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

$2,750,000

5 Beds ⋅ 5 Baths ⋅ 1026840 MLS

Just shy of four flat usable acres on the most picturesque section of tree-lined School Lane in Lloyd Harbor is the location of this approximately 6000 sq ft home. A circular driveway framed by mature landscaping creates a private and welcoming estate setting offering both curb appeal and a grand sense of arrival. Interior living space provides an ideal balance of comfort, functionality, and effortless entertaining. The expansive floor plan features five generously sized bedrooms with four full and one half-bath, including a luxurious primary suite with a coffered ceiling, private en-suite bath, and oversized walk-in closet. Flooded with natural light, the impressive family room showcases soaring vaulted ceilings, skylights, and French doors that seamlessly connect the interior to the stunning backyard. At the heart of the home, the eat-in kitchen is designed for gathering, offering granite countertops, gas cooking, a large center island with seating, and a prep sink. The adjoining dining room is equally inviting, featuring a fireplace, plate room, and custom wet bar area with direct access to the covered outdoor patio, creating an ideal flow for indoor and outdoor entertaining. Beyond the pool and patio, expansive cleared lawns unfold to create a truly exceptional outdoor setting. This private field of dreams offers endless possibilities for a guest house, tennis or sport court, equestrian pursuits or other recreational amenities. A 22' x 40' barn further enhances the property, offering flexible space for a home office, studio, recreation or simply a peaceful retreat overlooking the idyllic grounds. Ideally located just 1.6 miles from Lloyd Harbor Village Beach, residents enjoy access to a private beach with lifeguards, summer camp, tennis courts, mooring opportunities, and additional village amenities (fee). Nature enthusiasts will appreciate being just 1.2 miles from the Caumsett State Park Preserve Extension and only 2.9 miles from the renowned Caumsett State Historic Park Preserve, where miles of scenic trails, woodlands, and waterfront vistas await. A rare opportunity to own an expansive residence with remarkable grounds in one of Lloyd Harbor's most desirable locations, where privacy, lifestyle, and timeless North Shore charm come together.

27 School Lane, Lloyd Harbor

$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

$7,899,000

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

$2,195,000

5 Beds ⋅ 6 Baths ⋅ 1006519 MLS

Extraordinary Estate located in Laurel Hollow, NY! Discover unparalleled luxury and space at this one-of-a-kind estate nestled on 3.7 acres in Laurel Hollow. This magnificent 5-bedroom, 5.5-bathroom residence spans over 5,900 sq. ft. of living space, offering a seamless blend of elegance, comfort, and modern convenience. Step through the grand entrance, where a custom mural flooring sets the stage for the exquisite natural woodwork, cathedral-height ceilings, and oversized windows that flood the home with natural light. The main level boasts a sprawling eat-in kitchen, complete with abundant cabinetry, a breakfast bar, and high-end appliances, leading to a formal dining room, great room, and family room, all featuring large windows that showcase breathtaking views of the serene, expansive backyard. Whether in the kitchen, dining area, living room or great room, you’ll be surrounded by the beauty of lush landscaping, the outdoor kitchen, pergola, treehouse, playground, and Gunite pool with a diving board. A pool house and a wraparound deck further enhance the outdoor living experience, making this home an entertainer’s dream. Entertain effortlessly in the formal living room, family room, or the expansive great room, which features a balcony ideal for a library or office. A media room and two laundry rooms add to the home’s functionality. Designed for ultimate comfort and privacy, the home features a first-floor en suite bedroom, perfect for guests, while the second level hosts the grand primary suite, complete with a private office, walk-in closets, and a spa-like bathroom. Two of the additional bedrooms are unique duplex-styles on the main level, offering two levels of living space, while the fifth bedroom is also an en-suite. The walkout basement offers incredible flexibility, while the five car attached garage ensures ample parking and storage. Additional highlights include two wood-burning fireplaces, a central sound system, and extensive storage throughout. This extraordinary property is a rare find, offering a blend of sophistication, comfort, and endless possibilities. Schedule a private tour today to experience the unmatched charm of 121 Laurel Ln!

