Middlesex County, CT Homes

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  $599,000

  • 4 Beds
  • 2.5 Baths
  • 2,285 Sq Ft

  10 Talias Trail, Middletown, CT 06457

  Welcome home to 10 Talias Trail....start Spring in a new home and start "planting" new memories! This is a large 4 bedroom 2.5 bath custom-built Colonial nestled on a quiet cul-de-sac. The bright open floor plan has hardwood floors, 9 ft ceilings and custom touches thru out. The bright and spacious kitchen has plenty of cabinet and counter space, a large peninsula, granite counters and is a great

  Mary Gurrieri RE/MAX Right Choice

  10 Talias Trail, Middletown, CT 06457
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  /17

  $1,650 total monthly price

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

  81 Middlefield St Unit 2, Middletown, CT 06457

  Move-in ready, newly renovated second-floor apartment available in a convenient Middletown location near shopping, restaurants, and major highways. This bright and inviting 1-bedroom, 1-bath unit offers approximately 820 sq ft with an open, functional layout and a spacious living area filled with natural light. Features include air conditioning, laundry hookups, private balcony access, and use of

  Santo Gulino William Raveis Real Estate

  81 Middlefield St Unit 2, Middletown, CT 06457
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  $450,000 Sold Nov 21, 2025

  90 Briarwood Ln, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,512 Sq Ft
  • Built 1996

  Last Sold Summary

  • $298/SF
  • 31 Days On Market

  Current Estimated Value $451,388

  Last Listing Agent Lori Geraci BHGRE Gaetano Marra Homes

  90 Briarwood Ln, Middletown, CT 06457
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  Est $462,956 Not Listed For Sale

  11 Old Middletown Ave, East Hampton, CT 06424

  • 5 Beds
  • 4 Baths
  • 2,688 Sq Ft
  • Built 1979

  11 Old Middletown Ave, East Hampton, CT 06424

  Last Sold Summary

  • 10% Above List Price
  • $156/SF
  • 20 Days On Market

  Last Sold Price $420,000

  Last Listing Agent Michelle Sweeney The Neighborhood Realty Group
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  $539,000 Open Sun 1PM - 3PM

  • 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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  /35

  $1,100 - $2,200 per month plus fees

  Woodrow Wilson Apartments

  Studio - 2 Beds

  339 Hunting Hill Ave, Middletown, CT 06457

  Originally built in 1931 as Woodrow Wilson High School, the building was converted into apartments in 1985. Woodrow Wilson Apartments has 66 apartments which include studio, one and two bedroom units. Features include fully applianced kitchens, new windows with mini-blinds, an elevator, laundry facilities, intercom, and parking. A non-smoking building; no pets allowed. For additional photos of

  339 Hunting Hill Ave, Middletown, CT 06457
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  $570,000 Sold Feb 02, 2026

  254 Hidden Cove Rd, Old Saybrook, CT 06475

  • 2 Beds
  • 2.5 Baths
  • 1,557 Sq Ft
  • Built 1977

  Last Sold Summary

  • 1% Below List Price
  • $366/SF
  • 117 Days On Market

  Current Estimated Value $447,621

  Last Listing Agent Bob Yostos Coldwell Banker Realty

  254 Hidden Cove Rd, Old Saybrook, CT 06475
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  Est $343,322 Not Listed For Sale

  8 Keighley Pond Rd, East Hampton, CT 06456

  • 3 Beds
  • 1.5 Baths
  • 1,526 Sq Ft
  • Built 1835

  8 Keighley Pond Rd, East Hampton, CT 06456

  Last Sold Summary

  • 4% Above List Price
  • $216/SF
  • 69 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Jamie Bell Berkshire Hathaway Home Services
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  $579,000

  • 3 Beds
  • 1.5 Baths
  • 1,510 Sq Ft

  3 Donald Rd Extension, Essex, CT 06426

  Look no further for the home of your dreams! Welcome to this beautifully updated Cape-style home located in the charming village of Essex. This inviting property offers three bedrooms and two full baths, including a convenient first-floor primary bedroom. Step inside to sun-drenched living spaces featuring newly installed central air, refinished hardwood floors, and fresh paint throughout. The

