Middlesex County, CT Homes

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  $757,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,860 Sq Ft

  505 Freya Ln, East Hampton, CT 06424

  The awaited Phase II is now available for Lake Overlook Estates. 2 beautiful homesites with views of Lake Pocotopaug. Lot 16 is 1.22 acres and Lot 20 is 2.21 acres. The Magnolia. Fantastic architectural exterior detailing includes covered porch with columns, 2 large bay extensions with hip roofs, one in dining room and one in office, and multiple gables and roof lines. Truly a grand exterior!

  Mark Toledo Berkshire Hathaway NE Prop.

  505 Freya Ln, East Hampton, CT 06424
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  $1,850 Per Month

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

  141 Bridge St Unit D, Middletown, CT 06457

  Welcome to 141 Bridge Street, a beautifully reimagined four-unit residence where modern design, everyday comfort, and effortless convenience come together seamlessly. The property includes two spacious one-bedroom units, one two-bedroom unit, and one three-bedroom unit, each thoughtfully designed with high-end finishes and private entrances for added privacy. Inside every unit, you'll find sleek

  Marianna Terenzio William Raveis Real Estate

  141 Bridge St Unit D, 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 $570,337 Not Listed For Sale

  9 Long Green Terrace, Cromwell, CT 06416

  • 3 Beds
  • 3 Baths
  • 2,135 Sq Ft
  • Built 2008

  9 Long Green Terrace, Cromwell, CT 06416

  Last Sold Summary

  • 12% Below List Price
  • $305/SF
  • 4 Days On Market

  • Last Sold Price $650,730
  • Jun 20, 2024

  Last Listing Agent Robert Jordan Hagel & Assoc. Real Estate
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  $249,900 Under Contract

  • 4 Beds
  • 3 Baths
  • 2,300 Sq Ft

  134 Sillimanville Rd, Moodus, CT 06469

  ***INVESTORS*** Discover a unique opportunity situated on a generous 3 acres with plenty of room for expansion or additional projects featuring two distinct structures, both which present significant potential for renovation. The main house has 2 full bathrooms and 4 bedrooms. The Gallery house has 1 full bathroom with laundry on site a bedroom on the main level off the living room and a loft on

  Sheila Soto Puorro Realty Group

  134 Sillimanville Rd, Moodus, CT 06469
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  $1,750 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • Townhouse for Rent

  184 Marlborough St, Portland, CT 06480

  Get ready to be WOW'D with this completely Renovated 2 Bedroom/1.5 Bathroom Half Duplex in the Charming town of Portland! So many newer Features including but not limited to ... Newer Kitchen, Cabinets,Countertops, All Energy Star appliances, Refrigerator, Stove and Dishwasher, Light Fixtures, gleaming Hardwood Floors, Windows, Doors, Electrical, Plumbing, Freshly Painted, Very efficient with new

  Kathy Dell'Aquila Coldwell Banker Realty

  184 Marlborough St, Portland, CT 06480
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  $250,000 Sold Jun 02, 2025

  0 Abbey Rd, East Hampton, CT 06424

  • Land
  • 31.6 Acres
  • $7,911 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 38 Days On Market

  Last Listing Agent Dale Bunn Riverview Realty, LLC

  0 Abbey Rd, East Hampton, CT 06424
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  Est $887,927 Not Listed For Sale

  75 Pinnacle Ln, Chester, CT 06412

  • 4 Beds
  • 3 Baths
  • 3,033 Sq Ft
  • Built 2006

  75 Pinnacle Ln, Chester, CT 06412

  Last Sold Summary

  • 8% Above List Price
  • $272/SF
  • 20 Days On Market

  • Last Sold Price $825,000
  • May 31, 2024

  Last Listing Agent Kristen Butts Century 21 Clemens Group
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  $429,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,511 Sq Ft

  8 North Ridge Unit 8, East Hampton, CT 06424

  Laurel Ridge - 55+ Community - Beautiful ranch-style home located in a highly desirable and sought-after community. Ideally situated with convenient access to shopping, medical facilities, and major commuting routes. This well-maintained home features an open floor plan with a spacious living room, dining area, and kitchen combination-perfect for comfortable everyday living and entertaining. The

  Dee Hasuly KW Legacy Partners

  8 North Ridge Unit 8, East Hampton, CT 06424
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  $2,500 Per Month

  • 4 Beds
  • 2 Baths
  • 1,322 Sq Ft
  • House for Rent

  73 Silver St, Middletown, CT 06457

  This well-kept 4-bedroom, 2-bath Cape has a comfortable, easy feel from the moment you walk in. The kitchen has been updated with stainless steel appliances, good cabinet space, and plenty of natural light. The living room features hardwood floors and a fireplace that makes it especially nice in the colder months. Both bathrooms have been refreshed, and there are built-in shelves throughout the

