Middlesex, CT Homes

• 

  

  

  /21

  $385,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 1,740 Sq Ft

  598 Randolph Rd, Middletown, CT 06457

  **Charming Remodeled Colonial Home - Your Dream Awaits!** Discover this stunning four-bedroom, 2.5-bath colonial that perfectly blends classic charm with modern updates. This beautifully remodeled home features an updated kitchen adorned with exquisite granite countertops and stainless steel appliances, making it a chef's delight. Enjoy the convenience of first-floor laundry and the elegance of

  

  Kelly Puorro

  Puorro Realty Group

  (860) 809-4521

  598 Randolph Rd, Middletown, CT 06457
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• 

  

  

  /20

  $1,795 per month

  • 3 Beds
  • 1 Bath
  • 820 Sq Ft
  • Apartment for Rent

  43 Front St Unit 3, Middletown, CT 06457

  Welcome to 43 Front Street, an exceptional three-bedroom rental opportunity in Middletown. This appealing two-story apartment, one of three units in a charming 1900 brick home, occupies the second and third floors. The unit has been recently updated to include newer wood laminate flooring on the first floor, wall-to-wall carpeting on the second, fresh paint, upgraded kitchen cabinetry,

  Scott Nardozzi Cavanaugh & Company LLC

  43 Front St Unit 3, Middletown, CT 06457
• 

  $193,500 Sold Jul 22, 2025

  • 760 Sq Ft
  • $255/SF
  • 15 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1987

  49 Carriage Crossing Ln Unit 49, Middletown, CT 06457

  Welcome to 49 Carriage Crossing Lane - a bright and stylish 1-bedroom, 1-bath loft offering modern updates and an open layout in one of Middletown's most desirable condo communities. Step inside to find freshly refinished hardwood floors, a vaulted ceiling, and large windows that flood the space with natural light. The kitchen has been tastefully updated with granite countertops, stainless steel

  Adam Zak Century 21 Classic Homes

  49 Carriage Crossing Ln Unit 49, Middletown, CT 06457
• 

  Est $214,630 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft

  1 Forest Glen Cir Unit 17, Middletown, CT 06457

  1 Forest Glen Cir Unit 17, Middletown, CT 06457
• 

  

  

  /17

  $125,000 Pending

  • 1 Bed
  • 1 Bath
  • 729 Sq Ft

  264 Burgundy Hill Ln, Middletown, CT 06457

  Welcome to your own peaceful retreat-where comfort meets convenience! 1-bedroomw- loft, ranch-style condo, ideally situated in the desirable Westfield Fire District. Step into a spacious open-concept living and dining area, where sliding doors lead to your private deck-perfect for morning coffee or unwinding after a long day. Whether you're looking for a low-maintenance owner-occupied home or a

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 850-2008

  264 Burgundy Hill Ln, Middletown, CT 06457
• 

  

  /21

  $1,500 - $1,800 per month

  Fernwood Apartments

  1 - 2 Beds

  44-46 Camp St, Middletown, CT 06457

  MIDDLETOWNS HIDDEN GEM Fernwood Apartments is a Gorgeous and Luxurious 24 hour gated Residential complex. The grounds are professionally and meticulously maintained all year round by our on site superintendent and maintenance crew. The units are spacious, well lit, with newly renovated kitchens and bathrooms including granite counter tops and stainless steel appliances. LET THIS BE THE NEXT PLACE

  44-46 Camp St, Middletown, CT 06457
• 

  $310,000 Sold Jul 22, 2025

  • 2,016 Sq Ft
  • $154/SF
  • 10 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1888

  132 Front St, Middletown, CT 06457

  Check out this fantastic multi family home in Middletown CT. Centrally located a short distance to highways, shopping, & a vibrant downtown. Both units offer 2 bedrooms, a large eat-in kitchen, & living room. Each unit feature there own laundry room. Good size secluded yard, a detached single car garage, and natural gas furnaces round out this great investment opportunity.

