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Nestled high on a quiet, highly private 2-acre hilltop lot, 83 Jacobs Lane offers a rare blend of peaceful seclusion, natural beauty, and shoreline convenience. Bordered on the west by a large stream-fed pond and on the east by dramatic granite cliffs, the home enjoys spectacular water and woodland views from nearly every angle. Watch blue herons, egrets, turtles, and other wildlife from the wraparound deck, and listen to bullfrogs on summer evenings. Large windows throughout fill the home with natural light. Thoughtfully updated and serviced by city water, the flexible floor plan includes a beautiful 2nd-floor primary suite with walk-in closets, built-in window seat overlooking the pond, private balcony, and spa bath with soaking tub. A second primary bedroom suite on the main level offers excellent versatility for guests, multigenerational living, or single-level convenience. Upstairs, a large vaulted room with windows on three sides and its own exterior entrance is ideal for a home office, studio, or creative retreat. Despite its deep sense of privacy, this exceptional property is just 0.7 miles from the historic Guilford Green's shops, restaurants, and cafes, 2 miles to the town beach, 1.2 miles to the train station, and 0.7 miles to West Woods trails. A peaceful natural sanctuary minutes from the best of Guilford.
…By William Pitt Sotheby's International Realty
Welcome to Waystone Farm, an award-winning, energy-efficient gentleman's farm 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.
…By William Pitt Sotheby's International Realty
Exceptional Contemporary Direct Waterfront Estate. Located in Guilford, CT, on a private cove of Little Harbor, this stunning home has a private Beach, pier / dock and pool. Built in 1969 and designed by renowned architect Judith Chafee, the thoughtfully designed open-concept floor plan maximizes water views from almost every room and boundless natural light throughout. The Living Room, with expansive windows overlooking the water, and custom sliders for easy outside access, offers the million dollar view. Adjacent to the Living Room is The Nook, cozy and comfortable with a massive fireplace. The remodeled Kitchen hosts an island for extra seating and granite counters. The convenient first-floor Primary Suite provides retreat-style living, with a full bath, dressing room & fireplace, all complimented by water views. The 1st floor also hosts a Library and Family Room. Four additional bedrooms on the 2nd floor also have water views and the other 2.5 baths offer privacy for family and guests. Two nooks on the 2nd floor (one with a fireplace) can provide the perfect home office spaces. Enjoy seamless indoor-outdoor entertaining with expansive decks - perfect for hosting gatherings or quiet moments with loved ones. The view offers a sparkling in ground gunite pool & spa, private sandy beach, and your own pier & dock. The expansive 3.10-acre property ensures complete privacy. The back field has a boat house for extra storage and has hosted two weddings! SPECTACULAR!
…By William Pitt Sotheby's International Realty
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
…By William Pitt Sotheby's International Realty
Shoreline charm meets unlimited potential at 208 Boston Street. This quintessential New England gem, set on a rare and sprawling 1.03-acre level lot, offers the ultimate walk-to-town lifestyle just steps from the historic Guilford Green. Whether you are looking for a savvy investment, a multi-generational living solution, or a grand single-family estate, this versatile property delivers. Currently configured as a 2-family residence, the home offers two distinct living spaces. The upper level features a bright 2-bedroom, 1-bathroom layout, while the lower level provides a comfortable 1-bedroom, 2-bathroom floor plan. With its classic colonial architecture and spacious interior, the property could easily be converted back into a stately single-family home tailored to your exact vision.The exterior is equally impressive, boasting a massive backyard that is a true rarity for properties so close to downtown. From the charming white picket fence to the expansive lawn, there is plenty of room for gardening, play, or future expansion. Enjoy the vibrancy of Guilford-stroll to boutique shops, local cafes, the library, and the harbor, all from your front door. The Ultimate Legacy Opportunity: 208 Boston Street is being offered individually or in conjunction with the adjacent, completely renovated home at 168 Union Street. Together, these two properties create an unparalleled family compound or a dual-investment portfolio in one of Connecticut's most coveted shoreline communities.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
Welcome to 31 River Colony, a cozy and inviting first-floor ranch-style condo with one bedroom, one bath, and beautiful natural surroundings. The open layout includes an updated galley kitchen with granite counters, plenty of storage, and a pantry/utility closet-plus the added convenience of in-unit laundry, a rare feature in the complex. The dining and living room flow together seamlessly, anchored by a woodburning fireplace perfect for chilly evenings. Step through the large sliders to your private deck, where you can unwind while taking in tranquil views of the West River and its surrounding wildlife. The spacious bedroom connects to a fully updated bath featuring a stylishly designed walk-in shower. Quiet, private, and well cared for, this condo offers low HOA and an unbeatable location close to shopping, dining, and major highways.
