Middletown, CT Homes

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  /23

  $228,900

  Under Contract

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  1231 Washington St Unit 14, Middletown, CT 06457

  AMAZING OPPORTUNITY! Custom decor/features-three bedroom, one bath "townhouse-style" home must be seen to be appreciated! In a perfectly-located small condo complex - "easy-living" amenities of a charming university town by the beautiful Connecticut River- upscale dining, shops, culture, city pool/rec facilities, state parks nearby. A ski mountain and a waterpark minutes away! Elegant

  Xylia DiBianco Carbutti & Co., Realtors

  1231 Washington St Unit 14, Middletown, CT 06457
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  /8

  $1,950 Per Month

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

  74 Carriage Crossing Ln Unit 74, Middletown, CT 06457

  Welcome to this beautiful, sun-filled contemporary condo in the highly sought-after Carriage Crossing community! This bright and airy second-floor unit offers an open-concept floor plan designed for comfortable everyday living. Expansive windows flood the home with natural light, while the soaring vaulted ceiling and cozy fireplace create a warm, inviting atmosphere you'll love coming home to.

  Maria Latina Eagle Eye Realty PLLC

  74 Carriage Crossing Ln Unit 74, Middletown, CT 06457
• 

  $220,000

  Sold Aug 29, 2025

  300 Carriage Crossing Ln Unit 300, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 866 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Above List Price
  • $254/SF
  • 30 Days On Market

  Current Estimated Value $230,512

  Last Listing Agent Leticia Rodriguez Casa Mia Realty Corporation

  300 Carriage Crossing Ln Unit 300, Middletown, CT 06457
• 

  Est $563,291

  Not Listed For Sale

  795 Pine St, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,212 Sq Ft
  • Built 2007

  795 Pine St, Middletown, CT 06457

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Robert Durato Sentry Real Estate
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  /33

  $229,900

  Under Contract

  • 3 Beds
  • 1 Bath
  • 1,328 Sq Ft

  21 Inverness Ln, Middletown, CT 06457

  Welcome to 21 Inverness Ln. Make this spacious 3 bedroom your new home. This home is nestled in the sought-after Highland Lake Community. The home features an open floor plan with generous sized rooms. Upon entering, you'll be met with an updated kitchen and a comfortable dining area. The adjacent family room features laminate flooring and sliders to a private fenced in patio complete with a

  Rose Zwolak Century 21 AllPoints Realty

  21 Inverness Ln, Middletown, CT 06457
• 

  $443,000

  Sold Apr 24, 2026

  211 Boston Rd, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,596 Sq Ft
  • Built 1880

  Last Sold Summary

  • 11% Above List Price
  • $278/SF
  • 43 Days On Market

  Current Estimated Value $435,197

  Last Listing Agent Tina Lachance Berkshire Hathaway NE Prop.

  211 Boston Rd, Middletown, CT 06457
• 

  Est $477,506

  Not Listed For Sale

  53 Mulberry Ln, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,783 Sq Ft
  • Built 1994

  53 Mulberry Ln, Middletown, CT 06457

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Tracey Precourt Century 21 Clemens Group
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  /40

  $425,000

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  85 Ten Acre Rd, Middletown, CT 06457

  HIGHEST AND BEST by 5pm Friday July24th. Seller reserves the right to accept an offer at any time prior to the deadline. Nestled near the end of a quiet dead-end road, this beautifully maintained 3-bedroom ranch offers peaceful country living with picturesque pasture views. Stunning perennial gardens, designed by a master gardener, provide exceptional curb appeal and seasonal color. Hardwood

