Homes with Pools for Sale in Oyster Bay, NY

527 homes

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ABOUT THIS HOME
Home with a Pool for sale in Oyster Bay, NY:
"Tax grievance is in progress, with a decision expected soon! Welcome to this fully renovated 4BR, 2.5BA home in the Syosset School District with 2,800 sq ft of sleek, modern living. Upgrades include a brand-new roof & siding (8-year warranty), new central air & heating, and a fenced-in private backyard perfect for entertaining. And there are more updates waiting for you to check out! Top-rated schools, Trader Joe’s, ShopRite, Target & more are just minutes away—everything you need right at your doorstep! Don't miss this great opportunity to live in this great community. "

$1,450,000

4 beds2.5 baths2,800 sq ft

26 Roseanne Dr, Woodbury, NY 11797

Fully renovated • Brand-new roof • Top-rated schools

Listing by Coldwell Banker American Homes

ABOUT THIS HOME
Home with a Pool for sale in Oyster Bay, NY:
Welcome to your new home in the most beautiful and prestigious neighborhood in Massapequa, Harbor Green. This huge 4 bedroom/2.5 bath Cadillac split-level home features a magnificent yard perfect for entertaining, with an in-ground pool with waterfalls, a grilling station and a bar. Paving stones all around the patio, and the driveway. Oversized 2 car garage. The kitchen has high-end appliances: Gas 6-burner Capital stove and a Sub-Zero refrigerator. The family room has a wood burning fireplace. There is a finished basement with a Cedar closet as well. It's within walking distance to the exclusive Harbour Green Beach Club. Check out all of the fun activities they offer at https://harbourgre

$1,195,000

4 beds2.5 baths2,134 sq ft

61 Riviera Dr S, Massapequa, NY 11758

In-ground pool • Paving stones • Grill station

Listing by Blackstone Realty

ABOUT THIS HOME
Home with a Pool for sale in Oyster Bay, NY:
Welcome to The Villas in Plainview! A beautifully maintained community offering resort-style amenities and convenient living! This spacious condo features a Primary bedroom with an updated Full Bath and Walk-in closet, plus a second Bedroom and another Full bath. The updated Eat-in kitchen boasts Granite countertops, Soft-close Cabinetry, and flows seamlessly into the bright Dining/Living area with sliders leading to a Private Patio. Additional highlights include laminate flooring & in-unit washer/dryer (only a few years old), a newer water heater (2 years), ample closet space, and a large storage closet under the stairs. Enjoy all that The Villas has to offer—clubhouse, fitnes

$629,000

2 beds2 baths1,003 sq ft

93 Palo Alto Dr, Plainview, NY 11803

$434 HOA • Community pool • Built 1974

Listing by Douglas Elliman Real Estate

ABOUT THIS HOME
Home with a Pool for sale in Oyster Bay, NY:
Welcome to 43 Briarcliff Road in Westbury! Located in the highly sought-after Jericho School District, this spacious four-bedroom, one-and-a-half-bathroom home offers an incredible opportunity to create your dream residence. Featuring a desirable open floor plan with great flow and natural light throughout, this home has good bones and endless potential. While it’s ready for your personal updates and modern touches, the layout and location make it a true diamond in the rough!

$880,000

4 beds1.5 baths1,422 sq ft

43 Briarcliff Rd, Westbury, NY 11590

Open floor plan • Natural light • Endless potential

Listing by Douglas Elliman Real Estate

ABOUT THIS HOME
Home with a Pool for sale in Oyster Bay, NY:
Beautyful 4-bedroom Splanch with unlimited possibilities. Open this beautiful door to the foyer, while facing the eat-in kitchen with a bar stool on the right. To the right is a huge living room facing the steps that lead to the upstairs 3 nice bedrooms and a full bath. To the left of the foyer is your huge family room leading to the converted one bedroom with full bath and separate entrance on the left, and a door leading to the finish basement with laundry and storage spaces. Very spacious entertaining back yard on a 6,710 lot.

