Middletown, CT Homes

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  /31

  $225,000 Pending

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  44 Carriage Crossing Ln Unit 44, Middletown, CT 06457

  Enjoy easy, single-level living in this desirable first-floor 2-bedroom, 2-bath condo offering 840 square feet of comfortable and thoughtfully updated space. This well-maintained unit features in-unit laundry, central air conditioning, and a newer HVAC system (approximately 3-4 years old) for efficient, year-round comfort. Both bathrooms have been tastefully remodeled, including a converted

  Michael Kusy Evermark Property Group

  44 Carriage Crossing Ln Unit 44, Middletown, CT 06457
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  $2,495 total monthly price

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

  179 Butternut St Unit 7, Middletown, CT 06457

  Welcome to The Flats @ MTown West, a boutique 16-unit apartment community designed for renters who value quiet, privacy, and modern living. Unit 179-7 is a brand-new, never-lived-in 2 bedroom offering luxury finishes with an open floor plan and loads of closet space. This unit is in the ideal location for Middlesex Health, Wesleyan University, Pratt, local commuters and anyone who prefers calm

  Scott Nardozzi Cavanaugh & Company LLC

  179 Butternut St Unit 7, Middletown, CT 06457
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  $357,000 Sold Aug 01, 2025

  8 Roberta Dr, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,584 Sq Ft
  • Built 1974

  Last Sold Summary

  • 6% Below List Price
  • $225/SF
  • 27 Days On Market

  Current Estimated Value $355,247

  Last Listing Agent Peter Nowak Ryze Realty Group LLC

  8 Roberta Dr, Middletown, CT 06457
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  Est $283,574 Not Listed For Sale

  3 W Meadow Ln Unit 4, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,720 Sq Ft
  • Built 1988

  3 W Meadow Ln Unit 4, Middletown, CT 06457

  Last Sold Summary

  • 7% Above List Price
  • $153/SF
  • 36 Days On Market

  Last Sold Price $264,000

  Last Listing Agent Gina Wentworth Lebanon Green Real Estate
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  $399,999 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,958 Sq Ft

  180 Randolph Rd, Middletown, CT 06457

  Highest and best offers due 3/15/26 by 5:00pm. Welcome Home to this one of a kind, charming Colonial Farmhouse at the heart of Central CT! Offering timeless character & modern comfort, this inviting home features 3 bedrooms and 3 baths, highlighted by gorgeous hardwood floors that add warmth and charm throughout. Sun-filled rooms create a welcoming atmosphere perfect for everyday living as well

  Stacy King Eagle Eye Realty PLLC

  180 Randolph Rd, Middletown, CT 06457
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  $1,100 - $2,200 per month plus fees

  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
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  $292,000 Sold Dec 05, 2025

  791 Long Hill Rd Unit B, Middletown, CT 06457

  • 2 Beds
  • 2.5 Baths
  • 1,294 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Above List Price
  • $226/SF
  • 6 Days On Market

  Last Listing Agent Britany Goyen BB Realty CT

  791 Long Hill Rd Unit B, Middletown, CT 06457
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  Est $254,538 Not Listed For Sale

  324 Farm Hill Rd, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1949

  324 Farm Hill Rd, Middletown, CT 06457

  Last Sold Summary

  • 17% Above List Price
  • $323/SF
  • 6 Days On Market

  Last Sold Price $217,000

  Last Listing Agent Jackie Williams Sterling REALTORS
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  $249,609

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

  146 Liberty St, Middletown, CT 06457

  146 Liberty Street, Middletown, CT offers a three bedroom, one and a half bath home renovated in 2023. The main level features a functional layout with updated finishes and timeless details, along with a mudroom and a three season porch. All bedrooms are located on the second floor, along with a full bath. Additional features include a detached two car garage. Property is being sold as a short

  Keith Murphy Innovative Properties

  146 Liberty St, Middletown, CT 06457
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  $1,495 total monthly price

  • 1 Bed
  • 1 Bath
  • 1,330 Sq Ft
  • Apartment for Rent

  518 High St Unit 1st Fl N, Middletown, CT 06457

  Completely updated and spacious 1-bedroom apartment offering modern finishes and a prime Middletown location. This bright and inviting home features beautifully refinished hardwood flooring and so many closets! Enjoy the convenience of being just minutes from RT 9, Wesleyan University, Middlesex Health, Downtown Middletown, and an array of popular restaurants, shops, and entertainment. The scenic

  Heather Kilbourn Cavanaugh & Company LLC

  518 High St Unit 1st Fl N, Middletown, CT 06457
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  $207,000 Sold Oct 07, 2025

