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65 Prout Hill Rd, Middletown
$495,000
3 Beds ⋅ 2 Baths ⋅ 24182220 MLS
Don't miss this beautifully maintained split-level home featuring numerous upgrades and exceptional care throughout. Hardwood floors enhance the main living level, where the Living room, with a brick fireplace, opens to the Dining room, which is highlighted by attractive built-in bookshelves. The remodeled Kitchen offers granite countertops, stainless steel appliances, a pantry and ample cabinet space. The second level includes two spacious bedrooms, each with generous closet space and hardwood floors, and a fully renovated bathroom with a shower. The private third-level primary bedroom features abundant closet space, including a cedar-lined closet, and is complemented by a remodeled full bathroom with a tub. Both bathrooms have been tastefully updated. Additional storage is found throughout the home, including a walk-up floored attic. One level below the main living area are two garages separated by a laundry room with exterior access. Down a couple of steps is an unfinished basement offering excellent storage, along with a small finished office space. Outside, a covered porch overlooks the peaceful, fully fenced backyard, complete with a vegetable garden and storage shed. Central air conditioning and a standby Generac generator add comfort and convenience to this move-in ready home.

65 Prout Hill Rd, Middletown

1175 S Main St, Middletown
$490,000
3 Beds ⋅ 2 Baths ⋅ 24182651 MLS
Beautiful Move in ready 1814 sq ft 3-bedroom ranch home with a sun porch on 1/2 acre and a large detached garage. Nice yard and well landscaped. A very unique property with room to grow! Complete with new lighting, it is freshly painted with new dove gray carpeting thru out the bedrooms, Living room and hallway. This Home has central air conditioning with a New oil heat furnace installed in 2022. The Primary bedroom has a full En suite bath with tile floor and plenty of storage space and walk in closet. 2 additional bedrooms have good size closets and a full bath with tile floor and linen closet. Nice Laundry room on main level with storage for true one level living. Additional side entrance off main hallway gives access to the side yard. A Large sun porch accessible thru the sliding door off kitchen, gives additional living space. It is bright and airy, and the fireplace provides extra winter comfort. This room provides you with a split heat and AC system and access to back yard and rear parking area. A Bright & spacious open concept home with a cathedral ceiling in Living room, kitchen and dining areas. Beautifully Remodeled Kitchen with Tile floor, skylights, granite countertops, wine rack, Stainless steel appliances, double sink, Pantry, and plenty of cabinets for storage with roll out draws. a large Island for prep and additional seating for entertaining.

1175 S Main St, Middletown

69 Ledgebrook Ln, Middletown
$486,900
3 Beds ⋅ 3 Baths ⋅ 24198344 MLS
Welcome home to this beautifully maintained Contemporary Colonial, perfectly situated on a peaceful cul-de-sac in a desirable neighborhood. Offering the ideal blend of style, comfort, and functionality, this home features 2.5 baths, efficient natural gas heat, newer central air, vinyl siding, and 200-amp electrical service for added peace of mind. The remodeled kitchen is the heart of the home, designed for both everyday living and entertaining. Just beyond, the inviting living room showcases a custom hearth surrounding a cozy gas fireplace insert, creating the perfect place to gather year-round. Upstairs, the spacious primary suite offers a private full bath, walk-in closet, and a relaxing retreat at the end of the day. Ceiling fans in every room provide added comfort throughout the home. Need extra space? You'll love the incredible Great room featuring skylights that flood the area with natural light, making it ideal for a family room, home office, playroom, or fitness space. Step outside to a large deck overlooking a private backyard, beautifully complemented by mature landscaping and an in-ground sprinkler system to keep everything looking its best with ease. A two-car attached garage completes this exceptional property. If you've been searching for a move-in ready home that offers quality updates, generous living space, and a fantastic location, this Contemporary Colonial is one you won't want to miss!

