Guilford, CT Homes

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  $1,350,000 Open Sun 12PM - 1:30PM

  • 4 Beds
  • 5 Baths
  • 6,327 Sq Ft

  65 Ironwood Rd, Guilford, CT 06437

  Custom-Built Mediterranean Estate | Privately sited on 1.84 acres in the highly sought-after Woodlands subdivision, this stunning Country French-inspired residence combines timeless craftsmanship with architectural elegance. A grand two-story foyer with marble flooring and a sweeping spiral staircase sets the tone for the sophisticated interiors. Lovely millwork and custom built-ins are showcased

  Rose Ciardiello William Raveis Real Estate

  65 Ironwood Rd, Guilford, CT 06437
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  $4,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • House for Rent

  475 Saw Mill Rd, Guilford, CT 06437

  HOUSE COMES FULLY FURNISHED, RENT BY OWNER, AVAILABLE AUGUST 30, 2025, ACADEMIC RENTAL HOME HAS A NICE COZY FEEL TO IT, WITH FIREPLACE IN THE FAMILY ROOM, FULLY EQUIPPED KITCHEN, STAINLESS STEEL APPLIANCES. VERY EFFICIENT HOME FRESHLY PAINTED WITH NEW WELL WATER TREATMENT, FURNACE AND CENTRAL AIR CONDITIONING SYSTEMS. DOWNSTAIRS HOME OFFICE, LARGE FAMILY/PLAYROOM, HALF BATHROOM AND LAUNDRY AREA.

  

  Bob Yostos

  Coldwell Banker Realty

  (475) 262-8346

  475 Saw Mill Rd, Guilford, CT 06437
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  $440,000 Sold Nov 25, 2025

  • 1,459 Sq Ft
  • $302/SF
  • 69 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  24 Copper Hill Dr, Guilford, CT 06437

  Discover the perfect blend of privacy and convenience in this beautifully maintained free-standing 2-bedroom condominium tucked away in a serene, well-kept community. This airy and bright home features an inviting open layout with a spacious dining area. Sliders lead to a private deck which is ideal for grilling, entertaining or just plain relaxing. The first-floor primary bedroom suite boasts a

  Tom Clancy William Pitt Sotheby's Int'l

  24 Copper Hill Dr, Guilford, CT 06437
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  Est $1,268,768 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  17 Benton's Knoll, Guilford, CT 06437

  17 Benton's Knoll, Guilford, CT 06437
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  $1,245,000

  • 5 Beds
  • 4.5 Baths
  • 4,829 Sq Ft

  214 Nortontown Rd, Guilford, CT 06437

  Welcome to your private sanctuary in the historic town of Guilford. A timeless country estate like, professionally landscaped property with lush gardens and in ground pool. A truly unique 12 room 4800 sqft home includes 5 bedrooms 5 bathrooms a spacious kitchen with updated appliances formal living and dining rooms a cozy family room with stone fireplace and beautiful library with built-ins.

  Jonathan Wallace Compass Connecticut, LLC

  214 Nortontown Rd, Guilford, CT 06437
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  $2,000 - $2,400 total monthly price

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft
  • Condo for Rent

  2614 Boston Post Rd, Guilford, CT 06437

  Luxurious Modern Farmhouse Style 1 Bedroom ApartmentExperience impeccable craftsmanship in our elegant village of luxury apartments bordering a land preserve. The moment you enter this whimsical retreat, you'll feel an immediate sense of calm, connection, and security. Blending country soul with a contemporary edge.Beautiful views abound in our outstanding brand new, never

  2614 Boston Post Rd, Guilford, CT 06437
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  $1,675,000 Sold Nov 25, 2025

  • 2,194 Sq Ft
  • $763/SF
  • 169 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2018

  66 High St Unit 36, Guilford, CT 06437

  66 HIGH STREET - 3 bedroom, 2.5-bath condominium, boasting an impressive 2,194 SF on the 2nd floor. The western exposure view showcases the marsh and Long Island Sound. Located in the prestigious community of Guilford, CT, this residence offers a harmonious blend of modern design and natural beauty. The open concept includes a sun filled Living Room with a cozy gas fireplace, deck access, Dining

