Homes for Sale in 06437

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  /40

  $899,999

  $250K PRICE DROP

  • 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

  

  Alex Rodrigues

  RE/MAX RISE

  1607 Great Hill Rd, Guilford, CT 06437
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  /40

  $399,900

  Open Tue 5PM - 7PM

  • 4 Beds
  • 2 Baths
  • 1,148 Sq Ft

  3198 Durham Rd, Guilford, CT 06437

  Peaceful living awaits in this charming 4-bedroom, 2-bath home in shoreline, Guilford with access to Lake Quonnipaug, where the soothing sounds of the nearby creek create a relaxing setting year-round. Inside, hardwood floors flow throughout most of the home, adding warmth and timeless appeal. The living room showcases a striking stone fireplace with a reclaimed 150-year-old barn door feature,

  

  Shawna Rohan

  eXp Realty

  3198 Durham Rd, Guilford, CT 06437
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  /21

  $129,000

  • Land
  • 1.62 Acres
  • $79,630 per Acre

  0 Requa Cir, Guilford, CT 06437

  1.62 acre wooded lot located between Boston Street and Route 1, on the corner of Prebble & Requa Circle. Minutes to I95, 20 minutes to New Haven and 1 1/2 hours to New York City. Walkable to downtown Guilford, the historic Guilford Green, boutique shopping, and restaurants. Seller makes no representations as to the feasibility of obtaining approvals for construction or development. Buyer to

  Mary O'Neill Eagle Eye Realty PLLC

  0 Requa Cir, Guilford, CT 06437
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  /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
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  /38

  $1,399,000

  $196K PRICE DROP

  • 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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  /39

  $2,360,000

  New Construction $235K PRICE DROP

  • 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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  /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
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  /40

  $1,299,900

  $75K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 5,267 Sq Ft

  625 State St, Guilford, CT 06437

  Perfectly sited on 2.75 private acres overlooking a sweeping lawn, this distinguished Georgian Revival home makes an unforgettable first impression, approached by a circular driveway that creates a true sense of arrival. Recently refreshed with newly painted interiors and enhanced landscaping, the property presents beautifully from the moment you enter. Once a Connecticut Designer Showhouse, the

  Linda Toscano Coldwell Banker Realty

  625 State St, Guilford, CT 06437
• 

  

  /40

  $619,000

  • 4 Beds
  • 2.5 Baths
  • 2,126 Sq Ft

  64 Dohm Ave, Guilford, CT 06437

  This well-maintained ranch offers easy single-level living with a layout designed for comfort and convenience. Expanded and renovated to the studs in 2008, the home now features a new 1,500-gallon septic tank for a potential 5th bedroom and a radon-in-air mitigation system. Hardwood floors run throughout a bright, open floor plan with central air, while the spacious primary suite includes dual

  Linda Toscano Coldwell Banker Realty

  64 Dohm Ave, Guilford, CT 06437
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  /39

  $999,000

  Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 3,736 Sq Ft

  67 Christopher Ln, Guilford, CT 06437

  This approximately 3,000 square foot house sits on nearly 1 acre of lush, tranquil land. The property features a charming exterior with an inviting entryway, surrounded by well-maintained landscaping and greenery. The spacious lot provides ample room for outdoor living and recreation, creating a peaceful retreat from the everyday. The home's interior offers four bedrooms and two and a half

  Sandy Friedman Coldwell Banker Realty

  67 Christopher Ln, Guilford, CT 06437
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  /14

  $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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  /8

  $587,000

  • 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
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  /30

  $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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  /39

  $550,000

  • 3 Beds
  • 3 Baths
  • 2,389 Sq Ft

  145 Peddlers Rd, Guilford, CT 06437

  Welcome home... offering approximately 2,400 square feet of living space over two levels, set back on a private 1+ acre lot framed by classic New England stone walls and a generous front yard. The main level features a living room with hardwood flooring and a wood-burning fireplace, a dining room with hardwood floors and a charming corner curio cabinet, and an eat-in kitchen with tile flooring,

  Rose Ciardiello William Raveis Real Estate

  145 Peddlers Rd, Guilford, CT 06437
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  /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
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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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  /28

  $549,900

  Open Sun 1PM - 4PM

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  289 New England Rd, Guilford, CT 06437

  Step inside this well maintained three-bedroom, two-bath raised ranch, located in the desirable town of Guilford. The main level offers a warm and welcoming living room, three well-appointed bedrooms, a full bath, and the convenience of a main-level laundry area, providing both comfort and functionality. The spacious eat-in kitchen features direct access to a two-level deck overlooking an

  Michelle Obuchowski William Raveis Real Estate

  289 New England Rd, Guilford, CT 06437
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  /39

  $474,900

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,485 Sq Ft

  704 Towner Swamp Rd, Guilford, CT 06437

  Set on a large, level lot at the end of a quiet cul-de-sac, this lovingly maintained one-owner ranch offers the ease of true one-level living in a peaceful and private setting. A welcoming double front door opens to a spacious, open floor plan designed for comfortable everyday living. The kitchen is enhanced by a skylight that fills the space with natural light, and flows seamlessly into the

