Middlesex, CT Homes

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  /33

  $219,900 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,220 Sq Ft

  70 Trolley Crossing Ln, Middletown, CT 06457

  Welcome to this updated and move-in ready townhouse-style condo, offering comfort, convenience, and low-maintenance living in a prime Middletown location. Step inside to find a bright and ample-sized living room filled with natural light, perfect for relaxing or entertaining. The dining area features a sliding door that leads to your own private back deck, ideal for outdoor dining or quiet

  Amy Bartolucci Coldwell Banker Realty

  70 Trolley Crossing Ln, Middletown, CT 06457
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  /10

  $1,800 per month

  • 2 Beds
  • 1 Bath
  • 1,941 Sq Ft
  • Apartment for Rent

  10 Wall St, Middletown, CT 06457

  This bright and inviting first-floor unit offers hardwood flooring throughout and a large sun-lit living room perfect for relaxing or entertaining. The eat-in kitchen provides plenty of space for meals and gatherings. Enjoy a generously sized, level backyard ideal for outdoor fun and entertaining. Heat and hot water are included! Conveniently located with easy access to major highways and nearby

  Kristen Merrill Countryside Realty

  10 Wall St, Middletown, CT 06457
• 

  $335,000 Sold Jul 14, 2025

  • 2,112 Sq Ft
  • $159/SF
  • 32 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1864

  50 Liberty St, Middletown, CT 06457

  Turnkey Two-Family Investment Opportunity in the Heart of Middletown Welcome to 50 Liberty Street, a fully updated 2-family property offering both historic charm and modern efficiency-perfect for investors looking to expand their portfolio with minimal upfront work. Located just blocks from downtown Middletown, this property provides strong rental potential in a high-demand area. Each spacious

  Jonathan Zuromski Real Broker CT, LLC

  50 Liberty St, Middletown, CT 06457
• 

  Est $374,009 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,538 Sq Ft

  8 Blue Spruce St, Middletown, CT 06457

  8 Blue Spruce St, 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
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  /11

  $25 - $1,893 per month

  South Green Apartments

  1 - 2 Beds

  65 Church St, Middletown, CT 06457

  Project-based Section 8 Housing for the Elderly (62 and older) and Persons with Disabilities. Rent is based on adjusted monthly income.

  65 Church St, 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
• 

  Est $381,138 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,323 Sq Ft

  229 Nejako Dr, Middletown, CT 06457

  229 Nejako Dr, Middletown, CT 06457
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  /21

  $220,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 866 Sq Ft

  235 Carriage Crossing Ln Unit 235, Middletown, CT 06457

  This is a cozy condominium in a community with attractive amenities. You can have small parties, or enjoy quiet weekends, while taking advantage of the pool, the tennis court, the gym and the racquet ball court. The condo has a cathedral ceiling with a fireplace where you can relax on cold winter nights. The living room has ample natural lighting. The kitchen is spacious and is conveniently

  Arthur Wrotnowski Berkshire Hathaway NE Prop.

  235 Carriage Crossing Ln Unit 235, Middletown, CT 06457
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  /30

  $2,000 per month

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft
  • Apartment for Rent

  173 Butternut St Unit 2, Middletown, CT 06457

  This Super Luxury and 100% newly renovated property has been completed by one of Middlesex County's prominent builders. This property has undergone a complete gut renovation by one of the areas respected design and renovation firms a few years ago. The unit boasts high-end finishes, gleaming hardwood floors and a modern aesthetic. This second-floor unit features a sun filled, open floor plan with

  Scott Nardozzi Cavanaugh & Company LLC

  173 Butternut St Unit 2, Middletown, CT 06457
• 

  $263,500 Sold Jul 11, 2025

  • 1,800 Sq Ft
  • $146/SF
  • 38 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1974

  880 Long Hill Rd, Middletown, CT 06457

  Welcome to this well-maintained 2-bedroom, 1.5-bath condo, perfectly priced to sell. This inviting home features a bright and functional eat-in kitchen with a newer refrigerator, double sink, tile flooring, and durable Formica countertops. While the stove and dishwasher are older, they remain fully operational. Upstairs, two spacious bedrooms are connected by a convenient Jack & Jill bathroom,

