10,547

Guilford, CT Homes

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  • 288 Jefferson Dr, Guilford, CT 06437
    288 Jefferson Dr, Guilford, CT 06437
    288 Jefferson Dr, Guilford, CT 06437
    /38

    $615,000 Pending

    • 2 Beds
    • 2 Baths
    • 2,597 Sq Ft

    288 Jefferson Dr, Guilford, CT 06437

    Welcome to 288 Jefferson Drive! A charming, custom-built ranch style home located on a spacious 1.38 acre corner lot offering the perfect blend of a serene retreat and convenient access to Guilford town center. This home has been in the same family for over 40 years and exudes pride in ownership. Inside, you'll find spacious living areas filled with natural light, a cozy fireplace, ample storage

    Allison Bonito William Pitt Sotheby's Int'l

    288 Jefferson Dr, Guilford, CT 06437
  • 66 High St Unit 31, Guilford, CT 06437

    $1,405,000 Sold Oct 03, 2025

    • 2,035 Sq Ft
    • $690/SF
    • 99 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2018

    66 High St Unit 31, Guilford, CT 06437

    Spectacular Marsh Views and Refined Living at 66 High Street - Guilford, CT! Perfectly positioned on the first floor of the Leete Building, Step into unit 31, a thoughtfully designed open floor plan that blends historic charm with contemporary style. To the right of the welcoming hallway, the chef's kitchen is outfitted with premium stainless-steel appliances-including a Wolf gas range, Sub-Zero

    Nicole White William Raveis Real Estate

    66 High St Unit 31, Guilford, CT 06437
  • 40 Kenneth Cir, Guilford, CT 06437
    40 Kenneth Cir, Guilford, CT 06437
    40 Kenneth Cir, Guilford, CT 06437
    /30

    $389,900 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,080 Sq Ft

    40 Kenneth Cir, Guilford, CT 06437

    Welcome to 40 Kenneth Circle, located in one of Guilford's most desirable residential areas. This three-bedroom, two-bath home offers a comfortable layout on a level lot just under one-half acre. The property features bright living areas with good natural light and flexible spaces suitable for a variety of uses. This home provides convenient access to town amenities, the historic Guilford Green,

    Adam Sebastian Regency Real Estate, LLC

    40 Kenneth Cir, Guilford, CT 06437
  • 170 Barker Hill Dr, Guilford, CT 06437

    $625,000 Sold Oct 02, 2025

    • 3,616 Sq Ft
    • $173/SF
    • 165 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1975

    170 Barker Hill Dr, Guilford, CT 06437

    OPEN HOUSE SUNDAY IS CANCELLED ! Take another look ! We've added virtually staged rooms to help you envision living in this light-filled contemporary home at the end of a cul-de-sac. All of the unsexy upgrades are done: new septic tank, new water filtration system, water storage and dry well, well head brought up to code, electrical consolidated and oil tank replaced. Also a new AC compressor

    Tracy Everson Century 21 AllPoints Realty

    170 Barker Hill Dr, Guilford, CT 06437
  • 50 Quidnet Ct, Guilford, CT 06437
    50 Quidnet Ct, Guilford, CT 06437
    50 Quidnet Ct, Guilford, CT 06437
    /29

    $249,900 Pending

    • 2 Beds
    • 1.5 Baths
    • 1,076 Sq Ft

    50 Quidnet Ct, Guilford, CT 06437

    Beautifully remodeled END unit townhouse available in sought-after Quonnipaug Hills! Take advantage of this opportunity to live in a secluded, pet-friendly, nature-filled community within walking distance from Quonnipaug lake. One car garage (electricity paid by association), fireplace, and many personal touches make this condominium uniquely special. Upgrades include new flooring (2021),

    Karen Kesten William Raveis Real Estate

    50 Quidnet Ct, Guilford, CT 06437
  • 42 Forest Brook Rd, Guilford, CT 06437

    $600,000 Sold Sep 30, 2025

    • 3,142 Sq Ft
    • $191/SF
    • 10 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1973