$729,000

4 beds2 baths1,439 sq ft

3 Nancy Pl, Massapequa, NY 11758

Huge living room • Huge family room • Finished basement

Listing by EXP Realty

Property at 2177 Cedar Swamp Rd, Glen Head, NY 11545, 5 beds, 4 baths

$1,999,000

5 beds4 baths3,009 sq ft

2177 Cedar Swamp Rd, Glen Head, NY 11545

Listing by Signature Premier Properties

Property at 90 17th Ave, Sea Cliff, NY 11579, 3 beds, 2.5 baths

$1,349,000

3 beds2.5 baths1,500 sq ft

90 17th Ave, Sea Cliff, NY 11579

Listing by Signature Premier Properties

Property at 120 Cherry Dr W, Plainview, NY 11803, 6 beds, 2 baths

$1,368,000

6 beds2 baths1,874 sq ft

120 Cherry Dr W, Plainview, NY 11803

Listing by Signature Premier Properties

Property at 11 Willada Ln, Glen Cove, NY 11542, 3 beds, 3.5 baths

$975,000

3 beds3.5 baths3,140 sq ft

11 Willada Ln, Glen Cove, NY 11542

Listing by Daniel Gale Sothebys Intl Rlty

Property at 40 Elm St, Hicksville, NY 11801, 3 beds, 2 baths

$761,000

3 beds2 baths1,218 sq ft

40 Elm St, Hicksville, NY 11801

Listing by Signature Premier Properties

Property at 33 6th Ave, Massapequa Park, NY 11762, 5 beds, 5 baths

$1,300,000

5 beds5 baths2,500 sq ft

33 6th Ave, Massapequa Park, NY 11762

Listing by Blackstone Realty

Property at 7 Montana St, Hicksville, NY 11801, 3 beds, 2 baths

$749,999

3 beds2 baths1,132 sq ft

7 Montana St, Hicksville, NY 11801

Listing by Realty Connect USA LLC

Property at 75 Karol Pl, Jericho, NY 11753, 4 beds, 2.5 baths

$2,379,000

4 beds2.5 baths2,658 sq ft

75 Karol Pl, Jericho, NY 11753

Listing by Coldwell Banker American Homes

Property at 2 Earle Dr, Syosset, NY 11791, 5 beds, 4.5 baths

$2,998,000

5 beds4.5 baths4,531 sq ft

2 Earle Dr, Syosset, NY 11791

Listing by Compass Greater NY LLC

Property at 215 Conklin St, Farmingdale, NY 11735, 6 beds, 2 baths

$1,249,990

6 beds2 baths2,247 sq ft

215 Conklin St, Farmingdale, NY 11735

Listing by Coldwell Banker American Homes

Property at 168A N Oak St, Massapequa, NY 11758, 3 beds, 2 baths

$749,900

3 beds2 baths1,305 sq ft

168A N Oak St, Massapequa, NY 11758

Listing by Real Broker NY LLC

Property at 14 Harbor Ln, Glen Head, NY 11545, 4 beds, 2 baths

$1,250,000

4 beds2 baths2,115 sq ft

14 Harbor Ln, Glen Head, NY 11545

Listing by Daniel Gale Sothebys Intl Rlty

Property at 4278 Clarissa Rd, Bethpage, NY 11714, 4 beds, 2 baths

$879,000

4 beds2 baths1,948 sq ft

4278 Clarissa Rd, Bethpage, NY 11714

Listing by Realty Connect USA LLC

Property at 121 Dean St, Hicksville, NY 11801, 5 beds, 3 baths

$1,549,000

5 beds3 baths2,900 sq ft

121 Dean St, Hicksville, NY 11801

Listing by Pinnacle R E Consulting Inc

Property at 38 Eldorado Blvd, Plainview, NY 11803, 5 beds, 3 baths

$1,649,000

5 beds3 baths3,000 sq ft

38 Eldorado Blvd, Plainview, NY 11803

Listing by Pinnacle R E Consulting Inc

Property at 248 N Iowa Ave, Massapequa, NY 11758, 4 beds, 2 baths

$839,000

4 beds2 baths1,947 sq ft

248 N Iowa Ave, Massapequa, NY 11758

Listing by Century 21 Realty Specialists

Property at 95 Colonial Dr, Massapequa, NY 11758, 4 beds, 2.5 baths

$829,000

4 beds2.5 baths2,032 sq ft

95 Colonial Dr, Massapequa, NY 11758

Listing by Charles Rutenberg Realty Inc

Property at 300 Ellen Pl, Jericho, NY 11753, 5 beds, 4 baths

$1,599,888

5 beds4 baths3,228 sq ft

300 Ellen Pl, Jericho, NY 11753

Listing by Daniel Gale Sothebys Intl Rlty

Property at 1 Wayland Rd, Plainview, NY 11803, 3 beds, 2 baths

$999,000

3 beds2 baths1,370 sq ft

1 Wayland Rd, Plainview, NY 11803

Listing by Property Professionals Realty

Property at 3 Surrey Ln, Bethpage, NY 11714, 6 beds, 2 baths

$849,000

6 beds2 baths1,712 sq ft

3 Surrey Ln, Bethpage, NY 11714

Listing by Compass Greater NY LLC

Property at 51 Stephen Dr, Plainview, NY 11803, 5 beds, 4.5 baths

$1,899,000

5 beds4.5 baths3,800 sq ft

51 Stephen Dr, Plainview, NY 11803

Listing by Property Professionals Realty

