Homes for Sale in 06437

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  /36

  $270,000

  • 2 Beds
  • 1.5 Baths
  • 892 Sq Ft

  17 Wauwinet Ct, Guilford, CT 06437

  Welcome to Lake Quonnipaug Hills, one of Guilford's most desirable condo communities, located just minutes from beautiful Lake Quonnipaug for kayaking, swimming and peaceful waterfront enjoyment. Set in a vibrant shoreline town known for its picturesque green, local shops, coastal charm and welcoming community, this beautifully remodeled 2-bedroom, 1.5-bath townhouse-style condo is ideal for

  Dawn Rousseau Showcase Realty, Inc.

  17 Wauwinet Ct, Guilford, CT 06437
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  /37

  $425,000

  • 1 Bed
  • 1.5 Baths
  • 1,153 Sq Ft

  110 Cherry St Unit 5, Guilford, CT 06437

  Great in-town location across from the scenic Mill Pond great for fishing and ice skating, a short stroll (0.7 miles) to the iconic Guilford Green. Open floor plan in this historic mill condo unit with beautiful post and beam construction and hardwood floors. Large windows with transoms The loft offers another space for guest bedroom and half bath which could be altered to make it a full bathroom

  Karen Stephens William Pitt Sotheby's Int'l

  110 Cherry St Unit 5, Guilford, CT 06437
• 

  

  

  /40

  $715,000

  • 4 Beds
  • 2.5 Baths
  • 2,352 Sq Ft

  98 Pond View Cir, Guilford, CT 06437

  Well located at the end of a quiet cul-de-sac in the desirable Meadow Hills Lake community, this spacious 4-bedroom center hall Colonial offers the perfect balance of privacy, comfort, and neighborhood amenities, including private lake access and a sandy beach. Designed for both everyday living and entertaining, the main level features formal living and dining rooms, an eat-in kitchen, and an

  Kathy Mitchell William Pitt Sotheby's Int'l

  98 Pond View Cir, Guilford, CT 06437
• 

  

  /2

  $650,000

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,352 Sq Ft

  289 S Hoop Pole Rd, Guilford, CT 06437

  For the first time ever, the original owners are proud to present this lovingly maintained 4-bedrm, 2.5-bath Colonial! This secluded property offers peace, quiet and privacy. Best of all, ownership includes access to the beautiful Meadow Hills Lake Assoc. so you can enjoy the perfect blend of private tranquility and community recreation! The home features a traditional floor plan with hardwood

  Lisa Rollins Team Compass Connecticut, LLC

  289 S Hoop Pole Rd, Guilford, CT 06437
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  /35

  $599,000

  $26K PRICE DROP

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

  831 Nut Plains Rd, Guilford, CT 06437

  Renovated 3-bedroom, 2-bath Raised Ranch on just over an acre of flat, level property in the Guilford Lakes neighborhood of Guilford, Connecticut. 1,760 square feet of fully updated living space,a finished lower level with fireplace offering flexible room for a family room, home office, gym, or guest space. The sun-filled main level features an updated kitchen with quartz countertops, tile

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

  831 Nut Plains Rd, Guilford, CT 06437
• 

  

  /18

  $1,150,000

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 3,028 Sq Ft

  450 Bluff View Dr, Guilford, CT 06437

  Dreaming of a new construction home without the wait? This 3,028-square-foot modern farmhouse has just been completed and offers exceptional curb appeal with a sharp white exterior and striking black windows. Inside you will experience the perfect blend of modern luxury and classic New England charm with a thoughtfully designed layout. The open-concept first floor is filled with natural light and

  Dori Degennaro William Raveis Real Estate

  450 Bluff View Dr, Guilford, CT 06437
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  /40

  $950,000

  Open Sat 11:30AM - 1PM

  • 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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  /40

  $525,000

  Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,756 Sq Ft

  123 Janeway Dr, Guilford, CT 06437

  Beautifully maintained 3-bedroom Raised Colonial nestled on 1.5 private acres at the end of a quiet cul-de-sac. This move-in ready home offers an open, sun-filled floor plan ideal for everyday living and entertaining. The welcoming lower-level family room features a cozy wood stove, while upstairs the spacious living room is highlighted by a striking brick wood-burning fireplace framed by custom

  Sean Krom RE/MAX Alliance

  123 Janeway Dr, Guilford, CT 06437
• 

  

  /40

  $399,900

  • 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
• 

  

  /23

  $739,000

  • 4 Beds
  • 2.5 Baths
  • 2,793 Sq Ft

  70 Stepstone Hill Rd, Guilford, CT 06437

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

  Abigail Khaledi RE/MAX One

  70 Stepstone Hill Rd, Guilford, CT 06437
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  /34

  $725,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 3,342 Sq Ft

  7 Bailey Dr, Guilford, CT 06437

  Tucked at the end of a quiet cul-de-sac on 1.4 private acres, this one-owner Guilford Colonial has been waiting 38 years for its second chapter and it's ready to tell a new story. Start your mornings on the covered back porch, coffee in hand, ceiling fans turning, watching the yard wake up and end summer nights out there too, because this porch is where this house does its living. Inside, the

