space to relax, unwind, or gather with family and friends. Inside, you'll find freshly painted 1,600 plus sqft of above grade thoughtfully designed living space featuring soaring vaulted ceilings, abundant natural light, NEW beautiful (LVT) flooring, 2 1/2 bathrooms, and a spacious primary suite with an updated en-suite bathroom complete with a relaxing Jacuzzi tub. More than $60K in renovations have been completed within the past year, including new rear siding, new balcony, a freshly stained deck, and numerous additional updates, making this home truly move-in ready. The finished lower level expands your living space with a cozy family room centered around a fireplace. Adjacent to the family room is a space already equipped with plumbing, offering a true blank canvas for your vision. Whether you dream of a future kitchenette, home office, guest suite, multigenerational living space, or a potential in-law setup, the possibilities are endless.Step outside to your own backyard oasis. Surrounded by mature trees & lush greenery, the expansive deck, brand-new above-ground pool, and newly built balcony create a private, resort-like setting that's perfect for morning coffee, summer pool parties,or relaxing evenings under the stars.

1512 Country Club Rd, Middletown

$759,000
3 Beds 3 Baths 24189442 MLS
Welcome to South Farms, where "staycation" is a way of life. This custom-built home is made for lazy mornings on the wraparound porch and sunny afternoons by the pool - all behind a brand-new full privacy fence with an acre of land. The grounds bloom spring through fall, and a charming chicken coop with its own shed adds hobby-farm charm. Inside, an open-concept layout shines with soaring cathedral ceilings, skylights, and a dramatic floor-to-ceiling fireplace. The kitchen boasts new appliances and flows into a breakfast bar and dining area made for gathering. A flexible downstairs den works as a fourth bedroom, playroom, office, or media room. Spacious full sized unfinished basement perfect for pool table and endless storage. The main floor primary bedroom suite offers a fully renovated bathroom and French doors leading to your own backyard oasis. A heated in-ground pool, lush plantings, and a footbridge over a koi pond to a pool house complete with a half bath! Upstairs, a sunny loft overlooks the living room; two bedrooms feature built-in window seats, and a huge room ready for anything; gym, playroom, extra bedroom; you name it. City sewer means no septic to worry about. Homes like this don't come around often. Come make it yours.

236 Maple Shade Rd, Middletown

$199,900
1 Beds 1 Baths 24190471 MLS Carriage Crossing BLDG.
Welcome to the highly sought-after Carriage Crossing community! This beautifully renovated condo is completely move-in ready and offers the perfect combination of style, comfort, and convenience. The stunning new kitchen features modern cabinetry, updated countertops, and stainless steel appliances, while the fully renovated interior showcases fresh finishes throughout. Enjoy year-round comfort with central air conditioning and a bright, inviting layout designed for easy living. A spacious loft overlooking the main living area provides the perfect space for a home office, guest area, workout room, or additional living space, adding both character and versatility to the home. Carriage Crossing is one of Middletown's most desirable condominium communities, offering resort-style amenities including a clubhouse, fitness center, swimming pool, tennis courts, sauna, hot tub, racquetball court, and beautifully maintained grounds. Conveniently located just minutes from shopping, restaurants, downtown Middletown, Wesleyan University, and major highways, this turnkey home is perfect for owner-occupants or those looking for low-maintenance living. Come view it and make it yours!

198 Carriage Crossing Ln Unit 198, Middletown

$319,900
2 Beds 3 Baths 24189364 MLS
Welcome to 824 Randolph Rd, Middletown! You'll fall in love with this beautiful ranch offering the convenience of one-floor living, a two-car garage, and an inviting in-ground pool with patio that's perfect for relaxing or entertaining. Step inside to find a bright, spacious living room with a beautiful fireplace, an eat-in kitchen with stainless steel appliances, and a dining room featuring a cozy wood stove. Most of the interior has been freshly painted, giving the home a fresh, welcoming feel throughout. The home offers two full bathrooms, plus a convenient half bath located just off the primary suite and with easy access to the pool-perfect for guests while entertaining. The expansive basement offers endless possibilities for a home gym, office, media room, or additional living space. Complete with energy-efficient solar panels, this home truly has something for everyone!

