Guilford CT Real Estate & Homes for Sale

Tucked away on a desirable interior lot, this beautifully maintained 4-bedroom, 2.5-bath home offers privacy, convenience, and exceptional updates throughout. The level, oversized backyard is perfect for entertaining and outdoor enjoyment, complete with a stunning 18x36 heated saltwater pool (2021) and a pool house featuring electricity, outlets, and a changing area. Inside, the bright and updated kitchen (2022) opens to a Trex deck (2018), making indoor-outdoor living seamless. The finished basement (2022) provides additional living space, ideal for a playroom, gym, or home office. Gleaming hardwood floors were refinished in 2022, and a new roof was installed in 2022 for peace of mind. Other highlights include a Trane AC compressor (2020), new water system (2022), and an electric dog fence that encompasses the entire property (2024). Enjoy a fantastic location close to the highway, downtown green, and Jacobs Beach. This is the one you've been waiting for-move right in and enjoy the best of comfort, style, and convenience!

TO BE BUILT, beautiful new construction home! Your home ... Your way! At 3,579 square feet, there's a space for everyone! On the main level you'll find hardwood floors throughout, a spacious open concept kitchen and 2 story great room creating an incredible airy and open feel. Also on the main level is a study/office to suit any work from home needs, a dining room for family gatherings and an additional room for formal entertaining, a second home office or perhaps a playroom. Adding to the functionality and aesthetic of the first floor is a beautiful split staircase, with open rail overlooking into the great room. Upstairs will be four bedrooms. Two of the bedrooms will share a jack-n-jill bath. Bedroom 3 will have its own attached bath. The primary suite is a generous size with a luxurious attached bath and huge walk in closet. Last but not least, this home boasts a huge 3 car garage. Elevation of lot allows for a walk out basement.

Welcome to 31 Redcoat Lane, a charming raised ranch in the serene town of Guilford, CT, located conveniently between Rte 80 and Post Road. This desirable residence offers 1860 square feet of living space with spacious bedrooms and 1.5 baths. The bedrooms, large living room and dining area all have hardwood floors and large windows flood the rooms with natural light. The 1st floor bathroom and kitchen have tile floors. The kitchen has a center island and updated appliances. Downstairs there's a large cozy family area with a fireplace and two other rooms you could use for a bedroom and/or office. The garage sits under the house. You never get wet when leaving your car and entering your new home. Exit the kitchen to a large deck and beautiful, private backyard to enjoy gardening, entertaining or playing, just part of this .69 acre parcel of land. A long and wide paved driveway offers plenty of parking. Don't wait too long! This one, near the Guilford town center, schools, parks and the scenic shoreline, will go quickly.

FIRST TIME OFFERED IN OVER 90 YEARS! Located just steps from the historic Guilford Green, this property has the potential for a variety of uses. For residential use, it could serve as a single-family or two-family home. As it lies within the Guilford Green Zone, there are also possibilities for commercial use. In each case, this property provides a rare opportunity for the new owner to enjoy all that the vibrant center of Guilford has to offer. Built in 1926, and comprising over 1,800 square feet of living space, the property is served by city water and is currently heated with oil. Presently there are kitchens on the first floor, and second floors (no appliances). Recent improvements include a new roof (2019) and exterior paint. The rear yard is quite deep and offers space for outdoor entertaining, as well as the possibility of additional parking. Owner-occupants, as well as investors, will appreciate all that this location has to offer: the myriad shops, boutiques and restaurants on the Green, as well as The Guilford Free Library, Jacob's Beach & Park, and the train station are all nearby. This property is being offered "As Is", with pre-listing inspections provided to interested buyers, that include structural, pest, radon and septic reports. Opportunity is knocking.

