Cold Spring Harbor Homes with Pool

Welcome to Cold Spring Harbor, NY, a picturesque community that perfectly blends scenic beauty with an exceptional quality of life. Nestled along the North Shore of Long Island, this charming village is renowned for its outstanding school district, making it an ideal place for families seeking a nurturing environment for their children.

Cold Spring Harbor School District is highly regarded for its commitment to academic excellence, innovative programs, and a wide array of extracurricular activities. With small class sizes and dedicated educators, students benefit from personalized attention that fosters their intellectual and social growth. The district boasts top-notch facilities, including modern classrooms, state-of-the-art technology, and expansive athletic fields. Parents can take pride in knowing that their children are receiving a well-rounded education that prepares them for future success.

In addition to its educational offerings, Cold Spring Harbor is a haven for those seeking luxurious living. Imagine coming home to a stunning property with a private pool, perfect for relaxation and entertainment. Homes with pools in this area provide a serene oasis where families can enjoy sunny afternoons and host memorable gatherings. Whether you’re looking for a contemporary estate or a charming colonial, Cold Spring Harbor offers a diverse range of real estate options that cater to your lifestyle needs.

Living in Cold Spring Harbor means embracing a community that values education, natural beauty, and a vibrant lifestyle. Discover your dream home in this enchanting village, where every day feels like a vacation, and your family’s future is bright!

Newest Cold Spring Harbor Homes with Pool

$3,198,000

6 Beds ⋅ 7 Baths ⋅ 1046012 MLS

Stately Postmodern Brick Colonial, Tall Oaks, Oyster Bay Cove. Poised on two exquisitely manicured acres within the storied enclave of Tall Oaks, this majestic almost 6,200 sq.ft brick colonial stands as a masterwork of scale and sophistication, gracefully sited within the coveted Cold Spring Harbor School District. A dramatic two-story entry foyer sets the tone, opening onto a sun-drenched, free-flowing floor plan where oversized rooms and soaring floor-to-ceiling windows frame the surrounding landscape like living art. Rich hardwood floors unfurl throughout six sumptuous bedrooms and six-and-a-half baths, each detail composed with quiet refinement. The main-floor primary suite is a study in indulgent privacy — a serene retreat appointed with a spa-caliber bath offering both soaking tub and glass-enclosed shower, with direct access to the pool and grounds beyond, and an adjoining annex effortlessly adaptable as a nursery, study, or private fitness room. Five additional en-suite bedrooms lend graceful accommodation to family and guests, while a mezzanine level reveals its own secluded en-suite bedroom paired with a generous sitting room - an inspired retreat for extended stays. Beyond, the grounds unfold in quiet splendor: an inground saltwater pool, sweeping patios, and a built-in BBQ set the stage for effortless, elegant entertaining amid lush, professionally curated gardens. Below, a capacious finished lower level opens through full sliders to the side yard, with additional unfinished space affording abundant storage. An extraordinary residence, distinguished by pedigree and place, in one of the North Shore's most rarefied addresses.

3 White Birch Road, Oyster Bay Cove

$3,380,000

6 Beds ⋅ 7 Baths ⋅ 1046579 MLS

Privately set on 1.5 beautifully landscaped acres along a quiet cul-de-sac, this six-bedroom Colonial offers approximately 4,900 square feet of above-grade living space in the Cold Spring Harbor School District. A long driveway, ample parking, expansive front lawn and mature landscaping create a private setting from the moment you arrive. Inside, a dramatic two-story foyer leads to a soaring living room filled with natural light. The spacious layout provides plenty of room for everyday living, working from home and hosting guests. Three of the upstairs bedrooms feature private en-suite bathrooms, including the expansive primary suite and two additional bedrooms, each with its own full bath. A flexible first-floor guest area with a full bathroom and separate side entrance provides additional privacy and versatility. The approximately 1,700-square-foot finished walk-out lower level adds even more usable space, with a theater/media room, game and recreation areas, a full bathroom, storage, and sliding doors leading outside. The backyard is the true centerpiece. An expansive Trex deck overlooks an in-ground pool with spa, koi pond and multi-sport court offering basketball, tennis and badminton options—all surrounded by greenery and privacy. Additional features include a two-car garage, central air conditioning, public water and sewer, and solar panels that are nearing full payoff. A rare combination of space, privacy and outdoor amenities in Cold Spring Harbor.