  Heidi DeRusso Coldwell Banker Realty

  7 Bailey Dr, Guilford, CT 06437
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  /40

  $999,000

  Open Sun 1PM - 3PM $101K PRICE DROP

  • 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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  /16

  $209,900

  • 1 Bed
  • 1 Bath
  • 839 Sq Ft

  94 Mohawk Trail, Guilford, CT 06437

  Tucked away in the serene and highly sought-after Quonnipaug Hills community, 94 Mohawk Trail offers a rare combination of ultimate privacy, modern upgrades, and exceptional architectural character. As a peaceful end-unit, this beautiful home provides a secluded retreat that feels miles away from the hustle and bustle, yet remains incredibly convenient. Inside, the entire space has been

  Adam Zak Century 21 Classic Homes

  94 Mohawk Trail, Guilford, CT 06437
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  /40

  $529,900

  $10K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,835 Sq Ft

  675 Durham Rd, Guilford, CT 06437

  Welcome to a warm and inviting home offering over 2,800 square feet of living space, 4 bedrooms, and 3 full baths, all set on a beautifully wooded private lot. Tucked away on a private right of way shared by just four homes, this property offers a peaceful sense of seclusion while still providing the comfort and convenience of a spacious, well-designed floor plan. Inside, wide pine floors and

  Amanda Popplewell-Sanson Coldwell Banker Realty

  675 Durham Rd, Guilford, CT 06437
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  /35

  $3,750,000

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

  28 Walden Hill Rd, Guilford, CT 06437

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

  Barbara Goetsch William Pitt Sotheby's Int'l

  28 Walden Hill Rd, Guilford, CT 06437
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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
• 

  

  /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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  /17

  $845,000

  • 2 Beds
  • 2.5 Baths
  • 2,595 Sq Ft

  165 Whitfield St, Guilford, CT 06437

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

  Thomas Hulk Thomas W. Hulk

  165 Whitfield St, Guilford, CT 06437
• 

  

  /40

  $1,100,000

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

  1640 Little Meadow Rd, Guilford, CT 06437

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

  Steven Koleno Beycome of Connecticut

  1640 Little Meadow Rd, Guilford, CT 06437
• 

  

  /31

  $739,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,645 Sq Ft

  20 Long Hill Farm, Guilford, CT 06437

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

  Lisa Cozzi Century 21 AllPoints Realty

  20 Long Hill Farm, Guilford, CT 06437
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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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  /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
• 

  

  /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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  /28

  $3,300,000

  • 3 Beds
  • 2.5 Baths
  • 2,891 Sq Ft

  57 Faulkner Dr, Guilford, CT 06437

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

  janet colello Century 21 AllPoints Realty

  57 Faulkner Dr, Guilford, CT 06437
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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
• 

  

  /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
• 

  

  /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
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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
• 

  

  /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 8+ acre mini-estate 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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  /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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  /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
• 

  

  /40

  $2,990,000

  • 3 Beds
  • 2.5 Baths
  • 3,348 Sq Ft

  66 High St Unit 17, Guilford, CT 06437

  Welcome to a truly exceptional living experience at The Residences at 66 High Street! This stunning three-bedroom, two-and-a-half-bathroom condo presents a rare opportunity for those seeking luxury and convenience in one of Guilford's most desirable locations. Spanning an impressive 3,148 square feet, this custom single-level home offers elegant design and modern amenities, ensuring comfort and

  Barbara Goetsch William Pitt Sotheby's Int'l

  66 High St Unit 17, 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
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  /24

  $799,000

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

  48 Lakeside Dr, Guilford, CT 06437

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

  Timothy Serpe Citi Atlas Real Estate Co LLC

  48 Lakeside Dr, Guilford, CT 06437
• 

  

  /39

  $699,000

  $80K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 1,672 Sq Ft

  446 Whitfield St Unit C, Guilford, CT 06437

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

  Susan Santoro William Pitt Sotheby's Int'l

  446 Whitfield St Unit C, Guilford, CT 06437
• 

  

  /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

  $524,900

  $24K PRICE DROP

  • 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 new garage foundation, mini-splits, a new roof, fresh interior paint, and gleaming hardwood floors. The main level features an open living area

  Tim Galvin William Raveis Real Estate

  94 Quonnipaug Hill Rd, Guilford, CT 06437
• 

  

  /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
• 

  

  /20

  $300,000

  • Land
  • 2.68 Acres
  • $111,940 per Acre

  2680 Long Hill Rd, Guilford, CT 06437

  Set in the desirable North Guilford area, this expansive parcel offers a rare opportunity to create a private retreat surrounded by natural beauty. With a thoughtfully configured layout and generous frontage along Long Hill Road, the property provides both usability and a sense of seclusion. The land features a blend of open and wooded areas, allowing flexibility for a custom home, outdoor living

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

  2680 Long Hill 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

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