  Kirsten Adams William Pitt Sotheby's Int'l

  66 High St Unit 36, Guilford, CT 06437
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  Est $786,021 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,508 Sq Ft

  53 Broad St Unit 1E, Guilford, CT 06437

  53 Broad St Unit 1E, Guilford, CT 06437
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  $1,225,000

  • 4 Beds
  • 4 Baths
  • 2,392 Sq Ft

  51 Pearl St, Guilford, CT 06437

  Rare opportunity in Guilford! This home is currently used as a multifamily but can revert to a one family residence. Approximately 2400 sqft with the possibility of future expansion. Conveniently located close to Guilford's Historic Green, shops, restaurants, beaches and shoreline attractions.

  Philip Warner William Pitt Sotheby's Int'l

  51 Pearl St, Guilford, CT 06437
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  $7,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • House for Rent

  624 Vineyard Point Rd, Guilford, CT 06437

  ANNUAL RENTAL - FURNISHED OR UNFURNISHED WATERFRONT HOME. Come and enjoy year round this classic New England waterfront home located in coveted Sachems Head with room for everyone- especially your four legged family members. This wonderful home offers a lifestyle for your whole family to enjoy. There are water views from most every room as well as beautiful outdoor spaces to sit and enjoy the

  Amy Kirst William Pitt Sotheby's Int'l

  624 Vineyard Point Rd, Guilford, CT 06437
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  $550,000 Sold Nov 24, 2025

  • 2,438 Sq Ft
  • $226/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1807

  134 Water St, Guilford, CT 06437

  Enjoy in-town living in one of Guilford's handsome historic homes. This notable property, the James Leete, Jr. home, serves as a landmark as you come into town across the West river and scenic salt marsh. Just a few blocks to the Guilford Green and all the town center has to offer. The home gives a feeling of warmth and comfort. High ceilings, wood plank floors, period details, wood paneling and

  Laurie Trulock Compass Connecticut, LLC

  134 Water St, Guilford, CT 06437
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  Est $928,990 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,856 Sq Ft

  66 High St Unit 13, Guilford, CT 06437

  66 High St Unit 13, Guilford, CT 06437
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  $825,000

  • 5 Beds
  • 3.5 Baths
  • 3,816 Sq Ft

  95 Joseph Dr, Guilford, CT 06437

  Nestled on a serene 2.19-acre lot at the end of a cul-de-sac on a private road, this Colonial is flanked by similar homes, offering a peaceful and picturesque setting. Featuring 4 bedrooms and 3.5 baths across three finished levels. A circular driveway and paver walkway lead to a charming covered front porch; perfect for morning coffee or welcoming guests. Inside, the foyer opens to a living room

  Rose Ciardiello William Raveis Real Estate

  95 Joseph Dr, Guilford, CT 06437
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  $2,000 - $2,400 total monthly price

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft
  • Condo for Rent

  2614 Boston Post Rd, Guilford, CT 06437

  Luxurious Modern Farmhouse Style 1 Bedroom ApartmentExperience impeccable craftsmanship in our elegant village of luxury apartments bordering a land preserve. The moment you enter this whimsical retreat, you'll feel an immediate sense of calm, connection, and security. Blending country soul with a contemporary edge.Beautiful views abound in our outstanding brand new, never

  2614 Boston Post Rd, Guilford, CT 06437
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  $1,050,000 Sold Nov 24, 2025

  • 5,630 Sq Ft
  • $187/SF
  • 154 Days On Market

  • 4 Beds
  • 5.5 Baths
  • Built 1977

  604 W Lake Ave, Guilford, CT 06437

  This private estate is a rare sanctuary of refinement and serenity, nestled at the end of a long drive and abutting preserved conservation land with direct access to hiking and horseback riding trails right from your backyard. Just minutes from the Historic Green, where charming boutiques and top-tier dining await, the setting perfectly balances seclusion and convenience. A gracious brick-floored

