Moving to Guilford CT | real estate for sale in Guilford Connecticut | Property Statistics of living in Guilford
Guilford is one of Connecticut's most prestigious shoreline communities, known for its historic town green, coastal neighborhoods, and upscale residential developments. Housing options include luxury waterfront estates, historic homes, and newer executive properties. Real estate values benefit from strong buyer demand, excellent schools, and limited shoreline inventory. The town consistently attracts affluent buyers seeking a combination of coastal living and traditional New England character.
11 Timber Lane
Guilford, Connecticut 06437
$1,488,000 | Active
4 Beds | 4 Baths | 4673 Sqft | 1.84 Acres | 1 Days on Market
Property Type: Single Family For Sale
Perfect elegance is waiting in The Woodlands at the end of a double Cul de sac!! Entertain in style with amenities to please everyone, all year long. The foyer will greet you and formal dining room awaits your dinner parties. The kitchen, perfected to be the heart of the home, of...
86 Davis Drive
Guilford, Connecticut 06437
$550,000 | Under Contract
3 Beds | 2 Baths | 1781 Sqft | 0.46 Acres | 3 Days on Market
Property Type: Single Family For Sale
Welcome home to 86 Davis Drive, a charming and beautifully updated 3-bedroom Cape nestled in the highly desirable Horseshoe neighborhood, conveniently located south of Route 1 and just minutes from town, shopping, dining, and shoreline amenities. This inviting home perfectly blen...
2 Greenwood Lane
Guilford, Connecticut 06437
$900,000 | Active
5 Beds | 4 Baths | 3640 Sqft | 3.19 Acres | 22 Days on Market
Property Type: Single Family For Sale
Positioned on a premier corner lot at the end of a quiet cul-de-sac with 3.19 private acres, this exceptional 5-bedroom, 3.5-bath Colonial is being reintroduced with a significant improvement package. A dramatic two-story foyer welcomes you into over 4,000 square feet of thoughtf...
28 Walden Hill Road
Guilford, Connecticut 06437
$3,750,000 | Active
5 Beds | 7 Baths | 5185 Sqft | 1.96 Acres | 3 Days on Market
Property Type: Single Family For Sale
A true once in a lifetime opportunity! As you wind through picturesque Sachems 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 Sach...
838 Little Meadow Road
Guilford, Connecticut 06437
$725,000 | Coming Soon
3 Beds | 3 Baths | 2214 Sqft | 1.18 Acres | Days on Market
Property Type: Single Family For Sale
Welcome to 838 Little Meadow Road in Guilford! Built in 2015 and meticulously maintained, this 3-bedroom, 2.1-bath Colonial offers the perfect combination of modern comfort, thoughtful design, and an ideal location. Hardwood floors flow throughout, while high ceilings, crown mold...
33 Seaside Avenue
Guilford, Connecticut 06437
$1,000,000 | Active
3 Beds | 3 Baths | 2460 Sqft | 0.49 Acres | 3 Days on Market
Property Type: Single Family For Sale
Beautifully remodeled and updated, this c1874 beachside home blends New England charm with todays modern comforts. Set on a level 1/2-acre lot just steps from the beach, this light-filled 3 bedroom, 3 full bath home offers a coastal lifestyle with generous indoor and outdoor livi...
59 Hoadley Creek Circle
Guilford, Connecticut 06437
$587,000 | Active
3 Beds | 2 Baths | 1198 Sqft | 0.92 Acres | 4 Days on Market
Property Type: Single Family For Sale
Welcome to 59 Hoadley Creek Circle, a beautifully updated Cape-style home set on nearly an acre of private, wooded property in one of Guilfords most desirable neighborhoods. Combining classic New England charm with modern upgrades, this move-in-ready residence offers the perfect ...
181 Wilderwood Drive
Guilford, Connecticut 06437
$560,000 | Active
4 Beds | 2 Baths | 1426 Sqft | 2.38 Acres | 31 Days on Market
Property Type: Single Family For Sale
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 Guil...
