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Homes for Sale in 06437

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  • /40

    $1,149,900

    • 4 Beds
    • 5 Baths
    • 3,220 Sq Ft

    1607 Great Hill Rd, Guilford, CT 06437

    Own your own little oasis! Set back in the woods of guilford on 3.5 acres you have a ton of privacy with this impressive home. As you walk in, you are greeted by a spacious living room which features a new addition making this large room great for entertaining. Throughout the dining room and kitchen you see flawless finishes adding to the newly renovated kitchen with a propane gas cook top and

    Agent Photo

    Alex Rodrigues

    RE/MAX RISE

    (475) 244-8651

    1607 Great Hill Rd, Guilford, CT 06437
  • /32

    $1,399,000

    • 4 Beds
    • 4 Baths
    • 2,966 Sq Ft

    147 Boston St, Guilford, CT 06437

    Discover the vibrant energy of the historic town green just outside your doorstep. The inviting sidewalk guides you to the lively center, only 600 yards away. There, you'll find a treasure trove of quaint shops, restaurants, the recreational center, and cozy coffee spots to enjoy. Join in the community spirit at concerts and local events, and explore the area's rich history and character-all

    Vicky Welch William Raveis Real Estate

    147 Boston St, Guilford, CT 06437
  • /39

    $899,000

    • 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
  • /26

    $1,000,000

    • 3 Beds
    • 1.5 Baths
    • 1,409 Sq Ft

    59 Cedar Grove Rd, Guilford, CT 06437

    Tucked away at the end of private Cedar Grove Road in the serene enclave of Tuttle's Point, this charming cedar shake classic cottage offers the kind of lifestyle most people only dream about. Perched high above the floodplain on a lush 1/3-acre lot, 59 Cedar Grove Road enjoys spectacular, million-dollar views of Long Island Sound, surrounded by mature perennial plantings in a secret garden

    Jeanne Kempton Century 21 AllPoints Realty

    59 Cedar Grove Rd, Guilford, CT 06437
  • /40

    $999,999 New Construction

    • 3 Beds
    • 2.5 Baths
    • 3,600 Sq Ft

    4 Jans Way, Guilford, CT 06437

    Welcome to this stunning new construction Colonial located in the heart of North Guilford, offering 2,800(Additional 900 Square feet of finished basement) square feet of living space on a private 1.9 acre lot. Situated in the sought-after Mountain View subdivision on Jans Way, this home is one of only seven exclusive parcels, providing a rare combination of privacy, space, and modern design. The

    Matthew Murchison Berkshire Hathaway NE Prop.

    4 Jans Way, Guilford, CT 06437
  • /12

    $1,195,000

    • 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
  • /40

    $1,295,000

    • 4 Beds
    • 5 Baths
    • 5,875 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
  • /40

    $1,500,000

    • 5 Beds
    • 5 Baths
    • 5,310 Sq Ft

    7 Caleb Ct, Guilford, CT 06437

    Absolutely stunning 5+ bedroom light filled home offers the perfect blend of elegance & modern updates. A dramatic 2 story foyer with a striking new contemporary fixture sets the tone.The living room with glass French doors offers flexibility as a first-floor office. The oversized family room features a soaring ceiling, custom built-ins, & a beautiful stone fireplace, flowing seamlessly into the

    Susan Santoro William Pitt Sotheby's Int'l

    7 Caleb Ct, Guilford, CT 06437
  • /5

    $569,900 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,514 Sq Ft

    53 Driftwood Ln, Guilford, CT 06437

    Set on a corner lot within a desirable cul-de-sac neighborhood, 53 Driftwood Lane offers space and everyday convenience in the heart of Guilford. Situated on a beautifully level .94-acre lot, this one-owner home has been meticulously maintained and reflects pride of ownership throughout. Offering 3 bedrooms and 2.5 baths, the home features a kitchen with stainless steel appliances, hardwood