  Lindsay Armstrong William Raveis Real Estate

  3 Donald Rd Extension, Essex, CT 06426
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  $2,500 total monthly price

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

  1742 Boston Post Rd Unit 3A, Westbrook, CT 06498

  Luxury 2-Bedroom 1 Bath Short Term Rental. Available Now, this stunning rental offers modern luxury, comfort & convenience in the heart of Westbrook! This cozy, fully renovated & furnished first floor apartment combines stylish design with a prime location, making it an ideal choice for both short-term & extended stays. Enjoy being just steps away from local shops, restaurants & entertainment

  Robyn Letourneau Berkshire Hathaway NE Prop.

  1742 Boston Post Rd Unit 3A, Westbrook, CT 06498
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  $365,000 Sold Jul 08, 2025

  74 Victoria Heights, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft
  • Built 1957

  Last Sold Summary

  • 11% Above List Price
  • $292/SF
  • 1 Day On Market

  Current Estimated Value $362,530

  Last Listing Agent Sanam Solati New England Prestige Realty

  74 Victoria Heights, Middletown, CT 06457
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  Est $594,694 Not Listed For Sale

  71 Maple St, Chester, CT 06412

  • 2 Beds
  • 1.5 Baths
  • 2,144 Sq Ft
  • Built 1980

  71 Maple St, Chester, CT 06412

  Last Sold Summary

  • 10% Above List Price
  • $252/SF
  • 172 Days On Market

  Last Sold Price $540,000

  Last Listing Agent Louisa Ketron Berkshire Hathaway Home Services
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  $549,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,202 Sq Ft

  7 Hickory Hill Dr, Chester, CT 06412

  Enjoy the convenience of walking to Chester Village from this 3 bedroom Colonial, perfectly situated on a quiet dead end street. The home features a spacious eat-in kitchen with stainless steel appliances, a cozy family room with fireplace, a formal dining room, and a separate living room ideal for entertaining. Upstairs, you'll find generously sized bedrooms with ample closet space. Packed with

  Craig Milton Re/Max Valley Shore

  7 Hickory Hill Dr, Chester, CT 06412
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  /23

  $3,502 - $4,482 total monthly price

  Saybrook Station

  2 Beds

  7 N Main St, Old Saybrook, CT 06475

  Located in Old Saybrook, with easy access to Main Street and Boston Post Road, Saybrook Station Apartments are just a quick jaunt to the train station, a four-minute drive to the historic Town Green, and minutes away from 1000 acres of coastal forest at The Preserve. Not to mention, all of the shopping, dining, and entertainment that nearby New Haven has to offer. Picture coming home every day to

  7 N Main St, Old Saybrook, CT 06475
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  $230,000 Sold Aug 26, 2025

  85 N Main St Unit 96, East Hampton, CT 06424

  • 2 Beds
  • 1.5 Baths
  • 844 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Above List Price
  • $273/SF
  • 29 Days On Market

  Last Listing Agent Jennifer Ambrose William Raveis Real Estate

  85 N Main St Unit 96, East Hampton, CT 06424
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  Est $566,120 Not Listed For Sale

  31 High St Unit Lot 4, Middlefield, CT 06455

  • 3 Beds
  • 2.5 Baths
  • 2,063 Sq Ft
  • Built 2022

  31 High St Unit Lot 4, Middlefield, CT 06455

  Last Sold Summary

  • 18% Above List Price
  • $233/SF
  • 89 Days On Market

  Last Sold Price $479,720

  Last Listing Agent Milena Mineri RE/MAX
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  $650,000

  • 3 Beds
  • 3.5 Baths
  • 2,610 Sq Ft

  10 Ridge Rd, East Haddam, CT 06423

  This charming eight-room Colonial is full of character and must be seen to be appreciated. Nestled on a quiet cul-de-sac, the home offers a peaceful setting while remaining conveniently close to restaurants, shopping, and entertainment. While the backyard is modest in size, the property features a spacious front yard highlighted by a beautiful stone wall and an additional side yard, providing

  Judy White THE CONNECTICUT AGENCY LLC

  10 Ridge Rd, East Haddam, CT 06423
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  /14

  $1,900 total monthly price

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

  122 Main St Unit A, Deep River, CT 06417

  Three bedroom apartment, located in the heart of the charming and quaint downtown area of Deep River. Walk to shops and restaurants daily, from this convenient location. Tenant pays electric for heat and not water. Pets considered. On street parking only. Laundry hook-ups and storage in the unfinished basement.

