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Newest Homes for Sale in Guilford Center, CT

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  • /40

    $950,000

    • 2 Beds
    • 2.5 Baths
    • 1,816 Sq Ft

    18 Fair St Unit 3, Guilford, CT 06437

    Experience the best of downtown Guilford at The Foundry, a 12-unit luxury condominium community tucked away on coveted Fair Street, just steps from the historic Green. Blending timeless New England charm with distinctive European-inspired architecture, this exceptional townhouse incorporated into the original brick mill building, offers a rare combination of character, privacy, and the

    Rose Ciardiello William Raveis Real Estate

    18 Fair St Unit 3, Guilford, CT 06437
  • /39

    $2,190,000

    • 5 Beds
    • 3 Baths
    • 3,172 Sq Ft

    15 Highland Terrace, Madison, CT 06443

    COME EXPERIENCE THIS ONE-OF-A-KIND, FULLY RENOVATED MADISON HOME ON A RARE DOUBLE LOT WITH PRIVATE BEACH RIGHTS! Just 300 feet from the sandy shoreline, this exceptional home has been completely reimagined from a traditional raised ranch into a stunning elevated ranch with a bright, open-concept floor plan designed for modern living and effortless entertaining. Every detail has been thoughtfully

    John Cronin Century 21 AllPoints Realty

    15 Highland Terrace, Madison, CT 06443
  • /23

    $1,750,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,913 Sq Ft

    262 Mungertown Rd, Madison, CT 06443

    Build your custom dream home in South Madison! Welcome to this incredible opportunity in a prime location! Set on a level, treed, 2.32-acre lot on the hidden, more secluded end of Mungertown Road, offering PRIVACY and GREAT CONVENIENCE. Just THREE MILES to town and beaches, ONE MILE to Hand and Polson schools, and .25 MILES to the state-of-the-art Neck River Elementary, opened in 2025. Enjoy

    Lisa Rollins Team Compass Connecticut, LLC

    262 Mungertown Rd, Madison, CT 06443
  • /23

    $719,900

    $19K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,793 Sq Ft

    70 Stepstone Hill Rd, Guilford, CT 06437

    Privately set on over 2.5 beautifully maintained acres. Inside, you'll find formal living and dining rooms, a bright kitchen with newer appliances, a breakfast nook, and a large family room with a fireplace and access to the deck and backyard.The second floor features a generous primary suite with a private bath, three additional bedrooms, and a full hall bath. A finished third-floor room with

    Abigail Khaledi RE/MAX One

    70 Stepstone Hill Rd, Guilford, CT 06437
  • /34

    $725,000

    Open Sun 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 3,342 Sq Ft

    7 Bailey Dr, Guilford, CT 06437

    Back on the market through no fault of the home the previous buyers' financing fell through. A full inspection was completed with no requests made. Their loss is your second chance.Tucked at the end of a quiet cul-de-sac on 1.4 private acres, this one-owner Guilford Colonial has been waiting 38 years for its second chapter and it's ready to tell a new story. Start your mornings on the covered

    Heidi DeRusso Coldwell Banker Realty

    7 Bailey Dr, Guilford, CT 06437
  • /35

    $3,750,000

    • 5 Beds
    • 7 Baths
    • 5,185 Sq Ft

    28 Walden Hill Rd, Guilford, CT 06437

    A true once in a lifetime opportunity! As you wind through picturesque Sachem's Head onto Walden Hill Road, a circular driveway will lead you to an unparalleled waterview estate on almost two acres. The coastal home sits above Long Island Sound on one of the highest points in Sachem's Head and spans 5,185 square feet. The main level features walls of windows that provide unforgettable views of

    Barbara Goetsch William Pitt Sotheby's Int'l

    28 Walden Hill Rd, Guilford, CT 06437
  • /8

    $575,000

    $12K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,198 Sq Ft

    59 Hoadley Creek Cir, Guilford, CT 06437

    Welcome to 59 Hoadley Creek Circle, a beautifully updated Cape-style home set on nearly an acre of private, wooded property in one of Guilford's most desirable neighborhoods. Combining classic New England charm with modern upgrades, this move-in-ready residence offers the perfect balance of comfort, style, and convenience. Recent improvements include a new roof, a stunning renovated kitchen,

