luxury property with pool for sale Old Saybrook, United States

Introducing The Marsh House...a remarkable waterfront Village estate that incorporates a Main residence, sited at 1 Neck Road...originally a sheep barn constructed entirely of stone in 1912, and subsequently renovated with stunning architectural detail including massive floor to ceiling, multi-paned arched windows, beautiful slate roofing and lush, professionally landscaped grounds punctuated by mature gardens and specimen trees, a tennis court and sparkling pool surrounded by naturalistic plantings. Each room of this incredible residence has its own personality, both formal and informal, incorporating soaring ceilings and filled with natural light. Across the generous lower motor court, the unique and charming Boathouse serves as separate guest quarters, complete with a fully updated kitchen, Great Room and upper level bedroom and bath. The third residence C1900, designated as 3 Neck Road and appropriately called the Gate House, is a two bedroom home, sited on its own .96 acre parcel of land with separate access, perfect as additional guest or caretaker quarters. There is also the potential for a separate building lot set away from the Main house. All structures merge seamlessly on the expansive 14.6 acre property that fronts directly on the Lieutenant River...and incredibly all this in the heart of Old Lyme Village. Simply irresistible!

Move into this elegantly designed, meticulously restored estate in the nationally registered historic village of Ivoryton in the town of Essex. Built by the prominent Essex industrialist, Samuel Comstock, the 5,234 sq. ft. property on 1.86 acres offers history and grandeur to those seeking privacy and tasteful opulence. Preserved in the same family for five generations and recently completely re-designed and updated, this home is ideal for grand entertaining, large family gatherings, and other unique experiences. Historic details have been preserved throughout, complemented with an updated chef's kitchen, butler's pantry, and new appliances. Thoughtful, custom interior design elements feature prominently in the grand living room and multiple seating areas. The ample 5 bedrooms and 5 1/2 bathrooms have been tastefully updated while retaining timeless architectural elements. Old world charm can be experienced in the renovated 3 season sunroom. Two separate home offices make working from home a pleasure. Outside, newly landscaped grounds mingle with century old trees and shrubs. New formal hedges, hydrangea gardens, fencing, and bluestone patios offer privacy, seclusion, and outdoor enjoyment unique for a property inside the village. The 20 x40 gunite pool is perfect for exercise and recreation alike. A newly constructed 2-car garage can accommodate electric vehicles or store vintage cars. Truly unique and like no other. A rare opportunity.

Location, Location, Location!! Timeless elegance meets modern living in this beautifully appointed 5-bedroom Colonial, ideally situated just moments from Madison's beaches and charming town green. Thoughtfully designed for both refined living and effortless entertaining, the home offers expansive gathering spaces, gracious proportions, and seamless indoor-outdoor flow. Inside, sun-filled living areas provide the perfect backdrop for both intimate evenings and large-scale entertaining. A dramatic great room with soaring ceilings features a gorgeous wet bar, creating an exceptional setting for hosting. The kitchen is well-appointed with a generous dining area, while the oversized formal dining room-anchored by a fireplace-offers warmth and sophistication for memorable gatherings. A sun-drenched, spa-like sunroom invites year-round relaxation and features a private hot tub retreat. Upstairs, the expansive primary suite serves as a peaceful sanctuary with a full bath and walk-in closet, complemented by four additional well-proportioned bedrooms. Outdoors, a private inground pool is surrounded by expansive decking and beautifully maintained gardens, creating a serene setting ideal for entertaining or a quiet retreat. The finished lower level hosts a working sauna, and offers terrific space for a home gym or the like. A rare offering in a premier location, blending timeless design with close proximity to Madison's shoreline and charming village center. This Won't Last!

Welcome to this beautiful, stately Colonial located at 51 Fawn Hill Road in the highly desirable Deer Lake subdivision of Killingworth, CT. Set on a serene 2.6-acre lot , this fully updated, 2,838-square-foot home is completely move-in ready. Step inside a welcoming foyer featuring gleaming hardwood floors that flow seamlessly throughout the main level. The heart of the home is the stunning, remodeled kitchen, boasting custom white shaker cabinetry, beautiful stone countertops, a large center island, stainless steel appliances, a subway tile backsplash, and a charming custom barn-door pantry. The kitchen opens directly into a bright, spacious family room complete with a cozy fireplace. Entertain guests in the formal dining room accented with elegant moldings, or relax in the formal living room accessed from the family room or foyer. This home offers 3 generously sized bedrooms and 2.5 baths , including a well-appointed bath with a relaxing tub. Outside, your private backyard oasis awaits! A spacious wood deck leads to a fantastic above-ground pool, perfect for summer fun. Surrounded by mature trees, the yard offers ultimate privacy. Complete with an attached two-car garage and central air conditioning, this spectacular home won't last long! Neighborhood is extensive for those that love to walk , and the location is close to connecting to madison area, route 81, or the highways. Truly a turn key home ready for your family!