42 Mill Stone Drive
Guilford, Connecticut 06437
$800,000 | Under Contract
4 Beds | 3 Baths | 3816 Sqft | 1.38 Acres | 2 Days on Market
Property Type: Single Family For Sale
Mordecai-built home on a picturesque 1.38 acre lot, offering timeless craftsmanship, thoughtful updates, and a seamless blend of formal and casual living spaces. A circular driveway leads to a welcoming covered front porch and entry foyer that opens to a living room featuring a w...
1399 Long Hill Road
Guilford, Connecticut 06437
$550,000 | Active
3 Beds | 3 Baths | 2160 Sqft | 0.92 Acres | 5 Days on Market
Property Type: Single Family For Sale
*** OFFER DEADLINE***The seller is in receipt of multiple offers and is asking for all final and best offers by noon on 7/14- thank you. This impeccably maintained 3-bedroom, 2.5-bathroom home stands out with a huge list of improvements and a design that prioritizes flow and fun...
168 Union Street
Guilford, Connecticut 06437
$969,000 | Under Contract
4 Beds | 3 Baths | 2226 Sqft | 0.26 Acres | 3 Days on Market
Property Type: Single Family For Sale
Rarely does a home of this caliber, offering both historical soul and down-to-the-studs modern luxury, hit the market in the heart of Guilford. 168 Union Street has been masterfully reimagined and completely renovated, offering a turn-key lifestyle where every detail has been add...
122 Lower Road
Guilford, Connecticut 06437
$1,395,000 | Active
4 Beds | 4 Baths | 4848 Sqft | 1.84 Acres | 4 Days on Market
Property Type: Single Family For Sale
Experience the perfect blend of elegance, privacy, and shoreline living in this Mediterranean-style Colonial. 3 miles to downtown Guilford, ideally situated just up the road from a public beach. Set high above the flood plain, flood insurance is not required, offering peace of mi...
8 Antoinette Lane
Guilford, Connecticut 06437
$770,000 | Under Contract - Continue
4 Beds | 3 Baths | 2414 Sqft | 1.38 Acres | 8 Days on Market
Property Type: Single Family For Sale
Highest & Best due by Wed., 7/8 at Noon.At the end of a private cul-de-sac sits this well maintained 4-bedroom 2.5 bath Colonial. Perfect for entertaining, this home has a classic center hall layout that has an open feel with nicely sized rooms throughout. The sun-filled family r...
36 Feather Lane
Guilford, Connecticut 06437
$980,000 | Under Contract - Continue
4 Beds | 4 Baths | 3655 Sqft | 1.84 Acres | 8 Days on Market
Property Type: Single Family For Sale
Nestled on 1.84 private acres in one of Guilfords most sought-after neighborhoods, 36 Feather Lane offers the perfect balance of comfort & timeless New England charm. This exceptional 4-bedroom, 3.5-bath residence boasts over 4,000 square feet of beautifully designed living space...
32 Summer Street
Guilford, Connecticut 06437
$449,900 | Active
2 Beds | 1 Baths | 1324 Sqft | 0.31 Acres | 19 Days on Market
Property Type: Single Family For Sale
Ideally located between Guilfords shoreline and the Historic Green, this lovingly maintained expanded Ranch offers the ease of true one level living in one of the towns most desirable in town locations. Filled with warmth and character, the home features a spacious living room an...
81 Briarwood Drive
Guilford, Connecticut 06437
$539,900 | Coming Soon
3 Beds | 3 Baths | 1825 Sqft | 1.38 Acres | Days on Market
Property Type: Single Family For Sale
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 Guilfords most peaceful neighborhoods. The permitted, mostly finished walk-out basement adds exceptional living s...
704 Towner Swamp Road
Guilford, Connecticut 06437
$474,900 | Active
2 Beds | 2 Baths | 1485 Sqft | 2.36 Acres | 24 Days on Market
Property Type: Single Family For Sale
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 li...
