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- Description
- Property Details
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- Facts & Features
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$6,495,000
Monthly Est:$32,328
7 Beds
- 7 Baths
6 full baths + 1 half bath
7,497sqft
280 Highland Rd, Rye, NY 10580
$6,495,000
$32,328/moEst:
Get Pre-Approved
Single Family Residence
Built in 1928
$-- HOA
2.41 acres lot
$866/sq.ft
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.
- Houzeo last checked: 8 minutes ago
- Listing updated: June 11, 2026 at 5:03 pm
- Listing Provided by: Donna McElwee (914) 282-3274 , Scott McElwee | Houlihan Lawrence Inc. (914) 967-7680
- Source: OneKey MLS-NY | MLS#: 994413

Property Details
Status
Pending
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1928
HOA Fees
-
Finished Area
7,497 sqft
Lot Size
2.41 acres lot
Basement Area
- sqft
MLS Name
OneKey MLS
MLS Number
994413
MLS Status
Pending
Days on Market
158
Cumulative Days on Market
8

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 7
Bathrooms: 7
Interior
Heating
Hydro Air, Natural Gas, Oil, Propane, Radiant, Radiant Floor
Exterior Features
Garden, Tennis Court(s)
Appliances
Convection Oven, Dishwasher, Disposal, Dryer, Electric Oven, Exhaust Fan, Gas Cooktop, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator
Sewer
Public Sewer
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
Window Features
Blinds, Oversized Windows
Flooring
Combination, Hardwood, Tile
Cooling
Attic Fan, Central Air, Ductless, Zoned
Construction
Year Built
Year Built: 1928
Home type
Single Family Residence
Architectural Style
Colonial
Property Condition
Updated/remodeled
Construction Materials
Shingle Siding
Utilities & Energy
Utilities
Cable Connected, Electricity Connected, Natural Gas Connected, Propane, Sewer Connected
Parking Features
Detached, Driveway, Garage, Garage Door Opener
Basement
Unfinished
Pool Features
Fenced, In Ground, Pool Cover, Pool/spa Combo
Security Features
Security System, Smoke Detector(s)
Fireplace Features
Decorative, Gas, Wood Burning
Water Source
Private, Public
Laundry Features
Laundry Room
Other Features
Lot Features
Back Yard, Front Yard, Garden, Landscaped, Level, Near Golf Course, Near Public Transit, Near Shops, Private, Sprinklers In Front, Sprinklers In Rear
Patio And Porch Features
Covered, Patio, Porch, Wrap Around
Price History
| Date | Event | Price |
|---|---|---|
06/11/2026 Source: | Pending | $6,495,000 $866/sqft |
05/28/2026 Source: | Listing Removed | $6,495,000 $866/sqft |
05/20/2026 Source: | Listed for Sale | $6,495,000 $866/sqft |
05/15/2026 Source: | Coming Soon | $6,495,000 $866/sqft |
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Based on information from OneKey MLS, through Oct 21, 2026, 11:16PM. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.
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