  Linda Toscano Coldwell Banker Realty

  604 W Lake Ave, Guilford, CT 06437
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  Est $614,403 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,335 Sq Ft

  109 Dohm Ave, Guilford, CT 06437

  109 Dohm Ave, Guilford, CT 06437
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  $959,000

  • 2 Beds
  • 2 Baths
  • 3,140 Sq Ft

  575 Leetes Island Rd, Guilford, CT 06437

  Enjoy living in one of CT's most coveted historical treasures, the Pelatiah Leete House! Perched on a private, sweeping knoll with WATERVIEWS of Shell Beach Lagoon running into Long Island Sound, (located across the road) this Colonial Home is as close as one gets to genuine American History. Only 5 families have inhabited this 1710 English Post & Beam home that has survived Colonial Times & a

  Mary Jo McAvey William Raveis Real Estate

  575 Leetes Island Rd, Guilford, CT 06437
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  $2,250 total monthly price

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

  35 Faulkner Dr, Guilford, CT 06437

  Welcome to this quaint 2 bedroom, 1 bath cottage perfectly nestled in Mulberry Point just steps from the Long Island Sound with scenic views of Guilford Harbor. Brimming with classic New England character, this cozy home offers hardwood floors throughout, warm natural light, and timeless coastal charm. Set on a sprawling lawn, the property provides ample space for outdoor living, gardening, or

  Gillian Conlin Seabury Hill REALTORS

  35 Faulkner Dr, Guilford, CT 06437
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  $850,000 Sold Nov 24, 2025

  • 2,784 Sq Ft
  • $305/SF
  • 18 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1989

  140 Wildrose Ave, Guilford, CT 06437

  Beautifully updated Cape Cod with a dreamy wraparound covered porch offering 3/4 bedrooms, including a highly desirable first-floor primary suite. Every detail has been thoughtfully designed to blend comfort, functionality, and style. At the heart of the home is a chef's kitchen featuring custom cherry cabinetry, brass hardware, high-end appliances, a pantry, and endless storage. From the

  Alicia Mahon William Pitt Sotheby's Int'l

  140 Wildrose Ave, Guilford, CT 06437
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  Est $641,806 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,206 Sq Ft

  17 Long Hill Farm, Guilford, CT 06437

  17 Long Hill Farm, Guilford, CT 06437
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  /40

  $789,000

  • 4 Beds
  • 4 Baths
  • 3,887 Sq Ft

  15 Briarwood Dr, Guilford, CT 06437

  Located at the entrance of a quiet cul-de-sac, this expansive contemporary Cape sits on over an acre and offers 4 bedrooms and 2 full and 2 half baths. The first-floor primary suite and open-concept layout provide flexible living options. Features include an indoor 10ft-deep saltwater pool with sauna, a loft ideal for an office or den, and both attached and detached two-car garages, one with an

  Melanie Taylor Berkshire Hathaway NE Prop.

  15 Briarwood Dr, Guilford, CT 06437
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  $3,500 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,514 Sq Ft
  • House for Rent

  93 Seaside Ave, Guilford, CT 06437

  Coastal Living at Its Best!Welcome to this beautifully maintained 3-bedroom, 2-bathroom home perfectly situated right across the street from Jacob's beach. Every day feels like a vacation here.This home offers a bright, open floor plan designed for both comfort and entertaining. The spacious living area flows seamlessly into a beautiful dining area with a big fireplace siutated to

  93 Seaside Ave, Guilford, CT 06437
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  $525,000 Sold Nov 21, 2025

  • 2,311 Sq Ft
  • $227/SF
  • 53 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1962

  315 Durham Rd, Guilford, CT 06437

  Country living at its best in Guilford! Level lot in park like setting with mature trees and stone wall in front yard. Great layout with lots of light. Cozy stone-floored den with fireplace for the coming winter! Minutes to beach, shopping, and other amenities. Easy commute to RT95. Come see; pictures don't do it justice! ~New roof on the home in 2021 ~Fireplace was inspected last year -

  Jay McGorty McGorty Real Estate Services

  315 Durham Rd, Guilford, CT 06437
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  Est $449,090 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,976 Sq Ft