1511 Little Meadow Road
Guilford, Connecticut 06437
$499,000 | Active
2 Beds | 1 Baths | 891 Sqft | 1.7 Acres | 39 Days on Market
Property Type: Single Family For Sale
Dont miss this adorable one-level home, thoughtfully updated to offer the perfect blend of charm, comfort, and flexibility. Nestled on a scenic country road, the property sits on 1.7 acres with ample room for future expansion if desired. Ideal for first-time buyers, down-sizers, ...
1144 Long Hill Road
Guilford, Connecticut 06437
$535,000 | Active
3 Beds | 2 Baths | 1528 Sqft | 0.69 Acres | 12 Days on Market
Property Type: Single Family For Sale
Welcome home to this inviting raised ranch, perfectly situated on a scenic 0.69-acre lot in Guilford. Offering 3 bedrooms and 2 full baths, this home features warm hardwood flooring, spacious sun-filled living areas, and an eat-in kitchen with ample storage and a breakfast bar. S...
4 Jans Way
Guilford, Connecticut 06437
$929,000 | Active
3 Beds | 3 Baths | 3634 Sqft | 1.87 Acres | 48 Days on Market
Property Type: Single Family For Sale
Welcome to Jans Way - Where Luxury Meets Lifestyle in the Heart of North Guilford this breathtaking brand-new Colonial is the new construction opportunity youve been waiting for, offering an impressive 2,734 square feet of beautifully designed living space plus an additional 900 ...
1607 Great Hill Road
Guilford, Connecticut 06437
$949,000 | Active
4 Beds | 5 Baths | 3220 Sqft | 3.5 Acres | 89 Days on Market
Property Type: Single Family For Sale
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 din...
425 Schoolside Lane
Guilford, Connecticut 06437
$800,000 | Under Contract - Continue
4 Beds | 3 Baths | 2383 Sqft | 0.83 Acres | 24 Days on Market
Property Type: Single Family For Sale
Welcome to 425 Schoolside Lane, Guilford. A beautifully maintained 4-bedroom, 3-bathroom home nestled in a highly desirable neighborhood. Freshly painted throughout, this spacious residence offers the perfect blend of comfort, functionality, and outdoor living. Step inside to di...
120 Wilderwood Drive
Guilford, Connecticut 06437
$585,000 | Under Contract - Continue
3 Beds | 2 Baths | 1544 Sqft | 0.93 Acres | 32 Days on Market
Property Type: Single Family For Sale
Perfectly set back on its lot for ultimate privacy, this beautifully updated 3-bedroom, 2-bathroom Cape combines classic charm with modern luxury. Inside, hardwood floors flow seamlessly throughout the entire home, leading to good-sized bedrooms and tastefully updated bathrooms. ...
206 Peddlers Road
Guilford, Connecticut 06437
$995,000 | Under Contract - Continue
4 Beds | 5 Baths | 3445 Sqft | 0.96 Acres | 66 Days on Market
Property Type: Single Family For Sale
Beautifully renovated four bedroom, five full bathroom home close to everything Guilford has to offer. The curb appeal is undeniable with the home sitting perched on a hill, set back from the road. This home features a completely redesigned kitchen, foyer, and master bathroom. As...
474 State Street
Guilford, Connecticut 06437
$950,000 | Under Contract
4 Beds | 3 Baths | 3554 Sqft | 1.27 Acres | 4 Days on Market
Property Type: Single Family For Sale
Welcome to 474 State Street in Guilford! Built in 1999 and surrounded by rustic stone walls on a former sheep pasture, this elegant 4-bedroom home offers timeless architecture and design. An impressive exterior with stately columns, striking roof lines, mature landscaping, and a ...
625 State Street
Guilford, Connecticut 06437
$1,299,900 | Active
4 Beds | 5 Baths | 5267 Sqft | 2.75 Acres | 54 Days on Market
Property Type: Single Family For Sale
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 enhan...