Calling all flippers, investors and handy folks! Looking for a new project and a condo that needs everything? Well, look no further. Let your imagination run wild and turn this diamond in the rough into a sparkling gem. Or, imagine the potential as you envision transforming this unit into your own personal home. This private end unit offers serene privacy and has an open floor plan on the 1st level. Features include cathedral ceiling, living room with fireplace, dining area with a slider that leads to the deck, kitchen, primary bedroom with washer and dryer hookups and an attached bathroom. The spiral staircase leads to a versatile loft area that's perfect for a home office, workout space, or library with sliders that leads to a balcony overlooking private treed grounds. Enjoy ample natural light and extra storage in the upper-level closet. Close to hiking trails, lakeside activities, golf courses and more! Plenty of parking for guests. Don't miss out on this opportunity! PLEASE TAKE APPROPRIATE CAUTION WHEN YOU ENTER THE CONDO AS MOLD IS VISIBLE THROUGHOUT THE MAIN LEVEL. CASH SALES ONLY, PROPERTY BEING SOLD AS IS.

Welcome to this unique townhouse in a sought-after complex, offering over 1,400 sq. ft. of living space and two bonus rooms. The first floor features a beautifully updated kitchen, a spacious living room with sliding doors that lead to a private patio with scenic pond views, a convenient half bath, and a laundry room. The first bonus room, a bright and cozy (11x9) space with its own private entrance, is ideal for a home office. Upstairs, the master bedroom offers three closets and a private balcony with views of the grounds and pond. The second bedroom is equally spacious and offers the second bonus room (12x12) with closet. Convenient one car attached garage. The complex features a built-in pool, proximity to Adams Middle School and Guilford center. Commuting is easy with quick access to I-95! Don't miss out on this amazing opportunity!

OPEH HOUSE SATURDAY MARCH 29,2025 12NOON TO 2 PM GPS LOCATION To PROPERTY: 58 Leetes Island Rd Guilford.THIS HOME IS NOT IN THE FLOOD ZONE AND DOES NOT REQUIRE FLOOD INSURANCE! This Sachems Head property is practically new, having been built in 2021 by the current owner/contractor. Offering privacy and elevated water views, the home features a whole house generator and fully owned solar panels, making electric bills nearly nonexistent. A 4 zoned FHA HVAC system, a state-of-the-art HWH that competes with On-Demand technology to save energy costs, and town water complete the package. Enjoy outdoor living with a fire pit, a fenced garden or dog run, and a deck off the impressive kitchen and great room, which contains a wood-burning stove and entertainment center. Brazilian hardwood floors are on the main level and second floor bedroom level. Engineered hardwood floors are in the common area of the lower level. All bathrooms are tiled as is the foyer. The home has four bedrooms on the second floor, with two being ensuite and featuring spacious walk-in closets. The walkout lower level has additional space, including an office/workout room and a full bath, ideal for guests or a quiet workspace. Surrounded by nature, with mature plantings, outcropped rocks, and nearby nature trails, large windows fill the house with natural light and serene views.

13 Waterside Drive, Guilford, CT - A Coastal Gem on Joshua's Cove! Experience the best of waterfront living at this newly renovated coastal retreat, perfectly positioned on one of Guilford's most stunning sandy beaches. Nestled on the shores of picturesque Joshua's Cove, this 2-bedroom, 2-bathroom home-with an additional full outdoor bathroom- offers breathtaking views, a private beach, and access to some of the finest shell-fishing in the country. The bright, open-concept layout features a fully updated kitchen with newer appliances and cabinetry, effortlessly flowing into a sunlit living room with panoramic water views and a gorgeous gas fireplace. The spacious primary suite boasts a private ensuite bath, while the second bedroom offers comfort for guests or family. Step outside and you'll find an entertainer's dream: a private patio with dining area, ambient gas tiki torches, and a comfortable seating space for enjoying Guilford's legendary sunsets. The custom grilling station-with built-in refrigerator and sink-makes outdoor gatherings effortless and a full outdoor bathroom adds convenience after a day on the beach. Live every day like you're on vacation in this one-of-a-kind waterfront escape. Whether you're soaking in the views, relaxing on your private beach, or indulging in fresh shellfish straight from the cove-there truly is no place like it.

