Middlesex County, CT Homes

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  $539,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 3,280 Sq Ft

  130 Bear Swamp Rd, East Hampton, CT 06424

  Experience refined country living in this exceptional 3-bedroom, 2.5-bath contemporary home set in a serene rural setting on just over 1.5 acres of land. Often admired and thoughtfully designed with an open-concept layout, this residence offers an effortless flow of living space, ideal for both entertaining and everyday comfort. Interior offers 9 ft ceilings, skylights with plenty of natural

  Tracy Molloy Coldwell Banker Realty

  130 Bear Swamp Rd, East Hampton, CT 06424
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  /27

  $1,600 Per Month

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

  63 Maynard St Unit 2, Middletown, CT 06457

  HELLO to your new HOME!!! Don't miss this charming 2nd floor gem!!! Located on a lovely peaceful corner, convenient to route 9, shopping and recreational areas. A few minutes away from Middlesex hospital, Wesleyan College, downtown historic Middletown with incredible dining, nightlife and community events. Off the beaten path, but close to all the best amenities, you'll feel right at home here on

  Robyn Letourneau Berkshire Hathaway NE Prop.

  63 Maynard St Unit 2, Middletown, CT 06457
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  $685,000 Sold Jun 30, 2025

  157R Sumner Wood Rd, Durham, CT 06422

  • 4 Beds
  • 2.5 Baths
  • 3,210 Sq Ft
  • Built 1991

  Last Sold Summary

  • 7% Below List Price
  • $213/SF
  • 102 Days On Market

  Current Estimated Value $734,109

  Last Listing Agent Todd Bakoledis Coldwell Banker Realty

  157R Sumner Wood Rd, Durham, CT 06422
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  Est $811,369 Not Listed For Sale

  7 Smith Farm Rd, Cromwell, CT 06416

  • 4 Beds
  • 3 Baths
  • 5,032 Sq Ft
  • Built 2010

  7 Smith Farm Rd, Cromwell, CT 06416

  Last Sold Summary

  • 7% Above List Price
  • $151/SF
  • 24 Days On Market

  • Last Sold Price $760,000
  • Jun 28, 2024

  Last Listing Agent Madhu Reddy Reddy Realty, LLC
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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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  /7

  $2,000 Per Month

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

  26 Sunset Terrace Unit B2, Essex, CT 06426

  This charming 2-bedroom, 1-bath rental in Essex provides a comfortable and updated living space. Recently renovated, it features bright living areas and a modernized bathroom. Located in a quiet neighborhood close to Essex Village, this home provides easy access to local shops, dining, and scenic spots. A great option for anyone looking for a welcoming place to settle in.

  Mantas Laureckis William Raveis Real Estate

  26 Sunset Terrace Unit B2, Essex, CT 06426
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  $500,000 Sold Feb 13, 2026

  1 Spencer Plains Rd, Westbrook, CT 06498

  • 3 Beds
  • 2 Baths
  • 1,306 Sq Ft
  • Built 2006

  Last Sold Summary

  • $383/SF
  • 29 Days On Market

  Current Estimated Value $503,606

  Last Listing Agent Ferdinand Giacinto RE/MAX on the Bay

  1 Spencer Plains Rd, Westbrook, CT 06498
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  Est $352,118 Not Listed For Sale

  10 Fairview St, Portland, CT 06480

  • 3 Beds
  • 2.5 Baths
  • 1,556 Sq Ft
  • Built 1900

  10 Fairview St, Portland, CT 06480

  Last Sold Summary

  • 3% Above List Price
  • $220/SF
  • 4 Days On Market

  • Last Sold Price $341,700
  • Jan 17, 2025

  Last Listing Agent Brian Kubeck Coldwell Banker
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  /21

  $164,900

  • 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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  /9

  $1,232 Per Month

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

  278 Chamberlain Rd Unit Lower Studio, Middletown, CT 06457

  Welcome to the lower-level studio at 278 Chamberlain Road. This unit features a large open-concept layout with space for a bedroom, living, and dining area all in one. Enjoy a spacious walk-in closet, a well-equipped kitchen with full-size fridge, stove, sink, and ample cabinet space, plus a full bathroom with a tub/shower combo and a charming pink vanity. A cozy and versatile studio with great

  Michael Bernard Ironclad Real Estate

  278 Chamberlain Rd Unit Lower Studio, Middletown, CT 06457
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  $415,000 Sold Oct 16, 2025

