Oyster Bay, NY Homes for Sale with Pool

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  /29

  $4,525,000

  Open Sun 12PM - 2PM

  • 6 Beds
  • 5.5 Baths
  • 9,023 Sq Ft

  250 Oyster Bay Rd, Locust Valley, NY 11560

  Exceptional brick estate offering 9,023 sq ft of refined living with 6bedrooms and 5.5baths on nearly two private acres in Locust Valley. Built in 2009, the home showcases custom mahogany millwork throughout, a dramatic two-story foyer with a sweeping butterfly staircase, and a great room framed by a soaring wall of arched windows. A first-floor library and dedicated meditation room offer quiet

  Siddharth Khemani LAFFEY REAL ESTATE

  250 Oyster Bay Rd, Locust Valley, NY 11560
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  /41

  $869,999

  $30K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,740 Sq Ft

  104 Woodlake Dr W, Woodbury, NY 11797

  Enjoy Country Club Living with amenities galore.This Updated Condo in Desirable Woodland Pond Convenient to all Features A Newer Stainless Steel Granite Eat in Kitchen with Excessive White cabinetry,3 Updated Bathrooms,Hard Wood Floors,Beautiful Mill work,Large Formal Dining Room,Step Down Living Room/Den with Ose to Trex Deck,Vaulted Ceiling,Skylight.Minutes to Shopping ,Restaurants,Public

  Lenny Rosenfeld Douglas Elliman Real Estate

  104 Woodlake Dr W, Woodbury, NY 11797
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  /48

  $1,249,999

  • 3 Beds
  • 3.5 Baths
  • 2,182 Sq Ft

  48 Chestnut Ln, Woodbury, NY 11797

  Perfectly situated in The Greens at Woodbury, this beautiful 3-bedroom, 3.5-bath Aspen model offers an exceptional location near the cul-de-sac and community pool, along with a private backyard setting. The sun-filled interior showcases a sleek, modern aesthetic with hardwood floors throughout. At the heart of the home is a brand-new designer eat-in kitchen featuring custom cabinetry, quartz

  Jared Sarney Corcoran SRG Residential

  48 Chestnut Ln, Woodbury, NY 11797
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  /34

  $3,995,000

  • 5 Beds
  • 5.5 Baths
  • 4,836 Sq Ft

  1780 Route 106 Unit C, Syosset, NY 11791

  Steeped in architectural pedigree and timeless elegance, this extraordinary Muttontown estate, on 3.84 bucolic acres, was designed by renowned architect Marion Sims Wyeth, celebrated for his iconic work on Mar-a-Lago in Palm Beach. Privately tucked behind an impeccably landscaped half mile-long drive off Route 106, the property unfolds as a secluded North Shore sanctuary of exceptional beauty and

  Jason Friedman Daniel Gale Sothebys Intl Rlty

  1780 Route 106 Unit C, Syosset, NY 11791
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  /22

  $1,180,000

  • 3 Beds
  • 2.5 Baths
  • 2,524 Sq Ft

  71 Eagle Chase, Woodbury, NY 11797

  Welcome to 71 Eagle Chase, a beautiful home in the prestigious 24-hour gated Eagle Chase community, featuring 3 bedrooms and 2.5 bathrooms. Enter through grand double doors into a bright, open-concept layout with soaring vaulted ceilings and a skylight that fills the space with natural light. The main level includes a guest bedroom with a private balcony, a home office, and a powder room. The

  Amber Lin Keller Williams Rlty Landmark

  71 Eagle Chase, Woodbury, NY 11797
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  /35

  $1,800,000

  $200K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 2,598 Sq Ft

  273 Sugar Toms Ln, East Norwich, NY 11732

  Welcome to this exceptional 5-bedroom, 3.5-bathroom residence set on a private and beautifully landscaped 2-acre property. Offering the perfect blend of comfort, functionality, and resort-style outdoor living, this home is designed for both everyday living and entertaining.Inside, you'll find spacious living areas filled with natural light, including a stunning open-concept kitchen and great

  Ashley Tanenblatt Daniel Gale Sothebys Intl Rlty

  273 Sugar Toms Ln, East Norwich, NY 11732
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  /40

  $1,588,000

  $50K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,448 Sq Ft

  53 Hightop Ln, Jericho, NY 11753

  Welcome to this pristine El Dorado split-style home featuring 4 bedrooms and 3 full baths. Located on a quiet block in the heart of East Birchwood, with Jericho Schools! This home boasts expansive ceilings, recessed lighting, bay windows, and skylights that provide every room with natural light. Formal living room features a wood-burning fireplace and hardwood floors that seamlessly flow into the

