280 Highland Rd, Rye, NY

House

For Sale

Listed price in listed location currency (USD).

$6,495,000

773

MLS® 994413

Key Facts
Description
Rooms
Map

Key Facts

Type Single Family Residence

Levels Residential

Size 7497 sqft

Garage Yes

Taxes $61,627

Days Active 6

Lot Size

Approx. Age 1928

Avg. Price Per Sqft $866

MLS® Number 994413

Property Address: 280 Highland Rd, Rye, NY, 10580-1844

Average square foot calculated using Size range provided by listing agent.

Description

"Overtheway, " an exceptional luxury estate, is tucked away on 2.4 beautifully landscaped private acres showcasing a meticulously renovated 7 Bedroom | 5.1 Bath Dutch Colonial in Rye, NY as its centerpiece. This private compound offers resort-style living with a wraparound covered porch overlooking a stunning salt water Shoreline pool with spa, custom pool house, full tennis court, outdoor kitchen & grilling station, firepit area, and spacious 3-car garage with additional storage. Located at 280 Highland Road, this premier property combines timeless architectural elegance with current refined finishes, and seamless indoor-outdoor living featuring four covered porches. Grand circular drive with pillared entryways welcome you into this sun-filled stately residence showcasing classic 1900s charm, gracious-scale rooms, reimagined to create a modern updated design for today’s lifestyle. Recently renovated Chef's Kitchen features top of the line appliances : Wolf 6-burner with griddle gas cooktop, Wolf microwave, Wolf double wall oven, Sub-Zero refrigerator, two paneled dishwashers, two sink areas. Quartz waterfall island countertop seats 4, Dining Area for 8+ plus fabulous Walk-in Versatile Pantry/Back Kitchen. Covered porch side entrance to fantastic Custom Mudroom with five built-in cubbies with endless storage and two work stations adjacent to the Laundry Room, offers the utmost in convenience and efficiency. The spectacular outdoor setting is ideal for casual living and extensive entertaining, featuring expansive patios, multiple dining areas, manicured gardens, resort-inspired amenities, and private recreational spaces. Ideally located within walking distance to downtown Rye, Metro-North train, boutique shopping and top restaurants, you will have every amenity desired. Just minutes to Westchester Country Club, Apawamis Club and Harrison Meadows. Nearby Westchester County Airport and NYC LaGuardia Airport makes travel effortless. "Overtheway" as referenced in the 1930s, offers a rare opportunity to have a private sanctuary to enjoy quality time with your family and friends in this very special setting, in a sought-after location in Westchester County.

MLS® Number994413

Laundry Level

Central VacNo

FireplaceYes

Acreage

Exterior

GarageYes

Approx. Age1928

BasementUnfinished

DrivewayDetached, Driveway, Garage, Garage Door Opener

Garage Spaces

Heat

A/C

Heating Fuel

Extras

Price History

-End Date

Not Sold YetSold Price

For Sale

May 15, 2026List Date

$6,495,000List Price

Commute

Commute

Starting Address

Destination Address

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