Guilford CT Real Estate & Homes for Sale

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.

Welcome to 2 Timber Lane-a home where every detail has been carefully considered to exceed your expectations. Nestled in Guilford's sought-after Woodlands enclave, this impeccably maintained 4/5-bedroom Colonial strikes the perfect balance between everyday comfort and timeless elegance. Whether you're seeking a full-time residence or a serene weekend retreat, you'll find it here-minutes from the town center, restaurants, shops, and top-rated schools. Sunlight pours through an open, versatile floor plan, designed for both lively gatherings and quiet moments. The first-floor primary suite offers privacy and ease, while a dedicated home office allows for seamless remote work. Over the garage, a separate bonus suite-with private entrance-presents endless possibilities: in-law accommodations, au pair quarters, or a second office. Extensive recent upgrades include a new roof and gutters, top-tier appliance package, Velux skylights, fresh interior and exterior paint, whole-home generator, and more (full list available). Set against peaceful, wooded surroundings, 2 Timber Lane is not just a house-it's an invitation to enjoy the best of Guilford living.

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.

** multiple offers - deadline noon 3/18 **Discover this meticulously maintained 4-bedroom split-level home in the desirable Sunrise neighborhood. With a deceiving amount of space, a flexible floor plan, and a warm country chic style, this home offers a unique blend of comfort and elegance. Perfect for families, entertainers, and those who work from home, this property is a must-see! The main floor offers open concept living and dining room with cathedral ceilings offering plenty of natural light. Additionally on the main level is a cozy sunroom perfect for enjoying morning coffee or relaxing, with access to the ground level backyard deck. The Modern Kitchen features white raised panel cabinets, stainless steel appliances and Corian countertops. The primary suite was expanded to include an extra office/nursery/workout room with a walk-in closet featuring custom built in, and a ensuite bathroom. Not to be missed is the lower level, featuring a bedroom, family room with fireplace, additional area with built in desks, great for a office or kids homework area, plus a mudroom with built ins out to the two car attached garage, and a fully equipped exercise room. Furnace, hot water heater, split air systems, roof, and windows have all been updated, reflecting the owners care and maintenance throughout. This home and location is nothing short of fantastic! Schedule a showing today before its gone!

94 Cooks Lane, a property that could grace the pages of any equestrian magazine. This home built in 2004 offers a perfect blend of comfort & luxury on a dead-end road on a private 3.6-acre lot. Approx. 3,200 sq ft w/4 bedrooms, 4 full baths & an attached 2-car garage w/ storage space. The home's curb appeal is highlighted by a paver walkway, a covered front entry w/stately columns & a stone-accented double front door. Step inside to a grand 2-story foyer, where French doors open to a private home office, along w/a full bathroom, living room, a formal dining room & a spacious eat-in kitchen. Designed for both function & style, the kitchen boasts a central island w/a secondary sink & seating, 2 pantries, ample cabinetry, stainless appliances & granite counters. The family room is a showstopper, featuring cathedral ceilings, a dramatic stone fireplace & built-in speakers. The resort-like backyard is designed for entertaining & relaxation, complete with a full outdoor kitchen, bar, fireplace & a fenced-in Gunite inground pool w/an attached jacuzzi. A deck with a pergola provides a shaded retreat, while the equestrian facilities include a 5-stall barn & 4 separate paddocks/riding arenas spanning approximately 2.5 acres. Upstairs, the primary suite offers 2 walk-in closets & a spa-like bathroom w/dual sinks, a soaking tub & a walk-in shower. The 2nd floor also features a laundry room, a 2nd bedroom suite w/a full bath & 2 additional guest beds that share another full bath.

Nestled in a scenic, tree-lined neighborhood in Guilford, 34 Michelle Lane offers an abundance of space, thoughtful design, and modern conveniences. This 3-bedroom, 2.5-bath Colonial strikes the perfect balance between functionality and charm.As you step inside, hardwood floors lead you through the formal living and dining rooms, both bathed in natural sunlight, creating a warm and inviting atmosphere. The kitchen boasts ample cabinet space and granite counter tops, along with an eat-in nook, perfect for both casual dining and entertaining. Adjacent to the kitchen, the family room with a wood-burning fireplace provides a cozy retreat, while sliding doors open to a private deck, seamlessly blending indoor and outdoor living.The second floor is home to an oversized primary suite, complete with his and her closets and an en-suite bath featuring a washer and dryer for ultimate convenience. Two additional bedrooms offer comfortable accommodations with easy access to a full hall bath.A third-floor bonus room provides incredible flexibility-whether you envision a home office, gym, playroom, or creative space, this additional level offers endless possibilities.This home also features a two-car oversized garage, large private yard perfect for outdoor enjoyment, and valuable updates, including a roof installed in 2016, furnace AC 2007, and city water-a rare find in Guilford! This home is just minutes from the historic town green, beautiful beaches, and major highways