  Jinkuk Hong William Raveis Real Estate

  73 Silver St, Middletown, CT 06457
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  $210,000 Sold Dec 11, 2025

  96 Woodland Dr Unit 96, Cromwell, CT 06416

  • 2 Beds
  • 2 Baths
  • 989 Sq Ft
  • Built 1974

  Last Sold Summary

  • 5% Above List Price
  • $212/SF
  • 19 Days On Market

  Current Estimated Value $212,122

  Last Listing Agent Corinne Machowski William Raveis Real Estate

  96 Woodland Dr Unit 96, Cromwell, CT 06416
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  Est $1,518,341 Not Listed For Sale

  23 Red Bird Trail, Old Saybrook, CT 06475

  • 3 Beds
  • 2 Baths
  • 2,580 Sq Ft
  • Built 1955

  23 Red Bird Trail, Old Saybrook, CT 06475

  Last Sold Summary

  • 3% Above List Price
  • $572/SF
  • 158 Days On Market

  • Last Sold Price $1,475,000
  • Dec 01, 2023

  Last Listing Agent Jay Cusack Executive Real Estate
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  $384,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,740 Sq Ft

  8 Macdonough Place, Middletown, CT 06457

  Eager to get a jump on the 2026 Spring Market? Better get a move to a very special in-town offering. This early 20th century gambrel colonial, built in 1923 embraces its vintage charms and architectural detail with elan. Its ownership history shows an appreciation and sensitivity to its wood detail: original wood trim detail and moldings, plus hardwood flooring throughout. While owned just four

  Patricia Flynn Sterling REALTORS

  8 Macdonough Place, Middletown, CT 06457
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  $1,550 Per Month

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

  17 Broad St Unit 2nd Fl Rear, Middletown, CT 06457

  Remodeled Apartment! If you are looking for a great 2nd floor, 1-bedroom apartment, look no further! Located in the heart of Middletown, direct vicinity for Wesleyan University, Middlesex Health and Downtown Middletown. This unit has a newly remodeled kitchen and a newly renovated bathroom, fresh paint throughout, new flooring throughout and new appliances. One off street parking space and

  Heather Kilbourn Cavanaugh & Company LLC

  17 Broad St Unit 2nd Fl Rear, 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 $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

  • Last Sold Price $259,000

  Last Listing Agent Jason Boice eXp Realty
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  $879,000

  • 5 Beds
  • 4 Baths
  • 2,820 Sq Ft

  408 Stage Coach Rd, Durham, CT 06422

  Set on over 20 breathtaking, wooded acres, this property offers a rare blend of privacy, natural beauty, and flexible living. This contemporary split-level home is filled with natural light and thoughtfully positioned to capture sweeping hillside views from nearly every angle. With five bedrooms and 3.5 baths, including a private in-law suite with its own entrance, the home provides exceptional

  Mark McElrath William Pitt Sotheby's Int'l

  408 Stage Coach Rd, Durham, CT 06422
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  $1,600 Per Month

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

  41 E High St Unit 7, East Hampton, CT 06424

  Rare opportunity to rent a fully renovated direct waterfront apartment just feet from the water in East Hampton. This beautifully updated one-bedroom unit offers a peaceful setting while still being conveniently located near town amenities. The apartment features a bright and open living space, a modern updated kitchen, and a comfortable bedroom. The entire unit has been fully renovated, offering

  Ryan De Lello William Pitt Sotheby's International Realty

  41 E High St Unit 7, East Hampton, CT 06424
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  $455,000 Sold Jul 17, 2025

  8 Joseph Ct, East Hampton, CT 06424

  • 4 Beds
  • 2.5 Baths
  • 2,051 Sq Ft
  • Built 2006

  Last Sold Summary

  • 3% Above List Price
  • $222/SF
  • 2 Days On Market

  Current Estimated Value $463,566

  Last Listing Agent Tammy Varney William Raveis Real Estate

  8 Joseph Ct, East Hampton, CT 06424
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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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  $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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  $1,500 Per Month

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  652 High St, Middletown, CT 06457

