16,552

Middlesex, CT Homes

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  • /40

    $339,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 1,656 Sq Ft

    5 Sunnyslope Dr, Middletown, CT 06457

    Charming Colonial on a Private Corner Lot in Middletown, CT Welcome to this delightful 4-bedroom, 1.5-bath Colonial nestled on a quiet and private corner lot in the heart of Middletown. This cozy home offers timeless charm and thoughtful updates, perfect for families or anyone seeking classic New England character with modern comforts. As you enter, you'll be greeted by a warm and inviting

    Gricelda Avila LAER Realty Partners

    5 Sunnyslope Dr, Middletown, CT 06457
  • 65 Burgundy Hill Ln, Middletown, CT 06457

    $114,000 Sold May 09, 2025

    • 741 Sq Ft
    • $154/SF
    • 3 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1987

    65 Burgundy Hill Ln, Middletown, CT 06457

    Beautiful 1 bedroom w/loft, in need of love and care. Unit is sold as is. Perfect for an owner on a budget or for an investor. Your new home is minutes from Rt. 91, Gas, Pharmacies, Grocery Stores and many fine restaurants. Complex does not qualify for FHA/VA loans at this time.

    Joseph Ercolani William Raveis Real Estate

    65 Burgundy Hill Ln, Middletown, CT 06457
  • /38

    $315,000 Under Contract

    • 3 Beds
    • 1.5 Baths
    • 1,511 Sq Ft

    26 Caroldon Rd, Middletown, CT 06457

    Welcome to this solidly built, character-filled split-level home nestled in the desirable South Farms neighborhood of Middletown, where you'll enjoy the perfect combination of peaceful residential living with easy access to Middletown's amenities, shopping, and commuter routes. This 3-bedroom, 1.5-bath residence offers a convenient layout, many new windows, and a peaceful setting that's perfect

    Pamela Kirkby Coldwell Banker Realty

    26 Caroldon Rd, Middletown, CT 06457
  • 263 Carriage Crossing Ln Unit 263, Middletown, CT 06457

    $180,000 Sold May 09, 2025

    • 670 Sq Ft
    • $269/SF
    • 33 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1988

    263 Carriage Crossing Ln Unit 263, Middletown, CT 06457

    Move right in to this 1 bedroom condo in the hard to find Carriage Crossing Complex. This unit features an Open Planned Living/Dining room with Fireplace and Private Balcony, Oversized Windows, spacious closets in the Master Bedroom and Bathroom and Newer Central Air Conditioning. The Carriage Crossing Association has many amenities including a pool, fitness center, sauna, hot tub, tennis courts.

    Martin Piggot Boyden Real Estate Company,LLC

    263 Carriage Crossing Ln Unit 263, Middletown, CT 06457
  • /7

    $265,000 Under Contract

    • 5 Beds
    • 2 Baths
    • 2,116 Sq Ft

    5 Maple Place, Middletown, CT 06457

    2 family property in need of TLC. New roof installed 6/2025. First floor vacant. Second floor tenants to move out in July. This project is for a 203K buyer, a handy man or investor. ARV is 400K+. Corner Lot. Near downtown and Wesleyan. MAJOR potential. Bring your imaginations.

    Derek Greene Derek Greene

    5 Maple Place, Middletown, CT 06457
  • 11 Butternut Knolls Unit 11, Middletown, CT 06457

    $320,000 Sold May 09, 2025

    • 1,306 Sq Ft
    • $245/SF
    • 48 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1989

    11 Butternut Knolls Unit 11, Middletown, CT 06457

    Nothing to do but move right in to this stunning and remodeled 2-bedroom, 1.5-bath townhouse with lovely bamboo flooring! Light and bright living room with bay window and an open floor plan perfect for entertaining guests! Updated kitchen with newer appliances, butcherblock countertops, tile backsplash, and pantry area that will keep all your kitchen gadgets organized! The primary bedroom

    Shawna Rohan eXp Realty

    11 Butternut Knolls Unit 11, Middletown, CT 06457
  • /34

    $239,000 Under Contract

    • 2 Beds
    • 1.5 Baths
    • 1,128 Sq Ft

    129 Knowles Ave Unit 129, Middletown, CT 06457

    Welcome to this bright and inviting townhouse-style condo offering comfort, convenience, and great potential! The open-concept living and dining area features beautiful hardwood flooring and an abundance of natural light, creating a warm and welcoming atmosphere. The kitchen is a blank slate, ready for your personal touch and vision. Upstairs, you'll find two generously sized bedrooms and a full

