luxury house with pool for sale Deep River, United States

The Benjamin F. Post House, c. 1801, has been thoroughly and thoughtfully updated to provide all the amenities of modern living while respecting the historical integrity of the home. A sidewalk just steps from the property leads directly into the heart of Essex Village, an approximately 20-minute walk to its shops, restaurants, marina, and waterfront. Set on a .48-acre professionally landscaped lot backing up to a quiet wooded area, the fenced-in backyard boasts a beautiful gunite pool and a generous pool deck/patio, perfect for both relaxing and entertaining. Inside on the first floor, there is a light-filled chef's kitchen, well-appointed with upscale appliances including a commercial-grade six-burner range, a large center island, and ample counter space. There is also a formal dining room, a living room with a wood-burning fireplace, and a library with a gas fireplace and built-in floor-to-ceiling bookshelves. An additional room with its own exterior entrance could serve as an office or a potential first-floor bedroom. A lovely four-season sunroom overlooks the pool deck and features a convenient wet bar complete with a beverage chiller. There is also a powder room on the first floor. Upstairs, the primary suite has an updated ensuite bathroom with marble finishes, a large walk-in closet, and a spacious sitting area. There are also two more bedrooms, another den/office area, a second updated bathroom, and laundry. Offering historic character, modern comforts, privacy, and

Selden Farm, a landmark 1690s property steeped in history and set in a picturesque corner of Lyme, is once again available for new stewardship. Upheld by only three families since 1695 when it sat on over 6,000 acres, it presents a rare opportunity to own a beautiful country Antique home now set on 9 pastoral acres abutting conservation land with sweeping views of Selden Cove and the CT. River. At its heart is a gracious and authentic 5-bedroom Colonial which exudes history, charm and character. House features include a tavern room, wide board floors, original paneling & moldings, 6 fireplaces and an abundance of windows which invite lovely views and light into each room. Adjacent to the home is a 3-bay garage with self-sufficient guest accommodation for visiting family and friends. Dotted throughout the property are a renovated barn used as a studio/office/ gym, several outbuildings, a greenhouse and sunny open meadow for animals or farming. Two privately situated guest houses (one needing renovation) are ideally suited for in-law, caretaker, or income purposes. Relax by the large saltwater pool with patio and full-service cabana or play tennis on the all-weather court. The land is open, tranquil, and beautifully sited, offering long views, privacy, and a deep sense of place. Rarely does a property combine this level of authenticity, acreage, outbuildings, and river-valley setting in Lyme. Ideal for buyers seeking history, creative space or a generational retreat.

Two hours from New York City. Two hours from Boston. A world away from both. Privacy is the ultimate luxury. This masterfully re-imagined 5,234 sq. ft. compound located in historic Ivoryton, a village within the town of Essex, sits behind newly established hedges on nearly two flat, manicured acres - completely turn-key, completely private. The grounds are designed for outdoor living. A 20 X 40 gunite pool flows into a hydrangea-framed landscape. Three bluestone patios for entertaining, dining, and quiet retreat. A newly built two-car garage, wired with new electrical and EV charger-ready. Inside, the transformation is total. A chef's kitchen built around a custom black cherry island with Sub-Zero refrigerator, new double wall oven, and cooktop. A butler's pantry adds a second refrigerator and dedicated wine fridge. Four bedrooms with private en suite bathrooms, including a reimagined primary suite with spa-level finishes. Two home offices. An inviting Family Room. A spectacular Living Room. And a Sunroom - a fully restored 1920s porch with original terra cotta floors and sweeping estate views. Every room is professionally curated with bespoke wallcoverings and custom light fixtures. Steps from the Ivoryton Playhouse, The Copper Beech, and Prive Swiss. Minutes to Connecticut River marinas. Long Island Sound 15 minutes beyond. A truly unique property located in what Yankee Magazine ranks as the #1 small town in New England.

