Middletown, CT Homes

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  /34

  $414,900

  Pending

  • 2 Beds
  • 3 Baths
  • 1,860 Sq Ft

  38 Wildflower Ln, Middletown, CT 06457

  Turn-key home in the sought-after Riverbend Community in Middletown's desirable Westfield neighborhood offers suburban tranquility with excellent convenience. Inside, soaring ceilings grace the living and dining areas, a fireplace adds warmth to the living room, and hardwood floors flow through the main spaces. Large dining area flows to the kitchen and living room, perfect for entertaining. The

  Linda Edelwich William Raveis Real Estate

  38 Wildflower Ln, Middletown, CT 06457
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  /2

  $1,600

  Total Monthly Price

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

  168 College St Unit 1, Middletown, CT 06457

  2 Bedrooms, One Bath, Kitchen, Living room with appliances. (Washer/Dryer, Refrigerator, Stove,)Off Street ParkingHeat and Hot Water included in the Rent.$1600 for one renter. If there is an extra person, there is another $100 added to rent.Safest place in the downtown area, near a university and hospital.Good background and good credit history are

  168 College St Unit 1, 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 $508,021

  Last Listing Agent Nancy Stetson Coldwell Banker Realty

  390 Coleman Rd, Middletown, CT 06457
• 

  Est $687,114

  Not Listed For Sale

  106 Northview Dr, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,612 Sq Ft
  • Built 2007

  106 Northview Dr, Middletown, CT 06457

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent George Muniz Keller Williams NY Realty
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  /19

  $1,100,000

  • 8 Beds
  • 4 Baths
  • 5,176 Sq Ft

  0 Portland St, Middletown, CT 06457

  Exceptional Multi-Family Investment Opportunity in CT! Located in desirable Middletown, this unique property package offers two two-family homes-for a total of four income-producing units-along with a versatile 2,898 sq ft workshop and two additional vacant land parcels. Each residential building offers approximately 1,380 sq ft with new roofs, new windows, upgraded electrical, and modernized

  Jamie Smigel Carl Guild & Associates

  0 Portland St, Middletown, CT 06457
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  /6

  $1,750

  Total Monthly Price

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

  80 Prospect St, Middletown, CT 06457

  Well-maintained 1-bedroom, 1-bath apartment located on the second floor of a two-family home in a quiet residential neighborhood in Middletown.This bright and inviting apartment features a spacious living room with air conditioning, an eat-in kitchen, and a finished attic that provides flexible bonus space—perfect for a home office, hobby room, or additional storage.Features

  80 Prospect St, 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 $511,680

  Last Listing Agent Rosemarie Soares Coldwell Banker Realty

  117 David Dr, Middletown, CT 06457
• 

  Est $274,682

  Not Listed For Sale

  25 W Silver St, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,138 Sq Ft
  • Built 2007

  25 W Silver St, Middletown, CT 06457

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Brittany O'Hara William Raveis Real Estate
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  /39

  $489,000

  Pending

  • 5 Beds
  • 2.5 Baths
  • 3,017 Sq Ft

  98 S Front St, Middletown, CT 06457

  98 S Front Street, Middletown Welcome home to this lovingly maintained and meticulously cared-for Cape, ideally situated on a quiet and welcoming neighborhood. Offering a wonderful blend of comfort, functionality, and quality updates, this move-in-ready home has been thoughtfully maintained both inside and out. The inviting floor plan features a bright eat-in kitchen that flows seamlessly into

  Lisa Fekete William Raveis Real Estate

  98 S Front St, Middletown, CT 06457
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  /10

  $1,500

  Total Monthly Price

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

  226 Pearl St Unit 2nd Floor, Middletown, CT 06457

  Sweet apartment on 2nd floor of a 4 family home, close to Main Street in Middletown. Heaps of closet space. Utilities are included.I have 3 amazing tenants in there now, and am sad to see this one leave. We only rent to NICE people. :)As far as pets, my insurance only allows SMALL animals.Parking in back, and little porch as well. Also, I'm a really nice land

  226 Pearl St Unit 2nd Floor, 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 $320,609

  Last Listing Agent Jennifer Stich Tier 1 Real Estate

  46 Johnson St, Middletown, CT 06457
• 

  Est $287,848

  Not Listed For Sale

  49 Silver St, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,562 Sq Ft
  • Built 1935

  49 Silver St, Middletown, CT 06457

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Keith Murphy Innovative Properties
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  /38

  $759,000

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 3,283 Sq Ft

  236 Maple Shade Rd, Middletown, CT 06457

  Welcome to South Farms, where "staycation" is a way of life. This custom-built home is made for lazy mornings on the wraparound porch and sunny afternoons by the pool - all behind a brand-new full privacy fence with an acre of land. The grounds bloom spring through fall, and a charming chicken coop with its own shed adds hobby-farm charm. Inside, an open-concept layout shines with soaring

