Middlesex, CT Homes

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  /36

  $489,900 Pending

  • 3 Beds
  • 2 Baths
  • 2,260 Sq Ft

  2 Putter Place, Middletown, CT 06457

  Part of beautiful Riverbend - one of 2 homes not part of association so no fees or rules. Beyond stunning! Completely remodeled home. No stone left unturned. The finishes in this abode will blow your socks off, from the high quality countertops, Wolf gas range, beadboard vaulted ceilings, custom walk in showers, amazing flooring, builts in in laundry area with counter, new hot water, heating and

  Mark Toledo Berkshire Hathaway NE Prop.

  2 Putter Place, Middletown, CT 06457
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  /21

  $1,732 - $1,895 per month

  Sagamore Hills

  1 - 2 Beds

  1151-1189 Washington St, Middletown, CT 06457

  Virtual touring and by appointment, self-guided touring is available. Contact us today! Look no further for great apartment living because you've found it at Sagamore Hills! Our beautiful community is centrally located in the heart of picturesque Middletown, Connecticut. Surrounded by scenic parks, shopping, dining, and with easy access to I-91 and I-691, your commute is sure to be a breeze.

  1151-1189 Washington St, Middletown, CT 06457
• 

  $647,000 Sold Jul 18, 2025

  • 2,612 Sq Ft
  • $248/SF
  • 20 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2007

  106 Northview Dr, Middletown, CT 06457

  Welcome to your personal oasis just in time for Summer! Located at the end of a private cul-de-sac, this lovely Georgian Colonial sits on .79 acres of beautifully manicured grounds and features a stunning inground pool. Fenced for privacy but with unobstructed sky for maximum fun in the sun. The adjacent breezeway offers plenty of shade & perfect layout for rest & relaxation on your wicker

  George Muniz Keller Williams NY Realty

  106 Northview Dr, Middletown, CT 06457
• 

  Est $483,645 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,923 Sq Ft

  41 Timothy Dr, Middletown, CT 06457

  41 Timothy Dr, Middletown, CT 06457
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  /28

  $214,000

  • 2 Beds
  • 2 Baths
  • 866 Sq Ft

  300 Carriage Crossing Ln Unit 300, Middletown, CT 06457

  Carriage Crossing Condominiums is a residential complex in Middletown, CT, offering this amazing unit for sale and features amenities like a pool, sauna, clubhouse, a fitness center, tennis courts, indoor jacuzzi, club house, racquetball courts, guest parking and more. Fireplace in the unit ready for you and guests during the winter, Nice, big windows are a captivating feature in any space,

  Leticia Rodriguez Casa Mia Realty Corporation

  300 Carriage Crossing Ln Unit 300, Middletown, CT 06457
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  /40

  $2,150 - $2,495 per month

  Windshire Terrace

  2 Beds

  72 Forest Glen Cir, Middletown, CT 06457

  Welcome to Windshire Terrace Apartments in Middletown, CT! Our spacious two bedroom apartments, plus three bedroom townhome feature a cozy fireplace, perfect for relaxing on chilly evenings. Enjoy the convenience of having a washer and dryer right in your own unit, making laundry day a breeze. The walk-in closets provide ample storage space for all your belongings. With a prime location in

  72 Forest Glen Cir, Middletown, CT 06457
• 

  $185,000 Sold Jul 16, 2025

  • 930 Sq Ft
  • $199/SF
  • 7 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1977

  161 Cynthia Ln Unit E8, Middletown, CT 06457

  Welcome to this charming condominium at 161 Cynthia Ln #E8 in Middletown, CT. This well-maintained unit a spacious layout with modern finishes and plenty of natural light. The kitchen features updated appliances and ample cabinet space, appropriate for culinary enthusiasts. Enjoy the convenience of in-unit laundry and a private balcony for relaxation. The community offers amenities such as a pool

