Middlesex, CT Homes

• 

  $335,500 Sold Jul 03, 2025

  • 1,879 Sq Ft
  • $179/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1918

  84 George St, Middletown, CT 06457

  This side-by-side two-family home offers a smart opportunity for both investors and owner-occupants. With a total of four bedrooms and two bathrooms-2 bed 1 bath per unit-this property offers flexibility whether you're looking to generate solid rental income or house extended household while keeping a bit of personal space. Each unit hosts its own private entrance, allowing for a true duplex

  Derek Greene Derek Greene

  84 George St, Middletown, CT 06457
• 

  Est $463,336 Not Listed For Sale

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

  102 Valley Dr, Middletown, CT 06457

  102 Valley Dr, Middletown, CT 06457
• 

  

  

  /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
• 

  $290,000 Sold Jul 03, 2025

  • 1,702 Sq Ft
  • $170/SF
  • 29 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1971

  10 Stirling Ct, Middletown, CT 06457

  Beautifully restyled, this home boasts new luxury plank flooring throughout, new interior paint throughout, new SS appliances, Quartz countertops, white cabinetry, newly tiled and painted full bathrooms and more. A single family home with the perks of the PUD (planned unit development), the HOA is only $500/yr. A rare first floor primary bedroom suite with private entrance, full bath and walk in

  Denise Walsh William Raveis Real Estate

  10 Stirling Ct, Middletown, CT 06457
• 

  Est $191,683 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,109 Sq Ft

  1241 Washington St Unit 2, Middletown, CT 06457

  1241 Washington St Unit 2, Middletown, CT 06457
• 

  

  /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
• 

  $225,400 Sold Jul 03, 2025

  • 1,232 Sq Ft
  • $183/SF
  • 55 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1976

  192 Rising Trail Dr, Middletown, CT 06457

  There's space for all in this well-cared for three-level 4 bedroom townhouse with under-unit garage! The living room with dining area has a slider that opens to the deck overlooking the peaceful lawn and wooded area. The kitchen with a sunny bay window offers plenty of cabinetry. The second level features convenient upper-level laundry, and two bedrooms including the primary suite with walk-in

  Siobhan McLaughlin William Raveis Real Estate

  192 Rising Trail Dr, Middletown, CT 06457
• 

  Est $258,912 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  24 Afton Terrace, Middletown, CT 06457

  24 Afton Terrace, 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
• 

  $410,000 Sold Jul 03, 2025

  • 2,708 Sq Ft
  • $151/SF
  • 22 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1987

  92 Goodman Dr, Middletown, CT 06457

  Great opportunity for sweat equity! Last sale in this neighborhood was mid 500's in 2023. Some work started: Roof is 4 years old, a few new windows, chimney recapped, some flooring replaced, but needs someone to make it shine again. Central air not working, deck needs repair & lots of cosmetic work to be completed. 4 bedrooms 2 1/2 baths in main house plus 3 Room in-law apartment in walk-out

  Eileen England eXp Realty

  92 Goodman Dr, Middletown, CT 06457
• 

  Est $367,280 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,274 Sq Ft

  184 Nejako Dr, Middletown, CT 06457

  184 Nejako Dr, Middletown, CT 06457
• 

  

  /3

  $575,000

  • 2 Beds
  • 2 Baths
  • 1,412 Sq Ft

  22 Webster Ln, Middletown, CT 06457

  Step into this beautifully designed home, in this sought-after 55+ community. This home features an open floor plan that seamlessly connects a well appointed kitchen, with granite counter tops and high end appliances, including a convection microwave and an induction range. Proceed to a casual, sunlit dining area that flows into a spacious great room, ideal for entertaining. A sliding door off

  Sharon Sirois Showcase Realty, Inc.