50 Ledge Hill Road
Guilford, Connecticut 06437
$685,000 | Active
5 Beds | 2 Baths | 2208 Sqft | 6.5 Acres | 17 Days on Market
Property Type: Single Family For Sale
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 (...
94 Quonnipaug Hill Road
Guilford, Connecticut 06437
$524,900 | Active
3 Beds | 2 Baths | 1630 Sqft | 1.48 Acres | 76 Days on Market
Property Type: Single Family For Sale
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-sp...
200 Whitfield Street
Guilford, Connecticut 06437
$2,175,000 | Under Contract
4 Beds | 4 Baths | 3754 Sqft | 0.77 Acres | 48 Days on Market
Property Type: Single Family For Sale
Possibly the most admired of the historic homes closeby to the storied Guilford Town Green and Jacobs Beach, the Captain Joel Stone House, c.1853 is now seeking a new owner. This remarkable grand Italianate Villa offers quite a pedigree having been built by a wealthy steamship ow...
1640 Little Meadow Road
Guilford, Connecticut 06437
$1,100,000 | Active
5 Beds | 3 Baths | 2879 Sqft | 3.25 Acres | 18 Days on Market
Property Type: Single Family For Sale
Coming soon..... Historic Charm, Modern Living - On 3+ Acres in Guilford If youve 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 al...
47 Valley Shore Drive
Guilford, Connecticut 06437
$599,999 | Under Contract - Continue
4 Beds | 2 Baths | 2388 Sqft | 0.66 Acres | 21 Days on Market
Property Type: Single Family For Sale
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 kitchen, dining area, and bright living room create a welcoming space for gathering...
216 Bluff View Drive
Guilford, Connecticut 06437
$825,000 | Active
4 Beds | 3 Baths | 3410 Sqft | 1 Acres | 18 Days on Market
Property Type: Single Family For Sale
Bluff Head Estates! Picture your perfect summer evening: pool lights glowing, a warm breeze, and friends laughing around a fire pit on a massive deck-welcome to 216 Bluff View Drive. Tucked away in Guilfords desirable North Guilford Neighborhood, this 4-bedroom, 2.5-bath open-co...
737 Leetes Island Road
Guilford, Connecticut 06437
$519,000 | Active
3 Beds | 2 Baths | 1344 Sqft | 1 Acres | 76 Days on Market
Property Type: Single Family For Sale
Welcome to 737 Leetes Island Road, a stones throw from Shell Beach, one of Guilfords 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 co...
60 Three Mile Course
Guilford, Connecticut 06437
$685,000 | Under Contract
4 Beds | 2 Baths | 2060 Sqft | 0.68 Acres | 28 Days on Market
Property Type: Single Family For Sale
Live, Love, Laugh and Play a short walk to Guilford Center, Library, Public Transportation, Dining and Shopping! The expanded Cape offers a newer welcoming Great Room addition offering the perfect space to entertain in style with doors to yard and future patio. The adjacent kitch...
46 Laurel Cliffs Road
Guilford, Connecticut 06437
$1,240,000 | Under Contract - Continue
4 Beds | 4 Baths | 3819 Sqft | 3.67 Acres | 33 Days on Market
Property Type: Single Family For Sale
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 eleganc...
314 Three Mile Course
Guilford, Connecticut 06437
$700,000 | Under Contract - Continue
3 Beds | 2 Baths | 2653 Sqft | 0.66 Acres | 25 Days on Market
Property Type: Single Family For Sale
Welcome to this unique home full of character, perfectly situated on a slight elevation in a private cul-de-sac. This exceptional property is bordered by protected conservation land, offering serene meadow and forest views alongside a very private yard filled with both mature and...
43 Chestnut Grove
Guilford, Connecticut 06437
$1,200,000 | Under Contract - Continue
5 Beds | 6 Baths | 6610 Sqft | 1.78 Acres | 49 Days on Market
Property Type: Single Family For Sale
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 hea...