69 Ledgebrook Ln, Middletown

15 Mulberry Ln, Middletown
$485,000
3 Beds ⋅ 3 Baths ⋅ 24140266 MLS
*Multiple offers received! Please submit offers by Thursday, July 15th at noon.* Move right into this light-filled, spacious high ranch nestled on a quiet, low-traffic street in the highly sought-after Riverbend neighborhood. A dramatic two-story foyer welcomes you into an open-concept main level designed for comfortable everyday living and effortless entertaining. The sun-drenched living room features soaring cathedral ceilings, a cozy fireplace, and flows seamlessly into the dining area with sliding doors leading to a spacious deck-perfect for indoor-outdoor living. Bamboo flooring extends through the dining area and updated kitchen, which boasts granite countertops, ample cabinetry, and all appliances included. The main level offers three generously sized bedrooms, including a private primary suite with en-suite bath and walk-in closet. A full hall bath serves the additional bedrooms. The finished walk-out lower level provides exceptional flexible living space with a large family room, a dedicated office or flex area, a full bathroom, -ideal for guests, working from home, or multi-generational living. Additional highlights include LVP flooring, central air conditioning, a two-car garage, a high-efficiency natural gas tankless wall-hung boiler providing both heat and hot water, roof (2018), and first-floor laundry with washer and dryer included.

15 Mulberry Ln, Middletown

46 Bretton Rd, Middletown
$485,000
4 Beds ⋅ 4 Baths ⋅ 24179489 MLS
Experience the perfect blend of historic charm and modern comfort in this exceptional Colonial home. From the moment you enter the spacious foyer, you'll be captivated by the craftsmanship, warmth, and timeless elegance that define this residence. The formal dining room, living room, and sunroom showcase remarkable original plaster crown molding, a rare architectural detail that highlights the home's rich character. The beautifully updated kitchen features soapstone countertops, stainless steel appliances, and a classic swinging door that opens to the dining room. Just beyond, a private balcony provides the perfect setting for morning coffee or evening relaxation. A stylishly renovated half bath is conveniently located near the rear entry. The inviting living room centers around a gas-insert fireplace accented by stunning Art Deco sconces, while the adjacent sunroom offers terracotta tile flooring and abundant natural light, creating an ideal retreat for reading, relaxing, or enjoying the changing seasons. The home features four bedrooms and three-and-a-half bathrooms. The spacious primary suite includes a beautifully appointed full bath with a large tiled shower. Two additional bedrooms share a charming period-inspired full bath complete with the original tub, sink, and elegant vintage fixtures. The finished walk-up attic serves as a generous fourth bedroom and includes additional flexible space ideal for a home office, hobby room, studio, or extra storage.

46 Bretton Rd, Middletown

165 Brown St, Middletown
$478,000
3 Beds ⋅ 2 Baths ⋅ 24170614 MLS
Don't miss out on this spacious 3 bedroom, 2 bath South Farms home offering over 2,000 sq ft of comfortable living space and an incredible inground pool! Your own private backyard oasis features a well kept oval inground pool and a fully fenced yard - the perfect spot for entertaining, relaxing, or summer fun with friends and family. Inside, you'll find a nicely remodeled kitchen with granite countertops, stainless steel appliances, and plenty of cabinet space. The expansive layout of this home features generously sized rooms throughout, including a split bedroom floor plan that offers the ultimate privacy for your and your guests. The main level features a welcoming front living room with a wood burning fireplace and large picture window, a dedicated dining area, and a large family room that is ideal for gatherings. Included on this level are two spacious bedrooms and a remodeled full bath. The upstairs is home to a private primary suite with its own full bath, creating a perfect retreat with views of the pool and yard. Additional highlights of this home include an attached one car garage, a 3 year old architectural shingle roof, vinyl replacement windows, and a 2 year old boiler. Full of character and style with room to spread out, and easy access to Rt 17/Rt 9, Wesleyan Univ, Wadsworth Falls State Park, and Xavier HS. This home checks all of the boxes and is a total winner! Showings begin Monday 5/18 - schedule your tour today and start enjoying the pool by this summer!

