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West Hampton Beach, NY Homes for Sale with Pool

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  • /24

    $422,000

    • 3 Beds
    • 2 Baths
    • 1,530 Sq Ft

    1407 Middle Rd Unit 275, Calverton, NY 11933

    Lovely three bedroom two full bath ranch style home in 55+ gated community. Full unfinished basement. One car attached garage. Front and rear deck. Large eat-in kitchen. Beautiful flooring throughout the living room, dining room and hallways. Large eat-in kitchen with island.

    Agent Photo

    Kathleen Coughlan

    Coldwell Banker American Homes

    (631) 825-9256

    1407 Middle Rd Unit 275, Calverton, NY 11933
  • /38

    $249,999

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    1661 Old Country Rd Unit 69, Riverhead, NY 11901

    Welcome to Glenwood Village a 55 & Over Manufactured Home Community Offering a 49 Year Lease Starting at $800 per Month. This Lovely Updated, Move-In Ready 2 Bedroom, 2 Bath Home Located at Opposite Ends, Features 1 Level Living, With a Nice sized Living Room open to the Kitchen, A Separate Laundry Room A Nice Deck, Carport & Central Air. Propane hot water & Kerosene heat. Come and see what

    Agent Photo

    Noreen Gudmundsen

    Signature Premier Properties

    (631) 528-2025

    1661 Old Country Rd Unit 69, Riverhead, NY 11901
  • /35

    $699,999

    • 2 Beds
    • 2.5 Baths
    • 1,509 Sq Ft

    1603 Bluffs Dr N, Baiting Hollow, NY 11933

    Welcome to your own coastal escape, where every day feels like a getaway, and the hum of the Long Island Sound sets the tone for relaxed, effortless living. Tucked within the waterfront community of The Knolls at Fox Hill, this beautifully appointed two-bedroom, two-bath residence captures the timeless elegance of old-world design, thoughtfully reimagined with the comfort and sophistication of

    Agent Photo

    Gina Marie Bettenhauser

    MYNY Residential

    (631) 641-8134

    1603 Bluffs Dr N, Baiting Hollow, NY 11933
  • /14

    $649,990

    • 5 Beds
    • 2 Baths
    • 1,795 Sq Ft

    112 Priscilla Ave, Riverhead, NY 11901

    Spacious 5 Br Ranch Features Newer Roof, 10 year Young Windows 2 Full Bath 10 Rooms Large Family Dream, Laundry Room with Pantry Low Taxes fenced .78 Acre with tons of privacy & potential 2 car detached garage parking galore. Close to All.

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    Keith Jefferson

    Signature Premier Properties

    (631) 866-0978

    112 Priscilla Ave, Riverhead, NY 11901
  • /4

    $310,000

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    1661 Old Country Rd Unit 348, Riverhead, NY 11901

    Just Listed Mint 2 Bedroom, 2 Bathroom Immaculate, seven-year-young home in pristine, move-in-ready condition! This beautifully designed 2-bedroom, 2-bath residence is perfect for both everyday living and entertaining. The spacious kitchen features cabinetry and appliances on both sides, offering abundant storage and effortless functionality, and flows seamlessly into the dining room. Step

    Joanne Gigantiello Kane

    1661 Old Country Rd Unit 348, Riverhead, NY 11901
  • /9

    $364,000

    • 2 Beds
    • 2 Baths
    • 1,532 Sq Ft

    1407 Middle Rd Unit 91, Calverton, NY 11933

    PHOTOS COMING SOON. 55 and over. Great two-bedroom two-bathroom young, manufactured home built in 1985. Two dedicated separate living areas make the possibilities endless to share with extended family or roam about in this spacious 1532 Sq ft ranch. Enter into this inviting residence and be greeted by a spacious living area flooded with natural light, perfect for relaxing or entertaining guests.

