Middletown, CT Homes

• 

  

  

  /17

  $589,900

  New Construction $40K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,430 Sq Ft

  137 Webster Ln Unit 2-42, Middletown, CT 06457

  Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "MARTIN II," Under CONSTRUCTION! Now with many new UPGRADES - available for occupancy in early 2027 Located in the highly sought-after Westfield section of Middletown, this beautiful 1,430 sq. ft. home has the convenience of single-floor living with top-of-the-line features and Elegant Design:

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  137 Webster Ln Unit 2-42, Middletown, CT 06457
• 

  

  /2

  $1,775 Plus Fees

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Condo for Rent

  23 Portland St Unit 1, Middletown, CT 06457

  Property Id: 2740847 Come see your new home extremely close to plenty of eateries, libraries, hospitals, stores, shops, etc. Bus lines and more

  23 Portland St Unit 1, Middletown, CT 06457
• 

  $315,000

  Sold Nov 25, 2025

  85 Meech Rd, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,267 Sq Ft
  • Built 1953

  Last Sold Summary

  • 5% Above List Price
  • $249/SF
  • 4 Days On Market

  Current Estimated Value $325,002

  Last Listing Agent Theresa Bitondo Berkshire Hathaway NE Prop.

  85 Meech Rd, Middletown, CT 06457
• 

  Not Listed For Sale

  0 Kelsey St, Middletown, CT 06457

  0 Kelsey St, Middletown, CT 06457

  Last Sold Summary

  • 117 Days On Market

  Last Listing Agent Dale Bunn Riverview Realty, LLC
• 

  

  

  /32

  $549,000

  New Construction Pending

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft

  18 Talcott Ridge Dr, Middletown, CT 06457

  Award-winning builder, Reinhard Von Hollander proudly presents "The Cameron", one of his most sought-after models; sure to please the most discerning buyer. Quality and design meet as the home features a customizable, open floor plan, presenting future homeowners with an opportunity to make the space truly their own. It comes with 3 bedrooms and 2 full baths, including a spacious primary suite.

  Nicola DeLuca eXp Realty

  18 Talcott Ridge Dr, Middletown, CT 06457
• 

  

  /6

  $1,975 Per Month

  • 2 Beds
  • 1 Bath
  • 770 Sq Ft
  • Condo for Rent

  17 Elm St Unit 17A, Middletown, CT 06457

  Freshly renovated 2 bed unit in centrally located multifamily home on quiet one way street. Close to shopping and many amenities, easy access to Rt9, assigned off street parking. Unit heated by high efficiency gas furnace, HEAT INCLUDED. On call property management. This remodeled 2nd floor 2 bedroom unit is ready for your immediate occupancy. Make this your home for the holidays!

  17 Elm St Unit 17A, Middletown, CT 06457
• 

  $225,000

  Sold Dec 15, 2025

  30 Orange Rd Unit 30, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 880 Sq Ft
  • Built 1972

  Last Sold Summary

  • 7% Above List Price
  • $256/SF
  • 9 Days On Market

  Current Estimated Value $232,095

  Last Listing Agent Martin Piggot Boyden Real Estate Company,LLC

  30 Orange Rd Unit 30, Middletown, CT 06457
• 

  Est $245,012

  Not Listed For Sale

  6 Countryside Ln Unit 2, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,600 Sq Ft
  • Built 1987

  6 Countryside Ln Unit 2, Middletown, CT 06457

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Heather Kilbourn Cavanaugh & Company LLC
• 

  

  /40

  $310,000

  Under Contract

  • 3 Beds
  • 1 Bath
  • 1,488 Sq Ft

  286 Russell St, Middletown, CT 06457

  Welcome to 286 Russell Street, a warm and cozy cottage-style home bursting with curb appeal and gorgeous architectural details. A welcoming, adorable front porch invites you inside to discover a main level showcasing hardwood floors and lovely trim work throughout. The inviting living space centers around a detailed fireplace, creating the perfect environment for crisp evenings, while a lovely

  Melissa Lawson Dow Della Valle

  286 Russell St, Middletown, CT 06457
• 

  