  ! AVAILABLE IMMEDIATELY ! SUPERB 2ND FL, (2) BDR RENTAL OFFERING WITHIN MIDDLETOWN'S DOWNTOWN DISTRICT. UNIT IS POISED FOR MULTIPLE YEARS OF TENANT ENJOYMENT WITH ITS FRESH PAINT, REFINISHED HDWD FLOORING THROUGHOUT, NEW OR NEWER KITCHEN APPLIANCES, ENERGY-EFFICIENT WINDOWS, GAS-FIRED HEAT AND HOT WATER -AND- A WONDERFUL BATHROOM OFFERING A DEEP SOAKING TUB -PLUS- SEPARATE TILED SHOWER. IMMEDIATE

  Joseph Fasone Sunset Creek Realty, LLC

  652 High St, Middletown, CT 06457
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  $175,000 Sold Oct 16, 2025

  64 Woodland Dr, Cromwell, CT 06416

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft
  • Built 1974

  Last Sold Summary

  • $243/SF
  • 4 Days On Market

  Current Estimated Value $176,792

  Last Listing Agent Nick Palazzo Century 21 Clemens Group

  64 Woodland Dr, Cromwell, CT 06416
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  Est $536,116 Not Listed For Sale

  15 Sergeant Morgan Rd, East Hampton, CT 06424

  • 2 Beds
  • 1.5 Baths
  • 1,404 Sq Ft
  • Built 1960

  15 Sergeant Morgan Rd, East Hampton, CT 06424

  Last Sold Summary

  • 24% Above List Price
  • $308/SF
  • 11 Days On Market

  • Last Sold Price $432,000
  • May 30, 2023

  Last Listing Agent Corrie Brindamour Berkshire Hathaway Home Services
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  $1,250,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 3.5 Baths
  • 2,467 Sq Ft

  45 Falls River Dr, Ivoryton, CT 06442

  Embrace the waterfront lifestyle at 45 Falls River Drive, located on a designated scenic road in the charming village of Ivoryton within the Town of Essex. Launch your kayak from your own backyard, sip your morning coffee on the dock, and unwind on the expansive deck while herons glide by. Adjacent to the protected Falls River Preserve, this property offers access to scenic trails, kayaking, and

  Nora Porcelli William Raveis Real Estate

  45 Falls River Dr, Ivoryton, CT 06442
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  $1,400 Per Month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Apartment for Rent

  36 Walnut St Unit 2, Middletown, CT 06457

  Bright and cheerful 2-bedroom, 1-bath apartment featuring a spacious kitchen with plenty of cabinets, hardwood floors, and great natural light throughout. Both bedrooms offer large walk-in closets, and the living room provides plenty of space for relaxing or dining. Includes off-street parking and access through a back entrance.

  Michael Bernard Ironclad Real Estate

  36 Walnut St Unit 2, Middletown, CT 06457
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  $665,000 Sold Jul 30, 2025

  32 Salmon Run, East Hampton, CT 06424

  • 3 Beds
  • 2.5 Baths
  • 3,236 Sq Ft
  • Built 2017

  Last Sold Summary

  • 1% Above List Price
  • $206/SF
  • 18 Days On Market

  Current Estimated Value $681,049

  Last Listing Agent Jason Boice eXp Realty

  32 Salmon Run, East Hampton, CT 06424
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  Est $1,126,149 Not Listed For Sale

  8 Harbor View S, Essex, CT 06426

  • 5 Beds
  • 4 Baths
  • 4,381 Sq Ft
  • Built 1981

  8 Harbor View S, Essex, CT 06426

  Last Sold Summary

  • 19% Above List Price
  • $217/SF
  • 109 Days On Market

  • Last Sold Price $950,000
  • Dec 04, 2024

  Last Listing Agent Teri Lewis William Pitt
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  $1,200,000

  • Land
  • 29.37 Acres
  • $40,858 per Acre

  0 Country Club Rd and Massa Tom Rd Rd E, Middletown, CT 06457

  29.37 Acres/ 14 lots of unique Wooded land rolling hills, lush forests. ATTENTION BUYERS /BUILDERS ENDLESS OPPORTUNITY TO EXPLORING DEVELOPMENT POTENTIAL this raw piece of land is a blank canvas ready for your vision. Easy access to nearby school's shops and highways.

