luxury houses for sale Guilford, United States

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, the home features high-end replacement windows and exterior doors throughout, as well as young, well-maintained mechanical systems for ultimate efficiency and peace of mind. Spanning nearly 3,000 sq. ft., the bright and flowing floor plan boasts 2 cozy fireplaces, sun-drenched living spaces, and a primary bedroom suite. Relax or entertain on the covered deck and patio while soaking in the quiet wooded grounds and tranquil river views. A full walk-out basement and a floored walk-up attic provide extensive storage or future expansion potential. Complete with central air, public water, and an attached 2-car garage. A true natural sanctuary just minutes from the historic Guilford Green, top-rated schools, beaches, and commuter routes!

Renovated 3-bedroom, 2-bath Raised Ranch on just over an acre of flat, level property in the Guilford Lakes neighborhood of Guilford, Connecticut. 1,760 square feet of fully updated living space,a finished lower level with fireplace offering flexible room for a family room, home office, gym, or guest space. The sun-filled main level features an updated kitchen with quartz countertops, tile backsplash, and new stove and microwave, opening into living and dining areas with hardwood floors throughout. Both full bathrooms have been completely remodeled. New flooring, interior doors, trim, lighting, fresh paint, and an updated laundry room complete a turnkey interior. The backyard is the rare part - just over an acre of open, level, usable land, uncommon at this price point on the Connecticut Shoreline. Location offers Guilford Lakes Elementary school, the Timberlands trail system, GL Golf Course, the town dog park, and Nut Plains Farm within minutes, not too mention, Krauzers and a local liquor store as well. Downtown Guilford's historic Town Green, shops, restaurants, Shoreline beaches, Yale Medical Services and commuter routes are a short drive.

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 Guilford's Historic Green, shops, restaurants, beaches and shoreline attractions.

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 room has newly installed hardwood floors with a wood stove which opens to the newly remodeled kitchen with Cherry Cabinets, Quartz counter tops and stainless appliances. The large dining room with a bay window opens to the formal living room and has views of the large level backyard and offers custom moldings. Upstairs are four very generous bedrooms; the Primary bedroom offers a large walk in closet and has an updated bath with quartz counter tops and a large walk in tiled shower. Three additional bedrooms are serviced by large family bath. A full unfinished basement could easily be finished for additional living space if needed. The backyard is private and accessed off the kitchen with a new composite deck and fire pit area - could easily accommodate a pool if desired. Recent updates also include newer Marvin Integrity Windows and a newer Architectural roof (2016). This home has direct access to Bitner Park with miles of hiking trails, disc golf course, pickle ball courts, skateboard park, soccer and baseball fields. Perfectly central to all things Guilford, this home is just .8 miles to the Baldwin Middle School and 1.1 miles to the State of the art Guilford High School. Easy access to I-95.

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 (tastefully renovated), an enormous, exposed beam living room, generous family room, and mudroom. At the heart of the home, the sun-drenched eat-in kitchen invites everything from quiet morning coffees to festive gatherings. Step outside to dine in a charming stone wall courtyard, overlooking your sparkling (heated!) inground pool. The pool, flower beds, and trees have been professionally landscaped for privacy and delight. No modern comfort was spared, as HVAC was completely overhauled: new boiler, heat pump for central air and heat, and sustainable solar energy. Please see the attached list for the expansive upgrades completed by the current owners. Schedule your private tour today-50 Ledge Hill is the dream retreat that many are searching for.

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 convenience. The property provides exceptional privacy and scenic natural surroundings, all just minutes from Guilford's vibrant town center, shoreline beaches, acclaimed restaurants, shops, and everyday amenities. Thoughtfully updated and meticulously maintained, the home welcomes you to a warm, inviting living room anchored by a fireplace, wood-burning stove and built ins. The updated eat-in kitchen features granite countertops, stainless steel appliances, and sliding doors that open to a spacious deck - an ideal setting for entertaining or simply savoring the tranquil surroundings. Recent improvements include a beautifully remodeled second-floor bathroom, newer appliances, and updated mechanicals, reflecting the care and attention invested throughout. The flexible floor plan offers two bedrooms and a full bath on the main level - perfect for guests or a home office. Upstairs, the generous primary suite is complemented by an additional well-proportioned bedroom and a stylishly updated full bath. Additional highlights include a spacious workshop-ready lower level, an attached two-car garage, whole-house generator hookup, and a large storage shed.