  Karen Woolley Agora Homes

  85 Ten Acre Rd, Middletown, CT 06457
• 

  $256,000

  Sold Jun 26, 2026

  248 Carriage Crossing Ln Unit 248, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft
  • Built 1988

  Last Sold Summary

  • 7% Above List Price
  • $269/SF
  • 9 Days On Market

  Current Estimated Value $245,537

  Last Listing Agent Jared Tedesco Litchfield County Real Estate

  248 Carriage Crossing Ln Unit 248, Middletown, CT 06457
• 

  Est $515,510

  Not Listed For Sale

  97 Mcdowell Rd, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • Built 1989

  97 Mcdowell Rd, Middletown, CT 06457

  Last Sold Summary

  • 56 Days On Market

  Last Listing Agent Ela Konferowicz Golden Key Realty LLC
• 

  /2

  $750,000

  • Land
  • 41.99 Acres
  • $17,861 per Acre

  0 Middle St, Middletown, CT 06457

  41.99 acres including 3 separate lots.Commercial Industrial Land. Zoning: IOP (Industrial Office Park including office, warehouse, industrial & recreation. 7.88 acres residential lot is abutting and on Bell St. Immediate Access: Minutes to I-91 (Exit 20) Highly flexible IOP zoning allows multiple development strategies Large contiguous acreage suitable for corporate campus, distribution,

  Nancy Newman LPT Realty

  0 Middle St, Middletown, CT 06457
• 

  $195,000

  Sold Jul 09, 2026

  221 Carriage Crossing Ln Unit 221, Middletown, CT 06457

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

  Last Sold Summary

  • 2% Below List Price
  • $257/SF
  • 38 Days On Market

  Current Estimated Value $202,048

  Last Listing Agent Tracy Molloy Coldwell Banker Realty

  221 Carriage Crossing Ln Unit 221, Middletown, CT 06457
• 

  Est $361,054

  Not Listed For Sale

  76 Hunting Hill Ave, Middletown, CT 06457

  • 4 Beds
  • 2 Baths
  • 1,470 Sq Ft
  • Built 1949

  76 Hunting Hill Ave, Middletown, CT 06457

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Betsy Purtell Purtell Realty LLC
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  /40

  $480,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,642 Sq Ft

  779 Ridge Rd, Middletown, CT 06457

  Nestled in the highly desirable South Farms neighborhood, this well-maintained home is filled with quality features and timeless appeal. Car enthusiasts and hobbyists will appreciate the impressive 4-car garage, offering exceptional space for vehicles, storage, or the perfect workshop. The spacious eat-in kitchen features granite countertops, abundant cabinetry, and generous workspace for cooking

  James Foley William Raveis Real Estate

  779 Ridge Rd, Middletown, CT 06457
• 

  $201,000

  Sold Sep 18, 2025

  323 Carriage Crossing Ln, Middletown, CT 06457

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

  Last Sold Summary

  • 9% Above List Price
  • $300/SF
  • 27 Days On Market

  Current Estimated Value $193,538

  Last Listing Agent Carol Mancini William Pitt Sotheby's Int'l

  323 Carriage Crossing Ln, Middletown, CT 06457
• 

  Est $413,669

  Not Listed For Sale

  4 Blue Spruce St, Middletown, CT 06457

  • 4 Beds
  • 1.5 Baths
  • 1,718 Sq Ft
  • Built 1972

  4 Blue Spruce St, Middletown, CT 06457

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Jim Treanor Jr ERA Treanor Real Estate
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  /37

  $645,000

  $200K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,070 Sq Ft

  110 Freeman Rd, Middletown, CT 06457

  VERY unique property. Use to be a goat farm. Contains 6 outbuildings consisting of a 3 bay open shed - perfect for storing just about anything, a 3 story red bank barn this barn is huge 3 levels inside - would be perfect for car storage, boats, trailers, jet skiis anything you need covered - you rent it out for storage, a 1 car detached heated garage with an office and a furnace with a separate

  Pam Rizy Berkshire Hathaway NE Prop.

  110 Freeman Rd, Middletown, CT 06457
• 

  $500,000

  Sold Mar 18, 2026

  1 Jefferson Ave, Middletown, CT 06457

  • 5 Beds
  • 3 Baths
  • 3,546 Sq Ft
  • Built 1940

  Last Sold Summary

  • 11% Above List Price
  • $141/SF
  • 3 Days On Market

  Current Estimated Value $481,707

  Last Listing Agent Britany Goyen BB Realty CT

  1 Jefferson Ave, Middletown, CT 06457
• 

  Est $243,025

  Not Listed For Sale

  15 Forest Glen Cir Unit 10, Middletown, CT 06457

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

  15 Forest Glen Cir Unit 10, Middletown, CT 06457

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Stephen Mele Houlihan Lawrence
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  /20