  /12

  $2,050 Per Month

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft
  • Condo for Rent

  3 Forest Glen Cir Unit 3, Middletown, CT 06457

  This 1st floor Forest Glen home boasts of an open floor plan with a patio and in unit laundry.It features a spacious master bedroom with a large walk-in closet, a modern kitchen with stone countertops, hardwood-style flooring and a wood burning fireplace. This home offers convenient in-unit laundry with a brand new washer, central heating and air conditioning, and natural gas to keep

  3 Forest Glen Cir Unit 3, Middletown, CT 06457
• 

  $330,000

  Sold May 26, 2026

  175 Lincoln St, Middletown, CT 06457

  • 4 Beds
  • 1.5 Baths
  • 2,005 Sq Ft
  • Built 1894

  Last Sold Summary

  • 10% Above List Price
  • $165/SF
  • 4 Days On Market

  Current Estimated Value $318,761

  Last Listing Agent Michelle Mazzotta eXp Realty

  175 Lincoln St, Middletown, CT 06457
• 

  Not Listed For Sale

  00 Kelsey St, Middletown, CT 06457

  00 Kelsey St, Middletown, CT 06457

  Last Sold Summary

  • 290 Days On Market

  Last Listing Agent Patricia Holmes Berkshire Hathaway NE Prop.
• 

  

  /8

  $349,800

  Pending

  • 3 Beds
  • 2 Baths
  • 1,934 Sq Ft

  5 Lorraine Terrace, Middletown, CT 06457

  Built in 2000 and located in the Westfield neighborhood , this single family home offers approximately 1934 finished square feet, three bedrooms and two full baths, fireplace, unfinished basement and attached one car garage. This home sits on an approximate 11326 sqft lot. Seller WILL NOT ACTIVATE UTILITIES. View home, inspect and confirm all listing information prior to making offer. Seller will

  Christopher Rose Realhome Services & Solutions

  5 Lorraine Terrace, Middletown, CT 06457
• 

  

  /17

  $2,450 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,206 Sq Ft
  • Condo for Rent

  90 Trolley Crossing Ln Unit 90, Middletown, CT 06457

  Spacious multi-level 2-bedroom, 1.5-bathroom townhouse located in the Trolley Crossing community in Middletown. This home features a 2-car attached under-house garage with direct interior access, central air conditioning and in-unit laundry hookups.The unit is currently undergoing fresh cosmetic updates, including brand-new kitchen counters and fresh paint.PROPERTY

  90 Trolley Crossing Ln Unit 90, 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 $242,642

  Last Listing Agent Wynne Lord Coldwell Banker Realty

  137 Knowles Ave Unit 137, Middletown, CT 06457
• 

  Not Listed For Sale

  147 Webster Ln, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,550 Sq Ft
  • Built 2024

  147 Webster Ln, Middletown, CT 06457

  Last Sold Summary

  • 95 Days On Market

  Last Listing Agent Phyllis Bysiewicz Berkshire Hathaway NE Prop.
• 

  

  /19

  $289,900

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,196 Sq Ft

  1 Canterbury Ct Unit 2, Middletown, CT 06457

  Rare Laurel Ridge Opportunity! This beautifully updated, and move in condition unit is located in a small quiet complex in the Wesleyan Hills section of town. No work to do Just enjoy your space featuring a modern style updated kitchen with dark wood cabinetry, granite counters and stainless appliances. Sit back and relax in the living room with French door access to your private deck with views

  Mark Massaro Coldwell Banker Realty

  1 Canterbury Ct Unit 2, Middletown, CT 06457
• 

  

  /13

  $1,300 Plus Fees

  • 1 Bed
  • 1 Bath
  • 670 Sq Ft
  • Condo for Rent

  23 Park Place Unit 23R, Middletown, CT 06457

  Property Id: 1333974 Welcome to 23 Park Place - located just steps from Wesleyan and a short walk to downtown Middletown's restaurants, shopping, and other amenities. This unit has many updates including newer windows, fridge, kitchen floor, and light fixtures. It is located on the second floor of a multifamily home (no one above you). Small, local landlord. Personally, I love how much

  23 Park Place Unit 23R, Middletown, CT 06457
• 

  $560,000

  Sold Jul 10, 2026

  121 Bartholomew Rd, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,321 Sq Ft
  • Built 1994

  Last Sold Summary

  • 2% Above List Price
  • $241/SF
  • 5 Days On Market

  Current Estimated Value $554,399

  Last Listing Agent Mark Toledo Berkshire Hathaway NE Prop.

