Riverhead, NY Homes for Sale with Pool

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

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

The "Entertainer’s Dream Home"Welcome to Glenwood Village! This 2014-built gem is a masterclass in open-concept living. Designed for those who love to host, the expansive living room, dining area, and kitchen flow seamlessly together, creating a grand, airy space perfect for entertaining. The home features two oversized bedrooms and two full baths—one with a convenient walk-in shower and the

Cynthia McLaughlin CNG Realty LLC

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

Set within the serene landscape of Rolling Woods in Riverhead, 59 Linda Lane West presents a rare blend of privacy, thoughtful design, and resort-inspired living on the North Fork. Positioned on a beautifully maintained and three quarter acre property, this residence is surrounded by mature landscaping that creates a peaceful, secluded setting while remaining close to the area’s celebrated

Joshua Whalley Douglas Elliman Real Estate

Welcome to your North Fork escape in the heart of Jamesport—where relaxed coastal living meets effortless entertaining.This sprawling 3-bedroom, 3 full bath ranch is designed for both comfort and style, featuring hardwood floors throughout, cathedral ceilings, skylights, decorative beams, and two wood-burning fireplaces that create a warm, inviting atmosphere year-round. This home boasts

Samantha Miller Daniel Gale Sothebys Intl Rlty

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

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

This is a newer unit, built less than 10 years ago. All of the mechanics are in working order.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

Lynn Fischer Coldwell Banker M&D Good Life

Welcome To Stoneleigh Woods! Enjoy Easy Living In This Bright And Inviting 55+ Condo Featuring 2 Bedrooms And 2.5 Baths. Soaring Ceilings Create An Open, Airy Feel, While The Cozy Fireplace Adds Warmth And Charm To The Main Living Space. Primary Bedroom Conveniently Located On The Main Level, Featuring A Private Ensuite. Designed For Comfort, The Home Offers Gas Heat And Central Air For

Dylan Moore Northshore Properties Realty