Middlesex, CT Homes

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  $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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  /13

  $2,400 per month

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

  424 Main St Unit F, Middletown, CT 06457

  Welcome to Middletown's newest luxury apartments!! The 424 Main Street apartments are located in the heart of town within walking distance of vibrant restaurants, cafes, shopping and Wesleyan University. 424 Main Street apartments offers luxuriously finished and unique 1 bedroom, and 2 bedroom units that provide an upscale design while capturing the buildings rich history. Each unit at 424 Main

  Marianna Terenzio William Raveis Real Estate

  424 Main St Unit F, Middletown, CT 06457
• 

  $275,000 Sold Jul 07, 2025

  • 2,042 Sq Ft
  • $135/SF
  • 53 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1860

  191 Long Hill Rd, Middletown, CT 06457

  Step into timeless charm with this delightful 4-bedroom home, one and a half baths, and 2,042 square feet of living space. Set on a level 0.46-acre lot surrounded by beautiful countryside, this circa-1860 gem is full of character and ready for your personal touch. Enjoy peaceful views and outdoor strolls with a lovely walking path just across the street. The location is convenient to all your

  Carol Farmer William Raveis Real Estate

  191 Long Hill Rd, Middletown, CT 06457
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  Est $338,329 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,342 Sq Ft

  55 Dorothy Dr, Middletown, CT 06457

  55 Dorothy Dr, Middletown, CT 06457
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  /39

  $319,900

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft

  46 Johnson St, Middletown, CT 06457

  Welcome home to this charming and well-maintained colonial home on a large corner lot in Middletown. This property offers great updates, natural light and thoughtful features throughout, plus easy access to Route 9 and all that downtown Middletown has to offer-shopping, dining, and entertainment just minutes away. Step inside and enjoy the peace of mind that comes with new windows (2021), young

  Jennifer Stich Tier 1 Real Estate

  46 Johnson St, Middletown, CT 06457
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  /45

  $1,950 per month

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • Condo for Rent

  67 E Main St Unit 65-B, Middletown, CT 06457

  A great 3 bedroom / 1 bath apartment on the 2nd floor of a 4 family home. Adjacent to baseball fields, walk to riverfront. Easy access to Rt9, close to all essential amenities in walking distance such as CVS, post office and hospital, many stores, restaurants and other entertainment. Off street parking available. Coin op washer and dryer in the basement

  67 E Main St Unit 65-B, Middletown, CT 06457
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  $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
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  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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  /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
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  /14

  $2,200 per month

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • House for Rent

  20 Ridgewood Rd, Middletown, CT 06457

  Well maintained and updated three bedroom ranch in desirable area of middletown. Close to schools, churches, and shopping convenient access to hwy. Newer kitchen and bathroom, Hardwood floors, finished lower level w/ full bath. Level backyard , Garage with plenty of off street parking. Rent Spree Application Link:

  Santo Gulino William Raveis Real Estate

  20 Ridgewood Rd, Middletown, CT 06457
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  $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
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  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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  /30

  $175,000

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  17 Mckenna Dr, Middletown, CT 06457

  Rarely available co-op in Wadsworth Grove. 3-bedroom townhouse nestled in a quaint & peaceful community. The interior features a practical layout, designed for easy & manageable living with ample space. Enjoy the charming private patio, tranquil pond views from this home & lovely walking paths. HOA INCLUDES: heat, hot-water, taxes & water usage. Situated within Middletown's dynamic small-city

  Michelle Mazzotta eXp Realty

  17 Mckenna Dr, Middletown, CT 06457
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  /43

  $2,750 per month

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • House for Rent

  16 Durant Terrace, Middletown, CT 06457

  A great single family home in a quiet set back neighborhood yet with easy nearby access to many local commercial venues as well as easy access to Rt9. Freshly renovated and ready for your family to make home. The house has a high efficiency gas boiler and great insulation to provide draft free and very affordable heating and endless hot water from the on demand system. Off street parking for

  16 Durant Terrace, Middletown, CT 06457
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  $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
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  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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  /32

  $365,000

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  58 Frissell Terrace, Middletown, CT 06457

  Nothing is sweeter than this fully remodeled 3 bedroom, 2 full bath cape. Walk into a true open floor plan. The bright sunny living room is open to the dining area and the kitchen. Refinished hardwood floors throughout the main level. The kitchen includes all new cabinets, quartz counters, stainless steel appliances and and island. The main floor also includes two spacious sized rooms, a gorgeous

  Tracey Precourt Century 21 Clemens Group

  58 Frissell Terrace, Middletown, CT 06457
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  /21

  $2,300 per month

  • 4 Beds
  • 1.5 Baths
  • 1,366 Sq Ft
  • House for Rent

  221 Ridge Rd, Middletown, CT 06457

  Spacious 4 bedroom, 1 & 1/2 bath farmhouse colonial house available for rent. The first floor offers one bedroom, the half bath and the laundry room. The upper level has 3 bedrooms and the full bathroom. This home is well maintained and has hardwood floors throughout. Large backyard, plenty of parking and space for the entire family. Tenant is responsible for all utilities, lawn care, trash

  Shy Grahame Berkshire Hathaway NE Prop.

