Middlesex County, CT Homes

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  $504,900

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft

  14 Denmore Ln, Old Saybrook, CT 06475

  This beautifully renovated ranch style home provides a perfect blend of modern style, comfort and luxury. As you enter you will be greeted by beautiful hardwood flooring creating a seamless flow from room to room elevating each space with enduring charm, comfort, and sophistication. This home boasts three spacious bedrooms and one full bathroom featuring sleek and modern finishes. The

  Terence Dominick Exceptional Real Estate LLC

  14 Denmore Ln, Old Saybrook, CT 06475
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  $4,500 Per Month

  • 4 Beds
  • 1.5 Baths
  • 1,316 Sq Ft
  • House for Rent

  33 Beach Rd W, Old Saybrook, CT 06475

  Adorable 4-bedroom, 1-1/2 bath beachfront retreat available as an academic rental from early September through the end of May in the highly sought-after Chalker Beach neighborhood of Old Saybrook. Offered fully furnished with all utilities included, this charming coastal home that was completely rebuilt in 1986 is the perfect place to enjoy off-season shoreline living. Warm coastal wood paneling

  Katie Smith Berkshire Hathaway NE Prop.

  33 Beach Rd W, Old Saybrook, CT 06475
• 

  $470,000 Sold Dec 23, 2025

  120 Washington Rd, Cromwell, CT 06416

  • 3 Beds
  • 2.5 Baths
  • 1,951 Sq Ft
  • Built 1988

  Last Sold Summary

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

  Current Estimated Value $477,703

  Last Listing Agent Jeff Coleman Hagel & Assoc. Real Estate

  120 Washington Rd, Cromwell, CT 06416
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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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  /40

  $759,900

  • 4 Beds
  • 4 Baths
  • 4,165 Sq Ft

  23 Crest Dr, Cromwell, CT 06416

  FIRST TIME OFFERED! Custom built by original owner using the finest quality materials and craftmanship! This home has been lovingly maintained and is in spotless move-in condition. Upon entering view the carved English Walnut Double Door entry leading to a foyer and living room with granite floors. Sunlight pours through a dramatic two-story glass block wall, illuminating the marble staircase.

  Christine Devanney Coldwell Banker Realty

  23 Crest Dr, Cromwell, CT 06416
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  /17

  $1,700 Per Month

  • 1 Bed
  • 2 Baths
  • 2,390 Sq Ft
  • House for Rent

  8 Lewis Ave, Westbrook, CT 06498

  Welcome to your year-round coastal retreat! This spacious one-bedroom rental boasts an oversized living area, two full bathrooms, and a layout designed for comfort and ease. Located in a private beach community with effortless access to Island View Beach, this home also features off-street parking, a peaceful backyard perfect for unwinding, generous closet space, and ample room for storage.

  Craig Milton Re/Max Valley Shore

  8 Lewis Ave, Westbrook, CT 06498
• 

  $1,394,900 Sold Mar 02, 2026

  13 Cranberry Meadow Ln, Killingworth, CT 06419

  • 5 Beds
  • 3.5 Baths
  • 3,444 Sq Ft
  • Built 2024

  Last Sold Summary

  • 27% Above List Price
  • $405/SF
  • 158 Days On Market

  Current Estimated Value $658,792

  Last Listing Agent Rob Paskiewicz CT Home Pro, LLC

  13 Cranberry Meadow Ln, Killingworth, CT 06419
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  /13

  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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  /40

  $770,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,752 Sq Ft

  54 Bar Gate Trail, Killingworth, CT 06419

  Beautifully updated home in the desirable Indian Springs neighborhood. The private and tastefully landscaped 2.9 acre property runs down to the Hammonassett River. The spacious renovated kitchen/dining area includes a fireplace. The adjacent cozy family room also features a fireplace. Two other rooms on the first floor offer flexible space for an office, formal living room/dining room etc.

  Laurie Trulock Compass Connecticut, LLC

  54 Bar Gate Trail, Killingworth, CT 06419
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  /18

  $2,400 Per Month

  • 1 Bed
  • 1 Bath
  • 1,600 Sq Ft
  • Apartment for Rent

  3 Banner Rd Unit 119, East Haddam, CT 06469

  This one floor apartment is under construction. Gorgeous brand new rentals! Other apartments available are 2 levels with the bedroom upstairs in the loft. Gorgeous hardwood flooring, granite are just some of the interior finishes. 6 of the 20 will be income qualified with a reduced rent. You are going to love these beautiful rentals.

