Guilford Real Estate

Guilford Real Estate

Welcome to Guilford, Connecticut – a picturesque coastal town nestled in New Haven County, where history meets modern charm. With its stunning waterfront views and a vibrant community, Guilford is a hidden gem that offers a unique blend of tranquility and activity, making it an ideal place to call home.

Guilford boasts a rich historical backdrop, with many buildings dating back to the 17th century, showcasing stunning colonial architecture. The town's historic district is a delightful stroll through time, featuring quaint shops, art galleries, and cozy cafes that invite you to unwind. Every corner of Guilford tells a story, from the iconic Guilford Green to the charming homes that line its streets.

Nature lovers will find plenty to adore here, with beautiful parks and scenic shoreline access. The Guilford Lakes and the nearby Hammonasset Beach State Park offer endless opportunities for outdoor activities, including hiking, fishing, and swimming. The town's commitment to preserving its natural beauty ensures that residents can enjoy the splendor of every season in this charming locale.

Families will appreciate Guilford's top-rated schools and strong sense of community. With various local events and festivals throughout the year, there’s always something happening that brings residents together.

Convenience is another key feature of Guilford. Located just a short drive from New Haven and easily accessible via I-95, commuting to nearby cities for work or leisure is a breeze.

Whether you're drawn to its rich history, vibrant community, or stunning natural surroundings, Guilford is a place where you can truly feel at home. Come discover the charm of Guilford, where your dream lifestyle awaits!

Newest Listings in Guilford

$879,000
3 Beds ⋅ 3 Baths ⋅ 24204771 MLS
RARE IN-TOWN GUILFORD SPRAWLING CAPE WITH WALKABLE CONVENIENCE, SHORELINE ACCESS & TIMELESS NEW ENGLAND CHARM! Enjoy privacy & space in one of Guilford's most desirable locations, situated on over 1 acre + just steps from the historic Guilford Green, local shops, restaurants, train service & shoreline amenities. Mature trees, established perennial gardens, expansive lawn & charming garden shed create a private, storybook setting for your secret garden. Home boasts 2,797 SF, 3 bedrooms & 3 full baths, the home features a flexible footprint with options for today's modern living. 1st floor offers potential for one-level living w/main level bedrooms 2 full baths & space suitable for home offices. Upstairs are 2 additional rooms and a 3rd full bath. Generously sized rooms, hardwood floors, a fireplace & screened-in porches provide a strong foundation for renovation & outdoor living. An attached 2-car garage. Public water. The property needs work but is well worth your investment. Price reflects condition. Property is being sold "as is." Buyer may conduct inspections for informational purposes only. Seller will make no repairs or provide credits. Bring your vision & create something special in the heart of Guilford!

93 River St, Guilford
$1,995,000
3 Beds ⋅ 3 Baths ⋅ 24186090 MLS
PRIVACY, VIEWS AND ONE LEVEL LIVING. Situated at the end of a cul-de-sac in highly desirable Sachems Head, this charming property captures breathtaking views of the marshlands and Sachems Head harbor. The home, extensively renovated by renown housewright Skip Broom, has an impressive vaulted ceiling living room with a wood-burning fireplace, beautiful oak bookcases and opens to a spacious dining room. Both rooms have access to a large, recently updated deck, perfect for entertaining or simply taking in the expansive scenery. This level also features three bedrooms, including a primary suite with a bathroom, abundant closet space and a private balcony overlooking the view. The other two bedrooms - one currently used as a den/office - share a full family bath. An eat-in kitchen and a separate laundry room complete this level making it ideal for easy one floor living. On the lower level, a guest suite has its own living room with fireplace, a full bath, a room for overflow guests and access to an outdoor sitting area. There's also an attached two car garage with ample storage space.

473 Colonial Rd, Guilford
$264,900
1 Beds ⋅ 1 Baths ⋅ 24205525 MLS ⋅ River Colony BLDG.
Welcome home to 32 River Colony in Guilford! Beautifully remodeled and ideally situated in a quiet corner of the community, this main-level condominium offers picturesque views of the West River and its abundant wildlife. Conveniently located near Guilford's historic downtown, this inviting home is a wonderful opportunity for year-round living or as a Connecticut shoreline retreat. Inside, you'll find sustainable Tesoro wood flooring and Harvey windows throughout, along with a new Harvey sliding glass door. Natural light flows through windows on 3 sides of this home and and yields beautiful, peaceful river views. Updated custom lighting designs combine with natural light to make this condo unit a delight to spend time in. The updated kitchen features crisp white cabinetry, granite countertops and a classic tile backsplash, while the beautifully renovated bathroom adds a fresh, modern feel. Additional improvements include a new air-conditioning unit, new electric baseboard heating and a Nest thermostat that helps regulate both temperature and humidity. A custom California Closet system with built-ins provides excellent organization, with additional storage inside the condominium and above the garages. Flood insurance is paid through the association, offering added convenience. Move right in and enjoy comfortable, low-maintenance, energy efficient living close to the Guilford Green, shops, restaurants, train station and shoreline amenities. You won't want to miss this one!

