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.

Current Real Estate Statistics for Homes in Guilford CT as of Saturday, August 8, 2026
85 Active Homes Listed
76 Avg. DOM
$195 Avg. $ / Sq.Ft.
$519000 Med. List Price
7/31/2026 4:05:03 AM
Active
145 Peddlers Road Guilford CT
145 Peddlers Road

Guilford, Connecticut 06437

$550,000 | Active

3 Beds | 3 Baths | 2389 Sqft | 1.05 Acres | 0 Days on Market

Property Type: Single Family For Sale

Welcome home... offering approximately 2,400 square feet of living space over two levels, set back on a private 1+ acre lot framed by classic New England stone walls and a generous front yard. The main level features a living room with hardwood flooring and a wood-burning firepla...

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7/30/2026 9:56:53 PM
Under Contract
123 Janeway Drive Guilford CT
123 Janeway Drive

Guilford, Connecticut 06437

$525,000 | Under Contract

3 Beds | 2 Baths | 1404 Sqft | 1.5 Acres | 4 Days on Market

Property Type: Single Family For Sale

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 sto...

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7/30/2026 4:05:02 AM
Active
289 New England Road Guilford CT
289 New England Road

Guilford, Connecticut 06437

$549,900 | Active

3 Beds | 2 Baths | 2400 Sqft | 0.9 Acres | 1 Days on Market

Property Type: Single Family For Sale

Step inside this well maintained three-bedroom, two-bath raised ranch, located in the desirable town of Guilford. The main level offers a warm and welcoming living room, three well-appointed bedrooms, a full bath, and the convenience of a main-level laundry area, providing both c...

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7/30/2026 12:07:45 AM
Under Contract
11 Timber Lane Guilford CT
11 Timber Lane

Guilford, Connecticut 06437

$1,488,000 | Under Contract

4 Beds | 4 Baths | 4673 Sqft | 1.84 Acres | 2 Days on Market

Property Type: Single Family For Sale

Open House Cancelled! Perfect elegance 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 t...

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7/29/2026 8:24:21 PM
Active
4 Jans Way Guilford CT
4 Jans Way

Guilford, Connecticut 06437

$909,000 | Active

3 Beds | 3 Baths | 3634 Sqft | 1.87 Acres | 65 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 ...

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7/29/2026 5:28:13 PM
Under Contract CTS
70 Hoadley Creek Circle Guilford CT
70 Hoadley Creek Circle

Guilford, Connecticut 06437

$519,000 | Under Contract - Continue

2 Beds | 2 Baths | 1580 Sqft | 1.04 Acres | 6 Days on Market

Property Type: Single Family For Sale

Welcome to 70 Hoadley Creek Circle! Tucked away on a lush, wooded acre, this one-owner, custom-built contemporary ranch offers the ultimate blend of privacy and coastal Connecticut convenience. Located on a peaceful residential circle near the Hoadley Creek preserve, this 1,580-s...

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7/29/2026 5:23:50 PM
Active
675 Durham Road Guilford CT
675 Durham Road

Guilford, Connecticut 06437

$529,900 | Active

4 Beds | 3 Baths | 2835 Sqft | 1.02 Acres | 16 Days on Market

Property Type: Single Family For Sale

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 whil...

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7/29/2026 3:27:18 PM
Active
831 Nut Plains Road Guilford CT
831 Nut Plains Road

Guilford, Connecticut 06437

$625,000 | Active

3 Beds | 2 Baths | 1760 Sqft | 1.32 Acres | 2 Days on Market

Property Type: Single Family For Sale

Completely reimagined from top to bottom, this stunning move-in ready home offers the perfect blend of modern updates, timeless style, and peaceful Guilford living. Set on a beautiful one-acre lot, nearly every surface has been thoughtfully renovated, allowing you to simply unpac...

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7/29/2026 4:05:03 AM
Active
67 Christopher Lane Guilford CT
67 Christopher Lane

Guilford, Connecticut 06437

$999,000 | Active

4 Beds | 3 Baths | 3736 Sqft | 0.92 Acres | 2 Days on Market

Property Type: Single Family For Sale

This approximately 3,000 square foot house sits on nearly 1 acre of lush, tranquil land. The property features a charming exterior with an inviting entryway, surrounded by well-maintained landscaping and greenery. The spacious lot provides ample room for outdoor living and recrea...