    42 Forest Brook Rd, Guilford, CT 06437

    Welcome home to 42 Forest Brook Road, Guilford. Tucked away in one of Guilford's most peaceful cul-de-sacs, this stunning 4-bedroom colonial blends timeless elegance with the great outdoors. Featuring hardwood floors throughout, this home offers over 2,500 sq ft of living space plus a large, finished basement perfect for entertaining, a home gym, or media room. An open concept kitchen with

    Matt Healy Coldwell Banker Realty

    42 Forest Brook Rd, Guilford, CT 06437
  • 120 N Fair St Unit 2C, Guilford, CT 06437
    120 N Fair St Unit 2C, Guilford, CT 06437
    120 N Fair St Unit 2C, Guilford, CT 06437
    /27

    $1,300,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 2,524 Sq Ft

    120 N Fair St Unit 2C, Guilford, CT 06437

    Downtown Guilford ranch living like you HAVE NEVER SEEN! This 2,500+ sq ft condo is stunning beyond words. Step inside & be wowed by high ceilings, exposed stone, incredible finishes,& an open floor plan filled with natural light. Rich hardwood floors run throughout. The kitchen is a showstopper with an oversized island that seats up to 5, abundant custom cabinetry & a large pantry. Top of the

    Susan Santoro William Pitt Sotheby's Int'l

    120 N Fair St Unit 2C, Guilford, CT 06437
  • 34 Long Hill Farm, Guilford, CT 06437

    $745,000 Sold Sep 30, 2025

    • 2,137 Sq Ft
    • $349/SF
    • 1 Day On Market
    • 2 Beds
    • 3 Baths
    • Built 1984

    34 Long Hill Farm, Guilford, CT 06437

    Welcome to your dream retreat at 34 Long Hill Farm in the beautiful shoreline town of Guilford, Connecticut. This stunning 2,137 square foot condo offers an open floor plan with many recent updates. The heart of the home is a large living room with a cozy fireplace and sliding glass doors opening to peaceful views of a private wooded area and open field. Step outside and unwind on the spacious

    Jonathan Wallace Compass Connecticut, LLC

    34 Long Hill Farm, Guilford, CT 06437
  • 505 Old Whitfield St, Guilford, CT 06437
    505 Old Whitfield St, Guilford, CT 06437
    505 Old Whitfield St, Guilford, CT 06437
    /5

    $100 Pending

    • Land
    • 1.9 Acres
    • $53 per Acre

    505 Old Whitfield St, Guilford, CT 06437

    The property is being presented unpriced. Discover this unique waterfront development site in Guilford, Connecticut. Offering stunning views of Long Island Sound and the surrounding natural beauty. Situated along the shoreline, this development site presents potential for mixed-use spaces such as luxury residential, and commercial. This waterfront property presents an ideal setting for a

    Stephen Press, SIOR Press/Cuozzo Realtors

    505 Old Whitfield St, Guilford, CT 06437
  • 33 Woodside Rd, Guilford, CT 06437

    $620,000 Sold Sep 30, 2025

    • 1,788 Sq Ft
    • $347/SF
    • 43 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1969

    33 Woodside Rd, Guilford, CT 06437

    Highest & Best due by 12pm Monday 6/3. This beautifully updated 3-bedroom, 2-bath split-level home is situated in a quiet cul-de-sac, offering a perfect blend of charm, comfort, & modern convenience. A welcoming front deck overlooks the circular driveway & serene neighborhood, setting the tone for the inviting interior. Inside, an open floor plan features hardwood floors throughout with a wood

    Linda Toscano Coldwell Banker Realty

    33 Woodside Rd, Guilford, CT 06437
  • 42 Copper Hill Dr, Guilford, CT 06437
    42 Copper Hill Dr, Guilford, CT 06437
    42 Copper Hill Dr, Guilford, CT 06437
    /32

    $484,999 Pending

    • 2 Beds
    • 2 Baths
    • 1,459 Sq Ft

    42 Copper Hill Dr, Guilford, CT 06437

    Private Condominium Living! Beautifully maintained stand-alone home offering the perfect blend of privacy and convenience.Features include new hardwood floors throughout, a two-car garage with openers, laundry in the basement, a sloped lot with a level backyard, and all-new appliances. Recently remodeled for modern comfort and style.