  444 West St, Guilford, CT 06437

  444 West St, Guilford, CT 06437
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  $729,000

  • 3 Beds
  • 2.5 Baths
  • 1,772 Sq Ft

  55 Harbor View Rd, Guilford, CT 06437

  Charming Waterfront Community Opportunity - Bring Your Vision! Welcome to 55 Harbor View Road, nestled in one of Guilford's most treasured waterfront neighborhoods. This property offers the rare combination of a peaceful coastal lifestyle and unlimited potential to create your dream retreat. Situated on a spacious lot with mature trees and established plantings, this single-level home features 3

  Jules Gaughran - Etes William Pitt Sotheby's Int'l

  55 Harbor View Rd, Guilford, CT 06437
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  $3,650 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 1,495 Sq Ft
  • House for Rent

  18 Graves Ave Unit Main House, Guilford, CT 06437

  This in-town gem was remodeled two years ago and available for occupancy mid December. Located just one block from the historic Guilford Green, shops and restaurants. Enjoy down-town living with just a short walk to the train station, marina and beach. The first floor has refinished hardwood floors and includes a large living room with fireplace, dining room with warming cabinet, eat-in kitchen

  Nikki Travaglino William Pitt Sotheby's Int'l

  18 Graves Ave Unit Main House, Guilford, CT 06437
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  $162,500 Sold Nov 21, 2025

  • 839 Sq Ft
  • $194/SF
  • 172 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1981

  19 Polpis Ln, Guilford, CT 06437

  Desirable end unit in secluded section of complex. Main bedroom on 1st flr. Possible second bedroom on upper level (loft). Open space with fireplace. Minor cosmetic repairs needed

  Robert Bishop Bishop, Edward & Roberts, LLC

  19 Polpis Ln, Guilford, CT 06437
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  Est $543,917 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,389 Sq Ft

  512 Lake Dr, Guilford, CT 06437

  512 Lake Dr, Guilford, CT 06437
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  $840,000

  • 3 Beds
  • 2 Baths
  • 2,314 Sq Ft

  52 Seaside Ave, Guilford, CT 06437

  Back on Market! Appraised, inspected, and ready for a quick, smooth closing. Here's your second chance to own a slice of coastal paradise in Guilford! Perfectly located within walking distance to Metro-North Railroad, Jacob's Beach, local parks and playgrounds, the historic Guilford Green, charming shops, and the town docks - this property blends seaside serenity with everyday convenience. The

  Lindsay Walsh Coldwell Banker Realty

  52 Seaside Ave, Guilford, CT 06437
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  $3,500 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • House for Rent

  113 Seaside Ave, Guilford, CT 06437

  Location, location, location! This beautifully remodeled single-family home sits right next to Chittenden Park, featuring bocce courts and open green space, and just seconds to Jacob's Beach. Enjoy the perfect shoreline setting with easy access to the Guilford train station, town docks, and town green with downtown shops and restaurants. This charming two-bedroom, two-bath home has been fully

  Jessica Gerratana Joseph F. Scheyd Agency

  113 Seaside Ave, Guilford, CT 06437
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  $625,000 Sold Nov 20, 2025

  • 2,416 Sq Ft
  • $259/SF
  • 48 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1977

  249 Wilderwood Dr, Guilford, CT 06437

  Don't miss your opportunity to see this lovely 4-Bedroom 2.5 bath colonial located at the end of a quiet cul-de-sac featuring many recent updates. This beautifully maintained home offers ample space, outdoor privacy, unique character and charm. So much curbside appeal with impressive stone walkways, stone walls, and vibrant perennial gardens. Step inside to discover a warm and inviting interior

  Kim Vigliotti Coldwell Banker Realty

  249 Wilderwood Dr, Guilford, CT 06437
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  Est $493,280 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,294 Sq Ft