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7/29/2026 4:05:03 AM
Active
7 Bailey Drive Guilford CT
7 Bailey Drive

Guilford, Connecticut 06437

$725,000 | Active

3 Beds | 3 Baths | 3342 Sqft | 1.4 Acres | 2 Days on Market

Property Type: Single Family For Sale

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 its ready to tell a new story. Start your mornings on the covered back porch, coffee in hand, ceiling fans turning, watching the yar...

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7/28/2026 10:13:56 PM
Under Contract CTS
20 Riverside Court Guilford CT
20 Riverside Court

Guilford, Connecticut 06437

$800,000 | Under Contract - Continue

4 Beds | 3 Baths | 2959 Sqft | 2 Acres | 7 Days on Market

Property Type: Single Family For Sale

Nestled at the end of a serene cul-de-sac in desirable West River, this move-in ready 4-Bedroom, 3-Bath Colonial offers an exceptional turn-key retreat on 2 private acres with direct views and access along the scenic West River. Thoughtfully updated and meticulously cared for, th...

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7/28/2026 4:30:39 PM
Under Contract CTS
1763 Long Hill Road Guilford CT
1763 Long Hill Road

Guilford, Connecticut 06437

$375,000 | Under Contract - Continue

2 Beds | 1 Baths | 1064 Sqft | 1.04 Acres | 9 Days on Market

Property Type: Single Family For Sale

Welcome to easy, one-level living in the charming shoreline town of Guilford! Whether youre a first-time home buyer, looking to downsize, or searching for the convenience of a ranch-style home, this well-maintained property offers comfort, functionality, and an exceptional locati...

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7/28/2026 1:38:33 AM
Under Contract
33 Seaside Avenue Guilford CT
33 Seaside Avenue

Guilford, Connecticut 06437

$1,000,000 | Under Contract

3 Beds | 3 Baths | 2460 Sqft | 0.49 Acres | 2 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...

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7/27/2026 4:54:53 PM
Active
1607 Great Hill Road Guilford CT
1607 Great Hill Road

Guilford, Connecticut 06437

$899,999 | Active

4 Beds | 5 Baths | 3220 Sqft | 3.5 Acres | 106 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...

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7/27/2026 3:36:12 PM
Under Contract CTS
488 Lake Drive Guilford CT
488 Lake Drive

Guilford, Connecticut 06437

$500,000 | Under Contract - Continue

1 Beds | 1 Baths | 821 Sqft | 0.48 Acres | 13 Days on Market

Property Type: Single Family For Sale

Incredible opportunity to own a direct lakefront property. Built in 1937 and well-cared for through the years, this 1 Bedroom, 1 Bath home situated on a generous .48 acre lot has sweeping views and over 100 of beach/lake frontage with a private dock. Lake Quonnipaug is an anglers...

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7/27/2026 3:19:30 AM
Under Contract CTS
181 Wilderwood Drive Guilford CT
181 Wilderwood Drive

Guilford, Connecticut 06437

$549,000 | Under Contract - Continue

4 Beds | 2 Baths | 1426 Sqft | 2.38 Acres | 48 Days on Market

Property Type: Single Family For Sale

Multiple offers received, Sellers are requesting all offers be submitted by Tomorrow at 4pm (Sunday 7/26) 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 conven...

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7/26/2026 2:41:28 PM
Under Contract CTS
1511 Little Meadow Road Guilford CT
1511 Little Meadow Road

Guilford, Connecticut 06437

$489,000 | Under Contract - Continue

2 Beds | 1 Baths | 891 Sqft | 1.7 Acres | 56 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, ...

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7/25/2026 5:29:05 PM
Coming Soon
450 Bluff View Drive Guilford CT
450 Bluff View Drive

Guilford, Connecticut 06437

$1,150,000 | Coming Soon

4 Beds | 3 Baths | 3028 Sqft | 3.72 Acres | Days on Market

Property Type: Single Family For Sale

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 class...

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7/25/2026 2:39:19 PM
Active
294 Church Street Guilford CT
294 Church Street

Guilford, Connecticut 06437

$711,000 | Active

3 Beds | 2 Baths | 1672 Sqft | 0.3 Acres | 138 Days on Market

Property Type: Single Family For Sale

Mixed-use property (convertible to full commercial or multi units 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 city w...