7 Saw Mill Lane, Cold Spring Hrbr

$6,900,000

6 Beds ⋅ 6 Baths ⋅ 1048150 MLS

Welcome to “ The Point”. A rare opportunity to acquire one of the most exciting waterfront locations in Lloyd Harbor. Two acres of level property on a uniquely positioned peninsula between Huntington Harbor, Lloyd Harbor and Huntington Bay and overlooking the iconic Huntington Lighthouse that lends the street its name. Current home was built in 1978 and is being offered in need of renovation in “as is” condition. The setting offers sweeping waterviews in an incredible setting that is the perfect spot for a landmark home to be built. Has gunite in ground pool with spa ( as is) and dock with boat lift plus steps to the beach .

7 Lighthouse Point, Lloyd Harbor

$2,850,000

6 Beds ⋅ 8 Baths ⋅ 1037801 MLS

Welcome to 3 Spring Bay Lane, an exceptional 6 bedroom 6 bath residence situated on approximately two private acres in Lloyd Harbor. Quality and character are evident throughout this beautiful home, beginning with an impressive two-story entry foyer featuring custom raised-paneling. The foyer is flanked by a spacious formal living room and dining room. As you move beyond the foyer you enter into the great room with the adjoining oversized eat in kitchen. The kitchen features a center island with gas cook top plenty of prep area, and a walk-in pantry for additional storage. Both the kitchen and great room have direct access to the outdoor deck with an oversized electric canopy which provides a wonderful setting for dining and entertaining while overlooking the pool and mature landscaped rear grounds. The spacious living room features cathedral ceilings and a wood-burning fireplace, creating a warm and inviting gathering space. The flexible floor plan includes a first-floor primary suite or guest suite, an additional bedroom with and dedicated bathroom and mud/laundry room conveniently located off the attached 3 car garage with electric charging station. The second level includes an expansive primary suite with gas burning fireplace and en suite bath. The primary bedroom features access to private office/sitting room. In addition the second story includes two oversized bedrooms with en suite bathrooms, and a bonus office/craft room. The finished lower level with an outside separate entrance offers an impressive array of amenities, including a large living/dining are with gas burning fireplace, a private workout room, a bedroom with en suite bathroom. There is additional finished space which is currently used as a playroom. Outside, enjoy the privacy of the fenced-in professionally landscaped back yard with mature plantings. A private in-ground heated salt water pool anchors the backyard with additional entertaining areas, and plenty of open green lawn. 3 Spring Bay residence also enjoy the exceptional lifestyle offered by Lloyd Harbor Village, including Village Camp, tennis, beach and mooring privileges making for unforgettable beach community year round living.

3 Spring Bay Lane, Lloyd Harbor

$1,795,000

3 Beds ⋅ 3 Baths ⋅ 1036519 MLS

Set on a beautiful half-acre in Cold Spring Harbor, this inviting 3-bedroom, 2.5-bath Ranch offers comfortable single-level living with an exceptional indoor-outdoor flow. Warm wood floors extend throughout the home, complementing a gracious formal living room with fireplace and a dedicated dining room featuring a built-in china closet. The newly renovated kitchen showcases quartz countertops and stainless-steel Whirlpool appliances and opens seamlessly to a spacious family room. From the family room, step directly outside to the deck, swimming pool, and Jacuzzi—an ideal setting for entertaining, relaxing, and enjoying the outdoors. A full-property irrigation system and whole-house generator add convenience and peace of mind to this beautifully maintained home and property. Cold Spring Harbor SD#2. Eagle Dock Beach and Mooring (Dues Required).