    Jacqueline Nastri GRL & Realtors, LLC

    59 Hoadley Creek Cir, Guilford, CT 06437
  • /27

    $159,000

    New Construction $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 880 Sq Ft

    11 School Ground Rd Unit 13, Branford, CT 06405

    Be the first to enjoy this brand-new, never-occupied manufactured home in the desirable shoreline community of Branford. Designed for comfortable, low-maintenance living, this move-in ready home features a bright, open-concept floor plan where the living, dining, and kitchen areas flow seamlessly together, creating an inviting space for everyday living and entertaining. The thoughtfully designed

    Lauren Moras Coldwell Banker Realty

    11 School Ground Rd Unit 13, Branford, CT 06405
  • /40

    $649,000

    $46K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,115 Sq Ft

    161 Leetes Island Rd Unit 165, Branford, CT 06405

    Welcome to this beautifully maintained Colonial offering over 2,100 square feet of comfortable living space on a generous 0.64-acre lot in one of Branford's most desirable shoreline locations. Just minutes from Stony Creek, Branford Harbor, beaches, marinas, restaurants, shopping, and I-95, this home combines classic New England charm with modern updates and everyday convenience. Step inside to

    Bill Mooney William Raveis Real Estate

    161 Leetes Island Rd Unit 165, Branford, CT 06405
  • /17

    $825,000

    $20K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,595 Sq Ft

    165 Whitfield St, Guilford, CT 06437

    Historic Charm Meets Exceptional Investment Opportunity in the Heart of Guilford Steeped in history and ideally located just steps from the iconic Guilford Green, this beautifully maintained circa-1850 Greek Revival property offers a rare opportunity to own one of downtown Guilford's most distinctive two-family residences. Once a single family rectory for the neighboring church, this landmark

    Thomas Hulk Thomas W. Hulk

    165 Whitfield St, Guilford, CT 06437
  • /40

    $1,100,000

    • 5 Beds
    • 2.5 Baths
    • 2,879 Sq Ft

    1640 Little Meadow Rd, Guilford, CT 06437

    Coming soon..... Historic Charm, Modern Living - On 3+ Acres in Guilford If you've been searching for something truly different, this is it. This beautifully crafted 1700s reproduction home sits on over three peaceful acres and stands alone as a property with no comparable in all of Guilford. Character abounds throughout - three fireplaces, including a stunning walk-in fireplace, give every room

    Steven Koleno Beycome of Connecticut

    1640 Little Meadow Rd, Guilford, CT 06437
  • /31

    $729,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,645 Sq Ft

    20 Long Hill Farm, Guilford, CT 06437

    Welcome to Long Hill Farm - where everyday life feels a little like a fairytale. Tucked into the serene Guilford countryside, this free-standing residence has been lovingly remodeled to deliver a lifestyle you'll adore: a rare blend of privacy, luxury, and easy, joyful living, all anchored by a private heated in-ground pool that feels like your very own slice of paradise. Step inside, where

    Lisa Cozzi Century 21 AllPoints Realty

    20 Long Hill Farm, Guilford, CT 06437
  • /39

    $1,995,000

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

    473 Colonial Rd, Guilford, CT 06437

    PRIVACY, VIEWS AND ONE LEVEL LIVING. Situated at the end of a cul-de-sac in highly desirable Sachems Head, this charming property captures breathtaking views of the marshlands and Sachems Head harbor. The home, extensively renovated by renown housewright Skip Broom, has an impressive vaulted ceiling living room with a wood-burning fireplace, beautiful oak bookcases and opens to a spacious dining