    Joseph Zito Douglas Elliman Real Estate

    1407 Middle Rd Unit 91, Calverton, NY 11933
  • /31

    $685,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,249 Sq Ft

    805 Bluffs Dr N Unit 805, Calverton, NY 11933

    Welcome to the Knolls at Fox Hill located in Baiting Hollow, the gateway to the renowned North Fork Wine Country. This exceptional waterfront condominium offers unobstructed panoramic views of the Long Island Sound and breathtaking sunsets.This beautifully renovated lower unit has undergone a complete gut renovation and features a brand-new kitchen with quartz countertops, top-of-the-line LG

    Jeanmarie Bay William Raveis New York LLC

    805 Bluffs Dr N Unit 805, Calverton, NY 11933
  • /24

    $485,000 Open House 4/11

    • 2 Beds
    • 2 Baths
    • 1,258 Sq Ft

    4001 Saint Andrews Ave, Riverhead, NY 11901

    Welcome to 4001 St. Andrews Avenue, located in the highly sought-after Sunken Pond Estates, a premier 55+ gated community in Riverhead. This beautifully maintained 2-bedroom, 2-bath home offers 1,258 sq ft of bright, open living space designed for comfort, ease, and connection.

    Gina Orlando Executive Group Realty

    4001 Saint Andrews Ave, Riverhead, NY 11901
  • /48

    $1,299,000

    • 4 Beds
    • 3 Baths
    • 2,451 Sq Ft

    58 Heritage Ln, Aquebogue, NY 11931

    Your search is OVER! A classically modern 4-bedroom, 3 Full Bath, North Fork Custom-Built Home awaits! Make this YOUR North Fork Getaway or Year-Round Residence! Nestled in the charming and quiet hamlet of AQUEBOGUE, the home is just a short drive to multiple town beaches on the Bay or Sound, with convenient access to ocean beaches, county parks, award-winning restaurants, wineries, and numerous

    Deirdre Fedun Fedun Real Estate Inc

    58 Heritage Ln, Aquebogue, NY 11931
  • /10

    $130,000

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft

    1661 Old Country Rd Unit 251, Riverhead, NY 11901

    New Listing! Located in Glenwood Village, a desirable 55+ community in Riverhead offering many amenities, this cash-only home is priced at $298,000 and features 2 bedrooms and 1 bathroom with a bright Florida room, eat-in kitchen, laminate flooring throughout, and a renovated bathroom. The home includes sheetrock walls, a carport, extra storage, and an outdoor storage shed, all set on a large

    Joanne Gigantiello Kane

    1661 Old Country Rd Unit 251, Riverhead, NY 11901
  • /39

    $1,150,000

    • 4 Beds
    • 3.5 Baths
    • 2,292 Sq Ft

    886 Sound Shore Rd, Riverhead, NY 11901

    This exquisite farmhouse has deeded beach rights to a private beach on the Long Island Sound which is just a short stroll. Additionally, the property is located slightly west of Iron Pier Beach. Grab a beach chair and head down the private road to the beach. This sprawling custom home features the curb appeal you have been looking for. Sit and relax on the large wrap around porch. Enter into the

    Mary Hartill Marie Claire Realty LLC

    886 Sound Shore Rd, Riverhead, NY 11901
  • /31

    $549,000

    • 2 Beds
    • 2 Baths
    • 1,310 Sq Ft

    207 Fox Hill Dr Unit 207, Calverton, NY 11933

    This sun-drenched 2-bedroom, 2-bathroom condo offers breathtaking views of the Long Island Sound with Connecticut in the distance. The spacious living room features a cozy gas fireplace and sliding glass doors that lead to an expansive deck, perfect for taking in spectacular sunsets. Gorgeous, updated, eat in kitchen with brand new stove and dishwasher, granite countertops and a south-facing

    Stephan Mandresh Douglas Elliman Real Estate

    207 Fox Hill Dr Unit 207, Calverton, NY 11933
  • /38

    $1,350,000

    • 4 Beds
    • 2.5 Baths
    • 2,484 Sq Ft

    3935 Sound Ave, Riverhead, NY 11901

    Your farmhouse is not just a house. It is a front-row seat to the North Fork lifestyle, and that matters enormously in today’s luxury and lifestyle-driven real estate market. A property like this in Riverhead sits in a rare sweet spot where privacy, land, views, and proximity to world-class amenities overlap. Most farmhouses on the North Fork fall into one of two categories: charming but cramped,