4 Woodleaf Court, Cold Spring Hrbr

$6,999,000

7 Beds ⋅ 6 Baths ⋅ 1023535 MLS

Tucked away on four spectacular acres overlooking a tranquil freshwater pond, this extraordinary Cold Spring Harbor estate offers a rare balance of complete seclusion and effortless convenience. Hidden behind a gated entrance and surrounded by nature, the property evokes the feeling of a private country retreat while remaining just moments from the charming village, harbor, acclaimed schools, and every amenity that makes Cold Spring Harbor one of Long Island's most coveted communities. Extensively rebuilt and expanded in 2019, the residence seamlessly blends timeless architecture with sophisticated modern design. A dramatic two-story foyer welcomes you into the heart of the home, offering stunning sight lines through the residence to the resort-like pool and picturesque grounds beyond. The magnificent two-story great room is centered around an impressive floor-to-ceiling stone wood-burning fireplace and flows effortlessly into the open-concept living and dining spaces, designer kitchen, and elegant bar area. Expansive windows flood the interiors with natural light while framing breathtaking views of the surrounding landscape. Designed for both grand entertaining and comfortable everyday living, the home offers an exceptional collection of gathering spaces. A dedicated first-floor media room with a 4K projector delivers an immersive cinematic experience, while the inviting billiard room features its own stone fireplace, reclaimed barn wood walls and beams, creating the perfect setting for entertaining. Modern conveniences include a Sonos sound system with integrated speakers in the kitchen, great room, and pool area, providing effortless indoor-outdoor enjoyment. The thoughtfully designed second level showcases rich walnut flooring throughout and is highlighted by the luxurious primary suite. A private sanctuary featuring soaring vaulted ceilings, oversized walk-in closets, a private balcony, and a spa-inspired en suite bath complete with a soaking tub, sauna, and refined finishes with the addition of seasonal water views of the harbor make this retreat truly exceptional. Five additional bedrooms and a conveniently located laundry room complete the second floor. Two of the secondary bedrooms are tucked away in their own private wing, separated by an inviting sitting area and served by a private rear staircase, creating an ideal layout for guests, extended family, or multigenerational living while preserving comfort and privacy. The outdoor living experience is equally impressive. A saltwater Gunite pool with a sunken spa is surrounded by lush landscaping and expansive entertaining spaces, offering the ultimate setting for relaxation. Gentle natural springs wind through the property, adding a peaceful soundtrack to this remarkable setting. A breezeway with double electric entry doors enhances both convenience and security to inner courtyard and three-car garage. Finished with a classic cedar shingle roof and crafted with exceptional attention to detail throughout, this remarkable estate presents an exceedingly rare opportunity to own one of the North Shore's most private and captivating residences. Here, the sounds of flowing springs, the beauty of the freshwater pond, and an unparalleled sense of privacy create the feeling of being a world away yet the vibrant waterfront village and everyday conveniences of Cold Spring Harbor remain just minutes from your gate.

36 Spring Street, Cold Spring Hrbr

$7,300,000

5 Beds ⋅ 5 Baths ⋅ 1017672 MLS

The first of three exclusive residences developed on the grounds of the former Colgate Estate, this exceptional offering embodies privacy, prestige, and timeless appeal. Striking contemporary architecture and sophisticated design define this private two-acre retreat in prestigious Lloyd Neck, offering water views, private beach access, and over 5,000 square feet of luxury living. Designed for seamless indoor-outdoor living, the home features expansive walls of glass, soaring ceilings, Accoya wood siding, and Luna wood ceilings extending from the interior to the exterior spaces. The dramatic great room opens to a designer kitchen featuring a statement lilac marble island, custom cabinetry, and premium appliances. Five bedrooms include a main-level primary suite, upper-level junior primary suite, and an additional en-suite bedroom. Highlights include a den with fireplace, mudroom, butler’s pantry, first-floor laundry, a glass-enclosed temperature-controlled wine display accommodating approximately 1,000 bottles, and an expansive lower level with defined spaces, already outfitted, offering endless possibilities for additional living, wellness, recreation, and entertainment spaces. Resort-style outdoor amenities include expansive terraces, a saltwater pool and spa, outdoor kitchen, professionally landscaped grounds, and a spectacular 1,300-square-foot upper terrace with a wood-burning fireplace. A rare opportunity to experience contemporary coastal living in one of Lloyd Neck’s most coveted locations.