    Alex King Lock and Key Realty, Inc

    42 Copper Hill Dr, Guilford, CT 06437
  • 2747 Durham Rd, Guilford, CT 06437

    $385,000 Sold Sep 30, 2025

    • Land
    • 20.17 Acres
    • $19,088 per Acre
    • 278 Days On Market

    2747 Durham Rd, Guilford, CT 06437

    This beautiful 20 acre parcel is 4 parcels to be sold as one, nestled in the Country Wood Subdivision and the last buildable lot available. Build your home on the approved building site at the top of the hill and enjoy stunning views all year. This property boasts a quiet cul de sac entrance on Weatherly Trail offering the perfect home location as well as an approved entrance directly off Route

    Fiona Six Station Cities

    2747 Durham Rd, Guilford, CT 06437
  • 448 Lake Dr, Guilford, CT 06437
    448 Lake Dr, Guilford, CT 06437
    448 Lake Dr, Guilford, CT 06437
    /40

    $1,395,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,504 Sq Ft

    448 Lake Dr, Guilford, CT 06437

    A Rare Opportunity on Lake Quonnipaug Experience waterfront living at its finest with this architecturally remodeled masterpiece, featuring a private dock and direct access to Guilford's most coveted destination-Lake Quonnipaug, also known as the trophy trout pond. This four-bedroom, 3.5-bath home seamlessly blends refined interiors with elegant outdoor spaces, creating the perfect setting for

    Mary Pont William Pitt Sotheby's Int'l

    448 Lake Dr, Guilford, CT 06437
  • 154 Deer Ln, Guilford, CT 06437

    $720,920 Sold Sep 29, 2025

    • 2,063 Sq Ft
    • $349/SF
    • 6 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1973

    154 Deer Ln, Guilford, CT 06437

    Step into your private sanctuary in Guilford, a serene retreat where every detail invites calm and ease. This light-filled home, abundant with natural sunlight in every season, offers a harmonious blend of modern comfort and peaceful simplicity. The heart of the home is a wood-burning fireplace that awakens at the touch of a button, filling the space with warmth and quiet comfort. Thoughtful

    Paige Slocum William Raveis Real Estate

    154 Deer Ln, Guilford, CT 06437
  • 59 Hoadley Creek Cir, Guilford, CT 06437
    59 Hoadley Creek Cir, Guilford, CT 06437
    /2

    $315,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,198 Sq Ft

    59 Hoadley Creek Cir, Guilford, CT 06437

    Opportunity Knocks in Guilford - Cape Cod-Style Home with Tons of Potential Discover the potential of this charming Cape Cod-style ranch at 59 Hoadley Creek Circle in desirable Guilford, CT. Set on nearly an acre of private, wooded land, this 3-bedroom, 2-bath home offers 1,198 sq ft of living space and an excellent opportunity for investors, renovators, or anyone looking to customize their dream

    Michael Kerma Las Americas Real Estate

    59 Hoadley Creek Cir, Guilford, CT 06437
  • 45 Graves Ave, Guilford, CT 06437

    $1,012,500 Sold Sep 29, 2025

    • 2,517 Sq Ft
    • $402/SF
    • 47 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1906

    45 Graves Ave, Guilford, CT 06437

    This stunning Light and Bright 9 room, 2517 SQ FT historic gem is located in the heart of Guilford on a small, quiet street mere steps from the charming Guilford Green. This spacious home was built in 1906, with room for 4 bedrooms, 2.5 fully remodeled baths and a huge 25X20 Bonus Room in the finished attic with additional unfinished space for expansion or extra storage. With a mix of historic