    Linda Toscano Coldwell Banker Realty

    53 Driftwood Ln, Guilford, CT 06437
  • /31

    $599,900

    • 2 Beds
    • 2.5 Baths
    • 1,686 Sq Ft

    6 Rollwood Dr, Guilford, CT 06437

    Do not miss rare opportunity! Two bedroom townhouse in seek after Rollwood community downtown Guilford! This home features open floor plan, spacious and airy living room/dining room combination with fireplace, built-ins, gleaming hard wood floors, two story foyer, eat-in kitchen with sliders to inclosed porch. Both bedrooms located on second floor and have the en suite full bathrooms and walk-in

    Svetlana Goletz Compass Connecticut, LLC

    6 Rollwood Dr, Guilford, CT 06437
  • /38

    $2,595,000 New Construction

    • 4 Beds
    • 5.5 Baths
    • 4,700 Sq Ft

    23 Sheep Pasture Rd, Madison, CT 06443

    Built by a highly regarded shoreline builder known for uncompromising attention to detail, this residence is designed for buyers who appreciate elevated finishes, enduring quality, and effortless livability. The home features an open floor plan with white oak hardwood floors, 9-foot ceilings, custom millwork, and oversized Pella windows throughout. A stunning bluestone entry leads to an elegant

    Steve Wollman Wollman Realty

    23 Sheep Pasture Rd, Madison, CT 06443
  • /32

    $712,000

    • 3 Beds
    • 1.5 Baths
    • 1,672 Sq Ft

    294 Church St, Guilford, CT 06437

    Mixed-use zoning (convertible to full commercial or multi unit 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 "public water". Current layout: First Floor: Professional medical office space, 4 office space + half bath. Second Floor:

    Jason Saphire www.HomeZu.com

    294 Church St, Guilford, CT 06437
  • /34

    $1,350,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 2,033 Sq Ft

    66 High St Unit 47, Guilford, CT 06437

    The Residences at 66 High Street provide a unique offering. An enclave of luxury condominiums. A private, peaceful setting overlooking the salt marsh and Long Island Sound, yet just a few blocks from the picturesque Guilford Green, the town center, and all the activity it has to offer. This immaculate first floor single level unit is in the Chittenden Building, finished in 2023. Light streams in.

    Laurie Trulock Compass Connecticut, LLC

    66 High St Unit 47, Guilford, CT 06437
  • /2

    $889,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,625 Sq Ft

    35 Village Walk Unit 35, Guilford, CT 06437

    New Development. 25 units. Now under construction, Units over 2200 sqft. Full Basement and 2 car garages. Walking distance to town. 3 models to pick from with various locations throughout subdivision.

    Vincent Engingro William Raveis Real Estate

    35 Village Walk Unit 35, Guilford, CT 06437
  • /20

    $499,900

    • 2 Beds
    • 2 Baths
    • 1,555 Sq Ft

    1944 Moose Hill Rd, Guilford, CT 06437

    Charming, Meticulously Maintained Ranch on a Prime Corner Lot! Welcome to 1944 Moose Hill Road in Guilford, Connecticut-a gorgeous 1958 ranch that perfectly blends timeless character with modern updates. Nestled on a desirable corner lot, this move-in-ready home has been lovingly maintained and thoughtfully enhanced throughout. Step inside to discover beautiful oak hardwood floors that flow

    Joseph Iamunno Social & Co Realty

    1944 Moose Hill Rd, Guilford, CT 06437
  • /18

    $889,900 New Construction

    • 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
  • /40

    $5,950,000

    • 6 Beds
    • 5.5 Baths
    • 6,603 Sq Ft

    39 Vineyard Place, Guilford, CT 06437

    Where New England architecture meets timeless elegance! Experience the pinnacle of shoreline living in this spectacular waterfront estate, perfectly positioned on a private, peninsula-like setting in Sachem's Head community. Boasting breathtaking, panoramic views of Long Island Sound, this 1930s residence is a masterwork of historic character and unique architectural artistry. The home's rich