  53 Field Rd, Cromwell, CT 06416

  • 3 Beds
  • 2 Baths
  • 1,107 Sq Ft
  • Built 1955

  Last Sold Summary

  • $375/SF
  • 9 Days On Market

  Current Estimated Value $422,501

  Last Listing Agent Brian Burke Coldwell Banker Realty

  53 Field Rd, Cromwell, CT 06416
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  Est $542,087 Not Listed For Sale

  2 Greendale Ave, Cromwell, CT 06416

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft
  • Built 1956

  2 Greendale Ave, Cromwell, CT 06416

  Last Sold Summary

  • 18% Above List Price
  • $213/SF
  • 11 Days On Market

  • Last Sold Price $461,000
  • Aug 30, 2023

  Last Listing Agent Steve Howey Coldwell Banker Realty
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  $499,900

  • 3 Beds
  • 2.5 Baths
  • 1,698 Sq Ft

  11 Plains Rd, Moodus, CT 06469

  Charming storybook home nestled in the heart of Moodus Village, offering the perfect blend of character & everyday convenience. Enjoy true walkability with Town Hall, library, post office, market, pharmacy & more just moments away. A welcoming front porch, framed by mature landscaping & seasonal blooms, sets the tone for relaxed outdoor living. Inside, a warm foyer with detailed wood inlay opens

  Michelle Mazzotta eXp Realty

  11 Plains Rd, Moodus, CT 06469
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  /13

  $1,430 Per Month

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

  666 Main St Unit A1, Middletown, CT 06457

  Bright and Inviting 1 bedroom Apartment This first floor apartment has its own private entrance. The rent is $1430.00 The apartment is located in the heart of Middletown's historic downtown district, you will be surrounded by seven walkable blocks of restaurants, shops, art, music, and entertainment. Additional Details: Fresh updates: Landlord to provide professional painting and necessary

  Laura Milano Seabury Hill REALTORS

  666 Main St Unit A1, Middletown, CT 06457
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  $515,000 Sold Jul 03, 2025

  15 Brittany Dr, Durham, CT 06422

  • 4 Beds
  • 2 Baths
  • 2,428 Sq Ft
  • Built 1994

  Last Sold Summary

  • 6% Above List Price
  • $212/SF
  • 37 Days On Market

  Current Estimated Value $537,367

  Last Listing Agent Kerry Hart William Raveis Real Estate

  15 Brittany Dr, Durham, CT 06422
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  Est $377,229 Not Listed For Sale

  20 Waverly Ave, Portland, CT 06480

  • 4 Beds
  • 2 Baths
  • 2,218 Sq Ft
  • Built 1850

  20 Waverly Ave, Portland, CT 06480

  Last Sold Summary

  • 1% Below List Price
  • $171/SF
  • 6 Days On Market

  • Last Sold Price $380,000
  • Sep 06, 2024

  Last Listing Agent Taheera Pinto William Raveis Real Estate
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  /19

  $99,900 Under Contract

  • Land
  • 1 Acre
  • $99,900 per Acre

  0 Turkey Hill Rd, Chester, CT 06412

  Discover the perfect setting to build your dream home in the desirable Wig Hill area of Chester, Connecticut. Located near Cockaponset Sate Forest and the scenic Connecticut River valley. This beautiful one-acre level building lot features approximately 211 feet of road frontage and dimensions of roughly 200 x 200 feet, offering ample space and flexibility to bring your custom plans and ideas to

  Charles Kroopneck Charles Kroopneck Real Estate

  0 Turkey Hill Rd, Chester, CT 06412
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  /15

  $2,200 Per Month

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft
  • Apartment for Rent

  177 Russell St Unit 2, Middletown, CT 06457

  Nestled in the heart of Middletown, 175 Russell Street offers a perfect balance of comfort and convenience. This charming property boasts spacious living areas, a modern kitchen, and a serene backyard perfect for relaxing or entertaining. Just minutes from local shops, restaurants, and parks, this home is ideal for anyone seeking both a vibrant community and a peaceful retreat.