  Catherine Waldeck Douglas Elliman Real Estate

  53 Hightop Ln, Jericho, NY 11753
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  /37

  $5,250,000

  • 6 Beds
  • 10 Baths
  • 7,532 Sq Ft

  33 Chicken Valley Rd, Glen Head, NY 11545

  Beyond a long, tree-lined driveway, an exceptional brick Center Hall Colonial awaits on four private acres in prestigious Old Brookville. Defined by timeless architecture, grand proportions, and resort-caliber amenities, this extraordinary estate embodies the elegance, privacy, and refined lifestyle synonymous with Long Island’s Gold Coast. A dramatic two-story foyer with a sweeping staircase

  Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

  33 Chicken Valley Rd, Glen Head, NY 11545
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  /30

  $1,075,000

  Open Sun 1PM - 2:30PM

  • 2 Beds
  • 2 Baths
  • 1,335 Sq Ft

  15103 Aspenwood Dr, Plainview, NY 11803

  Welcome to this beautifully maintained Amherst Condo Suite offering 2 bedrooms and 2 full bathrooms in the prestigious Country Pointe Plainview 55+ community. Located on the first floor of a mid-rise elevator building, this tastefully appointed residence enjoys a private, serene view and the convenience of underground parking with one dedicated space plus two private storage units. The home

  Caryn Tyrangel Realty Connect USA LLC

  15103 Aspenwood Dr, Plainview, NY 11803
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  /46

  $3,499,000

  $500K PRICE DROP

  • 6 Beds
  • 9 Baths
  • 7,887 Sq Ft

  12 Ridge Ct, Glen Head, NY 11545

  Welcome to 12 Ridge Ct, located in the heart of Old Brookville in the Brookville Meadows. This is your window of opportunity to live in the Gold Coast on 3.4 acres of flat land. From the moment you turn on to the tree-lined street (White Gate Dr.) entering Brookville Meadows, you will feel the caliber of luxury you are about to enter. This home boasts over 7,800 sq feet, the open layout will give

  Richard Brazzano BERKSHIRE HATHAWAY

  12 Ridge Ct, Glen Head, NY 11545
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  /37

  $899,888

  • 4 Beds
  • 3 Baths
  • 1,750 Sq Ft

  4 Hicks Cir, Hicksville, NY 11801

  Fully Renovated with Inground Pool & New Pavers! 4 Bedrooms & 3 Brand New Bathrooms, Fully Finished Basement with lots of extra living space. Mini Splits installed in every room. Bedroom/Bathroom on 1st floor, with additional Bedrooms/Bathroom on 2nd floor. New Driveway Pavers wrapped all around House and Pool. Attached 1 Car Garage, New Roof & New Siding....

  Naseer Noori Signature Premier Properties

  4 Hicks Cir, Hicksville, NY 11801
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  $11,945,000

  $1M PRICE DROP

  • 6 Beds
  • 7 Baths
  • 10,693 Sq Ft

  75 Cove Neck Rd, Oyster Bay, NY 11771

  Direct Waterfront Estate with 300+ Ft Deep-Water Dock. Built in 2006 and crafted by renowned architect Oliver Cope with landscape design by Edmund Hollander and Kean Development, this 10,000+- sq. ft. waterfront estate offers 6 bedrooms, 5 full and 2 half bathrooms, and sits on 2.35 acres of prime bay front with sweeping western exposure and panoramic views over Oyster Bay and Centre Island. At

  Zach Elliott Nest Seekers LLC

  75 Cove Neck Rd, Oyster Bay, NY 11771
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  /5

  $6,399,999

  New Construction

  • 6 Beds
  • 8 Baths
  • 7,200 Sq Ft

  14 Wenwood Dr, Glen Head, NY 11545

  Brookville | Bring your dream home to life. 14 Wenwood Drive offers an opportunity like no other - a chance to add the final touches to a gorgeous 7,200 sq.ft. new home in the heart of Brookville. Featuring 6 bedrooms, 6 full baths, and one powder, with intricate attention to details throughout. Take advantage of the ability to curate finishes to your own taste. In addition to the open floor plan

