Middlesex County, CT Homes

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  /40

  $785,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,175 Sq Ft

  195 Injun Hollow Rd, East Hampton, CT 06424

  Looking for an amazing house by the CT River? Look no further than this fabulous house! Enjoy views from almost every room in every season. 1192 Sq Ft additional lower level with full walk out.When you enter into the spacious foyer you will be wowed by the grand curved staircase, then a few steps down into the living room cathedral ceilings, bar, built in wine cabinet holding approx 280 bottles

  

  Jodi Serapilia

  William Raveis Real Estate

  (860) 901-0627

  195 Injun Hollow Rd, East Hampton, CT 06424
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  /22

  $1,900 total monthly price

  • 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
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  $450,000 Sold Jul 23, 2025

  170 Fowler Ave, Middletown, CT 06457

  • 5 Beds
  • 4 Baths
  • 2,900 Sq Ft
  • Built 1920

  Last Sold Summary

  • $155/SF
  • 29 Days On Market

  Current Estimated Value $450,407

  Last Listing Agent Enoch Bruce Puorro Realty Group

  170 Fowler Ave, Middletown, CT 06457
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  Est $661,087 Not Listed For Sale

  73 Ayers Point Rd, Old Saybrook, CT 06475

  • 3 Beds
  • 2 Baths
  • 1,861 Sq Ft
  • Built 1955

  73 Ayers Point Rd, Old Saybrook, CT 06475

  Last Sold Summary

  • 6% Above List Price
  • $336/SF
  • 34 Days On Market

  Last Sold Price $625,000

  Last Listing Agent Lisa Genovali RE/MAX
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  /40

  $450,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,800 Sq Ft

  85 Bogel Rd, East Haddam, CT 06423

  Welcome to 85 Bogel Rd, East Haddam. Family owned for over 50 years. This property has been lovingly maintained and blends privacy, space, and convenience on over 2 acres. Less than ten minutes from the Connecticut River, swing bridge, Goodspeed Opera House, and surrounding amenities. The functional layout provides flexibility for entertaining guests on both the main level and the walkout

  

  Al Chiarito

  Chiarito Real Estate LLC

  (860) 854-4774

  85 Bogel Rd, East Haddam, CT 06423
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  /29

  $1,710 per month plus fees

  Woodbury Apartments

  2 Beds

  288 Woodbury Cir, Middletown, CT 06457

  Woodbury Apartments offers spacious one bedroom flats and two and three bedroom townhomes situated in a country setting. It is located in a pedestrian friendly neighborhood with convenient access to shopping and highways, as well as a community college campus. The property is landscaped and maintained by Carabetta's 24 hour Maintenance Team who implement a landscaping plan that has seasonal color

  288 Woodbury Cir, Middletown, CT 06457
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  $615,000 Sold Jun 17, 2025

  586 Essex Rd, Westbrook, CT 06498

  • 3 Beds
  • 2 Baths
  • 1,569 Sq Ft
  • Built 1972

  Last Sold Summary

  • 5% Below List Price
  • $392/SF
  • 15 Days On Market

  Current Estimated Value $623,974

  Last Listing Agent Pardi & Zucco Team William Pitt Sotheby's Int'l

  586 Essex Rd, Westbrook, CT 06498
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  Est $645,812 Not Listed For Sale

  35 Sherwood Terrace, Old Saybrook, CT 06475

  • 3 Beds
  • 2 Baths
  • 1,834 Sq Ft
  • Built 1984

  35 Sherwood Terrace, Old Saybrook, CT 06475

  Last Sold Summary

  • 6% Above List Price
  • $333/SF
  • 25 Days On Market

  Last Sold Price $610,000

  Last Listing Agent Jennifer Gurnell William Raveis Real Estate
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  /26

  $399,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  12 Fairview Heights, Cromwell, CT 06416

  Welcome to this inviting three-bedroom, two-bath Cape nestled in the heart of Cromwell, offering charm, comfort, and everyday convenience. Perfectly situated close to parks, schools, shops, and town amenities-this location makes daily life a breeze. Step inside to a warm and welcoming living room featuring a classic wood-burning fireplace, ideal for relaxing nights in. The layout flows