  175 Carriage Crossing Ln Unit 175, Middletown, CT 06457

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft
  • Built 1988

  Last Sold Summary

  • 6% Above List Price
  • $272/SF
  • 34 Days On Market

  Last Listing Agent Pat Blanko William Raveis Real Estate

  175 Carriage Crossing Ln Unit 175, Middletown, CT 06457
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  Est $382,799 Not Listed For Sale

  106 Arbutus St, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,355 Sq Ft
  • Built 1963

  106 Arbutus St, Middletown, CT 06457

  Last Sold Summary

  • 5% Above List Price
  • $269/SF
  • 28 Days On Market

  Last Sold Price $365,000

  Last Listing Agent Stefania Bramato Berkshire Hathaway Home Services
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  /31

  $170,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,761 Sq Ft

  25 Clinton Ave, Middletown, CT 06457

  POTENTIAL SHORT SALE. A single family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Come check it out today!!

  Thomas Mele Dorrance Realty

  25 Clinton Ave, Middletown, CT 06457
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  $1,700 - $2,000 per month plus fees

  Rose Gardens Apartments

  2 - 3 Beds

  121 Rose Cir, Middletown, CT 06457

  Rose Gardens offers spacious one bedroom flats, two and three bedroom townhomes conveniently located in a pedestrian friendly neighborhood near shopping, restaurants, schools and highways. The professionally landscaped grounds offer seasonal color year-round, maintained by Carabetta's 24 hour Maintenance Team. Appliances are included in all the units which have hardwood floors throughout.

  121 Rose Cir, Middletown, CT 06457
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  $288,500 Sold Oct 01, 2025

  801 Long Hill Rd Unit C, Middletown, CT 06457

  • 2 Beds
  • 2.5 Baths
  • 1,644 Sq Ft
  • Built 1986

  Last Sold Summary

  • 8% Below List Price
  • $175/SF
  • 72 Days On Market

  Last Listing Agent Marty Rauch Marty Rauch Real Estate

  801 Long Hill Rd Unit C, Middletown, CT 06457
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  Est $816,446 Not Listed For Sale

  49 Miner St, Middletown, CT 06457

  • 5 Beds
  • 6 Baths
  • 3,968 Sq Ft
  • Built 1999

  49 Miner St, Middletown, CT 06457

  Last Sold Summary

  • 7% Above List Price
  • $192/SF
  • 98 Days On Market

  Last Sold Price $760,000

  Last Listing Agent Dawn Satagaj William Raveis Real Estate
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  $275,000 Pending

  • 2,192 Sq Ft

  565 High St, Middletown, CT 06457

  Welcome to 565 High St, Middletown, CT. This unique commercial building is located in the heart of a residential neighborhood. It has operated as a karate dojo since 1998. The space is perfect for a hall, dance studio or open space. With dormered ceilings and a spacious basement this building is a perfect creative space. It has potential for renovations and to be converted for multiple uses. The

  David Tobin William Raveis Real Estate

  565 High St, Middletown, CT 06457
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  $1,595 total monthly price

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

  160 S Main St Unit 2nd Fl R, Middletown, CT 06457

  Updated 3 Bedroom Apartment 1 bathroom with refinished Hardwood Floors on the 2nd Floor is available now! This inviting unit features refinished hardwood floors throughout Enjoy a bright eat-in kitchen, modest sized bedrooms, plenty of closets, an updated bathroom, and numerous recent improvements. The second-floor boasts tons of natural light. Located close to Middlesex Health, Wesleyan

  Heather Kilbourn Cavanaugh & Company LLC

  160 S Main St Unit 2nd Fl R, Middletown, CT 06457
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  $155,000 Sold Dec 19, 2025

  344 Ballfall Rd, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 1,030 Sq Ft
  • Built 1938

  Last Sold Summary

  • $150/SF
  • 44 Days On Market

  Current Estimated Value $161,954

  Last Listing Agent Thomas Mele Dorrance Realty

  344 Ballfall Rd, Middletown, CT 06457
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  Est $256,641 Not Listed For Sale

  52 Afton Terrace, Middletown, CT 06457

  • 4 Beds
  • 2 Baths
  • 1,209 Sq Ft
  • Built 1971

  52 Afton Terrace, Middletown, CT 06457

  Last Sold Summary

  • 42% Above List Price
  • $150/SF
  • 32 Days On Market

  Last Sold Price $181,000

  Last Listing Agent John Oliveri Property Works New England
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  $414,900 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 1,962 Sq Ft