Where Architectural Inspiration Meets the Majesty of the Connecticut River. Perched majestically on 15.22 acres along the eastern bank of the Connecticut River, 89 River Road offers a rare convergence of architectural pedigree, natural beauty, privacy, and fully realized lifestyle design. Designed, owned, and meticulously crafted by one of America's leading architects, this 12,836-square-foot compound, completed in 2018, was conceived to inspire creativity, wellness, and a connection to the outdoors. Protected by parkland, Nature Conservancy, and Land Trust preserves, the heart of the home is defined by extensive, floor-to-ceiling glass walls that command uninterrupted, panoramic vistas of the Connecticut River while a scenic jeep road offers direct access to Chapman Creek and the River beyond. A seamless flow connects the breathtaking entertaining and living areas with a variety of outdoor decks and terraces. The estate offers a rare sanctuary designed to fuel both the mind and the body. It features an unparalleled suite of dedicated, professional- grade spaces that defy the ordinary. The Creative Hub: Fulfill your creative inspirations in one of four dedicated studios: a sky-lit art studio, a sky-lit writing/drawing studio, a fabrication studio, and a fully equipped woodworking shop.

Tucked away on a peaceful cul-de-sac off School House Road, this beautifully maintained Cape offers over 2,700 square feet of finished living space in one of Old Saybrook's most desirable locations. Directly across from The Preserve trail access and just moments from Clark Park, this home is perfectly positioned for those who appreciate nature, recreation, and privacy. The inviting main level features a spacious living room with gleaming hardwood floors and a classic wood-burning fireplace, a formal dining room, convenient half bath, and an updated kitchen with rich cherry cabinetry and granite countertops that flows seamlessly into a warm and welcoming family room with a Garrison wood-burning stove. Sliders open to a stunning cedar-paneled three-season room overlooking the private backyard, expansive deck, and patio-an ideal setting for relaxing or entertaining. Upstairs, the spacious primary suite offers a beautifully sized en-suite bath with custom shower, while two additional bedrooms and a second full bath provide plenty of room for family and guests. A fully finished lower level is the perfect space for an at home gym, office or family room! Thoughtful updates throughout, including Andersen replacement windows, newer garage doors, enhanced attic insulation, 200amp service and ice dam heating cables, provide lasting value and peace of mind. A rare opportunity to enjoy timeless charm, modern updates, and an exceptional location...truly move-in ready.

Welcome To 5-7 Haddam Dock Road Located in Haddam, Connecticut. Discover A Rare Riverfront Opportunity Offering Two Homes On One Lot, Breathtaking River Views Of The Connecticut River, and Your Own Private Boat Dock. This Property Is Perfect For Multi-Generational Living, Guest Accomodations, Or Rental Income. The Main House Showcases Soaring Windows That Frame The Picturesque Waterfront, Filling The Living Spaces With Natural Light While Creating A Seamless Connection To The Outdoors. This Home Offers 4 Large Bedrooms With Private Baths and Plenty Of Closet Space For Storage. Step Outside To An Expansive Entertaining Area Featuring A Sparkling Gunite in Ground Pool, Spacious Patio, Full Outdoor Kitchen, and Multiple Areas Designed For Relaxing Or Hosting Family and Friends. The Second House Provides Privacy and Flexibility, Making It Ideal For Visitors, Extended Family, A Home Office, Or An Income-Producing Rental. This High Ranch Style Home Has An Open Concept Floor Plan With High End Wolf Appliances, Wide Plank Tile Throughout, and Custom Built Ins Accenting Most Of The Rooms, and Has Double His and Her Walk in Closets. Situated On Beautifully Landscaped Grounds, This Exceptional Prroperty Also Features Direct River Access With A Private Dock, Allowing You To Enjoy Boating On The Connecticut River, Fishing, Kayaking, Or Simply Taking in The Peaceful Waterfront Setting From Your Own Backyard.

PRIVATE COASTAL CLINTON, CT RETREAT WITH POOL. Welcome to your private oasis in Clinton! Built in 2003 and set on almost 2 private acres, this beautifully designed 4-bedroom, 2.5-bath home offers an ideal balance of functional interior space and exceptional outdoor living. The main level features a fluid floor plan including formal living and dining rooms, a dedicated home office, and a generous kitchen complete with a walk-in pantry. Gather in the cozy family room anchored by a wood-burning fireplace insert, or relax in the light-filled sunroom overlooking your private backyard. Above the garage is a finished bonus room, ready for all sorts of entertainment. Step outside to an outdoor paradise featuring a back deck leading down to an in-ground vinyl pool surrounded by mature greenery for maximum privacy. Additional features include a whole-house generator for uninterrupted peace of mind, shed for outdoor storage, and an unfinished basement offering massive potential for custom expansion, storage, or a home gym. This home offers comfort, independence, and timeless coastal Connecticut charm.