  Joe Fazzino eXp Realty

  132 Front St, Middletown, CT 06457
• 

  Est $226,818 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,065 Sq Ft

  14 Forest Glen Cir Unit 16, Middletown, CT 06457

  14 Forest Glen Cir Unit 16, Middletown, CT 06457
• 

  

  /23

  $185,000 Pending

  • 2 Beds
  • 1 Bath
  • 791 Sq Ft

  21 Portland St, Middletown, CT 06457

  Packed with character and smart updates, this charming 2-bedroom, 1-bath Colonial offers a fantastic opportunity for first-time buyers, investors, or anyone seeking a manageable and affordable home in a central location. Built in 1900 and offering 871 square feet of well-used space, this home proves that good things really do come in small packages. Inside, you'll find a comfortable and

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 248-7149

  21 Portland St, Middletown, CT 06457
• 

  

  /10

  $1,350 per month

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft
  • Apartment for Rent

  666 Main St Unit B3, Middletown, CT 06457

  Charming Studio Apartment in the Heart of Historic Middletown - Utilities Included! Welcome to vibrant Main Street, Middletown! This bright and airy second-floor studio apartment offers the perfect blend of convenience, charm, and value-with electricity included in the rent. Step outside and immerse yourself in one of Connecticut's most walkable downtowns, featuring seven blocks of unique

  Laura Milano Seabury Hill REALTORS

  666 Main St Unit B3, Middletown, CT 06457
• 

  $235,000 Sold Jul 22, 2025

  • 930 Sq Ft
  • $253/SF
  • 46 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1989

  15 Forest Glen Cir Unit 19, Middletown, CT 06457

  ***MULTIPLE OFFERS - HIGHEST & BEST BY THURS. 6/12 AT 6:00 PM. Welcome to 15 Forest Glen Circle #19! This adorable 2 bed/1 bath third floor condo boasts open floor plan, high ceilings, a beautiful wood burning fireplace & central air. Updated kitchen with quartz countertops & stainless-steel appliances, breakfast bar. Laundry room with a full-size washer and dryer off the kitchen is so

  Brenda Bourne KW Legacy Partners

  15 Forest Glen Cir Unit 19, Middletown, CT 06457
• 

  Est $216,855 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft

  1 Forest Glen Cir Unit 13, Middletown, CT 06457

  1 Forest Glen Cir Unit 13, Middletown, CT 06457
• 

  

  /40

  $629,000

  • 4 Beds
  • 2.5 Baths
  • 2,712 Sq Ft

  598 East St, Middletown, CT 06457

  This 1904 Victorian has been thoughtfully renovated over the years, offering the perfect blend of historic character and contemporary upgrades. In addition to updated electrical, plumbing and insulation, the current owners have made additional investments to ensure comfort and efficiency, including a 50-year architectural roof, conversion to efficient natural gas heat, central AC, and the

  Betsy Purtell Purtell Realty LLC

  598 East St, Middletown, CT 06457
• 

  

  /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
• 

  $315,000 Sold Jul 22, 2025

  • 1,356 Sq Ft
  • $232/SF
  • 26 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1972

  13 Little River Ln, Middletown, CT 06457

  MULTIPLE OFFERS RECIEVED, HIGHEST AND BEST OFFERS BY MONDAY, JUNE 23, BY 3 PM. Welcome to Life at "The Farms"! Discover the perfect blend of comfort and convenience in this beautifully updated home, ideally located just minutes from everything you need. Enjoy quick access to highways, shopping, coffee shops, and just a 6-minute drive to vibrant Downtown Middletown - a true restaurant mecca!

  Bruce Bayles William Raveis Real Estate

  13 Little River Ln, Middletown, CT 06457
• 

  Est $377,405 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,486 Sq Ft

  56 Autumn Ln, Middletown, CT 06457

  56 Autumn Ln, Middletown, CT 06457
• 

  

  /32

  $529,900 Pending

  • 4 Beds
  • 3.5 Baths
  • 1,973 Sq Ft

  76 Meadowood Dr, Middletown, CT 06457

  Beautifully updated property with an impressive list of improvements: newer roof, central air, upgraded exterior siding with stone accents, solar panels, & stunningly remodeled kitchen and bathrooms. A standout feature is the 816 SF finished lower level (not included in total SF) fully equipped apartment with its own kitchen, full bath, washer & dryer, separate entrance. The main level has a

  Mark Toledo Berkshire Hathaway NE Prop.