    Joseph Van Asco Douglas Elliman Real Estate

    3935 Sound Ave, Riverhead, NY 11901
  • /33

    $639,000

    • 2 Beds
    • 2 Baths
    • 1,198 Sq Ft

    3104 Fox Hill Dr, Calverton, NY 11933

    Enjoy the simple life here at The Vistas at Baiting Hollow. The best of all worlds on the North Fork. A Sound-front community with private beach access nestled on the Baiting Hollow Golf Course with incredible views. 3104 Fox Hill Drive boasts complete one level living and many upgrades throughout. The entire unit is ADA accessible. 9 Ft Ceilings, shiplap wainscoting, laminate flooring, crown

    Margaret Brodis Douglas Elliman Real Estate

    3104 Fox Hill Dr, Calverton, NY 11933
  • /35

    $489,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2.5 Baths
    • 1,350 Sq Ft

    1403 Pebble Beach Path, Riverhead, NY 11901

    Welcome Home - This Beautiful and Lovely maintained 2 bedroom 2 1/2 bath home is located in the lively 55+ Community of Sunken Pond Estates. This Unit's features include One Car Garage with additional driveway space for a second vehicle, Spacious Covered Front Porch, Open Air Private Rear Patio. First floor includes Open Entry, Eat in Kitchen, Formal Dinning Room, Open Living Room with additional

    Ryan Franceschini Signature Premier Properties

    1403 Pebble Beach Path, Riverhead, NY 11901
  • /22

    $449,000

    • 2 Beds
    • 2 Baths
    • 1,247 Sq Ft

    104 Scenic Lake Dr Unit 104, Riverhead, NY 11901

    Create your dream retirement home in the sought-after 55+ gated community of Saddle Lakes. This spacious unit features a main-level primary suite filled with natural light, complete with a walk-in closet. The home offers two bedrooms and two full bathrooms, a convenient laundry room, and an eat-in kitchen with a breakfast nook. Additional storage is available within the full-car garage. Saddle

    Isaac Israel Richmond Realty Corp

    104 Scenic Lake Dr Unit 104, Riverhead, NY 11901
  • /13

    $248,500

    • 2 Beds
    • 1 Bath
    • 783 Sq Ft

    1661 Old Country Rd Unit 181 Glynwood, Riverhead, NY 11901

    Welcome to 1661 Old Country Road, Unit 181 Glynwood, Riverhead, NY 11901 — a beautifully maintained home located in the sought-after Glenwood Village 55+ retirement community.This charming 2-bedroom, 1-bath residence offers comfortable, easy living in a peaceful setting. Inside, you’ll find a bright and inviting layout with well-proportioned bedrooms, a full bath, and a functional living

    Lynn Fischer Coldwell Banker M&D Good Life

    1661 Old Country Rd Unit 181 Glynwood, Riverhead, NY 11901
  • /27

    $625,000

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft

    116 Fox Hill Dr Unit 116, Calverton, NY 11933

    This rarely available end unit at the Bluffs in Baiting Hollow offers amazing views of the Long Island Sound. You will never get tired of watching the sun melt into the shimmering sound from your own home! The heated, enclosed sunroom with a wall of Anderson windows facing the water can be used as a den, home office, or 3rd sleeping area. The renovated kitchen is the perfect place to prepare

    Stephan Mandresh Douglas Elliman Real Estate

    116 Fox Hill Dr Unit 116, Calverton, NY 11933
  • /25

    $365,000

    • 3 Beds
    • 2 Baths
    • 1,639 Sq Ft

    1661 Old Country Rd Unit 353, Riverhead, NY 11901

    Beautifully maintained 3-bedroom, 2-bath home in a desirable 55+ community in the heart of Riverhead. Features include a spacious primary suite with ensuite bath and soaking tub, generously sized two additional bedrooms, and a move-in-ready open-concept layout ideal for entertaining. Well-appointed kitchen, separate laundry room, welcoming front porch, central air, and storage shed. Community

    Andrea Parks Douglas Elliman Real Estate

    1661 Old Country Rd Unit 353, Riverhead, NY 11901
  • /46

    $1,150,000 Open House 4/19

    • 4 Beds
    • 3 Baths
    • 2,717 Sq Ft

    6 Mastro Ct, Calverton, NY 11933

    Nestled in Baiting Hollow and situated on a cul-de-sac, this beautifully appointed home offers the very best of North Shore living with easy access to local farms, wineries, beaches, golf courses, shopping, and dining. Thoughtfully updated with high-end finishes throughout, the home features refinished wood floors, New Luxury Vinyl Plank flooring in Bedrooms, solid-core interior doors, and custom