121 Laurel Lane, Laurel Hollow

$3,385,000

6 Beds ⋅ 7 Baths ⋅ 1004329 MLS

Privately sited adjacent to an eight acre nature preserve and set back from the road, this property offers a rare blend of natural seclusion, timeless design, and resort-style living in the heart of Lloyd Harbor. Custom built this classic and inviting residence was designed for both elevated entertaining and comfortable everyday living. A striking 30-foot entryway with open air cupola sets the tone, leading into interiors rich with custom moldings, Brazilian cherry floors, mahogany inlays, and herringbone details span the main floor. The chef’s kitchen is outfitted with a 48” 6 burner Thermador, two Sub Zero refrigerators and two Bosch dishwashers. The home features six bedrooms, seven baths, radiant heat in four full baths; first floor bedroom is ideal for guest suite or home office. There are laundry rooms on both first and second floors. Natural gas services the three fireplaces, built-in barbecue, and pool heater; an added luxury and convenience. The three-car garage with 14-foot ceilings can accommodate a lift to store up to six vehicles. Surrounded by lush natural beauty, the resort style backyard features a gunite saltwater pool, spa, sun decks and built in BBQ; ideal for hosting both casual gatherings and large scale entertaining. Just two miles from Huntington Village and close to the train for an easy NYC commute, this exceptional home is ideally located within the sought-after Lloyd Harbor community. Cold Spring Harbor Schools, deeded to Lloyd Harbor Village Beach, this home is truly a special offering not to be missed. Taxes being grieved. Estimated savings will be approximately 10%. Taxes include Lloyd Harbor Village tax.

5 Mill Road, 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

$3,550,000

6 Beds ⋅ 6 Baths ⋅ 1000303 MLS

Step into a truly extraordinary 7,400 sq ft majestic Colonial, where elegance, scale, and modern efficiency come together seamlessly. This stunning residence offers 5 spacious bedrooms and 4.5 luxurious baths, along with an additional 3rd floor bedroom or office space with a full bath. Designed for both grand entertaining and everyday comfort, the home features a spectacular two-story great room and entry with 2 story walls of glass that create a lasting first impression. A formal living room and dining room, an expansive chef's kitchen with a full size sunlit breakfast nook, and a richly appointed library. Enjoy cinematic experiences in your private theater room, all within the comfort of your own home. A standout addition is the impressive 950 sqft attached sunroom, featuring a swim spa, hot tub, and folding glass panels-allowing for year-round enjoyment in a bright, resort-style setting. Additional highlights include a 3-car attached garage, a backup generator, and an impressive 59-panel solar system generating over 100kWh per day during summer months-delivering exceptional energy efficiency. Complementing the main residence is a 525 sqft ancillary building, offering two bedrooms, 1.5 baths, a living room, and an eat-in kitchen-ideal for guests, rental income (where permitted), or a private retreat-situated above an oversized two-car garage. This is more than a home-it's a statement of luxury living.

1 Springwood Path, Laurel Hollow

$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

$3,389,000

5 Beds ⋅ 7 Baths ⋅ 991599 MLS

10 Fox Meadow is arguably the best value in LLoyd Harbor offering over 9800sft of finished space under heat/air on one of the most desirable streets offering very low taxes. Nestled on a sprawling, open, and level 2 acre property, 10 Fox Meadow Lane offers the perfect blend of modern luxury and timeless traditional appeal. This beautifully renovated 1989-built home features a thoughtful two-level-inspired floor plan with soaring vaulted ceilings that create an airy and expansive feel throughout. At the heart of the property is a stunning newly renovated indoor pool pavilion—completely renovated in April 2026—complete with a pellet stove fireplace, a new bathroom, and a luxurious steam shower, making it ideal for year-round enjoyment. Extensively updated with high-end finishes, including a gourmet kitchen featuring Thermador appliances and quartz countertops, a finished basement with a movie theatre, gym, and wine room, and numerous thoughtful upgrades such as new Anderson windows, a whole-house generator, and a heated three-car garage with premium garage tech storage, this home delivers comfort, style, and functionality in equal measure. With five bedrooms, seven bathrooms (including five brand-new ones), and an impressive array of indoor and outdoor living spaces, 10 Fox Meadow Lane is a true private retreat that seamlessly combines contemporary amenities with classic charm. Low taxes and close proximity to Lloyd Harbor School round out this offering. Lloyd Harbor offers private beaches, boat ramps, summer camp, private police force and close proximity to Caumsett State Park and Target Rock Preserve.

10 Fox Meadow Lane, Lloyd Harbor

$2,995,000

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

$4,250,000

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.