    Debbie Robinson Pearce Real Estate

    45 Graves Ave, Guilford, CT 06437
  • 0 Tamarack Ln Unit Lot 19 24071360, Guilford, CT 06437
    0 Tamarack Ln Unit Lot 19 24071360, Guilford, CT 06437
    0 Tamarack Ln Unit Lot 19 24071360, Guilford, CT 06437
    /3

    $664,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,708 Sq Ft

    0 Tamarack Ln Unit Lot 19 24071360, Guilford, CT 06437

    Last two homesites in desirable Long Hill Estates. This is your chance to own new construction on a beautiful, lightly wooded lot that spans approximately half an acre. The Pleasant View model has 1708 square feet, 3 bedrooms, 2 full/1 half bath, and 9 foot ceilings. Offering an open concept floor plan and a custom designer chef kitchen with island and granite counters, you will love the feel of

    Alexa Scott RE/MAX Alliance

    0 Tamarack Ln Unit Lot 19 24071360, Guilford, CT 06437
  • 38 Village Cir Unit 38, Guilford, CT 06437

    $909,000 Sold Sep 26, 2025

    • 2,318 Sq Ft
    • $392/SF
    • 360 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2024

    38 Village Cir Unit 38, Guilford, CT 06437

    Welcome to 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. Several floor plans are available to choose from which allow for primary bedroom suites on the first or second floor, spacious eat-in kitchens with beautiful cabinetry, granite countertops and

    Vincent Engingro William Raveis Real Estate

    38 Village Cir Unit 38, Guilford, CT 06437
  • 0 Tamarack Ln Unit Lot 23 24071362, Guilford, CT 06437
    0 Tamarack Ln Unit Lot 23 24071362, Guilford, CT 06437
    0 Tamarack Ln Unit Lot 23 24071362, Guilford, CT 06437
    /11

    $689,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,075 Sq Ft

    0 Tamarack Ln Unit Lot 23 24071362, Guilford, CT 06437

    Last two homesites available in desirable Long Hill Estates. This is your chance to own NEW CONSTRUCTION on a beautiful, lightly wooded lot that spans approximately half an acre. This to-be-built home boasts a desirable open concept floor plan with 9ft ceilings and gleaming hardwood floors. Enjoy your own retreat in the private en suite bedroom. The designer kitchen with granite countertops and

    Alexa Scott RE/MAX Alliance

    0 Tamarack Ln Unit Lot 23 24071362, Guilford, CT 06437
  • 28 Saginaw Trail, Guilford, CT 06437

    $220,000 Sold Sep 26, 2025

    • 837 Sq Ft
    • $263/SF
    • 50 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1978

    28 Saginaw Trail, Guilford, CT 06437

    Welcome to Your Tranquil Retreat in North Guilford! Nestled in the serene and picturesque surroundings of North Guilford, this beautifully updated 1-bedroom, 1-bath condo with a spacious loft and finished basement offers the perfect blend of peace, comfort, and versatility. Freshly painted and featuring brand-new flooring throughout, this inviting home is move-in ready and full of charm. Enjoy

    Paige Slocum William Raveis Real Estate

    28 Saginaw Trail, Guilford, CT 06437
  • 195 Tanner Marsh Rd, Guilford, CT 06437
    195 Tanner Marsh Rd, Guilford, CT 06437
    195 Tanner Marsh Rd, Guilford, CT 06437
    /6

    $1,385,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,030 Sq Ft

    195 Tanner Marsh Rd, Guilford, CT 06437

    Masterfully crafted NEW CONSTRUCTION meticulously designed with unparalleled attention to detail & exquisite finishes.Nestled on a level acre lot, this home embodies luxury living while offering the utmost in comfort & convenience. Boasting a contemporary yet timeless aesthetic, this is a testament to refined craftsmanship and thoughtful design.Greeted by a grand front porch with custom details &