…By William Pitt Sotheby's International Realty
Highest and Best due on Wednesday May 27th @ 8 pm!! Multiple offers have been recieved. The Ultimate Blank Canvas: 2+ Acres of Potential in Guilford Calling all visionaries, flippers, and builders! If you've been searching for the perfect bones to create something spectacular in Guilford, 1973 Long Hill Road is your opportunity. This 4-bedroom Cape is tucked away on a stunning 2.23-acre lot, offering the privacy and space that define the North Guilford lifestyle. While the interior is ready for a total gut-to-studs remodel or a fresh start with a new build, the big ticket infrastructure items have already been checked off your list. The roof was replaced in 2014, a brand-new septic system was installed in 2015, and the hot water heater is just 3 years old. These updates represent massive savings and a significant head start on any project. The layout features a classic main-level flow with an attached garage and breezeway, plus an expansive unfinished basement with high ceilings. Outside, the level, lightly wooded acreage provides a park-like setting just minutes from the historic Guilford Green, and local trails. Whether you're looking to flip and fly or build your forever dream estate, this property offers the rare combination of location, land, and foundational readiness. Bring your contractor, your architect, and your imagination-this is the one you've been waiting for. Sold as-is. Unlock the equity and make this Guilford gem your own. Schedule your site visit tod
…By William Pitt Sotheby's International Realty
Welcome to this beautifully maintained 3-bedroom, 2-bath home designed for easy one-level living. Perfectly situated across from a scenic open field once used as a farm, this property offers a peaceful setting while still being within walking distance to town. A recently completed addition expands the home by nearly 500 square feet, creating a stunning living space with cathedral ceilings, a gorgeous gas log fireplace, and walls of windows that flood the room with natural light. It's the perfect spot to relax and enjoy cozy evenings by the fire while taking in views of the expansive, nearly 1-acre fenced yard filled with mature trees and vibrant flowers. Inside, the home features an open floor plan with built-in storage throughout, offering both functionality and charm. The layout creates a warm, inviting atmosphere that feels cozy without ever feeling cramped. . The modern kitchen is both stylish and functional, featuring a large island with granite and quartz countertops-perfect for meal prep, casual dining, or entertaining. A chef-inspired dual fuel 5-burner stove anchors the space, offering the performance and versatility today's home cooks appreciate. The home features a new roof, a new AC system and a motor-driven wood fireplace which is excellent on utilities and definitely move-in ready. Whether you're an empty nester looking to simplify or a small family just starting out, this home offers the perfect balance of comfort, space, and location.
…By William Pitt Sotheby's International Realty
Set on a quiet cul-de-sac in the beautiful Meadow Hills Lake community, this four-bedroom, three-bath home on .93 acres offers access to a private lake with a sandy beach, perfect for swimming and kayaking. Offering the perfect blend of comfort and generous living space, the home features 1,450 square feet on the main level plus an additional 1,248 square feet on the lower level, providing endless possibilities for customization. Inside, you'll find vaulted ceilings in the living room, a cozy fireplace in the family room, updated baths, and an attached two-car garage. Enjoy the tranquil setting with a babbling brook running alongside the property and a spacious deck ideal for outdoor entertaining. Recent updates include a freshly painted exterior, new septic system and oil tank. Conveniently located near Route 80 with easy access to Hartford, I-95, and the quintessential historic Guilford Green. This is a wonderful opportunity to enjoy lake community living and make this home your own. Property is being sold as is.
…By William Pitt Sotheby's International Realty
Absolutely stunning 5+ bedroom light-filled home offers the perfect blend of elegance & modern updates. A dramatic 2-story foyer with a striking contemporary fixture sets the tone. The living room with glass French doors offers flexibility as a first-floor office. The oversized family room features a soaring ceiling, custom built-ins & stone fireplace, flowing seamlessly into the remodeled kitchen showcasing quartz countertops, Viking appliances, wine cooler & new lighting. Step out to the expansive deck with pergola, perfect for entertaining. A formal dining room with exquisite millwork & spacious mudroom off the 3-car garage complete the main level. Two staircases lead to five generously sized bedrooms, beautifully updated baths & a stunning bonus room with custom built-ins. The luxurious primary suite features custom walk-in cabinetry & a fully remodeled bath with soaking tub & steam shower. The finished walk-out lower level adds 1,200 sq ft including a gym, office & playroom with rock-climbing wall & ninja circuit, plus a bedroom & full bath - ideal for guests or in-law living. Privately set on nearly 2 acres at the end of a quiet cul-de-sac, offering rare seclusion & tranquility with no through traffic - your own private retreat, yet minutes to everything Guilford has to offer.