NEW CONSTRUCTION: Discover the perfect blend of elegance and comfort in this newly constructed home, located on scenic Tanner Marsh Rd. This property boasts four luxurious bedrooms and 4.1 bathrooms, including a primary bedroom on both the first and second floors, ensuring ample privacy and convenience for all residents. Quality craftsmanship is evident in every corner, from the high-end finishes to the thoughtful layout. The sun-drenched sunroom with vaulted ceiling, shiplap trim and limestone gas fireplace is a true highlight, offering a seamless transition to one of the two expansive outdoor decks/patios - ideal spots for soaking in the picturesque early evening sunsets and contemplating adding a pool to the beautiful lot. The home's gourmet kitchen is a chef's dream, designed with stunning finishes and state-of-the-art commercial appliances. The lower level surprises with 9' ceilings and large windows that invite natural light and possibilities for future expansion, adding value and versatility to the home. Located minutes to I-95 and the Guilford train station with easy access to Yale, hospitals and the Guilford historic district, convenience is an integral part of the lifestyle. Promising a balanced blend of upscale living and practical accessibility, this home is more than a place to live - it's the cornerstone for your next chapter.

Rare opportunity to make this unique property your own. This property with a 4000+ SF building has some distinctive advantages: it is located in a R-1 zone which permits two family use. It has been used as 1 apartment and the balance as offices since 1974 with a special permit. It is located within walking distance of the historic Guilford Green. It has city water, natural gas, solar voltaic panels, and an updated septic system. There is plenty of off-street parking. It is located in the Historic District. The property lends itself to a conversion to a grand single family home or gracious two family home. The building arrangement is conducive to either application. the shared driveway with the two family property to the south is not ideal but there is low visual impact. Rooms Listed Refer to Apartment only. Refer to Floor Plans to see first floor and second floor room sizes.

Nestled in the serene countryside of Guilford, Connecticut, 20 Long Hill Farm Road offers a tranquil retreat with a perfect blend of luxury and privacy. This stunning property boasts a beautifully designed home set on an private lot, surrounded by lush greenery and mature trees, providing a peaceful and secluded atmosphere. The highlight of the outdoor space is the heated inground pool, a private oasis where you can unwind and enjoy the peaceful surroundings. Whether lounging poolside during the warmer months or taking a refreshing swim in the cooler weather, the pool area is designed for relaxation and entertainment. With its meticulous landscaping and well-appointed exterior, this property offers the ultimate in comfort and privacy, making it an ideal retreat for those seeking both convenience and luxury in Guilford.

This estate is a rare sanctuary of privacy and refinement, nestled at the end of a private drive and surrounded by protected land for lasting seclusion. Just minutes from the Historic Green, where boutique-lined streets and exceptional dining await, this home blends tranquility with coastal charm. A gracious brick-floored foyer welcomes guests into an interior designed for both elegance and comfort. The library, warmed by a wood stove, invites quiet moments, while the formal dining room, with its own fireplace, sets the stage for intimate gatherings. The grand living room, also featuring a fireplace flows into a cozy den with a built in office area-ideal for both relaxation and productivity. The spacious kitchen is equipped with Sub-Zero and Dacor appliances. A sunlit breakfast area and a sunken living room open to an outdoor patio and deck. A main-level bedroom suite adds convenience. The primary suite evokes the ambiance of a luxurious retreat, complete with its own fireplace, marble bath, and two walk-in closets. This level also features a balcony, two additional bedrooms (one en-suite), a private office, laundry room, and another full bath. The finished walkout lower level boasts a media room and full bath, while an elevator offers access to all floors. Outside, a heated Gunite pool, spa, and stone patios create an oasis. With five garage bays, including a barn with a loft, this estate offers exceptional customization potential-a true masterpiece of privacy and luxury.