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7/25/2026 11:57:52 AM
Under Contract CTS
110 Nut Plains Road Guilford CT
110 Nut Plains Road

Guilford, Connecticut 06437

$668,000 | Under Contract - Continue

4 Beds | 2 Baths | 2620 Sqft | 1.33 Acres | 14 Days on Market

Property Type: Single Family For Sale

Charming Guilford Cape offering the rare flexibility of complete one level living just minutes from the Guilford Green! A grand circular driveway sets an impressive tone from the moment you arrive. The main floor features a living room with a classic fireplace and wood burning st...

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7/24/2026 4:06:45 PM
Under Contract
46 Laurel Cliffs Road Guilford CT
46 Laurel Cliffs Road

Guilford, Connecticut 06437

$1,240,000 | Under Contract

4 Beds | 4 Baths | 3819 Sqft | 3.67 Acres | 12 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...

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7/24/2026 4:05:03 AM
Active
3198 Durham Road Guilford CT
3198 Durham Road

Guilford, Connecticut 06437

$399,900 | Active

4 Beds | 2 Baths | 1148 Sqft | 1.75 Acres | 7 Days on Market

Property Type: Single Family For Sale

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 ti...

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7/24/2026 4:05:02 AM
Active
70 Stepstone Hill Road Guilford CT
70 Stepstone Hill Road

Guilford, Connecticut 06437

$739,000 | Active

4 Beds | 3 Baths | 2793 Sqft | 2.63 Acres | 7 Days on Market

Property Type: Single Family For Sale

Privately set on over 2.5 beautifully maintained acres. Inside, youll 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 p...

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7/23/2026 12:30:19 AM
Under Contract CTS
2 Greenwood Lane Guilford CT
2 Greenwood Lane

Guilford, Connecticut 06437

$900,000 | Under Contract - Continue

5 Beds | 4 Baths | 3640 Sqft | 3.19 Acres | 39 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...

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7/22/2026 2:41:01 PM
Under Contract
38 Grey Ledge Drive Guilford CT
38 Grey Ledge Drive

Guilford, Connecticut 06437

$699,900 | Under Contract

4 Beds | 3 Baths | 3618 Sqft | 1.12 Acres | 57 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...

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7/20/2026 3:33:49 PM
Under Contract CTS
737 Leetes Island Road Guilford CT
737 Leetes Island Road

Guilford, Connecticut 06437

$519,000 | Under Contract - Continue

3 Beds | 2 Baths | 1344 Sqft | 1 Acres | 93 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...

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7/20/2026 12:49:08 AM
Under Contract CTS
216 Bluff View Drive Guilford CT
216 Bluff View Drive

Guilford, Connecticut 06437

$825,000 | Under Contract - Continue

4 Beds | 3 Baths | 3410 Sqft | 1 Acres | 35 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...

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7/20/2026 12:04:16 AM
Under Contract CTS
441 Water Street Guilford CT
441 Water Street

Guilford, Connecticut 06437

$675,000 | Under Contract - Continue

3 Beds | 2 Baths | 1476 Sqft | 1.24 Acres | 90 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 ...

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7/19/2026 2:51:53 PM
Under Contract CTS
32 Summer Street Guilford CT
32 Summer Street

Guilford, Connecticut 06437

$449,900 | Under Contract - Continue

2 Beds | 1 Baths | 1324 Sqft | 0.31 Acres | 36 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...

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7/19/2026 11:10:10 AM
Under Contract
4 Bentons Knoll Guilford CT
4 Bentons Knoll

Guilford, Connecticut 06437

$1,395,000 | Under Contract

4 Beds | 4 Baths | 2877 Sqft | 0.2 Acres | 72 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 ...

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7/18/2026 11:48:08 PM
Under Contract CTS
53 Orchard View Road Guilford CT
53 Orchard View Road

Guilford, Connecticut 06437

$579,000 | Under Contract - Continue

4 Beds | 3 Baths | 2329 Sqft | 0.69 Acres | 15 Days on Market

Property Type: Single Family For Sale

Dreaming of setting down roots in Guilford? Welcome home to 53 Orchard View Road! You will love the space and versatility offered by this comfortable home set in a quiet, cul-de-sac neighborhood within walking distance of Guilford High School. The living room is large and open wi...