28 Watch Way, Lloyd Harbor

$1,598,000

4 Beds ⋅ 3 Baths ⋅ 999684 MLS

Set gracefully back from the road, this updated and timeless Farm Ranch offers exceptional privacy and a serene setting in the heart of Cold Spring Harbor, within the Cold Spring Harbor School District. This spectacular, fully renovated residence seamlessly blends classic elegance with modern comfort, creating a true entertainer’s dream. Nestled on an expansive 1.75+ acre property, the home provides a tranquil, park-like setting with ample space to relax and entertain both indoors and out. The main level features a grand entry foyer, a sunlit living room/den with a fireplace, and a formal dining room. The magnificent chef’s eat-in kitchen is the centerpiece of the home, complete with an expansive island, high-end stainless steel appliances, and a butler’s pantry. This level also includes a spacious junior suite with an elegant en-suite bath and walk-in closet, two additional bedrooms, and a beautifully appointed guest powder room. The upper level is dedicated to a luxurious primary suite retreat, featuring a private balcony overlooking the front grounds and a spa-like en-suite bathroom. A full basement offers endless potential to create your dream space—perfect for a home theater, gym, or playroom. Step outside to your own backyard oasis, where a poolside paradise and sprawling, park-like grounds provide the ultimate setting for outdoor living and entertaining. Ideally located near the historic charm of Cold Spring Harbor and the vibrant energy of Huntington Village, this exceptional home offers convenient access to fine dining, shopping, parks, beaches, golf, and boating, including Eagle Rock Beach and mooring rights (fees apply). This listing may include images that have been digitally altered, enhanced for illustrative purposes, or virtually staged. Original, unedited images are available upon request.

497 Woodbury Road, Cold Spring Hrbr

$2,890,000

6 Beds ⋅ 7 Baths ⋅ 999082 MLS

Are you looking for a peaceful and quiet neighborhood to call home? This is it. Situated on a magnificent 2-acre property, this exceptional residence offers luxury, comfort, and space for today’s modern living. Featuring 6 spacious bedrooms and 7 full bathrooms, this home showcases soaring high ceilings, an open floor plan, and beautifully designed living spaces perfect for both entertaining and everyday life. Enjoy outdoor living at its finest with a recently renovated gunite pool, expansive wood decking, and professionally designed landscaping featuring a variety of flowers and mature trees that create a private, park-like setting. The property also includes a 4-car garage, sprinkler system, central vacuum system, and separate functional living areas ideal for extended family, guests, work-from-home needs, or recreation. The first-floor bedroom or office provides excellent flexibility and convenience. Well-maintained and thoughtfully designed throughout, this home offers low property taxes comparatively while delivering outstanding value and lifestyle. A rare opportunity to own a luxurious retreat in a serene setting — don’t miss it!

80 Tall Oak Crescent, Syosset

$2,950,000

5 Beds ⋅ 7 Baths ⋅ 972399 MLS

Perched along the shores of the Long Island Sound, 1 Sea Crest Drive is a spectacular Mediterranean-style waterfront estate offering breathtaking views, refined craftsmanship, and exceptional amenities designed for luxurious coastal living. Grand double wood doors open to a dramatic foyer where floor-to-ceiling windows frame sweeping water views and the private, deep-water dock beyond. The light-filled entry sets an elegant tone with a gracious staircase leading to the second-floor catwalk, which separates the private primary wing from the home’s four additional bedroom suites. An elevator and powder room are conveniently located just off the foyer. Designed for both everyday living and elegant entertaining, the main level features a chef’s eat-in kitchen with Wolf appliances, double ovens, a True refrigerator, dual sinks, and quartz countertops. Just off the kitchen, the laundry room is thoughtfully designed with a Shaws farm sink and brass fixtures. The water view dining room, highlighted by marble floors and French doors, captures stunning views and opens seamlessly to the outdoor setting. The impressive great room showcases soaring floor-to-ceiling windows, parquet wood floors, and a striking fireplace, creating a warm yet dramatic gathering space. A separate bar room with its own fireplace offers an inviting setting for entertaining, while the indoor pool overlooking the Sound brings resort-style living indoors year-round. Additional first-floor features include a private office and a spiral staircase leading to the spa-inspired primary bath, complete with sauna and jacuzzi tub. The primary suite itself is a serene retreat, featuring a fireplace, marble flooring, and French doors opening to a waterside deck. Cedar closets add another thoughtful luxury. Across the elegant catwalk, four additional en-suite bedrooms provide comfort and privacy, including two with spectacular water views. A rear staircase leads to the three-car garage, with direct access back into the kitchen and laundry area. Set on a prized waterfront parcel in Lloyd Harbor, the property’s deep-water dock and panoramic Sound views create an extraordinary setting for boating, entertaining, and enjoying the very best of waterfront living. Deep-water dock. Endless views. A truly exceptional Lloyd Harbor offering.