  Joe Scavo Douglas Elliman Real Estate

  14 Wenwood Dr, Glen Head, NY 11545
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  $830,000

  $69K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft

  175 the Vale, Syosset, NY 11791

  Most sought after gated condo in the Syosset area with owners suite on main floor. This 3 bedroom 3 bath sundrencehd home enhanced with generous high ceilings and skylights is a truly remarkable residence. Stone fireplace, huge deck and walk out lower level with a second deck that leads to a lush green private park like setting. Enjoy country club living in your own back yard. Hidden Ridge is a

  Ken Deutsch Deutsch Realty Inc

  175 the Vale, Syosset, NY 11791
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  /43

  $1,990,000

  • 4 Beds
  • 2.5 Baths
  • 2,206 Sq Ft

  73 Lafayette Ave, Sea Cliff, NY 11579

  Get ready, the perfect Sea Cliff home is here! Welcome to this idyllic 4-bedroom, 3-bath gem on coveted Lafayette Avenue, right in the heart of prime Sea Cliff. Set on flat land, just blocks from the school and vibrant town, this home offers the lifestyle everyone dreams about; from sunny afternoons by the pool, to unforgettable Halloween nights as nearby Carpenter Avenue fills with laughter,

  Vivian Parisi Daniel Gale Sothebys Intl Rlty

  73 Lafayette Ave, Sea Cliff, NY 11579
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  $2,395,000

  Open Sun 12PM - 1:30PM

  • 6 Beds
  • 5.5 Baths
  • 4,085 Sq Ft

  96 Plainview Rd, Woodbury, NY 11797

  Nestled on one private acre in the heart of Woodbury, this exceptional center hall Colonial offers the perfect blend of timeless elegance, modern updates, and outstanding versatility. Set on a beautifully landscaped one-acre property, the home provides a peaceful retreat while remaining just minutes from shopping, major parkways, the LIRR, and Syosset schools.The main residence features 5

  Michael Pesce BERKSHIRE HATHAWAY

  96 Plainview Rd, Woodbury, NY 11797
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  /30

  $2,498,000

  • 6 Beds
  • 5 Baths
  • 3,426 Sq Ft

  1 Geoffrey Ave, Syosset, NY 11791

  Located in the heart of Syosset this remarkable home has an unmatched combination of space, style and functionality.Meticulously updated and thoughtfully designed, this extraordinary residence is the perfect blend of luxury, comfort and versatility. This Home’s flexible floor plan is ideal for today’s lifestyle, featuring a handicap accessible main level living suite with a beautifully

  Debra McSheffrey Kiehn Signature Premier Properties

  1 Geoffrey Ave, Syosset, NY 11791
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  /47

  $3,995,000

  Open Sun 1PM - 2:30PM

  • 5 Beds
  • 5.5 Baths
  • 7,053 Sq Ft

  192 Burtis Ln, Syosset, NY 11791

  There are homes that simply offer space, and there are homes that define a lifestyle. Perfectly positioned on almost two secluded acres within the Incorporated Village of Muttontown and served by the highly acclaimed Syosset School District, this exceptional Hamptons-inspired estate represents a rare opportunity to enjoy timeless architecture, modern technology, and effortless luxury in one of

  Brian Fagen Compass Greater NY LLC

  192 Burtis Ln, Syosset, NY 11791
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  /34

  $3,480,000

  Open Sun 1PM - 3PM

  • 6 Beds
  • 4.5 Baths
  • 5,156 Sq Ft

  24 Winding Ln, Glen Head, NY 11545

  Step away from the everyday and into this gracious, light-filled ranch, where every room feels like an invitation to relax. Sun-drenched and spacious, the interconnected living areas create an effortless flow — warm, welcoming, and made for both quiet mornings and lively gatherings. Built for entertaining, the home features a gourmet kitchen ready for your next dinner party, a formal dining room

  Lina Wang Compass Greater NY LLC

  24 Winding Ln, Glen Head, NY 11545
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  $8,250,000

  $250K PRICE DROP

  • 6 Beds
  • 7.5 Baths
  • 7,047 Sq Ft

  200 Centre Island Rd, Oyster Bay, NY 11771

  Overlooking picturesque Oyster Bay Harbor, this stately waterfront Manor home is located on 1.71 acres and boasts 245 feet of water frontage. Featuring 6 large bedrooms with walk-in closets and 7.5 baths with high-end fixtures and fittings, this magnificent property has an idyllic master retreat on the main floor with incredible views across the Harbor, 2 spacious walk-in closets with center