  Nancy Newman LPT Realty

  3 Banner Rd Unit 119, East Haddam, CT 06469
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  $812,927 Sold Aug 29, 2025

  33 Primrose Ln, Cromwell, CT 06416

  • 3 Beds
  • 2.5 Baths
  • 2,359 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Above List Price
  • $345/SF
  • 8 Days On Market

  Last Listing Agent Daniela Volo Calcagni Real Estate

  33 Primrose Ln, Cromwell, CT 06416
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  Est $2,160,061 Not Listed For Sale

  151 Old Mail Trail, Westbrook, CT 06498

  • 4 Beds
  • 3.5 Baths
  • 2,513 Sq Ft
  • Built 2013

  151 Old Mail Trail, Westbrook, CT 06498

  Last Sold Summary

  • 3% Above List Price
  • $836/SF
  • 83 Days On Market

  • Last Sold Price $2,100,000
  • Dec 04, 2024

  Last Listing Agent Jackie Lyman Lyman Real Estate
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  /25

  $419,900 Open Sat 1PM - 3PM

  • 4 Beds
  • 1 Bath
  • 640 Sq Ft

  39 Middletown Ave, Old Saybrook, CT 06475

  Charming and beautifully updated 4 bedroom Seasonal Cottage in desireable Saybrook Manor beach community. This home offers the perfect blend of character and modern improvements with vaulted ceilings and exposed beams. The completely remodeled kitchen features Corian countertops, a classic farmhouse sink, skylight for natural light and matching rolling kitchen cart for added prep and storage

  Tracy Pentalow Property Shoppe, LLC

  39 Middletown Ave, Old Saybrook, CT 06475
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  $2,450 Per Month

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft
  • House for Rent

  77 Basswood Dr, Middletown, CT 06457

  Charming fully updated single-family ranch located in desirable Middletown. This well-maintained home features modern finishes throughout, offering comfortable one-level living plus additional space with a fully finished basement-perfect for a family room, home office, or recreation area. Enjoy a bright and inviting layout with updated kitchen and baths, and ample living space for everyday living

  Dean Haselden Advise Realty Services

  77 Basswood Dr, 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 $363,646 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

  • 7% 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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  $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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  /17

  $1,500 Per Month

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

  161 Burgundy Hill Ln Unit 161, Middletown, CT 06457

  Charming 1br/1ba with loft conveniently located in Middletown. 3rd floor walk-up apartment. Fresh paint and carpet with sliding door to wood deck. Wall unit A/C. 1 parking space included and communal laundry room. Renter responsible for all utilities and renter's insurance. Each applicant over the age of 18 must complete a credit/background check through rentspree. Rent Spree charges

  Gerard Sullivan Coldwell Banker Realty

  161 Burgundy Hill Ln Unit 161, Middletown, CT 06457
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  $650,000 Sold Mar 16, 2026

  11 Coulter St Unit 28, Old Saybrook, CT 06475

  • 2 Beds
  • 2.5 Baths
  • 2,099 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Above List Price
  • $310/SF
  • 5 Days On Market

  Current Estimated Value $634,069

  Last Listing Agent Christine Fappiano Shoreline Real Estate Company

  11 Coulter St Unit 28, Old Saybrook, CT 06475
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  Est $512,845 Not Listed For Sale

  61 Parker Hill Rd S, Higganum, CT 06441

  • 3 Beds
  • 2 Baths
  • 2,256 Sq Ft
  • Built 1997

  61 Parker Hill Rd S, Higganum, CT 06441

  Last Sold Summary

  • 9% Above List Price
  • $208/SF
  • 12 Days On Market

  • Last Sold Price $470,000
  • Sep 27, 2024

  Last Listing Agent Peter Digangi Dow Della Valle
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  $495,000

  • Land
  • 57.41 Acres
  • $8,622 per Acre

  0 S Dish Mill Rd Unit 24082788, Haddam, CT 06441

  Over 57+ Acres of land with distant views of the CT River from various points. Great for a private retreat, family compound, or residential development. Possible Owner Financing Available.

  Craig Milton Re/Max Valley Shore

  0 S Dish Mill Rd Unit 24082788, Haddam, CT 06441
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  /12

  $1,900 Per Month

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

  70 Pond Meadow Rd, Ivoryton, CT 06442

  Freshly Painted 2 bedrooms/1 bathroom unit located in a quite complex Tenant responsible for electric/Internet Landlord is responsible for landscaping/snow/water good credit, no pets, and no smoking 1 year lease, 2 months Security deposit and first month rent due at lease signing

  Amru Abo-Alaial RE/MAX One

  70 Pond Meadow Rd, Ivoryton, CT 06442
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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 $587,541 Not Listed For Sale