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7/18/2026 2:05:22 PM
Active
607 Lake Drive Guilford CT
607 Lake Drive

Guilford, Connecticut 06437

$1,100,000 | Active

3 Beds | 3 Baths | 3071 Sqft | 4.24 Acres | 14 Days on Market

Property Type: Single Family For Sale

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 tim...

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7/18/2026 4:05:02 AM
Active
81 Briarwood Drive Guilford CT
81 Briarwood Drive

Guilford, Connecticut 06437

$539,900 | Active

3 Beds | 3 Baths | 1825 Sqft | 1.38 Acres | 13 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...

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7/17/2026 12:18:19 PM
Active
29 Hungry Hill Circle Guilford CT
29 Hungry Hill Circle

Guilford, Connecticut 06437

$599,000 | Active

4 Beds | 3 Baths | 1804 Sqft | 1.22 Acres | 57 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...

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7/16/2026 7:04:51 PM
Under Contract CTS
1399 Long Hill Road Guilford CT
1399 Long Hill Road

Guilford, Connecticut 06437

$550,000 | Under Contract - Continue

3 Beds | 3 Baths | 2160 Sqft | 0.92 Acres | 22 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...

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7/15/2026 6:34:51 PM
Active
51 Pearl Street Guilford CT
51 Pearl Street

Guilford, Connecticut 06437

$1,075,000 | Active

4 Beds | 4 Baths | 2392 Sqft | 0.54 Acres | 262 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...

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7/15/2026 3:59:37 PM
Active
539-A Boston Street Guilford CT
539-A Boston Street

Guilford, Connecticut 06437

$1,599,000 | Active

4 Beds | 4 Baths | 3284 Sqft | 0.93 Acres | 16 Days on Market

Property Type: Single Family For Sale

Brand NEW CONSTRUCTION. Move in Ready! This modern, luxurious 4-bedroom, 3.5-bathroom home is designed to captivate. Located only 1.5 miles from the quintessential Guilford Town Green, youll enjoy the charm of local shops, restaurants, and a vibrant community. Plus, its just 2.5 ...

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7/15/2026 2:46:37 AM
Under Contract CTS
1080 Hoop Pole Road Guilford CT
1080 Hoop Pole Road

Guilford, Connecticut 06437

$450,000 | Under Contract - Continue

3 Beds | 2 Baths | 1314 Sqft | 1.39 Acres | 43 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...

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7/15/2026 1:44:48 AM
Under Contract CTS
122 Lower Road Guilford CT
122 Lower Road

Guilford, Connecticut 06437

$1,395,000 | Under Contract - Continue

4 Beds | 4 Baths | 4848 Sqft | 1.84 Acres | 21 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...

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7/13/2026 1:02:22 AM
Under Contract
86 Davis Drive Guilford CT
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...

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7/11/2026 2:00:09 PM
Active
28 Walden Hill Road Guilford CT
28 Walden Hill Road

Guilford, Connecticut 06437

$3,750,000 | Active

5 Beds | 7 Baths | 5185 Sqft | 1.96 Acres | 20 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...

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7/10/2026 9:34:10 PM
Active
59 Hoadley Creek Circle Guilford CT
59 Hoadley Creek Circle

Guilford, Connecticut 06437

$587,000 | Active

3 Beds | 2 Baths | 1198 Sqft | 0.92 Acres | 21 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 ...

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7/10/2026 11:43:27 AM
Under Contract
168 Union Street Guilford CT
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...

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7/9/2026 1:59:41 PM
Under Contract CTS
8 Antoinette Lane Guilford CT
8 Antoinette Lane

Guilford, Connecticut 06437

$770,000 | Under Contract - Continue

4 Beds | 3 Baths | 2414 Sqft | 1.38 Acres | 25 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...

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7/6/2026 6:22:38 PM
Active
704 Towner Swamp Road Guilford CT
704 Towner Swamp Road

Guilford, Connecticut 06437

$474,900 | Active

2 Beds | 2 Baths | 1485 Sqft | 2.36 Acres | 41 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...

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7/2/2026 4:05:03 AM
Active
1144 Long Hill Road Guilford CT
1144 Long Hill Road

Guilford, Connecticut 06437

$535,000 | Active

3 Beds | 2 Baths | 1528 Sqft | 0.69 Acres | 29 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...

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6/29/2026 1:10:56 PM
Under Contract CTS
120 Wilderwood Drive Guilford CT
120 Wilderwood Drive