…By William Pitt Sotheby's International Realty
Discover 9 Sunset Ridge Drive, an elegant colonial residence constructed in 2015 and updated throughout 2024-2025. From the grand foyer with detailed millwork to the bright, open layout, every inch of this home has been meticulously refined. The stunning kitchen anchors the home with marble countertops, stainless steel appliances, a gas cooktop, and a spacious pantry-flowing effortlessly into the inviting living room with a gas fireplace, window seating, and sliders to the backyard, as well as the dramatic family room with vaulted ceilings and Palladian windows. A formal dining room, private office, laundry room, and powder room complete the main level. Upstairs, four spacious bedrooms offer comfort and flexibility, highlighted by a serene primary suite featuring a brand-new custom closet system and a luxurious bathroom with a double marble vanity and shower. The recent updates truly set this property apart, including refinished hardwood floors, fresh paint, stylish new light fixtures, a newly completed great room above the garage, refreshed bathrooms with modern fixtures and accents, and a fully finished garage with insulation and refinished floors. The exterior has been transformed into a private oasis with an in-ground pool, professional landscaping, full PVC fencing, a new stone patio, and a freshly installed driveway. Set on a quiet cul-de-sac just minutes from commuter routes and the town green, this move-in-ready home delivers the perfect blend of style and value.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
Enchanting & breathtaking-these are the words that come to mind the moment you round the curve and the shores of Mulberry Point unfold before you. Grace Cottage, elevated above the flood plain, has unparalleled views of Long Island Sound and is just steps away from the coveted association beach. Welcoming front porch with IPE decking will quickly become your go-to summer spot either for morning coffee, afternoon iced tea or dining al fresco, w/ beautiful breezes off the water & spectacular views of the Sound. Enter the great room w/ walls of windows that maximize the incredible views; the perfect space to relax w/ a book or entertain a crowd. Recently refinished hardwood floors, functional built-ins, wet bar & stone fireplace (1st of 2) will warm up any cold winter night. A large functional kitchen w/ pantry w/ newly installed luxury vinyl flooring offers views into the fenced back yard. Main fl. bedroom w/ vaulted ceilings & built-in's offers first floor living if needed. Full bath w/ stall shower & the washer & dryer complete the 1st level. Second level primary offers fabulous views w/ a private balcony, dressing area, full bath, & newly installed carpet. The Mulberry Point Beach Association is renowned for its enduring community spirit, with association dinners and various social events throughout the summer, making it one of the most sought-after beach communities on the Connecticut Shoreline - while simultaneously, one of its best-kept secrets. New metal roof 2024.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
Possibly the most admired of the historic homes closeby to the storied Guilford Town Green and Jacobs Beach, the Captain Joel Stone House, c.1853 is now seeking a new owner. This remarkable grand Italianate Villa offers quite a pedigree having been built by a wealthy steamship owner, Joel Stone, son of the second lighthouse keeper of beloved Faulkner's Island. The quality of this gracious home with 6 fireplaces, a solid stone foundation and over 9' ceilings was an exception and curiosity when built and continues to impress today. 1st level: Parlor open to living room leading to formal dining room. Bedroom/den with expandable half bath, eat-in kitchen open to family/great room with fireplace. A generous open covered wrap around front porch for warm weather and private rear patio off the great room provide options for entertaining year round. 2nd level: Primary bedroom w/en-suite bath, two additional guest bedrooms, one with en-suite bath, plus third full hall- bath. Laundry area. 3rd level: a rooftop monitor (cupola or 'widow's watch') modeled after the lighthouse on Faulkner's Island. Carriage house- generous garage space on ground level (3 spaces). Private rear patio. 960 sf apartment on 2nd level includes bedroom, full bath, open concept living space with vaulted ceilings and exposed beams, full kitchen. Up a flight to a loft space. Sited on .77 acres with flowering specimen trees and gardens.
