280 Highland Road, Rye, NY 10580
- $6,925,000
- 7
- BD
- 7
- BA
- 7,497
- SqFt
- Sold Price
- $6,925,000
- List Price
- $6,495,000
- Status
- CLOSED
- MLS#
- 994413
- Closing Date
- Oct 22, 2026
- Year Built
- 1928
- Days on Market
- 13
- Style
- Colonial
- Bedrooms
- 7
- Bathrooms
- 7
- Baths Full
- 6
- Half-baths
- 1
- Living Area
- 7,497
- Acres
- 2.41
- County
- Westchester
- City Orig
- Rye
- Neighborhood
- Rye
- Lot Size
- 104980
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.
Additional Information
- 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
- Appliances
- Convection Oven, Dishwasher, Disposal, Dryer, Electric Oven, Exhaust Fan, Gas Cooktop, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator
- Fireplaces
- 6
- Pool Description
- Fenced, In Ground, Pool Cover, Pool/Spa Combo
- Exterior Features
- Garden, Tennis Court(s)
- Sewer
- Public Sewer
- Elementary School
- Harrison Avenue Elementary School - Harrison
- Middle School
- Louis M Klein Middle School
- High School
- Harrison High School
- School District
- Harrison
- Sq Ft
- 104980
- Taxes
- $61,627
- Parking
- Detached, Driveway, Garage, Garage Door Opener
- Water
- Private, Public
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Listing courtesy of Listing Agent: Donna McElwee (dmcelwee@houlihanlawrence.com) from Listing Office: Houlihan Lawrence Inc..
Selling Office: Compass Greater NY, LLC.Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.