  Irene Smaga Global Real Estate Services, LLC

  0 Country Club Rd and Massa Tom Rd Rd E, Middletown, CT 06457
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  $2,500 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,176 Sq Ft
  • House for Rent

  708 E Pond Meadow Rd, Westbrook, CT 06498

  3 beds, 1 bath; Calm and cozy country retreat; small town feel; local train station; close to Long Island Sound beaches; outlet shopping; great restaurants; and a famous resort and spa nearby. HEAT AND HOT WATER INCLUDED. Includes garage, back deck with outdoor grill and spacious back yard. Tenant pays electricity and cable/wifi. Easy highway commute to New London and New Haven. RentSpree

  Dee Alfiero William Raveis Real Estate

  708 E Pond Meadow Rd, Westbrook, CT 06498
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  $875,000 Sold Aug 29, 2025

  694 Higganum Rd, Durham, CT 06422

  • 4 Beds
  • 2.5 Baths
  • 3,413 Sq Ft
  • Built 2003

  Last Sold Summary

  • 10% Above List Price
  • $256/SF
  • 9 Days On Market

  Current Estimated Value $881,152

  Last Listing Agent Hayley Marcous Coldwell Banker Realty

  694 Higganum Rd, Durham, CT 06422
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  Est $284,457 Not Listed For Sale

  24 Taylor Dr, East Hampton, CT 06424

  • 2 Beds
  • 1 Bath
  • 1,032 Sq Ft
  • Built 1932

  24 Taylor Dr, East Hampton, CT 06424

  Last Sold Summary

  • 16% Above List Price
  • $237/SF
  • 62 Days On Market

  • Last Sold Price $245,000
  • Dec 04, 2024

  Last Listing Agent Koreen Ryan Carl Guild & Associates
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  $2,100,000

  • 11 Beds
  • 12 Baths
  • 8,500 Sq Ft

  59 Maple St, Chester, CT 06412

  A mixed-use and multifamily package located in Chester and Deep River, two of the most desirable towns in the Lower Connecticut River Valley. The offering includes: 59 Maple Street (Chester): 7-unit multifamily asset with an additional ~1,500 SF commercial warehouse on 2.5+ acres. 163 Main Street (Deep River): 5-unit mixed-use property positioned at the gateway to the downtown retail corridor.

  Connor Wenchell VC Property Group, LLC

  59 Maple St, Chester, CT 06412
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  $3,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,414 Sq Ft
  • House for Rent

  333 Lake Shore Dr, Colchester, CT 06415

  Welcome to your perfect lakeside retreat on beautiful Lake Hayward! This charming 3-bedroom, 2-bathroom home offers 1,830 square feet of comfortable living space with picturesque water views and coveted beach rights. The rare 4 car garage is perfect for storing vehicles, lake toys or workshop space. Wake up to serene water views and enjoy peaceful mornings with coffee overlooking the lake.

  Cathyann Schulte Countryside Realty

  333 Lake Shore Dr, Colchester, CT 06415
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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 $241,066 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

  • 21% 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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  $360,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,254 Sq Ft

  129 Summer St, Portland, CT 06480

  Inside this classic cape you'll find a cozy yet functional layout with sun-filled living spaces, hardwood floors, and a welcoming fireplace that serves as the heart of the home. The kitchen offers a perfect balance of vintage charm and modern convenience, with ample cabinetry. A convenient first-floor bedroom and full bath provide versatile options for guests, home office, or single-level living.

  Koreen Ryan Carl Guild & Associates

  129 Summer St, Portland, CT 06480
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  $1,230 Per Month

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

  173 Leesville Rd Unit B, Moodus, CT 06469

  This charming one-bedroom, one-bath apartment offers a versatile layout with plenty of open space. The cozy bedroom is complemented by a large, open living area that can easily accommodate dining, entertainment, or even a studio-style setup. Enjoy ample storage and counter space, in-unit washer and dryer, and a spacious bathroom featuring a full tub and generous vanity area. A lovely home with

  Karandeep Singh Ironclad Real Estate

  173 Leesville Rd Unit B, Moodus, CT 06469
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  $720,000 Sold Dec 18, 2025

  37 Titus Coan Rd, Killingworth, CT 06419

  • 3 Beds
  • 2.5 Baths
  • 2,471 Sq Ft
  • Built 1998

  Last Sold Summary

  • $291/SF
  • 27 Days On Market

  Current Estimated Value $717,241

  Last Listing Agent Colette Harron William Pitt Sotheby's Int'l

  37 Titus Coan Rd, Killingworth, CT 06419
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  Est $511,202 Not Listed For Sale

  14 Massasoit Rd, Middlefield, CT 06455

  • 5 Beds
  • 3 Baths
  • 2,827 Sq Ft
  • Built 1956

  14 Massasoit Rd, Middlefield, CT 06455

  Last Sold Summary

  • 24% Above List Price
  • $146/SF
  • 70 Days On Market

  • Last Sold Price $412,000
  • Nov 22, 2023

  Last Listing Agent Shontel Sorrells Coldwell Banker

Showing Results 561 - 600, Page 15 of 18