  $390,000

  $15K PRICE DROP

  • 7 Beds
  • 2 Baths
  • 2,476 Sq Ft

  194 Liberty St, Middletown, CT 06457

  Fully renovated investment opportunity in the heart of Middletown! This well-maintained 7 bedrooms 2 bath, multifamily property has been completely remodeled and offers immediate cash flow with tenants already in place. Each unit is currently rented, providing strong and stable rental income from day one. Updates include modern kitchens, renovated bathrooms, updated flooring, fixtures, and

  Amiyra Beauduy Century 21 Scala Group

  194 Liberty St, Middletown, CT 06457
• 

  $264,000

  Sold Aug 28, 2025

  23 Rising Trail Dr Unit C, Middletown, CT 06457

  • 4 Beds
  • 1.5 Baths
  • 1,120 Sq Ft
  • Built 1976

  Last Sold Summary

  • 2% Above List Price
  • $236/SF
  • 13 Days On Market

  Last Listing Agent Carrie Vass Brainerd Carbutti & Co., Realtors

  23 Rising Trail Dr Unit C, Middletown, CT 06457
• 

  Est $370,503

  Not Listed For Sale

  275 Middle St, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,992 Sq Ft
  • Built 1810

  275 Middle St, Middletown, CT 06457

  Last Sold Summary

  • 83 Days On Market

  Last Listing Agent Brenden Hultgren Robert C White & Company LLC
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  /12

  $419,000

  • 9 Beds
  • 5 Baths
  • 3,110 Sq Ft

  71 E Main St, Middletown, CT 06457

  Exceptional mixed-use investment opportunity convenient to downtown Middletown! This property features 2 commercial units and 3 residential units, offering a balanced blend of commercial and residential income that makes it an ideal addition to any investor's portfolio. Both commercial spaces are currently vacant, making this an excellent opportunity for someone who wants to open their own

  Levi Judqin Brass Moon Realty

  71 E Main St, Middletown, CT 06457
• 

  $640,000

  Sold May 29, 2026

  886 East St, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,390 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Below List Price
  • $268/SF
  • 2 Days On Market

  Last Listing Agent Geraldine Mattera Luxe Realty LLC

  886 East St, Middletown, CT 06457
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  Est $404,022

  Not Listed For Sale

  271 Ridge Rd, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1990

  271 Ridge Rd, Middletown, CT 06457

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Edward Lawton iHeart Homes Real Estate LLC
• 

  

  /23

  $499,000

  Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 3,319 Sq Ft

  1511 Country Club Rd, Middletown, CT 06457

  Welcome to 1511 Country Club Rd, a charming 2-bedroom Cape offering comfort, character, and exceptional versatility. This inviting home features a flexible layout with a private in-law suite or separate living space-perfect for multi-generational living, guests, a private home office or income possibility. Step outside to enjoy the expansive backyard, offering plenty of room for entertaining,

  Dean Brockert Maverick Realty

  1511 Country Club Rd, Middletown, CT 06457
• 

  $499,900

  Sold Aug 03, 2026

  1 Nathan Hale Rd, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft
  • Built 2026

  Last Sold Summary

  • $325/SF
  • 53 Days On Market

  Last Listing Agent Jenna Talbot RE/MAX One

  1 Nathan Hale Rd, Middletown, CT 06457
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  Est $355,027

  Not Listed For Sale

  455 West St, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,604 Sq Ft
  • Built 1948

  455 West St, Middletown, CT 06457

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Ana Russo William Pitt Sotheby's Int'l
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  /40

  $1,350,000

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 3,456 Sq Ft

  145 Monarca Dr, Middletown, CT 06457

  A one-of-a-kind custom-built new construction home that must be experienced in person to be appreciated. This modern contemporary farmhouse-style ranch sits on 2.38 acres of private land, positioned at the end of a cul-de-sac on a private road. From the moment you arrive, the exterior makes a lasting impression. Stone walls frame the driveway, guiding you past a thoughtfully designed approach w/a

  Lauren Freedman Coldwell Banker Realty

  145 Monarca Dr, Middletown, CT 06457
• 

  $325,000

  Sold Oct 07, 2025

  24 Stantack Rd, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 1,408 Sq Ft
  • Built 1966

  Last Sold Summary

  • 14% Above List Price
  • $231/SF
  • 26 Days On Market

  Current Estimated Value $355,101

  Last Listing Agent Kevin Green Berkshire Hathaway NE Prop.