38 Grey Ledge Drive
Guilford, Connecticut 06437
$699,900 | Active
4 Beds | 3 Baths | 3618 Sqft | 1.12 Acres | 54 Days on Market
Property Type: Single Family For Sale
Buyers who need an extra room for possible in-law, additional 900 sf above garage has three rooms and Bar / kitchenette, hardwood floors, bathroom and separate entrance. Touch of Tuscany awaits you at this shoreline property. This over 3,000 sq. ft. spacious four bedroom, den, tw...
76 Sachem Head Road
Guilford, Connecticut 06437
$2,799,999 | Active
4 Beds | 5 Baths | 5620 Sqft | 2.31 Acres | 26 Days on Market
Property Type: Single Family For Sale
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. T...
1080 Hoop Pole Road
Guilford, Connecticut 06437
$450,000 | Active
3 Beds | 2 Baths | 1314 Sqft | 1.39 Acres | 26 Days on Market
Property Type: Single Family For Sale
Set in a serene Guilford location, this welcoming oneowner home has been cherished for over 50 years and offers comfort, space, and the beauty of natural surroundings. The main living areas feature an easy, functional flow ideal for gatherings, while large windows bring in soft l...
29 Hungry Hill Circle
Guilford, Connecticut 06437
$599,000 | Under Contract - Continue
4 Beds | 3 Baths | 1804 Sqft | 1.22 Acres | 40 Days on Market
Property Type: Single Family For Sale
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 compre...
147 Blue Hills Drive
Guilford, Connecticut 06437
$999,500 | Active
4 Beds | 4 Baths | 3200 Sqft | 4.15 Acres | 46 Days on Market
Property Type: Single Family For Sale
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...
620 Colonial Road
Guilford, Connecticut 06437
$7,500,000 | Active
4 Beds | 5 Baths | 5475 Sqft | 0.79 Acres | 26 Days on Market
Property Type: Single Family For Sale
This is not simply waterfront living. This is a waterfront lifestyle unlike any other. Tucked within the coveted enclave of Sachems Head, this extraordinary estate commands direct Long Island Sound frontage with unobstructed harbor views and breathtaking sunsets. Masterfully craf...
57 Faulkner Drive
Guilford, Connecticut 06437
$3,300,000 | Active
3 Beds | 3 Baths | 2891 Sqft | 1.83 Acres | 27 Days on Market
Property Type: Single Family For Sale
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 waterfr...
51 Pearl Street
Guilford, Connecticut 06437
$1,195,000 | Active
4 Beds | 4 Baths | 2392 Sqft | 0.54 Acres | 245 Days on Market
Property Type: Single Family For Sale
Rare opportunity in Guilford! This home is currently used as a multifamily but can revert to a one family residence. Approximately 2400 sqft with the possibility of future expansion. Conveniently located close to Guilfords Historic Green, shops, restaurants, beaches and shoreline...
941 Nut Plains Road
Guilford, Connecticut 06437
$749,000 | Under Contract - Continue
3 Beds | 3 Baths | 2735 Sqft | 0.69 Acres | 40 Days on Market
Property Type: Single Family For Sale
Welcome to this inviting 3-bedroom, 2.5-bath home on one of the most scenic roads in Guilford. The spacious primary suite is a true highlight of this home -- a retreat featuring a fireplace, private office or sitting area, en-suite bath, expansive closet space, and newly installe...
64 Dohm Avenue
Guilford, Connecticut 06437
$619,000 | Active
4 Beds | 3 Baths | 2126 Sqft | 0.49 Acres | 74 Days on Market
Property Type: Single Family For Sale
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. Hardw...
33 Church Street
Guilford, Connecticut 06437
$1,185,000 | Active
6 Beds | 3 Baths | 3833 Sqft | 0.39 Acres | 31 Days on Market
Property Type: Single Family For Sale
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...
189 Three Mile Course
Guilford, Connecticut 06437
$1,150,000 | Active
3 Beds | 3 Baths | 2920 Sqft | 0.97 Acres | 31 Days on Market
Property Type: Single Family For Sale
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, ...