    Wynne Lord Coldwell Banker Realty

    129 Knowles Ave Unit 129, Middletown, CT 06457
  • 24 Bacon Ave, Middletown, CT 06457

    $355,000 Sold May 09, 2025

    • 2,606 Sq Ft
    • $136/SF
    • 14 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1900

    24 Bacon Ave, Middletown, CT 06457

    Welcome to this fully rented turn key investment in Middletown CT. This property has been well maintained and is extremely spacious with 6 bedrooms and 2 full baths. This property also has a two car garage for extra storage. Hardwood floors and 9ft ceilings has kept this property extremely functional and appealing. Gas for utilities which are efficient. The third floor attic has room for

    Laura Beth Collinson Carl Guild & Associates

    24 Bacon Ave, Middletown, CT 06457
  • /20

    $275,500 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,458 Sq Ft

    749 Long Hill Rd Unit A, Middletown, CT 06457

    VERY RARE OPPORTUNITY! 1ST FLOOR, RANCH STYLE CONDO WITH WALK OUT BASEMENT AND ATTACHED GARAGE AT LONG HILL CONDOMINIUMS. You can hear the birds as you sit on your deck in the morning and see the luscious green lawn and trees behind you. This condo features 2 bedrooms, 2 bathrooms, a fireplace, washer and dryer in the main area, and sliders to a beautiful deck. The full basement is unfinished

    Sally McMahon William Raveis Real Estate

    749 Long Hill Rd Unit A, Middletown, CT 06457
  • Lot 15 Round Hill Rd, Middletown, CT 06457

    $165,000 Sold May 09, 2025

    • Land
    • 6 Acres
    • $29,359 per Acre
    • 31 Days On Market

    Lot 15 Round Hill Rd, Middletown, CT 06457

    Great opportunity to own this 5.62 acre parcel of vacant land in an R60 zone. Well and septic required and percolation/soil test has been completed. Property can be purchased separately and/or together with additional 16.84 acre adjacent parcel. Possibility of subdividing and the buyer is responsible for doing their own due diligence with the town.

    Peter Carbutti Carbutti & Co., Realtors

    Lot 15 Round Hill Rd, Middletown, CT 06457
  • /40

    $725,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,824 Sq Ft

    100 Round Hill Rd, Middletown, CT 06457

    Welcome to 100 Round Hill Rd, an exquisite 2,824 sq ft home set on 3.5 acres of pristine open meadows with pampered gardens and breathtaking natural beauty. This well-maintained property offers a seamless blend of sophistication, comfort, and tranquility in one of Middletown's most desirable settings. Designed with an open concept floor plan, the home features a chef's gourmet kitchen equipped

    Santo Gulino William Raveis Real Estate

    100 Round Hill Rd, Middletown, CT 06457
  • 95 Aspen Dr, Middletown, CT 06457

    $415,000 Sold May 08, 2025

    • 1,690 Sq Ft
    • $246/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1967

    95 Aspen Dr, Middletown, CT 06457

    Updated and spacious, this almost 1700 s.f. ranch is move-in ready! An expansive addition delivers a wonderful, living room to relax, gather friends and family, and celebrate all the seasons. A covered deck and private backyard, just off the sliders, are ready for warm weather BBQ's and morning coffee. Step back inside to find an updated kitchen and adjoining flex space for an office area or

    Cheri Paulsen Real Broker CT, LLC

    95 Aspen Dr, Middletown, CT 06457
  • /18

    $284,900 Under Contract

    • 2 Beds
    • 1.5 Baths
    • 1,176 Sq Ft

    956 S Main St Unit 956, Middletown, CT 06457

    Beautifully maintained townhouse in a desirable, convenient location nestled in the rarely available complex of Cityside! This spacious home offers 2 generously sized bedrooms with large closets, 1.5 bathrooms, a warm inviting stone facade fireplace with tv mount - adding comfort & coziness to the dining & living area. The updated kitchen features modern finishes, stainless steel appliances &