  22 Webster Ln, Middletown, CT 06457
• 

  $275,000 Sold Jul 03, 2025

  • 1,075 Sq Ft
  • $256/SF
  • 134 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1953

  129 Newfield St, Middletown, CT 06457

  This home is located in the college town of Middletown, CT, and a short walk to Wesleyan University . Cape Cod-style home offers a bright living room with hardwood floors. The first floor has a full bath, a good size bedroom, and a dining room, 2nd floor features 2 roomy bedrooms with a laminate floor and an updated half bath. The large basement is perfect for any extra storage need, this home

  Qin Lin Sovereign Properties

  129 Newfield St, Middletown, CT 06457
• 

  Est $405,731 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,706 Sq Ft

  148 Miner St, Middletown, CT 06457

  148 Miner St, Middletown, CT 06457
• 

  

  /17

  $140,000

  • 1 Bed
  • 1 Bath
  • 729 Sq Ft

  119 Burgundy Hill Ln, Middletown, CT 06457

  Completely refinished from top to bottom. All new. One bedroom condo with extra loft space. Enjoy evenings on the balcony. On site laundry, pool. Centrally located, close to shopping and highways. Complex is NOT FHA or VA approved.

  Izabela Wodarski New Haus Group LLC

  119 Burgundy Hill Ln, Middletown, CT 06457
• 

  $232,000 Sold Jul 01, 2025

  • 866 Sq Ft
  • $268/SF
  • 6 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1988

  256 Carriage Crossing Ln, Middletown, CT 06457

  Stunning & Modern Condo in Prime Location. Move-In Ready! Sep into this beautifully updated, light-filled condo that blends luxury with everyday convenience! Located in the desirable Carriage Crossing community, This 2nd floor gem offers an unbeatable position with ample parking & easy access. Open concept layout welcomes you with inviting ambiance, perfect for both relaxation & entertaining.

  Vito Cortese Coldwell Banker Realty

  256 Carriage Crossing Ln, Middletown, CT 06457
• 

  Est $357,728 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,305 Sq Ft

  38 Hickory Cir, Middletown, CT 06457

  38 Hickory Cir, Middletown, CT 06457
• 

  

  /39

  $180,000

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  52 Carriage Crossing Ln, Middletown, CT 06457

  Welcome to 52 Carriage Crossing Lane, Middletown - Stylish Loft Living with Resort-Style Amenities! Step into this bright and inviting 1-bedroom, 1-bath loft-style condo, ideally situated in one of Middletown's most desirable communities-Carriage Crossing. Featuring soaring vaulted ceilings, oversized windows, this open-concept unit offers abundant natural light and a modern, airy atmosphere.

  Keyla Rodriguez William Raveis Real Estate

  52 Carriage Crossing Ln, Middletown, CT 06457
• 

  $215,000 Sold Jul 01, 2025

  • 1,772 Sq Ft
  • $121/SF
  • 21 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1988

  675 Newfield St Unit 2, Middletown, CT 06457

  Offers will be reviewed Tuesday 5/27 1PM. Unlock incredible value and build instant equity in this spacious condo brimming with potential! Imagine the possibilities in the expansive living and dining area, bathed in natural light streaming through tall windows overlooking the woodlands. The efficient galley kitchen offers abundant storage, while a convenient half bath on the main level makes

  Michael DelGreco New England Realty Assoc LLC

  675 Newfield St Unit 2, Middletown, CT 06457
• 

  Est $158,769 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  1261 Washington St Unit 15, Middletown, CT 06457

  1261 Washington St Unit 15, Middletown, CT 06457
• 

  

  /20

  $455,000

  • 4 Beds
  • 1 Bath
  • 1,075 Sq Ft

  35 Boston Rd, Middletown, CT 06457

  Welcome to 35 Boston Ave, Middletown, a classic 4-bedroom Cape Cod-style home with great potential! This home offers a functional layout with two bedrooms on the first floor and two additional bedrooms upstairs, making it ideal for a variety of living arrangements. Featuring hardwood floors throughout, an eat-in kitchen, and a full unfinished basement, this home is ready for your personal touch.

  Michael Calabro Coldwell Banker Calabro

  35 Boston Rd, Middletown, CT 06457
• 

  $182,500 Sold Jun 30, 2025

  • 670 Sq Ft
  • $272/SF
  • 28 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1988

  202 Carriage Crossing Ln, Middletown, CT 06457

  Simply Beautiful with cathedral ceilings! Great opportunity to be on your own with this ranch style condo. Including 1bd/1bath, Galley Kitchen, Laundry area in unit, dining area as well as living room with views of the balcony, high ceilings to offer the open feel with plenty of natural light. Updated appliances, flooring and windows. Close to clubhouse for Gym, pool, sauna, hot tub,

