Middletown, CT Homes

• 

  

  

  /26

  $259,900 Pending

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  133 Carriage Crossing Ln, Middletown, CT 06457

  Fantastic first-floor 2-bedroom, 2 full-bath unit in one of Middletown's most desirable condominium communities with many recent upgrades. The open living/dining area features soaring ceilings, a wood-burning fireplace, and abundant natural light from multiple beautiful windows. This unit has ample storage, including an additional exterior storage closet. Carriage Crossing offers exceptional

  Joseph Snell Luxe Realty LLC

  133 Carriage Crossing Ln, Middletown, CT 06457
• 

  

  

  /18

  $2,375 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Townhouse for Rent

  27 Woodside Cir Unit 37, Middletown, CT 06457

  Fully renovated top to the bottom. Very quiet residential neighborhood. Lots of yard in the front and back. Tons of parking space. 3 bedrooms and 2 full bathrooms. Open concept living, dining and kitchen. Hardwood floors throughout the house. Mud room. Tons of storage in the basement. Ready to move in April. Tenant pays for all the utilities.

  Naima Mazouzi Eagle Eye Realty PLLC

  27 Woodside Cir Unit 37, Middletown, CT 06457
• 

  $230,000 Sold Dec 12, 2025

  137 Knowles Ave Unit 137, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,128 Sq Ft
  • Built 1989

  Last Sold Summary

  • 4% Below List Price
  • $204/SF
  • 44 Days On Market

  Current Estimated Value $233,069

  Last Listing Agent Wynne Lord Coldwell Banker Realty

  137 Knowles Ave Unit 137, Middletown, CT 06457
• 

  Est $255,898 Not Listed For Sale

  9 Stirling Ct, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,336 Sq Ft
  • Built 1971

  9 Stirling Ct, Middletown, CT 06457

  Last Sold Summary

  • 11% Above List Price
  • $172/SF
  • 7 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Melissa Rothman eXp Realty
• 

  

  

  /6

  $649,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,006 Sq Ft

  Lot 3 Coleman Rd, Middletown, CT 06457

  A functional layout in an ideal setting! This is a TO BE BUILT 2,006 sq ft home on a nice sized 2.12 acre lot. A traditional style house plan featuring an open concept Kitchen and Family Room space with hardwood flooring throughout the first floor. The Dining Room will have decorative picture frame molding creating a timeless feel. Relax and recharge in the large Primary Bedroom suite. Three

  Dori Degennaro William Raveis Real Estate

  Lot 3 Coleman Rd, Middletown, CT 06457
• 

  

  /35

  $1,670 - $2,100 total monthly price

  Meadoway Gardens

  1 - 2 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
• 

  $189,909 Sold Oct 16, 2025

  18 Bacon Ave, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Above List Price
  • $167/SF
  • 2 Days On Market

  Current Estimated Value $189,568

  Last Listing Agent Keith Murphy Innovative Properties

  18 Bacon Ave, Middletown, CT 06457
• 

  /2

  Est $277,445 Not Listed For Sale

  220 Russell St, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft
  • Built 1961

  220 Russell St, Middletown, CT 06457

  Last Sold Summary

  Last Listing Agent Michelle MacNeil William Raveis Real Estate
• 

  

  /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
• 

  

  /17

  $2,500 total monthly price

  • 2 Beds
  • 2 Baths
  • 976 Sq Ft
  • Apartment for Rent

  424 Main St Unit G, 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 offer 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 G, Middletown, CT 06457
• 

  $429,000 Sold Feb 06, 2026

  77 Lindsey Rd, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft
  • Built 1988

  Last Sold Summary

  • 10% Below List Price
  • $227/SF
  • 180 Days On Market

  Current Estimated Value $436,588

  Last Listing Agent Sandy Orsie Berkshire Hathaway NE Prop.