  24 Stantack Rd, Middletown, CT 06457
• 

  Est $336,404

  Not Listed For Sale

  37 Roberts St, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft
  • Built 1919

  37 Roberts St, Middletown, CT 06457

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Taylor Spadacenta Real Broker CT, LLC
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  /39

  $380,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,582 Sq Ft

  152 Middle St, Middletown, CT 06457

  Charming Cape Cod-style home offering 3 bedrooms and 2 full bathrooms in a convenient location near major highways, shopping, dining, and local amenities. This well-maintained home features original hardwood floors throughout, a functional layout, and a spacious first-floor primary bedroom. Additional highlights include two laundry areas located on the main level and in the basement for added

  Jade Harris Rainbow Realty

  152 Middle St, Middletown, CT 06457
• 

  $425,000

  Sold Oct 14, 2025

  80 Pond Place, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft
  • Built 1995

  Last Sold Summary

  • 9% Above List Price
  • $254/SF
  • 4 Days On Market

  Current Estimated Value $442,593

  Last Listing Agent Robin Thurston Coldwell Banker Realty

  80 Pond Place, Middletown, CT 06457
• 

  Est $314,420

  Not Listed For Sale

  1195 S Main St, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,272 Sq Ft
  • Built 1900

  1195 S Main St, Middletown, CT 06457

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Joe Fazzino eXp Realty
• 

  

  /40

  $350,000

  Under Contract

  • 3 Beds
  • 1.5 Baths
  • 2,226 Sq Ft

  38 Johnson St, Middletown, CT 06457

  Looking for a charming home? This one is dying to meet you! Welcome to this character-filled Middletown home blending classic details with thoughtful updates. Freshly painted with original wood trim and refinished hardwood floors, it offers warmth and charm throughout. The kitchen features newer appliances, an antique sink, and great natural light with porch access. A dedicated laundry room

  Britany Goyen BB Realty CT

  38 Johnson St, Middletown, CT 06457
• 

  $520,000

  Sold Oct 27, 2025

  16 Snow Ridge S, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,813 Sq Ft
  • Built 1989

  Last Sold Summary

  • 8% Below List Price
  • $185/SF
  • 92 Days On Market

  Current Estimated Value $566,864

  Last Listing Agent Justin Marino Marino Realty LLC

  16 Snow Ridge S, Middletown, CT 06457
• 

  Est $332,599

  Not Listed For Sale

  791 Long Hill Rd Unit F, Middletown, CT 06457

  • 2 Beds
  • 2.5 Baths
  • 1,449 Sq Ft
  • Built 1986

  791 Long Hill Rd Unit F, Middletown, CT 06457

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Stefania Bramato Berkshire Hathaway NE Prop.
• 

  

  /17

  $315,000

  $30K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,075 Sq Ft

  175 Newfield St, Middletown, CT 06457

  It has style, it has grace, it has a new roof (3 years old) - you will absolutely love this place!! THIS is the cape you've been waiting for! Ideal floorplan - the primary bedroom on the first floor faces the backyard; the relaxing living room has a wood burning fireplace; the renovated full bathroom has a bathtub; the beautifully modernized kitchen is fully applianced and the separate dining

  Vaiva Baltonis Coldwell Banker Realty

  175 Newfield St, Middletown, CT 06457
• 

  $450,000

  Sold May 29, 2026

  259 Pearl St, Middletown, CT 06457

  • 9 Beds
  • 3 Baths
  • 3,906 Sq Ft
  • Built 1917

  Last Sold Summary

  • 14% Above List Price
  • $115/SF
  • 6 Days On Market

  Current Estimated Value $447,259

  Last Listing Agent Mike Rethis Coldwell Banker Realty

  259 Pearl St, Middletown, CT 06457
• 

  Est $120,632

  Not Listed For Sale

  70 Burgundy Hill Ln, Middletown, CT 06457

  • 1 Bed
  • 1 Bath
  • 581 Sq Ft
  • Built 1987

  70 Burgundy Hill Ln, Middletown, CT 06457

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Michael Disla eXp Realty

Showing Results 281 - 320, Page 8 of 18