Refine Search
Map
Sort by
$550,000
2 Beds ⋅ 2 Baths ⋅ 24188433 MLS ⋅ Tuscany Hills Condominium BLDG.
Welcome to 26 Tuscany Hills Drive, a beautifully maintained single-family ranch home loaded with charm and upgrades in this pet-friendly, 55+ active adult community! Rich hardwood floors grace the main living areas, while plush carpeting in both bedrooms adds warmth and comfort, creating an inviting atmosphere you'll love coming home to. The spacious living room features a cozy propane fireplace and opens seamlessly to the dining area and eat-in kitchen, creating an ideal space for everyday living and entertaining. The kitchen is well-appointed with beautiful cabinetry, granite countertops, and abundant workspace for cooking and baking. Just beyond, you'll find the convenient laundry area and access to the attached two-car garage. Situated on a desirable corner lot, the delightful sunroom with vaulted ceilings opens through sliders to a newly stained deck overlooking a private backyard bordered by mature pine trees. The primary suite features a stunning tray ceiling, generous walk-in closet, and an en-suite bath with a step-in shower. The second bedroom is adjacent to a full bath, making it ideal for guests or a home office. A full unfinished basement provides exceptional storage and endless possibilities for future expansion. Tuscany Hills offers an active lifestyle with two community gazebos, holiday celebrations, book clubs, card games, and a variety of social events. Don't miss this wonderful opportunity to enjoy easy, low-maintenance living in a welcoming community!

26 Tuscany Hills Dr Unit 26, Middletown
$319,900
2 Beds ⋅ 3 Baths ⋅ 24184466 MLS
Welcome to 835 Long Hill Road, Unit E, in the desirable Wesleyan Hills community. This beautifully updated 2-bedroom, 2.5-bath townhouse-style condominium offers comfortable, low-maintenance living with a bright, open floor plan. The main level features an updated kitchen, spacious living and dining areas, a cozy fireplace, and sliders leading to a private deck overlooking peaceful wooded surroundings. Upstairs, the primary suite includes an updated full bath and tranquil wooded views, while the second bedroom, additional full bath, and convenient second-floor laundry complete the upper level. Recent improvements include a newer heat pump and air handler (2020), updated bathrooms, newer windows, exterior doors, roof, siding, and gutters. The unfinished walk-out lower level provides excellent storage or future expansion potential and offers direct access to the attached one-car garage. Enjoy all that Wesleyan Hills has to offer. Conveniently located near downtown Middletown, Wesleyan University, shopping, restaurants, and major commuter routes.

835- # E Long Hill Rd, Middletown
$420,000
6 Beds ⋅ 2 Baths ⋅ 24188066 MLS
Turnkey multifamily investment opportunity in a desirable Middletown location! This fully remodeled property offers strong income potential with updated units featuring modern kitchens, renovated bathrooms, new flooring, and contemporary finishes throughout. The building has been well maintained and provides an excellent opportunity for investors seeking a low-maintenance asset with immediate cash flow. Conveniently located near downtown Middletown, shopping, restaurants, schools, parks, and major highways, making it attractive to tenants and ensuring long-term rental demand. Whether you're expanding your portfolio or acquiring your first investment property, this move-in-ready multifamily is an opportunity you won't want to miss. Being SOLD AS-IS.

163 Pearl St, Middletown
$405,000
7 Beds ⋅ 2 Baths ⋅ 24188106 MLS
Fully renovated investment opportunity in the heart of Middletown! This well-maintained 7 bedrooms 2 bath, multifamily property has been completely remodeled and offers immediate cash flow with tenants already in place. Each unit is currently rented, providing strong and stable rental income from day one. Updates include modern kitchens, renovated bathrooms, updated flooring, fixtures, and mechanical improvements throughout. The property has been thoughtfully upgraded while maintaining its charm and functionality. Ideal for investors seeking a turnkey asset with reliable tenants and minimal deferred maintenance. Conveniently located near shopping, restaurants, schools, public transportation, and major highways. Don't miss this opportunity to add a fully occupied, income-producing property to your portfolio. Being SOLD AS-IS.