  Steven Koleno Beycome of Connecticut

  161 Cynthia Ln Unit E8, Middletown, CT 06457
• 

  Est $264,922 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,748 Sq Ft

  5 Afton Terrace, Middletown, CT 06457

  5 Afton Terrace, Middletown, CT 06457
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  /40

  $799,000

  • 4 Beds
  • 5 Baths
  • 5,486 Sq Ft

  81 Aresco Dr, Middletown, CT 06457

  Welcome to this exceptional custom-built home offering the perfect blend of luxury, comfort, and functionality. Featuring 5+ bedrooms and five full and one half baths, this beautifully designed residence showcases a gourmet kitchen with top-of-the-line appliances and elegant finishes, flowing seamlessly into a dramatic two-story great room with a stunning fireplace. The first-floor primary suite

  Carl Chisem Jr. William Raveis Real Estate

  81 Aresco Dr, Middletown, CT 06457
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  /40

  $1,836 - $3,015 per month

  Northwoods East

  1 - 3 Beds

  5 Town Colony Dr, Middletown, CT 06457

  Welcome to Northwoods East in Middletown, CT! Our one bedroom or three bedroom apartments offer the convenience of a private balcony or patio, perfect for enjoying the fresh air and sunshine. Inside, you'll find the convenience of a washer and dryer right in your unit, making laundry day a breeze. The spacious walk-in closets provide ample storage for all your belongings. With these amenities,

  5 Town Colony Dr, Middletown, CT 06457
• 

  $754,537 Sold Jul 16, 2025

  • 2,195 Sq Ft
  • $344/SF
  • 334 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2024

  127 Webster Ln Unit 2-44, Middletown, CT 06457

  Welcome to Founders Ridge - PHASE II Now Open! This to-be-built Cornwell style home is 2,195 sq. feet with bonus room and full bath on 2nd floor. This homes has wood cabinets / island with quartz counter tops, stainless appliances. Sunroom which is four season has a oversized deck. This home also features a front porch. Master bedroom has a 2 walk-in closet and ensuite in master bath with a

  Sally Annino Berkshire Hathaway NE Prop.

  127 Webster Ln Unit 2-44, Middletown, CT 06457
• 

  Est $452,689 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,826 Sq Ft

  104 Morning Glory Dr, Middletown, CT 06457

  104 Morning Glory Dr, Middletown, CT 06457
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  /40

  $624,900 Open Sun 1PM - 3PM

  • 5 Beds
  • 2.5 Baths
  • 2,760 Sq Ft

  23 Falmouth Ct, Middletown, CT 06457

  Tucked away on a quiet cul-de-sac in one of Middletown's most desirable neighborhoods, 23 Falmouth Court offers comfort, space, and unexpected luxury. The open-concept main floor is perfect for entertaining, featuring a cozy fireplace with stunning custom built-ins that add both charm and function. The interior was freshly painted in 2023, giving the space a clean, modern feel. But the real

  Kristin Callahan eXp Realty

  23 Falmouth Ct, Middletown, CT 06457
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  /35

  $2,055 - $2,641 per month

  Town Place

  1 - 3 Beds

  10 Town Place, Middletown, CT 06457

  Comfortable living without the luxury price tag. Newly updated 1, 2, and 3 bedroom apartment homes, some with stainless steel appliances, full-size washers & dryers, private patios and balconies, ample parking, and private entries.

  10 Town Place, Middletown, CT 06457
• 

  $295,000 Sold Jul 15, 2025

  • 896 Sq Ft
  • $329/SF
  • 17 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1944

  153 Ballfall Rd, Middletown, CT 06457

  This charming 2-3 bedroom ranch has it all! The flexible third room-perfect as a nursery or home office-includes its own closet. Enjoy the ease of single-level living with a bright, welcoming kitchen and an open layout ideal for everyday comfort. Cozy up to two wood-burning fireplaces, with the second located in the basement, offering flexibility for future expansion or additional living space.

