Estimated payment $40,285/month
Highlights
- Popular Property
- Tennis Courts
- Eat-In Gourmet Kitchen
- Harrison Avenue Elementary School Rated A+
- Pool House
- Sub-Zero Refrigerator
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 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.
Listing Agent
Houlihan Lawrence Inc. Brokerage Phone: 914-967-7680 License #40MC0862753 Listed on: 05/20/2026
Co-Listing Agent
Houlihan Lawrence Inc. Brokerage Phone: 914-967-7680 License #10401239263
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $61,627
Year Built
- Built in 1928 | Remodeled in 2017
Lot Details
- 2.41 Acre Lot
- Landscaped
- Private Lot
- Level Lot
- Front and Back Yard Sprinklers
- Garden
- Back and Front Yard
Parking
- 3 Car Detached Garage
- Garage Door Opener
- Driveway
Home Design
- Colonial Architecture
- Shingle Siding
Interior Spaces
- 7,497 Sq Ft Home
- 3-Story Property
- Wet Bar
- Built-In Features
- Crown Molding
- High Ceiling
- Recessed Lighting
- Chandelier
- 6 Fireplaces
- Wood Burning Fireplace
- Decorative Fireplace
- Gas Fireplace
- Blinds
- Mud Room
- Entrance Foyer
- Storage
- Attic Fan
- Unfinished Basement
Kitchen
- Eat-In Gourmet Kitchen
- Breakfast Bar
- Double Convection Oven
- Electric Oven
- Gas Cooktop
- Microwave
- Sub-Zero Refrigerator
- Dishwasher
- Wine Refrigerator
- Wolf Appliances
- Stainless Steel Appliances
- Kitchen Island
- Disposal
Flooring
- Wood
- Radiant Floor
- Tile
Bedrooms and Bathrooms
- 7 Bedrooms
- En-Suite Primary Bedroom
- Dual Closets
- Walk-In Closet
- Double Vanity
- Soaking Tub
Laundry
- Laundry Room
- Dryer
- Washer
Home Security
- Home Security System
- Fire and Smoke Detector
Pool
- Pool House
- Pool and Spa
- In Ground Pool
- Fence Around Pool
- Pool Cover
Outdoor Features
- Tennis Courts
- Wrap Around Porch
- Patio
- Outdoor Kitchen
Location
- Property is near golf course, public transit, and shops
Schools
- Harrison Avenue Elementary School
- Louis M Klein Middle School
- Harrison High School
Utilities
- Zoned Heating and Cooling
- Ductless Heating Or Cooling System
- Vented Exhaust Fan
- Heating System Uses Natural Gas
- Heating System Uses Oil
- Hydro-Air Heating System
- Radiant Heating System
- Heating System Uses Propane
- Propane
- Natural Gas Connected
- Private Water Source
- Cable TV Available
Listing and Financial Details
- Assessor Parcel Number 2801-000-546-00000-000-0056
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $19,457 | $36,150 | $11,000 | $25,150 |
| 2024 | $68,083 | $42,000 | $11,000 | $31,000 |
| 2023 | $72,766 | $42,000 | $11,000 | $31,000 |
| 2022 | $65,474 | $42,000 | $11,000 | $31,000 |
| 2021 | $64,112 | $42,000 | $11,000 | $31,000 |
| 2020 | $74,871 | $42,000 | $11,000 | $31,000 |
| 2019 | $79,180 | $51,000 | $11,000 | $40,000 |
| 2018 | $49,191 | $51,000 | $11,000 | $40,000 |
| 2017 | $0 | $50,500 | $11,000 | $39,500 |
| 2016 | $74,741 | $50,500 | $11,000 | $39,500 |
| 2015 | -- | $50,100 | $10,900 | $39,200 |
| 2014 | -- | $50,100 | $10,900 | $39,200 |
| 2013 | -- | $50,100 | $10,900 | $39,200 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 05/20/2026 05/20/26 | For Sale | $6,495,000 | +109.5% | $866 / Sq Ft | |
| 10/15/2013 10/15/13 | Sold | $3,100,000 | -22.4% | $407 / Sq Ft | View Prior Sale |
| 07/06/2013 07/06/13 | Pending | -- | -- | -- | |
| 12/17/2012 12/17/12 | For Sale | $3,995,000 | -- | $525 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Bargain Sale Deed | $3,100,000 | Thoroughbred Title Service | |
| Deed | $2,500,000 | Commonwealth Land Title Ins | |
| Interfamily Deed Transfer | -- | -- | |
| Interfamily Deed Transfer | -- | -- | |
| Interfamily Deed Transfer | -- | -- |
Source: OneKey® MLS
MLS Number: 994413
APN: 2801-000-546-00000-000-0056
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Based on information submitted to the MLS GRID
Listings courtesy of OneKey® MLS as distributed by MLS GRID
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