Guilford, Connecticut 06437

$585,000 | Under Contract - Continue

3 Beds | 2 Baths | 1544 Sqft | 0.93 Acres | 49 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. ...

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6/28/2026 4:54:16 AM
Active
625 State Street Guilford CT
625 State Street

Guilford, Connecticut 06437

$1,299,900 | Active

4 Beds | 5 Baths | 5267 Sqft | 2.75 Acres | 71 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...

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6/27/2026 4:05:03 AM
Active
50 Ledge Hill Road Guilford CT
50 Ledge Hill Road

Guilford, Connecticut 06437

$685,000 | Active

5 Beds | 2 Baths | 2208 Sqft | 6.5 Acres | 34 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 (...

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6/26/2026 10:28:55 PM
Active
94 Quonnipaug Hill Road Guilford CT
94 Quonnipaug Hill Road

Guilford, Connecticut 06437

$524,900 | Active

3 Beds | 2 Baths | 1630 Sqft | 1.48 Acres | 93 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...

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6/26/2026 9:02:29 PM
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1640 Little Meadow Road Guilford CT
1640 Little Meadow Road

Guilford, Connecticut 06437

$1,100,000 | Active

5 Beds | 3 Baths | 2879 Sqft | 3.25 Acres | 35 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...

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6/23/2026 2:35:57 PM
Under Contract CTS
314 Three Mile Course Guilford CT
314 Three Mile Course

Guilford, Connecticut 06437

$700,000 | Under Contract - Continue

3 Beds | 2 Baths | 2653 Sqft | 0.66 Acres | 42 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...

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6/22/2026 5:52:08 PM
Under Contract CTS
43 Chestnut Grove Guilford CT
43 Chestnut Grove

Guilford, Connecticut 06437

$1,200,000 | Under Contract - Continue

5 Beds | 6 Baths | 6610 Sqft | 1.78 Acres | 66 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...

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6/18/2026 11:32:23 PM
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76 Sachem Head Road Guilford CT
76 Sachem Head Road

Guilford, Connecticut 06437

$2,799,999 | Active

4 Beds | 5 Baths | 5620 Sqft | 2.31 Acres | 43 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...

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6/18/2026 2:51:19 PM
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147 Blue Hills Drive Guilford CT
147 Blue Hills Drive

Guilford, Connecticut 06437

$999,500 | Active

4 Beds | 4 Baths | 3200 Sqft | 4.15 Acres | 63 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...

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6/18/2026 4:05:03 AM
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620 Colonial Road Guilford CT
620 Colonial Road

Guilford, Connecticut 06437

$7,500,000 | Active

4 Beds | 5 Baths | 5475 Sqft | 0.79 Acres | 43 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...

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6/17/2026 4:05:03 AM
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57 Faulkner Drive Guilford CT
57 Faulkner Drive

Guilford, Connecticut 06437

$3,300,000 | Active

3 Beds | 3 Baths | 2891 Sqft | 1.83 Acres | 44 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...

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6/14/2026 11:33:06 PM
Under Contract CTS
941 Nut Plains Road Guilford CT
941 Nut Plains Road

Guilford, Connecticut 06437

$749,000 | Under Contract - Continue

3 Beds | 3 Baths | 2735 Sqft | 0.69 Acres | 57 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...

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6/14/2026 4:35:10 PM
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64 Dohm Avenue Guilford CT
64 Dohm Avenue

Guilford, Connecticut 06437

$619,000 | Active

4 Beds | 3 Baths | 2126 Sqft | 0.49 Acres | 91 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...

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6/13/2026 4:05:03 AM
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189 Three Mile Course Guilford CT
189 Three Mile Course

Guilford, Connecticut 06437

$1,150,000 | Active

3 Beds | 3 Baths | 2920 Sqft | 0.97 Acres | 48 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, ...

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6/13/2026 4:05:03 AM
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33 Church Street Guilford CT
33 Church Street

Guilford, Connecticut 06437

$1,185,000 | Active

6 Beds | 3 Baths | 3833 Sqft | 0.39 Acres | 48 Days on Market

Property Type: Single Family For Sale

Located just off the Guilford Green and across from the Guilford Community Center, this exceptional property enjoys one of Guilfords most desirable in-town locations, with convenient access to restaurants, boutique shopping, cafes, the library, year-round community events, and ma...