  121 Bartholomew Rd, Middletown, CT 06457
• 

  Not Listed For Sale

  151 Webster Ln, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,425 Sq Ft
  • Built 2023

  151 Webster Ln, Middletown, CT 06457

  Last Sold Summary

  • 248 Days On Market

  Last Listing Agent Phyllis Bysiewicz Berkshire Hathaway NE Prop.
• 

  

  /24

  $394,500

  Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,378 Sq Ft

  45 Annette Place, Middletown, CT 06457

  Welcome to 45 Annette Place! This beautifully maintained home is truly move-in ready and has so much to offer. The updated kitchen features granite countertops, stainless steel appliances, and recessed lighting, creating a bright and modern space. Hardwood floors flow throughout the living room and bedrooms, adding warmth and timeless appeal. The partially finished basement provides additional

  Carl Chisem Jr. William Raveis Real Estate

  45 Annette Place, Middletown, CT 06457
• 

  

  /8

  $1,950 Per Month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  161 College St Unit 2, Middletown, CT 06457

  Near Wesleyan. Sunny, quiet. Newly renovated. Wood floors, backyard. No smoking, no pets.

  161 College St Unit 2, 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 $208,348

  Last Listing Agent Keith Murphy Innovative Properties

  18 Bacon Ave, Middletown, CT 06457
• 

  /2

  Est $419,067

  Not Listed For Sale

  272 S Main St, Middletown, CT 06457

  • Studio
  • 2 Baths
  • 2,164 Sq Ft
  • Built 1988

  272 S Main St, Middletown, CT 06457
• 

  

  /40

  $389,000

  • 2 Beds
  • 2.5 Baths
  • 1,234 Sq Ft

  46 Clarence Ct, Middletown, CT 06457

  You'll fall in love with this move-in condition colonial located at the end of a cul-de-sac. The yard is level and partially fenced with a large deck ideal for three-season cookouts and relaxation. The bright interior has plenty of room for hosting gatherings. The recently remodeled kitchen adjoins the dining room so the cook can join the conversation. Upstairs are two bedrooms each with hardwood

  Nancy Currlin William Raveis Real Estate

  46 Clarence Ct, Middletown, CT 06457
• 

  

  /13

  $850 Plus Fees

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

  23 Portland St, Middletown, CT 06457

  Property Id: 2851475 3 SINGLE ROOMS FOR RENT. GAS INCLUDED. SECTION 8 ACCEPTED!!! Private entrance. Close to bus line, library, hospital, eateries, police station, and much more.

  23 Portland St, Middletown, CT 06457
• 

  $335,000

  Sold Sep 10, 2026

  67 Butternut St, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,264 Sq Ft
  • Built 1900

  Last Sold Summary

  • $265/SF
  • 45 Days On Market

  Current Estimated Value $312,740

  Last Listing Agent Carl Chisem Jr. William Raveis Real Estate

  67 Butternut St, Middletown, CT 06457
• 

  Est $466,096

  Not Listed For Sale

  2 Lakeside Ave, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,223 Sq Ft
  • Built 2009

  2 Lakeside Ave, Middletown, CT 06457

  Last Sold Summary

  • 92 Days On Market

  Last Listing Agent Gina Torre Real Broker CT, LLC
• 

  

  /40

  $499,900

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,699 Sq Ft

  69 Ledgebrook Ln, Middletown, CT 06457

  Welcome home to this beautifully maintained Contemporary Colonial, perfectly situated on a peaceful cul-de-sac in a desirable neighborhood. Offering the ideal blend of style, comfort, and functionality, this home features 2.5 baths, efficient natural gas heat, newer central air, vinyl siding, and 200-amp electrical service for added peace of mind. The remodeled kitchen is the heart of the home,

  Michelle Pirruccio Carl Guild & Associates

  69 Ledgebrook Ln, Middletown, CT 06457
• 

  

  /23

  $2,395 Per Month

  • 3 Beds
  • 2 Baths
  • 1,950 Sq Ft
  • House for Rent

  128 East St Unit 1, Middletown, CT 06457

  Introducing 128 East Street - a charming 3 bedroom, 2 bathroom single-family for rent in Middletown's Westfield neighborhood. The home offers a comfortable and cozy interior with galley kitchen, living room, family room, dining room, full bath and hardwood flooring throughout on the first floor; and 3 bedrooms, full bath, laundry center with washer & dryer and wall-to-wall carpeting on the

  Scott Nardozzi Cavanaugh & Company LLC

  128 East St Unit 1, 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 $445,781

  Last Listing Agent Sandy Orsie Berkshire Hathaway NE Prop.