    Michelle Mazzotta eXp Realty

    956 S Main St Unit 956, Middletown, CT 06457
  • 48 Jackson St, Middletown, CT 06457

    $475,000 Sold May 07, 2025

    • 2,769 Sq Ft
    • $172/SF
    • 40 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1900

    48 Jackson St, Middletown, CT 06457

    Attention investors!! Rare gem in Middletown, this three-family home offers a unique layout in a prime location. Both first and third floors feature charming front porches overlooking a quiet cul-de-sac of only 4 homes, while the third unit spans two floors with a private rear entrance. Currently fully occupied, the property has excellent income potential, especially with its proximity to

    Sacha Armstrong William Pitt Sotheby's Int'l

    48 Jackson St, Middletown, CT 06457
  • /40

    $479,900 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,605 Sq Ft

    75 Carll Rd, Middletown, CT 06457

    Move right into this stunning, fully renovated 4 bedroom with 2.5 bath home offering over 2,600 square feet of stylish living space. Located in desirable Middletown on a non-thru street, this property features gleaming hardwood floors and a warm, inviting family room with wood-beamed ceilings which leads out to a deck and comfy living room. The spacious kitchen has been beautifully updated with

    Natuzza Dimasi William Raveis Real Estate

    75 Carll Rd, Middletown, CT 06457
  • 85 Grand St, Middletown, CT 06457

    $274,000 Sold May 07, 2025

    • 1,177 Sq Ft
    • $233/SF
    • 52 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1900

    85 Grand St, Middletown, CT 06457

    Welcome to 85 Grand Street, a charming colonial home nestled in the heart of Middletown. This residence seamlessly blends historic character with modern comforts, offering an inviting space for all. Upon entering, you're greeted by a spacious eat-in kitchen or use the front door to enter through the sun room. The kitchen, abundant in cabinetry and counter space-ideal for the home chef. The dining

    Sacha Armstrong William Pitt Sotheby's Int'l

    85 Grand St, Middletown, CT 06457
  • /39

    $299,900 Under Contract

    • 4 Beds
    • 2 Baths
    • 1,944 Sq Ft

    74 Mill St, Middletown, CT 06457

    Investors take notice! Fantastic two family home centrally located in Middletown! Each unit is updated and offers 2 bedrooms and 1 full bath. Both units have white cabinets, large living room and dining room, full bath and in-unit laundry included! First floor includes washer and dryer. Second floor has washer dryer hook-up. This home is on one heating system but does have 2 hot water heaters and

    Tracey Precourt Century 21 Clemens Group

    74 Mill St, Middletown, CT 06457
  • 688 Ridge Rd, Middletown, CT 06457

    $502,500 Sold May 05, 2025

    • 2,454 Sq Ft
    • $205/SF
    • 23 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1930

    688 Ridge Rd, Middletown, CT 06457

    Properties like this one are seldom seen and available on the market for sale. Well today is your lucky day! Loved and meticulously cared for by the same owner for approx. 50 years, 688 Ridge Rd is available to meet its next suitor. Although the field card says colonial, this majestic structure is truly a throwback to an English style Bungalow with modifications to allow for a full second floor.

    Jordan Ostrofsky KW Legacy Partners

    688 Ridge Rd, Middletown, CT 06457
  • /35

    $540,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 2,375 Sq Ft

    36 Holly Ln, Middletown, CT 06457

    Welcome to this charming Colonial nestled on a beautifully landscaped lot with mature trees,vibrant flowers and beautiful Koi pond. This inviting home offers 4 spacious bedrooms upstairs, including a primary suite with a walk-in closet and full bath-your own private retreat. The main level features gleaming hardwood floors, a cozy family room with a fireplace and french doors that open to the

    Lisa DeMartin Coldwell Banker Realty

    36 Holly Ln, Middletown, CT 06457
  • 40 Miner Brook Dr, Middletown, CT 06457

    $418,000 Sold May 05, 2025

    • 1,656 Sq Ft
    • $252/SF
    • 30 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1986

    40 Miner Brook Dr, Middletown, CT 06457

    Welcome home to 40 Miner Brook Drive. Set back from the road on over an acre of land on a desirable cul-de-sac, this spacious colonial greets you with hardwood flooring and brand new carpeting in two of the bedrooms. The primary bedroom has an ensuite full bathroom and walk-in closet. Enjoy finished space in the basement as well. The oversized deck is great for cookouts, entertaining, and more!