    Donna Neyland Coldwell Banker M&D Good Life

    6 Mastro Ct, Calverton, NY 11933
  • /49

    $3,499,000

    • 5 Beds
    • 5 Baths
    • 5,600 Sq Ft

    3172 Sound Ave, Riverhead, NY 11901

    Set high above the shoreline with sweeping western views across Long Island Sound to the Connecticut coast, this exceptional East End estate offers rare privacy, scale, and direct beach access alongside Friar’s Head Golf Club. Designed to embrace its coastal setting, the five-bedroom, five-bath residence features light-filled interiors, grand living and dining spaces with a statement fireplace,

    Susan Orioli Engel & Volkers North Fork

    3172 Sound Ave, Riverhead, NY 11901
  • /24

    $578,000

    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft

    3105 Bluffs Dr S, Calverton, NY 11933

    Welcome to your oasis at 3105 Bluff Drive S, Baiting Hollow NY, nestled in the waterfront community of The Knolls at Fox Hill. This spacious two-bedroom, two-bathroom unit offers ample room to relax, work, and entertain.Step into an open-plan living area, where natural light floods in through sliding doors that open to a covered balcony. Here, enjoy breathtaking views of the Long Island Sound

    Rita Rooney Douglas Elliman Real Estate

    3105 Bluffs Dr S, Calverton, NY 11933
  • /21

    $879,000

    • 3 Beds
    • 2 Baths
    • 2,337 Sq Ft

    390 Stonecrop Rd, Aquebogue, NY 11931

    Welcome to 390 Stonecrop Rd. located in The Highlands Club at Aquebogue. This is the Channing Model built in 2014. Original owners. Meticulously maintained. 3 bedrooms and 2 bathrooms. The total living space is 2337 Sq. Ft. and all on one level. The primary En-suite has a 10' step ceiling, double sink vanity and 2 walk-in closets.The open concept floor plan offers a great room with a gas

    Patricia Shackel Douglas Elliman Real Estate

    390 Stonecrop Rd, Aquebogue, NY 11931
  • /39

    $1,249,000

    • 4 Beds
    • 3 Baths
    • 3,083 Sq Ft

    395 Stonecrop Rd, Riverhead, NY 11901

    Gem of the North Fork at The Highlands at Aquebogue! This premium Dawson Model is situated on one of the community's most desirable lots, offering breathtaking views in every direction. Wake up to tranquil sunrises over open farmland from the front of the home, and unwind with spectacular sunsets over the golf course from the back. Overlooking the community's largest pond, this home's setting is

    Roberta Weinberg Compass Greater NY LLC

    395 Stonecrop Rd, Riverhead, NY 11901
  • /17

    $429,999

    • 2 Beds
    • 2 Baths
    • 1,667 Sq Ft

    519 Old Country Rd Unit 519, Riverhead, NY 11901

    Experience the perfect blend of comfort and convenience in this stunning 2-bedroom, 2-bathroom home, nestled in a vibrant 55+ community. The primary suite boasts an ensuite bathroom complete with a spacious soaking tub, ideal for unwinding after a long day. Enjoy the benefits of low taxes and a low HOA, making this home not only beautiful but also financially appealing. Step inside to find a

    Traci Conforti Realty Connect USA L I Inc

    519 Old Country Rd Unit 519, Riverhead, NY 11901
  • /20

    $1,750,000

    • 4 Beds
    • 2.5 Baths
    • 3,406 Sq Ft

    26 Tuthills Ln, Riverhead, NY 11901

    Brand new and just completed, this ultra-custom turnkey masterpiece represents the quintessential North Fork lifestyle. A masterfully crafted estate home uniting rustic authenticity with modern ultra-luxury on an exceptionally secluded, oversized mega lot. Tucked back 800 ft. from the road and immersed in nature with a canopy of mature trees and native plants, you will feel world’s away – yet you

    Robert Merolla Aurora Property Group

    26 Tuthills Ln, Riverhead, NY 11901
  • /33

    $437,500

    • 2 Beds
    • 1.5 Baths
    • 1,258 Sq Ft

    50 Strawberry Commons, Riverhead, NY 11901

    Lovely 2 br 1.5 bath condo located in Mill Pond Commons. Largest model. Ample closets, Plantation shutters throughout, new one piece tub enclosure and new lighting in upstairs bathroom, 2 new fans in primary bedroom and living room, washer and dryer replaced, a /c replaced. Beautiful pergo flooring. Low taxes. Not a 55+ community. Amenities include inground saltwater pool, excercise room,