  John Troland William Raveis Real Estate

  122 Main St Unit A, Deep River, CT 06417
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  $421,000 Sold Nov 06, 2025

  110 Lake Shore Dr, Middlefield, CT 06455

  • 3 Beds
  • 1 Bath
  • 624 Sq Ft
  • Built 1940

  Last Sold Summary

  • 8% Above List Price
  • $675/SF
  • 9 Days On Market

  Current Estimated Value $416,326

  Last Listing Agent Lisa Fekete William Raveis Real Estate

  110 Lake Shore Dr, Middlefield, CT 06455
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  Est $582,671 Not Listed For Sale

  931 Old Clinton Rd Unit 8, Westbrook, CT 06498

  • 2 Beds
  • 2.5 Baths
  • 2,103 Sq Ft
  • Built 2015

  931 Old Clinton Rd Unit 8, Westbrook, CT 06498

  Last Sold Summary

  • 6% Above List Price
  • $261/SF
  • 37 Days On Market

  Last Sold Price $549,000

  Last Listing Agent Liz Squillacote William Pitt
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  /17

  $589,900 New Construction

  • 2 Beds
  • 2 Baths
  • 1,430 Sq Ft

  137 Webster Ln Unit 2-42, Middletown, CT 06457

  Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "MARTIN II," Now with many new UPGRADES - available for occupancy in early 2027 Located in the highly sought-after Westfield section of Middletown, this beautiful 1,430 sq. ft. home has the convenience of single-floor living with top-of-the-line features and Elegant Design: Enjoy the

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  137 Webster Ln Unit 2-42, Middletown, CT 06457
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  /7

  $1,700 - $2,000 per month plus fees

  Rose Gardens Apartments

  2 - 3 Beds

  121 Rose Cir, Middletown, CT 06457

  Rose Gardens offers spacious one bedroom flats, two and three bedroom townhomes conveniently located in a pedestrian friendly neighborhood near shopping, restaurants, schools and highways. The professionally landscaped grounds offer seasonal color year-round, maintained by Carabetta's 24 hour Maintenance Team. Appliances are included in all the units which have hardwood floors throughout.

  121 Rose Cir, Middletown, CT 06457
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  $426,000 Sold Aug 26, 2025

  18 Beach Park Rd, Clinton, CT 06413

  • 3 Beds
  • 2.5 Baths
  • 1,440 Sq Ft
  • Built 1955

  Last Sold Summary

  • 3% Below List Price
  • $296/SF
  • 30 Days On Market

  Current Estimated Value $432,600

  Last Listing Agent Gary Damato Press/Cuozzo Realtors

  18 Beach Park Rd, Clinton, CT 06413
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  Not Listed For Sale

  9 Highland Terrace, East Hampton, CT 06424

  • 4 Beds
  • 2.5 Baths
  • 2,691 Sq Ft
  • Built 2024

  9 Highland Terrace, East Hampton, CT 06424

  Last Sold Summary

  • $250/SF
  • 302 Days On Market

  Last Sold Price $671,447

  Last Listing Agent Mark Toledo Berkshire Hathaway Home Services
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  $549,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft

  18 Talcott Ridge Dr, Middletown, CT 06457

  Award-winning builder, Reinhard Von Hollander proudly presents "The Cameron", one of his most sought-after models; sure to please the most discerning buyer. Quality and design meet as the home features a customizable, open floor plan, presenting future homeowners with an opportunity to make the space truly their own. It comes with 3 bedrooms and 2 full baths, including a spacious primary suite.