7 Caleb Court
Guilford, Connecticut 06437
$1,395,000 | Under Contract
5 Beds | 5 Baths | 5310 Sqft | 1.84 Acres | 54 Days on Market
Property Type: Single Family For Sale
Absolutely stunning 5+ bedroom light-filled home offers the perfect blend of elegance & modern updates. A dramatic 2-story foyer with a striking contemporary fixture sets the tone. The living room with glass French doors offers flexibility as a first-floor office. The oversized f...
95 Thankful Stow Road
Guilford, Connecticut 06437
$715,000 | Under Contract - Continue
3 Beds | 3 Baths | 2799 Sqft | 2.13 Acres | 40 Days on Market
Property Type: Single Family For Sale
Tucked away at the end of a peaceful cul-de-sac in sought-after Sam Hill area, this architecturally distinctive contemporary offers a rare blend of privacy, natural beauty, and convenience. Set on over 2 private, lush acres just one mile from the historic Guilford Green, this hom...
1500 Durham Road
Guilford, Connecticut 06437
$635,000 | Under Contract - Continue
4 Beds | 3 Baths | 2414 Sqft | 2.4 Acres | 38 Days on Market
Property Type: Single Family For Sale
Welcome to the Treehouse, a thoughtfully updated Mid-Century Modern home set high above 2.4 acres of private woodland with seasonal views overlooking the West River. Combining architectural character with modern updates, this unique property offers privacy, tranquility, and a sea...
65 Ironwood Road
Guilford, Connecticut 06437
$1,295,000 | Under Contract - Continue
4 Beds | 5 Baths | 5875 Sqft | 1.84 Acres | 126 Days on Market
Property Type: Single Family For Sale
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 swee...
173 Highwoods Drive
Guilford, Connecticut 06437
$1,949,000 | Active
5 Beds | 9 Baths | 5414 Sqft | 3.93 Acres | 110 Days on Market
Property Type: Single Family For Sale
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 mat...
94 Cooks Lane
Guilford, Connecticut 06437
$1,200,000 | Under Contract - Continue
4 Beds | 4 Baths | 3908 Sqft | 3.6 Acres | 59 Days on Market
Property Type: Single Family For Sale
Privately set on 3.6 picturesque acres, this exceptional equestrian estate offers the perfect balance of luxury living, resort-style amenities, and a true horse property lifestyle. Built in 2004 and recently refreshed, the home features 4 bedrooms, 4 full baths, and beautifully d...
277 Church Street
Guilford, Connecticut 06437
$689,900 | Under Contract
3 Beds | 2 Baths | 2243 Sqft | 0.38 Acres | 2 Days on Market
Property Type: Single Family For Sale
Welcome to 277 Church St., a rare gem nestled in the desirable Guilford community. This bright and inviting ranch-style home boasts three spacious bedrooms and two full bathrooms, perfect for comfortable living. Step inside to find a bright sun porch that welcomes you into the ho...
112 Barnshed Lane
Guilford, Connecticut 06437
$629,900 | Under Contract - Continue
4 Beds | 3 Baths | 2108 Sqft | 1.38 Acres | 61 Days on Market
Property Type: Single Family For Sale
Welcome to this beautifully maintained 4-bedroom, 3-bathroom home set on a spacious 1.38-acre lot in desirable Guilford, CT. Offering approximately 2,100 sq ft of living space, this property features a 2-car attached garage, a finished basement perfect for additional living or en...
51 Wimler Lane
Guilford, Connecticut 06437
$1,825,000 | Active
4 Beds | 4 Baths | 2762 Sqft | 8.13 Acres | 45 Days on Market
Property Type: Single Family For Sale
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 newl...
409 Boston Street
Guilford, Connecticut 06437
$300,000 | Under Contract - Continue
4 Beds | 2 Baths | 1236 Sqft | 0.46 Acres | 138 Days on Market
Property Type: Single Family For Sale
Rare opportunity in desirable Guilford. This 9 room, 3-bedroom, 2-bath Raised Ranch sits on .46 acres with marshland and wooded views behind the home, creating a peaceful backdrop with abundant birdlife. Hardwood floors, dining room, large rear three season porch and a light-fill...