  Ashley Cavaliere Coldwell Banker Realty

  236 Maple Shade Rd, Middletown, CT 06457
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  /37

  $2,700

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,203 Sq Ft
  • House for Rent

  324 Washington St, Middletown, CT 06457

  Move right in! This beautifully renovated upper-level unit sits directly across the street from Wesleyan University, offering unbeatable convenience for students, faculty, or staff. The unit features 3 spacious bedrooms and 1 full bathroom at 1,203 square feet, fully furnished and ready for immediate occupancy.Freshly updated throughout, this unit combines modern finishes with the comfort of

  324 Washington St, 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 $414,263

  Last Listing Agent Nancy Newman LPT Realty

  154 Glenwood Terrace, Middletown, CT 06457
• 

  Est $363,883

  Not Listed For Sale

  60 Old Mill Rd, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,404 Sq Ft
  • Built 1947

  60 Old Mill Rd, Middletown, CT 06457

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Laura Frisch Coldwell Banker Realty
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  /29

  $284,500

  Under Contract

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  4 Crown St, Middletown, CT 06457

  Welcome home to this well-maintained 2-bedroom, 1-bath ranch offering easy one-level living and the perfect condo alternative. The inviting floor plan features a spacious living room, formal dining room, and an updated kitchen complete with stainless steel appliances. Beautiful hardwood flooring flows throughout much of the home, while recent updates, including a newer furnace, new hot water

  Ellen Paklos William Raveis Real Estate

  4 Crown St, Middletown, CT 06457
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  /9

  $1,850

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  80 Pearl St, Middletown, CT 06457

  1st Floor Aparment - Located near Main Street MiddletownMust have at least 675 Credit Score$1,850 a month. Water, trash, snow removal and off street parking included. 1,000 sq feet. No pets. - 12 month lease - - first month and 1 month security due at time of lease signing - rent due first of monthCentral ACElectric HeatNO PETSAvailable August

  80 Pearl St, Middletown, CT 06457
• 

  $620,000

  Sold May 29, 2026

  10 Talias Trail, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,285 Sq Ft
  • Built 2017

  Last Sold Summary

  • 4% Above List Price
  • $271/SF
  • 35 Days On Market

  Last Listing Agent Mary Gurrieri RE/MAX Right Choice

  10 Talias Trail, Middletown, CT 06457
• 

  Est $300,967

  Not Listed For Sale

  9 Clinton Ave, Middletown, CT 06457

  • 5 Beds
  • 2 Baths
  • 2,172 Sq Ft
  • Built 1900

  9 Clinton Ave, Middletown, CT 06457

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Frank Balisciano Coldwell Banker Realty
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  /20

  $269,900

  • 2 Beds
  • 1.5 Baths
  • 1,222 Sq Ft

  234 S Main St Unit 203, Middletown, CT 06457

  Step into a piece of history with all the comforts of modern living! Located in a beautifully renovated factory building that was thoughtfully converted to condominiums in 1987, this distinctive residence is part of a property listed on the National Register of Historic Places. Rich in character and architectural charm with exposed beams, wood ceiling and brick walls, this meticulously maintained

  Barbara Puorro Puorro Realty Group

  234 S Main St Unit 203, Middletown, CT 06457
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  /37

  $2,700

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,203 Sq Ft
  • House for Rent

  324 Washington St, Middletown, CT 06457

  Move right in! This beautifully renovated upper-level unit sits directly across the street from Wesleyan University, offering unbeatable convenience for students, faculty, or staff. The unit features 3 spacious bedrooms and 1 full bathroom at 1,203 square feet, fully furnished and ready for immediate occupancy.Freshly updated throughout, this unit combines modern finishes with the comfort of

  324 Washington St, 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 $547,126

  Last Listing Agent Emily Curtis William Raveis Real Estate

  27 Valley Dr, Middletown, CT 06457
• 

  Est $226,798

  Not Listed For Sale

  92 Cynthia Ln Unit C6, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft
  • Built 1977

  92 Cynthia Ln Unit C6, Middletown, CT 06457

  Last Sold Summary

  • 66 Days On Market

  Last Listing Agent Carolyn Racki William Raveis Real Estate
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  /40

  $539,999

  • 3 Beds
  • 2.5 Baths
  • 1,604 Sq Ft

  1512 Country Club Rd, Middletown, CT 06457

  Welcome to this beautifully updated 3-bedroom Contemporary- ranch style home, privately set on a lush .92-acre lot. A charming wraparound covered porch creates an inviting first impression and a wonderful place to relax. Inside, vaulted ceilings, abundant natural light, fresh paint and new luxury vinyl flooring enhance more than 1,600 square feet of above-grade living space, with an additional