  93 Nason Rd, Higganum, CT 06441

  • 2 Beds
  • 2 Baths
  • 1,840 Sq Ft
  • Built 1970

  93 Nason Rd, Higganum, CT 06441

  Last Sold Summary

  • 1% Above List Price
  • $315/SF
  • 19 Days On Market

  • Last Sold Price $579,900
  • Apr 01, 2024

  Last Listing Agent Jonathan Archer William Raveis Real Estate
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  /15

  $212,000

  • 1 Bed
  • 1 Bath
  • 727 Sq Ft

  92 Main St Unit 107, Deep River, CT 06417

  Step into a loft-style townhouse in the historic Piano Works building that blends vintage charm with modern living. With its own private entrance and location in a 4-unit outbuilding, this home offers peace and privacy-no upstairs or downstairs neighbors to worry about! With its impressive 9-foot-plus ceilings and exposed ductwork, this home exudes a chic, industrial vibe. Right outside your

  Anna Kilty Compass Connecticut, LLC

  92 Main St Unit 107, Deep River, CT 06417
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  /15

  $8,400 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,336 Sq Ft
  • House for Rent

  25 W Shore Dr, Old Saybrook, CT 06475

  BEACHFRONT Beautifully renovated Furnished luxury waterfront $8400 weekly rental or 1200 a day for June 1st thru Sept. 15th or weekly at $8400. Waterviews from all rooms, private beach, plus cornfield point assocation amenties. Enjoy 3 bedrooms all with water-views, 2 full bathrooms, 1 half bathroom, fireplace, CA, new gourmet kitchen, generator, in beautiful seaside setting and neighborhood.

  Joel Lucas Coldwell Banker Realty

  25 W Shore Dr, Old Saybrook, CT 06475
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  $267,096 Sold Sep 10, 2025

  1086 Saybrook Rd, Haddam, CT 06438

  • 2 Beds
  • 1 Bath
  • 1,077 Sq Ft
  • Built 1960

  Last Sold Summary

  • 19% Above List Price
  • $248/SF
  • 31 Days On Market

  Current Estimated Value $284,886

  Last Listing Agent Tanya Bottaro Real Broker CT, LLC

  1086 Saybrook Rd, Haddam, CT 06438
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  Est $691,473 Not Listed For Sale

  219 Jackson Rd, Higganum, CT 06441

  • 4 Beds
  • 3.5 Baths
  • 3,846 Sq Ft
  • Built 2006

  219 Jackson Rd, Higganum, CT 06441

  Last Sold Summary

  • 10% Above List Price
  • $163/SF
  • 47 Days On Market

  • Last Sold Price $627,000
  • Jan 06, 2025

  Last Listing Agent Linda O'Hara William Raveis Real Estate
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  $724,900

  • 2 Beds
  • 2 Baths
  • 1,589 Sq Ft

  14 Essex Glen Dr Unit 4, Essex, CT 06426

  Tucked within an intimate enclave of just 26 thoughtfully designed homes in Essex -- often celebrated as "The Best Small Town in America" -- this one-owner residence, built in 2018, offers a refined yet effortless lifestyle. A free-standing design provides privacy, while the community handles lawn care and snow removal, making everyday living refreshingly simple. Low utility costs and favorable

  Susan Malan William Pitt Sotheby's Int'l

  14 Essex Glen Dr Unit 4, Essex, CT 06426
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  $2,395 Per Month

  • 3 Beds
  • 1 Bath
  • 1,009 Sq Ft
  • House for Rent

  24 N Main St Unit 1, East Hampton, CT 06424

  First-floor spacious 3-bedroom, 1-bath apartment with a flexible layout and approximately 1,009 square feet of living space. The third bedroom is a large, sun-filled space that functions beautifully as a second living room, playroom, home office, or guest room. This bright and comfortable unit features refinished hardwood floors, a brand new gas stove, new stainless steel refrigerator, in-unit

  Stephanie Burghart RE/MAX Alliance

  24 N Main St Unit 1, East Hampton, CT 06424
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  $4,900,000 Sold Oct 16, 2025

  151 Kingfisher Ln, Westbrook, CT 06498

  • 6 Beds
  • 3.5 Baths
  • 6,182 Sq Ft
  • Built 1890

  Last Sold Summary

  • 15% Above List Price
  • $793/SF
  • 17 Days On Market

  Current Estimated Value $4,544,286

  Last Listing Agent Jackie Lyman Lyman Real Estate

  151 Kingfisher Ln, Westbrook, CT 06498
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  Est $1,320,569 Not Listed For Sale