  Joshua Brown KW Legacy Partners

  153 Ballfall Rd, Middletown, CT 06457
• 

  Est $284,744 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,196 Sq Ft

  12 Woodlot Ln, Middletown, CT 06457

  12 Woodlot Ln, Middletown, CT 06457
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  /40

  $574,000

  • 3 Beds
  • 2.5 Baths
  • 3,147 Sq Ft

  39 Bartlett Hollow Unit 39, Middletown, CT 06457

  Simplify your living without sacrificing space! This beautiful home boasting 3000sq/ft is tucked along the wooded area in the 55+ community of Bartlett Hollow. Built with energy efficiency and sustainability in mind - geo-thermal heating/cooling, solar panels and a propane fireplace. High ceilings and elegant architectural details throughout. The bright living room lined with windows features the

  Siobhan McLaughlin William Raveis Real Estate

  39 Bartlett Hollow Unit 39, Middletown, CT 06457
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  /35

  $1,000 - $2,200 per month

  Meadoway Gardens

  1 - 3 Beds

  121-122 Rose Cir, Middletown, CT 06457

  Offering spacious one and two bedroom flats, as well as two and three bedroom townhomes, Meadoway Gardens is conveniently located to shopping, restaurants, schools and the highway. Meadoway is a pedestrian friendly neighborhood with ample off-street parking. The grounds are professionally landscaped by Carabetta's 24 hour Maintenance Team who implement a landscaping plan to provide seasonal color

  121-122 Rose Cir, Middletown, CT 06457
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  $222,000 Sold Jul 15, 2025

  • 1,056 Sq Ft
  • $210/SF
  • 4 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1985

  1231 Washington St Unit 10, Middletown, CT 06457

  Come see this great unit in a newly updated complex. This walk up unit features 3 bedrooms with the 2 bedrooms on the main floor each having their own sliding glass doors, that open onto a brand new deck. Decks are oversized and perfect for relaxing overlooking green space. The eat-in kitchen flows seamlessly into the spacious living room, providing an ideal layout. The loft space has been

  Xylia DiBianco Carbutti & Co., Realtors

  1231 Washington St Unit 10, Middletown, CT 06457
• 

  Est $268,787 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,720 Sq Ft

  3 W Meadow Ln Unit 4, Middletown, CT 06457

  3 W Meadow Ln Unit 4, Middletown, CT 06457
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  /40

  $750,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 2.5 Baths
  • 3,010 Sq Ft

  455 East St, Middletown, CT 06457

  This extraordinary center-chimney colonial blends rich history with modern elegance. Once a farm and Christmas movie set, this magnificent property now belongs to a master gardener/florist. Featuring exquisite king's lumber floors, 6 charming fireplaces, spacious bedrooms, the home offers both historic character and modern comfort. The 3-bay garage includes a specialized artist/garden workshop

  Christine Oleynick Keller Williams Realty

  455 East St, Middletown, CT 06457
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  /20

  $1,400 - $1,700 per month

  Hunter's Crossing

  1 Bed

  1 Russett Ln, Middletown, CT 06457

  Welcome to Hunter's Crossing. Live life on your terms at Hunter's Crossing. Our spacious studio, one, and two-bedroom apartments offer a haven of comfort in the heart of Middletown, CT. With easy access to both New Haven and Hartford, you're just a short drive from world-class dining, entertainment, and cultural experiences. No matter your work or leisure pursuits, Hunter's Crossing places you at

  1 Russett Ln, Middletown, CT 06457
• 

  $346,000 Sold Jul 11, 2025

  • 1,024 Sq Ft
  • $338/SF
  • 31 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1994

  20 Mulberry Ln, Middletown, CT 06457

  Welcome to 20 Mulberry Lane, Middletown! This impeccably maintained 2-bedroom, 1.5-bath colonial is move-in ready and waiting for you! Step into the foyer and you'll be greeted by a spacious living room featuring gleaming hardwood floors. Just a step down, enjoy the warmth and charm of the cozy dining area with a natural gas fireplace-easily turned on with a flip of a switch. The galley-style

  Sarah Paterno Showcase Realty, Inc.

