Middletown, CT Homes

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  $329,000 Under Contract

  • 6 Beds
  • 2 Baths
  • 1,818 Sq Ft

  207 Pearl St, Middletown, CT 06457

  Welcome to 207 Pearl Street, a fantastic opportunity for investors or owner-occupants in the heart of the City! This spacious and versatile home offers exceptional flexibility across three levels. The first floor features 3 bedrooms, while the second floor includes 2-3 additional bedrooms. A finished, heated walk-up attic provides 2 more bedrooms and can easily serve as a home office, studio, or

  Wendi Zuk Homes Plus of Connecticut

  207 Pearl St, Middletown, CT 06457
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  /16

  $1,500 Per Month

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

  184 Burgundy Hill Ln, Middletown, CT 06457

  Freshly painted and new flooring - 2nd floor condo - great 1 bedroom 1 bathroom condo near rocky hill, wethersfield, cromwell, Hartford. Enjoy all Middletown has to offer! Owner is licensed realtor in State of CT. Owner/agent.

  Geoff Luxenberg Century 21 Classic Homes

  184 Burgundy Hill Ln, Middletown, CT 06457
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  $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 $357,455

  Last Listing Agent Sarah Paterno Showcase Realty, Inc.

  20 Mulberry Ln, Middletown, CT 06457
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  Est $235,988 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

  • 12% Above List Price
  • $197/SF
  • 8 Days On Market

  • Last Sold Price $210,000
  • May 10, 2024

  Last Listing Agent Catherine Rockoff Rockoff Realty
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  /40

  $899,000

  • 6 Beds
  • 3.5 Baths
  • 5,599 Sq Ft

  44 Chamberlain Hill Rd, Middletown, CT 06457

  Experience over 5,500 square feet of beautifully updated living space in this fully remodeled 6+ bedroom, 3.5-bath residence, perfectly situated on a quiet and expansive 8+ acre lot. Every detail has been thoughtfully upgraded, creating a truly move-in-ready home offering exceptional flexibility and design versatility. The expansive kitchen is the heart of the home, featuring elegant quartz

  Gary Peacock Berkshire Hathaway NE Prop.

  44 Chamberlain Hill Rd, Middletown, CT 06457
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  /10

  $1,800

  Total Monthly Price

  • 3 Beds
  • 1 Bath
  • 1,620 Sq Ft
  • Townhouse for Rent

  523 525 Hunting Hill Ave Unit 1st floor, Middletown, CT 06457

  523 525 Hunting Hill Ave Unit 1st floor, Middletown, CT 06457
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  $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 $302,229

  Last Listing Agent Jennifer Stich Tier 1 Real Estate

  46 Johnson St, Middletown, CT 06457
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  Est $228,376 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

  • 4% Above List Price
  • $221/SF
  • 15 Days On Market

  • Last Sold Price $220,000
  • May 30, 2024

  Last Listing Agent Nikki Short William Raveis Real Estate
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  $299,900

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

  175 Lincoln St, Middletown, CT 06457

  Timeless Colonial rich with historic charm, just minutes from downtown Middletown, Wesleyan University & Middlesex Hospital. This home offers the perfect blend of convenience & character. Featuring 4 generously sized bedrooms, high ceilings, original woodwork & a warm, inviting layout, the home showcases beautiful architectural details throughout. The detached garage provides additional storage

  Michelle Mazzotta eXp Realty

  175 Lincoln St, Middletown, CT 06457
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  /18

  $2,100 Per Month

  • 4 Beds
  • 1 Bath
  • 1,700 Sq Ft
  • House for Rent

  163 College St, Middletown, CT 06457

  Spacious and well-located, this oversized 4-bedroom, 1-bath rental at 163 College Street, Suite 2 offers over 1,500 square feet of comfortable living space. With heat and hot water included, this home delivers both value and convenience. The unit features central air, a private entrance, and generous room sizes throughout-perfect for those who need extra space to live, work, or study. Ample

  AJ Davis Better Homes and Gardens Real Estate Executive Real Estate

  163 College St, Middletown, CT 06457
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  $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 $414,476

  Last Listing Agent Nancy Newman LPT Realty

  154 Glenwood Terrace, Middletown, CT 06457
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  Est $218,434 Not Listed For Sale

  1 Forest Glen Cir Unit 17, Middletown, CT 06457

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

  1 Forest Glen Cir Unit 17, Middletown, CT 06457

  Last Sold Summary

  • 19% Above List Price
  • $197/SF
  • 2 Days On Market

  • Last Sold Price $183,000
  • Jul 31, 2023

  Last Listing Agent Lisa Orcutt Simply Sold Real Estate
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  /11