  2 Yellow Orange Cir, Middletown, CT 06457

  Welcome to this beautifully updated split-level PUD at 2 Yellow Orange Circle, Middletown, offering 4 bedrooms and 2.5 bathrooms with thoughtful updates throughout. The home features a bright, open layout with modern finishes, an updated kitchen and baths, and flexible living spaces ideal for today's lifestyle. Major improvements include a brand-new 200 amp electrical panel and subpanel with new

  Amy Bartolucci Coldwell Banker Realty

  2 Yellow Orange Cir, Middletown, CT 06457
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  $1,400 - $1,600 per month plus fees

  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
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  $646,457 Sold Jul 31, 2025

  132 Webster Ln Unit 2-16, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,640 Sq Ft
  • Built 2024

  Last Sold Summary

  • 2% Above List Price
  • $394/SF
  • 1 Day On Market

  Last Listing Agent Ashley Ruotolo Berkshire Hathaway NE Prop.

  132 Webster Ln Unit 2-16, Middletown, CT 06457
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  Est $446,986 Not Listed For Sale

  300 Old Mill Rd, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,460 Sq Ft
  • Built 1926

  300 Old Mill Rd, Middletown, CT 06457

  Last Sold Summary

  • 28% Above List Price
  • $142/SF
  • 25 Days On Market

  Last Sold Price $350,000

  Last Listing Agent Laura Bitondo Berkshire Hathaway Home Services
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  $339,900

  • 4 Beds
  • 2 Baths
  • 1,704 Sq Ft

  42 Saybrook Rd, Middletown, CT 06457

  This is home is located convenient to Shopping center and route 9. First floor main bedroom with full bath Addition three bedrooms on the upper level and a full bath. Builtin hutch in the dinning area. Living room with fireplace. (never used) Hardwood floors under carpeting. Ramp A detached two car garage. Property to be sold in as is condition, Contingent upon probate approval

  Ramona B Gonzalez Berkshire Hathaway NE Prop.

  42 Saybrook Rd, Middletown, CT 06457
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  /23

  $1,600 total monthly price

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

  63 Maynard St, Middletown, CT 06457

  LOCATION LOCATION LOCATION Don't miss this charming opportunity in a 4 unit apartment building located on a lovely rolling hill convenient to route 9, shopping and recreational areas. A few minutes away from Middlesex hospital, Xavier High school, Weslyan College, downtown historic Middletown with incredible dining, nightlife and community events. Off the beaten path, but close to all the best

  Troy Thibedeau Berkshire Hathaway NE Prop.

  63 Maynard St, Middletown, CT 06457
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  $280,000 Sold Oct 08, 2025

  675 Newfield St Unit 19, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,712 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Above List Price
  • $164/SF
  • 3 Days On Market

  Current Estimated Value $280,190

  Last Listing Agent Zhe Feng Eagle Eye Realty PLLC

  675 Newfield St Unit 19, Middletown, CT 06457
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  Est $299,568 Not Listed For Sale

  565 Newfield St Unit 27, Middletown, CT 06457

  • 2 Beds
  • 2.5 Baths
  • 1,676 Sq Ft
  • Built 1991

  565 Newfield St Unit 27, Middletown, CT 06457

  Last Sold Summary

  • 9% Above List Price
  • $164/SF
  • 2 Days On Market

  Last Sold Price $275,100

  Last Listing Agent Marybeth Barrett Berkshire Hathaway Home Services
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  $495,000 Under Contract

  • 6 Beds
  • 3 Baths
  • 3,226 Sq Ft

  132 Grand St, Middletown, CT 06457

  Rare opportunity for owner-occupants or investors to own an updated North End three-family on Upper Grand Street. Each unit offers 2 bedrooms and 1 bath with bright, sun-filled living spaces. The second and third floor units feature southerly-facing picture windows providing abundant natural light. Property has been extensively updated including: 1-hour rated fire doors on each level, emergency

  Natalie Grant Nat's Honey Bee Real Estate

  132 Grand St, Middletown, CT 06457
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  $1,500 - $1,950 per month plus fees

  On Ward Apartments

  1 - 2 Beds

  38 Ward St, Middletown, CT 06457

  Nestled in the heart of one of Connecticut’s most vibrant and historic cities, 38 Ward Street offers a blend of comfort, character, and convenience. Whether you're a first-time homebuyer, a growing family, or simply looking for a peaceful retreat, this home has it allKey Features:Spacious Layout: Enjoy generous living space with bright and airy rooms throughout.Charming