  Lisa Sherman My Realtor, LLC

  202 Carriage Crossing Ln, Middletown, CT 06457
• 

  Est $473,601 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,783 Sq Ft

  53 Mulberry Ln, Middletown, CT 06457

  53 Mulberry Ln, Middletown, CT 06457
• 

  

  /13

  $239,900

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  40 Batt St, Middletown, CT 06457

  Two Bedroom single level ranch for sale in desirable Middletown. Home being sold as-is, where-is. See the upside potential, see the resale value and/or rental value, and make your offer. Come see the tranquil neighborhood and nearby area, and fully enjoy. Investors, and those seeking a home that is not over-priced; come make this yours.

  Justin Marino Marino Realty LLC

  40 Batt St, Middletown, CT 06457
• 

  $675,000 Sold Jun 30, 2025

  • 3,576 Sq Ft
  • $189/SF
  • 24 Days On Market

  • 6 Beds
  • 3.5 Baths
  • Built 1927

  226 Old Mill Rd, Middletown, CT 06457

  Nestled in the heart of Middletown, CT stands a house of remarkable architectural note, originally commissioned by J. Phelps Ingersoll in 1927. Inside, the residence retains much of its original details. Each of its owners have cared for it with sensitively and grace. Every corner of this special home tells a story of a bygone era; the current owner has cast a discerning eye towards appropriate

  Jackie Williams Sterling REALTORS

  226 Old Mill Rd, Middletown, CT 06457
• 

  Est $235,982 Not Listed For Sale

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

  15 Forest Glen Cir Unit 10, Middletown, CT 06457

  15 Forest Glen Cir Unit 10, Middletown, CT 06457
• 

  

  /6

  $135,000

  • 2 Beds
  • 1 Bath
  • 709 Sq Ft

  225 Burgundy Hill Ln, Middletown, CT 06457

  Welcome to Peppermill Village! This adorable two bedroom, one bath, condo is ideal for an investor or owner occupied! Large bedrooms with ample closet space and a spacious living room with newly installed vinyl flooring throughout. This unit has an assigned parking spot and visitor spaces for guests! This complex offers washer and dryer units in the basement for added convivence! Pet friendly!

  Maria Convertito Regency Real Estate, LLC

  225 Burgundy Hill Ln, Middletown, CT 06457
• 

  $360,000 Sold Jun 30, 2025

  • 1,404 Sq Ft
  • $256/SF
  • 76 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  310 Newfield St, Middletown, CT 06457

  MOVE-IN ready 3-bedroom & 2 bathroom home just minutes from Wesleyan University. Main floor ADDITIONAL ROOM of 312 SQFT perfect for a den, family room or home office with its own entry way. New flooring throughout the whole house adds to a beautiful modern flow. Updated kitchen with new stainless-steel appliances, granite countertop, Lazy-Susan corner cabinets and custom open shelving. Both

  Jackie Espinoza Berkshire Hathaway NE Prop.

  310 Newfield St, Middletown, CT 06457
• 

  Est $330,457 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,604 Sq Ft

  455 West St, Middletown, CT 06457

  455 West St, Middletown, CT 06457
• 

  

  /3

  $619,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,276 Sq Ft

  605 Higby Rd, Middletown, CT 06457

  The Colonial - offering a classic Colonial look. The first floor offers an open floor plan with great room and kitchen located in the entire back of home and a large dining room. The beautiful staircase is set to the side with open railings, a large window and window seat. The second floor offers a large primary bedroom suite and walk in closet and en suite with walk in tile shower. One will also

  Mark Toledo Berkshire Hathaway NE Prop.

  605 Higby Rd, Middletown, CT 06457
• 

  $365,000 Sold Jun 28, 2025

  • 1,382 Sq Ft
  • $264/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1959

  61 Navadon Pkwy, Middletown, CT 06457

  ***HIGHEST & BEST BY TUES, JUNE 3RD AT 9:00PM*** Charming Cape at the end of a peaceful Cul-de-Sac in a friendly community setting & Move-In Ready! Fully remodeled just five years ago, this home combines updated style with dependable comfort, making it a perfect choice for buyers looking to be located in a desirable, low-traffic neighborhood Convenient to a wide variety of dining, shopping, and

