luxury houses with pool for sale Old Lyme, United States

Beautifully maintained Colonial set on a quiet, picturesque lot offering the perfect blend of comfort, flexibility, and resort style outdoor living. The spacious kitchen is the heart of the home, featuring abundant workspace, multiple dining areas, and seamless access to a sun filled four season room overlooking the private backyard. A flexible main level room offers the option of a bedroom, home office, or den. Upstairs you'll find four generously sized bedrooms, including one currently used as a home office, providing versatility for today's lifestyle. The finished lower level offers additional living space ideal for a home gym, recreation room, media room, or playroom. Step outside to your own private retreat featuring a pickleball court, above ground lap pool with integrated spa, putting green, expansive lawn, and spectacular sunset views that create the perfect setting for entertaining or relaxing. Surrounded by mature landscaping and peaceful views, the property offers exceptional privacy while remaining just minutes from Old Lyme Village, beaches, marinas, golf, shopping, and restaurants. Offering flexible living spaces, an incredible backyard designed for recreation, and a sought after location, this exceptional home is ready to be enjoyed in every season.

Overlooking the hills of Lyme, Connecticut, Hilltop Estate combines old world elegance with modern luxury. The fully renovated stone and stucco main house, spacious guest cottage, pool and barn complex are set on nearly 50 acres. Made up of five separate parcels with potential for equestrian pursuits, farm to table living or sellable individually. The barns include a workshop fully convertible to living space, artist studio or entertainment space. Contiguous to the barns is an Alitex greenhouse manufactured in England with its own dedicated, fully equipped potting room. The property is surrounded by manicured gardens, stone walls, privet hedges and mature plantings. The three bedroom, two and one half bath main house exudes historic character with detailed moldings, refined finishes, antique chestnut floors, custom built-in cabinetry, grass cloth wallpaper, hand-hewn exposed beams, multiple fireplaces, decorative painting and light-filled interiors. The gourmet kitchen features two stoves (Wolf and Gaggeneau) and a Sub-Zero refrigerator. Enjoy the outdoor terrace for six months a year; warmed by its stone fireplace and protected by fully retractable roller screens in the summer. The two bedroom en-suite guest cottage complete with a full kitchen provides a luxurious escape for family and friends. Meandering trails throughout the property provide a peaceful hiking experience for enjoyment year-round. The property is equidistant to New York City and Boston.

Tucked away from the road and set above the CT river on over three acres, this amazing waterfront home is also a secluded personal resort, complete with a pool, spa, and private beach. Designed to showcase river views from every vantage point, the home features high ceilings, floor to ceiling windows, and an expansive open-concept floor plan that brings in an abundance of natural light. A living room with a fireplace, formal dining area, and family room all lead out to a large deck, which offers plenty of room for outdoor entertaining or just admiring the scenic waterfront setting. A well-appointed chef's kitchen with a center island and plenty of storage space faces the family room. A first- floor primary bedroom offers an office/sitting area with another fireplace, a generous ensuite bathroom with both a soaking tub and walk-in shower. A spacious laundry/mud room leads from the kitchen to the three-car garage. A sunroom overlooks the pool deck, which includes a gunite in-ground pool, a large patio area, and a fantastic outdoor kitchen with a built-in grill and bar area perfect for al fresco dining. The second-floor landing is open to the first floor below, and has two bedrooms both with ensuite bathrooms, and sitting area. The finished walk-out lower level leads to another patio area overlooking the private beach. A large family room, a full kitchen, two more bedrooms and a full bathroom complete the lower floor, offering plenty of room for visitors.