  John Messina Daniel Gale Sothebys Intl Rlty

  200 Centre Island Rd, Oyster Bay, NY 11771
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  /49

  $2,099,999

  Open Sun 11AM - 12:30PM

  • 4 Beds
  • 2.5 Baths
  • 3,533 Sq Ft

  35 Bucknell Dr, Plainview, NY 11803

  Welcome to 35 Bucknell Road, The one you have been waiting for! Situated in Plainview’s highly sought-after College Section, this spacious 4-bedroom, 2.5-bathroom home has been beautifully updated throughout, offering a comfortable and stylish layout designed for both everyday living and entertaining.The bright, sun-filled interior features generous living spaces, an updated kitchen with

  Jared Sarney Corcoran SRG Residential

  35 Bucknell Dr, Plainview, NY 11803
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  /47

  $1,599,999

  $49K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,180 Sq Ft

  204 Bayview Ave, Massapequa, NY 11758

  Welcome Home To This Incredible & Fully Renovated Waterfront Colonial Nestled In The Heart Of Biltmore Shores & The Award Winning Massapequa School District Featuring 3 or 4 Bedrooms Including A Primary En Suite w/ Walk In Closet & Balcony Overlooking The Canal, 3 Full Bathrooms, A Beautiful Open & Expanded Chef's Kitchen w/ Commercial Grade Wolf Oven Range, Stainless Steel Appliances, Art Of

  Ron Zimmerman Keller Williams Realty Elite

  204 Bayview Ave, Massapequa, NY 11758
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  /28

  $3,600,000

  $250K PRICE DROP

  • 7 Beds
  • 5.5 Baths
  • 5,073 Sq Ft

  285 Piping Rock Rd, Locust Valley, NY 11560

  Rosegate is an enchanting mini estate that harkens back to golden age of the North Shore of Long Island. This architectural gem has been thoughtfully expanded over the years into a stately 7-bedroom Colonial, set on 2.85 acres of lush, storybook grounds. Every inch of Rosegate exudes character and charm from its Ludowici style roof to its diamond trellis ivy covered walls. Step through the front

  Robert Hulse Compass Greater NY LLC

  285 Piping Rock Rd, Locust Valley, NY 11560
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  /35

  $4,295,000

  • 5 Beds
  • 6 Baths
  • 6,652 Sq Ft

  3 Rock Hill, Glen Head, NY 11545

  BROOKVILLE. Perfectly nestled on two private acres at the end of a quiet cul-de-sac in the heart of Brookville, this exceptional residence offers a harmonious blend of timeless architecture, modern sophistication, and resort-inspired living. Offering five bedrooms, with primary suite on the main, four full and two half baths, this remarkable home welcomes you with a striking two-story arched

  Maria Babaev Douglas Elliman Real Estate

  3 Rock Hill, Glen Head, NY 11545
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  /35

  $1,499,000

  • 4 Beds
  • 3 Baths
  • 2,700 Sq Ft

  247 Forest Ave, Massapequa, NY 11758

  Luxury Redefined in Massapequa Shores, a striking statement of modern luxury, this extraordinary home recently reimagined from the ground up, where uncompromising craftsmanship, cutting-edge technology, and resort-inspired living converge. Every detail has been meticulously curated, from the elegant porcelain tile flooring that flows throughout the main level to rich hardwood floors upstairs.

  Jay Nociforo EXIT Realty Premier

  247 Forest Ave, Massapequa, NY 11758
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  $1,799,000

  Open Sun 1PM - 3PM $481K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 3,516 Sq Ft

  65 Mellow Ln, Jericho, NY 11753

  This stunning expanded split-level home features 5 bedrooms and 5 full baths, thoughtfully designed to blend elegance, comfort, and exceptional functionality across five distinct levels. Follow the beautiful open staircase to the upper living area ,a custom movie theater and a private guest suite with a full bath—perfect for entertainment and overnight stays. This upper living area where you’ll