194 Liberty St, Middletown
$349,900
6 Beds ⋅ 2 Baths ⋅ 24187894 MLS
It's not easy to find a 2 family with 3 bedrooms on each level and it includes ALL separate utilties and each unit has c/a. Each tenant pays their own utilities. The first floor is leased until July 2027 and the 2nd floor lease is up Sept. 1st, 2026. The furnaces, electrical, hot water tanks have all been updated.

10-12 Glover Pl, Middletown
$999,000
4 Beds ⋅ 5 Baths ⋅ 24187393 MLS
Lakeshore Realty is proud to present 49 Partridge Lane, a beautifully maintained home tucked away on a quiet cul-de-sac in one of Middletown's most desirable neighborhoods. Designed for both everyday living and entertaining, this exceptional home features a bright, open floor plan, spacious living areas, and a beautifully appointed kitchen complete with premium Viking stainless steel appliances, offering both luxury and performance for the home chef. One of the property's most unique features is its location abutting the Mt. Higby Reservoir, providing a peaceful natural backdrop, enhanced privacy, and picturesque views. Enjoy direct access to nature while relaxing in your private backyard, perfect for entertaining, gardening, or unwinding after a long day. Generously sized bedrooms, well-designed living spaces, and meticulous upkeep make this home truly move-in ready. Conveniently located just minutes from downtown Middletown, Wesleyan University, shopping, dining, parks, golf courses, and major highways, you'll enjoy the perfect combination of tranquility and accessibility. With high-end finishes, a sought-after location, and the rare benefit of bordering protected natural surroundings, 49 Partridge Lane offers an outstanding opportunity to own a home that blends comfort, quality, and lifestyle. Schedule your private showing today!

49 Partridge Ln, Middletown
$1,295,000
4 Beds ⋅ 4 Baths ⋅ 24187574 MLS
Nestled on an extraordinary 39-acre estate with breathtaking panoramic views, this stunning custom log home offers the perfect blend of rustic elegance, modern comfort, and exceptional investment potential. Originally built in 2005 with an addition completed in 2014, the home features 4 bedrooms and 3 full bathrooms. The interior showcases soaring cathedral ceilings, beautiful tile flooring, ceiling fans throughout, and a dramatic two-sided fireplace that serves as a focal point for multiple living areas. German-engineered windows with roll shutters & premium German doors provide exceptional quality. Kitchen features new appliances & an open concept. 2 bedrooms with full bathrooms on the main level offer one-floor living options. The lower level includes 2 oversized garages providing abundant storage, workshop space, and room for recreational equipment. A wood/storage shed adds even more utility. This home is in pristine condition with brand new well, new water heater, and 2 central air units. The property consists of three separately deeded parcels presenting a rare opportunity for future investment, development, or resale. The land features rolling acreage, mature trees, open spaces, and a picturesque man-made pond. Whether you're seeking a private retreat, recreational haven, family compound, or property with investment upside, this one-of-a-kind estate delivers stunning natural beauty, exceptional craftsmanship, and limitless possibilities.

1409 Millbrook Rd, Middletown
$90,000
5 Beds ⋅ 3 Baths ⋅ 24182301 MLS
Opportunity awaits at this 2-family residential property in a convenient Middletown location. The existing structure has sustained fire damage and is being offered strictly as-is. Ideal for investors, contractors, or buyers seeking a renovation or redevelopment project. Situated on a level lot with access to public water and public sewer. Close to shopping, dining, parks, and commuter routes. A unique chance to restore, reimagine, or rebuild subject to municipal approvals.