    Margaret Muir William Pitt Sotheby's Int'l

    473 Colonial Rd, Guilford, CT 06437
  • /40

    $2,650,000

    $150K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 5,620 Sq Ft

    76 Sachem Head Rd, Guilford, CT 06437

    Welcome to your private coastal sanctuary in the prestigious Sachem Head area of Guilford. This 5,620 sqft estate is a masterclass in luxury living, set on 2.31 wooded waterfront acres. Come up the gated driveway and step inside to discover a home designed for ultimate leisure. The living room features a bespoke custom mural and a stunning aquarium, serving as a mesmerizing feature next to French

    Bailey Mannix Sunset Creek Realty, LLC

    76 Sachem Head Rd, Guilford, CT 06437
  • /29

    $1,299,000

    • 3 Beds
    • 3 Baths
    • 1,188 Sq Ft

    32 Liberty St, Madison, CT 06443

    Rare coastal compound opportunity in Madison's highly desirable Seaview Beach area. Situated on approximately one-half acre just moments from the shoreline, this unique property features a main residence and a newer detached accessory dwelling unit, offering flexibility rarely found in one of Connecticut's premier shoreline communities. The main home is clean, functional, and ready for a new

    Karina Ukhnitska Real Broker CT, LLC

    32 Liberty St, Madison, CT 06443
  • /40

    $1,300,000

    • 5 Beds
    • 3.5 Baths
    • 4,783 Sq Ft

    77 Silo Hill, Madison, CT 06443

    Welcome to this fabulous one-owner custom home in sought-after Neck River Farms. A gracious, spacious foyer warmly welcomes you inside, setting the tone for the beautifully maintained interior filled with abundant natural light. A dedicated home office with elegant French doors offers the perfect space for working remotely or quiet study. The inviting living room is ideal for entertaining,

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    77 Silo Hill, Madison, CT 06443
  • /28

    $2,999,000

    $301K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,891 Sq Ft

    57 Faulkner Dr, Guilford, CT 06437

    Custom built with exceptional craftsmanship and attention to detail, this stunning coastal-area estate sits on one of the largest properties in the neighborhood with water views from every room, three separate deeds totaling approximately two acres, including two separate waterfront lots, with one being the perfect site for your future docking needs. Designed for both luxury and comfort, the home

    janet colello Century 21 AllPoints Realty

    57 Faulkner Dr, Guilford, CT 06437
  • /40

    $7,500,000

    • 4 Beds
    • 4.5 Baths
    • 5,475 Sq Ft

    620 Colonial Rd, Guilford, CT 06437

    This is not simply waterfront living. This is a waterfront lifestyle unlike any other. Tucked within the coveted enclave of Sachem's Head, this extraordinary estate commands direct Long Island Sound frontage with unobstructed harbor views and breathtaking sunsets. Masterfully crafted in 2003 and transformed by the current owners with uncompromising quality, the 6,000 SF+ residence is defined by

    Susan Santoro William Pitt Sotheby's Int'l

    620 Colonial Rd, Guilford, CT 06437
  • /39

    $1,185,000

    • 6 Beds
    • 3 Baths
    • 3,833 Sq Ft

    33 Church St, Guilford, CT 06437

    Located just off the Guilford Green and across from the Guilford Community Center, this exceptional property enjoys one of Guilford's most desirable in-town locations, with convenient access to restaurants, boutique shopping, cafes, the library, year-round community events, and major commuting routes, including I-95 and the Guilford Train Station. Originally constructed in 1888 by prominent

    Sean Krom RE/MAX Alliance

    33 Church St, Guilford, CT 06437
  • /27

    $1,150,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,920 Sq Ft

    189 3 Mile Course, Guilford, CT 06437

    SO CLOSE TO TOWN! Rare opportunity to own NEW CONSTRUCTION south of Boston Post Road and close to the Guilford Center. This quality built Colonial offers a stylish from porch and is set back from the street for privacy. Professionally landscaped with dramatic hardscape features, it borders the Westwood Trails. Light and bright with large windows and high ceilings. The kitchen is a Chef's delight