165 Brown St, Middletown

35 Sisk St, Middletown
$475,000
3 Beds ⋅ 2 Baths ⋅ 24193293 MLS
*Best and final offers by Monday 8/10 3pm. * Offered for the first time in more than four decades, this Dutch Colonial home has been lovingly maintained by only its second owner for over 40 years.35 Sisk Street features solid construction, hardwood floors,Harvey windows,a newer roof (2017),central air,a fireplace, and nearly a half-acre of property in Middletown's desirable Westfield neighborhood. While today's trends may inspire your own cosmetic touches, the hard work has already been done. It's time for the next generation to move in and make it their own. The home features a generously sized kitchen that flows seamlessly into two living areas, offering flexibility for both everyday living and entertaining. A fireplace anchors one of the living rooms, which opens to your patio with low-to-no maintenance composite decking and a private backyard with mature landscaping. Need extra shade? The patio comes equipped with an electric awning, creating the perfect space for relaxing or entertaining family and friends. Upstairs, you'll find three generously sized bedrooms along with a full bath. The closet and storage space in this home are unmatched among homes of similar size. The desirable Westfield neighborhood offers easy access to Route 9 and I-91, while Middletown's growing downtown, riverfront, shopping, and dining are just minutes away. Homes cared for this long don't come to market often.Over 40 years of pride in ownership, sold as is.

35 Sisk St, Middletown

779 Ridge Rd, Middletown
$475,000
3 Beds ⋅ 3 Baths ⋅ 24188018 MLS
Nestled in the highly desirable South Farms neighborhood, this well-maintained home is filled with quality features and timeless appeal. Car enthusiasts and hobbyists will appreciate the impressive 4-car garage, offering exceptional space for vehicles, storage, or the perfect workshop. The spacious eat-in kitchen features granite countertops, abundant cabinetry, and generous workspace for cooking and entertaining. Throughout the home, you'll find an abundance of closet space in each of the 3 bedrooms. Hardwood floors lie beneath the carpeting, offering the opportunity to restore their original beauty. The expansive finished basement, complete with a full bath, additional laundry room, and cozy gas fireplace, provides the perfect setting for entertaining, relaxing, or creating the ultimate recreation space. The sunroom off the kitchen can also be used for a home office. A second gas fireplace in the living room adds warmth and charm, making this home inviting in every season. Step outside to enjoy the deck, complete with a retractable awning for shade on sunny days. Additional highlights include a full-house generator, walk-up attic, central A/C, laundry on the main floor and exceptional storage space throughout the home. Take advantage of all that Middletown has to offer with its many restaurants, cultural centers, and shopping. Close to I-91 and Rt 9. This home presents an exceptional opportunity for its next owner. Don't miss your chance to make it yours!

779 Ridge Rd, Middletown

163 Dora Dr, Middletown
$475,000
3 Beds ⋅ 3 Baths ⋅ 24174467 MLS
Move right into this beautifully maintained 3 bedroom, 2.5 bath Colonial located in one of Middletown's most convenient neighborhood settings. Pride of ownership shines throughout this pristine home featuring hardwood floors across the main level, an updated kitchen with granite countertops, stainless steel appliances, and a spacious eat in area perfect for everyday living. The inviting living room offers a fireplace for relaxing evenings, while the dining room is filled with natural light from a lovely bay window. Upstairs, the spacious primary suite features a stunning picture window, walk in closet, and updated private bath. All bathrooms have been tastefully updated, and major improvements including newer windows, newer siding, and a newly repaved driveway provide peace of mind. Looking for additional space? The walkout basement offers incredible potential with 2 sliders and full size windows, creating a bright and welcoming space that is ready to be finished. Enjoy outdoor entertaining on the deck overlooking the yard, and appreciate the convenience of a 2 car garage. Located just minutes from shopping, dining, parks, and major highways, this home offers the perfect combination of comfort, updates, and convenience. With its desirable neighborhood setting and exceptional condition, this is a home you'll be proud to call your own. Just unpack and enjoy.