  Kim Tucker CLMA Realty

  177 Russell St Unit 2, Middletown, CT 06457
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  $625,000 Sold Oct 07, 2025

  590 Route 148, Killingworth, CT 06419

  • 3 Beds
  • 3 Baths
  • 2,396 Sq Ft
  • Built 1980

  Last Sold Summary

  • 4% Below List Price
  • $261/SF
  • 32 Days On Market

  Current Estimated Value $646,122

  Last Listing Agent Tanya Bottaro Real Broker CT, LLC

  590 Route 148, Killingworth, CT 06419
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  Est $373,151 Not Listed For Sale

  76 Skinner St, East Hampton, CT 06424

  • 4 Beds
  • 2 Baths
  • 2,163 Sq Ft
  • Built 1850

  76 Skinner St, East Hampton, CT 06424

  Last Sold Summary

  • 59% Above List Price
  • $109/SF
  • 53 Days On Market

  • Last Sold Price $235,000
  • Jun 21, 2024

  Last Listing Agent Guillermo Araujo Five Stars Realty
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  /10

  $365,000

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  8 Prospect Hill, Deep River, CT 06417

  This home possesses structural integrity and endless potential. Many updates including new boiler in 2024, roof, garage doors front and back, new appliances include sink and countertop. Originally had a 3rd bedroom and wall could be put back up if interested in adding back. Short walking distance to charming downtown Deep River and 3/4 mile to the gorgeous CT river. Only 2 hours from NYC. Whether

  Craig Milton Re/Max Valley Shore

  8 Prospect Hill, Deep River, CT 06417
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  /20

  $2,000 Per Month

  • 3 Beds
  • 1.5 Baths
  • 980 Sq Ft
  • House for Rent

  22 Lakeview St Unit 1, East Hampton, CT 06424

  First-floor 3-bedroom, 1.5-bath apartment in a multi-family home in East Hampton. This middle unit offers convenient one-level living with in-unit washer and dryer, a side porch overlooking the shared yard, and easy access to nearby Lake Pocotopaug/Manitook Lake area, local parks, scenic outdoor spaces, and East Hampton's charming downtown with restaurants, shops, and community events. Enjoy the

  Paula Turley CR Premier Properties

  22 Lakeview St Unit 1, East Hampton, CT 06424
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  $588,000 Sold Jul 16, 2025

  29 Bushy Hill Rd, Ivoryton, CT 06442

  • 4 Beds
  • 3 Baths
  • 2,805 Sq Ft
  • Built 1997

  Last Sold Summary

  • 10% Below List Price
  • $210/SF
  • 62 Days On Market

  Current Estimated Value $636,331

  Last Listing Agent Erin McNamara RE/MAX on the Bay

  29 Bushy Hill Rd, Ivoryton, CT 06442
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  Est $611,560 Not Listed For Sale

  10 Wexford Ln, Cromwell, CT 06416

  • 4 Beds
  • 2.5 Baths
  • 2,372 Sq Ft
  • Built 1985

  10 Wexford Ln, Cromwell, CT 06416

  Last Sold Summary

  • 22% Above List Price
  • $211/SF
  • 17 Days On Market

  • Last Sold Price $500,000
  • Sep 08, 2023

  Last Listing Agent Siobhan McLaughlin William Raveis Real Estate
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  $699,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 1,916 Sq Ft

  3 Deerfield Rd, Old Saybrook, CT 06475

  Exceptional Colonial! This stunning 1916 sq.ft. home is in the desirable Meadowood area, offering convenient access to restaurants, shops, beaches & some water views. It is ideal for commuters, with proximity to I-95, and Boston & New York City only 2.5 hr. away. The home boasts hardwood floors, with a tile floor in the kitchen. The spacious living room is complete with a wood-burning fireplace.

  Pardi & Zucco Team William Pitt Sotheby's Int'l

  3 Deerfield Rd, Old Saybrook, CT 06475
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  /18

  $2,100 Per Month

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

  23 Main St Unit 5 The Chace Suite, East Haddam, CT 06423

  ALL UTILITIES INCLUDED. Brand new unit - totally remodeled in 2024. Handicapped accessible throughout, Quality throughout. Set up primarily as a B+B so all kitchen implements, pots and pans, glasses etc are there. Linens and towels can be provided. Listing agent is the owner of this property, colist agent related to seller/owner.