…By William Pitt Sotheby's International Realty
A stunning 2011 colonial offering 4 bedrooms and 2.5 bathrooms, designed for the modern homeowner who values both privacy and connectivity. The handsome curb appeal is defined by an idyllic stone wall and a deep setback from the road, ensuring peaceful serenity the moment you arrive. This home accommodates a contemporary lifestyle with a spectacular 2014 addition, a highly versatile space perfect for a private home office, an in-house exercise studio, or a quiet retreat. The gorgeous and spacious kitchen opens into the family room which has a lovely gas log fireplace enhanced by a stacked stone surround. The hardwood floors were recently refinished to ensure they're looking their best for the new homeowner. At the top of the staircase you will find the most charming space currently used as a reading nook. This space is enhanced by built in bookshelves. Outside, you will find a lovely deck off the kitchen. The sizeable deck offers a gas grill conveniently connected to propane and overlooks a flat backyard. The home is heated by forced warm air fueled by propane and also features central air conditioning. The addition is serviced by a split system. Partially finished basement. Commuters will appreciate the quick access to I-95, while the coveted location places you less than two miles from the bustling shops and restaurants of the Guilford Green. Practicality meets luxury with a total of four garage bays, providing ample space for vehicles, storage, or hobbies.
…By William Pitt Sotheby's International Realty
Discover the Perfect Coastal Retreat at 19 Seaside Avenue! Ideally situated in the heart of Guilford's coveted shoreline community, this charming residence offers the rare opportunity to enjoy a best of both worlds lifestyle. Located just a short, scenic stroll from the historic Guilford Green and minutes from the vibrant town center, you'll have premier access to boutique shopping, gourmet dining, and community events. This home captures the essence of coastal living, positioned perfectly between the bustling downtown and the serene waters of the Long Island Sound. Whether you are looking for a year-round residence or a peaceful weekend getaway, the location is unbeatable. Enjoy easy access to local marinas, town beaches, and the Shoreline East train station for effortless commuting. The property itself boasts classic New England character with modern potential, nestled on a lovely lot that invites outdoor relaxation and coastal breezes. Guilford is known for its rich history, and unparalleled natural beauty-and 19 Seaside Ave puts you right in the center of it all. Close proximity to the town green, parks, and train station. This adorable home has been loved and cared for by one family since it was built. The curb appeal is a reflection of a true New England home. Jacobs beach, the Guilford Yacht club, restaurants and so much more, all with in walking distance.
…By William Pitt Sotheby's International Realty
Set in the desirable North Guilford area, this expansive parcel offers a rare opportunity to create a private retreat surrounded by natural beauty. With a thoughtfully configured layout and generous frontage along Long Hill Road, the property provides both usability and a sense of seclusion. The land features a blend of open and wooded areas, allowing flexibility for a custom home, outdoor living spaces, or future enhancements. Ideal for those seeking privacy and a connection to nature, the setting is just minutes from local hiking trails and a short drive to Lake Quonnipaug, offering year-round recreation and scenic surroundings. This is a unique opportunity to build in one of Guilford's more tranquil settings, while still being within reach of the shoreline and town amenities. Whether you envision a peaceful getaway or a full-time residence, this property offers the space, setting, and potential to bring your vision to life.
…By William Pitt Sotheby's International Realty
Discover a unique, turnkey living experience in this beautifully maintained ranch, perfectly suited for those seeking a premium short-term stay. Available exclusively as a furnished rental, this home offers the ease of one-floor living with all expenses included-heat, central air, water, cable, and high-speed internet are all part of the package. The interior shines with gleaming hardwood floors throughout and a thoughtfully designed layout. The spacious kitchen is a chef's delight, featuring gas cooking, a refrigerator, microwave, and a charming butcher block island. Relax in the expansive 24'x16' living room or the sun-drenched family room, both offering comfortable furnishings and serene views of the surrounding marshlands. Accommodations include two bedrooms, complemented by a pristine full bathroom. For added convenience, an in-unit washer and dryer are included. Step outside to the private 12'x12' deck to enjoy the peaceful scenery and fresh air. This property is ideally located just minutes from downtown shopping, local dining, and the train station, making it a perfect choice for corporate stays, transitional housing, or a quiet getaway. Simply bring your suitcase and settle into this well-appointed retreat. Please note: no annual leases will be considered. Experience comfort, convenience, and captivating views in this exceptional Guilford home. The landlord only rents this house until October.
…By William Pitt Sotheby's International Realty
Where gardens flourish and privacy surrounds you, this Moose Hill retreat offers a lifestyle rooted in beauty, nature, and quiet sophistication. Light-filled interior features oversized and bow windows, Hardie cement siding, and Marvin windows throughout. Extraordinary gardens showcase three-season blooms, perennial herbs, berry plantings, fruit trees, irrigation, and a fenced vegetable garden with raised beds. For the green thumb, lower-level grow lights extend the gardening season for early planting. Chef's kitchen with Caesarstone countertops, Wolf appliances, Sub-Zero refrigeration, and built-in dining. Separate family room addition designed as a destination space with wet bar, propane fireplace, and dramatic floor-to-ceiling stone chimney. French doors open to outdoor living areas. Brazilian Tigerwood decking, three-season porch, pool with diving board, and built-in Wolf grill center-ideal for entertaining in a private natural setting with distant skyline views. Primary suite with heated floors and Jacuzzi tub, finished lower-level recreation space, three-bay garage, solar system, and whole-house Generac generator.