163 Dora Dr, Middletown

25 Pleasant View Dr, Middletown
$468,000
3 Beds ⋅ 3 Baths ⋅ 24170759 MLS
Welcome to 25 Pleasant View Drive in the highly desirable Westfield section of Middletown. A completely updated home nestled on a quiet cul-de-sac, offering the perfect blend of comfort, style and functionality. This inviting property features large, sun filled rooms and beautiful hardwood floors throughout the main living areas, adding warmth and appeal. The spacious living room is highlighted by a cozy fireplace, creating the perfect setting for relaxing evenings at home. The updated kitchen offers modern finishes, plenty of cabinetry, and a layout ideal for both everyday living and entertaining. Downstairs, the fully finished basement expands your living space and includes a custom bar perfect for hosting gatherings, game nights, or creating your own private retreat. Step outside to enjoy the large yard, offering plenty of space for outdoor entertaining, gardening, or simply unwinding in your own private setting. A 2 car garage with ample storage. A truly move in ready home not to be missed. AGENT RELATED TO SELLER

25 Pleasant View Dr, Middletown

40 Middlefield St, Middletown
$460,000
5 Beds ⋅ 3 Baths ⋅ 24169963 MLS
Set on a spacious .7-acre lot in Middletown, 40 Middlefield Street offers the perfect blend of comfort, space, and everyday functionality. From the moment you arrive, the circular driveway and detached two-car garage make coming and going effortless, while the setting provides both privacy and room to enjoy. Inside, natural light fills the home, highlighting hardwood floors throughout much of the main level. The living room, centered around a cozy fireplace, creates a warm and inviting space to gather. With five bedrooms and three full bathrooms-including a primary suite with its own full bath-there's plenty of room to spread out and live comfortably. The finished lower level with walk-out access adds valuable additional living space, ideal for a rec room, home office, or guest area. Step outside and the home truly shines. The backyard is designed for enjoyment, featuring a pool area complete with its own shower station with hot and cold water and a chemical toilet-making summer days easy without constant trips inside. Newly planted raspberry bushes, now in their third year, offer a high-yield harvest to enjoy season after season. Located just minutes from downtown Middletown, you'll have easy access to Main Street's restaurants and shops, Harbor Park, and Wesleyan University, along with convenient access to Route 9 and I-91.

40 Middlefield St, Middletown

1258 Saybrook Rd, Middletown
$450,000
3 Beds ⋅ 2 Baths ⋅ 24188979 MLS
Lovingly cared for home set in a beautiful yard with mature plantings and natural rock outcroppings. Lots of space in this charming home including a sunroom surrounded by windows that opens to a deck. The eat-in kitchen with Corian counters and tile backsplash leads to the formal living and dining rooms. Three bedrooms, including the primary that is connected to a full bath, complete the main level. The lower level offers a cozy family room with wood stove, another room that can used as a guest room or office, and another full bath with shower stall and laundry. Other features and updates include a new central a/c system, new oil tank, and a two-car garage. Beautiful yard with perennial plantings and convenient location close to Rt 9 and less than 10 minutes to fabulous downtown Middletown with lots of dining and shopping. Welcome Home!