  Susan Hood William Raveis Real Estate

  880 Long Hill Rd, 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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  /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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  /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
• 

  $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 $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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  /28

  $215,000 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,680 Sq Ft

  46 Rising Trail Dr, Middletown, CT 06457

  More than a townhouse-this is your personal retreat nestled in nature, with space to spread out and a pool to cool off. Welcome to Beacon Hill Towne Homes, where comfort, convenience, and community come together. This 4-level, 2-bedroom (with flexible 3rd room) townhouse offers over 1,600 square feet of living space, including a finished lower level that opens to a private dedk backing up to

  Jules Gaughran - Etes William Pitt Sotheby's Int'l

  46 Rising Trail Dr, Middletown, CT 06457
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  /29

  $4,100 per month

  • 6 Beds
  • 4.5 Baths
  • 3,327 Sq Ft
  • House for Rent

  188 Saddle Hill Dr, Middletown, CT 06457

  Pets allowed - additional $1200 pet security required. Ask agent about restrictions. Beautiful 6 bedroom or 5 bedroom with office. 1st floor bedroom with full bath in addition to oversized primary bedroom suite - room for everyone! Beautiful hardwood floors in main living areas. Large formal dining room. Oversized eating area in kitchen. Oversized 3-car garage. Enjoy your gorgeous lot from the

  Mark Toledo Berkshire Hathaway NE Prop.

  188 Saddle Hill Dr, Middletown, CT 06457
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  $410,000 Sold Jul 11, 2025

  • 1,744 Sq Ft
  • $235/SF
  • 38 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2005

  94 E Ridge Rd, Middletown, CT 06457

  Immaculate 3-Bedroom Home in a Peaceful Yet Convenient Location Welcome to this beautifully maintained 3-bedroom, 2.5-bath home nestled on a charming, easy-to-maintain lot. The main level features an open-concept layout with a bright and airy living room and dining area that seamlessly flows into the kitchen-perfect for everyday living and entertaining. Step through the sliding glass door to a

  Michelle MacNeil William Raveis Real Estate

  94 E Ridge Rd, Middletown, CT 06457
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  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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  /31

  $219,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 866 Sq Ft

  136 Carriage Crossing Ln Unit 136, Middletown, CT 06457

  Bright, stylish, and move-in ready! welcome to easy living at Carriage Crossing! This sun-filled second-floor unit features soaring ceilings and energy-efficient new windows that fill the space with natural light. The cozy living room with a fireplace flows seamlessly into the galley kitchen, complete with stainless steel appliances, recessed lighting, and a convenient in-unit stackable washer &

  Lauren Iraeta KW Legacy Partners

  136 Carriage Crossing Ln Unit 136, 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
• 

  $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
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  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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  /11

  $75,000

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  500 Washington St Unit TRLR 15, Middletown, CT 06457

  This two bedroom, one bathroom mobile home in Middletown is conveniently located near stores, colleges, and restaurants. Inside, you'll find an open concept living room, dining, and kitchen area, offering practicality and space.

  Mark Mermelstein eXp Realty

  500 Washington St Unit TRLR 15, Middletown, CT 06457
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  /7

  $1,950 per month

  • 2 Beds
  • 1 Bath
  • 982 Sq Ft
  • House for Rent

  24 Burr Ave Unit 1, Middletown, CT 06457

  Don't miss out on this charming apartment with heating included in the rent , laundry hook ups in unit, and parking available! Book your appointments now!