  185 Hidden Lake Rd, Higganum, CT 06441

  • 4 Beds
  • 3.5 Baths
  • 3,955 Sq Ft
  • Built 2003

  185 Hidden Lake Rd, Higganum, CT 06441

  Last Sold Summary

  • 6% Above List Price
  • $316/SF
  • 68 Days On Market

  • Last Sold Price $1,250,000
  • Apr 14, 2025

  Last Listing Agent Heather Zito Carbutti & Co., Realtors
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  /2

  $282,225

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  3 Kirtland Ave, Chester, CT 06412

  REO Occupied - NO ACCESS OR VIEWINGS of this property - no interior photos. Please DO NOT DISTURB the occupant. Built in 1974, this one level home offers approximately 1344 finished square feet, two bedrooms and two full baths, fireplace, unfinished basement and attached one car garage. This home sits on an approximate 14810 sqft lot. "As is" cash only sale with no contingencies or inspections.

  Sherry Price Realhome Services & Solutions

  3 Kirtland Ave, Chester, CT 06412
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  /31

  $2,400 Per Month

  • 3 Beds
  • 1 Bath
  • 2,081 Sq Ft
  • House for Rent

  32 Wall St Unit 2, Middletown, CT 06457

  HEAT INCLUDED IN RENT! Spacious and fully renovated, this 3-bedroom, 1-bathroom apartment offers comfortable living with thoughtful upgrades throughout. The kitchen and bathroom have been completely remodeled with brand-new appliances and fixtures, and the entire unit has been freshly painted. You'll find hardwood floors throughout, new LED lighting, and updated door hardware throughout the

  Kris Robinson Eagle Eye Realty PLLC

  32 Wall St Unit 2, Middletown, CT 06457
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  $575,000 Sold Aug 15, 2025

  166R Skeet Club Rd, Durham, CT 06422

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1985

  Last Sold Summary

  • 7% Above List Price
  • $383/SF
  • 37 Days On Market

  Current Estimated Value $573,181

  Last Listing Agent Jane Huelsman eXp Realty

  166R Skeet Club Rd, Durham, CT 06422
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  Est $1,336,884 Not Listed For Sale

  19 Heron Pond Rd, Essex, CT 06426

  • 4 Beds
  • 2.5 Baths
  • 3,024 Sq Ft
  • Built 2008

  19 Heron Pond Rd, Essex, CT 06426

  Last Sold Summary

  • 17% Above List Price
  • $377/SF
  • 61 Days On Market

  • Last Sold Price $1,140,000
  • Sep 26, 2023

  Last Listing Agent Rick Weiner William Pitt
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  $310,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,992 Sq Ft

  53 Falls Bashan Rd, Moodus, CT 06469

  Wonderful opportunity to transform this classic 1937 Colonial into the home of your dreams. Boasting just over 1,900 square feet of interior living space, this residence features 3 spacious bedrooms and 1.5 bathrooms, offering ample room for family life and entertaining. The home's thoughtful layout includes a large living room and a cozy family room anchored by a fireplace, creating warm,

  Jonathan Gineo Silver and Oak Realty

  53 Falls Bashan Rd, Moodus, CT 06469
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  /22

  $1,850 Per Month

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

  94 Liberty St, Middletown, CT 06457

  Conveniently located just one block from downtown Middletown and with quick access to Route 9, this charming duplex unit has been thoughtfully updated. The newly renovated kitchen features a dishwasher, and the bathroom, refinished hardwood floors, and fresh paint throughout create a bright, move-in-ready space. The unit offers two large bedrooms and one smaller bedroom, plus ample storage with a

  Jonathan Zuromski Real Broker CT, LLC

  94 Liberty St, Middletown, CT 06457
• 

  $324,000 Sold Feb 12, 2026

  7 Sherwood Ct, Portland, CT 06480

  • 2 Beds
  • 2 Baths
  • 1,097 Sq Ft
  • Built 2000

  Last Sold Summary

  • 8% Above List Price
  • $295/SF
  • 4 Days On Market

  Current Estimated Value $311,663

  Last Listing Agent Angela Aresco Carl Guild & Associates

  7 Sherwood Ct, Portland, CT 06480
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  Est $615,822 Not Listed For Sale

  115 Comstock Trail, East Hampton, CT 06424

  • 4 Beds
  • 2.5 Baths
  • 2,903 Sq Ft
  • Built 2008

  115 Comstock Trail, East Hampton, CT 06424

  Last Sold Summary

  • 8% Above List Price
  • $196/SF
  • 33 Days On Market

  • Last Sold Price $568,000
  • Apr 11, 2025

  Last Listing Agent John Blakley Berkshire Hathaway Home Services

Showing Results 521 - 560, Page 14 of 18