Homes for Sale in 06437

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  /40

  $999,999

  $150K 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

  (475) 244-8651

  1607 Great Hill Rd, Guilford, CT 06437
• 

  

  

  /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
• 

  

  

  /40

  $950,000

  • 5 Beds
  • 3.5 Baths
  • 3,640 Sq Ft

  2 Greenwood Ln, Guilford, CT 06437

  Set at the end of a quiet cul-de-sac, this beautifully renovated 5-bedroom, 3.5-bath colonial delivers the space, privacy, and finishes today's buyers are searching for - all on 3.19 private acres. Step through the dramatic two-story foyer with a chandelier and sidelights into a home thoughtfully updated from top to bottom. The main level flows seamlessly from the formal living room - anchored by

  Mustafa Muaremi Coldwell Banker Realty

  2 Greenwood Ln, Guilford, CT 06437
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  /39

  $620,000

  $19K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,906 Sq Ft

  170 Weatherly Trail, Guilford, CT 06437

  This 4-bedroom Cape Cod offers a nice sense of privacy, set back on a quiet cul-de-sac street. Sitting on 1.21 acres, there is plenty of outdoor space to enjoy, including a brand-new deck that's perfect for grilling or relaxing. The interior is light and bright with hardwood floors throughout, updated kitchen and bathrooms. It's a great opportunity for anyone looking for a comfortable home with a

  Rob McConville RE/MAX Heritage

  170 Weatherly Trail, 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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  /2

  $599,999

  Coming Soon

  • 4 Beds
  • 2 Baths
  • 1,236 Sq Ft

  47 Valley Shore Dr, Guilford, CT 06437

  Set on a gorgeous half acre level lot, this Guilford raised ranch offers comfort and flexibility. The main level features hardwood floors throughout, along with three bedrooms and a full bath. The lower level expands your living space with a spacious family room, full bath, a fourth bedroom, and two versatile rooms ideal for a home office, gym, or cozy den. A two car garage adds convenience.

  Jaime Lettieri Coldwell Banker Realty

  47 Valley Shore Dr, Guilford, CT 06437
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  /37

  $250,000

  Coming Soon

  • 2 Beds
  • 1.5 Baths
  • 1,180 Sq Ft

  274 Church St Unit 3D, Guilford, CT 06437

  Enjoy an easy, low-maintenance lifestyle just a half mile from the historic Guilford Green! Ideally located within walking distance to boutiques, restaurants, coffee shops, a bookstore, and all the charm of downtown Guilford. This freshly painted 2 bedroom, 1 1/2 bath condominium features new vinyl composite flooring on the main level and new carpeting upstairs. Both bedrooms offer walk-in

  Rose Ciardiello William Raveis Real Estate

  274 Church St Unit 3D, Guilford, CT 06437
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  /38

  $2,545,000

  New Construction $50K 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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  /33

  $712,000

  $13K 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 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". First Floor: Professional medical office space, 4 office space + half bath. Second Floor: 1-bedroom, living

  Jason Saphire www.HomeZu.com

  294 Church St, Guilford, CT 06437
• 

  

  /40

  $264,000

  $11K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,050 Sq Ft

  44 Mohawk Trail Unit 44, Guilford, CT 06437

  If you're looking for a serene and quiet home, you've found it at 44 Mohawk Trail. This 2-bedroom, 1.1-bath townhouse offers the perfect blend of comfort and convenience. The main level features an open floor plan connecting the kitchen, dining, and living areas. The living room is highlighted by a charming wood-burning fireplace-perfect for cozy nights. A half bathroom and in-unit washer and

  Samantha Celentano Coldwell Banker Realty

  44 Mohawk Trail Unit 44, Guilford, CT 06437
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  /40

  $1,375,000

  • 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 estate 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,

  Linda Toscano Coldwell Banker Realty

  625 State St, Guilford, CT 06437
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  /40

  $1,240,000

  • 4 Beds
  • 4 Baths
  • 3,819 Sq Ft

  46 Laurel Cliffs Rd, Guilford, CT 06437

  Welcome to 46 Laurel Cliffs Road, a home where every detail has been carefully considered to exceed your expectations. Nestled in a Guilford cul-de-sac enclave, this impeccably maintained 4-bedroom Colonial strikes the perfect balance between everyday comfort and timeless elegance. Whether you're seeking a full-time residence or a serene weekend retreat, you'll find it here, minutes from the town

  Leigh Whiteman William Raveis Real Estate

  46 Laurel Cliffs Rd, Guilford, CT 06437
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  /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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  /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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  /18

  $465,000

  • 2 Beds
  • 2 Baths
  • 1,525 Sq Ft

  86 State St, Guilford, CT 06437

  Incredibly Rare Opportunity in the Heart of Guilford! Located just moments from the Guilford Green, local restaurants, shops, shoreline attractions, and everyday services. This two-family property offers a unique chance to create something special in one of the shoreline's most desirable communities. Whether you're looking for owner-occupied flexibility, space for extended living arrangements, or

