Ossining, NY Homes for Sale with Pool

Steeped in local history and once owned by the Gilded Age Van Cortlandt family, gracious Rose Lodge is an inviting and beautifully restored historic estate—not landmarked—offering modern living and exceptional privacy on 17.9 acres. The property enjoys sweeping views across a perfectly sited in-ground pool, terraced gardens, expansive flat croquet lawn, and private lake, creating a serene country

Dalia Valdes Julia B Fee Sothebys Int. Rlty

Eagle Bay! Discover serene living in this first floor - no steps - 1 bedroom condominium home. Eagle Bay has incredible grounds with gardens, flowering trees and incredibly maintained homes, all in a gated community. Large living and dining room, updated eat-in-kitchen and a large bedroom with ample closets. Private outdoor space with privacy and wooded views. Clubhouse, pool, tennis, pickle

Nancy Kennedy

The Essence of Westchester Luxury. A Grand Briarcliff Manor Estate Nestled on 3.83 Private Acres. Perfectly positioned between the Hudson River and Sleepy Hollow Country Club. World-class dining, shopping and Metro North train are nearby, blending convenience with serene privacy. The stately home boasts five spacious ensuite bedrooms, including a spectacular primary suite with a cozy

Elaine Wasserman Houlihan Lawrence Inc.

Old Dam Farm — A Rare Hudson Valley LegacySet on nearly 40 pristine acres bordered by over 100 acres of protected New York City watershed land, Old Dam Farm offers an unparalleled combination of natural beauty, history, and lifestyle. This remarkable estate overlooks the sparkling Croton Reservoir, creating a backdrop of breathtaking views in every season.At its heart stands a

Nancy Kennedy

This lovely and spacious townhome is nestled in the desirable gated community of Mystic Point, a unique riverside enclave offering a clubhouse, pool, fitness center, tennis courts, playground, and scenic nature trails along the Hudson River. Ideally located just five minutes from the Croton-Harmon train station, this home offers exceptional convenience for commuters while maintaining a peaceful,

Suzanne Lagle Houlihan Lawrence Inc.

Set on .94 acres of beautifully landscaped, level property, this exceptional 3-bedroom, 3.5-bath Briarcliff home offers 3,482 sq. ft. of thoughtfully updated living space and an inviting blend of comfort, style, and modern convenience. A welcoming entrance hallway opens to sun-filled rooms with gleaming wood flooring, including a stunning living room with vaulted ceilings, remote skylight shades,

Suzan Zeolla Houlihan Lawrence Inc.

Turn key home with HUDSON RIVER VIEWS. This move-in-ready home, expertly renovated, offers a bright open floor plan and chef-inspired kitchen with quartz countertops, stainless steel appliances, and heated floors. Two modern baths also feature radiant heat. Step outside to your private oasis with multi-level deck, refreshing pool, and breathtaking year-round Hudson River views. Significant

Christopher Simao Julia B Fee Sothebys Int. Rlty

Welcome to Boxwood: A Timeless RetreatBoxwood offers a unique blend of classic Williamsburg Colonial architecture and thoughtful modern upgrades, creating a warm and inviting home that caters to both comfort and elegance. Situated on 3.895 acres of beautifully maintained grounds, this gated property provides a peaceful escape while remaining functional and accommodating for modern

Timothy Hegarty Houlihan Lawrence Inc.

2BR Apartment Included! Welcome to this stunning 5-bedroom, 3.5-bath Ossining home offering 3,400 sq ft of beautifully designed living space — including a 900 sq ft legal accessory apartment with 2 bedrooms, its own fireplace, and a private ground-level entrance. Perfect for multi-generational living, long-term guests, or excellent rental income potential. Tucked away at the end of a semi-private

Frank Petrella eXp Realty

Welcome to 113 Antler Ridge in Ossining, NY – a spacious condo full of potential, nestled in the desirable and well-maintained Deerfield community. This home features a functional layout with abundant natural light and a solid foundation to build upon. It’s the perfect opportunity for buyers to design and customize a space that truly reflects their own style. The main level offers an open-concept

Evan Attinger Schunk Realty Group