32 River Colony, Unit 32, Guilford
$299,000
2 Beds ⋅ 2 Baths ⋅ 24205591 MLS ⋅ West River Village BLDG.
Welcome to this spacious townhouse offering over 1,400 square feet of living space in the desirable West River Village complex. Located directly across from Adams Middle School with sidewalks leading to downtown Guilford. Conveniently located near I-95, shopping, restaurants, beaches and more. The main level features a beautifully updated kitchen, spacious living room with sliders leading to a private patio overlooking the pond, half bath and convenient laundry room. The attached one-car garage offers access to a separate bonus room with its own entrance to the private yard, perfect for a home office, den, workout room or additional flex space. Upstairs, the spacious primary bedroom offers three closets and a private balcony with peaceful views of the private yard & pond. The second bedroom is also generously sized and includes an additional bonus room with a closet, offering even more flexible living space. Enjoy all that West River Village has to offer, including an in-ground pool, beautiful grounds and a convenient location close to everything Guilford has to offer. Don't miss this great opportunity!

274 Church St Unit 7B, Guilford
$600,000
2 Beds ⋅ 2 Baths ⋅ 24200641 MLS
Live the lifestyle-a fantastic condo alternative with zero HOA fees! This completely renovated with unique touches, 1916 Cape Cod offers water views AND a truly prime location just ONE HALF MILE from Guilford Green's charming shopping, fine dining of all types, and historic churches with scenic views of the West River and surrounding salt meadows. Inside light-filled spaces showcase the bright painted interiors and rich hardwood floors throughout. The expansive chef's kitchen features Soho gray quartz countertops, a double stainless steel farmer's sink and all stainless steel appliances. Relax in the sun-drenched four-seasoned sun room offering views south towards Long Island Sound. Both bathrooms have been exquisitely updated: the main-level bath boasts quartz counters, a vessel sink, and a custom finger tiled shower, while the upper-level bath features marble flooring, crisp subway tiles as well as a luxurious marble rain shower! Out back, enjoy a private firepit area, a very useable storage outbuilding and convenient rear parking. Major updates provide complete peace of mind, including a 6 month old state-of-the-art hot water furnace, three high-efficiency ductless mini-splits, connected city water, a clean open full basement and mostly new siding, roofs and gutters. This property has an excellent Airbnb record as an option but better yet move right in and enjoy turnkey coastal Connecticut living! An opportunity like this doesn't happen very often so don't wait.

221 Water St, Guilford
$649,999
3 Beds ⋅ 3 Baths ⋅ 24205408 MLS
Whether you're coming from work or working from home, 48 Russett Drive offers an oasis in your busy lives. Situated on 3/4 of an acre of lush, professionally landscaped lawns bordered by mature perennials and featuring a captivating view of Bishop's Farm Apple Orchards, this home will make you feel that you've entered another world, but you're only minutes from I-95, Boston Post Road and Guilford Center. This contemporary house exudes comfort, modern convenience and privacy, removed from the noise of modern life. The first floor living/dining/kitchen/sun room and backyard decks are drenched with sun most of the day and are adjoined by a family room with a cozy gas fireplace, a full wall entertainment center and a 1/2 bath. New appliances in the updated kitchen complement its sleek and practical design, with a walk-in pantry for additional storage. The airy and light second floor features a primary bedroom with cathedral ceiling, a walk-in closet and en suite bath. An additional full bath serves two generously sized bedrooms, each have ample closets and abundant natural light. Recent updates include a new furnace and hot water heater, updated electrical and roof, leaving you with nothing to do but move in. The dry, full basement includes a washer/dryer, an additional full-size refrigerator and freezer and easy access to the two-car garage. A dramatic driveway enhances 48 Russet Drive's contemporary look, and its turn-key condition makes it easy to call it "Home."

48 Russett Dr, Guilford
$1,125,000
4 Beds ⋅ 3 Baths ⋅ 24205158 MLS
Historic 1856 Octagon Home Just One Block from the Iconic Guilford Green. Rarely does a home of such architectural distinction and prime location become available. Crafted in 1859 by renowned local builder Edwin A. Leete, this landmark 4-bedroom, 2.5-bath octagonal residence offers a extraordinary blend of mid-19th-century character and seamless modern comfort-all just a single block from the historic Guilford Green. Inside, the distinctive eight-sided floor plan fills the home with exceptional natural light across a generous layout featuring a formal Living Room, dedicated Dining Room, and cozy Family Room. At the heart of the home is a chef-inspired, high-end custom Gulick Kitchen, beautifully appointed for both daily life and effortless entertaining. Modern infrastructure ensures year-round comfort with central air conditioning and natural gas heating. Set on a lovely, flat and fenced in .61-acre lot, the property includes a versatile detached garage providing flexible space perfect for a workshop, home studio, or bonus room. Step outside your front door to enjoy boutique shopping, fine dining, local events, and train access within minutes. A true piece of Guilford history upgraded for today's lifestyle.