18 Portland St, Middletown
$150,000
2 Beds ⋅ 1 Baths ⋅ 24182065 MLS ⋅ Sumnerbrook Mill BLDG.
Super investment or owner occupancy in this spacious 2 bedroom, 1 full bath condo that exudes charm and character in the old mill building. Located on the 3rd floor, this unit offers privacy and tranquility. The floor plan allows for a private dining experience, a well equipped kitchen, and parquet wood flooring throughout the living areas with fresh carpet to the bedroom level. The bedrooms are located on the upper level of this townhouse style unit and share a full bathroom. The windows let in nice natural light and the large window ledges provide great space for natural plantings to flourish.The mill building has a pond and running water with an area to enjoy the peaceful sights and sounds of nature. Take a look, whether as an investment or as a private residence, this could be a great opportunity!

1 Russell St Unit 22, Middletown
$319,900
3 Beds ⋅ 1 Baths ⋅ 24185782 MLS
Welcome to this bright and beautifully maintained split-level home in Middletown, CT! 91 Berekely Rd is sure to charm you with its inviting curb appeal, landscaping, updated modern kitchen, solar panels for energy efficiency and so much more. Hardwood floors, updated appliances and a newer furnace, water heater, gutters, windows and doors make this home an economic option which also abounds with charm! You can feel the pride of ownership throughout! 3 bedrooms, an updated bathroom and newer kitchen with plenty of storage. Outdoor patio and quiet neighborhood, close to downtown shopping and dining and rt 9 while still being in a peaceful setting away from it all! Come find out what makes this one so special today!

91 Berkeley Rd, Middletown
$220,000
2 Beds ⋅ 2 Baths ⋅ 24185686 MLS ⋅ Carriage Crossing BLDG.
*Back on the market due to the previous buyer already owning a unit.* Welcome to 5 Carriage Crossing, a desirable first floor end-unit condo in the welcoming Carriage Crossing community of Middletown, CT. This well maintained 2 bedroom, 2 bath condominium offers the perfect blend of comfort, convenience, and low maintenance living. Filled with natural light, the spacious floor plan provides an inviting atmosphere for everyday living and entertaining. Each bedroom features its own full bathroom, offering privacy and flexibility for homeowners, guests, roommates, or a home office setup. Insulated interior walls enhance energy efficiency and help reduce noise transfer, while tasteful paint colors create a warm, welcoming feel throughout. Additional features include an in-unit washer and dryer, dedicated storage space, and ample parking. Residents enjoy exceptional amenities, including a swimming pool, tennis courts, clubhouse, trash service, and the maintained grounds. The community is pet friendly, subject to association guidelines. Conveniently located near shopping, dining, parks, healthcare facilities, and major commuter routes, this move in ready condo offers easy access to everything the area has to offer. Whether you're a first time homebuyer, downsizing, investing, or seeking a maintenance free lifestyle, this is an outstanding opportunity! Whether you're starting a new chapter or simplifying your lifestyle, this welcoming home is ready for you to move right in.

5 Carriage Crossing Ln Unit 5, Middletown
$899,900
4 Beds ⋅ 5 Baths ⋅ 24180844 MLS
Exceptional quality and craftsmanship define this highly sought-after home in Scarborough Lane within Highland Farms, located in the desirable Westfield area of Middletown. Offering 11 beautifully appointed rooms, this residence showcases premium finishes and thoughtful details throughout. The main level features 9-foot ceilings and an open-concept layout, with the spacious family room flowing seamlessly into the kitchen. Notable upgrades include Andersen windows, a double-sided gas fireplace shared between the family room and office, whole-house speaker wiring, durable 2x6 construction, and 14-inch steel I-beams in the lower level. The luxurious primary suite offers a tray ceiling, dual walk-in closets, and a well-appointed bath with double vanities and a Jacuzzi tub. Additional highlights include three-zone heating, a heated three-car garage with utility sink, and a versatile lower level with a private entrance that offers potential for an in-law suite. Situated on 1.4 acres, the property is serviced by city sewer and private well water, providing an ideal combination of convenience and privacy. A truly outstanding home with exceptional amenities and quality throughout.