    Ana Russo William Pitt Sotheby's Int'l

    39 Vineyard Place, Guilford, CT 06437
  • /40

    $2,595,000

    • 4 Beds
    • 4.5 Baths
    • 4,336 Sq Ft

    63 Broad St, Guilford, CT 06437

    Perfectly positioned just moments from Guilford's iconic Green, this exceptional Greek Revival residence offers a refined blend of timeless architecture and modern living. Set along historic Broad Street, the home is within easy reach of charming shops, dining, the beach, train station, and local marinas. Built in 2002, the residence showcases period-inspired design with a light-filled, open

    Michelle Wininger William Pitt Sotheby's Int'l

    63 Broad St, Guilford, CT 06437
  • /40

    $775,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 3,045 Sq Ft

    51 Sugar Loaf Rd, Guilford, CT 06437

    Idyllic setting in a peaceful North Guilford neighborhood, just minutes to Melissa Jones School. This beautifully maintained 4 bedroom, 3 1/2 bath Colonial offers the perfect blend of classic charm and modern updates, set on a lightly wooded, private 2-acre lot. Inside, you'll find a functional light-filled layout featuring a living room w/gas fireplace and dining area, an inviting family room

    Rose Ciardiello William Raveis Real Estate

    51 Sugar Loaf Rd, Guilford, CT 06437
  • /40

    $699,000

    • 4 Beds
    • 2 Baths
    • 2,336 Sq Ft

    9 Sparrow Bush Ln, Guilford, CT 06437

    A spacious home offering 2,336 square feet of living space set on 1.3 acres. The main level features a comfortable flow between the living room, dining room, and kitchen, with a fireplace adding a central focal point. Hardwood flooring is present throughout much of the home, and a first-floor bedroom provides flexible use of space. The upper level includes the primary bedroom with a walk-in

    Jeremy Oliver William Raveis Real Estate

    9 Sparrow Bush Ln, Guilford, CT 06437
  • /40

    $699,000

    • 4 Beds
    • 1,804 Sq Ft

    26 Water St, Guilford, CT 06437

    Ideally located in the heart of downtown Guilford, 26 Water Street is now officially available. Situated within the Guilford Green District, this property offers exceptional versatility with a wide range of permitted uses (see attached zoning regulations, Section 4.1). The existing use may continue as a non-conforming use if desired. The current layout is configured similarly to a multi-family

    Lauren Freedman Coldwell Banker Realty

    26 Water St, Guilford, CT 06437
  • /2

    $949,000 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,625 Sq Ft

    28 Village Cir Unit 28, Guilford, CT 06437

    New Development. 25 units. Now under construction, Units over 2200 sqft. Full Basement and 2 car garages. Walking distance to town. 3 models to pick from with various locations throughout subdivision.

    Vincent Engingro William Raveis Real Estate

    28 Village Cir Unit 28, Guilford, CT 06437
  • /40

    $779,000

    • 4 Beds
    • 2 Baths
    • 2,174 Sq Ft

    402 Boston St, Guilford, CT 06437

    Antique charming house, modern quality updates with preserved antique charm and character, beautiful details, quality, character, and lovingly well-maintained. Stainless steel appliances, tiled bathrooms, bookcases galore, FENCED YARD. Upgrades include ducted central air, 4 heat zones, newer landscaping; many rooms with beautiful antique oak flooring; newer windows, roof, garage doors; vaulted

    Gloria Gibney Gibney Real Estate

    402 Boston St, Guilford, CT 06437
  • /14

    $1,195,000

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

    51 Pearl St, Guilford, CT 06437

    One-of-a-Kind Opportunity in Guilford! Rarely available, this 4-unit multi-family property is ideally located on a large in-town lot in the beautiful shoreline community of Guilford. Built in 1900 and offering 2,392 sq. ft. of living space, the property features one 2-bedroom unit and three 1-bedroom units. Each unit has been thoughtfully updated and includes its own washer/dryer. Three of the

    Philip Warner William Pitt Sotheby's Int'l

    51 Pearl St, Guilford, CT 06437
  • /4

    $21,000

    • 680 Sq Ft

    379 Whitfield St Unit BN334, Guilford, CT 06437

    Enjoy convenient and carefree boating from this safely located boat slip. Guilford Yacht Club has been recently dredged for improved depth and accessibility. This ideal easy access to Long Island Sound provides the most of your time on the water. Ownership includes club membership with a vibrant community of boaters. Take advantage of the club pool and year round social activities. The pump-out