84 Fair St, Guilford
$1,150,000
4 Beds ⋅ 4 Baths ⋅ 24203610 MLS
Sophisticated and elegant hip roof colonial, built in 2005, 1st floor 9+' ceilings, 8+' ceilings or cathedrals on 2nd floor, HW flooring and tile, all spacious rooms, oversized windows through out, classic front and back staircases, walk-up attic, cherry cabinets with granite counters and expansive center island and new Wolf Gas Range. Main living room open to kitchen with wall of built-in cabinets/bookcases and gas fireplace. Lower level with rear yard walk-out, 2nd full kitchen with high quality appliances, fully tiled bathroom, 2nd laundry area, exercise room or storage. Exterior expansive double deck from kitchen, paved walkways surround entire house, with beautiful stone steps and evening walkway lighting. Ring security system on all sides of house. Gently tucked into an upscale quiet community of newer homes. and added privacy at end of road with 3 houses. Oversized rear secluded yard for activities and entertainment.

9 Inwood Dr, Guilford
$649,999
3 Beds ⋅ 3 Baths ⋅ 24204560 MLS
Welcome to 245 Dunk Rock Road, a beautifully renovated 3-bedroom, 2.5-bath home offering 2,048 square feet of thoughtfully updated living space on over 5 acres of private property in Guilford. This move-in-ready home has been fully renovated with modern finishes and quality upgrades throughout. The inviting kitchen features elegant quartz countertops, brand-new stainless-steel appliances, and plenty of workspace for everyday cooking and entertaining. The bathrooms have been completely refreshed with attractive tile finishes and contemporary details. The spacious 2-car garage offers even more versatility and features professionally finished epoxy flooring, creating a clean, durable space for vehicles, storage, hobbies, or a workshop. Inside, the home offers a comfortable layout with three bedrooms, two and a half bathrooms, and plenty of room for both everyday living and entertaining. Every detail has been thoughtfully updated to provide the convenience of a modern home while maintaining the peaceful character of the property. Outside is where this property truly shines. Set on more than 5 acres, the home offers an exceptional level of privacy and tranquility. Enjoy your morning coffee, entertain guests, explore the property, or simply unwind surrounded by nature.

245 Dunk Rock Rd, Guilford
$395,000
2 Beds ⋅ 2 Baths ⋅ 24191312 MLS ⋅ Long Hill Farm BLDG.
Located in the Barns, this private and quiet second-floor unit offers peaceful woodland views and incredible potential for customization. Step inside to an inviting open-concept layout highlighted by soaring vaulted ceilings, a cozy fireplace in the main living space, and direct access to a private deck overlooking a serene tree-lined setting. The well-proportioned layout features two bedrooms and two full bathrooms, including a primary suite with a huge walk-in closet. Complete with a dedicated one-car garage, this home provides both convenience and extra storage. Unbeatable location just minutes from the vibrant Guilford Town Green, Jacob's Beach, the train station, local shopping, medical facilities, and I-95 for an effortless commute.

65 Long Hill Farm, Unit 65, Guilford
$495,000
2 Beds ⋅ 2 Baths ⋅ 24202720 MLS ⋅ Copper Hill Village BLDG.
TURNKEY IN GUILFORD! Privacy, style and convenience come together in this beautifully renovated, free-standing 2-bedroom condominium tucked within a serene and meticulously maintained community. Thoughtfully updated with luxury finishes throughout, The beautifully remodeled kitchen opens seamlessly to the dining area, creating an inviting space for both everyday living and entertaining. For those seeking first-floor living, the main level features a spacious bedroom suite offering comfort and convenience. Upstairs, the private primary suite features new wall-to-wall carpeting, custom double closets, a beautifully renovated en suite bath and conveniently located laundry. The lower level, with fresh paint and new laminate flooring, provides additional versatile space ideal for a home office, fitness room, or bonus space. An attached two-car garage provides abundant storage and functionality, while the condominium lifestyle offers the ease of low-maintenance living. Step outside to a private deck, perfect for morning coffee or evening cocktails. Set within one of Guilford's most desirable condominium communities, residents enjoy picturesque walking paths and a private pond, all just minutes from the historic Green, shoreline beaches, shopping and dining. This unique residence offers the privacy of a single-family home with the ease of condominium living. Lovingly maintained, beautifully updated and truly move-in ready - unpack and enjoy!

45 Copper Hill Dr Unit 45, Guilford
$13,999
24204717 MLS ⋅ Guilford Yacht Club BLDG.
Great deal on a 38 foot slip at the Guilford Yacht Club. A great opportunity to own your own dock at the gorgeous Guilford Yacht Club. Absolutely stunning sunrises and sunsets await you. Within 5 minutes you are on your way to Long Island Sound and the many destinations of your choosing such as the Thimble Islands, Mattituck, Block Island, Newport and Martha's Vineyard. Included at your slip is a large dock box for your boating gear and water. Electricity is available. There is free pump out on the premises as well. Ownership includes membership at no extra charge. Additional amenities feature the use of the magnificent clubhouse for your private events, heated pool with heads and showers, dockhouse with heads and showers, Har Tru tennis courts and beautiful grounds. Plus there are tents and BBQ grills for member's use for your parties and barbeques.

379 Whitfield St Unit BS1738, Guilford
Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.