  Rosemarie Smith KW Legacy Partners

  1512 Country Club Rd, Middletown, CT 06457
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  /21

  $2,100

  Total Monthly Price

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

  84 George St, Middletown, CT 06457

  84 George 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 $278,230

  Last Listing Agent Carl Guild Carl Guild & Associates

  47 Ridge Rd, Middletown, CT 06457
• 

  Est $331,696

  Not Listed For Sale

  17 Johnson St, Middletown, CT 06457

  • 6 Beds
  • 2 Baths
  • 2,184 Sq Ft
  • Built 1927

  17 Johnson St, Middletown, CT 06457

  Last Sold Summary

  • 67 Days On Market

  Last Listing Agent Lauren Rasile William Pitt Sotheby's Int'l
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  /18

  $349,900

  • 4 Beds
  • 2 Baths
  • 1,664 Sq Ft

  125 Stevens Ln, Middletown, CT 06457

  Bring your growing family to this spacious colonial! 4 bedrooms with two on first floor. 2 full baths. Eat in kitchen. Living room with fireplace. Spacious room at top of staircase can potentially be 5th bedroom! Hardwood floors thru-out. Walk out basement to level yard. Deck. Whether you are a car enthusiast or need a lot of storage space, you will love the oversized detached 2 car heated garage

  Wilson Lamas Regency Real Estate, LLC

  125 Stevens Ln, Middletown, CT 06457
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  /15

  $2,500 Per Month

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

  128 East St Unit 1, Middletown, CT 06457

  More details and photos to come. 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

  Scott Nardozzi Cavanaugh & Company LLC

  128 East St Unit 1, Middletown, CT 06457
• 

  $611,000

  Sold Jun 01, 2026

  67 Wildwood Ln, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,349 Sq Ft
  • Built 1998

  Last Sold Summary

  • $260/SF
  • 5 Days On Market

  Current Estimated Value $613,043

  Last Listing Agent Stefania Bramato Berkshire Hathaway NE Prop.

  67 Wildwood Ln, Middletown, CT 06457
• 

  Est $451,396

  Not Listed For Sale

  84 Mccormick Ln, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 2,276 Sq Ft
  • Built 1989

  84 Mccormick Ln, Middletown, CT 06457

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Teri Lewis William Pitt Sotheby's Int'l
• 

  

  /30

  $339,900

  Under Contract

  • 4 Beds
  • 2 Baths
  • 1,616 Sq Ft

  37 Hotchkiss St, Middletown, CT 06457

  Updated two-family in a fantastic Middletown location just minutes from Wesleyan University, downtown shopping, and Route 9 - great for an owner-occupant or investor, with one unit delivered open at the end of the month and ready for immediate occupancy. Recent improvements have all the major boxes checked: brand new roof, brand new water heaters, plus updated kitchens, updated baths, and newer

  Warren Juall HOMESELL

  37 Hotchkiss St, Middletown, CT 06457
• 

  

  /7

  $1,500 Plus Fees

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft
  • Condo for Rent

  71 Prospect St, Middletown, CT 06457

  Welcome to your potential new home in the charming city of Middletown, CT. This inviting property offers a comfortable and convenient lifestyle, ideally situated near vibrant dining options and department stores. You'll appreciate the proximity to Central Middletown, just a short 10-minute drive away, as well as scenic outdoor spaces like Harbor Park and Butternut Hollow Park, perfect for

  71 Prospect St, Middletown, CT 06457
• 

  $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
• 

  Est $200,807

  Not Listed For Sale

  111 Dekoven Dr Unit 206, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,041 Sq Ft
  • Built 1989

  111 Dekoven Dr Unit 206, Middletown, CT 06457

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Natalie Grant Nat's Honey Bee Real Estate
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  /8

  $299,000

  Pre-Foreclosure

  • 3 Beds
  • 1.5 Baths
  • 2,040 Sq Ft

  714 Long Hill Rd, Middletown, CT 06457

  Nestled in the highly sought-after Wesleyan Hills community, this well-maintained and affordable 3-bedroom condo offers the perfect blend of comfort, convenience, and privacy. Featuring an open floor plan, the home boasts an updated kitchen that flows seamlessly into the living and dining areas, creating an inviting space for everyday living and entertaining. A sliding glass door leads to your

  Santo Gulino William Raveis Real Estate

  714 Long Hill Rd, Middletown, CT 06457
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  /8

  $1,249 Per Month

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

  135 Burgundy Hill Ln Unit 135, Middletown, CT 06457

  Nice condo in a quiet location.

  Barbara Peloquin G & W Real Estate

  135 Burgundy Hill Ln Unit 135, Middletown, CT 06457
• 

  $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
• 

  Est $264,844

  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

  • 7 Days On Market

  Last Listing Agent Melissa Rothman eXp Realty

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