  $371,900

  • 4 Beds
  • 2 Baths
  • 2,156 Sq Ft

  56 Bidwell Terrace, Middletown, CT 06457

  Seller willing to offer closing cost credit. Beautifully updated home featuring a fully finished lower-level in-law apartment with its own entrance, kitchen, and living space - perfect for rental income or multigenerational living. Offset your mortgage or create a flexible dual-living setup in one of Middletown's most convenient locations. Recently updated kitchen and baths. Huge driveway with

  Andrew Roach KD Realty

  56 Bidwell Terrace, Middletown, CT 06457
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  $1,600

  Total Monthly Price

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

  172 Pearl St Unit 2E, Middletown, CT 06457

  This 1-bedroom, 1-bathroom apartment at 172 Pearl St offers 900 square feet of living space. The living room provides ample space for relaxation and entertainment, while the bedroom is designed for comfort and privacy. The bathroom includes essential fixtures for convenience. This unit is smoke-free and features an in-unit washer and dryer for added convenience. The exterior of the property is

  172 Pearl St Unit 2E, Middletown, CT 06457
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  $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 $536,055

  Last Listing Agent Emily Curtis William Raveis Real Estate

  27 Valley Dr, Middletown, CT 06457
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  Est $226,843 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

  • 1% Above List Price
  • $241/SF
  • 55 Days On Market

  • Last Sold Price $224,000
  • Nov 25, 2024

  Last Listing Agent Nikki Trocchio Calcagni Real Estate
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  /21

  $164,900 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  45 Mckenna Dr, Middletown, CT 06457

  Back on market due to buyer being denied by Hoa board. OWNER OCCUPANTS ONLY. CAN'T BE RENTED. NO INVESTORS. CASH ONLY! THIS IS A CO-OP: BUYERS OWN A SHARE AND MUST COMPLETE AN APPLICATION. Bright and move in ready, this end unit townhouse in the Wadsworth Grove Co-op offers three bedrooms, 1.5 baths and an inviting open layout. Hardwood floors flow through the main and upper levels, and the

  Christian Salaman Coldwell Banker Realty

  45 Mckenna Dr, Middletown, CT 06457
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  /5

  $1,400 Per Month

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

  22 Green St, Middletown, CT 06457

  Spacious 2-bedroom, 1-bath apartment available for $1,400/month. This unit offers bright, open living spaces, a functional kitchen, and comfortable bedrooms. Hot water heating powered by natural gas keeps the home cozy, and a natural gas water heater provides reliable hot water. Conveniently located near shops, dining, and major routes. Tenant responsible for utilities. Credit and background

  Santo Gulino William Raveis Real Estate

  22 Green St, Middletown, CT 06457
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  $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 $266,494

  Last Listing Agent Carl Guild Carl Guild & Associates

  47 Ridge Rd, Middletown, CT 06457
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  Est $220,620 Not Listed For Sale

  14 Forest Glen Cir Unit 3, Middletown, CT 06457

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

  14 Forest Glen Cir Unit 3, Middletown, CT 06457

  Last Sold Summary

  • 5% Above List Price
  • $226/SF
  • 2 Days On Market

  • Last Sold Price $210,000
  • Dec 19, 2024

  Last Listing Agent Paula Fahy Ostop William Raveis Real Estate
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  $349,900 Pending

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  110 Smith St, Middletown, CT 06457

  Get ready to enjoy easy living at 110 Smith Street! This home brings the updates and the fun, starting with a brand-new roof and a new aboveground 21' carbon fiber pool that's ready for summer. Entertain on the patio while enjoying your flat and semi-private backyard. The full unfinished basement-complete with laundry hookups and a full bath-offers tons of potential for future expansion or hobby

  Joseph Bajorski Commercial Services Realty

  110 Smith St, Middletown, CT 06457
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  /20

  $1,590

  Total Monthly Price

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

  56 Burgundy Hill Ln Unit 56 Burgundy Hill Ln, Middletown, CT 06457

  Welcome to 56 Burgundy Hill Lane, Middletown! This totally renovated 2-bedroom ranch-style condo was beautifully remodeled with updates in every room. The new kitchen showcases new countertops, stainless steel appliances, white cabinetry, and modern finishes, while the spacious living/dining area opens through sliding doors to a private covered deck. Large closet spaces provide ample storage.