A true once in a lifetime opportunity! As you wind through picturesque Sachem's 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 Sachem's Head and spans 5,185 square feet. The main level features walls of windows that provide unforgettable views of Long Island Sound and Faulkner's Island. The open kitchen/family room will satisfy any gourmet chef. It's a perfect space for indoor entertaining where guests can enjoy a crackling fire or step outside to an incredible bluestone patio with a fire pit for cool evening bonfires. Take in the 270 degree view of the Sound and enjoy both the sunrise and sunset. Outside entertaining is easy with a heated Pebble Tech Gunite pool, sound system, an outdoor shower, and ocean breezes. The coveted Sachem's Head Association offers amenities that include: beach access, tennis and paddle courts (approx. 600 ft from the house), kayak rack, boat launch, and possible deep water mooring. This coastal home has public water, a whole house generator, an irrigation system, security, and surveillance system, an Invisible Fence, the potential to subdivide, newer septic system (2010), an oversized 2 car garage, and no need for flood insurance. Nothing Compares.

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 Guilford's desirable North Guilford Neighborhood, this 4-bedroom, 2.5-bath open-concept Colonial delivers 3,410 square feet of pure comfort across two beautifully styled levels. The home boasts timeless Connecticut Shoreline curb appeal, situated on nearly an acre of manicured property. Step inside to find rich updated floors, two fireplaces, central air, and four bright skylights that keep the vibe light and airy. But the true showstopper is the backyard oasis. The sprawling multi-level deck wraps around an above-ground pool, built for epic daytime entertaining. When night falls, the atmosphere shifts completely as the lower lounge area comes alive with cozy string lighting and a sleek gas fire pit table. Rounded out by practical perks like a full basement, attached garage, and raised garden beds, this home is engineered for relaxation. Plus, you're just minutes from the historic Guilford Green, local coastal dining, the marina, Jacobs Beach and Lake Quonnipaug around the corner. Come experience places like Dudley Farm Market, Lakeside Feed, Bluff Head Trails, Nut Plains Farm, as well as our Guilford Green, shops, restaurants and so much more! This is Shoreline living built for how you actually want to spend your weekends. Professional pics will be coming on thursday.

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 new plantings. A handsome granite and brick entry-walkway welcomes you inside to a 3-bedroom, 2-bathroom layout. This stunning home features a floor plan that allows for an easy flow and beautiful, natural light on both sides of the house, seamlessly combining historic charm and architectural details with newer, sunlit additions. Inside, you will find newly refinished hardwood floors, an impressive wood-burning fireplace, and an updated kitchen complete with quartz counters and brand-new appliances. Adding to the property's versatility is a 2-car garage featuring a heated work- or office- space above it, complete with its own separate meter-perfect for a quiet home office or studio. Location is everything, and this property puts the best of Guilford right at your fingertips. You are just 1.1 miles from the historic Guilford Green, 1.6 miles from the Guilford train station for an easy commute, and only 2.5 miles from the sandy shores of Jacobs Beach. Enjoy the perfect blend of private, peaceful living and unbeatable coastal convenience.

This is not simply waterfront living. This is a waterfront lifestyle unlike any other. Tucked within the coveted enclave of Sachem's Head, this extraordinary estate commands direct Long Island Sound frontage with unobstructed harbor views and breathtaking sunsets. Masterfully crafted in 2003 and transformed by the current owners with uncompromising quality, the 6,000 SF+ residence is defined by Dramatic walls of glass framing endless water views from virtually every room offering seamless indoor-outdoor living. You will be immediately wowed by the jaw dropping great room with an incredible fireplace & soaring ceiling. At the heart of the home lies a stunning Poliform kitchen, the pinnacle of modern luxury, thoughtfully appointed with premium appliances and designed to delight the most discerning chef. Oversized dining area that effortlessly steps right onto the expansive Ipe deck for additional outdoor waterfront entertaining. The all glass-enclosed family room overlooks the sound as well as the heated saltwater pool. Upstairs, a dramatic suspended gallery leads to an octagonal office and private outdoor captain's walk with endless vistas. The primary suite is a sanctuary with panoramic water views, balcony, fireplace, custom closets, and a spa-inspired bath with oversized shower and infrared sauna. A separate wing offers three en-suite bedrooms with stunning new baths and custom bunks for additional guests. Exceptional boating amenities include a permanent pier of concrete

A rare opportunity to own one of downtown Guilford's most iconic residences, often referred to as The Spaceship, masterfully designed by architect Wilfred Armster. This striking copper-clad building, elevated on concrete stilts, was thoughtfully positioned to capture sweeping, unobstructed views of Long Island Sound-beautifully showcased from this premier front-facing unit. Enter through the oversized two -car garage, offering additional ample space for a home gym, workshop, or endless storage. Inside, the home opens to a dramatic great room where walls of glass flood the space with natural light and frame stunning water views. The expansive room with a fireplace flows effortlessly into the dining room & open kitchen, featuring a large breakfast bar, abundant cabinetry, new appliances and generous prep space-ideal for both everyday living and entertaining. The first floor also includes a versatile private space with a full bath, perfect for guests or a home office. Upstairs, the serene primary suite offers a walk-in closet, full bath, and a private sun deck overlooking with breathtaking views-your own peaceful retreat. Located just a short walk to the train station, marina, and Guilford's charming downtown filled with shops and restaurants, this is an ideal weekend escape from NYC or year-round residence. New furnace, water heater & AC. Watch the moon rise & the sun set from your one of a kind home. This small complex with low fees seldom comes to market-don't miss it.

