Middlesex, CT Homes

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  $217,500

  • 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
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  /20

  $2,150 per month

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • House for Rent

  268 Bow Ln, Middletown, CT 06457

  Welcome to the charming 3 Bedroom Antique Colonial in the heart of Middletown, CT. This historic gem offers a delightful blend of classic elegance and modern convenience. Step inside to discover a remodeled kitchen, updated appliances, and ample cabinet space. With a dedicated laundry room, you can bid farewell to laundromat visits and enjoy the convenience of doing laundry in the comfort of your

  Heather Kilbourn Cavanaugh & Company LLC

  268 Bow Ln, 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 $406,172 Not Listed For Sale

  • 6 Beds
  • 3.5 Baths
  • 2,384 Sq Ft

  25 Butternut St, Middletown, CT 06457

  25 Butternut St, Middletown, CT 06457
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  $599,900

  • 4 Beds
  • 3.5 Baths
  • 3,833 Sq Ft

  120 Scenic View Dr, Middletown, CT 06457

  Stately, custom-built Colonial nestled on a level lot with sweeping countryside views! This home offers a flexible floor plan and quality features throughout. The upper level includes a spacious bonus room that serves as the 4th bedroom, and a serene primary suite with a large en suite bath and walk-in closet. The main level boasts an open layout with hardwood floors, a formal dining room, a

  Meghan Hess Real Broker CT, LLC

  120 Scenic View Dr, Middletown, CT 06457
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  /15

  $1,450 - $1,500 per month

  Birchwood Apartments

  1 Bed

  400 Washington St, Middletown, CT 06457

  Out with the old, in with the new. Come see Middletown's newly renovated, re-developed community Located in the heart of Middletown! Birchwood Realty offers an exceptional lifestyle with amenities at your disposal that range from dramatic eight-foot ceilings to professional management and maintenance teams - and everything in between. The apartments in Birchwood Realty are unparalleled with any

  400 Washington St, 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 $313,491 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,184 Sq Ft

  17 Alsop Ave, Middletown, CT 06457

  17 Alsop Ave, Middletown, CT 06457
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  $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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  /13

  $1,300 per month

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

  9 Longworth Ave Unit 3, Middletown, CT 06457

  This third-floor 1-bedroom apartment is located in a well-maintained multi-family building on a quiet dead-end street, just minutes from restaurants, retail, and grocery stores in Middletown. Pets are considered on a case-by-case basis with owner approval. Tenants are responsible for gas, electric, and utilities. A two-month security deposit is required. Laundry hookups in basement. A credit

  Nick Gilham Real Broker CT, LLC

  9 Longworth Ave Unit 3, 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 $290,698 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,240 Sq Ft

  11 Omo St, Middletown, CT 06457

  11 Omo St, Middletown, CT 06457
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  /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
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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
• 

  $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 $207,491 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 796 Sq Ft

  33 Hillside Ave, Middletown, CT 06457

  33 Hillside Ave, Middletown, CT 06457
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  /20

  $425,000

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

  6 Bidwell Terrace, Middletown, CT 06457

  Beautiful new construction property in Middletown CT. 3 bedrooms, 3 bathrooms. Large back yard. 1 car automated garage and additional spaces for a car. Corner lot. House comes with 1 year warranty, transferable to new owner. Brand new stainless steel appliances. Central air. Only carpet in bedrooms, rest is beautiful hard wood floors. Close to Middlesex hospital, downtown, and Wesleyan

  Derek Greene Derek Greene

  6 Bidwell Terrace, Middletown, CT 06457
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  /12

  $1,595 per month

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

  174 Burgundy Hill Ln Unit 174, Middletown, CT 06457

  Welcome to your new home in the heart of Peppermill Village! This fully updated 1-bedroom, 1-bath Condo features a spacious layout, stainless steel appliances, and plenty of closet space. Enjoy the open living area that leads to your balcony-complete with an extra storage closet. A spiral staircase takes you to a sunny loft space that's perfect for a home office, relaxing, or even an additional

  Lindy Hoyt Century 21 AllPoints Realty

  174 Burgundy Hill Ln Unit 174, Middletown, CT 06457
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  $238,000 Sold Jul 15, 2025

  • 1,088 Sq Ft
  • $219/SF
  • 25 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  2 Countryside Ln Unit 5, Middletown, CT 06457

  Cedar Ridge Complex is located near the downtown area and is in close proximity to highway access, shopping, Middlesex Community College and everything you could need. Unit has a total of 1600sf with the finished basement area included, Unit has hardwood flooring throughout, kitchen has granite countertops, stainless steel appliances, recessed lighting, and travertine tile floors in all the

  Joan Strickland Joan Strickland Real Estate of

  2 Countryside Ln Unit 5, Middletown, CT 06457
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  Est $427,775 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,276 Sq Ft

  84 Mccormick Ln, Middletown, CT 06457

  84 Mccormick Ln, 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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  /23