1258 Saybrook Rd, Middletown

38 Wildflower Ln, Middletown
$450,000
2 Beds ⋅ 3 Baths ⋅ 24188911 MLS
Turn-key home in the sought-after Riverbend Community in Middletown's desirable Westfield neighborhood offers suburban tranquility with excellent convenience. Inside, soaring ceilings grace the living and dining areas, a fireplace adds warmth to the living room, and hardwood floors flow through the main spaces. Large dining area flows to the kitchen and living room, perfect for entertaining. The stunning white eating kitchen features tile flooring while the two bedrooms with the vaulted ceilings and a remodeled primary bath create comfortable retreats. Relax or entertain on the oversized composite deck steps down to the fully fenced backyard with dedicated play area complete with playscape. Walk out finished lower level includes flexible space that can easily serve as a 3rd bedroom; has a full bath, and extra storage. Enjoy the two-car garage Just minutes from vibrant downtown Middletown, you'll enjoy shops, boutiques, and popular restaurants, while the nearby Mattabesset multi-use trail is perfect for walking and biking. Golfers appreciate the short drive to Miner Hills Golf Course, you will love the proximity to Veterans Memorial Park with its new pool & splash pad plus the excellent Champions Skating Center in Cromwell just five to six miles away. Route 9 access makes Connecticut's beautiful beaches and shoreline towns only 25-30 minutes away. This move-in-ready home delivers convenient access to downtown, recreation, and the shoreline.

38 Wildflower Ln, Middletown

526 Boston Rd, Middletown
$450,000
3 Beds ⋅ 2 Baths ⋅ 24179729 MLS
Imagine waking up, brewing your first cup of coffee and looking out your kitchen window at a peaceful, picturesque scene: your beautiful yard leading to open fields where a local farmer is haying the land. This charming, timeless view can be yours every day. This fully dormered Cape is full of character and curb appeal. Mature perennials, decorative exterior trim, and a covered porch welcome you, along with an oversized two-car garage. Inside, the stunning updated kitchen is the heart of the home. It features a large granite center island perfect for entertaining, two-toned cabinetry, subway tile backsplash, stainless steel appliances, recessed mood lighting, crown molding, and tile flooring. It opens seamlessly to a spacious dining area. Just down the hall is a half bath and a massive front-to-back fireplaced living room filled with natural light. The front entry is surprisingly generous for a home of this size. Upstairs you'll find three spacious bedrooms, a full bath, and excellent closet space - much larger than typical Capes. Recent updates include: brand new septic system (tank & fields), on-demand hot water heater, new furnace, water treatment system, well pump, washer, dryer, Nest thermostat, and more. This home perfectly blends classic Cape Cod charm with modern comforts in a tranquil setting. Don't miss it! HIGHEST AND BEST OFFERS TO BE SUBMITTED BY TUESDAY 6/9 AT 5 PM

526 Boston Rd, Middletown

408 Maromas Rd, Middletown
$450,000
3 Beds ⋅ 2 Baths ⋅ 24168871 MLS
Immaculate 3-bedroom, 2-bath ranch offering a bright, lifestyle-focused layout across two levels. The main level showcases a spacious eat-in kitchen with granite countertops and opens directly to a low-maintenance composite deck-perfect for morning coffee or easy outdoor dining. Next on the main level is a sun-filled living room with cathedral ceilings and multiple windows, creating an airy, welcoming feel. A primary bedroom and full bath complete this level for convenient one-floor living. Downstairs, you'll find two additional bedrooms and a versatile living/recreation room with a full walkout to a multi-level patio and charming gazebo, all overlooking an expansive lawn-ideal for entertaining, relaxing, or enjoying outdoor gatherings. Convenient to downtown and Rt 9.

408 Maromas Rd, Middletown

259 Pearl St, Middletown
$450,000
9 Beds ⋅ 3 Baths ⋅ 24158068 MLS
Great investment opportunity with added flexibility for an owner occupant. This clean and well maintained three unit multi family offers three similar updated layouts, each with 3 bedrooms, a spacious eat in kitchen with pantry, and a large living room that gives every unit a comfortable, functional feel. Two units are currently rented, while the second floor is vacant, creating an ideal setup for an investor who wants immediate income with the option to live on site. Major updates add even more value, including a newer 2017 Navien on demand gas furnace, updated electrical with breakers, updated plumbing, and much more. The basement is clean and dry, offering excellent storage and utility space, while five off street parking spots add everyday convenience for residents. Set close to state parks, restaurants, museums, shopping, and medical facilities, this is a smart opportunity to own a solid, well cared for property in a location that supports both lifestyle and long term rental appeal. HIGHEST AND BEST DUE TUESDAY 4/14 AT 10:00AM