    Joan Waggoner Bagshaw Real Estate L.L.C

    50 Strawberry Commons, Riverhead, NY 11901
  • /29

    $1,550,000

    • 3 Beds
    • 3 Baths
    • 2,860 Sq Ft

    220 Pleasure Dr, Riverhead, NY 11901

    The East End's Best Kept Secret! Convenient to the Hamptons, and the North Fork. Located in Flanders, this private, light filled contemporary boasts two beautifully landscaped acres, new roof (2025), new hot water heater (2025), a spa, a heated pool with new pool liner and new pool mechanicals (2025). Plenty of decking to entertain. The open concept main level features refinished hardwood

    Catherine Baird Bennett Hampton Properties

    220 Pleasure Dr, Riverhead, NY 11901
  • /16

    $1,999,000

    1535 Middle Rd, Calverton, NY 11933

    Beautiful 19.9 acres of cleared farmland across three tax lots (8.6 acres, 8.6 acres, and 2.7 acres). The property features a 7-stall barn with tack room, bathroom, and wash stall, plus a 4-stall shed row barn, multiple paddocks, and a lighted riding arena—ideal for equestrian use. The open, level land offers exceptional versatility and is well suited for agricultural uses such as crops, tree

    carol hurnyak Long Island Homes & Horse Prop

    1535 Middle Rd, Calverton, NY 11933
  • /28

    $675,000 Open Sat 11:30AM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,310 Sq Ft

    209 Fox Hill Dr Unit 209, Calverton, NY 11933

    With the highest elevation in the community this condo offers unparalleled views of the Long Island Sound and the North Fork coastline. Enjoy spectacular sunsets from the spacious deck as you watch the sun melt into the shimmering sound. Private access to the beach that you can comb for treasure. Amenities include the huge pool, tennis, and the fastest growing sport – Pickleball. Golf memberships

    Stephan Mandresh Douglas Elliman Real Estate

    209 Fox Hill Dr Unit 209, Calverton, NY 11933
  • /18

    $325,500

    • 2 Beds
    • 2 Baths

    1661 Old Country Rd Unit 521, Riverhead, NY 11901

    Welcome Home to Glenwood Village Where Charm Meets Convenience Tucked away in the heart of Riverhead's beloved 55+ Glenwood Village community, Unit 521 offers the perfect blend of comfort, style, and lifestyle. From the moment you arrive, you'll feel the warmth and character of this Victorian-style home-a rare find with both charm and space. Step inside to a sun-filled, open-concept layout where

    Christine Sparacino RE MAX SPARROW REALTY

    1661 Old Country Rd Unit 521, Riverhead, NY 11901
  • /34

    $1,899,000

    • 3 Beds
    • 3 Baths
    • 1,920 Sq Ft

    81 Beach Rd, Riverhead, NY 11901

    Welcome to 81 Beach Rd in the Hamlet of Aquebogue. This meticulously maintained waterfront property is the perfect blend of luxury, comfort and lifestyle. For the boating enthusiast, there are deep-water docks in your back yard on Meetinghouse Creek that connects to Peconic Bay and additional space for your watersport crafts. The backyard oasis has a stunning in-ground salt-water heated pool

    Patricia Shackel Douglas Elliman Real Estate

    81 Beach Rd, Riverhead, NY 11901
  • /17

    $1,990,000 Open Sat 11AM - 12:30PM

    • 4 Beds
    • 3.5 Baths
    • 2,900 Sq Ft

    33 Lagoon Ct, Riverhead, NY 11901

    Southern Jamesport Offering Includes a Private Two-Slip Dock with Direct Bay Access, Sandy Bay Beaches, and a Beautiful Inground Pool on Nearly One Acre Stunning new construction in the heart of Wine Country. This modern farmhouse offers approximately 4,650 square feet in total, with 2,900 square feet of conditioned interior living space. The home features four bedrooms and three and a half

    Cathleen Dolson Corcoran

    33 Lagoon Ct, Riverhead, NY 11901
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