Property at 214 N Cedar, Massapequa, NY 11758, 5 beds, 3.5 baths

$1,399,000

5 beds3.5 baths3,300 sq ft

214 N Cedar, Massapequa, NY 11758

Listing by NYONLINEREALTY.COM

Property at 96 Calvin Ave, Syosset, NY 11791, 5 beds, 4.5 baths

$3,188,000

5 beds4.5 baths5,500 sq ft

96 Calvin Ave, Syosset, NY 11791

Listing by Douglas Elliman Real Estate

Property at 186 11th St, Bethpage, NY 11714, 4 beds, 3 baths

$799,999

4 beds3 baths1,391 sq ft

186 11th St, Bethpage, NY 11714

Listing by Century 21 Catapano Homes

Property at 9 Hill Dr, Glen Head, NY 11545, 4 beds, 2.5 baths

$2,099,000

4 beds2.5 baths3,200 sq ft

9 Hill Dr, Glen Head, NY 11545

Listing by Douglas Elliman Real Estate

Property at 236 Hamlet Dr, Jericho, NY 11753, 3 beds, 2.5 baths

$899,000

3 beds2.5 baths2,116 sq ft

236 Hamlet Dr, Jericho, NY 11753

Listing by Douglas Elliman Real Estate

Property at 10 Fuschetto Ct, Farmingdale, NY 11735, 5 beds, 2.5 baths

$1,250,000

5 beds2.5 baths5,000 sq ft

10 Fuschetto Ct, Farmingdale, NY 11735

Listing by Realty Connect USA LLC

Property at 47 Shelter Hill Rd, Plainview, NY 11803, 5 beds, 3 baths

$1,788,888

5 beds3 baths3,539 sq ft

47 Shelter Hill Rd, Plainview, NY 11803

Listing by Douglas Elliman Real Estate

Property at 21 Overbrooke Ln, Glen Head, NY 11545, 6 beds, 4.5 baths

$2,250,000

6 beds4.5 baths5,900 sq ft

21 Overbrooke Ln, Glen Head, NY 11545

Listing by Douglas Elliman Real Estate

Property at 36 Michigan Ave, Massapequa, NY 11758, 5 beds, 3 baths

$1,299,000

5 beds3 baths2,300 sq ft

36 Michigan Ave, Massapequa, NY 11758

Listing by Signature Premier Properties

Property at 225 Cherry St, Farmingdale, NY 11735, 4 beds, 2 baths

$799,000

4 beds2 baths1,896 sq ft

225 Cherry St, Farmingdale, NY 11735

Listing by Your Home Sold Guaranteed Rlty

Property at 63 Ridge Dr, Plainview, NY 11803, 3 beds, 3 baths

$1,598,000

3 beds3 baths2,675 sq ft

63 Ridge Dr, Plainview, NY 11803

Listing by SRG Residential LLC

Property at 100 Garvies Point Rd #1309, Glen Cove, NY 11542, 2 beds, 2 baths

$1,698,000

2 beds2 baths1,573 sq ft

100 Garvies Point Rd #1309, Glen Cove, NY 11542

Listing by Douglas Elliman Real Estate

Property at 33 Scudders Ln, Glen Head, NY 11545, 3 beds, 2.5 baths

$1,348,000

3 beds2.5 baths2,500 sq ft

33 Scudders Ln, Glen Head, NY 11545

Listing by BERKSHIRE HATHAWAY

Property at 33 Ford Dr S, Massapequa, NY 11758, 3 beds, 1 bath

$699,999

3 beds1 bath1,304 sq ft

33 Ford Dr S, Massapequa, NY 11758

Listing by Anthony Napolitano Homes

Property at 53 Simonson Rd, Glen Head, NY 11545, 10 beds, 14 baths

$12,800,000

10 beds14 baths20,000 sq ft

53 Simonson Rd, Glen Head, NY 11545

Listing by Daniel Gale Sothebys Intl Rlty

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Based on information submitted to the MLS GRID as of Tue Dec 02 2025. 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.

Homes with Pools for Sale in Oyster Bay

There are currently 527 homes with pools for sale in Oyster Bay at a median listing price of $999K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Oyster Bay stay on the market for 52 days and receive 2 offers. Popular neighborhoods include Douglaston, North Shore Towers & Country Club, Glen Oaks, Queens, and Long Island. This map is refreshed with the newest listings in Oyster Bay every 15 minutes.

In the past month, 263 homes have been sold in Oyster Bay. In addition to houses in Oyster Bay, there were also 58 condos, 1 townhouse, and 18 multi-family units for sale in Oyster Bay last month. Find your dream home in Oyster Bay using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Oyster Bay are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Oyster Bay. If you're looking to sell your home in the Oyster Bay area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Oyster Bay with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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