Nestled within the prestigious Fox Hopyard Golf Club community, this exceptional new construction home offers the perfect blend of luxury, comfort, and resort style living. Thoughtfully designed with approximately 2,500 square feet of living space, the residence features 3 bedrooms, a spacious bonus room, and an open concept floor plan ideal for both everyday living and entertaining. Sun filled interiors, quality craftsmanship, and carefully selected finishes create an inviting atmosphere throughout. The well appointed kitchen flows seamlessly into the main living areas, while the flexible bonus room provides the perfect space for a home office, media room, fitness area, or guest accommodations. Located on one of Connecticut's most sought after golf course communities, residents can enjoy membership to the renowned Fox Hopyard Golf Club, consistently recognized as one of New England's premier golf destinations. Community amenities include a newly constructed pool, tennis courts, pickleball courts, and the popular On The Rocks restaurant, offering a true country club lifestyle just outside your door. Ideally situated just over the Lyme border, this remarkable home combines the tranquility of a scenic golf course setting with convenient access to the Connecticut shoreline, marinas, dining, and major routes to both Boston and New York City. A rare opportunity to enjoy new construction within a vibrant and highly desirable golf course community.

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.

Overlooking rolling pastures and the Uwharrie National Forest, 172 Tuckertown Road commands attention with its Frank Lloyd Wright–inspired design, seamlessly blending architecture and nature through extensive stonework, rock waterfalls, natural landscaping, and exceptional indoor-outdoor living spaces. A private gated entrance leads to the porte-cochère and expansive motor court, providing garage and covered storage while offering convenient access to the pool pavilion, gardens, and scenic walking trails throughout the property. The residence encompasses more than 7,000 square feet of thoughtfully designed living space featuring Spanish cedar columns and beams, soaring ceilings, a dramatic central atrium, sunroom, main-level guest suites, and walls of windows that capture the surrounding pastoral views. The lower level is designed for entertaining and extended living, offering additional guest suites, a home theater, fitness room, recreation areas, and direct access to the outdoor amenities. Resort-style outdoor living includes cascading stone waterfalls, koi ponds, a pool and spa, outdoor entertaining spaces, luxury dog kennels, and a greenhouse surrounded by a charming English garden. Equestrian and farm facilities are equally impressive. The main barn features seven stalls, a laundry area, full bath, wash facilities, tack room, and a fully furnished apartment above. The indoor riding arena offers sand footing, five stalls with Dutch doors, and year-round riding capability. Additional improvements include vehicle storage buildings, an aviary, chicken coop, run-in sheds, multiple accessory structures, and a service building with 14-foot doors ideal for RV, equipment, or workshop use. A rare offering that combines architectural significance, luxury living, equestrian excellence, and a private resort lifestyle in one extraordinary estate.

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.

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!

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!

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.

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.

Nestled in the highly coveted Hay Beach enclave of Shelter Island, 43 Gardiners Bay Drive is a grand, ˜ 6,100-square-foot coastal estate that redefines luxury through the lens of effortless living. Set on a sprawling 0.92-acre parcel with captivating winter water views of Gardiners Bay, this masterfully designed home offers a seamless daily rhythm, beginning in the light-filled foyer where exquisite millwork meets glass doors that open to the expansive grounds. Designed for both high-end entertaining and absolute ease, the flowing main level connects a stately firelit living room to a magnificent chef's kitchen—complete with a professional cooktop, a walk-in pantry, and dual dishwashers for effortless cleanup—before transitioning outside to a resort-style pool featuring an electric safety cover and direct cabana-bath access. A sanctuary of personal wellness, the second floor boasts a marble-clad primary suite with a private water-view office overlooking the bay, alongside three generous guest rooms and two laundry rooms configured for ultimate convenience. Below, the fully finished lower level serves as a private wellness and entertainment pavilion, featuring a home gym, media room, and a temperature-controlled wine cellar, balanced by an abundant bulk-provisioning storage room and an attached garage for your water toys. Situated just steps from the pristine sands of Menhaden Lane Beach and moments from the island’s premier marinas, boutiques, and acclaimed dining, this estate offers a turnkey, worry-free island lifestyle where every modern luxury is already perfectly in place.

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!