Gracefully blending timeless architecture with exceptional everyday living, this beautifully appointed Colonial offers thoughtfully designed open spaces both inside and out. A welcoming wraparound porch creates an elegant first impression, while the interior unfolds into an open floor plan ideal for entertaining. The chef-inspired kitchen features a generous center island, double ovens, and a sunny breakfast area that opens seamlessly to the expansive family room. Anchored by a cozy fireplace, this space extends effortlessly through sliding doors to an expansive deck overlooking the private backyard. The outdoor setting is a true retreat. Highlighted by a sparkling inground pool and a built-in fire pit nestled on an upper terrace-creating the perfect setting for summer gatherings, relaxing evenings, and outdoor entertaining. The primary suite offers a peaceful sanctuary with abundant natural light, a spacious walk-in closet, and an ensuite bath featuring a whirlpool soaking tub, separate walk-in shower, and dual vanities. Three additional bedrooms provide exceptional flexibility, including an impressive 23' x 23' suite above the garage with hardwood flooring, double closets, independent heating and cooling, and endless possibilities as a guest retreat, home office, fitness studio or Bonus living space. Upper-level laundry adds everyday convenience, while the walk-out lower level includes a partially finished area ready to be customized to your lifestyle. Welcome Home!

Welcome to your coastal sanctuary. There's a certain kind of morning that only happens here - sunlight spilling across the water, the breeze carrying in off LIS, and the promise of a day spent outdoors. Set on 1.64 sun-drenched acres w/breathtaking views to the Sound, this 4-bdrm retreat invites you home from the moment you arrive. An open, light-filled floor plan & hardwood floors welcome you, anchored by a kitchen built for gathering: an oversized quartz island, induction stove, and a prep sink for effortless entertaining, and a wine fridge for evening toasts. Warm up by one of two propane log fireplaces in the living room and sitting room, or retreat to the primary suite with its walk-in closet & spa-like bath. Radiant-heated baths, plush upstairs carpet, and central air keep every season comfortable, while a new roof, HVAC system, and new Thermopane windows, (2020), mean this home is move-in ready. Outside is where it comes alive: coffee at sunrise in the three-season sunroom, gatherings on the sprawling Trex deck, evenings in the hot tub, and swims in the deck-framed pool with water views from every angle. Steps from a sandy beach and moments from the Four Mile River Boat Launch, your days can start with sunrise walks and end with sunset sails. With I-95 nearby NYC and Boston.

Welcome to your own private retreat! This exceptional custom 3-bedroom Cape Cod home sits on 2 sprawling, peaceful acres and offers the perfect blend of modern upgrades and ultimate outdoor living. Step inside to a main floor designed for both everyday comfort and effortless entertaining. Remodeled Kitchen: The heart of the home features updated cabinetry and finishes, anchored by a cozy wood-burning stove. Family Room: Highlighted by a handsome warm fireplace, creating an inviting space to gather. Formal Dining Room: Elegant layout perfect for hosting dinners and holiday gatherings. Formal living room ,also with wood burning fireplace adds to your entertaining experience Primary Suite: Features a warm fireplace and a beautifully remodeled full en-suite bath. Additional Bedrooms: Two generously sized bedrooms, each featuring direct access to an attached full bathroom. Resort-Style Backyard & Grounds Step outside to an outdoor haven engineered for relaxation, recreation, and pet-friendly living. In-Ground Pool Compound: Complete with a stone waterfall feature, expansive barbecue area, separate dressing room, and a summer kitchen for poolside dining. Outdoor Entertaining: Enjoy crisp evenings around the fire pit or relax in the covered picnic area. Covered Porch: Overlooks the entire pool area, offering a shady vantage point to unwind. Fully Fenced in back yard keep your furry friends close by