  2839 Boston Post Rd, Guilford, CT 06437

  2839 Boston Post Rd, Guilford, CT 06437
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  $875,000

  • 3 Beds
  • 4 Baths
  • 2,279 Sq Ft

  1054 Boston Post Rd, Guilford, CT 06437

  RARE OPPORTUNITY TO OWN TWO BUILDINGS IN GUILFORD ~ Unlock the potential of this prime commercial property on the bustling Boston Post Road, just one block from Guilford's historic town Green. Within the PV zone (Post Road Village Zone District, this offering includes 2 buildings (see listing #1058 Boston Post Road) that share a driveway and provide dedicated parking; an ideal setup for

  Rose Ciardiello William Raveis Real Estate

  1054 Boston Post Rd, Guilford, CT 06437
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  $3,500 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,289 Sq Ft
  • House for Rent

  21 Edge Hill Rd, Guilford, CT 06437

  Ranch home with lake views, located in Guilford's sought-after North-End Colony Lake Association! Just a short walk to the private beach and lake for swimming, kayaking, and boating; this home offers the perfect blend of relaxation and recreation. Step inside to enjoy dramatic cathedral ceilings and soaring windows that fill the home with natural light and highlight the stunning surroundings. The

  Lorrie Maiorano Calcagni Real Estate

  21 Edge Hill Rd, Guilford, CT 06437
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  $950,000 Sold Nov 19, 2025

  • 3,197 Sq Ft
  • $297/SF
  • 24 Days On Market

  • 6 Beds
  • 3.5 Baths
  • Built 1987

  11 Island Bay Cir, Guilford, CT 06437

  LOCATION, LOCATION, LOCATION! Nestled within a peaceful cul-de-sac just around the corner from Shell Beach, this one-of-a-kind, custom-built Cape Cod-style home blends timeless charm with a contemporary flair. Located on desirable Island Bay Circle, enjoy the convenience of being minutes from the downtown village, restaurants, shopping, and the shoreline. This thoughtfully designed 5/6 bedroom, 3

  Rose Ciardiello William Raveis Real Estate

  11 Island Bay Cir, Guilford, CT 06437
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  Est $866,899 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,025 Sq Ft

  235 Devonshire Ln, Madison, CT 06443

  235 Devonshire Ln, Madison, CT 06443
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  $919,900 New Construction

  • 2 Beds
  • 2.5 Baths
  • 2,246 Sq Ft

  22 Village Cir Unit 22, Guilford, CT 06437

  Welcome to Guilford's newest luxury community, Village on State. This development features 25 -2 bedroom townhomes each having over 2000 sqft of living space, full basements and 2 car garages. This unit has sweeping views of the grassland adjacent to the complex. This complex has stunning curb appeal with black windows,metal roof accents,and decorative stone. Interior finishes are above and

  Vincent Engingro William Raveis Real Estate

  22 Village Cir Unit 22, Guilford, CT 06437
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  $2,500 total monthly price

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

  18 Bay St, Guilford, CT 06437

  This charming, fully furnished 2-bedroom beach cottage is located in the desirable Indian Cove Beach Association. Available as an academic rental with some optional summer weeks, this cozy ranch offers comfort, convenience, and a true shoreline lifestyle. The home has been freshly painted and features new laminate flooring throughout. Inside, you'll find a welcoming layout with a bright living

  Mikell Foggitt Margaret Bennett Realty

  18 Bay St, Guilford, CT 06437
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  $440,000 Sold Nov 14, 2025

  • 1,334 Sq Ft
  • $330/SF
  • 32 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1954

  14 Hazel Rd, Guilford, CT 06437

  Welcome to a charming ranch style home perfectly tucked away on a quaint cul-de-sac, located in the Guilford Lakes Associat Step into the inviting family room, featuring a vaulted ceiling, skylights and a slider that opens to a lovely patio-ideal for soaking in the serene surroundings. The living room boasts built-in bookcases, perfect for showcasing your favorite reads. The large screened porch

  Karen Stephens Compass Connecticut, LLC

  14 Hazel Rd, Guilford, CT 06437
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  Est $1,241,714 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 6,058 Sq Ft

  5 Chestnut Grove, Guilford, CT 06437

  5 Chestnut Grove, Guilford, CT 06437

Showing Results 1 - 40, Page 1 of 18