Riverhead, NY Homes for Sale with Pool

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

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

This charming 2 bedroom, 2 full bath home in Glenwood Village features a recently updated kitchen, central air conditioning and a sizable yard. High ceilings welcome you to the open living area, and both generously sized bedrooms offer large closets. Glenwood Village is a 55 and over land lease community in Riverhead conveniently located with ideal access to shopping and restaurants.

Allison Diem NGC Realty Group

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

Stunning new construction in the heart of Wine Country. This modern farmhouse offers approximately 4,650 square feet, with 2,900 square feet of interior conditioned living space. The property features four bedrooms and three and a half baths, providing ample space for comfort and convenience. A two-car side entry garage and both upper and lower laundry areas add to the home's functionality. The

Cathleen Dolson Corcoran

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

Welcome to 8 Railroad Avenue, a haven of comfort and convenience nestled in the heart of Jamesport. This 2-bedroom, 2-bathroom residence boasts a new roof, siding, and gutters, promising a worry-free living experience. The secluded backyard is a personal oasis, complete with a pool featuring a new lining and energy-efficient pump. A gazebo and Trex deck offer the perfect spots for relaxation,

Margaret Brodis Douglas Elliman Real Estate

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

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

Convenient to the Hamptons, and the North Fork. Located in Flanders, this very private, refreshed 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 flooring, two guest bedrooms, two full

Catherine Baird Bennett Hampton Properties

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

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

Your farmhouse is not just a house. It is a front-row seat to the North Fork lifestyle, and that matters enormouslyin 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

Joseph Van Asco Douglas Elliman Real Estate

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

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

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

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