IMAGINE .90 acres of magnificent water views and walks to Jacobs Beach! It could all be yours in this sought after area of the Guilford shoreline. This special offering boasts an updated kitchen with granite counters, SS appliances and a center island for entertaining. LR features a large picture window which allows for a daily dose of unbeatable sunrises. Main bathroom has jetted tub with a heated circulator to enjoy a leisurely bath after a long day. The family room with a soaring ceiling will be the gathering spot for friends and family. Thru the front door is a stone patio with a fire pit where you can sit with a cocktail and hear the sounds of the water, or walk out the back slider to take in the quiet sounds of nature from your private backyard deck and view spectacular sunsets. Both bedrooms are on the main level. Upstairs your office/den awaits you with a slider to private upper deck and outstanding views of the water. Also in this room is a walkin attic with loads of storage space. Laundry is located in 1/2 bath on main level. Tankless hw, 7yr old roof, high efficiency fwa furnace, ductwork, shed. Walk to marina, park, beach. Home has endless potential for expansion or a re build allowing you to make it your dream oasis. Subject to Seller finding Suitable Housing. **Please note:price has been reduced because the extra lot across the street previously included with this sale has been removed from this listing and will no longer be included with this property

Welcome to Unit 1A at Eagleview, a recently completed coastal community just 90 miles from and midpoint between NYC and Boston, minutes from Guilford's coveted Town Green, the Shoreline East train station, and a beautiful sandy beach. This residence seamlessly combines breathtaking Long Island Sound views, pristine natural surroundings, and luxurious finishes. Inside, you'll find nearly 5,000 square feet of meticulously designed living space with 10' ceilings throughout. An elevator services all four floors, and each level boasts balconies or patios. The main level showcases a show-stopping gourmet kitchen with Carra marble countertops and Wolf/Subzero appliances. The living and dining area flows seamlessly to a covered deck with a fully equipped outdoor kitchen. This level also includes a pantry, a dining room that can double as an office, powder room, and a second balcony. Upstairs, the stunning primary bedroom features a boutique-worthy walk-in closet and luxurious marble bathroom. This level also includes a large ensuite bedroom with walk-in closet and a laundry room. The top level hosts another spacious bedroom, an office/bonus room with a balcony, and sensational views of Long Island Sound. The entry level features a sitting room with wet bar and French doors leading to a bluestone patio, bonus room, mudroom, powder room, ample storage, and a temperature-controlled two-car garage.

Introducing a custom-built Adirondack-style masterpiece, set on over 5 acres of pristine land. Designed with care by the current owners, this home boasts a seamless layout, ideal for entertaining. Spacious, elegantly appointed rooms feature a custom-designed kitchen, soaring ceilings, and a stunning two-sided stone fireplace. Each bedroom is en suite, offering both privacy and luxury. The first-floor guest suite enjoys its own private wing, while the finished lower level includes a theater room and recreation area. The outdoor spaces are equally impressive. The meticulously landscaped grounds feature mature plantings, a bluestone patio, an outdoor fireplace complete with pizza oven, a heated gunite pool, and a tennis court with lines for both tennis and pickleball. A separate carriage house provides a garage bay, office space, an additional bedroom, and a full bath, perfect for guests or as a home office. Additionally, a whole home generator. Ideally located just minutes from the town center and its historic green, this property offers access to boutique shops, a variety of restaurants, cozy coffee shops, and the scenic Jacob's Beach. This one-of-a-kind home is truly exceptional, with so much more to discover and appreciate. Set privately back from the road, please do not drive up to the property without an appointment.

Just the home you have been waiting for! A four bedroom ranch on over an acre in Guilford, hardwood floors throughout, and a great eat-in kitchen with beautiful cabinetry and counters. The welcoming atmosphere embraces you as you walk in the front door; the light-filled living room has warmth and appeal, and even includes an efficient pellet stove for those cold winter days. Between the kitchen and dining room you will have plenty of space for entertaining both family and friends. In the warm weather, open the sliders from the kitchen and head out to the back deck and large yard, and enjoy the above-ground pool. The bedroom adjacent to the kitchen has its own full bath, use this as your primary bedroom or keep it available for guests. Down the hallway are three more bedrooms and another full bath. The partially finished lower level provides even more space, it is currently used as a workout area and family room. This is a home that has been well-loved by the current homeowners, their need to up-size is your perfect opportunity to settle in and make it your own. Convenient location, easy commuting, short drive to downtown Guilford. Request your showing appointment soon!