    Deborah Rowe William Raveis Real Estate

    189 3 Mile Course, Guilford, CT 06437
  • /40

    $1,950,000

    $300K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,160 Sq Ft

    26 Bassett Ln, Madison, CT 06443

    Completely rebuilt and expanded in 2026, this custom coastal home with deeded beach rights is located in Madison's charming Seafields Association. Thoughtfully designed with designer details throughout, the home provides elevated shoreline living with glimpses of Long Island Sound, state-of-the-art appliances, high-end finishes, a bright, open layout, mudroom, butler's pantry with laundry, and a

    Steven Koleno Beycome of Connecticut

    26 Bassett Ln, Madison, CT 06443
  • /24

    $799,000

    • 4 Beds
    • 2 Baths
    • 1,505 Sq Ft

    48 Lakeside Dr, Guilford, CT 06437

    Charming seasonal cottage located in the desirable Guilford Lakes community. This cozy retreat offers lake views and access to private beach rights, making it an ideal getaway for summer enjoyment. The home features a rustic interior with an open living area, kitchen, and comfortable sleeping spaces. Situated on a lightly wooded, sloping lot, the property provides a peaceful setting close to the

    Timothy Serpe Citi Atlas Real Estate Co LLC

    48 Lakeside Dr, Guilford, CT 06437
  • /39

    $699,000

    $80K PRICE DROP
    • 1 Bed
    • 2 Baths
    • 1,672 Sq Ft

    446 Whitfield St Unit C, Guilford, CT 06437

    A rare opportunity to own one of downtown Guilford's most iconic residences, often referred to as "The Spaceship," masterfully designed by architect Wilfred Armster. This striking copper-clad building, elevated on concrete stilts, was thoughtfully positioned to capture sweeping, unobstructed views of Long Island Sound-beautifully showcased from this premier front-facing unit. Enter through the

    Susan Santoro William Pitt Sotheby's Int'l

    446 Whitfield St Unit C, Guilford, CT 06437
  • /40

    $29,995,000

    • 10 Beds
    • 8 Baths
    • 8,378 Sq Ft

    0 Rogers Island, Branford, CT 06405

    A truly unforgettable and exceptionally rare offering-Rogers Island presents an exciting opportunity to own a private island paired with a mainland residence, delivering the perfect balance of seclusion and convenience. The mainland property includes its own dock, parking, and support space, making access to the island with a 5-minute boat ride, seamless and effortless. Just offshore, the island

    Agent Photo

    Alicia Hale

    Coldwell Banker Realty

    0 Rogers Island, Branford, CT 06405
  • /38

    $1,695,000

    • 5 Beds
    • 3.5 Baths
    • 3,912 Sq Ft

    30 Meeting House Ln, Madison, CT 06443

    Historic gem on the Madison Village Green. Once known as "Hartsbourne," this storied Madison residence is celebrated for its premier location overlooking the town green and its timeless architectural presence. A true local landmark, the home is distinguished by its striking curved eaved roofline, reminiscent of a pagoda with a unique flat seamed copper roof center. Beautifully aligned with the

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    30 Meeting House Ln, Madison, CT 06443
  • /15

    $25,500

    • 612 Sq Ft

    379 Whitfield St Unit AS2136, Guilford, CT 06437

    This 36-ft dock with unobstructed south-facing views of LI Sound, in the Guilford Yacht Club, is located on the protected West River in the charmingly historic town of Guilford CT. Not only does ownership of the dock provide you with a safe and easily accessible haven for your boat, but it also gives you and your family access to the spacious clubhouse, the heated pool with showers, and tennis

    Jake Wyman William Raveis Real Estate

    379 Whitfield St Unit AS2136, Guilford, CT 06437
  • /22

    $599,900

    $149K PRICE DROP
    • Land
    • 8,276 Sq Ft
    • $3,157,368 per Acre

    885 Boston Post Rd, Madison, CT 06443

    Fully approved and ready to go, this exceptional commercial lot is situated in the heart of vibrant downtown Madison. Boasting approvals for a 5,000 square foot building the property includes a brand-new septic system, 13 designated parking spaces with additional parking options, and unbeatable proximity to restaurants, shopping, the train station, and I-95. Imagine welcoming clients or customers