  221 Ridge Rd, Middletown, CT 06457
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  $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
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  Est $248,287 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 976 Sq Ft

  148 Evergreen Cir, Middletown, CT 06457

  148 Evergreen Cir, 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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  /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
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  $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
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  Est $301,747 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,342 Sq Ft

  575 Long Ln, Middletown, CT 06457

  575 Long Ln, Middletown, CT 06457
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  /22

  $395,000

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft

  10 Yellow Green Rd, Middletown, CT 06457

  Welcome home to this beautifully renovated 4-bedroom, 2 full bathroom contemporary gem, tucked away in a peaceful cul-de-sac within the Wesleyan Hills community! Step inside to an open floor plan filled with natural light, featuring newly installed flooring, cathedral ceiling's and rich hardwood floors that flow throughout the home. The heart of the home is the stunning new kitchen, complete with

  Michelle Orozco mygoodagent

  10 Yellow Green Rd, Middletown, CT 06457
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  /19

  $1,675 per month

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

  359 S Main St Unit 2, Middletown, CT 06457

  This 2nd floor 2 bedroom unit was updated less than a year ago. With over 825 sq ft of living space just waiting for you to move in. Off Street parking is a plus. Heat is included in your monthly rental amount. We are first months rent and two months security deposit. Please no smoking/vaping or pets. A 1 garage bay is also available for an additional $100 per month. This unit is available for

  Scott Nardozzi Cavanaugh & Company LLC

  359 S Main St Unit 2, Middletown, CT 06457
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  $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
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  Est $379,312 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,350 Sq Ft

  580 Hunting Hill Ave, Middletown, CT 06457

  580 Hunting Hill Ave, Middletown, CT 06457
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  /3

  $60,000

  • Land
  • 0.08 Acre
  • $750,000 per Acre

  18 Portland St, Middletown, CT 06457

  TEAR DOWN- PROPERTY IS FIRE DAMAGED BEING SOLD AS-IS AS SEEN. CURRENT BUILDING ON THE PROPERTY IS A 2 FAMILY. ALL UTILITIES AVAILABLE ON STREET. PLEASE REACH OUT TO LISTING AGENT AARON COUTU-DO NOT ENTER PROPERTY WITHOUT PERMISSION. NO RECORDS OR HISTORY OF PROPERTY IN HAND. LAND VALUE ONLY

  Aaron Coutu Keller Williams Realty Leading Edge

  18 Portland St, Middletown, CT 06457
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  /15

  $1,600 per month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • House for Rent

  80 Prospect St Unit 2, Middletown, CT 06457

  1 Bed / 1 Bath Apartment—Second Floor Unit with Parking Cozy and clean 1-bedroom, 1-bath apartment located on the second floor of a quiet two-family home in Middletown, CT. Approximately 600 sq ft of living space with great natural light and a functional layout.Key Features:1 bedroom / 1 bathroom Outdoor parking in shared drivewayQuiet residential

  80 Prospect St Unit 2, Middletown, CT 06457
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  $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
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  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
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  /17

  $299,000 Open Sun 3:30PM - 5:30PM

  • 2 Beds
  • 2.5 Baths
  • 1,644 Sq Ft

  801 Long Hill Rd Unit C, Middletown, CT 06457

  A Townhouse Style Condominium in Long Hill Condominiums that is in very good condition and with a partially finished walkout lower level. This home has approximately 1,294 square feet on the first and second floors, plus approximately 350+ square feet in the walk out finished lower level, with a slider to the Bluestone patio and the back yard. There's a common area for nature lovers, and the

  Marty Rauch Marty Rauch Real Estate

  801 Long Hill Rd Unit C, Middletown, CT 06457
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  /12

  $2,100 per month

  • 3 Beds
  • 1 Bath
  • 1,131 Sq Ft
  • Apartment for Rent

  23 Silver St Unit 1st Floor, Middletown, CT 06457

  Welcome to 23 Silver Street. This 3 bedroom/1 bath apartment is newly built and has never been occupied. This apartment has the perfect combination of comfort, style, and convenience. This is a first floor unit that has been thoughtfully designed with modern living in mind, featuring a spacious layout and contemporary finishes throughout. Enjoy the ease of first-floor access, ideal for anyone

  Chanelle Goldson KW Legacy Partners

  23 Silver St Unit 1st Floor, Middletown, CT 06457
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  $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
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  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
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  /40

  $399,900 Open Sat 10AM - 12PM

  • 3 Beds
  • 2 Baths
  • 1,818 Sq Ft

  76 Milardo Ln, Middletown, CT 06457

  Welcome to 76 Milardo Lane, a beautifully maintained ranch offering comfort, flexibility, and scenic charm in one of Middletown's most sought-after neighborhoods. Nestled on a spacious 0.7-acre lot with Round Hill Brook flowing through the backyard, this home offers the peace of nature just steps from your door. Inside, you'll find a bright and airy open-concept layout featuring a welcoming front

  Brittany O'Hara William Raveis Real Estate

  76 Milardo Ln, Middletown, CT 06457
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  /20

  $1,750 per month

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  116 Hillside Ave Unit 1ST FLOOR, Middletown, CT 06457

  Now Available! 3-Bedroom Apartment in Great Location – MiddletownDon’t miss this opportunity! This beautiful first-floor apartment is located in a quiet and convenient area of Middletown, just minutes from downtown, close to shopping, restaurants, and with easy access to highways.??? 3 bedrooms (one perfect as a home office or children’s room)?? Washer and dryer hookups

  116 Hillside Ave Unit 1ST FLOOR, Middletown, CT 06457
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  $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
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  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

Showing Results 161 - 200, Page 5 of 18