    Susan Santoro William Pitt Sotheby's Int'l

    195 Tanner Marsh Rd, Guilford, CT 06437
  • 4 Tamarack Ln, Guilford, CT 06437

    $814,536 Sold Sep 26, 2025

    • 2,200 Sq Ft
    • $370/SF
    • 200 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    4 Tamarack Ln, Guilford, CT 06437

    Welcome to Tamarack Lane at Long Hill Estates in desirable Guilford! We are offering 22 homesites and this is your chance to own NEW CONSTRUCTION on a beautiful, lightly wooded lot that spans approximately half an acre.This to-be-built home boasts a desirable open concept floor plan with 9ft ceilings and gleaming hardwood floors. Enjoy your own retreat in the private en suite bedroom. The

    Alexa Scott RE/MAX Alliance

    4 Tamarack Ln, Guilford, CT 06437
  • LOT 28B Bruce Ln Unit MAP 83, Guilford, CT 06437
    LOT 28B Bruce Ln Unit MAP 83, Guilford, CT 06437
    LOT 28B Bruce Ln Unit MAP 83, Guilford, CT 06437
    /6

    $175,000 Pending

    • Land
    • 4.51 Acres
    • $38,766 per Acre

    LOT 28B Bruce Ln Unit MAP 83, Guilford, CT 06437

    BEAUTIFUL LEVEL 4.5143 ACRES WITH FULL SURVEYS, PERC & DEEP HOLE TEST AND SEPTIC PLANS FOR A 4-5 BEDROOM HOME OWNER HAS SPENT TIME AND MONEY SO YOU CAN TURN DIRT IN 30 DAYS !!!

    Tom Clancy William Pitt Sotheby's Int'l

    LOT 28B Bruce Ln Unit MAP 83, Guilford, CT 06437
  • 102 Colonial Rd, Guilford, CT 06437

    $610,000 Sold Sep 26, 2025

    • 2,040 Sq Ft
    • $299/SF
    • 138 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1972

    102 Colonial Rd, Guilford, CT 06437

    A drive-by will not do this property justice! This Sachems Head home has plenty to offer - inside and out. The setting is a natural sanctuary. Perennial beds and mature plantings provide everchanging colors and blooms from early spring through fall. The open hillside behind is dotted with rock outcroppings, stone walls, and lush gardens. The Acorn Deck House has the cool vibe of a mid-century

    Laurie Trulock Compass Connecticut, LLC

    102 Colonial Rd, Guilford, CT 06437
  • LOT #22 Kenneth Cir Unit MAP 77, Guilford, CT 06437
    LOT #22 Kenneth Cir Unit MAP 77, Guilford, CT 06437
    LOT #22 Kenneth Cir Unit MAP 77, Guilford, CT 06437
    /6

    $175,000 Pending

    • Land
    • 7.09 Acres
    • $24,683 per Acre

    LOT #22 Kenneth Cir Unit MAP 77, Guilford, CT 06437

    WITH 7+ ACRES YOU CAN BUILD WHAT YOU WANT WITH THE PRIVACY YOU DESIRE !! SURVEYED, TESTED AND READY TO TURN DIRT !! SO YOU CAN GET THAT FOUNDATION IN THE GROUND AND START BUILDING YOUR DREAM HOUSE........... NOW !!!

    Tom Clancy William Pitt Sotheby's Int'l

    LOT #22 Kenneth Cir Unit MAP 77, Guilford, CT 06437
  • 34 Wauwinet Ct, Guilford, CT 06437

    $210,000 Sold Sep 25, 2025

    • 892 Sq Ft
    • $235/SF
    • 2 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1975

    34 Wauwinet Ct, Guilford, CT 06437

    Live the Guilford Lifestyle in Quonnipaug Hills! Tucked away in the peaceful Quonnipaug Hills community, this 2-bedroom, 1.5-bath townhouse blends comfort, convenience, and the charm of small-town living. From the moment you step inside, you'll love the warm, open layout-perfect for entertaining or simply relaxing at home. The living and dining area flows to your private deck, ideal for morning

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

    34 Wauwinet Ct, Guilford, CT 06437

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