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6/11/2026 3:05:26 PM
Under Contract
7 Caleb Court Guilford CT
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...

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6/6/2026 2:27:08 PM
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173 Highwoods Drive Guilford CT
173 Highwoods Drive

Guilford, Connecticut 06437

$1,949,000 | Active

5 Beds | 9 Baths | 5414 Sqft | 3.93 Acres | 127 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...

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5/30/2026 11:01:19 AM
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51 Wimler Lane Guilford CT
51 Wimler Lane

Guilford, Connecticut 06437

$1,825,000 | Active

4 Beds | 4 Baths | 2762 Sqft | 8.13 Acres | 62 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...

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5/20/2026 4:02:37 PM
Under Contract CTS
409 Boston Street Guilford CT
409 Boston Street

Guilford, Connecticut 06437

$300,000 | Under Contract - Continue

4 Beds | 2 Baths | 1236 Sqft | 0.46 Acres | 155 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...

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5/18/2026 8:28:50 PM
Under Contract CTS
9 Sparrow Bush Lane Guilford CT
9 Sparrow Bush Lane

Guilford, Connecticut 06437

$649,000 | Under Contract - Continue

4 Beds | 2 Baths | 2336 Sqft | 1.3 Acres | 111 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 ...

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5/13/2026 3:16:55 PM
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48 Lakeside Drive Guilford CT
48 Lakeside Drive

Guilford, Connecticut 06437

$799,000 | Active

4 Beds | 2 Baths | 1505 Sqft | 0.3 Acres | 81 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...

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5/4/2026 4:32:20 PM
Under Contract
136 Daniel Avenue Guilford CT
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...

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4/22/2026 9:39:28 PM
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379 Whitfield Street Guilford CT
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...

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4/16/2026 1:06:59 PM
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147 Boston Street Guilford CT
147 Boston Street

Guilford, Connecticut 06437

$1,399,000 | Active

4 Beds | 4 Baths | 2966 Sqft | 0.95 Acres | 155 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....

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4/15/2026 4:27:10 PM
Active
379 Whitfield Street Guilford CT
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 ...

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4/9/2026 12:31:53 PM
Active
379 Whitfield Street Guilford CT
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 ...

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4/6/2026 7:31:02 PM
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66 High Street Guilford CT
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...

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3/28/2026 1:22:40 PM
Under Contract CTS
51 Mill Road Guilford CT
51 Mill Road

Guilford, Connecticut 06437

$325,000 | Under Contract - Continue

0 Beds | 1 Baths | 1200 Sqft | 0.08 Acres | 200 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...

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3/18/2026 2:20:39 PM
Under Contract CTS
24 Village Circle Guilford CT
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...

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3/14/2026 10:59:59 AM
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2 Village Circle Guilford CT
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...

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3/12/2026 10:20:00 PM
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39 Vineyard Place Guilford CT
39 Vineyard Place

Guilford, Connecticut 06437

$5,950,000 | Active

6 Beds | 6 Baths | 6603 Sqft | 2 Acres | 141 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...

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3/9/2026 8:40:48 PM
Under Contract
876 Nut Plains Road Guilford CT
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...

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3/6/2026 5:27:38 AM
Active
379 Whitfield Street Guilford CT
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. ...

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3/3/2026 6:39:13 PM
Active
0 Long Hill Road Guilford CT
0 Long Hill Road

Guilford, Connecticut 06437

$989,000 | Active

4 Beds | 3 Baths | 2814 Sqft | 1.63 Acres | 150 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...

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2/27/2026 2:38:10 AM
Active
379 Whitfield Street Guilford CT
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...

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2/9/2026 10:08:19 PM
Active
379 Whitfield Street Guilford CT
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 ...

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11/10/2025 5:00:55 AM
Active
405 Whitfield Street Guilford CT
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...

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1/31/2025 6:05:53 PM
Under Contract
874 Nut Plains Road Guilford CT
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...

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7/27/2024 3:27:13 PM
Active
215 Uncas Point Road Guilford CT
215 Uncas Point Road

Guilford, Connecticut 06437

$35,000,000 | Active

6 Beds | 5 Baths | 5354 Sqft | 13.03 Acres | 734 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...

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