    Rod Cross Coldwell Banker Realty

    379 Whitfield St Unit BN334, Guilford, CT 06437
  • /7

    $40,000

    • 776 Sq Ft

    379 Whitfield St Unit CN946, Guilford, CT 06437

    Waterfront - Guilford. Set Sail in Style and experience the charm of Guilford Yacht Club, a premier marina in one of Connecticut's most picturesque coastal towns. This 46-foot slip offers ample space and immediate access to Long Island Sound, ensuring effortless adventures on the water. Guilford is rich in history and natural beauty, making it an ideal destination for boaters. At the Guilford

    Linda Coyle William Raveis Real Estate

    379 Whitfield St Unit CN946, Guilford, CT 06437
  • /36

    $369,900 Open Sat 12PM - 2PM

    • 3 Beds
    • 1 Bath
    • 1,840 Sq Ft

    22 Clear Lake Rd, North Branford, CT 06471

    A quiet lake neighborhood, a sun-filled ranch, and a backyard you'll never want to leave. Welcome to 22 Clear Lake Road, a move-in ready 3-bedroom, 1-bath ranch set in one of North Branford's most peaceful and desirable lake communities. From the moment you step inside, you're welcomed by a spacious entryway that opens into a bright, inviting living room filled with natural light and gleaming

    Stefanie Runlett RE/MAX Heritage

    22 Clear Lake Rd, North Branford, CT 06471
  • /31

    $22,500

    • 490 Sq Ft

    379 Whitfield St Unit AN236, Guilford, CT 06437

    Absolutely gorgeous sunsets over the West River and an incredible view awaits you at The Guilford Yacht Club. Don't miss your opportunity to own a 36 foot boat slip in an excellent location on A Dock at a great price at the stunningly beautiful Guilford Yacht Club. The Yacht Club has been recently dredged providing greater depth and accessibility for your boating activities. Within 5 minutes of

    Debbie Robinson Pearce Real Estate

    379 Whitfield St Unit AN236, Guilford, CT 06437
  • /4

    $22,000

    • 680 Sq Ft

    379 Whitfield St Unit BN2534, Guilford, CT 06437

    Guilford Yacht Club has been recently dredged to allow easy access to Long Island Sound. This Private club has a vibrant community of boaters waiting for you to join in on the fun. Just a few minutes and you are on the water making the best of your times with family and friends. Take advantage of the club pool and amenities. Pump out and fuel are nearby or on premises. Water, electricity and

    Rod Cross Coldwell Banker Realty

    379 Whitfield St Unit BN2534, Guilford, CT 06437
  • /40

    $5,000,000

    • 4 Beds
    • 3.5 Baths
    • 5,640 Sq Ft

    51 Andrews Rd, Guilford, CT 06437

    Exceptional Contemporary Direct Waterfront Estate. Located in Guilford, CT, on a private cove of Little Harbor, this stunning home has a private Beach, pier / dock and pool. Built in 1969 and designed by renowned architect Judith Chafee, the thoughtfully designed open-concept floor plan maximizes water views from almost every room and boundless natural light throughout. The Living Room, with

    Kirsten Adams William Pitt Sotheby's Int'l

    51 Andrews Rd, Guilford, CT 06437
  • /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
  • /40

    $1,995,000

    • 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
  • /40

    $35,000,000

    • 6 Beds
    • 4.5 Baths
    • 5,354 Sq Ft

    215 Uncas Point Rd, Guilford, CT 06437

    Waterfront.. Sachems Head - Welcome to a Unique opportunity to purchase some of the finest waterfront properties to ever become available on the entire Connecticut Shoreline. Combined 3 properties span 13.03 rolling green Acres w/1900 feet of waterfront, 3 Docks, Boat Lift, Vineyard, Orchards, Beautiful Gardens, Fruit Trees, Tennis/Basketball Court, Go Kart Track, 2 Houses and a Carriage House.