Orient – Set high above the Long Island Sound in the storied enclave known as The Hill, this rare offering captures the essence of classic Orient living. Authentic, timeless, and grand in scale, the home showcases architectural details including five fireplaces, elegant 16-over-1 windows, and a front entry framed by original sidelights. The 1.3-acre grounds unfold across rolling terrain with mature landscaping, stonework, and meandering garden paths. A sparkling swimming pool sits tucked into the landscape, creating a private retreat. Inside, generous rooms and a waterside screened porch invite gatherings large and small, all set against the backdrop of unforgettable sunsets. The home offers space, character, and endless potential. Cherished by the same family for 65 years, it now awaits its next steward. Properties of this caliber and in this location are exceedingly rare. It doesn’t get more quintessentially North Fork than this. A truly special Orient opportunity.

An unbeatable location, 37 Lantern Hill is set in one of Madison's most desirable in-town neighborhoods. Close to sandy beaches, charming town center and the Madison Country Club, recreation and everyday conveniences are right at your doorstep. Traditional by design with ten foot ceilings, abundant natural light and generously scaled rooms that create an airy feel, ideal for relaxing or entertaining. Five well appointed bedrooms offer private welcoming guest options. A main level open concept perfectly connects the dining, living and kitchen areas, a purposeful layout that flows beautifully. custom millwork and thoughtful finish details everywhere will not disappoint. The expansive great room is perfect for movie nights, casual get togethers or a quiet evening by the fire. Outside the property transforms into your own private resort. Lush landscaping surrounds a very private bluestone patio with outdoor fireplace for an inviting setting for year-round entertaining. Enjoy the heated saltwater pool and chic pool house with its own bath and outside shower. Meticulously maintained this much admired home offers and exceptional balance of scale, sophistication and warmth in the heart of Madison. (Town field card being adjusted to show correct above grade sf 5837)

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.

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.

A masterful blend of timeless character and elevated modern luxury, this designer-renovated Shelter Island residence delivers a curated living experience across more than an acre of lush, private grounds. Every space has been thoughtfully reimagined with bespoke finishes, high-end materials, and a refined aesthetic that feels both effortless and elegant. Step inside to sun-filled interiors with clean lines, wide-plank flooring, and a seamless flow ideal for year-round living and entertaining. The designer kitchen serves as the heart of the home, featuring premium appliances, custom cabinetry, and a sophisticated palette that complements the home's heritage. The adjacent dining and living spaces offer an inviting atmosphere, with natural light and tasteful detailing enhancing every moment. Five beautifully appointed bedrooms and three spa-inspired bathrooms provide comfort and privacy for guests or full-time residents. Each room reflects a balance of luxury and warmth, from serene color schemes to thoughtfully selected fixtures and finishes. A luxurious primary suite includes a spa-style bathroom and walk-in closet, creating a private retreat within the home. Outdoors, resort-style living comes to life. A heated gunite pool, expansive bluestone patio, and multiple lounging and dining areas create a truly elevated summer retreat. Manicured gardens, mature landscaping, and a serene pond offer tranquil views and exceptional privacy, while the acre+ setting provides ample space for recreation, entertaining, or simply enjoying the natural beauty of Shelter Island. The property also includes an outdoor kitchen, fire pit, and multiple shaded seating areas, perfect for alfresco dining and gatherings. Additional amenities include a state-of-the-art HVAC system, smart home features, and ample storage throughout. The property's layout and orientation maximize natural light, cross-ventilation, and the surrounding scenic vistas. Located moments from beaches, Mashomack Preserve, South Ferry, marinas, and local restaurants, this home captures the essence of Shelter Island living-quiet, refined, and effortlessly connected to the best of the East End. Move-in ready and finished to a designer standard, this is a rare opportunity to own one of Shelter Island's most sophisticated and lifestyle-driven offerings, where every detail has been curated for comfort, elegance, and timeless appeal.

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.