  76 Meadowood Dr, Middletown, CT 06457
• 

  

  /5

  $1,300 per month

  • 1 Bed
  • 1 Bath
  • 2,229 Sq Ft
  • Apartment for Rent

  107 Birdsey Ave Unit 1, Middletown, CT 06457

  This first-floor 1-bedroom, 1-bath apartment features hardwood floors in both the living room and bedroom, a spacious eat-in kitchen, and an additional room off the bedroom that's perfect for a home office, dressing area, or extra storage. The unit includes off-street parking, dedicated basement storage, and private washer/dryer hookups. Located in a quiet residential area of Middletown with

  Michelle Mandel Carl Guild & Associates

  107 Birdsey Ave Unit 1, Middletown, CT 06457
• 

  $179,550 Sold Jul 22, 2025

  • 1,140 Sq Ft
  • $158/SF
  • 108 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  127 Trolley Crossing Ln, Middletown, CT 06457

  Welcome to this updated 2 bedroom townhouse in Trolley Crossing. This condo offers assigned parking for residents as well as guest parking. There is a private deck leading out the sliding back door with wooded views. The upstairs offers a full bathroom as well as two good sized bedrooms with wall-to-wall carpeting. Has central air. HUD home. Sold as-is

  Michael Tran Property Works New England

  127 Trolley Crossing Ln, Middletown, CT 06457
• 

  Est $283,712 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,444 Sq Ft

  3 Huber Manor, Middletown, CT 06457

  3 Huber Manor, Middletown, CT 06457
• 

  

  /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
• 

  

  /16

  $1,700 per month

  Apartment for Rent

  1 Bed

  484 Main St, Middletown, CT 06457

  Come enjoy living on one of the great Main Street communities in Connecticut! Main Street in Middletown is just minutes away from Wesleyan University and Middlesex Hospital with easy access to Route 9 - Hartford and New Haven CT. These brand new units are tastefully designed and finished with heat and central air conditioning included in your lease. In unit washer/dryers are standard for your

  484 Main St, Middletown, CT 06457
• 

  

  /40

  $469,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,188 Sq Ft

  131 Spring Brook Dr, Middletown, CT 06457

  Welcome to this beautifully maintained contemporary colonial offering the perfect blend of space, comfort, and convenience-ideally located just minutes from I-91 and Route 9 for easy commuting. Step inside to find an updated kitchen featuring abundant cabinetry, generous counter space, double ovens, and serene backyard views. The open-concept layout seamlessly connects the kitchen to the family

  Angela Aresco Carl Guild & Associates

  131 Spring Brook Dr, Middletown, CT 06457
• 

  Est $346,752 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,953 Sq Ft

  394 High St, Middletown, CT 06459

  394 High St, Middletown, CT 06459
• 

  

  /33

  $324,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,198 Sq Ft

  46 Dewey St, Middletown, CT 06457

  Welcome to 46 Dewey Street in the desirable South Farms neighborhood of Middletown-where charm, convenience, & comfort come together in a beautifully maintained Cape-style home. Built in 2005, this 3-bedroom, 2.5-bath gem offers the ideal mix of practicality & style, all wrapped up in a low-maintenance package. Step inside & feel instantly at home. The 1st floor features a versatile layout w/a

  Mark Riesbeck Berkshire Hathaway NE Prop.

  46 Dewey St, Middletown, CT 06457
• 

  

  /11

  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,552 Sq Ft
  • Apartment for Rent

  7 Walnut St, Middletown, CT 06457

  Welcome to this stunning 3-bedroom and 2 Full bathroom apartment where luxury meets comfort! This unit boasts high-end upgrades, including a modern kitchen with granite countertops, stainless steel appliances, and a gas stove. The bathroom features tiled shower walls and black-finished fixtures. Enjoy convenience with parking for 2 cars, in-unit laundry, and an efficient heating system. The

  Jenny Bermeo Golden Ribbon Realty

  7 Walnut St, Middletown, CT 06457
• 

  $395,000 Sold Jul 21, 2025

  • 2,579 Sq Ft
  • $153/SF
  • 30 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1900

  116 Front St, Middletown, CT 06457

  Welcome to this beautifully maintained & spacious side-by-side two-family home - Each unit offers generous living space, including 3 bedrooms, a walk-up attic and full basement. Enjoy hardwood floors, high ceilings, and charming original details throughout. The property features a large backyard, 2-car garage & ample off-street parking. Conveniently located near shopping, public transportation,