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 746-2813

  12 Fairview Heights, Cromwell, CT 06416
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  /25

  $2,650 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,534 Sq Ft
  • Townhouse for Rent

  9 Watch Hill Cir Unit 9, Cromwell, CT 06416

  This beautifully updated and recently painted 2 bedroom, 2 full bathroom townhouse is ideally situated in a highly desirable complex. The home features an eat in kitchen with updated cabinetry, stainless steel appliances, and quartz countertops. A formal dining room flows into the sunken living room with vaulted ceilings and a slider leading to a Trex deck perfect for relaxing or entertaining.

  Michael Reiman William Raveis Real Estate

  9 Watch Hill Cir Unit 9, Cromwell, CT 06416
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  $120,000 Sold Oct 10, 2025

  74 Grove St, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,385 Sq Ft
  • Built 1900

  Last Sold Summary

  • 28% Above List Price
  • $87/SF
  • 6 Days On Market

  Current Estimated Value $161,352

  Last Listing Agent Tracy Molloy Coldwell Banker Realty

  74 Grove St, Middletown, CT 06457
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  Est $556,708 Not Listed For Sale

  180 Cranberry Ln, Middletown, CT 06457

  • 4 Beds
  • 3.5 Baths
  • 2,619 Sq Ft
  • Built 2001

  180 Cranberry Ln, Middletown, CT 06457

  Last Sold Summary

  • 9% Above List Price
  • $195/SF
  • 92 Days On Market

  Last Sold Price $510,000

  Last Listing Agent Brittany O'Hara William Raveis Real Estate
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  /29

  $1,399,900 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,910 Sq Ft

  105 Fenwood Dr, Old Saybrook, CT 06475

  Welcome to 105 Fenwood Drive, nestled in the peaceful and picturesque community of Fenwood Beach Association. Experience waterfront living surrounded by natural beauty-where ospreys, great blue herons, and wintering bald eagles soar above thriving estuarine wetlands. Enjoy a short walk to the beach or an evening stroll to the causeway to watch the sunset. This golf cart friendly neighborhood

  

  Jodi Serapilia

  William Raveis Real Estate

  (959) 500-5352

  105 Fenwood Dr, Old Saybrook, CT 06475
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  /42

  $2,250 - $3,250 per month plus fees

  The Grand

  1 - 2 Beds

  9-15 John St, Clinton, CT 06413

  Welcome to The GrandLocated in CT’s premiere Shoreline ,this urban development brings together contemporary living with a flexible lifestyle. These residences offer elegant finishes, modern features and quality new construction.The Grand is the first of our luxury collection of residences directly adjacent to Clinton’s StationA collection of 45 residences offering 1 and 2

  9-15 John St, Clinton, CT 06413
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  $700,000 Sold Apr 23, 2025

  19 Book Hill Rd, Essex, CT 06426

  • 4 Beds
  • 1.5 Baths
  • 1,790 Sq Ft
  • Built 1977

  Last Sold Summary

  • 1% Above List Price
  • $391/SF
  • 4 Days On Market

  Current Estimated Value $734,784

  Last Listing Agent James Childs William Pitt Sotheby's Int'l

  19 Book Hill Rd, Essex, CT 06426
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  Est $462,127 Not Listed For Sale

  17 Lewis St, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 2,240 Sq Ft
  • Built 1949

  17 Lewis St, Middletown, CT 06457

  Last Sold Summary

  • $205/SF
  • 9 Days On Market

  Last Sold Price $460,000

  Last Listing Agent Danielle Spada Coldwell Banker Realty
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  /40

  $1,250,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,175 Sq Ft

  195 Injun Hollow Rd, East Hampton, CT 06424

  Investment Opportunity, Riverfront Oasis or Both! Earn income while building your dream home OR move in and make this your dream home! This property has so much to offer! It's not just a home, it's a lifestyle. Approx 500 feet of CT River frontage! 1192 Sq Ft additional lower level with full walk out. Zoning approval to subdivide a 3 acre buildable lot with several options for the split or keep