259 Pearl St, Middletown

58 Brown St, Middletown
$445,000
3 Beds ⋅ 3 Baths ⋅ 24177462 MLS
Impeccably maintained and move-in ready, this stunning Colonial blends timeless charm with modern comfort in an exceptional setting near Wadsworth Falls State Park and the historic Wadsworth Mansion. Designed for both everyday living and elegant entertaining, the home features a bright and inviting kitchen appointed with quality appliances, tasteful tile flooring, and direct access to the attached garage for added convenience. The spacious living and dining areas offer an open, welcoming atmosphere filled with natural light. A stylish half bath completes the main level. Step outside to enjoy a private backyard retreat featuring a fully fenced, level lot, an expansive deck perfect for outdoor gatherings, and a large storage shed. Upstairs, you'll find three generously sized bedrooms, including a primary suite with a beautifully updated en-suite bath. The lower level offers additional versatility with a dedicated laundry area and a space ideal for a home gym, media room, or office. Recent upgrades including a newer roof, siding, and windows provide peace of mind and lasting value. Central air ensures year-round comfort. Ideally situated near scenic parks, walking trails, and local landmarks, this exceptional property offers the perfect balance of elegance, comfort, and location. A rare opportunity not to be missed.

58 Brown St, Middletown

75 Azalea Dr, Middletown
$445,000
3 Beds ⋅ 2 Baths ⋅ 24168750 MLS
Welcome to 75 Azalea Drive in Middletown, a beautifully remodeled home that blends modern upgrades with comfortable living in a well-established neighborhood. Set on a generous 0.72-acre lot, this 2,088 sq ft home offers peaceful indoor and outdoor living. From the moment you step inside, you'll notice the attention to detail and quality craftsmanship throughout. The heart of the home is the stunning, fully updated kitchen featuring elegant quartzite countertops, stainless steel appliances, and an impressive 9-foot island-perfect for cooking, gathering, and entertaining. Rich, solid wood coffee-colored cabinetry adds warmth and sophistication to the space. Oak hardwood floors run throughout the home, creating a seamless and inviting feel. Both full bathrooms have been tastefully updated, offering a fresh, modern look. A standout feature is the expansive 1,008 sq ft family room, providing endless possibilities for relaxation, entertaining, or creating your ideal living space. Major updates have already been completed, including a new roof, new solar panels for energy efficiency, and newer windows for added comfort and savings. The home has been meticulously restored and is truly move-in ready. Whether you're enjoying the peaceful surroundings or hosting friends and family, this home offers the perfect combination of style, space, and convenience. Don't miss the opportunity to make this exceptional property your own.

75 Azalea Dr, Middletown

1137 Ridgewood Rd, Middletown
$440,000
3 Beds ⋅ 3 Baths ⋅ 24210626 MLS
There's something about a ranch that makes life feel a little easier, and this contemporary Middletown home gives that idea room to breathe. Set on just over half an acre in the West End, this 3 bedroom, 2.5 bath home was designed for comfortable everyday living. Hardwood floors flow through the main level, where the kitchen, dining and living spaces open to one another and a wood-burning fireplace with granite surround creates a cozy gathering place. The kitchen features stainless steel appliances and plenty of room to cook while staying connected to it all. A split-bedroom design gives the primary suite its own sense of privacy, complete with a walk-in closet and private bath with jetted tub, while two additional bedrooms and a full bath are tucked on the opposite side of the home. Downstairs, the finished lower level with new carpeting and half bath offers flexible space for movie nights, a home office, gym or playroom. Outside, a large deck overlooks the flat, fully fenced backyard, where a playscape, shed and dedicated garden with raised beds leave plenty of room to play, plant and gather. Freshly painted throughout with central air, main-level laundry and an attached 2-car garage-all just minutes from downtown Middletown, shopping, dining and Routes 9 & 91.