    Michael Hvizdo Coldwell Banker Realty

    885 Boston Post Rd, Madison, CT 06443
  • /38

    $3,000,000

    $1M PRICE DROP
    • 5 Beds
    • 6 Baths
    • 5,657 Sq Ft

    45 Island Ave, Madison, CT 06443

    Exceptionally located less than a tenth of a mile from both the town green and beaches - with your own private beach access - this stunning residence sits on 1.57 secluded acres and has been completely re-imagined with uncompromising attention to detail and the finest materials. The home offers 16 thoughtfully designed rooms. Sun filled interiors feature over sized windows and expansive sight

    Meig Walz Newcomb Coldwell Banker Realty

    45 Island Ave, Madison, CT 06443
  • /33

    $1,975,000

    • 4 Beds
    • 2 Baths
    • 3,882 Sq Ft

    441 Opening Hill Rd, Madison, CT 06443

    Updated 4 bedroom 2 Full bath Cape on 15+ Acres of rolling Meadows and woods bordering State Forest and over 800 feet of frontage on Opening Hill. Extensive updating includes new windows and doors, original wide-board refinishing in the original building. A new kitchen in the cathedral ceilinged family room addition with deck that commands beautiful views of two spring fed, stocked ponds below

    Steve Adkins Berkshire Hathaway NE Prop.

    441 Opening Hill Rd, Madison, CT 06443
  • /30

    $23,500

    • 680 Sq Ft

    379 Whitfield St Unit BN1034, Guilford, CT 06437

    Experience the ultimate boating lifestyle at the prestigious Guilford Yacht Club with this prime 34-foot boat slip. Nestled along the scenic River, this slip offers a front-row seat to breathtaking sunsets and immediate access to Long Island Sound. Within five minutes of leaving the channel, you'll be on your way to premier destinations like the Thimble Islands, Sag Harbor, Three Mile or Block

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

    379 Whitfield St Unit BN1034, Guilford, CT 06437
  • /28

    $3,890,000

    $449K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,871 Sq Ft

    00 Potato Island, Branford, CT 06405

    Set on its very own private isle, this extraordinary 4-bedroom, 3.5-bathroom retreat redefines luxury coastal living. Enjoy unmatched privacy and serenity, all just a five-minute boat ride from the idlyllic Stony Creek mainland-a rare balance of peaceful island living with effortless convenience and peace of mind. Family and guests will appreciate the added benefit of a seasonal water taxi,

    Vicky Welch William Raveis Real Estate

    00 Potato Island, Branford, CT 06405
  • /40

    $2,650,000

    • 4 Beds
    • 4.5 Baths
    • 6,194 Sq Ft

    24 Indigo Trail, Madison, CT 06443

    Set on 5.65 secluded acres in the heart of Madison, this exceptional English Georgian custom home offers a rare blend of timeless architecture, refined craftsmanship, and natural beauty. Surrounded by mature woodlands, the property is a private retreat, complete with a gently winding stream and the preserved stone remnants of a historic mill-an evocative nod to the land's rich past. Inside, the

    Mark McElrath William Pitt Sotheby's Int'l

    24 Indigo Trail, Madison, CT 06443
  • /40

    $1,895,000

    $100K PRICE DROP
    • 5 Beds
    • 9 Baths
    • 5,414 Sq Ft

    173 Highwoods Dr, Guilford, CT 06437

    A MAGNIFICENT REVIVAL & TIMELESS BLEND OF SOMETHING OLD & SOMETHING NEW. One of the finest restorations in New England, the Pitkin mansion is a true historical treasure. Carefully dismantled & moved to its current site in 1955, the property is nestled within nearly 4 acres of mature trees, manicured lawns, & magical gardens. This classic revival will be celebrated by the most discerning antique

    Kiara Rusconi William Raveis Real Estate

    173 Highwoods Dr, Guilford, CT 06437
  • /30

    $909,900

    New Construction $20K PRICE INCREASE
    • 2 Beds
    • 2.5 Baths
    • 2,197 Sq Ft