  Stephanie Jacobs Sunset Creek Realty, LLC

  23 Main St Unit 5 The Chace Suite, East Haddam, CT 06423
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  $565,000 Sold Jan 09, 2026

  175 Ferry Rd Unit 3, Old Saybrook, CT 06475

  • 2 Beds
  • 2 Baths
  • 1,670 Sq Ft
  • Built 2005

  Last Sold Summary

  • 6% Below List Price
  • $338/SF
  • 77 Days On Market

  Current Estimated Value $576,325

  Last Listing Agent Kathy Schellens William Pitt Sotheby's Int'l

  175 Ferry Rd Unit 3, Old Saybrook, CT 06475
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  Est $235,509 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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  /21

  $750,000 Open House 5/17

  • 2 Beds
  • 2 Baths
  • 1,179 Sq Ft

  1 Benson Ln, Essex, CT 06426

  Located in the Essex Village district on a corner lot at Saybrook Road and Benson Lane, this post-and-beam home was originally a cattle barn in the 1800s and was meticulously transformed into a residence by Sapia Builders in 1960. The home combines historic architectural details with modern updates, including wide plank floors, natural wood textures, and an open-concept main living area with a

  Katherine Bergeron Real Broker CT, LLC

  1 Benson Ln, Essex, CT 06426
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  /13

  $1,456 Per Month

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

  666 Main St Unit B2, Middletown, CT 06457

  Bright and Inviting one bedroom Apartment This beautifully renovated apartment is now available for $1456.00 per month. The unit features newer flooring, and countertops. Located on the second floor in the heart of Middletown's historic downtown district, you will be surrounded by seven walkable blocks of restaurants, shops, art, music, and entertainment. Additional Details: Parking: Off-street

  Laura Milano Seabury Hill REALTORS

  666 Main St Unit B2, 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 $231,317 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

  • 5% 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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  /24

  $499,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,404 Sq Ft

  240 Elm St, Old Saybrook, CT 06475

  Welcome to a home where quality meets comfort, starting with a charming brick walkway and vibrant perennials that lead to an inviting front entrance with a character-filled full dining area. This seamless one-floor layout continues into the eat-in kitchen, which boasts a spacious countertop, and a convenient first-floor laundry room complete with a half bath. Relax in the living room, featuring a

  Sang Jee Eagle Eye Realty PLLC

  240 Elm St, Old Saybrook, CT 06475
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  /40

  $3,600 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,095 Sq Ft
  • House for Rent

  131 Hemlock Dr, Deep River, CT 06417

  Located on a private lot in a quiet neighborhood, this three bedroom home is available for rent on a yearly basis. An expansive primary suite is located on the first floor, including a large walk-in closet and private bathroom. Two large bedrooms and an updated bathroom are located on the second floor. Fresh paint, updated bathrooms, recently re-finished hardwood floors, mature plantings,

  Erin Borruso William Pitt Sotheby's Int'l

  131 Hemlock Dr, Deep River, CT 06417
• 

  $280,000 Sold Jan 05, 2026

  8 Mohawk Ct, Cromwell, CT 06416

  • 2 Beds
  • 1.5 Baths
  • 1,758 Sq Ft
  • Built 1976

  Last Sold Summary

  • 2% Above List Price
  • $159/SF
  • 44 Days On Market

  Current Estimated Value $278,786

  Last Listing Agent Donna-Jean Dargie Eagle Eye Realty PLLC

  8 Mohawk Ct, Cromwell, CT 06416
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  Est $217,652 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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  /28

  $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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  /13

  $1,650 Per Month

  • 1 Bed
  • 1 Bath
  • 3,784 Sq Ft
  • Apartment for Rent

  14 Pease Ave Unit 3, Middletown, CT 06457

  Charming 1-bedroom with an extra bonus room, great for a home office. This 2nd-floor apartment offers beautiful hardwood flooring throughout and the convenience of heat and hot water included in the rent. Located close to local shops, restaurants, and entertainment, and quick access to highway.

  Jaimie Andrews Bottom Line Realty

  14 Pease Ave Unit 3, Middletown, CT 06457
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  $640,000 Sold Apr 08, 2026

  317 Tater Hill Rd, East Haddam, CT 06423

  • 4 Beds
  • 3 Baths
  • 5,287 Sq Ft
  • Built 1994

  Last Sold Summary

  • 9% Below List Price
  • $121/SF
  • 164 Days On Market

  Current Estimated Value $683,014

  Last Listing Agent Jodi Miller Lisitano Eagle Eye Realty PLLC

  317 Tater Hill Rd, East Haddam, CT 06423
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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

Showing Results 481 - 520, Page 13 of 18