  20 Mulberry Ln, Middletown, CT 06457
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  Est $246,889 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,209 Sq Ft

  52 Afton Terrace, Middletown, CT 06457

  52 Afton Terrace, Middletown, CT 06457
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  /7

  $210,000

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  52 Rising Trail Dr, Middletown, CT 06457

  Spacious townhouse in the charming and cozy Beacon Hills condo community. Conveniently located minutes from major highways, public transportation, shopping centers, restaurants, medical facilities, downtown Middletown, and the Wesleyan University campus. The property offered "As Is". Subject to short sale approval. Short Sale Rider & As Is Riders must be included with the Purchase Offer.

  Thomas Galvin Precision Realty LLC

  52 Rising Trail Dr, Middletown, CT 06457
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  /20

  $940 per month

  Burgundy Apartments

  Studio

  104 Meetinghouse Ln, Middletown, CT 06457

  Our spacious and affordable studio apartments are a place you'll love to call home! Burgundy Apartments in Middletown are set amidst beautifully landscaped grounds located in the desirable Westlake area. We are a short drive to all your everyday needs and Routes 91 and 9 are easily accessible. Our studio apartments are packed with features including air conditioning, kitchen appliances, extra

  104 Meetinghouse Ln, Middletown, CT 06457
• 

  $499,900 Sold Jul 11, 2025

  • 2,404 Sq Ft
  • $208/SF
  • 15 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1961

  70 Birchwood Dr, Middletown, CT 06457

  This home is truly a must see! When you walk inside the front door at 70 Birchwood Drive, you find your dining room with vaulted ceiling, kitchen, 1st floor bedroom, full bath, office space and a gorgeous family room with beams and a fireplace! That's all on the main level! From the family room area, you have access to a great backyard oasis, complete with large deck, above ground pool & 2 sheds.

  Jennifer Hussey Century 21 Clemens Group

  70 Birchwood Dr, Middletown, CT 06457
• 

  Est $243,089 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,336 Sq Ft

  7 Heather Square, Middletown, CT 06457

  7 Heather Square, Middletown, CT 06457
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  /3

  $499,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,468 Sq Ft

  600 Higby Rd, Middletown, CT 06457

  Stunning Contemporary Raised Ranch with multiple gables and large picture window in 2-story entry. Open great room, dining room and kitchen with center island. With standard 9' ceilings - vaulted ceilings optional. 2-story entry with open railing. Gas fireplace, deck, hardwood throughout including bedrooms on main level. All bathrooms tiled. Granite countertops throughout. Large base molding

  Mark Toledo Berkshire Hathaway NE Prop.

  600 Higby Rd, Middletown, CT 06457
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  /12

  $1,695 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  20 Carriage Crossing Ln Unit 20 Carriage Crossing, Middletown, CT 06457

  1 Bedroom 1 Bath. Top floor unit with. In-unit washer & dryer, central air conditioning, vaulted ceilings, with wood fireplace. Located directly across from the clubhouse. On-site indoor gym, Sauna, Racquetball court and Hot tub. Outside has a pool and tennis court. Carriage Crossing is a highly desirable location, as it offers nearby trails to walk and bike. Getting around made

  20 Carriage Crossing Ln Unit 20 Carriage Crossing, Middletown, CT 06457
• 

  $240,000 Sold Jul 11, 2025

  • 1,370 Sq Ft
  • $175/SF
  • 40 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1971

  6 Stirling Ct, Middletown, CT 06457

  Welcome to 6 Stirling Court, a peaceful Planned Unit Development (PUD) community of single-family homes with low HOAs! This stylish contemporary home features soaring vaulted ceilings that create a bright and spacious atmosphere. The generous living room includes a cozy wood-burning stove, perfect for keeping the entire home warm during the colder months. French doors lead to a private, fenced-in