  

  Jodi Serapilia

  William Raveis Real Estate

  (860) 980-5017

  195 Injun Hollow Rd, East Hampton, CT 06424
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  /17

  $1,600 total monthly price

  • 1 Bed
  • 1 Bath
  • 11,880 Sq Ft
  • House for Rent

  54 Oak St Unit 26, Middletown, CT 06457

  Welcome to 54 Oak Street. This lovely 3 room, second floor apartment with a large eat in kitchen, stainless steel appliances (oven range, range hood, refrigerator & dishwasher), large living room and huge bedroom with generous closets and a full bath is ready to go. Centrally located in a secure building with Intercom, it is within walking distance to Wesleyan University, Middlesex Hospital and

  Barbara Coyle William Raveis Real Estate

  54 Oak St Unit 26, Middletown, CT 06457
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  $440,000 Sold Nov 18, 2025

  634 High St, Middletown, CT 06457

  • 5 Beds
  • 3 Baths
  • 2,947 Sq Ft
  • Built 1909

  Last Sold Summary

  • 7% Above List Price
  • $149/SF
  • 1 Day On Market

  Current Estimated Value $437,848

  Last Listing Agent Anthony Opalenik Eagle Eye Realty PLLC

  634 High St, Middletown, CT 06457
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  Est $475,618 Not Listed For Sale

  259 Prout Hill Rd, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 2,071 Sq Ft
  • Built 1947

  259 Prout Hill Rd, Middletown, CT 06457

  Last Sold Summary

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

  Last Sold Price $459,900

  Last Listing Agent Tracey Precourt Century 21 Clemens Group
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  /40

  $535,000 Pending

  • 5 Beds
  • 2 Baths
  • 2,522 Sq Ft

  15 Haywardville Rd, East Haddam, CT 06423

  The quintessential gambrel colonial home, presenting timeless New England character - warm siding, welcoming proportions, and a setting that feels comfortably familiar. Inside, you'll discover a thoughtfully updated, spacious residence designed for everyday living and effortless gathering. The kitchen stands as the centerpiece, where carefully selected finishes blend enduring style with practical

  

  Michael Marsden

  Compass Connecticut, LLC

  (860) 846-3404

  15 Haywardville Rd, East Haddam, CT 06423
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  /27

  $1,400 - $2,700 per month plus fees

  Middletown at Main

  Studio - 3 Beds

  710-712 Main St, Middletown, CT 06457

  710-712 Main St, Middletown, CT 06457
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  $1,387,000 Sold Jul 24, 2025

  36 West Ave, Essex, CT 06426

  • 3 Beds
  • 3.5 Baths
  • 2,838 Sq Ft
  • Built 1900

  Last Sold Summary

  • 7% Below List Price
  • $489/SF
  • 58 Days On Market

  Current Estimated Value $1,402,055

  Last Listing Agent Yolanda Lowe William Pitt Sotheby's Int'l

  36 West Ave, Essex, CT 06426
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  Est $442,111 Not Listed For Sale

  394 Chauncey Rd, Middletown, CT 06457

  • 4 Beds
  • 2 Baths
  • 2,308 Sq Ft
  • Built 1900

  394 Chauncey Rd, Middletown, CT 06457

  Last Sold Summary

  • 5% Above List Price
  • $182/SF
  • 124 Days On Market

  Last Sold Price $420,000

  Last Listing Agent Ryan Newport Social & Co Realty
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  /39

  $749,900 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,991 Sq Ft

  244 Cow Hill Rd, Clinton, CT 06413

  Completely rebuilt in 2025, this stunning home blends modern comfort with thoughtful design on a beautiful 2+ acre setting. Offering 3 spacious bedrooms and 3 full bathrooms, the home features a large eat-in kitchen ideal for gatherings, along with a dedicated dining room complete with a wet bar and beverage refrigerator, perfect for entertaining. The living room showcases soaring cathedral