193 Scarborough Ln, Middletown
$499,900
3 Beds ⋅ 2 Baths ⋅ 24183572 MLS
BEST AND FINAL DEADLINE 6/30 at 4pm!! Welcome to 67 Bell Street, a beautifully updated ranch-style home set on over 4 private acres in one of Middletown's most desirable locations. Offering approximately 1,500 square feet of comfortable one-level living, this thoughtfully maintained 3-bedroom, 2-bath residence combines modern updates with peaceful country charm. The heart of the home is the brand-new kitchen, featuring stylish finishes, updated cabinetry, and ample workspace, making it ideal for both everyday living and entertaining. The inviting floor plan offers spacious living areas filled with natural light, creating a warm and welcoming atmosphere throughout. Three generously sized bedrooms provide flexibility for family, guests, or a home office, while two full bathrooms add convenience and comfort. Recent improvements include a freshly painted exterior, enhancing both curb appeal and long-term maintenance. Outside, the expansive 4+ acre setting offers endless possibilities for recreation, gardening, outdoor entertaining, or simply enjoying the privacy and natural beauty that surrounds the property. Offering over 4 acres of land with excellent potential for hobby farming, equestrian use, or other agricultural pursuits, subject to local zoning requirements, this unique property provides a rare opportunity to enjoy both country living and modern convenience.

67 Bell St, 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
$385,000
3 Beds ⋅ 2 Baths ⋅ 24184363 MLS
Don't miss this one. Screened in porch, perennial gardens, fruit trees. Solar System Owned - say "bye bye" to electric bills. New roof May 2026. Built in 1933 with attention to detail and strength - 2 steel beams in basement. Wood floors, livingroom with fireplace, diningroom with corner hutch, laundry first floor, center office area, bay window views deck and back yard. The yard is lined with flowering roses and perennials, there are raised beds and yard is very private. 4 bedrooms upstairs. There is a detached oversized 1 car garage and 1-2 car garage under. Shed in rear corner of yard. Walk up attic for storage.

210 Ridge Rd, Middletown
$1,300,000
10 Baths ⋅ 24184246 MLS
Welcome to 480 Main Street, Middletown - a rare investment opportunity in the heart of Downtown Middletown! This stunning brick mixed-use building blends timeless character with strong income-producing potential. Featuring 8 spacious residential units, each offering 900+ square feet, soaring ceilings, beautiful hardwood flooring, functional built-ins, and oversized layouts that tenants love. Seven of the Eight residential units have been updated, and many feature newer hot water heaters, helping minimize future capital expenses. The property is anchored by two commercial storefronts, including a 3,100 SF space and a 1,100 SF (long-term tenant). Commercial tenants contribute approximately 40% of CAM expenses, creating additional value for ownership. Featuring classic brick construction, a well-maintained roof, and a prime downtown location, 480 Main Street offers a rare blend of character, stability, and investment potential. Located just steps from restaurants, shopping, and entertainment, this is an excellent opportunity to own a standout mixed-use asset in the heart of Middletown

480 Main St, Middletown
$1,300,000
8 Beds ⋅ 10 Baths ⋅ 24182655 MLS
Welcome to 480 Main Street, Middletown - a rare investment opportunity in the heart of Downtown Middletown! This stunning brick mixed-use building blends timeless character with strong income-producing potential. Featuring 8 spacious residential units, each offering 900+ square feet, soaring ceilings, beautiful hardwood flooring, functional built-ins, and oversized layouts that tenants love. Seven of the Eight residential units have been updated, and many feature newer hot water heaters, helping minimize future capital expenses. The property is anchored by two commercial storefronts, including a 3,100 SF space and a 1,100 SF (long-term tenant). Commercial tenants contribute approximately 40% of CAM expenses, creating additional value for ownership. Featuring classic brick construction, a well-maintained roof, and a prime downtown location, 480 Main Street offers a rare blend of character, stability, and investment potential. Located just steps from restaurants, shopping, and entertainment, this is an excellent opportunity to own a standout mixed-use asset in the heart of Middletown