1137 Ridgewood Rd, Middletown

141 Cimarron Rd, Middletown
$440,000
3 Beds ⋅ 3 Baths ⋅ 24203636 MLS
This Dutch style Colonial offers a perfect blend of traditional charm and the airy feel everyone is looking for. From the moment you step inside, you see the open floor plan, creating a seamless flow that's well suited for quiet weeknights or for hosting a crowd. Access the multi-level deck off the back of the family room for outdoor enjoyment. The beautifully updated kitchen features stylish finishes and plenty of prep space for the home chef. The first floor is complete with an oversized full bathroom, and convenient mudroom space between kitchen and garage. On the second floor, a generous primary bedroom with great closet space is on one side of the hallway, with 2 secondary bedrooms on the other. A large bathroom with jetted tub and double sinks allows space for everyone's morning routine. The layout provides incredible flexibility, including a fourth bedroom located in the finished walkout lower level. With access to a full bath, this space serves as a private and comfortable guest suite or home office. The lower level adds significant versatility to the home with its laundry area, rec room with wet bar and slider that walks out to the lower-level patio with hot tub. Situated in a prime Middletown location, you're just moments away from the local park and Moody elementary school. With quick access to the highway the commute to work is a breeze. This home is ready for its next chapter!

141 Cimarron Rd, Middletown

45 Willow Bee Ln, Middletown
$440,000
3 Beds ⋅ 2 Baths ⋅ 24174857 MLS
Situated on a cul-de-sac in a desirable sought after neighborhood, this 3 bed 1.5 bath Colonial blends timeless New England charm and modern convenience. Step inside to a sun-filled living room featuring hardwood floors, a large bay window and a cozy wood-burning fireplace. The spacious kitchen offers granite countertops, a peninsula for additional seating and prep space, and an abundance of cabinets and counter space. Conveniently located off the kitchen, the mudroom provides access to both the oversized 2 car garage and the level, fully fenced-in backyard. The dining room is filled with natural light and features sliding doors leading to the back porch and patio, perfect for entertaining or relaxing outdoors. A half bath completes the main level. Upstairs, you'll find 3 generously sized bedrooms, all with hardwood flooring, along with a full bath and a large hallway linen closet. The recently renovated, partially finished basement offers flexible living space ideal for a home office, playroom, gym, or media room, plus additional storage rooms to help keep everything organized. Additional features include a heat pump with forced hot air and central air, a whole house generator hookup with generator included, a dedicated garage workspace with built-in cabinets and almost a half acre of land with a large storage shed. Also, conveniently located just minutes from Middletown's vibrant downtown, Wesleyan University, the CT River, restaurants, shops, gyms, and Rt 9, I-91, and 691.

45 Willow Bee Ln, Middletown

598 High St, Middletown
$437,900
3 Beds ⋅ 2 Baths ⋅ 24188898 MLS
Rarely does a home blend historic character, creative energy & walkable in-town living so effortlessly. Nestled on a beautifully landscaped corner lot just moments from Wesleyan University, vibrant downtown Middletown & the Connecticut River waterfront, this thoughtfully updated early-1900s home offers warmth, flexibility & timeless appeal. Featuring 3 bedrooms, 2 full baths & a versatile third-floor studio, the flexible layout is ideal for an artist's retreat, home office, guest suite or creative sanctuary. Original character shines throughout with exposed brick, custom built-ins & abundant natural light. The updated kitchen features a Viking 6-burner range & opens seamlessly to the living & dining areas, creating an inviting space for everyday living & entertaining. Significant updates include newer windows, roof & a tankless hot water heater, while the classic brownstone foundation reflects the home's enduring craftsmanship. Outside, enjoy the charm of your own private city homestead with mature perennial gardens, window boxes, a fenced corner lot, dedicated garden beds, a welcoming back porch & even a chicken coop. A detached garage with bonus studio space offers endless possibilities for hobbies, a workshop or additional workspace. Just a short stroll to downtown restaurants, shops, local schools, parks & the riverfront, this exceptional property offers the perfect balance of historic charm, modern comfort & an unbeatable in-town lifestyle.

