Homes for Sale in 06437

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  $1,595,000

  • 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
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  /26

  $1,099,750 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  147 Blue Hills Dr, Guilford, CT 06437

  Rarely do you find such a gem as the upcoming construction on Blue Hills Dr! Nestled in a tranquil neighborhood at the end of a cul-de-sac and surrounded by lush woods, this under construction home promises to be your dream home. No expense was spared in this perfectly done dream home. Handsome hardwood floors and recessed lighting run through this entire home, enhancing all of the other features

  Joseph Gregory Toledo Realty

  147 Blue Hills Dr, Guilford, CT 06437
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  $1,350,000

  • 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
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  /40

  $960,000

  • 3 Beds
  • 3 Baths
  • 2,180 Sq Ft

  95 Fair St, Guilford, CT 06437

  Enjoy in-town living! This charming home is just a block and a half from the Guilford green and all the town center has to offer - including shopping, dining, library. Located in the historic district on Fair Street - one of Guilford's treasured neighborhoods of architecturally diverse antique homes. Wide board floors, custom wooden shutters. Large fireplace with stone hearth provides a family

  Laurie Trulock Compass Connecticut, LLC

  95 Fair St, Guilford, CT 06437
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  /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
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  /12

  $31,000

  • 0.5 Baths
  • 775 Sq Ft

  379 Whitfield St Unit CN1146, Guilford, CT 06437

  This is an offering for CN1146, a 46 foot long boat slip at the amazing Guilford Yacht Club. A large dock box is included for all your boating and fishing gear needs along with water, electric hook up and winter storage on the grounds. Ownership of this slip includes a full membership to the Clubhouse which includes a heated pool, pool house, two Har Tru tennis courts and many special social

  Faith Whitehead William Raveis Real Estate

  379 Whitfield St Unit CN1146, Guilford, CT 06437
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  /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
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  /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
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  /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
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  /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
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  /40

  $629,000

  • 4 Beds
  • 2 Baths
  • 2,236 Sq Ft

  148 Highwoods Dr, Guilford, CT 06437

  Welcome to 148 Highwoods Drive in Guilford-a beautifully maintained 4-bedroom, 2-bath home set on over 1.29 acres of meticulously manicured grounds. This property offers the perfect blend of comfort, space, and outdoor living. Step inside to an open-concept main level featuring hardwood floors throughout and a stunning living room with vaulted ceilings, a stunning floor to ceiling brick

  Gigi Giordano Taylor Compass Connecticut, LLC

  148 Highwoods Dr, Guilford, CT 06437
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  /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
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  /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
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  /15

  $500,000

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  69 Daniel Ave, Guilford, CT 06437

  First time offered in over 50 years, this ranch-style home sits on a half-acre in the heart of Indian Cove-one of Guilford's most cherished shoreline communities. With seasonal views of Long Island Sound and access to a private neighborhood beach, this property offers a rare connection to the coast and community. Originally the site of the historic Cove Store, this home carries a unique place in

  Robert Davis Nomade

  69 Daniel Ave, Guilford, CT 06437
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  /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
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  /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
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  /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
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  /39

  $899,900

  • 3 Beds
  • 2.5 Baths
  • 2,806 Sq Ft

  401 Three Corners Rd, Guilford, CT 06437

  Just minutes to downtown Guilford, this striking 4 bedroom contemporary offers exceptional living space & bold architectural design. A dramatic floating staircase & soaring ceilings create an unforgettable first impression the moment you enter. The expansive great room is the heart of the home, featuring a stunning floor to ceiling fireplace, walls of glass that fill the space with natural light,

  Alicia Mahon William Pitt Sotheby's Int'l

  401 Three Corners Rd, Guilford, CT 06437
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  /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
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  $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
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  $1,000,000 Open Sat 1PM - 3PM

  • 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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /40

  $615,000 Open Sun 12PM - 3PM

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

  48 Russett Dr, Guilford, CT 06437

  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, light-filled sunroom that connects to the beautifully

  Pamela Kirkby Coldwell Banker Realty

  48 Russett Dr, Guilford, CT 06437
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  /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
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  /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
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  /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
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  /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
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  /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
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  /39

  $549,000 Open Sat 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
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  /40

  $489,000

  • 1 Bed
  • 1.5 Baths
  • 1,712 Sq Ft

  80 Seaview Terrace Unit 3, Guilford, CT 06437

  Experience the ease of low maintenance coastal living in this updated 1 bedroom, 1 1/2 bath condo with beautiful views of the salt marsh, river, and Long Island Sound. An inviting sun-filled, south facing end unit, the main level features hardwood floors, a kitchen with granite countertops and stainless steel appliances, and a family room with a cozy wood-burning fireplace. A flexible space off

  Rose Ciardiello William Raveis Real Estate

  80 Seaview Terrace Unit 3, Guilford, CT 06437

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