480 Main St, Middletown
$188,000
2 Beds ⋅ 1 Baths ⋅ 24183869 MLS ⋅ Woodgate BLDG.
This 2-bedroom loft-style townhouse at Woodgate offers a smart, functional layout in a community that recently completed a full exterior renovation - new roofs, siding, windows, decks, and doors throughout. The main level features a vaulted living room, galley kitchen, full bath, guest bedroom, and first-floor laundry. Upstairs, the primary suite includes large windows and an open balcony overlook. A private deck off the back faces woods for added privacy. Move-in ready with a low-maintenance lifestyle. Minutes from Route 9, Route 91, downtown Middletown, Wesleyan University, and Middlesex Hospital, with easy access to Hartford and New Haven. HOA is $441/month, inclusive of a special assessment funding the complex-wide exterior renovation.

1221 Washington St Unit 8, Middletown
$169,900
3 Beds ⋅ 1 Baths ⋅ 24183830 MLS
WELL MAINTAINED 3 BEDROOM, ONE BATH HOME WITH MANY RECENT UPDATES. FEATURES INCLUDE A LARGE EAT-IN KITCHEN, SPACIOUS LIVING ROOM. MAJOR IMPROVEMENTS INCLUDE A ROOF, CHIMNEY AND GUTTERS THAT ARE ONLY TWO YEARS OLD. ALONG WITH FURNACE AND OIL TANK THAT ARE JUST ONE YEAR OLD. MAIN SEWER REPLACED ONE YEAR AGO. A SOLID HOME THAT HAS BEEN CARED FOR OVER THE YEARS AND OFFERS AND EXCELLENT OPPORTUNITY FOR OWNER OCCUPANTS OR INVESTORS ALIKE. OWNER PREFERS TO SELL AS IS

7 Portland St, Middletown
$525,000
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
$649,900
4 Beds ⋅ 4 Baths ⋅ 24183475 MLS
Tucked away on a quiet cul-de-sac in Middletown's South End near the Durham line, 76 Thimble Rock Road offers approximately 2,600 square feet of well-maintained living space. This 4-bedroom, 2 full, 2 half bath Colonial has been carefully cared for over the years by a single owner and is ready for its next chapter. Inside, you'll find spacious rooms, abundant natural light, hardwood flooring, and solid wood doors throughout. The floor plan provides plenty of flexibility for everyday living, entertaining, working from home, or accommodating changing needs over time. The partially finished walkout lower level adds valuable bonus space and offers a variety of potential uses, including a recreation room, home office, gym, hobby area, or possible in-law setup. Direct access to the yard makes the space feel like a natural extension of the home. Conveniently located near Middletown's amenities while offering a quieter setting, this property provides space, functionality, and quality construction in a sought-after area of town. Estate sale subject to probate court approval.

76 Thimble Rock Rd, Middletown
$325,000
3 Beds ⋅ 1 Baths ⋅ 24183345 MLS
It has style, it has grace, it has a new roof (3 years old) - you will absolutely love this place!! THIS is the cape you've been waiting for! Ideal floorplan - the primary bedroom on the first floor faces the backyard; the relaxing living room has a wood burning fireplace; the renovated full bathroom has a bathtub; the beautifully modernized kitchen is fully applianced and the separate dining room has a pantry! The staircase to the additional renovated two bedrooms on the top level is elegantly tucked out of the way to not take away from the living room space. The It is warm, it is roomy ... don't sleep on it because you may be gloomy - missing out on this beauty!