  56 Burgundy Hill Ln Unit 56 Burgundy Hill Ln, 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 $362,169

  Last Listing Agent Peter Nowak Ryze Realty Group LLC

  8 Roberta Dr, Middletown, CT 06457
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  Est $223,543 Not Listed For Sale

  1 Forest Glen Cir Unit 13, Middletown, CT 06457

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

  1 Forest Glen Cir Unit 13, Middletown, CT 06457

  Last Sold Summary

  • 44% Below List Price
  • $167/SF

  • Last Sold Price $155,000

  Last Listing Agent Kathleen Freeman Berkshire Hathaway Home Services
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  $1,325,000 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
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  /9

  $750 Per Month

  • 120 Sq Ft
  • Apartment for Rent

  696 Main St, Middletown, CT 06457

  This is a 1 room apartment rental in the heart of downtown Middletown. There is a shared kitchen, living room and full bathroom. This unit is located on the 3rd floor. All utilities are included in your rental amount. The owner would consider one small pet for an additional $50 per month. No smoking, no vaping at this property.

  Scott Nardozzi Cavanaugh & Company LLC

  696 Main St, 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 $369,189 Not Listed For Sale

  56 Autumn Ln, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,486 Sq Ft
  • Built 2012

  56 Autumn Ln, Middletown, CT 06457

  Last Sold Summary

  • 9% Above List Price
  • $229/SF
  • 8 Days On Market

  • Last Sold Price $340,000
  • Sep 08, 2023

  Last Listing Agent Jonathan Zuromski Real Broker CT, LLC
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  $675,000

  • 4 Beds
  • 3 Baths
  • 3,136 Sq Ft

  564 Ridgewood Rd, Middletown, CT 06457

  This modern ranch combines quality construction with a versatile layout. The exterior features a covered Trex front porch and well-maintained vinyl siding. Inside, the open floor plan is anchored by a spacious great room with tray ceilings, a fireplace, and a large picture window. The kitchen includes a Carrera center island, a stainless steel gas range, granite countertops, and designer

  Amie Smith Real Broker CT, LLC

  564 Ridgewood Rd, Middletown, CT 06457
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  /22

  $2,250

  Total Monthly Price

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  4 Flower St Unit 6 Flower St, Middletown, CT 06457

  Adjacent to town park, baseball field and close walk to riverfront. 1/2 way between downtown and Stop & Shop plaza and pharmacies

  4 Flower St Unit 6 Flower St, 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 $256,662 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

  • 1% Below List Price
  • $228/SF
  • 4 Days On Market

  • Last Sold Price $259,000
  • Nov 15, 2024

  Last Listing Agent Jason Boice eXp Realty
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  /40

  $549,000 Open Sun 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,064 Sq Ft

  123 Round Hill Rd, Middletown, CT 06457

  123 Round Hill Rd in Middletown is a 3-bedroom, 2-bath ranch set on 6.62 private acres offering 2,064 sq ft of single-level living with thoughtful updates and long-term functionality throughout. Built in 2001, the home features new and refinished hardwood floors, new carpet in the secondary bedrooms, central air, a mud room, and geothermal heating designed for efficient year-round comfort. The

  Devon Taylor Assael Dave Jones Realty, LLC

  123 Round Hill Rd, Middletown, CT 06457
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  $1,400 Per Month

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

  20 Burgundy Hill Ln Unit 20, Middletown, CT 06457

  Updated apartment in a nice area. Complex offer laundry facility, patio area, and is close to shopping and highways. Lower level apartment. Approximately 5 steps down to one level living. Lots of light in this comfortable space. Available Immediately.

  Barbara Peloquin G & W Real Estate

  20 Burgundy Hill Ln Unit 20, 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 $283,789 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

  • 58% Above List Price
  • $115/SF
  • 2 Days On Market

  • Last Sold Price $180,000
  • Dec 29, 2023

  Last Listing Agent Keith Murphy Innovative Properties
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  /2

  $15,000

  • Land
  • 5,662 Sq Ft
  • $115,385 per Acre

  0 Dunn St Unit 24162046, Middletown, CT 06457

  Residential lot located off Butternut Street in Middletown on Dunn Street, offering an opportunity for buyers, builders, or investors looking to secure land in an established area. Conveniently situated near local amenities, shopping, dining, parks, and commuter routes. Buyers are encouraged to perform their own research regarding zoning, utilities, wetlands, frontage, and buildability.

  John Brewer Exceptional Real Estate LLC

  0 Dunn St Unit 24162046, Middletown, CT 06457
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  /7

  $950

  Total Monthly Price

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

  37 Silver St, Middletown, CT 06457

  Second floor apartment in a 2-family home. Conveniently located to Main Street Middletown and Route 9. Call M-F between the hours of 9:00-5:00. Credit and background check required.

  37 Silver St, 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 $165,952

  Last Listing Agent Thomas Mele Dorrance Realty

  344 Ballfall Rd, Middletown, CT 06457
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  Est $292,697 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

  • 46% Above List Price
  • $92/SF
  • 5 Days On Market

  • Last Sold Price $200,000
  • Sep 03, 2024

  Last Listing Agent Frank Balisciano Coldwell Banker Realty

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