66 HIGH STREET - 3 bedroom, 2.5-bath condominium, boasting an impressive 2,194 SF on the 2nd floor. The views are western exposure, of marsh and Long Island Sound. Located in the prestigious community of Guilford, CT, this residence offers a harmonious blend of modern design and natural beauty. The open concept includes a sun filled Living Room, with a cozy gas fireplace, Dining Room and Kitchen, all creating an ideal environment for entertaining and everyday living. The Kitchen has leathered granite countertops, stainless steel appliances, and a charming coffee bar, all setting the stage for culinary exploration and social gatherings. Retreat to the tranquility of three generously sized bedrooms, including a Primary Suite with an en-suite bath and oversized walk in closet. The second bedroom has a full bath in the hallway and third bedroom serves as an office to the current Tenant. Residents enjoy exclusive access to an on-site gym for wellness and fitness, a serene in-ground heated pool for leisurely swims and relaxation and a fire-pit for fun gatherings. This condo is a sanctuary of sophistication, where every detail caters to a lifestyle of discerning taste and leisure. The combination of stunning views, high-end finishes, and community amenities sets this property apart as a premier choice for those seeking a distinguished waterfront living experience in Guilford.

Nestled on a spacious and serene .92-acre lot, this fully renovated 4-bedroom, 3.5-bath contemporary home has the perfect blend of modern design and functional living. The thoughtfully designed layout features a luxurious primary suite on the main level, ideal for convenience and privacy. Upstairs, discover a second primary suite, complete with its own private balcony, providing a peaceful retreat. The home's open-concept design showcases sleek finishes, abundant natural light, and a seamless flow between indoor and outdoor spaces, perfect for entertaining or relaxing. The expansive lot has plenty of room to create your dream outdoor oasis, while the updates throughout ensure a move-in-ready experience. This home is a rare find-modern living meets timeless comfort!

The finest GUILFORD DOWNTOWN LIVING possible. This incredible townhouse will take your breath away! This 2800 sq ft end unit is located in the historic mill building at this luxurious complex. Combining modern living with extraordinary architecture and the finest finishes. Spectacular marsh views from every window as well as the oversized private deck. Dramatic 20' ceilings with exposed metal & wood trusses is one of the highlights of the open floor plan. Huge living room. with a gas fireplace blends beautifully into the dining room with a 2nd fireplace. A cooks dream in this stupendous kitchen. Oversized island, loads of cabinets, high end wolf stove, sub zero refrigerator, a wine chiller and a big walk in pantry with custom cabinetry. Both floors offer a private primary suite with custom finished closets, stunning full bath with double sink vanity, soaking tub, heated floors and wonderful windows. For some real drama in living space, walk up the custom ladder to a finished 240 sq ft loft great for sleepovers. Full laundry room & lots of storage. This is the ONLY unit with an attached custom finished, heated 2 car garage(even has an audio system) and custom cabinetry! Phenomenal hardwood floors throughout. Your dream to live 1 block from the Guilford green with wonderful stores & restaurants the train station & so much more is a reality. City water, gas heat. Heated swimming pool, fire pit and a full gym in the complex. DO NOT MISS THIS INCREDIBLE OPPORTUNITY

One-of-a-kind home on a rare, secluded lot. "Wow" is what you'll say when you enter this A-frame home, you'll want to call it The Treehouse! Privacy to the max, the rear lot is bordered by Guilford Land Trust, Kampmeyer Preserve! Home was lovingly built by the original owner with tongue and groove throughout the upstairs, each bedroom has its own bathroom. House needs updates. You won't find another one like this.