Welcome to Guilford! This home has been beautifully renovated by the current owner! Stunning hardwood floors throughout! A spacious living room is an inviting space to relax and entertain around the wood burning fireplace. The updated eat in kitchen has custom cabinetry, quartz counters and pretty tile backsplash. The main level provides a lovely primary suite with full bath and walk in closet, 2 additional bedrooms with built in storage and a second full guest bath. Additional living space in the finished lower level is well thought out, providing tons of extra storage, a perfect space for a home office, playroom/TV entertainment area! Interior and exterior access to the garage and backyard. Updated mechanicals, thermopane windows, 2 yr old roof and central A/C makes this home a smart investment. Book your appointment quickly!

IMAGINE 1.5 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. Living room 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 the 1/2 bath on main level. Tankless hw, 7yr old roof, high efficiency fwa furnace, ductwork, shed. Walk to marina, park, or beach. This home has endless potential for either expansion or a re build allowing you to make it your dream oasis. Included in the sale is the .62 acre lot across the street. Please consult with the Town of Guilford for Building Restrictions. Subject to Seller finding Suitable Housing

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.

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!

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.

Are you searching for a magnificent home in Guilford? Sitting proudly in the premier Lantern Hill subdivision, this beautiful 5-bedroom, 4 full bath center-hall colonial is the elegant home you've been looking for! Just minutes from the Guilford Green it boasts 5,886 square feet of luxurious living space, offering a bright and open floor plan with soaring ceilings, hardwood floors, and sophisticated details throughout. The gourmet kitchen features granite countertops, a wall oven, center island with gas cook-top, and a wet bar - perfect for entertaining. Among this home's features is the new main floor en-suite complete with a new full bathroom, two rooms with cathedral ceilings, a 3-car garage and two cozy fireplaces. Enjoy year-round serenity in the stunning glass-enclosed solarium. Upstairs, there are 3 bedrooms including a lux primary suite with an updated spa-like bath, large walk-in closet, and convenient laundry area. The fully finished lower-level walk-out includes a rec room, a 5th bedroom, and full bath. Additional highlights include the BRAND NEW ROOF, BRAND NEW FURNACE, new front walkway, a portico entrance, new back patio and a generator. This home is the perfect blend of space and style in a top-tier location - the possibilities abound! Close to I-95 and 90min from NYC.

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

Last two homesites in desirable Long Hill Estates. This is your chance to own new construction on a beautiful, lightly wooded lot that spans approximately half an acre. The Pleasant View model has 1708 square feet, 3 bedrooms, 2 full/1 half bath, and 9 foot ceilings. Offering an open concept floor plan and a custom designer chef kitchen with island and granite counters, you will love the feel of this new construction home. House has hardwood floors, primary bedroom suite with walk in closet and full bath, upper level laundry room, and an unfinished bonus room for future potential expansion. Exterior is maintenance free and offers a back rear deck where you can relax and enjoy the peaceful views. Close to center of town, beach, park recreation area, highways, shopping, Yale, and more. Be sure to visit today as you don't want to miss the opportunity to be part of this exciting development. House to be built.

Embrace the essence of coastal elegance in this two-story townhouse nestled within the Seaview Terrace Community. As you step through the front door, you are greeted by a grand foyer with soaring ceilings and a convenient coat closet, setting the stage for a home that blends spaciousness with warmth. Ascend the staircase to discover the heart of the home, where an open floor plan invites seamless living and dining. The dining area, complete with sliding doors, opens onto a deck that has serene views of the creek and marshlands-a backdrop for memorable gatherings and tranquil moments alike. The living room is both generous and inviting, centered around a charming wood-burning fireplace that promises cozy evenings at home. The kitchen exudes a delightful sense of nostalgia, while a versatile room adjacent to the kitchen awaits your personal touch-envision a home office, guest space, den, or a tranquil retreat for reading and relaxation. The journey continues upstairs to the luxurious primary suite, a sanctuary of comfort featuring high cathedral ceilings, abundant natural light, a spacious walk-in closet, convenient laundry area, and an en-suite full bath. Proudly maintained, this unit boasts updated windows, modern flooring, and a fresh coat of paint throughout. An additional detached garage, located at the back of the complex, is included for your convenience. Situated approximately two hours from NYC and 1.5 hours from the beaches of Rhode Island.