  Hong Lu Passerina LLC

  65 Mellow Ln, Jericho, NY 11753
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  /34

  $2,999,999

  Open Sun 1PM - 3PM

  • 5 Beds
  • 5 Baths
  • 5,900 Sq Ft

  150 Sugar Toms Ln, East Norwich, NY 11732

  A Modern Architectural Masterpiece in East Norwich Experience an extraordinary interpretation of contemporary luxury in this custom-designed, reverse living California Split Ranch, where striking architecture, exceptional craftsmanship, and effortless indoor-outdoor living come together to create a truly one-of-a-kind residence. Thoughtfully designed to maximize privacy and capture the beauty of

  Christina Sanchez Real Broker NY LLC

  150 Sugar Toms Ln, East Norwich, NY 11732
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  /50

  $5,688,000

  New Construction Open Sun 2PM - 3:30PM $212K PRICE DROP

  • 6 Beds
  • 7.5 Baths
  • 7,000 Sq Ft

  20 Knollwood Rd, Glen Head, NY 11545

  EXCEPTIONAL NEW CONSTRUCTION! Welcome to 20 Knollwood Road, Muttontown in the Jericho School District. Experience the pinnacle of luxury living in this newly built estate, offering approximately 7,000 square feet of refined design and superior craftsmanship by a highly regarded builder. Every inch of this home reflects meticulous attention to detail, from the bespoke millwork and custom paneling

  Janet Berookhim LAFFEY REAL ESTATE

  20 Knollwood Rd, Glen Head, NY 11545
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  /48

  $4,595,000

  • 6 Beds
  • 7.5 Baths
  • 9,485 Sq Ft

  24 Emerson Rd, Glen Head, NY 11545

  Set on 2.5 private, beautifully landscaped acres in Brookville, this dramatic 9,485-square-foot contemporary offers exceptional scale, architectural interest and resort-style amenities within the Jericho School District. The 18-room residence features 6 bedrooms and 7 full and 1 half baths, including an expansive main-level primary suite with a spa-like bath and multiple walk-in closets. A grand

  Michael Pesce BERKSHIRE HATHAWAY

  24 Emerson Rd, Glen Head, NY 11545
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  /2

  $699,000

  Coming Soon

  • 2 Beds
  • 2 Baths
  • 1,312 Sq Ft

  169 Southampton Dr, Massapequa, NY 11758

  Sought after 1st floor unit in The Seasons Community beautifully maintained offers spacious open living room area with sliders to private patio, primary suite, tons of storage, closets etc. Won't last!!!

  Barbara Ring Signature Premier Properties

  169 Southampton Dr, Massapequa, NY 11758
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  /34

  $6,250,000

  $2M PRICE DROP

  • 6 Beds
  • 7.5 Baths
  • 8,861 Sq Ft

  4 Old Wagon Ln, Old Westbury, NY 11568

  **Price Reduction $6,250,000.** Priced to sell!! Welcome to 4 Old Wagon Lane in Old Westbury, NY. The luxurious estate sits on a 4.01 acre well-manicured property with a beautiful stunning brick home of approximately 8,900 square feet. Step into the utmost of luxury in this finely detailed home. The high quality craftsmanship is evident though-out the 1st floor’s formal dining room, living room,

  Anthony Garcia Cast Iron Real Estate Company

  4 Old Wagon Ln, Old Westbury, NY 11568
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  /35

  $1,349,999

  $140K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,922 Sq Ft

  49 Village Dr, Jericho, NY 11753

  Experience refined living in this beautifully updated and impeccably maintained 4-bedroom, 3-bath Colonial, perfectly situated in the highly sought-after Jericho School District. Designed with timeless elegance and modern comfort in mind, this exceptional residence offers an impressive blend of sophisticated finishes, quality craftsmanship, and thoughtful upgrades throughout. The inviting first

  Gagandeep Manuja Realty Connect USA LLC

  49 Village Dr, Jericho, NY 11753
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  /50

  $2,599,999

  $129K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,671 Sq Ft

  2 Greenwood Ln, Woodbury, NY 11797

  Welcome to 2 Greenwood Lane! A Massive Contemporary Estate situated on a premier, park-like acre within the prestigious Rolling Hills area of Syosset School District. This expansive 5-bedroom, 4.5-bathroom home offers an unparalleled combination of grand scale, structural integrity, and architectural warmth. From the moment you step into the soaring two-story center hall foyer, you are greeted by

  Lyndsey Gallagher Coldwell Banker American Homes

  2 Greenwood Ln, Woodbury, NY 11797

Showing Results 161 - 193, Page 5 of 5