280 Highland Road, Rye, NY 10580

Rye
Local realty services provided by:Better Homes and Gardens Real Estate Realty Connect
280 Highland Road,Rye, NY 10580
$6,495,000
  • 7 Beds
  • 7 Baths
  • 7,497 sq. ft.
  • Single family
  • Pending
Listed by: donna mcelwee, scott mcelwee
Office: houlihan lawrence inc.
MLS#:994413
Source:OneKey MLS

Price summary

  • Price:$6,495,000
  • Price per sq. ft.:$798.11

About this home

"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...

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Home facts

  • Year built:1928
  • Listing ID #:994413
  • Added:146 day(s) ago
  • Updated:October 09, 2026 at 08:57 AM

Rooms and interior

  • Bedrooms:7
  • Total bathrooms:7
  • Full bathrooms:6
  • Half bathrooms:1
  • Rooms Total:14
  • Flooring:Hardwood
  • Dining Description:Eat-In Kitchen
  • Bathrooms Description:Double Vanity, Soaking Tub
  • Kitchen Description:Chefs Kitchen, Dishwasher, Disposal, Eat-in Kitchen, Kitchen Island, Microwave, Pantry, Refrigerator, Stainless Steel Appliance(s)
  • Basement:Yes
  • Basement Description:Unfinished
  • Living area:7,497 sq. ft.

Heating and cooling

  • Cooling:Central Air, Ductless, Zoned
  • Heating:Hydro Air, Natural Gas, Oil, Propane, Radiant
  • Central air:Yes

Structure and exterior

  • Year built:1928
  • Building area:7,497 sq. ft.
  • Lot area:2.41 Acres
  • Lot Features:Garden, Level, Near Public Transit, Private
  • Architectural Style:Colonial
  • Construction Materials:Shingle Siding
  • Exterior Features:Tennis Court(s)
  • Levels:3 Story

Schools

  • High school:Harrison High School
  • Middle school:Louis M Klein Middle School
  • Elementary school:Harrison Avenue Elementary School

Utilities

  • Water:Private, Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$6,495,000
  • Price per sq. ft.:$798.11
  • Tax amount:$61,627 (2025)

Features and amenities

  • Appliances:Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
  • Laundry features:Dryer, Washer
  • Amenities:Double Vanity, Entrance Foyer, High Ceilings, Storage, Walk-In Closet(s), Wet Bar
  • Pool features:In Ground

Parking

  • Parking description:Detached, Driveway, Garage
  • Garage:Yes
  • Garage spaces:3
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