1 Sea Crest Drive, Lloyd Neck

$3,595,000

4 Beds ⋅ 6 Baths ⋅ 987719 MLS

Lloyd Harbor Country Compound Set on over three exquisitely landscaped acres in Lloyd Harbor, this distinguished estate offers a refined blend of architectural character and modern comfort. Gracious interiors are defined by high ceilings, natural woodwork, hardwood floors, and a thoughtfully composed layout designed for both relaxed daily living and elegant entertaining. The main level features an inviting foyer, a chef’s kitchen with island and dining area opening to a dramatic great room with fireplace. Additional large formal living room with fireplace and office complete main level. On the second level, there are 3 bedrooms and 2 full bathrooms. The expansive primary suite, with cathedral ceilings and a fireplace, includes two walk-in closets, a new luxury bathroom and a hallway leading to a recently built massive exercise room, creating a comfortable and functional arrangement. The professionally landscaped property unfolds as a private retreat with an impressive collection of amenities, including an inground pool, pool house, outdoor kitchen, multiple fire pits, separate tavern building, and tennis court. Stone walls, gardens, and sitting areas further enhance the setting, all surrounded by sweeping landscaped grounds and verdant wooded views, creating a rare offering in Lloyd Harbor.

395 W Neck Road, Lloyd Harbor

$3,995,000

5 Beds ⋅ 9 Baths ⋅ 983469 MLS

Situated on 2 professionally landscaped acres, this magnificent Gold Coast residence offers refined luxury with seamless indoor-outdoor living. A long, private driveway leads to this magnificent Colonial with a charming wrap-around porch reminiscent of Southern hospitality. As you enter through a spectacular 2-story foyer clad in crisp white millwork, high ceilings and a series of arched entryways lead to a grand formal dining room, an elegant formal living room with a fireplace and a series of custom arched windows that overlook the manicured property. The showpiece chef’s kitchen, designed by a Cordon Bleu graduate, is designed for grand-scale entertaining with granite countertops, designer tile backsplash, professional-grade Wolf and Sub-Zero appliances, custom inset cabinetry, a spacious pantry, and is open to a large breakfast area and comfortable family room with a fireplace. An expansive, completely renovated master suite serves as a private sanctuary with penthouse light features, featuring vaulted ceilings, a marble framed fireplace, exquisite millwork, hand-painted detailing, and an extraordinary walk-in dressing room with custom closets, mirrored cabinetry, crystal chandeliers, center island, and an en-suite washer/dryer. The spa-inspired luxury bath offers a free-standing extra large soaking tub, steam shower, radiant-heated floors, and premium fixtures for resort-caliber relaxation. Additional ensuite bedrooms feature tastefully appointed baths with custom closets and comfortable finishes. The finished lower basement level offers a flexible space that includes a gym with a red light sauna, a music room, a full bath, a cedar closet, a spacious recreation room and plenty of storage space. Resort-style outdoor living is anchored by a 20x40 custom in-ground pool, extensive bluestone patios, and a pergola with large outdoor stone fireplace. A full outdoor kitchen features a built-in professional grill, Big Green Egg, refrigerator, stovetop, ice maker, sink, beverage center, and granite bar with seating, creating an exceptional setting for summer entertaining and relaxation. The fully enclosed raised-bed vegetable/herb garden with mist irrigation elevates the property’s gourmet lifestyle appeal. Lush, thoughtfully curated landscaping by Main Street Nursery evokes a soft coastal feel which is complemented by a myriad of specimen plantings. The exterior is finished with maintenance-free James Hardie siding, durable Azek trim, and a full wrap-around porch with front and rear porch swings perfect for lazy days admiring the grounds. The home’s systems include 5-zone HVAC and a new central vacuum, underscoring a commitment to modern comfort and ease. Additional highlights include an upgraded mudroom and main-floor laundry which include a custom dog washing station for effortless pet care, a heated garage with new double-insulated doors, smart exterior lighting with antique-sourced fixtures, and so much more. With 5 bedrooms, 6 full baths, and 3 half baths, this impeccably updated home blends timeless architectural character with modern amenities, creating an extraordinary and beautifully unique Laurel Hollow estate ready for immediate enjoyment.

503 Cold Spring Road, Laurel Hollow

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.