824 Randolph Rd, Middletown

$369,900
3 Beds 2 Baths 24189064 MLS
*HIGHEST AND BEST OFFER DEADLINE - TUESDAY, JULY 14th AT 12:00pm ET* Welcome home to 193 Ridge Rd, a 3-bedroom, 2-full-bath gem, lovingly updated but full of warmth and charm. Step onto the large front porch and you'll feel it - this one's different. The updated kitchen shines with granite counters, soft-close cabinetry, and a generous pantry, ready for morning coffee or holiday hosting. The dining and living rooms stretch out with beautifully refinished hardwood floors (2024), and a gas heating stove in the dining room adds cozy, supplemental warmth. One full bath per floor keeps mornings easy, including an updated upstairs bath with fresh carpeting and a custom stair runner. Downstairs, a finished bonus room offers flexible living space - perfect for a media room, office, or playroom. Outside, unwind on the low-maintenance Trex deck with vinyl railings, take a dip in the above-ground pool, or let kids and pets roam the fenced-in backyard. Major updates done: new roof (2023), replaced water service line (2021), and fresh interior paint throughout - move-in ready. Come see why 193 Ridge Rd feels less like a house and more like home.

193 Ridge Rd, Middletown

$224,900
2 Beds 2 Baths 24188790 MLS Trolley Crossing BLDG.
Fabulous Opportunity to Own One of The Most Desirable Units in the Complex!! This Rarely Available End Unit Offers Exceptional Privacy & the Peaceful Setting You've Been Waiting For!! Beautifully Maintained, Move-In Ready Townhome Located In the Highly Sought After Trolley Crossing Community!! Freshly Painted Throughout Including Walls, Trim & Ceilings Creating a Bright & Inviting Feel!! New Thermopane Sliding Door & Some Brand New Thermopane Windows Fill the Home w/ Natural Light While Enhancing Efficiency!! The Kitchen Features a New Stove, New Refrigerator & Brand New Garbage Disposal!! Well-Designed Comfortable Floor Plan Perfect For Everyday Living & Entertaining!! The Updated Half Bath Features Modern Finishes For a Clean Contemporary Look!! Major Mechanical Updates Including New Central A/C & Water Heater (2025) Provide Peace of Mind!! Special Assessment for New Roof, Siding & Paving for $150.69 Per Month. The Oversized 2 Car Garage has a New Garage Door Opener for Added Convenience!! Ideally Situated Directly Adjacent to the Mattabasset Multi-use Trail w Nearby Access for Walking, Biking & Kayaking Along the River. Beat this Heat & Cool off in the Refreshing Pool!! Welcome Home!!

78 Trolley Crossing Ln Unit 78, Middletown

$239,000
2 Beds 2 Baths 24188722 MLS Carriage Crossing BLDG.
Welcome home to this sought-after condo complex at Carriage Crossing, where you will find this two bedroom two full bath unit, with open concept space. The galley kitchen has pantry. Both bathrooms have granite countertops and soft close cabinetry. In unit washer and dryer. Living room has a cozy wood-burning fireplace. Primary bedroom has a walk-in closet, and both bedrooms have their own full baths, and offer plenty of room. Unit offers recently replaced washer/dryer, water heater and the microwave. HVAC replaced 4 years ago. Take advantage of the incredible amenities, including an inground pool, clubhouse, basketball court, fitness center, racquetball, and tennis courts, and clubhouse available for events. This association is Pet friendly (allowing up to two pets small dogs only and/or cats) Conveniently located near shopping, dining, major highways and downtown Middletown. Also located near major employers and Medical centers, including Middlesex Hospital, and easy commutes to Yale New Haven Hospital and Harford Hospital, and near Wesleyan University. Property is ideal for owner occupants or investors seeking low maintenance living in a well managed community.