175 Newfield St, Middletown
$249,900
2 Beds ⋅ 2 Baths ⋅ 24183071 MLS ⋅ Carriage Crossing BLDG.
Seller is requesting offers be submitted by 6pm Monday June 22. Warm, Move-In Ready 2-Bed Ranch-Style Condo Bright first-floor ranch-style unit offering easy one-level living with 2 bedrooms with full baths. Light-filled living room features a cozy fireplace, vaulted ceiling, second story windows and ceiling fan - an inviting focal point for relaxing or entertaining. The freshly updated kitchen boasts new quartz counters, a new sink and faucet, a new stylish tile backsplash and pantry closet plus ample cabinet space. Convenience is built in with first-floor laundry. Recent updates throughout include all-new paint and brand-new carpet. Ceiling fans in every room add comfort and efficiency. Enjoy community amenities: in-ground pool, clubhouse, and tennis courts. Perfect for down-sizers, first-time buyers, or anyone seeking low-maintenance, single-level living with modern finishes and great shared facilities.

131 Carriage Crossing Ln Unit 131, Middletown
$4,500,000
4 Baths ⋅ 24182009 MLS
Rare opportunity to acquire a prominent mixed-use commercial asset in the heart of downtown Middletown, one of Connecticut's most dynamic and rapidly growing commercial districts. Situated along the highly desirable Main Street corridor, this approximately 39,000-square-foot building offers exceptional visibility, strong foot traffic, and a strategic location surrounded by restaurants, retail destinations, entertainment venues, professional offices, and ongoing redevelopment projects. The property has benefited from significant capital improvements and renovations, creating an attractive blend of historic character and modern functionality. Its diverse tenant mix and flexible layout provide a wide range of opportunities for investors and owner-users alike. Downtown Middletown continues to attract substantial public and private investment, fueling economic growth and increasing demand throughout the area. Surrounded by a vibrant mix of businesses, restaurants, cultural attractions, and major employers, this property is ideally positioned to benefit from the continued revitalization of the downtown corridor. With convenient access to Route 9, Interstate 91, and the greater Hartford and New Haven markets, 423-425 Main Street offers a rare combination of scale, visibility, and location in one of Connecticut's most sought-after commercial districts.

423 Main St, Middletown
$229,500
3 Beds ⋅ 1 Baths ⋅ 24179666 MLS ⋅ Woodgate BLDG.
Buyer Financing Fell Through - Enjoy one of only 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. No gov't loans.

1231 Washington St Unit 2, Middletown
$524,900
3 Beds ⋅ 3 Baths ⋅ 24182020 MLS
Welcome to your own PRIVATE RETREAT! Nestled on a SECLUDED 4.5-ACRE LOT, this well-built RANCH-STYLE HOME offers the perfect blend of PRIVACY, COMFORT, and OPPORTUNITY. Enjoy TRUE ONE-LEVEL LIVING featuring 3 BEDROOMS and 2.5 BATHS, including a PRIMARY SUITE with its own FULL BATH. The layout is both FUNCTIONAL and SPACIOUS, highlighted by a LARGE FAMILY ROOM complete with a FIREPLACE, MINI SPLIT A/C, and SLIDING DOORS that open to a BACK PATIO-perfect for relaxing or entertaining while taking in the peaceful surroundings. The home also features a SPACIOUS LAUNDRY ROOM conveniently located next to a HALF BATH, along with a 2-CAR GARAGE for added convenience. Set far back from the road, the LONG DRIVEWAY and WOODED SURROUNDINGS provide exceptional PRIVACY and a TRANQUIL setting filled with NATURAL WILDLIFE. The EXTERIOR LANDSCAPING is WELL MAINTAINED, offering great curb appeal while still preserving the natural beauty of the land. The BASEMENT presents incredible VALUE-ADD POTENTIAL, with ample space to create additional living areas that could SIGNIFICANTLY INCREASE THE PROPERTY'S VALUE. A dedicated WORKSMAN TOOL ROOM makes it ideal for hobbyists or storage.