  Linda Toscano Coldwell Banker Realty

  704 Towner Swamp Rd, Guilford, CT 06437
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  /40

  $1,100,000

  • 3 Beds
  • 3 Baths
  • 3,071 Sq Ft

  607 Lake Dr, Guilford, CT 06437

  A rare offering of architectural significance, this exceptional residence. The home was designed by renowned modernist architect Alfredo De Vido and is prominently featured in the acclaimed book Ten Houses. Thoughtfully sited to embrace its natural surroundings, the home is a timeless expression of Mid-Century Modern design-where clean lines, abundant natural light, and an effortless connection

  Liz Zakrzewski Coldwell Banker Realty

  607 Lake Dr, Guilford, CT 06437
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  /40

  $2,799,999

  • 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
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  /31

  $539,900

  • 3 Beds
  • 3 Baths
  • 1,825 Sq Ft

  81 Briarwood Dr, Guilford, CT 06437

  Welcome to 81 Briarwood Drive, a beautifully maintained 3-bedroom, 3 full-bath home offering the perfect blend of comfort, versatility, and homestead living in one of Guilford's most peaceful neighborhoods. The permitted, mostly finished walk-out basement adds exceptional living space with luxury vinyl flooring, a full bath, laundry hookups, and plumbing already in place for a future kitchenette,

  Teresa Peruzzi Dan Combs Real Estate

  81 Briarwood Dr, Guilford, CT 06437
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  /36

  $909,000

  New Construction $66K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 3,634 Sq Ft

  4 Jans Way, Guilford, CT 06437

  Welcome to Jans Way - Where Luxury Meets Lifestyle in the Heart of North Guilford this breathtaking brand-new Colonial is the new construction opportunity you've been waiting for, offering an impressive 2,734 square feet of beautifully designed living space plus an additional 900 square feet of fully finished walk-out basement, totaling an extraordinary 3,634 square feet of move-in ready

  Thomas Simjian Keller Williams Coastal

  4 Jans Way, Guilford, CT 06437
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  /14

  $1,075,000

  $290K PRICE DROP

  • 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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  /36

  $999,500

  New Construction $100K PRICE DROP

  • 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 new 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 that

  Joseph Gregory Toledo Realty

  147 Blue Hills Dr, 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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  /7

  $29,000

  $11K PRICE DROP

  • 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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  /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
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  /26

  $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
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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

  $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
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  /40

  $950,000

  Coming Soon

  • 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
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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

  $1,949,000

  $46K 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
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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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  /35

  $625,000

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft

  831 Nut Plains Rd, Guilford, CT 06437

  Completely reimagined from top to bottom, this stunning move-in ready home offers the perfect blend of modern updates, timeless style, and peaceful Guilford living. Set on a beautiful one-acre lot, nearly every surface has been thoughtfully renovated, allowing you to simply unpack and enjoy. The sun-filled main level features an updated kitchen with quartz countertops, tile backsplash, updated

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

  831 Nut Plains Rd, Guilford, CT 06437
• 

  

  /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

  $1,599,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,284 Sq Ft

  539-a Boston St, Guilford, CT 06437

  Brand NEW CONSTRUCTION. Move in Ready! This modern, luxurious 4-bedroom, 3.5-bathroom home is designed to captivate. Located only 1.5 miles from the quintessential Guilford Town Green, you'll enjoy the charm of local shops, restaurants, and a vibrant community. Plus, it's just 2.5 miles to the Guilford Marina, Guilford Yacht Club & Jacob's Beach. With quick highway access, proximity to Yale

  Anne Marie Straka Compass Connecticut, LLC

  539-a Boston St, Guilford, CT 06437
• 

  

  /25

  $599,000

  • 4 Beds
  • 3 Baths
  • 1,804 Sq Ft

  29 Hungry Hill Cir, Guilford, CT 06437

  CLASSIC COLONIAL on CUL-DE-SAC! Location, Location, Location, AND 4 Bedrooms and 3 Full Baths! First time offered in 52 years! This home has been lovingly updated and maintained by the original owner. Updates include: new furnace (2025), new hot water heater (2025), new AC compressor ((2019), new patio (2021), new roof (2014). The family room features wide pine flooring, a raised-hearth

  Stephen Burke Coldwell Banker Realty

  29 Hungry Hill Cir, Guilford, CT 06437
• 

  

  /40

  $685,000

  • 5 Beds
  • 1.5 Baths
  • 2,208 Sq Ft

  50 Ledge Hill Rd, Guilford, CT 06437

  A serene sanctuary, a historic experience. Newly restored, 50 Ledge Hill Road is a rare 1870 parsonage on a tranquil six and a half acres, yet conveniently located to Yale New Haven and the shoreline towns. Inside, the versatile layout offers five bedrooms, one-and-a-half baths (tastefully renovated), an enormous, exposed beam living room, generous family room, and mudroom. At the heart of the

  Melanie Abbott William Pitt Sotheby's Int'l

  50 Ledge Hill Rd, Guilford, CT 06437

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