New Castle Township, NY Homes for Sale with Acreage

Timeless elegance meets modern comfort in this enchanting 1901 hunting lodge, masterfully restored in 1991 and recently enhanced. Set on beautifully landscaped grounds with lush gardens, this distinguished home features a dramatic front portico, high ceilings, intricate millwork, and unique architectural details throughout. Grand living spaces include a library/home office with French doors and

Joshua Rogull Julia B Fee Sothebys Int. Rlty

Stunning Colonial Home Set on 1.8 Acres in Westchester County, NYWelcome to your dream home! Nestled down a picturesque 300-foot driveway, this exquisite colonial-style residence offers the perfect blend of elegance and comfort on a serene 1.8-acre lot. With 5 spacious bedrooms and 3 full bathrooms, this 3,900 square foot home (with an additional 1,100 square foot finished walk out

Karen Gilmore Redfin Real Estate

Brand New Construction in the award-winning Chappaqua School District set on over one level acre. Ready for occupancy at the end of July or early August 2025 – just in time for the new school year. With 4 bedrooms and 3.1 bathrooms, it offers a flexible and functional layout with spacious, sunlit interiors that feel welcoming and refined. The open-concept living and dining areas are complemented

Aurora Banaszek Compass Greater NY, LLC

Welcome to Hammond Ridge, the sought after neighborhood in Bedford Corners. This majestic Colonial offers the perfect balance of sophistication and comfort for today’s modern living. The approach up the driveway reveals a home with a stately and welcoming presence. Inside, natural light pours through large picture windows filling every room with warmth and openness. The layout is designed for

Susan Slotnick William Raveis Real Estate

50 Overlook Drive, an elegant 6-bedroom colonial Tudor set in a quiet, tree-lined neighborhood. With fresh upgrades completed this month, including interior repainting, carpet-removal to expose wood floors. This one-of-a-kind home is a must see. Meticulously maintained heating and cooling systems, brick exterior, and a classic-tile roof are some of the exceptional features this home can

Wendy Nolan Houlihan Lawrence Inc.

Located in the coveted Whippoorwill estate area, 61 Carolyn Place presides on 2.19 manicured acres and overlooks the Whippoorwill Country Club’s private golf course. Meticulous details abound with lofty ceilings and spacious rooms, complemented by warm, inviting, intimate spaces and outdoor areas. An open gourmet kitchen and breakfast room flow to the grand two-story family room and dedicated

Richard Hopple Julia B Fee Sothebys Int. Rlty

Exceptional and sophisticated Nantucket shingle style Colonial on 3.66 private acres in one of Chappaqua’s most desirable neighborhoods, offers the perfect balance of casual elegance and resort-style living. Just 45 minutes from NYC and minutes to town, train, and top-rated schools, this turnkey home offers unmatched convenience and luxury. Designed for both everyday comfort and effortless

Cindy Glynn Compass Greater NY, LLC

This meticulously designed Colonial in the prestigious Chappaqua Central School District provides a true haven for those who appreciate refined living with a contemporary turnkey design aesthetic. The blend of traditional and contemporary vibes creates an exquisite mix of sophistication and relaxed comfort for entertaining and everyday living. Featuring high-end finishes throughout, every level

Alaina Bainlardi William Raveis-New York LLC

Welcome to Mill Stream Farm, privately set on13.7 picture book acres with a sweeping entrance through towering trees, & a terrace with firepit overlooking a scenic pond and stream with waterfall. Experience the magic of a private lake, cascading waterfalls, and your own private mountain range. Historical and breathtaking beauty surrounds this special home. Live your dreams now. The stunning

Sena Baron William Raveis-New York, LLC

Tucked back on a private corner lot on one of Chappaqua’s most desirable and quiet streets, this expanded mid-century ranch offers a rare opportunity to create your dream home in an award-winning school district. The property is well situated on the lot, leaving plenty of space for a pool or future outdoor expansion.Inside, the home offers a light-filled layout with generously sized

Lindsay Rothman Compass Greater NY LLC

A dramatic and stunning four-bedroom Contemporary home set on 1.2 professionally landscaped acres, designed by Jan Johnsen, former landscape architect for the New York Botanical Gardens. Surrounded by wooded privacy, this serene setting features two separate decks and a ground-level patio that surrounds the exterior of the home. Inside, this home offers a light-filled, modern, and open layout

Edward Holmes William Raveis-New York, LLC

Experience the pinnacle of refined living in this newly reimagined modern farmhouse, perfectly sited on a secluded, tree-lined acre in the heart of Chappaqua. With over 2,800 square feet of exquisitely finished space, this residence blends timeless architectural detail with sophisticated, high-end design for the ultimate in quiet luxury. Andersen 400 series windows and doors throughout, most are

Aric Wiser Douglas Elliman Real Estate

Located at the end of a quiet cul-de-sac, 20 Little Pine Road is a Modern Farmhouse Colonial situated on over an acre of beautifully landscaped grounds. Interior spaces are light and fresh with a wonderful floorplan for everyday living. Approximately 4600 square feet, it houses nine main rooms on two levels. There is additional finished living space in the walk-out lower level. Interior spaces

