Middletown Homes with Colonial Style

Welcome to Middletown, Connecticut – a charming city nestled in the heart of Middlesex County that beautifully blends rich history with modern living. Known for its vibrant downtown, lush parks, and welcoming community, Middletown offers a wonderful quality of life for families, professionals, and retirees alike. With a rich cultural scene, including theaters, art galleries, and a variety of dining options, there's always something to explore and enjoy.

One of the standout features of Middletown is its stunning collection of Colonial-style homes. These architectural gems reflect the city's storied past, showcasing elegant lines, symmetrical facades, and classic details that evoke a sense of timelessness. Each Colonial home tells a story, from the stately brick exteriors to the inviting front porches, making them a perfect choice for those who appreciate history and character in their living spaces.

Living in a Colonial-style home in Middletown means embracing both comfort and style. These homes often feature spacious layouts, large windows that fill the rooms with natural light, and beautifully landscaped yards that are perfect for family gatherings or quiet evenings. The neighborhoods are friendly and well-maintained, offering a sense of community that is hard to find elsewhere.

Whether you're a first-time homebuyer or looking to settle down in a historic yet vibrant city, Middletown's Colonial homes provide an ideal backdrop for your next chapter. Come discover the charm and warmth of Middletown, where your dream home awaits!

Newest Middletown Homes with Colonial Style

$334,500

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24194926 MLS

Welcome to 67 Butternut, a charming home that offers comfort, character, and convenience. The main level features a bright, open kitchen with stainless steel appliances that flows seamlessly into the inviting living room, creating the perfect space for everyday living and entertaining. Beautiful hardwood floors extend throughout the home, adding warmth and timeless appeal. Upstairs, you'll find the comfortable bedrooms and a full bathroom. Ideally located just minutes from grocery stores, parks, shopping, dining, and major conveniences, this home combines charm with an unbeatable location.

67 Butternut St, Middletown

$449,900

3 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24194846 MLS

Welcome to this beautifully maintained, original-owner Colonial, perfectly nestled on a quiet cul-de-sac in Middletown's highly sought-after Westfield neighborhood! From the moment you step inside, you'll be welcomed by an abundance of natural light, gleaming hardwood floors, and a bright, open floor plan designed for both comfortable everyday living and effortless entertaining. The main level offers spacious gathering areas, convenient first-floor laundry, a half bath, and a flexible room that can easily serve as a home office, playroom, den, or additional living space to fit your lifestyle. Upstairs, you'll find three generously sized bedrooms and two full bathrooms, including an exceptional primary suite featuring an oversized bedroom, an expansive walk-in closet, and a private en-suite bath-your own peaceful retreat at the end of the day. Step outside and enjoy the beautiful deck beneath the gazebo while overlooking the large, level yard-perfect for entertaining, gardening, pets, or creating lasting memories with family and friends. The full unfinished basement offers approximately 1,000sq.ft of potential, giving you the opportunity to create a home gym, media room, recreation space, or whatever you've been dreaming of. Lovingly cared for by its original owners, this home offers the perfect combination of pride of ownership, timeless charm, and endless possibilities. Schedule your private showing today and experience everything this exceptional home has to offer!

279 Congdon St, Middletown

$688,000

4 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24193869 MLS

Welcome home to this beautifully maintained 5-bedroom, 2.5-bath Colonial, ideally located in the heart of vibrant Middletown. Enjoy easy access to Middletown's many wonderful restaurants and downtown charm, with Middlesex Health, Wesleyan University, and the scenic CT River all just minutes away. Freshly painted throughout, this turn-key home is ready for you to move right in! The main level offers a wonderful flow for both everyday living and entertaining. The spacious eat-in kitchen features a center island and a sunlit breakfast nook with a skylight, creating the perfect spot to enjoy your morning coffee or casual meals. The kitchen opens seamlessly into the inviting great room, complete with a cozy fireplace and a built-in sound system, creating the ideal setting for gatherings, movie nights, or relaxing at home. A separate living room and formal dining room provide additional space for hosting family and friends. A standout feature of this home is the impressive 500-square-foot first-floor fifth bedroom, traditionally designed as a media room. Complete with surround sound and a projector, this exceptional space is perfect for movie nights and entertaining. Its generous size also makes it an ideal primary or guest bedroom, home office, playroom, or recreation room-offering incredible flexibility. Upstairs, you'll find four generously sized bedrooms and well-appointed bathrooms, providing plenty of room for family, guests, or additional workspace.