93 Carriage Crossing Ln Unit 93, Middletown

$149,900
2 Beds 1 Baths 24184527 MLS Peppermill Village BLDG.
Beautifully renovated first-floor 2-bedroom condo available in the desirable Peppermill Village community on West Lake Drive. This bright, move-in ready unit offers modern updates, convenience, and low-maintenance living. The fully updated kitchen features new cabinetry, quartz countertops, updated fixtures, and stylish finishes throughout. Recent renovations also include new flooring, an updated bathroom vanity, new windows, and an expanded closet system in the spacious primary bedroom, providing excellent storage and functionality. The open living area is filled with natural light and offers easy access to a private outdoor space, perfect for enjoying your morning coffee or relaxing at the end of the day. Conveniently located just 7 minutes from downtown Middletown, this home offers quick access to I-91 and Route 9, making commuting easy. Enjoy proximity to shopping, dining, parks, and local amenities, as well as major employers and institutions including the FedEx Hub, Industrial Park Road businesses, Middlesex Hospital, and Wesleyan University. Peppermill Village offers professionally maintained grounds, ample parking, and on-site laundry facilities. Whether you're downsizing or seeking an investment opportunity, this turnkey condo is ready for its next owner to enjoy.

205 Burgundy Hill Ln Unit 205, Middletown

$229,900
2 Beds 2 Baths 24184158 MLS River's Edge BLDG.
Come see this beautiful freshly painted two bedroom, 2 bath remodeled unit which has Corian countertops and white cabinetry for a bright and light kitchen. All kitchen appliances are stainless steel and the flooring is tile. Walk into the dining room/living room with tile flooring and overhead fan to the slider for some extra views of the CT. River! Both bedrooms have Bamboo wood flooring with large windows and closets. The washer and dryer are in the unit. The HOA covers heat, hot water, water and sewer, air conditioning, trash, heated indoor pool, fitness room, community room, plowing, renovated elevator and ground maintenance. The fob opens the pool, fitness, storage and community room to enter. Each unit has it's own storage in the basement of this complex. It's close to Middlesex Hospital, Wesleyan University, Tates (riverfront restaurant) and downtown Middletown with shops and restaurants.

111 Dekoven Dr Unit 609, Middletown

$229,900
4 Beds 2 Baths 24168596 MLS Beacon Hill Towne Homes BLDG.
Spacious 4-bedroom, 1.5-bath townhome located in the Beacon Hill Towne Homes community. Offering four levels of living space, this home features a large living room with a fireplace, a generous dining area, and a finished walk-out basement that provides flexible space for a family room, home office, gym, or recreation area. Enjoy the convenience of a carport and a prime location directly adjacent to the community's in-ground pool and clubhouse. Beacon Hill Towne Homes is a pet-friendly community with walking trails and beautifully maintained grounds. Ideally situated near the Cromwell line, this home offers easy access to I-91 North and South, shopping, restaurants, and everyday conveniences. Outdoor enthusiasts will appreciate being just across the street from the Mattabesset Trail, providing miles of scenic hiking and walking opportunities. A fantastic combination of space, amenities, and location-don't miss this opportunity!

98 Rising Trail Dr Unit 98, Middletown

$163,000
1 Beds 2 Baths 24174644 MLS River's Edge BLDG.
Premium Connecticut River views from this 9th floor, almost end unit on the bridge side. This beautiful unit is in move in condition. It includes a newly renovated kitchen, 1.5 updated bathrooms, freshly painted, and new flooring throughout. The laundry is conveniently located in the unit and there are plenty of closets in this well laid out condo. The building has a comcrete wall construction which ensures peace and quiet in your unit. The building has a secure entry, and is well maintained with an unbeatable location, a short walk to Middlertowns vibrant downtown and the Wesleyan University campus. The condo is close to ourdoor activities, including hiking, biking, kayaking and the Ct. River and shoreline. The HOA includes heat, air conditioning, a spacious gym and heated pool, and community room for social activities along with water/sewer, hot water, trash, landscape/snow removal and professional property management. Elevators and HVAC systems have been updated recently. The unit comes with private storage and assigned parking! Near to Rt 9 - and I-91- 20 min. to Hartford, 30 min. to New Haven. Come see this beautiful unit today!

111 Dekoven Dr Unit 908, Middletown

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