  77 Lindsey Rd, Middletown, CT 06457
• 

  Est $251,841 Not Listed For Sale

  190 Spencer Dr, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft
  • Built 1952

  190 Spencer Dr, Middletown, CT 06457

  Last Sold Summary

  • 5% Above List Price
  • $263/SF
  • 7 Days On Market

  Last Sold Price $240,000

  Last Listing Agent Thomas Mele Dorrance Realty
• 

  

  /40

  $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
• 

  

  /35

  $1,936 - $2,708 total monthly price

  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
• 

  $165,000 Sold May 09, 2025

  Lot 15 Round Hill Rd, Middletown, CT 06457

  • Land
  • 5.62 Acres
  • $29,359 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 31 Days On Market

  Last Listing Agent Peter Carbutti Carbutti & Co., Realtors

  Lot 15 Round Hill Rd, Middletown, CT 06457
• 

  Est $388,498 Not Listed For Sale

  229 Nejako Dr, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,323 Sq Ft
  • Built 1964

  229 Nejako Dr, Middletown, CT 06457

  Last Sold Summary

  • 11% Above List Price
  • $265/SF
  • 1 Day On Market

  Last Sold Price $350,000

  Last Listing Agent Taheera Pinto William Raveis Real Estate
• 

  

  /11

  $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
• 

  

  /17

  $1,650 total monthly price

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

  81 Middlefield St Unit 2, Middletown, CT 06457

  Move-in ready, newly renovated second-floor apartment available in a convenient Middletown location near shopping, restaurants, and major highways. This bright and inviting 1-bedroom, 1-bath unit offers approximately 820 sq ft with an open, functional layout and a spacious living area filled with natural light. Features include air conditioning, laundry hookups, private balcony access, and use of

  Santo Gulino William Raveis Real Estate

  81 Middlefield St Unit 2, Middletown, CT 06457
• 

  $346,000 Sold Jul 11, 2025

  20 Mulberry Ln, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,024 Sq Ft
  • Built 1994

  Last Sold Summary

  • 2% Above List Price
  • $338/SF
  • 31 Days On Market

  Current Estimated Value $351,924

  Last Listing Agent Sarah Paterno Showcase Realty, Inc.

  20 Mulberry Ln, Middletown, CT 06457
• 

  Est $308,523 Not Listed For Sale

  10 Walnut St, Middletown, CT 06457

  • 4 Beds
  • 2 Baths
  • 2,657 Sq Ft
  • Built 1916

  10 Walnut St, Middletown, CT 06457

  Last Sold Summary

  • 16% Above List Price
  • $100/SF
  • 159 Days On Market

  Last Sold Price $265,000

  Last Listing Agent David Tigner Radiant New Horizon Homes, LLC
• 

  

  /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
• 

  

  /31

  $1,450 - $1,700 per month plus fees

  Stillman School Apartments

  Studio - 1 Bed

  62 Loveland St, Middletown, CT 06457

  Contemporary one bedroom apartment in beautiful brick building originally built as an elementary school in 1936. Studio apartment with high ceilings, large windows, and storage loft. Kitchen with stove, dishwasher, refrigerator. Full bath.Coin laundry in building. Parking. Intercom entry. No pets, Non-smoking building. Within walking distance to Wesleyan University, Middlesex Hospital, and

  62 Loveland St, Middletown, CT 06457
• 

  $319,900 Sold Sep 24, 2025

  46 Johnson St, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft
  • Built 1886

  Last Sold Summary

  • $216/SF
  • 52 Days On Market

  Current Estimated Value $310,700

  Last Listing Agent Jennifer Stich Tier 1 Real Estate

  46 Johnson St, Middletown, CT 06457
• 

  Est $270,251 Not Listed For Sale

  5 Afton Terrace, Middletown, CT 06457

  • 4 Beds
  • 2 Baths
  • 1,748 Sq Ft
  • Built 1971

  5 Afton Terrace, Middletown, CT 06457

  Last Sold Summary

  • 4% Above List Price
  • $149/SF
  • 2 Days On Market

  Last Sold Price $260,000

  Last Listing Agent Qin Lin Sovereign Properties
• 

  

  /24

  $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
• 

  

  /19

  $2,000 total monthly price

  • 2 Beds
  • 2 Baths
  • 866 Sq Ft
  • House for Rent

  299 Carriage Crossing Ln Unit 299, Middletown, CT 06457

  Welcome to 299 Carriage Crossing Lane, a well-located rental home in a calm and quiet neighborhood of Middletown. This peaceful setting offers a friendly community atmosphere while being conveniently close to Middletown's Main Avenue, providing easy access to shopping, dining, and everyday amenities. The home features a comfortable and functional layout with a vaulted ceiling, cozy fireplace, and