166 Mccormick Ln, Middletown

$299,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24191998 MLS

Are you looking for a charming 3 bedroom, 1.5 bath Colonial that is located on a quiet street in a desirable neighborhood, offering convenient location just minutes from the shops, restaurants, Wesleyan University, hospitals, and major healthcare centers? This is an excellent choice for anyone seeking an easy commute and access to everyday amenities. Filled with warmth and character, this inviting home is ready for its next chapter. Whether you're a first-time homebuyer, looking to make it your forever home, or searching for a great investment opportunity, this property offers endless potential. Add your personal touch and some TLC to make this charming Colonial truly your own while creating lasting memories for years to come. City water and city sewer. Don't miss the opportunity to own a home in a convenient and quiet location. Schedule your showing today and discover all that 153 Eastern Drive has to offer!

153 Eastern Dr, Middletown

$759,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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

$430,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24190665 MLS

Classic Colonial on a picture-perfect lot with sweeping pastoral views in one of Middletown's most scenic settings! This home offers solid bones, generous room sizes, and loads of potential for anyone ready to add their own touches. The sun-filled living room offers oversized windows and flows easily into the dining area, while the beamed family room delivers warmth and character with wood paneling and a brick fireplace. The eat-in kitchen features ample counter space, stainless appliances, and a picture window overlooking the private backyard. A main-level laundry room and half bath add everyday convenience. Upstairs you'll find three comfortable bedrooms, including a spacious primary suite with its own private bath and double closets, plus a second full bath off the hall. The finished lower level adds fantastic flexible space with a large recreation room and dry bar - perfect for movie nights, a home office, or gym. Step outside and this property truly shines: an expansive deck with covered gazebo overlooks a sprawling, level backyard bordered by mature trees and open field views - a wonderful setting for entertaining or simply unwinding at the end of the day. Additional highlights include a two-car garage, mini-split systems for efficient heating and cooling, and a peaceful country feel just minutes from shopping, schools, and Route 9. Opportunities to own this view, space, and charm don't come along often. Bring your vision and make it home!

9 Round Hill Rd, Middletown

$349,900

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24189620 MLS

Bring your growing family to this spacious colonial! 4 bedrooms with two on first floor. 2 full baths. Eat in kitchen. Living room with fireplace. Spacious room at top of staircase can potentially be 5th bedroom! Hardwood floors thru-out. Walk out basement to level yard. Deck. Whether you are a car enthusiast or need a lot of storage space, you will love the oversized detached 2 car heated garage with steel beam and loft area. Solar panels...see attachment

125 Stevens Ln, Middletown

$999,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 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

$169,900

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 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

$649,900

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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

$549,900

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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

$347,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24177381 MLS

Beautiful Colonial tucked away on a quiet cul-de-sac offering comfort, space, and modern updates. The inviting living room features a large picture window and cozy wood-burning fireplace, creating the perfect gathering space. Updated kitchen includes granite countertops, with plenty of cabinet space, and easy access to the deck - ideal for cookouts and outdoor entertainment. The main level also offers a formal dining room and convenient half bath. With 1 yr old HVAC (heating and cooling) on 1st floor. Upstairs, the spacious primary bedroom includes a walk-in closet. There are two add. bedrooms and an updated full bath. The finished basement provides additional living space perfect for a home office, gym, or add. room. Energy-efficient 2-year-old solar panels, newer roof and boiler helps keep utility costs down. Conveniently located near the HOA common area with a playground, basketball court, and picnic area for additional outdoor enjoyment. Complete with a one-car garage. Perfect alternative to condo living. House to be sold AS IS.

19 Kent Ct, Middletown

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