Welcome to 177 Warpas Road, a beautifully rebuilt 4 bed, 2.1 bath coastal colonial set on 1.84 acres, bordered by 185 acres of protected land trust. A lighted stone column entrance sets the tone for this home where New England style meets thoughtful modern updates. Set well back from the road, enjoy a rare sense of privacy, complemented by a fresh, updated exterior with new windows, siding, entrance portico, roof and refinished flooring (all 2025). Inside, the 1st floor layout is designed for easy living and effortless entertaining. The den with custom built-ins opens to a bright, eat-in kitchen with captivating property views. The dining area, living room and family room also offer views of the perfectly manicured and landscaped grounds. A stone fireplace and cathedral ceiling detail the family room and a wall of glass frames views of the resort-like backyard. The second floor offers an updated primary bedroom with tray ceiling. A newly created attic space provides a valuable head start for expansion with potential to add additional square footage. A roomy two-car garage adds convenience year round. Outdoors, an expansive two level patio incorporates a 2-year-old 630 square foot Timbertech deck with automatic awning that creates a shady outdoor living space. Across the lush lawn, a saltwater pool and a putting green create a true country club atmosphere. A full property irrigation system keeps the professionally maintained lawn and landscaping looking beautiful!

Exceptionally located less than a tenth of a mile from both the town green and beaches - with your own private beach access - this stunning residence sits on 1.57 secluded acres and has been completely re-imagined with uncompromising attention to detail and the finest materials. The home offers 16 thoughtfully designed rooms. Sun filled interiors feature over sized windows and expansive sight lines, anchored by a massive family room and a top of the line chef's kitchen. The lower level is a true walkout guest suite with additional living space plus a separate garage apartment for overnight guests. Outside amenities evoke a private resort: a gunite pool, extensive stone patios, two fully equipped outdoor kitchens, and a charming grassy area framed by mature landscaping for complete privacy. This is a rare coastal estate that blends modern, high end finishes with relaxed, year round seaside living. Practical luxury continues with a three car garage, circular driveway, and generous storage. This is truly a must see.

CUSTOM MADISON ESTATE: Private 2.11-Acre Oasis with Heated Inground Pool. Custom-built in 2001 for the original owners, this exceptional Madison estate offers over 5,400SF of meticulously designed living space set on a private 2.11-acre lot. Designed for both refined daily living and high-end entertaining, the home boasts 4 bedrooms, 4.5 bathrooms, and an ideal layout for modern flexibility. At the heart of the main level, an oversized family room features dramatic vaulted ceilings and a cozy wood-burning fireplace, creating an inviting space to gather. Distanced remote work is effortless with two dedicated home office spaces. The expansive floor plan spans 4,421 square feet between the 1st & 2nd floors, supplemented by an additional 998 square feet in the partially finished basement-perfect for a rec room, craft area, home gym, or media center. A rare highlight is the versatile bonus room above the garage, complete with its own dedicated full bath and laundry area-making it ideal for an au-pair suite, guest quarters, or a private creative studio. Outdoors, step into your own private New England retreat. The professionally landscaped grounds feature a heated inground pool surrounded by lush greenery, offering complete tranquility and an idyllic summer setup. Over 7 acres of Land Trust are located behind the home. Conveniently located near Rt 80, for easy access to New Haven and all points north, this turn-key custom home represents shoreline living at its finest!

Well located at the end of a quiet cul-de-sac in the desirable Meadow Hills Lake community, this spacious 4-bedroom center hall Colonial offers the perfect balance of privacy, comfort, and neighborhood amenities, including private lake access and a sandy beach. Designed for both everyday living and entertaining, the main level features formal living and dining rooms, an eat-in kitchen, and an inviting family room with vaulted ceilings, a wood-burning fireplace, and sliding doors leading to an expansive deck. A versatile room just off the kitchen is ideal as a home office or playroom and opens to the welcoming front porch. Hardwood floors extend throughout the first level. Upstairs, the generous primary suite includes a walk-in closet and private bath, while three additional bedrooms share a full hall bath. The private backyard is a true retreat, highlighted by a newly rebuilt saltwater pool and plenty of space to relax or entertain. Enjoy the best of both worlds-a peaceful setting with exceptional community amenities, all just minutes from shopping, dining, and commuter routes.

