Browse All Middletown CT Between $500K - $600K Properties for Sale

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

$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

$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

$599,900

4 Beds ⋅ 4 Baths ⋅ 24185842 MLS

Fantastic home located in Westfield Hills community with plenty of space to roam. This 3/4 bedroom home offers it all. The first floor boasts a large open kitchen with good size eating area, formal dining room, front to back great room and first floor family room with fireplace. All of this leading out to a stunning landscaped yard for enjoying those summer outings or just a relaxing Zen moment. Upstairs offers 2 large bedrooms and an oversized primary with large ensuite, huge walk in closet, additional sitting area, office or nursery. The beautiful finished lower level will impress with a fantastic kitchen setup, family room and additional bedroom and bath and laundry with its own private access. One will enjoy laundry on the first floor and a 2nd laundry in finished lower level for a complete in law situation. All sits on a professionally landscaped lot with fire pit, pergola/gazebo and shed backing to woods. Short drive to downtown Middletown offering an array of restaurants from fine dining to pizza, Main Street shopping includes local venues and many shops and boutiques and a scenic CT River boardwalk. Only about 30 minute ride to some of CT's most beautiful beaches and shoreline towns. Highest and Best offers by July 1st, 2026 by 10:00am. No escalation clauses please.

46 Tavern Cir, 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

$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

$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

$589,000

3 Beds ⋅ 2 Baths ⋅ 24176671 MLS

Get ready to fall in love with this beautiful newer construction ranch that perfectly blends modern style with easy, carefree living! Bright, open, and filled with natural light, this home welcomes you with gorgeous hardwood floors throughout and an open floor plan made for everyday living and entertaining alike. The stylish kitchen is truly the heart of the home, featuring granite countertops, stainless steel appliances, and plenty of room for gathering with family and friends. The spacious primary suite is your own private escape, complete with a full bath and plenty of room to relax and recharge. Two additional oversized bedrooms and a second full bathroom offer space for everyone, whether you need guest rooms, a home office, or playroom. Main floor laundry and direct access to the attached garage make life easy and convenient. Need more space? The full walkout basement is bursting with potential and ready to become the ultimate family room, home gym or game room! Outside, the back deck is the perfect spot to sip your morning coffee while taking in stunning mountain views and spectacular sunrise skies. Add in the peace of mind of a home completed in 2020 with a full house generator, central ac, natural gas fuel, and you've found a home that checks every box - and then some!

650 Ridgewood Rd, Middletown

$559,900

3 Beds ⋅ 3 Baths ⋅ 24175571 MLS

Welcome to a lifestyle that blends neighborhood charm with everyday convenience in one of Middletown's most connected and vibrant locations. Nestled within a planned community, this completely updated 3-bedroom, 2.5-bath home offers the perfect balance of comfortable living, modern style, and easy access to everything the area has to offer. From the moment you step inside, you'll appreciate that everything has already been done - simply move in and enjoy. The fully remodeled kitchen serves as the heart of the home with crisp cabinetry, beautiful quartz countertops, stainless appliances, an oversized island for gathering, and finishes that blend timeless design with everyday function. Hardwood floors and inviting living spaces create warmth and flexibility throughout, while the thoughtful layout offers room to entertain, work from home, or simply relax and unwind. Upstairs, the spacious primary suite provides a peaceful retreat complete with a beautifully remodeled bathroom designed with comfort and style in mind. Additional bedrooms offer flexibility for guests, hobbies, office space, or changing lifestyle needs. Major updates throughout the home provide peace of mind, including a roof only 4 years old, allowing the next owner to enjoy a truly turnkey experience. Outside your door, enjoy the feeling of a true neighborhood community while being just minutes from Middletown's thriving downtown filled with local restaurants, coffee shops, arts, live music, Wesleyan

265 Briarwood Ln, Middletown

$599,609

2 Baths ⋅ 24152111 MLS

Located along the highly visible Newfield Street corridor, 609 Newfield Street is a converted mid-century ranch now used as professional office space. Originally built in 1950 as a single family home, the 1,500 sq ft building has been fully adapted for commercial use and currently houses Innovative Properties. The layout provides multiple private offices, meeting areas, and a welcoming reception space. The 1.09-acre lot offers ample off-street parking and room for exterior improvements. Its flexible design also makes the property a strong candidate for group home use. The owner is willing to complete modifications or provide a credit for required updates. Owner financing is available. Located within Middletown's NPC zone, the property supports a wide variety of professional, service, and light retail uses, including medical, dental, legal, salon, specialty retail, or care-based operations. With strong drive-by exposure on Route 3, convenient neighborhood access, and close proximity to local schools and amenities, 609 Newfield Street offers excellent visibility and adaptability for a business or organization seeking a ready-to-occupy space in one of Middletown's most active commercial corridors. AGENT OWNER

609 Newfield St, Middletown

$589,900

2 Beds ⋅ 2 Baths ⋅ 24123204 MLS

Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "MARTIN II," Under CONSTRUCTION! Now with many new UPGRADES - available for occupancy in early 2027 Located in the highly sought-after Westfield section of Middletown, this beautiful 1,430 sq. ft. home has the convenience of single-floor living with top-of-the-line features and Elegant Design: Enjoy the sophistication of wood cabinetry with granite countertops and a walk-in pantry. Hardwood floors flow through out the main living areas, while tile flooring is featured in the baths and laundry room. A deck at the rear of the home creates the perfect space to relax and entertain. The home is equipped with natural gas and central A/C for year-round comfort. Some photos similar and depict some upgrades. Agent/Owner related. Come see why our motto is "Choose a Carefree Lifestyle!"

137 Webster Ln Unit 2-42, Middletown

$549,000

3 Beds ⋅ 2 Baths ⋅ 24014755 MLS

Award-winning builder, Reinhard Von Hollander proudly presents "The Cameron", one of his most sought-after models; sure to please the most discerning buyer. Quality and design meet as the home features a customizable, open floor plan, presenting future homeowners with an opportunity to make the space truly their own. It comes with 3 bedrooms and 2 full baths, including a spacious primary suite. This suite features a generous walk-in closet and a private bath with a double-sink setup. At the heart of the home, you'll find a sleek, modern kitchen graced with granite countertops, selected by the builder yet tailored to the buyer's preference. This is complemented by a seamless flow into the living areas, encouraging interaction and fostering a sense of community with guests and loved ones. The Cameron offers an exquisite blend of comfort and convenience. Modern charm throughout the home will give you a clean, welcoming feel. The oversized two-car garage not only has space for your vehicles but storage as well! Situated on just over an acre, there are plenty of opportunities to make this a one-of-a-kind oasis. Take advantage of this convenient location with Lyman Orchards and Lyman Orchard's Golf Club, parks, restaurants, shops, and major roadways and highways all within close proximity.

18-A Talcott Ridge Dr, Middletown

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Between $500K - $600K Middletown Real Estate

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