  

  Amy Jo Fitzgerald

  Yellowbrick Real Estate LLC

  (860) 743-0541

  244 Cow Hill Rd, Clinton, CT 06413
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  /13

  $1,475 total monthly price

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

  176 Burgundy Hill Ln Unit 176, Middletown, CT 06457

  Welcome Home to Comfort and Convenience! This first-floor condo at 176 Burgundy Hill Lane offers easy living with a bright, practical layout. The open Living and Dining area flows nicely into the kitchen, creating a comfortable space for both everyday living and entertaining. The spacious bedroom features a large closet, and the unit offers multiple additional closets to maximize storage. Sliders

  Clare Guest William Raveis Real Estate

  176 Burgundy Hill Ln Unit 176, Middletown, CT 06457
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  $315,000 Sold Apr 11, 2025

  29 Lake St, Middletown, CT 06457

  • 4 Beds
  • 3 Baths
  • 2,688 Sq Ft
  • Built 1999

  Last Sold Summary

  • 10% Below List Price
  • $117/SF
  • 35 Days On Market

  Current Estimated Value $355,740

  Last Listing Agent Keith Murphy Innovative Properties

  29 Lake St, Middletown, CT 06457
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  Est $331,398 Not Listed For Sale

  237 Spencer Dr, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft
  • Built 1952

  237 Spencer Dr, Middletown, CT 06457

  Last Sold Summary

  • 4% Above List Price
  • $260/SF
  • 36 Days On Market

  Last Sold Price $320,000

  Last Listing Agent Adam Zak Century 21 Classic Homes
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  /19

  $220,000

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  144 E Main St Unit 5, Clinton, CT 06413

  This 2 bedroom townhome in the Meadows is set in downtown Clinton, in a quiet, boutique complex. The unit features a bright kitchen with birch cabinetry and a spacious living room with cozy wall-to-wall carpeting protecting the hardwood floors underneath. The thoughtful layout provides two bedrooms and a full bath upstairs, offering a sense of separation between living space and bedrooms.

  

  Betsy Anderson

  William Pitt Sotheby's Int'l

  (860) 852-6594

  144 E Main St Unit 5, Clinton, CT 06413
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  /24

  $1,600 - $1,800 per month plus fees

  Fernwood Apartments

  1 - 2 Beds

  44-46 Camp St, Middletown, CT 06457

  MIDDLETOWNS HIDDEN GEM Fernwood Apartments is a Gorgeous and Luxurious 24 hour gated Residential complex. The grounds are professionally and meticulously maintained all year round by our on site superintendent and maintenance crew. The units are spacious, well lit, with newly renovated kitchens and bathrooms including granite counter tops and stainless steel appliances. LET THIS BE THE NEXT PLACE

  44-46 Camp St, Middletown, CT 06457
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  $275,000 Sold Jul 07, 2025

  191 Long Hill Rd, Middletown, CT 06457

  • 4 Beds
  • 1.5 Baths
  • 2,042 Sq Ft
  • Built 1860

  Last Sold Summary

  • 21% Below List Price
  • $135/SF
  • 53 Days On Market

  Current Estimated Value $312,310

  Last Listing Agent Carol Farmer William Raveis Real Estate

  191 Long Hill Rd, Middletown, CT 06457
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  Est $440,305 Not Listed For Sale

  88 Saybrook Rd, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,315 Sq Ft
  • Built 1948

  88 Saybrook Rd, Middletown, CT 06457

  Last Sold Summary

  • 4% Above List Price
  • $184/SF
  • 4 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Danielle Spada Coldwell Banker Realty
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  /40

  $840,000 Under Contract

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

  11 S View Terrace, Old Saybrook, CT 06475

  Perfectly positioned in one of Old Saybrook's most desirable shoreline neighborhoods, this beautifully updated 4-bedroom home offers the coastal lifestyle buyers dream about. Sun-filled living spaces and thoughtful updates create a setting that feels both refined and relaxed. Homes in locations like this rarely become available. Offering 2,005 square feet of inviting living space, the home has