Mary Dowdle Ginnel Real Estate

This charming cottage has been completely reimagined, seamlessly blending timeless character with modern luxury. Fully gut-renovated and thoughtfully redesigned from top to bottom, this inviting home offers the perfect retreat—whether you're seeking a serene weekend escape or a full-time residence.Ideally located just minutes from downtown Chappaqua and seconds from Chappaqua Crossing, Horace

Christine Anderson Compass Greater NY, LLC

Tucked away in a 3+ acre private storybook setting, this reimagined farmhouse blends timeless charm with modern comfort. Set back from the road on a scenic, private property with gorgeous mature landscaping, two tranquil ponds, and wide-open views, this 4-bedroom home is a peaceful retreat unlike any other.Inside, the open, sunlit layout features oversized windows that invite the outdoors in,

Sari Shaw Compass Greater NY, LLC

A truly one-of-a-kind investment opportunity in the sought-after Chappaqua School District—2 houses for the price of one! This eclectic & historic property offers unmatched versatility, character & endless potential. Originally built in 1926 as a horse stable & previously home to a Houlihan Lawrence office, the property has served multiple uses over time, including commercial space & residential

Scott O'Shea Howard Hanna Rand Realty

This beautiful Chappaqua house sits on 3.25 acres surrounded by formal gardens and woods. Designed by the renowned Westchester architect James Renwick Thomson in the 30's, this home seamlessly incorporates both elements of formal sophistication along with more casual charm. It is a one-of-a-kind gem, containing Palladian windows, vaulted ceiling, custom wood work, bay windows, Dutch doors,

Douglas Dill Houlihan Lawrence Inc.

Welcome to 26 Mayberry Road, a charming and spacious 5-bedroom expanded ranch-style home on a quiet cul-de-sac street in the Chappaqua school district. Set on a private, landscaped acre, this home offers scenic views from the elevated deck and large stone patio just off the walkout lower level. The main floor features a versatile and inviting layout with formal living and dining rooms, a kitchen

Edward Holmes William Raveis-New York, LLC

Welcome to 70 Haights Cross, a stunning turn-key 5 bedroom, 7.2 bath colonial designed by noted architect Tasos Kokoris. Located in a coveted neighborhood, this home is set on 2 plus private professionally landscaped acres with a Gunite pool with waterfall and jacuzzi. The heart of the home lies in the gourmet kitchen featuring a Wolf-6-burner range, warming and fridge drawer, 2 Bosch dishwashers

Wendy Nolan Houlihan Lawrence Inc.

A rare opportunity to move into this exceptionally young 2012 custom built well maintained, one owner home sited on over 2 acres of leveled, idyllic, private property in one of Chappaqua's most coveted neighborhoods. A private, gated drive introduces this 5+ bedroom, 7,200+sq ft home, exuding quality construction and meticulous workmanship in every detail. Designed with luxury finishes and

Usha Subramaniam Compass Greater NY, LLC

Retreat into a world of elegance and charm in this Enchanted Storybook Cottage located in the Chappaqua School District. Privately sited down a long private drive on 3.2 maturely landscaped acres, sits this whimsical craftsman style home. The well maintained impressive interior features elegant tile, wide plank wood flooring, pocket doors, archways, hand hewn beams and 2 magnificent stone

Amber Thomas Compass Greater NY, LLC

Nestled in the heart of the picturesque Hudson Valley, this stunning Tudor-style mansion is a true dream estate. Boasting an impressive 9,481 sq ft of living space, this magnificent property is situated on 50 acres of meticulously landscaped gardens, making it one of the most sought-after locations in the county.The estate features a 3-acre lake with a charming boathouse, a sparkling pool, a

Dalia Valdes Julia B Fee Sothebys Int. Rlty

A masterpiece of timeless elegance, this stately 1903 stone and shingle manor is set on 15 acres of impeccably landscaped grounds. Recently renovated with thoughtful attention to detail, the home seamlessly blends historic charm with modern luxury. Sun drenched rooms boast soaring ceilings, exquisite old growth black walnut floors and architecturally stunning windows and doors that enhance the

Jody Rosen Julia B Fee Sothebys Int. Rlty

Fantastic find for nature lovers seeking total stillness away form the City hustle and bustle, just a short 1 hr train ride from Manhattan! 14.5 wooded acres with beautiful stone outcroppings and a few clearings, suitable for chickens, goats and/or horses. The property has rustic outbuildings and walking paths that connect to Teatown trails. This home has large rooms with possibility for in-law

Helena Macintyre North Country Sothebys Int Rlt

Nestled in the desirable Wood Hollow Estates neighborhood in Armonk NY, 2 Terrace Circle is a well scaled, custom built 7 bedroom, 7.5 bath home offering privacy and sophistication. An impressive 2-story foyer, showcasing coffered ceilings, exquisite mahogany millwork, classic moldings, and a flexible layout. The dining room features a large bay window and custom wall panels, flowing into a

Brian Milton Compass Greater NY, LLC