9 Sparrow Bush Lane
Guilford, Connecticut 06437
$649,000 | Under Contract - Continue
4 Beds | 2 Baths | 2336 Sqft | 1.3 Acres | 94 Days on Market
Property Type: Single Family For Sale
A spacious home offering 2,336 square feet of living space set on 1.3 acres. The main level features a comfortable flow between the living room, dining room, and kitchen, with a fireplace adding a central focal point. Hardwood flooring is present throughout much of the home, and ...
48 Lakeside Drive
Guilford, Connecticut 06437
$799,000 | Active
4 Beds | 2 Baths | 1505 Sqft | 0.3 Acres | 64 Days on Market
Property Type: Single Family For Sale
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 comfort...
4 Bentons Knoll
Guilford, Connecticut 06437
$1,395,000 | Under Contract - Continue
4 Beds | 4 Baths | 2877 Sqft | 0.2 Acres | 67 Days on Market
Property Type: Single Family For Sale
Why build new when you can own this incredible home? Located at the doorway to Sachems Head, this 3,000 sq ft custom-built in 2022 with no expense spared. With 4 bedrooms, 3.5 baths, a first-floor office, an attached two-car garage, and a basement ready to be finished, it checks ...
136 Daniel Avenue
Guilford, Connecticut 06437
$1,500,000 | Under Contract
1 Beds | 3 Baths | 2041 Sqft | 0.24 Acres | 3 Days on Market
Property Type: Single Family For Sale
This property is not for everyone. Only for those requiring very high-end construction and materials. And those who appreciate the thoughtful detail in the design and placement of the house, patios and landscaping. And those who get that the virtually nonexistent utility bills ar...
441 Water Street
Guilford, Connecticut 06437
$675,000 | Active
3 Beds | 2 Baths | 1476 Sqft | 1.24 Acres | 73 Days on Market
Property Type: Single Family For Sale
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 ...
379 Whitfield Street
Guilford, Connecticut 06437
$25,500 | Active
0 Beds | 0 Baths | 612 Sqft | 0 Acres | 79 Days on Market
Property Type: Condo/Co-Op For Sale
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 bo...
147 Boston Street
Guilford, Connecticut 06437
$1,399,000 | Active
4 Beds | 4 Baths | 2966 Sqft | 0.95 Acres | 138 Days on Market
Property Type: Single Family For Sale
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, youll find a treasure trove of quaint shops, restaurants, the recreational center, and cozy coffee spots to enjoy....
294 Church Street
Guilford, Connecticut 06437
$712,000 | Active
3 Beds | 2 Baths | 1672 Sqft | 0.3 Acres | 121 Days on Market
Property Type: Single Family For Sale
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 ...
379 Whitfield Street
Guilford, Connecticut 06437
$20,000 | Active
0 Beds | 0 Baths | 720 Sqft | 0 Acres | 137 Days on Market
Property Type: Condo/Co-Op For Sale
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 ...
379 Whitfield Street
Guilford, Connecticut 06437
$23,500 | Active
0 Beds | 0 Baths | 680 Sqft | 0 Acres | 92 Days on Market
Property Type: Condo/Co-Op For Sale
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 ...
66 High Street
Guilford, Connecticut 06437
$2,995,000 | Active
3 Beds | 3 Baths | 2983 Sqft | 0 Acres | 111 Days on Market
Property Type: Condo/Co-Op For Sale
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 inte...
51 Mill Road
Guilford, Connecticut 06437
$325,000 | Under Contract - Continue
0 Beds | 1 Baths | 1200 Sqft | 0.08 Acres | 183 Days on Market
Property Type: Single Family For Sale
This property would require a change-of-use from commercial to single-family for homeowners, buyer to do due diligence. Well-located antique commercial building overlooking the Guilford Mill Pond. The property features an approximately 1,200 SF ground-floor showroom with office s...