  Antonella Vertucci William Pitt Sotheby's Int'l

  6 Stirling Ct, Middletown, CT 06457
• 

  Est $440,062 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,460 Sq Ft

  300 Old Mill Rd, Middletown, CT 06457

  300 Old Mill Rd, Middletown, CT 06457
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  /37

  $217,500 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,232 Sq Ft

  36 Rising Trail Dr Unit 36, Middletown, CT 06457

  Prime location near the pool & clubhouse - just in time for Summer! Welcome to 36 Rising Trail Drive, a beautifully maintained condo nestled in the desirable Westlake area of Middletown. This spacious unit offers a bright and open layout with generous living and dining areas, perfect for both everyday living and entertaining. The updated kitchen features modern cabinetry, ample counter space, and

  Kervin Figaro Five Stars Realty

  36 Rising Trail Dr Unit 36, Middletown, CT 06457
• 

  

  /22

  $2,400 per month

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft
  • Condo for Rent

  131 Carriage Crossing Ln Unit 131, Middletown, CT 06457

  131 Carriage Crossing Ln Unit 131, Middletown, CT 06457
• 

  $530,000 Sold Jul 10, 2025

  • 2,340 Sq Ft
  • $226/SF
  • 42 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1996

  613 Ridgewood Rd, Middletown, CT 06457

  Exceptionally maintained 4 bedroom, 2.5 bath Colonial home built in 1996 is located on a secluded 1.5 acre lot, nestled away in the Westfield neighborhood of Middletown. This property offers maximum privacy, surrounded by beautiful trees and hardly visible from the road. Upon entering the home, you immediately appreciate the open concept, hardwood flooring, wainscoting and abundance of natural

  Gregory Clancy eXp Realty

  613 Ridgewood Rd, Middletown, CT 06457
• 

  Est $292,263 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,676 Sq Ft

  565 Newfield St Unit 27, Middletown, CT 06457

  565 Newfield St Unit 27, Middletown, CT 06457
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  /39

  $465,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 3,568 Sq Ft

  266 Ballfall Rd, Middletown, CT 06457

  Home is setback on property with good rear privacy. Very quiet location. Easy access to major highways, 5-7 min to Main St Middletown, Wesleyan Univ and various nature parks, grocery stores, and resturants. Four entry ways to access house, 4 season sunroom, ceiling fan, with cathedral ceiling, zoned heat ,with large windows for viewing and bamboo window treatments. Arched doorways throughout

  Pam Giordano Pam-Gio Real Estate

  266 Ballfall Rd, Middletown, CT 06457
• 

  $135,000 Sold Jul 09, 2025

  • 870 Sq Ft
  • $155/SF
  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1987

  60 Burgundy Hill Ln, Middletown, CT 06457

  Welcome to 60 Burgundy Hill Lane in the desirable Peppermill Village community! This top-floor 2-bedroom unit features a spacious open layout with vaulted ceilings and a bonus loft-perfect for a home office or extra living space. Step out onto your peaceful back deck and enjoy views of the tree-lined surroundings. The carpets have just been professionally steam cleaned, giving the home a fresh,

  Adam Zak Century 21 Classic Homes

  60 Burgundy Hill Ln, Middletown, CT 06457
• 

  Est $652,202 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,554 Sq Ft

  25 Annello Way, Middletown, CT 06457

  25 Annello Way, Middletown, CT 06457
• 

  

  /17

  $199,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 866 Sq Ft

  157 Carriage Crossing Ln, Middletown, CT 06457

  WELCOME HOME TO 157 CARRIAGE CROSSING-This ranch style condo located on the second floor featuring 2 spacious bedrooms, 2 full baths. Walk in and appreciate the high ceilings, large windows bringing in loads of natural light. There is a small patio for you to get to enjoy the serenity of the outdoors. The living room has a gas fireplace to use in the colder New England months. The kitchen is

  Lisa Olson Berkshire Hathaway NE Prop.

  157 Carriage Crossing Ln, Middletown, CT 06457

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