    12 Village Victoria Unit 12, Guilford, CT 06437

    Welcome to 12 Village Circle! An "Under Construction" end unit in Guilford's newest luxury community, Village on State. This development features 25 - 2 bedroom townhomes, each having over 2000 square feet of living space, 2 car garages and full basements. 18 Village Circle is the Allendale model which allows for one level living with plenty of space for guests. On the main floor, there is the

    Vincent Engingro William Raveis Real Estate

    12 Village Victoria Unit 12, Guilford, CT 06437
  • /9

    $1,235,000

    • Land
    • 1.02 Acres
    • $1,210,784 per Acre

    8 Old Route 79, Madison, CT 06443

    Great commercial lot - signalize corner, level and cleared. A rare opportunity for Developers and Investors. Located at the strategic Junction of Old route 79 and Durham Road . One minute to I-95. The property boasts exceptional visibility an accessibility from both north and southbound traffic. Short distance to downtown MADISON, this site is ideal for a variety of commercial ventures, including

    Thomas Simjian Keller Williams Coastal

    8 Old Route 79, Madison, CT 06443
  • /40

    $2,995,000

    $205K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,983 Sq Ft

    66 High St Unit 38, Guilford, CT 06437

    Exquisitely reimagined with uncompromising attention to detail, this exceptional upper-level residence at The Residences at 66 High Street presents refined luxury in a premier in-town setting. Originally created by seamlessly merging two units, the owner collaborated with an interior designer, contractor, and master craftspeople to conceive a truly one-of-a-kind, fully customized home. The result

    Rose Ciardiello William Raveis Real Estate

    66 High St Unit 38, Guilford, CT 06437
  • /40

    $711,000

    $12K PRICE INCREASE
    • 3 Beds
    • 1.5 Baths
    • 1,672 Sq Ft

    294 Church St, Guilford, CT 06437

    Mixed-use property (convertible to full commercial or multi units with town permits) 2,005 sq ft total / 1,672 sq ft finished living space..30 acre lot with generous parking (10+ vehicles) Year built: 1893 with numerous modern updates. Rare to find a house in Guilford with "city water". First Floor: Professional medical office 4 office spaces + half bath. Second Floor: 1-bedroom, living room,

    Jason Saphire www.HomeZu.com

    294 Church St, Guilford, CT 06437
  • /18

    $949,900

    New Construction $30K PRICE INCREASE
    • 2 Beds
    • 2.5 Baths
    • 2,197 Sq Ft

    24 Village Cir Unit 24, Guilford, CT 06437

    Welcome to 24 Village Circle! An "Under Construction" end unit in Guilford's newest luxury community, Village on State. This development features 25 - 2 bedroom townhomes, each having over 2000 square feet of living space, 2 car garages and full basements. 24 Village Circle is the Allendale model which allows for one level living with plenty of space for guests. On the main floor, there is the

    Vincent Engingro William Raveis Real Estate

    24 Village Cir Unit 24, Guilford, CT 06437
  • /4

    $989,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,814 Sq Ft

    0 Long Hill Rd Unit 24156467, Guilford, CT 06437

    Here is your opportunity to build this beautifully designed 2,814 sq ft Cape-style home privately situated on a rear lot! This thoughtfully crafted To Be Built home blends classic New England charm with today's clean farmhouse aesthetic - board-and-batten accents, striking black windows, and timeless architectural lines. The open-concept main level is designed for today's lifestyle, featuring a

    Dori Degennaro William Raveis Real Estate

    0 Long Hill Rd Unit 24156467, Guilford, CT 06437
  • /32

    $1,349,000

    $246K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,966 Sq Ft

    147 Boston St, Guilford, CT 06437

    Experience the perfect fusion of timeless distinction and modern elegance in this well-maintained home, where original architectural craftsmanship has been beautifully preserved, and recent updates have brought a fresh, stylish feel to the space. Inside, you'll discover an inviting and versatile residence with numerous unique features that make this property truly one-of-a-kind. Enjoy the warm

    Vicky Welch William Raveis Real Estate

    147 Boston St, Guilford, CT 06437

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