1020 Bartholomew Rd, Middletown
$325,000
3 Beds ⋅ 2 Baths ⋅ 24180224 MLS
**Deadline for highest and best offers is Wednesday 8 PM** Welcome to 14 Eastlake Drive in Middletown, CT-a fantastic opportunity for first-time home buyers! This inviting ranch-style house offers the perfect blend of comfort, convenience, and style. Step inside to discover vaulted ceilings throughout, giving every room a bright, airy feel and making the space seem even more expansive. With three bedrooms and one and a half bathrooms, this home provides just the right amount of space for your needs. The updated full bathroom features a modern walk-in shower, while an additional versatile room is perfect for a family room, guest room, or home office. The kitchen seamlessly opens to the dining area, complete with easy-care laminate flooring-ideal for both everyday living and entertaining friends. Worried about heating bills? The efficient, nearly new kerosene heater helps keep utility costs down, offering year-round comfort. Enjoy the benefits of a manageable, smaller yard-less upkeep means more free time for you! Take advantage of the property's prime location, just moments from shopping centers, highways, and public bus routes, making your daily commute and errands a breeze. Plus, nearby walking trails offer the perfect spot to unwind and connect with nature. Don't miss your chance to own this wonderful, move-in ready home-where affordability, location, and style come together. Schedule your showing today and take the first step toward making this house your home!

14 E Lake Dr, 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
$650,000
4 Beds ⋅ 3 Baths ⋅ 24179890 MLS
Tucked at the end of a quiet cul-de-sac in Middletown's desirable Westfield section, this beautifully maintained home offers the perfect blend of comfort, flexibility, and space. The welcoming floor plan is designed for both everyday living and entertaining, featuring a spacious kitchen with granite countertops, center island, stainless steel appliances, abundant cabinetry, and a sunny dining area that opens to the family room with soaring ceilings and a gas fireplace. A formal dining room is ready for holiday gatherings and special occasions, while a first-floor office provides the ideal work-from-home space or quiet retreat. The first-floor primary suite offers convenience and privacy with a walk-in closet and spacious bath. Upstairs are three additional bedrooms, a full bath, and a versatile bonus room that can adapt to your needs. Step outside and enjoy the backyard, complete with a Trex deck, expansive paver patio, and plenty of space for outdoor dining, entertaining, or simply relaxing. Hardwood floors, detailed moldings, central air, and a two-car garage add to the home's appeal. Conveniently located near shopping, dining, parks, golf, and commuter routes, this exceptional property offers the space and lifestyle today's buyers are looking for. Because the best spaces in a home aren't measured in square feet-they're measured in the memories made there.

72 Annello Way, Middletown
$549,900
3 Beds ⋅ 3 Baths ⋅ 24179145 MLS
Welcome to Nathan Hale Estates, Middletown's thoughtfully designed private-way community built by Silvin Homes, where timeless design, quality craftsmanship, and modern comfort come together effortlessly. This beautifully designed new construction colonial offers an elegant open-concept layout with thoughtfully created living spaces and high-end finishes. The main level features a beautifully appointed chef's kitchen with a large center island flowing effortlessly into the open-concept main living area, creating an ideal space for entertaining and everyday living. Filled with natural light, the spacious living and dining areas offer a seamless layout designed with both comfort and functionality in mind. A convenient first-floor half bath and attached garage complete the thoughtfully designed layout. Upstairs, you'll find two generously sized secondary bedrooms accompanied by a beautifully appointed shared full bath, along with a luxurious primary suite featuring a walk-in closet and private primary bath designed for comfort and relaxation. A separate second-floor laundry area adds everyday convenience. Additional features include luxury vinyl flooring throughout the main living areas, carpeting in the bedrooms, tile in the bathrooms, central air, and generous builder allowances to personalize finishes throughout the home. Enjoy the perfect balance of privacy and convenience, located just minutes from shopping, dining, parks, and offering an easy commute to the shoreline

Lot 3a Nathan Hale, Middletown

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.