  Terri St Peter Planet Realty, LLC

  86 State St, 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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  /40

  $7,500,000

  Coming Soon

  • 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
• 

  

  /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
• 

  

  /14

  $949,000

  New Construction $20K PRICE INCREASE

  • 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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  /36

  $954,900

  New Construction $20K 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

  $1,195,000

  $170K 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

  $1,099,750

  New Construction Open Sun 1PM - 3PM

  • 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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  /30

  $249,500

  $10K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 911 Sq Ft

  84 Mohawk Trail, Guilford, CT 06437

  Beautifully redone top to bottom by present owner! Best value in Guilford! You will fall in love with this gorgeous Townhouse unit, located in a serene and private location at the end of a Cul-de-sac in the Complex. Pretty views in all seasons. Bright and sunny with loads of upgrades. Open first floor plan with decorator fireplace and private deck. Kitchen is totally remodeled with lots of

  Deborah Rowe William Raveis Real Estate

  84 Mohawk Trail, 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

  $35,000

  $5K 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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  /40

  $1,185,000

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

  33 Church St, Guilford, CT 06437

  The George W. Seward House - Circa 1888 A rare opportunity to own a piece of Guilford history. Known as the George W. Seward House, this distinguished Queen Anne Victorian residence was originally constructed in 1888 by prominent local builder George W. Seward, whose work helped shape the architectural character of Guilford. Located a short distance from the historic Guilford Green, the home

  Sean Krom RE/MAX Alliance

  33 Church St, Guilford, CT 06437
• 

  

  /4

  $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
• 

  

  /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

  $575,000

  • 4 Beds
  • 2 Baths
  • 1,426 Sq Ft

  181 Wilderwood Dr, Guilford, CT 06437

  Privately sited on 2.38 acres along a quiet cul-de-sac, this charming Cape offers a rare opportunity to embrace a secluded, nature-filled setting without sacrificing convenience. The property provides exceptional privacy and scenic natural surroundings, all just minutes from Guilford's vibrant town center, shoreline beaches, acclaimed restaurants, shops, and everyday amenities. Thoughtfully

  Melanie Scull William Pitt Sotheby's Int'l

  181 Wilderwood Dr, 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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  /40

  $1,200,000

  • 5 Beds
  • 6 Baths
  • 6,610 Sq Ft

  43 Chestnut Grove, Guilford, CT 06437

  43 Chestnut Grove.. offering approx. 6,700 sq ft with a prime location on a cul-de-sac street w/ 1.78 acres features a beautiful 2-story covered front entry featuring an arched opening, columns & woodwork/moldings throughout along with beautiful inlaid hardwood floors. At the heart of the home, the expansive great room features a gas fireplace & an impressive entertainment space complete with a

  Lauren Freedman Coldwell Banker Realty

  43 Chestnut Grove, Guilford, CT 06437
• 

  

  /40

  $675,000

  • 3 Beds
  • 2 Baths
  • 1,476 Sq Ft

  441 Water St, Guilford, CT 06437

  Just one mile from the historic Guilford Green, this like-new Contemporary Farmhouse offers a rare blend of modern comfort, coastal charm, and beautiful natural views. Set on one acre with views of the marsh and West River, the home is designed to feel both private and connected to one of Guilford's most desirable village settings. The open floor plan is ideal for everyday living and

  Willard Finkle Coldwell Banker Realty

  441 Water St, 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
• 

  

  /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
• 

  

  /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
• 

  

  /40

  $549,000

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  737 Leetes Island Rd, Guilford, CT 06437

  Welcome to 737 Leetes Island Road, a stone's throw from Shell Beach, one of Guilford's most desirable shoreline areas! With some TLC, the potential for this property is endless! Situated on beautiful grounds, 737 embraces all the natural elements of this area...salt water breeze coupled with lightly wooded, open space. This property was known as the "Marilyn House", as it was said that Marilyn

  Carissa Mastriano GRL & Realtors, LLC

  737 Leetes Island Rd, Guilford, CT 06437
• 

  

  /40

  $1,825,000

  • 4 Beds
  • 3.5 Baths
  • 2,762 Sq Ft

  51 Wimler Ln, Guilford, CT 06437

  Welcome to Waystone Farm, an award-winning, energy-efficient gentleman's farm and potential horse property. Proud winner of the 2016 Highly Insulated Passive House Standard Award, this estate masterfully blends sustainability with luxury living.The main residence features newly refinished hardwood floors and a bright, open floor plan. A sun-filled great room flows into the chef's kitchen,

  Bette Zollshan William Pitt Sotheby's Int'l

  51 Wimler Ln, Guilford, CT 06437

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