  Anna Kistoo eXp Realty

  299 Carriage Crossing Ln Unit 299, Middletown, CT 06457
• 

  $417,000 Sold Feb 13, 2026

  154 Glenwood Terrace, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,925 Sq Ft
  • Built 1965

  Last Sold Summary

  • 2% Below List Price
  • $217/SF
  • 3 Days On Market

  Current Estimated Value $419,496

  Last Listing Agent Nancy Newman LPT Realty

  154 Glenwood Terrace, Middletown, CT 06457
• 

  Est $447,949 Not Listed For Sale

  104 Morning Glory Dr, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,826 Sq Ft
  • Built 1994

  104 Morning Glory Dr, Middletown, CT 06457

  Last Sold Summary

  • 12% Above List Price
  • $219/SF
  • 9 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Kathy Hoyt Dow Della Valle
• 

  

  /39

  $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
• 

  

  /23

  $1,695 - $3,095 per month plus fees

  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
• 

  $475,000 Sold May 07, 2025

  48 Jackson St, Middletown, CT 06457

  • 6 Beds
  • 3 Baths
  • 2,769 Sq Ft
  • Built 1900

  Last Sold Summary

  • 6% Above List Price
  • $172/SF
  • 40 Days On Market

  Current Estimated Value $483,031

  Last Listing Agent Sacha Armstrong William Pitt Sotheby's International Realty

  48 Jackson St, Middletown, CT 06457
• 

  Est $305,031 Not Listed For Sale

  12 Woodlot Ln, Middletown, CT 06457

  • 3 Beds
  • 3 Baths
  • 1,196 Sq Ft
  • Built 1972

  12 Woodlot Ln, Middletown, CT 06457

  Last Sold Summary

  • 30% Above List Price
  • $196/SF
  • 6 Days On Market

  Last Sold Price $234,000

  Last Listing Agent Carolyn Butkevich Regency Real Estate, LLC
• 

  

  /4

  $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
• 

  

  /6

  $1,700 total monthly price

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

  57 Burgundy Hill Ln, Middletown, CT 06457

  Well-maintained condo for rent featuring a bright layout, comfortable living space, and a convenient location near shopping, dining, and highways! No smoking/Vaping. No pets.

  Mandy Royce Dave Jones Realty, LLC

  57 Burgundy Hill Ln, Middletown, CT 06457
• 

  $530,000 Sold Jan 09, 2026

  27 Valley Dr, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,204 Sq Ft
  • Built 1991

  Last Sold Summary

  • $240/SF
  • 5 Days On Market

  Current Estimated Value $525,827

  Last Listing Agent Emily Curtis William Raveis Real Estate

  27 Valley Dr, Middletown, CT 06457
• 

  Est $486,395 Not Listed For Sale

  90 Annette Place, Middletown, CT 06457

  • 5 Beds
  • 2 Baths
  • 2,506 Sq Ft
  • Built 1959

  90 Annette Place, Middletown, CT 06457

  Last Sold Summary

  • 11% Above List Price
  • $176/SF
  • 49 Days On Market

  Last Sold Price $440,000

  Last Listing Agent Patrick Lawrence Coldwell Banker Realty
• 

  

  /25

  $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
• 

  

  /14

  $1,133 - $1,730 per month plus fees

  Stoneycrest Tower

  Studio - 2 Beds

  352 Newfield St, Middletown, CT 06457

  Stoneycrest Towers is a 50 year old and older community offering spacious studio, one and two bedroom apartments in a pedestrian friendly neighborhood within close proximity to shopping, restaurants, bus lines and highways. A Resident Service Coordinator is onsite for the residents during business hours, located in the property's community room. All units are handicap accessible via elevators.

  352 Newfield St, Middletown, CT 06457
• 

  $252,399 Sold Oct 23, 2025

  47 Ridge Rd, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,376 Sq Ft
  • Built 1879

  Last Sold Summary

  • 25% Below List Price
  • $183/SF
  • 88 Days On Market

  Current Estimated Value $254,287

  Last Listing Agent Carl Guild Carl Guild & Associates

  47 Ridge Rd, Middletown, CT 06457
• 

  Est $333,678 Not Listed For Sale

  53 Markham St, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,130 Sq Ft
  • Built 1953

  53 Markham St, Middletown, CT 06457

  Last Sold Summary

  • 6% Above List Price
  • $279/SF
  • 2 Days On Market

  Last Sold Price $315,000

  Last Listing Agent Tracey Precourt Century 21 Clemens Group

Showing Results 121 - 160, Page 4 of 18