  38 Ward St, Middletown, CT 06457
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  $300,000 Sold Apr 23, 2025

  116 Hillside Ave, Middletown, CT 06457

  • 4 Beds
  • 2 Baths
  • 1,746 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Below List Price
  • $172/SF
  • 43 Days On Market

  Current Estimated Value $311,566

  Last Listing Agent Thomas Myles Align Realty LLC

  116 Hillside Ave, Middletown, CT 06457
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  Est $377,421 Not Listed For Sale

  60 Miner St, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,004 Sq Ft
  • Built 1981

  60 Miner St, Middletown, CT 06457

  Last Sold Summary

  • 13% Above List Price
  • $334/SF
  • 27 Days On Market

  Last Sold Price $335,000

  Last Listing Agent Kelly Puorro Puorro Realty Group
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  $249,900 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  7 W Meadow Ln Unit 5, Middletown, CT 06457

  Welcome to The Meadows and this rarely available two bedroom condo! This townhouse has two baths (one full, one half) and a kitchen with a bay window that fills the space with natural light. There is plenty of counterspace as well, making it the ideal layout for daily living or wonderful entertaining. The entire condo is spacious and open, yet has a cozy-feel when enjoying the fireplace on winter

  Margaret Mullaney William Raveis Real Estate

  7 W Meadow Ln Unit 5, Middletown, CT 06457
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  $1,232 total monthly price

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

  278 Chamberlain Rd Unit Lower Studio, Middletown, CT 06457

  Welcome to the lower-level studio at 278 Chamberlain Road. This unit features a large open-concept layout with space for a bedroom, living, and dining area all in one. Enjoy a spacious walk-in closet, a well-equipped kitchen with full-size fridge, stove, sink, and ample cabinet space, plus a full bathroom with a tub/shower combo and a charming pink vanity. A cozy and versatile studio with great

  Michael Bernard Ironclad Real Estate

  278 Chamberlain Rd Unit Lower Studio, Middletown, CT 06457
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  $375,000 Sold May 13, 2025

  28 Bacon Ave, Middletown, CT 06457

  • 5 Beds
  • 2 Baths
  • 2,414 Sq Ft
  • Built 1900

  Last Sold Summary

  • 11% Above List Price
  • $155/SF
  • 23 Days On Market

  Current Estimated Value $377,874

  Last Listing Agent Frank Balisciano Coldwell Banker Realty

  28 Bacon Ave, Middletown, CT 06457
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  Est $266,648 Not Listed For Sale

  148 Evergreen Cir, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 976 Sq Ft
  • Built 1967

  148 Evergreen Cir, Middletown, CT 06457

  Last Sold Summary

  • 62% Above List Price
  • $169/SF
  • 102 Days On Market

  Last Sold Price $165,000

  Last Listing Agent Todd Bakoledis Coldwell Banker Realty
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  /2

  $249,000 Pending

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

  210 Dripps Rd, Middletown, CT 06457

  A rare opportunity to own a beautiful parcel featuring an historic property in a very quiet area. Amazingly, this home is in the same unspoiled setting of almost 300 years, with over 100 acres of protected land beyond its 2.36 acre parcel. Rich in character and rooted in local history, this property offers a unique canvas for restoration or redevelopment, with no neighbors crowding this

  Anna Carabetta Berkshire Hathaway NE Prop.

  210 Dripps Rd, Middletown, CT 06457
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  $1,300 - $1,450 per month plus fees

  Apartment for Rent

  1 Bed

  562 Main St, Middletown, CT 06457

  Located on vibrant Main St, downtown Middletown just a walk away from shops, restaurants, and entertainment. Walking distance to a grocery market and convenience store. On the bus route. Lease terms: One year. Water is included. The renter pays directly for electricity and heat. No smoking building and no pets allowed.

  562 Main St, Middletown, CT 06457
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  $195,000 Sold Mar 10, 2026

  301 Carriage Crossing Ln Unit 301, Middletown, CT 06457

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft
  • Built 1988

  Last Sold Summary

  • 9% Above List Price
  • $257/SF
  • 35 Days On Market

  Current Estimated Value $177,970

  Last Listing Agent Steve Jones Jr KW Legacy Partners

  301 Carriage Crossing Ln Unit 301, Middletown, CT 06457
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  Est $392,612 Not Listed For Sale

  580 Hunting Hill Ave, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,350 Sq Ft
  • Built 1948

  580 Hunting Hill Ave, Middletown, CT 06457

  Last Sold Summary

  • 3% Above List Price
  • $281/SF
  • 48 Days On Market

  Last Sold Price $380,000

  Last Listing Agent Lori Shields William Raveis Real Estate

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