    Noah Gates Real Broker CT, LLC

    40 Miner Brook Dr, Middletown, CT 06457
  • /40

    $559,900 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 3,487 Sq Ft

    1155 Arbutus St, Middletown, CT 06457

    Looking for quiet country living with city convenience? Here is your new home. Tucked away on a verdant wooded lot of just over an acre, this inviting home offers the perfect combination of restful privacy and accessibility - tranquility at home and only minutes from major highways and downtown Middletown's vibrant dining and entertainment scene. When you arrive, you're welcomed by a charming

    Michael Reiman William Raveis Real Estate

    1155 Arbutus St, Middletown, CT 06457
  • 795 Long Hill Rd Unit E, Middletown, CT 06457

    $305,000 Sold May 05, 2025

    • 1,294 Sq Ft
    • $236/SF
    • 6 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1986

    795 Long Hill Rd Unit E, Middletown, CT 06457

    IWelcome to this lovely townhouse nestled in desirable Wesleyan Hills! This home offers 2 bedrooms, both with double closets, their own full bathrooms & laundry conveniently located in between. The main floor has a half bath, kitchen with updated appliances, an open layout with a dining & living area, fireplace & slider doors to a private deck & an attached garage. The finished lower level has a

    Michelle Mazzotta eXp Realty

    795 Long Hill Rd Unit E, Middletown, CT 06457
  • /40

    $550,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,548 Sq Ft

    20 Webster Ln Unit 20, Middletown, CT 06457

    Welcome to your new home, why wait for new construction when this beautifully upgraded home is move-in ready, waiting for you! Located in a sought-after active adult community in the desirable Westfield area, this stunning home offers an ideal open floor plan w/hardwood floors throughout. The heart of the home is the spacious kitchen, featuring a 6-foot granite island, high-end stainless steel

    Brittany O'Hara William Raveis Real Estate

    20 Webster Ln Unit 20, Middletown, CT 06457
  • 37 Little River Ln, Middletown, CT 06457

    $304,304 Sold May 05, 2025

    • 1,548 Sq Ft
    • $197/SF
    • 6 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1972

    37 Little River Ln, Middletown, CT 06457

    This stunning contemporary ranch features three bedrooms and one and a half bathrooms, located on a cul-de-sac. The upper level includes the bedrooms, with a primary suite that has a half bath. Remodeled full bath with walk-in shower. The kitchen has been tastefully renovated, and the family room wood-burning stove adds warmth to the home's appeal. Sliders open up to a newer Trek deck providing a

    Linda Moss Berkshire Hathaway NE Prop.

    37 Little River Ln, Middletown, CT 06457
  • /21

    $379,000 Under Contract

    • 6 Beds
    • 3 Baths
    • 2,480 Sq Ft

    35 Clinton Ave, Middletown, CT 06457

    **OPPORTUNITY**Sidewalk lined neighborhood with this well cared for 3 family home resting at the end of the street! Fully fenced, large, covered patio in the backyard, plenty of paved off street parking, detached 3 car garage & more! Lower level is unfinished, great for storage & laundry! All units feature 2 bedrooms, 1 full bath, kitchen & living room! 1st floor with a covered porch & 2nd floor

    Eugene Kirouac Premier Re Group LLC

    35 Clinton Ave, Middletown, CT 06457
  • 1761 Bartholomew Rd, Middletown, CT 06457

    $385,000 Sold May 05, 2025

    • 1,515 Sq Ft
    • $254/SF
    • 11 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1971

    1761 Bartholomew Rd, Middletown, CT 06457

    Multiple Offers, Highest and Best due Monday 3/10 6PM. Welcome to your dream raised ranch at 1761 Bartholomew Rd! Step inside and be captivated by the brand-new kitchen, a chef's delight with crisp white shaker cabinets, sleek quartz countertops, stainless steel appliances, and a convenient breakfast bar. Newly refinished hardwood floors radiate warmth throughout the main level, leading to a cozy

    Michael DelGreco New England Realty Assoc LLC

    1761 Bartholomew Rd, Middletown, CT 06457

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