  

  Dylan Walter

  William Raveis Real Estate

  (860) 775-7259

  11 S View Terrace, Old Saybrook, CT 06475
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  /35

  $2,900 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 1,962 Sq Ft
  • Townhouse for Rent

  41 Mallard Cove, East Hampton, CT 06424

  :::LAKE RIGHTS AND PRIVATE BEACH::: Welcome to 41 Mallard Cove in East Hampton, CT, a beautifully remodeled endunit condo offering added privacy, natural light, and a prime location within the community. This charming home features 2 bedrooms, 1.5 baths, and an open floor plan that creates a bright, airy feel ideal for both everyday living and entertaining. The recently finished basement adds

  Ryan Martin Coldwell Banker Premier Real Estate

  41 Mallard Cove, East Hampton, CT 06424
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  $170,000 Sold Nov 05, 2025

  56 Linden Ave N, Westbrook, CT 06498

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft
  • Built 2012

  Last Sold Summary

  • 2% Below List Price
  • $202/SF
  • 6 Days On Market

  Last Listing Agent Judith DuMouchel J.M. REALTY

  56 Linden Ave N, Westbrook, CT 06498
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  Est $435,854 Not Listed For Sale

  263 Baileyville Rd, Middlefield, CT 06455

  • 1 Bed
  • 1 Bath
  • 889 Sq Ft
  • Built 1950

  263 Baileyville Rd, Middlefield, CT 06455

  Last Sold Summary

  • 3% Above List Price
  • $478/SF
  • 5 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Peter Carbutti Carbutti & Co., Realtors
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  /18

  $674,900

  • 2 Beds
  • 1 Bath
  • 1,654 Sq Ft

  15 Baxter Rd, Clinton, CT 06413

  LOCATION,LOCATION,LOCATION.RENOVATED RANCH STYLE HOME WITH THE LOFT. OVERSIZE DECK FACING THE BOULDER LAKE. PROPERTY WENT THROUGH RENOVATION IN 2023. OPEN CONCEPT OF LIVING .CORNER SLIDERS ARE GIVING PANORAMIC VIEW OF THE LAKE. RARE TO FIND SEPARATE SECOND HOME-MOBLE ON A PARCEL/TWO BEDROOM ,EATING KITHEN WITH BAY WINDOW/LAKE VIEW ,COULD PROVIDE ADDITIONAL LIVING SPACE OR GREAT INCOME.PRESENTLY

  

  Barbara Myslinski-Krucko

  William Raveis Real Estate

  (860) 968-0173

  15 Baxter Rd, Clinton, CT 06413
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  /50

  $1,400 - $1,700 per month plus fees

  Willowcrest

  1 - 2 Beds

  63 Stoneycrest Dr, Middletown, CT 06457

  NO Application Fee! Some income restrictions apply. INCLUDES HEAT AND HOT WATER! Call for any rental specials. Spacious 1, 2 and 3 bedroom apartments in a convenient location and pedestrian friendly neighborhood. Property includes a landscaping plan that provides for seasonal color with the grounds professionally maintained by Carabetta's Maintenance Team. Amenities include 24-Hour Maintenance

  63 Stoneycrest Dr, Middletown, CT 06457
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  $270,000 Sold May 21, 2025

  840 Long Hill Rd, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,440 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Below List Price
  • $188/SF
  • 10 Days On Market

  Current Estimated Value $288,635

  Last Listing Agent Jennifer Ferri Berkshire Hathaway NE Prop.

  840 Long Hill Rd, Middletown, CT 06457
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  Est $718,803 Not Listed For Sale

  300 Walkley Hill Rd, Haddam, CT 06438

  • 4 Beds
  • 3 Baths
  • 2,926 Sq Ft
  • Built 1800

  300 Walkley Hill Rd, Haddam, CT 06438

  Last Sold Summary

  • 20% Below List Price
  • $308/SF
  • 30 Days On Market

  Last Sold Price $899,900

  Last Listing Agent Susan Malan William Pitt

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