  $1,695 - $3,050 per month

  Midd-Town Apartments

  Studio - 2 Beds

  138 College St, Middletown, CT 06457

  Come experience Midd-Town Apartments, our exciting new luxury development in downtown Middletown, CT. Midd-Town offers a variety of open floor plan apartments with an on-site fitness room, rooftop deck and garage parking available for rent. Midd-Town Apartments are conveniently located near Rt. 9 and I-91, minutes to downtown Hartford, Wesleyan University, Middlesex Community College, and

  138 College St, Middletown, CT 06457
• 

  $231,000 Sold Jul 14, 2025

  • 1,088 Sq Ft
  • $212/SF
  • 45 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  141 Julia Terrace, Middletown, CT 06457

  This condo with 2 bedrooms and 1 and a half bathrooms has been renovated within 2 1/2 years--- new flooring, updated eat in kitchen (stainless appliances) and bathrooms; and has just been repainted again for the new owner. There is plenty of light for each room (sky lights on 2nd floor and sliders to a balcony). There is as pull down staircase to the attic for lots of storage and with a whole

  Deborah Northrop Berkshire Hathaway NE Prop.

  141 Julia Terrace, Middletown, CT 06457
• 

  Est $308,934 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,282 Sq Ft

  92 Ridge Rd, Middletown, CT 06457

  92 Ridge Rd, Middletown, CT 06457
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  /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
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  /13

  $1,900 per month

  • 2 Beds
  • 1 Bath
  • 1,944 Sq Ft
  • Apartment for Rent

  41 Oak St Unit 3, Middletown, CT 06457

  Spacious third floor unit in a three family house, ample kitchen freshly painted and hardwood floors throughout Close to Wesleyan University, Downtown stores, shops and restaurants. Easy access to Interstates and just minutes to the shore.

  Tania Pinzon CLS Group

  41 Oak St Unit 3, Middletown, CT 06457
• 

  $317,000 Sold Jul 14, 2025

  • 1,240 Sq Ft
  • $256/SF
  • 56 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1956

  25 Sunnyslope Dr, Middletown, CT 06457

  This charming 2-bedroom ranch is a comfortable and convenient one-level living experience. Featuring hardwood floors throughout, the home has warmth and character overlooking peaceful farmlands and a view of the rolling hills of Middletown. The large kitchen comes equipped with a breakfast nook and plenty of cabinet space. It has an additional room off the backside, which can be used for an

  Lisa Burns Executive Real Estate Inc.

  25 Sunnyslope Dr, Middletown, CT 06457
• 

  Est $285,191 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,267 Sq Ft

  45 Fisher Rd, Middletown, CT 06457

  45 Fisher Rd, Middletown, CT 06457
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  /3

  $449,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  00 Villa St, Middletown, CT 06457

  DON"T SETTLE on Your Home: Take this opportunity to get the House of your Dreams... This lot has a picturesque view with over 100 feet of secluded River views (No Flood Ins. Needed) on a cul-de-sac with 120 ft. of road frontage. This lot already has an ideal home option with 3bd, 2 bath, open concept custom Kitchen (quartz countertops, Island, Tile floor), Dining room with sliders to deck area,

  Lisa Sherman My Realtor, LLC

  00 Villa St, Middletown, CT 06457
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  $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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  $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 $179,269 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,041 Sq Ft

  111 Dekoven Dr Unit 206, Middletown, CT 06457

  111 Dekoven Dr Unit 206, Middletown, CT 06457
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  /40

  $445,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,275 Sq Ft

  389 Chamberlain Rd, Middletown, CT 06457

  Stunning 3-bedroom, 2-bath Contemporary Cape on 1.01 acres, offering 2275 sq ft of elegant living space. Gleaming hardwood floors flow throughout, creating a warm and inviting ambiance. The 1st floor features a modern kitchen with granite counters and a cozy eating area that seamlessly opens to a formal living room, highlighted by a stunning fieldstone fireplace with a raised hearth-perfect for

  Bennett Forrest KW Legacy Partners

  389 Chamberlain Rd, 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
• 

  $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 $254,180 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,336 Sq Ft

  9 Stirling Ct, Middletown, CT 06457

  9 Stirling Ct, Middletown, CT 06457
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  /21

  $435,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,096 Sq Ft

  14 Greenview Terrace, Middletown, CT 06457

  Get ready to fall in love with this stunning colonial. Tucked away on a rear lot, with more than quarter-acre, this 2002 gem offers the perfect blend of modern updates and classic charm. Step inside and prepare to be wowed by the grand sitting room featuring soaring vaulted ceilings that create an incredibly bright and airy, open-concept vibe. This spacious feel flows seamlessly into the dining

  Joe Fazzino eXp Realty

  14 Greenview Terrace, Middletown, CT 06457
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  /35

  $1,250 - $1,800 per month

  Woodrow Wilson Apartments

  Studio - 1 Bed

  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
• 

  $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
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  /2

  Est $248,748 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  220 Russell St, Middletown, CT 06457

  220 Russell St, Middletown, CT 06457

Showing Results 81 - 120, Page 3 of 18