19

Guilford, CT Homes for Sale with Pool

Section Image Section Image
  • /40

    $1,099,900

    $50K 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

    Agent Photo

    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
  • /4

    $21,000

    • 680 Sq Ft

    379 Whitfield St Unit BN334, Guilford, CT 06437

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

    Rod Cross Coldwell Banker Realty

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

    $40,000

    • 776 Sq Ft

    379 Whitfield St Unit CN946, Guilford, CT 06437

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

    Linda Coyle William Raveis Real Estate

    379 Whitfield St Unit CN946, Guilford, CT 06437
  • /31

    $22,500

    • 490 Sq Ft

    379 Whitfield St Unit AN236, Guilford, CT 06437

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

    Debbie Robinson Pearce Real Estate

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

    $22,000

    • 680 Sq Ft

    379 Whitfield St Unit BN2534, Guilford, CT 06437

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

    Rod Cross Coldwell Banker Realty

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

    $4,500,000

    $500K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 5,640 Sq Ft

    51 Andrews Rd, Guilford, CT 06437

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

    Kirsten Adams William Pitt Sotheby's Int'l

    51 Andrews Rd, Guilford, CT 06437
  • /30

    $23,500

    • 680 Sq Ft

    379 Whitfield St Unit BN1034, Guilford, CT 06437

    Experience the ultimate boating lifestyle at the prestigious Guilford Yacht Club with this prime 34-foot boat slip. Nestled along the scenic River, this slip offers a front-row seat to breathtaking sunsets and immediate access to Long Island Sound. Within five minutes of leaving the channel, you'll be on your way to premier destinations like the Thimble Islands, Sag Harbor, Three Mile or Block

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

    379 Whitfield St Unit BN1034, Guilford, CT 06437
  • /40

    $1,995,000

    • 5 Beds
    • 9 Baths
    • 5,414 Sq Ft

    173 Highwoods Dr, Guilford, CT 06437

    A MAGNIFICENT REVIVAL & TIMELESS BLEND OF SOMETHING OLD & SOMETHING NEW. One of the finest restorations in New England, the Pitkin mansion is a true historical treasure. Carefully dismantled & moved to its current site in 1955, the property is nestled within nearly 4 acres of mature trees, manicured lawns, & magical gardens. This classic revival will be celebrated by the most discerning antique

    Kiara Rusconi William Raveis Real Estate

    173 Highwoods Dr, Guilford, CT 06437
  • /40

    $35,000,000

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

    215 Uncas Point Rd, Guilford, CT 06437

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

    Joseph Piscitelli Coldwell Banker Realty

    215 Uncas Point Rd, Guilford, CT 06437
  • /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
  • /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
  • /32

    $299,900

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

    274 Church St Unit 3D, Guilford, CT 06437

    Looking to live close to downtown Guilford, with all the ease of condo life? Look no further! Newly renovated with carpet up and laminate down, fresh paint throughout, and updated appliances, all this home needs is you. This spacious unit features two large bedrooms with walk-in closets upstairs, as well as a third 'bonus' room to use as an office, workout room, etc. Two BRAND new AC units will

    Stephanie Jacobs Sunset Creek Realty, LLC

    274 Church St Unit 3D, 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
  • /40

    $1,295,000

    • 4 Beds
    • 5 Baths
    • 5,875 Sq Ft

    65 Ironwood Rd, Guilford, CT 06437

    Custom-Built Mediterranean Estate | Privately sited on 1.84 acres in the highly sought-after Woodlands subdivision, this stunning Country French-inspired residence combines timeless craftsmanship with architectural elegance. A grand two-story foyer with marble flooring and a sweeping spiral staircase sets the tone for the sophisticated interiors. Lovely millwork and custom built-ins are showcased

    Rose Ciardiello William Raveis Real Estate

    65 Ironwood Rd, Guilford, CT 06437
  • /40

    $2,600,000

    • 2 Beds
    • 2 Baths
    • 2,080 Sq Ft

    66 High St Unit 26, Guilford, CT 06437

    A rare opportunity to experience life at The Residences at 66 High Street - one of Guilford's most celebrated luxury condominium communities. Situated in the Whitfield Building, this single-level residence enjoys one of the premier locations within the entire development and includes the rare convenience of a detached garage. Meticulously designed, Unit 26 blends refined finishes, thoughtfully

    Nicole White William Raveis Real Estate

    66 High St Unit 26, Guilford, CT 06437
  • /40

    $1,450,000

    • 4 Beds
    • 2.5 Baths
    • 3,166 Sq Ft

    9 Sunset Ridge Dr, Guilford, CT 06437

    Discover 9 Sunset Ridge Drive, an elegant colonial residence constructed in 2015 and updated throughout 2024-2025. From the grand foyer with detailed millwork to the bright, open layout, every inch of this home has been meticulously refined. The stunning kitchen anchors the home with marble countertops, stainless steel appliances, a gas cooktop, and a spacious pantry-flowing effortlessly into the

    Barbara Goetsch William Pitt Sotheby's Int'l

    9 Sunset Ridge Dr, Guilford, CT 06437
  • /5

    $20,000

    $5K PRICE DROP
    • 720 Sq Ft

    379 Whitfield St Unit CS936, Guilford, CT 06437

    Enjoy convenient and carefree boating from this recently dredged boat slip. Direct and easy access to Long Island Sound to enjoy your time on the water. Ownership includes Guilford Yacht Club membership with a fun and vibrant community of boaters. Take advantage of the club pool and the seasonal activities. Pump-out services on premises and fuel is nearby. Winter Boat storage available.

    Rod Cross Coldwell Banker Realty

    379 Whitfield St Unit CS936, Guilford, CT 06437
  • /40

    $780,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 3 Baths
    • 3,616 Sq Ft

    122 Ridgeview Cir, Guilford, CT 06437

    Tucked away at the end of a quiet cul-de-sac in Guilford's Meadow Hills neighborhood, this beautifully maintained 4-bedroom Garrison Colonial offers the perfect blend of privacy, natural beauty, and neighborhood charm. Set on a picturesque 1-acre lot and surrounded by Guilford Land Trust property, the setting feels peaceful and secluded while still being part of a welcoming community known for

    Rose Ciardiello William Raveis Real Estate

    122 Ridgeview Cir, Guilford, CT 06437

Home Prices in Guilford, CT

Home Price Trends

Median Sale Price
$631,375
Median Single Family Sale Price
$650,000
Median Townhouse Sale Price
$899,450
Median 2 Bedroom Sale Price
$550,000
Median 1 Bedroom Sale Price
$225,000
Average Price Per Sq Ft
$375
Number of Homes for Sale
56
Last 12 months Home Sales
296
Months of Supply
2.30
Median List Price
$650,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
How to Buy a Home How to Finance a Home How to Sell a Home