  Michelle Mazzotta eXp Realty

  116 Front St, Middletown, CT 06457
• 

  Est $362,000 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,640 Sq Ft

  21 Park Place, Middletown, CT 06457

  21 Park Place, Middletown, CT 06457
• 

  

  /18

  $189,497

  • Land
  • 14 Acres
  • $13,842 per Acre

  0 Stantack Rd Unit 24160825, Middletown, CT 06457

  Residential - 13.69 ac Lot in Middletown, CTPricing Details:Seller Financing: $41,689.34 Down | $3,165.54 per monthHere's your opportunity to own an amazing 13.69 ac property nestled in the heart of Middletown, CT in Middlesex County. Situated between a residential neighborhood and scenic state hiking trails, this parcel offers a rare blend of seclusion and accessibility.

  Timothy Ebie

  0 Stantack Rd Unit 24160825, Middletown, CT 06457
• 

  

  /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
• 

  $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 $236,614 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,138 Sq Ft

  33 W Silver St, Middletown, CT 06457

  33 W Silver St, Middletown, CT 06457
• 

  

  /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
• 

  

  /20

  $2,250 per month

  • 2 Beds
  • 2 Baths
  • 1,494 Sq Ft
  • House for Rent

  211 S Main St Unit A, Middletown, CT 06457

  Wonderful Opportunity to Live in a Beautiful Modern Condo in the Heart of Middletown! Welcome to this stunning, fairly new two bedrooms, two baths condo, featuring 9-foot ceilings throughout and an open-concept layout. The gourmet kitchen is equipped with stainless steel appliances, granite countertops, subway tile backsplash, stainless sink with disposal, and flows seamlessly into the spacious

  Teresa Deasy Coldwell Banker Calabro

  211 S Main St Unit A, Middletown, CT 06457
• 

  $355,000 Sold Jul 17, 2025

  • 960 Sq Ft
  • $370/SF
  • 5 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1998

  63 Bidwell Terrace, Middletown, CT 06457

  Welcome to 63 Bidwell Terrace - a refreshed 3-bedroom, 1-bath ranch set on a generous, level lot in one of Middletown's quiet residential neighborhoods. With fresh carpet, updated kitchen flooring, and brand-new appliances, this home is fully move-in ready. The layout offers comfortable, one-level living with a bright living area, refreshed bath, and functional kitchen space. Step outside to

  Jonathan Zuromski Real Broker CT, LLC

  63 Bidwell Terrace, Middletown, CT 06457
• 

  Est $308,166 Not Listed For Sale

  • 5 Beds

  30 Laurel Grove Rd, Middletown, CT 06457

  30 Laurel Grove Rd, Middletown, CT 06457
• 

  

  /18

  $229,500

  • 1 Bed
  • 1.5 Baths
  • 1,121 Sq Ft

  234 S Main St Unit 103, Middletown, CT 06457

  Welcome to Unit 103 at the Parker House - where historic charm meets modern convenience in the heart of Middletown! This turnkey first-floor condo features high ceilings, large windows, and a bright, open layout. The remodeled kitchen includes custom soft-close cabinets, stainless steel appliances, quartz countertops and designer lighting. Additional updates: new flooring, fresh paint, and an

  Derek Greene Derek Greene

  234 S Main St Unit 103, Middletown, CT 06457
• 

  

  /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
• 

  $295,000 Sold Jul 17, 2025

  • 3,004 Sq Ft
  • $98/SF
  • 204 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1927

  233 Pearl St, Middletown, CT 06457

  Welcome to 233 Pearl St! Looking for an investment opportunity? Well here it is! Big 2 family with 3,000 sqft of space! Both units have a large living room with very own dining room, Eat in Kitchen, 2 large bedrooms and bathroom. 1st floor unit has an extra bedroom off one of the bedrooms. Large 2 car garage with private driveway. Don't have to park on the street! Easy to hop on route 9,

  Jesus Cazorla LPT Realty - IConn Team

  233 Pearl St, Middletown, CT 06457
• 

  Est $270,363 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,562 Sq Ft

  49 Silver St, Middletown, CT 06457

  49 Silver St, Middletown, CT 06457

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