Welcome to 150 Hillcrest Dr N, located in Hillcrest Estates. This offering is a "to be built" opportunity and the images are of another Orient property that this builder wrapped up in 2023. At this point, a very similar style home can be built on this lot or the builder can be hired to do a custom build and tailor the property to a buyer's specifications. The property is elevated, slopes gently SW and will offer sweeping farm/water-views over Orient and out to Narrow River and Long Beach Bay. More information on previous Orient projects can be provided by request or bring your plans and allow your vision for your forever home to come to life!

Located in the quaint town of East Marion this beautifully appointed ranch offers effortless one level living. Set on an acre property, bordering preserved land, this renovated home has been thoughtfully designed with four bedrooms, two of which are ensuite and three full bathrooms.Step inside to an open, light-filled layout where the kitchen flows seamlessly into inviting living room with fireplace and a dining room with vaulted ceiling. There is also a seamless flow between indoor and outdoor spaces-Step outside to a manicured yard with a Gunite heated saltwater pool, a serene private fenced backyard bordering preserved land - a peaceful and tranquil retreat-just moments to Rocky Point Beach, Greenport Village’s shops, restaurants, transportation and the North Fork’s best wineries and farm stands. This is North Fork living at its finest.

Beautiful single family residence in MINT turnkey condition in sought-after Benton's Knoll, Sachem's Head. Quality, high-end construction provides luxurious amenities throughout. The large light-filled LR/Dr with fireplace w/ marble surround includes Hunter Douglas shades w/ sliders to the large deck off the back of the residence. The kitchen is very well equipped with a large Sub zero refrigerator, Wolf ovens, Cove dishwasher & composite countertops. A large pantry, w/ built-ins &laundry room are conveniently located adjacent to the two car garage, providing easy access to the kitchen. The floors throughout the first and second floor are hardwood white oak. The primary bedroom, located on the main level has a custom designed bathroom adorned with beautiful marble tile & a heated floor. The total square footage of this unit is 4001 sq ft - 2942 sq ft on the first and second floor; then the finished walk out basement is 1100 sq ft which provides a family room with fpl, large office and storage area with a full bathroom. This level could work for an au pair or plenty of room for extra guests and family. Walk out directly from this level to the bluestone patio and in-ground heated Gunite pool . Enjoy the ease of ownership in this special 15 unit condo complex, but with the feel of single family residences affording privacy and fantastic location, steps away from the water. Drive 6 minutes to the Guilford Green and all it has to offer.

This storybook circa 1858 cottage captures the very essence of North Fork living: cozy, charming, and effortlessly inviting. Rich in history and timeless appeal, this beautifully preserved home blends the simplicity of a bygone era with thoughtful modern updates, creating a warm and welcoming retreat. Inside, random-width wide plank flooring adds authentic character throughout. The first floor offers a spacious primary bedroom, a second bedroom or home office, an inviting living room, formal dining room, and an eat-in kitchen with a convenient laundry area. Upstairs, two additional bedrooms and a half bath provide comfortable accommodations. Architectural details enhance the home's enduring charm, from the welcoming semi-wraparound covered front porch to the side deck with a new retractable awning overlooking beautifully landscaped gardens. A pergola with a slate patio creates the perfect setting for outdoor dining, entertaining, or simply relaxing on a summer evening. Adding to the property's appeal is a detached 2-car garage and a delightful artist's or hobby studio, complete with its own pergola-covered sitting area nestled among lush gardens. Privately tucked behind a classic white picket fence, the beautifully landscaped .5-acre property is an exceptional outdoor sanctuary. The backyard features a heated free-form Gunite pool with a cascading waterfall, a pool shed with deck, two additional storage sheds, mature trees, and an abundance of seasonal flowering plantings, creating a peaceful and private oasis. Ideally located just minutes from pristine beaches, golf courses, marinas, renowned wineries and breweries, county parks, farm stands, Hampton Jitney and popular local eateries. This special property also enjoys close proximity to Historic Greenport, where waterfront dining, boutique shopping, and galleries await. The backyard abuts a nature preserve that leads to Marion Lake County Park. Nothing can be built behind it. Whether you're enjoying a quiet morning coffee on the porch, spending the afternoon poolside, or entertaining friends after a day at the beach, this one-of-a-kind North Fork treasure offers the perfect blend of historic character, modern comfort, and relaxed coastal living.

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.