  Nick DeLuca eXp Realty

  18 Talcott Ridge Dr, Middletown, CT 06457
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  /19

  $2,000 total monthly price

  • 2 Beds
  • 2 Baths
  • 866 Sq Ft
  • House for Rent

  299 Carriage Crossing Ln Unit 299, Middletown, CT 06457

  Welcome to 299 Carriage Crossing Lane, a well-located rental home in a calm and quiet neighborhood of Middletown. This peaceful setting offers a friendly community atmosphere while being conveniently close to Middletown's Main Avenue, providing easy access to shopping, dining, and everyday amenities. The home features a comfortable and functional layout with a vaulted ceiling, cozy fireplace, and

  Anna Kistoo eXp Realty

  299 Carriage Crossing Ln Unit 299, Middletown, CT 06457
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  $295,000 Sold Jul 15, 2025

  153 Ballfall Rd, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 896 Sq Ft
  • Built 1944

  Last Sold Summary

  • 2% Below List Price
  • $329/SF
  • 17 Days On Market

  Current Estimated Value $290,886

  Last Listing Agent Joshua Brown KW Legacy Partners

  153 Ballfall Rd, Middletown, CT 06457
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  Not Listed For Sale

  40 Ridgewood Rd, Colchester, CT 06415

  • 2 Beds
  • 1 Bath
  • 739 Sq Ft
  • Built 1959

  40 Ridgewood Rd, Colchester, CT 06415

  Last Sold Summary

  • $365/SF
  • 14 Days On Market

  Last Sold Price $270,000

  Last Listing Agent Carolyn Kress Berkshire Hathaway Home Services
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  /40

  $649,000

  • 4 Beds
  • 2.5 Baths
  • 2,550 Sq Ft

  22 Ebony Ln, Ivoryton, CT 06442

  Welcome to this beautifully maintained Colonial at 22 Ebony Lane in Ivoryton, offering a thoughtful layout, quality updates, and comfortable living spaces ideal for today's lifestyle. A welcoming foyer with a sitting area sets the tone as you enter the home, leading into a warm and inviting interior enhanced by new Harvey windows, a new roof, and a whole-house generator for comfort and peace of

  Gigi Giordano Taylor Compass Connecticut, LLC

  22 Ebony Ln, Ivoryton, CT 06442
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  /17

  $1,865 - $2,050 per month plus fees

  Bridge Road Commons

  1 Bed

  105 Bridge Rd, Haddam, CT 06438

  Experience modern living in the heart of Haddam, CT, where our open concept apartment units seamlessly blend comfort and style. Nestled in this picturesque town, our community features a clubhouse and inviting outdoor spaces, offering a perfect backdrop to enjoy Haddam's quaint charm. With scenic trails, historic landmarks, and the gentle flow of the nearby Connecticut River, Bridge Road Commons

  105 Bridge Rd, Haddam, CT 06438
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  $1,150,000 Sold Mar 16, 2026

  121R Stage Coach Rd, Durham, CT 06422

  • 4 Beds
  • 3.5 Baths
  • 6,979 Sq Ft
  • Built 2004

  Last Sold Summary

  • 4% Below List Price
  • $165/SF
  • 122 Days On Market

  Current Estimated Value $1,101,496

  Last Listing Agent Mark McElrath William Pitt Sotheby's Int'l

  121R Stage Coach Rd, Durham, CT 06422
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  Not Listed For Sale

  12 Newberry St, Higganum, CT 06441

  12 Newberry St, Higganum, CT 06441

  Last Sold Summary

  • 215 Days On Market

  Last Sold Price $125,000

  Last Listing Agent Shelly Meister Realty 3 CT
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  $650,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,390 Sq Ft