  Christopher Cruz Whitestone Real Estate Group

  24 Burr Ave Unit 1, Middletown, CT 06457
• 

  $420,000 Sold Jul 11, 2025

  • 2,292 Sq Ft
  • $183/SF
  • 76 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2024

  10 Bidwell Terrace, Middletown, CT 06457

  Enjoy the perks of new construction-without the wait. Built in 2023, this 3-bedroom, 2.5-bath home offers the perfect blend of modern design and everyday functionality. With 2,000 square feet of living space, the open-concept main floor features a bright living area and a beautifully appointed kitchen with quartz countertops, stainless steel appliances, and plenty of cabinetry. High ceilings and

  Heidi Matusik Lamacchia Realty

  10 Bidwell Terrace, 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

  $379,900

  • 4 Beds
  • 3 Baths
  • 2,038 Sq Ft

  64 Andrew St, Middletown, CT 06457

  Your Dream Home is Finally Here! You can see the tremendous pride & meticulous attention to detail from the outstanding curb appeal with the gorgeous front walkway & landscaping to the Energy Efficient Windows (2025), 3 Split Hyper Heat/AC Units (2025), Baseboard covers (2025), Roof (2016), Chimney Liner (2024), Hot Water Heater (2022), Fence (2024), Vinyl Floors, Freshly Painted, OVER 2,000 sq

  Kathy Dell'Aquila Coldwell Banker Realty

  64 Andrew St, Middletown, CT 06457
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  /35

  $1,100 - $2,200 per month

  Woodrow Wilson Apartments

  Studio - 2 Beds

  339 Hunting Hill Ave, Middletown, CT 06457

  Originally built in 1931 as Woodrow Wilson High School, the building was converted into apartments in 1985. Woodrow Wilson Apartments has 66 apartments which include studio, one and two bedroom units. Features include fully applianced kitchens, new windows with mini-blinds, an elevator, laundry facilities, intercom, and parking. A non-smoking building; no pets allowed. For additional photos of

  339 Hunting Hill Ave, 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 $238,044 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  324 Farm Hill Rd, Middletown, CT 06457

  324 Farm Hill Rd, Middletown, CT 06457
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  /12

  $195,000

  • 2 Beds
  • 1 Bath
  • 941 Sq Ft

  78 Chestnut St, Middletown, CT 06457

  Welcome to this 2-bedroom, 1-bathroom home offering 941 square feet of living space on a 0.35-acre lot. Built in 1940, this property combines classic character with an opportunity for customization. Features include a paved driveway, a one-car detached garage, an enclosed front porch, vinyl siding, a full unfinished basement-perfect for additional storage or future finishing, and enjoy the

  Samantha Storey RE/MAX Coast and Country

  78 Chestnut St, Middletown, CT 06457
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  /7

  $1,950 per month

  • 2 Beds
  • 1 Bath
  • 982 Sq Ft
  • House for Rent

  24 Burr Ave Unit 2, Middletown, CT 06457

  Don't miss out on this charming apartment with heating included in the rent , laundry hook ups in unit, and parking available! Book your appointments now!

  Christopher Cruz Whitestone Real Estate Group

  24 Burr Ave Unit 2, Middletown, CT 06457
• 

  $110,000 Sold Jul 10, 2025

  • 1,000 Sq Ft
  • $110/SF
  • 13 Days On Market

  • 1 Bed
  • 1.5 Baths
  • Built 1980

  201 College St Unit 1, Middletown, CT 06457

  Unique opportunity to own a townhouse-style end unit in a historic building that was once Central School and converted into condominiums in the 1980s. This three-level unit offers approximately 1,000 square feet of living space with high ceilings and large, modern windows that bring in abundant natural light. The layout features three rooms including one bedroom and one and a half bathrooms. The

  Michael Calabro Coldwell Banker Calabro

  201 College St Unit 1, Middletown, CT 06457
• 

  Est $191,730 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,038 Sq Ft

  111 Dekoven Dr Unit 502, Middletown, CT 06457

  111 Dekoven Dr Unit 502, Middletown, CT 06457
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  /18

  $318,000

  • 3 Beds
  • 1.5 Baths
  • 1,340 Sq Ft

  146 Liberty St, Middletown, CT 06457

  Renovated in 2023, this charming 3-bedroom, 1.5-bath home combines modern updates with timeless character. A large, bright screened-in 3-season front porch welcomes you. Step inside to an open floor plan featuring a quartz kitchen with stainless steel appliances, a spacious dining island, and two convenient access points - one from the front porch and another through a bright mudroom leading to

  Mike Sangapore KW Legacy Partners

  146 Liberty St, 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
• 

  $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 $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

Showing Results 121 - 160, Page 4 of 18