$6,925,000

$6,495,000 6.6%

Est. payment - /mo

7 Beds

7 Baths

7,497 SqFt

Sold on 10/22/2026

280 Highland RD Rye, NY 10580

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Key Details

Sold Price $6,925,000

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Sold

Purchase Type For Sale

Square Footage 7,497 sqft

Price per Sqft $923

MLS Listing ID 994413

Sold Date 10/22/26

Style Colonial

Bedrooms 7

Full Baths 6

Half Baths 1

HOA Y/N No

Rental Info No

Year Built 1928

Annual Tax Amount $61,627

Lot Size 2.410 Acres

Acres 2.41

Property Sub-Type Single Family Residence

Source onekey2

Property 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.

Location

State NY

County Westchester County

Rooms

Basement Unfinished

Interior

Interior Features Breakfast Bar, Built-in Features, Chandelier, Chefs Kitchen, Crown Molding, Double Vanity, Eat-in Kitchen, Entrance Foyer, High Ceilings, His and Hers Closets, Kitchen Island, Pantry, Primary Bathroom, Quartz/Quartzite Counters, Recessed Lighting, Soaking Tub, Storage, Walk-In Closet(s), Wet Bar

Heating Hydro Air, Natural Gas, Oil, Propane, Radiant, Radiant Floor

Cooling Attic Fan, Central Air, Ductless, Zoned

Flooring Combination, Hardwood, Tile

Fireplaces Number 6

Fireplaces Type Decorative, Gas, Wood Burning

Fireplace Yes

Appliance Convection Oven, Dishwasher, Disposal, Dryer, Electric Oven, Exhaust Fan, Gas Cooktop, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator

Laundry Laundry Room

Exterior

Exterior Feature Garden, Tennis Court(s)

Parking Features Detached, Driveway, Garage, Garage Door Opener

Garage Spaces 3.0

Pool Fenced, In Ground, Pool Cover, Pool/Spa Combo

Utilities Available Cable Connected, Electricity Connected, Natural Gas Connected, Propane, Sewer Connected

Garage true

Private Pool Yes

Building

Lot Description Back Yard, Front Yard, Garden, Landscaped, Level, Near Golf Course, Near Public Transit, Near Shops, Private, Sprinklers In Front, Sprinklers In Rear

Sewer Public Sewer

Water Private, Public

Level or Stories Three Or More

Structure Type Shingle Siding