  886 East St, Middletown, CT 06457

  NEW CONSTRUCTION! PRICED TO SELL! 2400 SQ FEET! SITUATED ON OVER 3/4 ACRE IN THE DESIRABLE WESTFIELD AREA. THIS HOME FEATURES THREE BEDROOMS, 2.5 BATHS AND A BONUS ROOM. STEP INTO THE MODERN KITCHEN WITH STUNNING WHITE CABINETS,QUATZ COUNTERS, AN ISLAND WITH SEATING, A BUTLER PANTRY AND $8000 WORTH OF HIGH END APPLIANCES. GLEAMING OAK HARDWOOD FLOORS THROUGHOUT. A FRONT TO BACK LIVING ROOM WITH

  Geraldine Mattera Luxe Realty LLC

  886 East St, Middletown, CT 06457
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  $4,000 total monthly price

  • 1 Bed
  • 2 Baths
  • 1,661 Sq Ft
  • House for Rent

  84 Waterside Ln Unit 3, Clinton, CT 06413

  This pristine coastal rental offers the perfect blend of luxury and comfort. Designed for effortless seaside living, this beautifully maintained home features hardwood floors throughout and sun-filled spaces that showcase stunning water views and specataluar sunsets from both the living room area and primary bedroom. Whether you're enjoying your morning coffee on the upper deck or unwinding with

  Sandra Ciarleglio William Raveis Real Estate

  84 Waterside Ln Unit 3, Clinton, CT 06413
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  $499,275 Sold Nov 07, 2025

  15 Chatham Fields Rd, East Hampton, CT 06424

  • 4 Beds
  • 2.5 Baths
  • 2,328 Sq Ft
  • Built 1999

  Last Sold Summary

  • 5% Above List Price
  • $214/SF
  • 41 Days On Market

  Current Estimated Value $500,926

  Last Listing Agent Laurie Murray KW Legacy Partners

  15 Chatham Fields Rd, East Hampton, CT 06424
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  Est $730,312 Not Listed For Sale

  542 Main St, Middletown, CT 06457

  • 4 Beds
  • 4 Baths
  • 4,275 Sq Ft
  • Built 1880

  542 Main St, Middletown, CT 06457

  Last Sold Summary

  • 28% Above List Price
  • $134/SF
  • 43 Days On Market

  Last Sold Price $572,000

  Last Listing Agent Alexa Ford Eagle Eye Realty PLLC
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  $619,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,151 Sq Ft

  3 Freya Ln, East Hampton, CT 06424

  Lake Overlook Estates en enclave of 12 homesites with stunning seasonal views of Lake Pocotopaug. This beautiful Cape offers it all. You will enjoy the classic historic Cape look on the exterior, framed by a brick center chimney. The inside is wow! You walk into an oversized entry boasting an open staircase offering vaulted ceilings in entry and 2 story front/flex room. You will make your way to

  Mark Toledo Berkshire Hathaway NE Prop.

  3 Freya Ln, East Hampton, CT 06424
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  /20

  $1,400 - $1,600 per month plus fees

  Hunter's Crossing

  1 Bed

  1 Russett Ln, Middletown, CT 06457

  Welcome to Hunter's Crossing. Live life on your terms at Hunter's Crossing. Our spacious studio, one, and two-bedroom apartments offer a haven of comfort in the heart of Middletown, CT. With easy access to both New Haven and Hartford, you're just a short drive from world-class dining, entertainment, and cultural experiences. No matter your work or leisure pursuits, Hunter's Crossing places you at

  1 Russett Ln, Middletown, CT 06457
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  $305,000 Sold Dec 12, 2025

  37 Front St, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,384 Sq Ft
  • Built 1924

  Last Sold Summary

  • 2% Below List Price
  • $220/SF
  • 5 Days On Market

  Current Estimated Value $303,904

  Last Listing Agent Brenda Hanley Berkshire Hathaway NE Prop.

  37 Front St, Middletown, CT 06457
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  Est $600,399 Not Listed For Sale

  8 Crest View Dr, Rockfall, CT 06481

  • 3 Beds
  • 2 Baths
  • 1,717 Sq Ft
  • Built 2015

  8 Crest View Dr, Rockfall, CT 06481

  Last Sold Summary

  • 14% Above List Price
  • $306/SF
  • 36 Days On Market

  Last Sold Price $525,000

  Last Listing Agent Heidi Lester KW Legacy Partners

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