24 Village Circle
Guilford, Connecticut 06437
$919,900 | Under Contract - Continue
2 Beds | 3 Baths | 2197 Sqft | 0 Acres | 117 Days on Market
Property Type: Condo/Co-Op For Sale
Welcome to 24 Village Circle! An Under Construction end unit in Guilfords 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. 24 Village Circle is the A...
2 Village Circle
Guilford, Connecticut 06437
$909,000 | Active
2 Beds | 3 Baths | 2318 Sqft | 0 Acres | 297 Days on Market
Property Type: Condo/Co-Op For Sale
Welcome to Guilfords 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 bedroo...
39 Vineyard Place
Guilford, Connecticut 06437
$5,950,000 | Active
6 Beds | 6 Baths | 6603 Sqft | 2 Acres | 124 Days on Market
Property Type: Single Family For Sale
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 Sachems Head community. Boasting breathtaking, panoramic views of Long Island So...
876 Nut Plains Road
Guilford, Connecticut 06437
$1,000,000 | Under Contract
4 Beds | 3 Baths | 2648 Sqft | 0.75 Acres | 0 Days on Market
Property Type: Single Family For Sale
Custom Built Farmhouse Style Colonial perched on high with professional landscaped lot. High End energy efficient construction and luxury finishes. Every room effortlessly flows into the next. Redefining the notion of spaciousness and comfort. Built using sustainable materials, c...
379 Whitfield Street
Guilford, Connecticut 06437
$22,000 | Active
0 Beds | 0 Baths | 680 Sqft | 0 Acres | 126 Days on Market
Property Type: Condo/Co-Op For Sale
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. ...
0 Long Hill Road
Guilford, Connecticut 06437
$989,000 | Active
4 Beds | 3 Baths | 2814 Sqft | 1.63 Acres | 133 Days on Market
Property Type: Single Family For Sale
Here is your opportunity to build this beautifully designed 2,814 sq ft Cape-style home privately situated on a rear lot! This thoughtfully crafted To Be Built home blends classic New England charm with todays clean farmhouse aesthetic - board-and-batten accents, striking black w...
379 Whitfield Street
Guilford, Connecticut 06437
$21,000 | Active
0 Beds | 0 Baths | 680 Sqft | 0 Acres | 139 Days on Market
Property Type: Condo/Co-Op For Sale
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 membershi...
379 Whitfield Street
Guilford, Connecticut 06437
$22,500 | Active
0 Beds | 0 Baths | 490 Sqft | 0 Acres | 151 Days on Market
Property Type: Condo/Co-Op For Sale
Absolutely gorgeous sunsets over the West River and an incredible view awaits you at The Guilford Yacht Club. Dont 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 ...
405 Whitfield Street
Guilford, Connecticut 06437
$3,995,000 | Active
6 Beds | 6 Baths | 6216 Sqft | 0 Acres | 242 Days on Market
Property Type: Condo/Co-Op For Sale
Eagleview at Guilford - Where Luxury Meets Lifestyle. Discover Guilfords newest luxury coastal condominium community, where superior craftsmanship, modern design, and breathtaking views of Long Island Sound redefine Connecticut shoreline living. Whether youre enjoying a sunset fr...
874 Nut Plains Road
Guilford, Connecticut 06437
$889,900 | Under Contract
3 Beds | 3 Baths | 2568 Sqft | 2.32 Acres | 530 Days on Market
Property Type: Single Family For Sale
Introducing an exquisite gem nestled just a couple miles from our charming Town Green - the epitome of modern living awaits you in our brand-new, 3-home subdivision. These homes represent a harmonious blend of contemporary aesthetics, soaring ceilings, 8ft windows, and a sense of...
215 Uncas Point Road
Guilford, Connecticut 06437
$35,000,000 | Active
6 Beds | 5 Baths | 5354 Sqft | 13.03 Acres | 717 Days on Market
Property Type: Single Family For Sale
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, Viney...