TOP OF THE WORLD. A beautiful 4000+ sf space interior designed by award winning David Scott Parker Architects, FAIA. David has designed high end residences and cultural institutions in Southampton, Rancho Sante Fe, Florida, Massachusetts & CA. The finishing touches have just been completed on what is arguably the most luxurious penthouse in the state of Connecticut. The apartment's views of the salt marsh & L.I. Sound from its high vantage point are mesmerizing. The attention to detail and the custom construction of this unique unit is extraordinary. The only apartment on the top floor of the Chittenden building, it's the last to be constructed at the prestigious Residences at 66 High Street. From the elevator a private foyer leads through a gallery into a great room large enough to make a grand piano feel comfortably at home. An office is separated from the great room with pocket doors. Adjacent is the dining room that easily seats ten with double doors leading to an enormous, high ceilinged screened porch with panoramic views. The family room with a gas lit fireplace has double doors leading to the porch and is adjacent to a truly incredible kitchen. In another wing is the gracious primary suite which also has a gas lit fireplace, a large double bathroom and unbelievable closet space. There are 2 guest rooms each with their own bath and an 18' x 18' room adjacent to the primary suite currently envisioned as an exercise room but could also be used for many other purposes.

After Colleen McCullough wrote her best selling novel, "The Thorn Birds" she designed and built a house to fulfill her dreams. Near her publishers in New York, yet with the seclusion of forested hills and brook where she could work in an ideal setting. From the imposing entrance at the end of a winding drive, one faces a long and beautiful foyer, opening on one side to the enormous atrium terrace. On opposite sides of the terrace are two wings containing the master suites, virtually separate apartments in themselves. A light marble stairway rises from the foyer to a small gallery and beyond is the utterly breathtaking living room, 72 feet long, encompassing the sylvan vista to the south. The irregular shape of this room lends itself to intimate groupings around the fireplace or on the raised music alcove, on the small marble dance floor or at the other end, the 920 sq foot open deck. 10.26 private acres backing up to forest land.

Your Dream Home Awaits - - Whether you're savoring a sunset from your expansive deck, entertaining in style, or exploring Guilford's vibrant offerings, "Eagleview" is more than a residence, it's a lifestyle. Imagine crafting your vision of 6,000 to 8,000 square feet of luxurious living space, enhanced by nearly 140 linear feet of deck space perfectly poised to capture the serene beauty of salt marshes and the sparkling expanse of Long Island Sound, where even eagles make their home. Nestled just a half-mile stroll from Jacob's Beach and Guilford's celebrated Town Green; renowned for its dining, boutique shopping, and vibrant community spirit, Eagleview is a boutique community of 12 bespoke luxury townhome condominiums redefining elegance and ease. This extraordinary residence offers up to 9,515 square feet of combined indoor and outdoor living space, private storage, and heated four-car garages, all thoughtfully designed with 10' ceilings, custom crown moldings, Chef's Dream Kitchen outfitted with professional-grade appliances, refined finishes, and ample space for culinary creations. Plus, private elevators, backup power generators, central A/C, central vacuum, and a flexible open floor plan. A 2-hour ride to both NYC and Boston, with nearby rail connections offering effortless access to New England's best, Eagleview offers uncompromised comfort and an unrivaled location where the possibilities are endless, the details exceptional, and the lifestyle extraordinary.

Welcome to 35 Bayberry Lane, located in the charming shoreline town of Guilford, CT. This home was newly rebuilt in 2024 and offers a perfect blend of modern design and coastal living; minutes walk to the water. The first-floor primary suite provides ultimate convenience, featuring a luxurious en suite with double sinks, a soaking tub, and a walk-in shower. The open floor plan boasts premium 4-inch white oak hardwood floors throughout, creating a seamless and spacious flow ideal for entertaining. The gourmet kitchen shines with a 10-foot island, high-end appliances, custom cabinetry, and abundant natural light, and enjoy the fireplace in the living area! Sliders off the kitchen lead to a stone patio with a built-in fire pit. Make s'mores over the open fire pit after a fun-filled day at Joshua Cove. The fully finished lower level adds 645 square feet of additional living space, complete with a built-in bar, perfect for entertaining or creating a home gym. Every detail of this home has been thoughtfully designed, from the energy-efficient features like extra insulation and underground gutters to the premium finishes including Anderson windows, Ameristar HVAC, stone walls, and exterior lighting. Ideally located near major highways, Yale, New Haven, and Boston, with a Metro Station offering direct service to Grand Central, this home combines coastal charm with modern convenience. This home could be converted to propane heat. Call for more details!