Nestled quietly off the Boston Post Road and a short drive to Guilford's Town Center, the Cottage at the Woods transports you to a quaint European village with it's striking architecture, hand cut stone work, and expansive patios with cozy fireplaces. Brilliant sunlight drenches the chef's kitchen and family room through walls of glass and french doors leading to a spacious patio. The residences elevator escorts you to both the second and third floors; both of which embrace large bedroom suites and plenty of room for game rooms, office space or simply spaces to sit and relax. Enjoy 3 seasons outdoors by your fireplace or in the generous family room enjoying your favorite sport or movie. Exit through the communities gated entrance and find yourself in the heart of Guilford's town center a mere 6 minutes away. Don't miss this opportunity to secure one of the best kept secrets and values along this part of the CT shoreline.

Nestled quietly off the Boston Post Road and a short drive to Guilford's Town Center, the Cottage at the Woods transports you to a quaint European village with it's striking architecture, hand cut stone work, and expansive patios with cozy fireplaces. Brilliant sunlight drenches the chef's kitchen and family room through walls of glass and french doors leading to a spacious patio. The residences elevator escorts you to both the second and third floors; both of which embrace large bedroom suites and plenty of room for game rooms, office space or simply spaces to sit and relax. Enjoy 3 seasons outdoors by your fireplace or in the generous family room enjoying your favorite sport or movie. Exit through the communities gated entrance and find yourself in the heart of Guilford's town center a mere 6 minutes away. Don't miss this opportunity to secure one of the best kept secrets and values along this part of the CT shoreline. Garage, first floor and bathroom have radiant heat. Stairwells have full sprinkler systems.

Nestled on 4.5 picturesque acres, this idyllic country estate is a unique blend of natural beauty and refined craftsmanship. The property features a 1.1-acre natural Baldwin Dudley Pond, perfect for fishing and kayaking, with a dock plan framed by twin weeping willows at the spillway. A stunning custom masonry entrance with stone pillars leads into the driveway, which boasts 1.2 miles of walking paths winding through meticulously landscaped grounds. The estate includes a potential carriage or barn building lot, as well as 100 feet of decorative boulder retaining walls that and sweeping views of the Guilford Hills. Elegant crossbuck fencing, lamp posts, Belgium block edges, green giant trees, sea grasses, and hemlocks add to the charm. A stone veneer bridge over a free-flowing stream greets visitors at the entry, and granite hitching posts enhance the western side of the property. This exceptional property is ready for immediate development, with B100 surveys, wetlands approval, and building permits prepared for final approval. The existing home has been stripped to the studs, has a solid foundation with a new roof, operational well, temporary power, and intact windows. Upgrades are needed for the septic and heating systems. Plans for a stunning 3,700 sq. ft. home with a three-bay garage are available, featuring four bedrooms, vaulted ceilings, a floor-to-ceiling fieldstone fireplace, an open dormer with a slider balcony, and a first-floor suite w/pond view.

35 Water Street, presently an office building ready to be converted into residential. Located directly in the heart of downtown Guilford, right across from the town post office and just steps away from the Guilford Green, Town Plaza and historical district. This prime location offers close distance to Jacobs Beach, train station and nearby highways, along with many local parks and historic landmarks.

Last two homesites available in desirable Long Hill Estates. This is your chance to own NEW CONSTRUCTION on a beautiful, lightly wooded lot that spans approximately half an acre. This to-be-built home boasts a desirable open concept floor plan with 9ft ceilings and gleaming hardwood floors. Enjoy your own retreat in the private en suite bedroom. The designer kitchen with granite countertops and island is perfect for entertaining guests, complete with a rear deck to soak up the serene surroundings. The ESSEX model boasts 2,075 sqft of living space, featuring 3 bedrooms, 2.5 bathrooms, a formal dining room, and a spacious living room, ensuring you'll have plenty of space to entertain. Enjoy a generously sized 2 car garage, propane heat, and central air, providing both comfort and convenience. Located near schools, stunning beaches, recreational parks, charming town green, and easy commuting access, Long Hill Estates truly has it all. Don't miss your chance to work with a prestigious local builder and own a brand new, low-maintenance home that's sure to exceed your expectations. House is to be built