  Donna Lynn Naeher BHGRE Gaetano Marra Homes

  61 Navadon Pkwy, Middletown, CT 06457
• 

  Est $179,553 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 860 Sq Ft

  19 Trolley Crossing Ln, Middletown, CT 06457

  19 Trolley Crossing Ln, Middletown, CT 06457
• 

  

  /3

  $634,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  604 Higby Rd, Middletown, CT 06457

  The Ranch. One floor living at its best offering old world charm with all the modern conveniences. Approximately 8'x8' front covered porch leads you to the dramatic entry of this abode. The large primary suite will impress with large walk in closet, spacious en suite offering an oversized walk in tile shower and vanity with double sinks. The great room is amazing with large kitchen and island

  Mark Toledo Berkshire Hathaway NE Prop.

  604 Higby Rd, Middletown, CT 06457
• 

  $195,000 Sold Jun 24, 2025

  • 1,680 Sq Ft
  • $116/SF
  • 40 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1976

  138 Rising Trail Dr, Middletown, CT 06457

  Welcome to 138 Rising Trail! Step inside this 4 level unit. The main level features a fully appliance kitchen, dining room and a sunken living room with an abundance of natural lighting along with a guest bathroom. The 2nd floor you will find 2 bedrooms, a full bathroom and the convenience of laundry, the 3rd floor is an additional bedroom along with extra space that is perfect for storage, gym

  Heather Fitzgerald YellowBrick Real Estate LLC

  138 Rising Trail Dr, Middletown, CT 06457
• 

  Est $189,584 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 862 Sq Ft

  606 Congdon St W Unit 2, Middletown, CT 06457

  606 Congdon St W Unit 2, Middletown, CT 06457
• 

  

  /3

  $619,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,151 Sq Ft

  603 Higby Rd, Middletown, CT 06457

  This beautiful Cape with 1st floor primary offers it all. You will enjoy the classic historic Cape look on the exterior, framed by a center chimney with a brick-look style. The inside is wow! You walk into an oversized entry boasting an open staircase offering vaulted ceilings in entry and 2 story front/flex room. You will make your way to the back of the home which is one entire great room

  Mark Toledo Berkshire Hathaway NE Prop.

  603 Higby Rd, Middletown, CT 06457
• 

  $350,000 Sold Jun 20, 2025

  • 1,959 Sq Ft
  • $179/SF
  • 149 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1930

  233 Barbara Rd, Middletown, CT 06457

  Tudor-Style Home simply oozing with charm in Middletown, CT! Step into timeless elegance with this vintage 1930 built home that offers an abundance of charm, space, and unique features. Nestled in a cute Middletown neighborhood, this residence is the perfect blend of classic details and modern conveniences. Key Features: Expansive Family Room with soaring cathedral ceilings and wood floors create

  Lisa McCarthy Coldwell Banker Realty

  233 Barbara Rd, Middletown, CT 06457
• 

  Est $273,274 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,729 Sq Ft

  7 W Meadow Ln Unit 6, Middletown, CT 06457

  7 W Meadow Ln Unit 6, Middletown, CT 06457
• 

  

  /3

  $632,400 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  602 Higby Rd, Middletown, CT 06457

  Expanded Colonial I - this stately home offers a spacious and dramatic first floor with two story entry and double sided balcony overlook. The large kitchen is open to eating area and large great room. One will enjoy a mudroom, first floor office and fantastic sized dining room. This amazing abode offers plenty of large windows throughout letting the outside in. The upstairs offers an oversized

  Mark Toledo Berkshire Hathaway NE Prop.

  602 Higby Rd, Middletown, CT 06457
• 

  $255,000 Sold Jun 17, 2025

  • 1,260 Sq Ft
  • $202/SF
  • 22 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1977

  92 Cynthia Ln Unit B6, Middletown, CT 06457

  Welcome to this beautifully maintained 3-bedroom, 1.5-bathroom end unit condo offering 1,260 square feet of comfortable living space. Freshly painted throughout, this bright and airy home is move-in ready! The spacious living and dining areas are perfect for entertaining or relaxing, with plenty of natural light flowing through large windows. The kitchen offers ample cabinet space and a

  EMILY Milano Kings of the House LLC

  92 Cynthia Ln Unit B6, Middletown, CT 06457

Showing Results 81 - 120, Page 3 of 18