598 High St, Middletown

45 Annette Pl, Middletown
$430,000
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

57 Arbutus St, Middletown
$425,000
3 Beds ⋅ 2 Baths ⋅ 24208827 MLS
**Multiple offers. Please submit highest and best by Tuesday 7 p.m. Thank you. Reach out with any questions** Welcome to 57 Arbutus Street, a special home lovingly cared for by just two owners since 1984. Custom-built by its original owner, pride of craftsmanship shows in the solid construction, thoughtful layout, high ceilings, and generously sized rooms. Set in a close-knit and welcoming neighborhood, the home offers incredible potential for buyers ready to bring their vision. The main level boasts three spacious bedrooms-including a convenient first-floor primary with full bath-and a fireplaced living room that adds warmth and character. A large kitchen offers ample space to cook and gather - ready for your own custom updates and design ideas. Hosting a crowd? The space flows naturally into an expansive sunroom overlooking the backyard. More than a bonus room, it functions as a second full living and entertaining area. An oversized three-bay garage provides room for vehicles and storage, paired with a partially finished basement offering workshop, laundry, and playroom space. Outside, the level backyard opens toward an expansive tract owned by neighboring Grace Lutheran Church, creating a peaceful backdrop. Bring your tools and vision-the bones are excellent, the flow is fantastic, and the opportunity is clear. Come craft the next chapter at 57 Arbutus Street!

57 Arbutus St, Middletown

25 Garfield Ave, Middletown
$425,000
3 Beds ⋅ 2 Baths ⋅ 24192947 MLS
Tastefully updated and move-in ready, this charming 3-bedroom, 2-bath home is located in Middletown's desirable South Farms area. The spacious family room features a vaulted ceiling and brand-new skylights, creating a bright and welcoming gathering space. The updated kitchen offers abundant cabinet storage, granite countertops, stainless steel appliances, and a center island. The dining room showcases hardwood flooring, a wood-burning fireplace, and access to a four-season sunroom complete with a custom-built bar, perfect for entertaining year-round. The first floor includes a bedroom with hardwood floors, a full bath, and an additional flex room ideal for a home office, playroom, or hobby space. Upstairs you'll find two additional bedrooms and a second full bath with a stand-up shower. Relax outdoors on the back deck under the gazebo overlooking the yard. Additional highlights include a one-car under-house garage, additional room in basement perfect for workout room or storage, brand-new roof with 50 year transferable warranty, and numerous updates throughout. Conveniently located within walking distance to schools and just minutes from Main Street Middletown, shopping, dining, and major highways.

25 Garfield Ave, Middletown

347 Farm Hill Rd, Middletown
$425,000
3 Beds ⋅ 1 Baths ⋅ 24188777 MLS
Welcome home to this beautifully remodeled brick ranch, perfectly situated in a highly desirable neighborhood. This move-in-ready home offers three spacious bedrooms and two full bathrooms, combining classic charm with modern updates throughout. Step inside to find a welcoming living room featuring one of two cozy fireplaces, creating the perfect space for relaxing or entertaining. The thoughtfully designed layout also includes a dining room, a beautiful kitchen with brand-new stainless steel appliances, stunning granite countertops, and plenty of cabinet space. A convenient mudroom adds extra functionality for everyday living. Major updates provide peace of mind, including a brand-new roof, new windows, and a newer furnace. Every detail has been carefully updated, making this home truly turnkey. Whether you're enjoying quiet evenings by the fireplace or hosting family and friends, this beautifully renovated home offers comfort, style, and convenience in one of the area's most sought-after neighborhoods. Don't miss your opportunity to make this exceptional property your new home!

347 Farm Hill Rd, Middletown

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