…By William Pitt Sotheby's International Realty
Just minutes to downtown Guilford, this striking 4 bedroom contemporary offers exceptional living space & bold architectural design. A dramatic floating staircase & soaring ceilings create an unforgettable first impression the moment you enter. The expansive great room is the heart of the home, featuring a stunning floor to ceiling fireplace, walls of glass that fill the space with natural light, and an open dining area perfect for everyday living and entertaining. Glass doors lead to an oversized deck overlooking a breathtaking, private backyard, creating seamless indoor and outdoor entertaining The newly completely remodeled custom kitchen is a true showpiece with abundant cabinetry, a massive center island, and dramatic waterfall countertops that combine beauty and function. Additional flexible living space includes an oversized family room or library with double walls of custom built ins, ideal for book lovers, or work from home setup. From here, step directly into the inviting screened porch that extends your living space outdoors. The second floor features 4 plus bedrooms and two beautifully updated bathrooms. The spacious primary suite includes an adjoining bonus room perfect for a home office, yoga studio, dressing room, or private sitting area. This exceptional home offers style, space, and versatility in an unbeatable location just minutes to the train, major highways, beaches, restaurants, and the historic Guilford Green.
…By William Pitt Sotheby's International Realty
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!
…By William Pitt Sotheby's International Realty
Historic Elegance Meets Modern Luxury at 66 High Street , Leete Building. Welcome to an extraordinary residence where Guilford's heritage blends with contemporary sophistication. This impeccably appointed 2-bedroom+, 2-bath condominium with office/guest room is situated in the prestigious 66 High Street complex-a masterful transformation of an historic site into luxury living. Built in 2018, the Leete Building is one of four state-of-the-art structures that honor the site's storied past while delivering uncompromising modern amenities. YOUR SECOND-FLOOR SANCTUARY: Soaring 9-foot ceilings create an airy atmosphere throughout. Tranquil marsh views unfold with glimpses of Long Island Sound creating a serene coastal backdrop. STATE-OF-THE-ART KITCHEN: * Sub-Zero refrigerator * Wolf Gas cooktop, wall oven & convection microwave * Wine cooler & dishwasher THOUGHTFUL DESIGN: * 2 spacious bedrooms * Versatile office/guest room * 2 full bathrooms * Open floorplan * Fireplace flanked by windows with view of the marsh and LIS * Covered patio overlooking courtyard and the historic mill building * Natural gas heating/cooling * City water * Covered garage parking below with elevator. WALKABLE LIFESTYLE: Steps to Guilford's historic Green, restaurants, boutique shops, marina, beaches, and Shoreline East Railroad Station for easy commuting. This is more than a home-it's a lifestyle of refinement, convenience, and coastal elegance. Live where history, luxury, and location converge.
…By William Pitt Sotheby's International Realty
Privately set on 3.6 picturesque acres, this exceptional equestrian estate offers the perfect balance of luxury living, resort-style amenities, and a true horse property lifestyle. Built in 2004 and recently refreshed, the home features 4 bedrooms, 4 full baths, and beautifully designed spaces that blend comfort, sophistication, and effortless functionality. A dramatic two-story foyer opens to a private office with French doors, formal living and dining rooms, and an expansive eat-in kitchen with granite countertops, stainless appliances, island seating, dual pantries, and abundant cabinetry. The stunning family room features cathedral ceilings, built-in speakers, a floor-to-ceiling stone fireplace, and a secondary staircase leading to the upper level, where the luxurious primary suite offers dual walk-in closets and a spa-inspired bath with soaking tub, tiled shower, and double vanities. A second en-suite bedroom, dedicated laundry room, and two additional bedrooms connected by a Jack & Jill bath complete the second floor. Outdoor living is equally impressive with a Gunite pool with jacuzzi, pergola-covered deck, and covered pavilion with a full outdoor kitchen, bar, and outdoor fireplace designed for unforgettable gatherings. Equestrian enthusiasts will appreciate the approx 2.5 acres dedicated to horse facilities including a 5-stall barn, paddocks, and riding arenas. Partially finished lower level, whole-house generator, and abundant storage complete this special offering.
…By Annonceur International
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