    Joseph Piscitelli Coldwell Banker Realty

    215 Uncas Point Rd, Guilford, CT 06437
  • /40

    $615,000

    • 3 Beds
    • 2.5 Baths
    • 1,936 Sq Ft

    48 Russett Dr, Guilford, CT 06437

    UPDATE: OFFER DEADLINE IS WEDS., 4/22/26 AT 3:OO PM. Welcome to this stunning contemporary home where thoughtful design meets effortless living. Red Oak hardwood floors flow throughout, setting a warm and inviting tone from the moment you enter. The open-concept living and dining room provides a gracious setting for everyday life and entertaining. From the dining area, enter into a bright,

    Pamela Kirkby Coldwell Banker Realty

    48 Russett Dr, Guilford, CT 06437
  • /40

    $2,995,000

    • 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
  • /25

    $769,900

    • 3 Beds
    • 5 Baths
    • 3,107 Sq Ft

    2455 Boston Post Rd Unit 9, Guilford, CT 06437

    Welcome to The Landing at Guilford, a luxury townhome community offering modern design, quality construction, and low-maintenance living in one of the shoreline's most desirable locations. This well-appointed 2-bedroom residence with flexible space for a potential third bedroom features an open-concept layout with a beautifully designed kitchen complete with Viking stainless steel appliances,

    Katelin Rosello Social & Co Realty

    2455 Boston Post Rd Unit 9, Guilford, CT 06437
  • /40

    $3,995,000 New Construction

    • 6 Beds
    • 6 Baths
    • 6,216 Sq Ft

    405 Whitfield St Unit 2, Guilford, CT 06437

    Eagleview at Guilford - Where Luxury Meets Lifestyle. Discover Guilford's newest luxury coastal condominium community, where superior craftsmanship, modern design, and breathtaking views of Long Island Sound redefine Connecticut shoreline living. Whether you're enjoying a sunset from your private balcony, entertaining in your chef's kitchen, or exploring Guilford's vibrant coastal village,

    Rose Ciardiello William Raveis Real Estate

    405 Whitfield St Unit 2, Guilford, CT 06437
  • /27

    $225,000

    • 1 Bed
    • 1 Bath
    • 839 Sq Ft

    19 Polpis Ln, Guilford, CT 06437

    Private Pet friendly End unit newly refreshed! Ranch style offers Cathedral Ceiling Living Room with Fireplace and Dining area; Kitchen with new Stove; Refrigerator; and Dishwasher and sink. Primary Bedroom with attached Full Bath and Laundry room with Washer and Dryer. There is a Spiral staircase to Loft area featuring its own Balcony and a Large storage room or possible walk in closet. Can be a

    Ken Krista Century 21 AllPoints Realty

    19 Polpis Ln, Guilford, CT 06437
  • /40

    $549,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 1.5 Baths
    • 1,988 Sq Ft

    599 Durham Rd, Guilford, CT 06437

    Charming cape offering a flexible floor plan in a highly desirable location just moments from the historic Guilford Green. This inviting property blends classic New England character with everyday versatility, featuring natural sun filled living spaces that can easily adapt to your lifestyle. Enjoy a warm and welcoming atmosphere, complemented by timeless details and comfortable flow throughout.

    Jane Cardarelli William Raveis Real Estate

    599 Durham Rd, Guilford, CT 06437
  • /39

    $549,000 Coming Soon

    • 3 Beds
    • 1.5 Baths
    • 1,630 Sq Ft

    94 Quonnipaug Hill Rd, Guilford, CT 06437

    "Vermont in Guilford": Extraordinary hilltop privacy surrounded by woods and fields in North Guilford. This well-maintained 3-bedroom, 1.5-bath home with attached 2-car garage is ideally sited atop a hill in a desirable setting. Recent updates include mini-splits, a new roof, fresh interior paint, and gleaming hardwood floors. The main level features an open living area with wood stove, offering

    Tim Galvin William Raveis Real Estate

    94 Quonnipaug Hill Rd, Guilford, CT 06437

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