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 newly refinished hardwood floors and a bright, open floor plan. A sun-filled great room flows into the chef's kitchen, complete with quartz counters, a large island, Thermador appliances, and induction cooktop. Designed for one-level living, the spacious primary suite is located on the first floor. In total, the home offers four bedrooms, three full, and one half bath. Amenities include a dedicated mudroom and laundry room equipped with an advanced ozone laundry system. Built to the highest green standards, the home utilizes geothermal heating and cooling, active solar, and energy efficient triple-pane windows. A full unfinished basement holds a large root cellar, while the three-car garage boasts an EV charging station and a walk-up attic storage area. A Generac generator ensures total peace of mind. Relax on one of the two Ipe covered front porches and take in the stunning grounds. This unique property features a passive solar greenhouse with cold frames, extensive garden bedding, a newly planted fruiting tree orchard, and sugar maples. Animal lovers will find a three-stall barn, two chicken coops, a duck coop, an enclosed dog park, and two large fenced pastures with hay fields.

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 addressed. From the newer roof, siding, and energy-efficient windows to the updated septic system, this home provides total peace of mind. Step inside to a bright, airy floor plan featuring a stunning designer kitchen, chic new bathrooms, and gleaming finishes throughout. The layout includes 4 spacious bedrooms, a dedicated home office perfect for remote work, and a seamless flow between the living and dining areas. Outside, the new stone patio serves as a private sanctuary, complete with bistro lighting and views of the sprawling lawn and a magnificent, renovated post and beam barn. This versatile structure features an upper level and is already equipped with electricity and a water conduit (ready for final hook-up)-offering incredible potential for a professional studio, workshop, or hobby space. A Unique Opportunity for the Visionary Buyer: 168 Union Street is being offered individually or in conjunction with the adjacent property, 208 Boston Street. Purchased together, these properties offer a rare chance to own a multi-generational family compound, a live/work investment setup, or a primary residence with a high-end rental property next door. Whether you are looking for a luxury single-fam

Welcome to a truly exceptional living experience at The Residences at 66 High Street! This stunning three-bedroom, two-and-a-half-bathroom condo presents a rare opportunity for those seeking luxury and convenience in one of Guilford's most desirable locations. Spanning an impressive 3,148 square feet, this custom single-level home offers elegant design and modern amenities, ensuring comfort and style at every turn. Step inside to discover an exquisite open floor plan highlighted by two-inch marble and black walnut countertops, complemented by high-end finishes from Waterworks and custom built-ins throughout. Enjoy the culinary delight of a gourmet kitchen equipped with Subzero appliances, a 48 Wolf range, and two spacious walk-in pantries. The inviting living area features a gas fireplace for cozy evenings and a state-of-the-art Full Swing sports simulator that also serves as a perfect media room. This smart home boasts temperature-controlled fresh air and is easily managed via iPad. Step outside to your covered private terrace and be captivated by stunning marsh and Long Island Sound views, accompanied by refreshing salty breezes. The vibrant community offers a heated pool, fitness center, fire pit, dog park, and more, making it an ideal setting for relaxation and recreation. With easy access to the marina, beach, dining, shopping, and cultural experiences in downtown Guilford, this property epitomizes Connecticut shoreline living at its finest.

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 Sachem's Head community. Boasting breathtaking, panoramic views of Long Island Sound, this 1930s residence is a masterwork of historic character and unique architectural artistry. The home's rich heritage is reflected in its exquisite details, from the enduring beauty of Stony Creek Granite and warm Pecky Cypress woodwork, to the original porthole windows in the grand family room. In the formal dining room, a distinctive ribbed ceiling, designed to evoke the overhead of a classic ship's cabin, creates an unforgettable atmosphere for entertaining. The heart of the home features a generous galley kitchen that balances functionality with style, offering abundant cabinetry, expansive counter space, and dining area with plenty of windows making sure no view is missed. Retreat to the second floor to find six spacious bedrooms, each offering its own unique perspective of the water, while the finished third-floor flex space serves as an ideal game room or private sanctuary. Spread across two manicured acres, enjoy relaxed seaside living with multiple sun porches, an expansive patio for gatherings, and the rare luxury of a private boat house. Take advantage of the Vineyard Place Association amenities, all while being just a short drive from charming downtown Guilford!