  77 Lindsey Rd, Middletown, CT 06457
• 

  Est $246,692

  Not Listed For Sale

  2 Forest Glen Cir Unit 7, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,065 Sq Ft
  • Built 1989

  2 Forest Glen Cir Unit 7, Middletown, CT 06457

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Catherine Rockoff Rockoff Realty
• 

  /2

  $95,000

  • Land
  • 5.5 Acres
  • $17,273 per Acre

  0 Bow Ln, Middletown, CT 06457

  5.5 ACRES | MIDDLETOWN, CT DEVELOPMENT & INVESTMENT OPPORTUNITY Bring your vision to this approximately 5.5-acre parcel of raw, unimproved land in Middletown. An opportunity for builders, developers, investors, or buyers interested in exploring the property's future potential. Property is being sold in its current unimproved condition. Public assessor records indicate the parcel as landlocked.

  Anna Carabetta Berkshire Hathaway NE Prop.

  0 Bow Ln, Middletown, CT 06457
• 

  /2

  $1,600 - $1,700 Per Month

  • 2 - 3 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  168 College St, Middletown, CT 06457

  Well Maintained Duplex with Off Street ParkingHeat and Hot Water included in the Rent.Safest place in the downtown area, near a university and hospital.Good background and good credit history are required.For more information, please feel free to contact.

  168 College St, Middletown, CT 06457
• 

  $515,000

  Sold Jun 26, 2026

  390 Coleman Rd, Middletown, CT 06457

  • 5 Beds
  • 2.5 Baths
  • 2,754 Sq Ft
  • Built 1740

  Last Sold Summary

  • 3% Above List Price
  • $187/SF
  • 37 Days On Market

  Current Estimated Value $516,428

  Last Listing Agent Nancy Stetson Coldwell Banker Realty

  390 Coleman Rd, Middletown, CT 06457
• 

  Est $245,863

  Not Listed For Sale

  3 Forest Glen Cir Unit 6, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 997 Sq Ft
  • Built 1989

  3 Forest Glen Cir Unit 6, Middletown, CT 06457

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Nikki Short William Raveis Real Estate
• 

  

  /30

  $380,000

  Pending

  • 3 Beds
  • 2 Baths
  • 2,024 Sq Ft

  45 Spencer Dr, Middletown, CT 06457

  Gorgeous move in ready Ranch completely remodeled from roof to basement. This is just what you have been searching for. A beautiful custom home with great curb appeal on a newly landscaped lot with oversized paved parking area and granite trimmed garden area. Located close to schools, shopping and major highways it is priced right for the many amenities this property has for you. Seller used only

  Jackie Williams Sterling REALTORS

  45 Spencer Dr, Middletown, CT 06457
• 

  

  /19

  $1,600 Per Month

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

  73 Stack St Unit 3, Middletown, CT 06457

  Remodeled 2-Bedroom Apartment on the 3rd Floor in the Heart of Middletown If you're looking for a beautiful 2-bedroom apartment in a convenient Middletown location, look no further! Ideally situated near Wesleyan University, Middlesex Health, and Downtown Middletown, this spacious third-floor unit occupies the entire 3rd level! The apartment features beautifully refinished hardwood floors, fresh

  Heather Kilbourn Cavanaugh & Company LLC

  73 Stack St Unit 3, Middletown, CT 06457
• 

  $501,000

  Sold Aug 04, 2026

  117 David Dr, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,826 Sq Ft
  • Built 1996

  Last Sold Summary

  • 3% Above List Price
  • $274/SF
  • 13 Days On Market

  Current Estimated Value $490,992

  Last Listing Agent Rosemarie Soares Coldwell Banker Realty

  117 David Dr, Middletown, CT 06457
• 

  Est $238,070

  Not Listed For Sale

  2 Forest Glen Cir Unit 3, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft
  • Built 1989

  2 Forest Glen Cir Unit 3, Middletown, CT 06457

  Last Sold Summary

  • 55 Days On Market

  Last Listing Agent Nikki Trocchio Calcagni Real Estate

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