$6,495,000
 $34,867 est/mo Sourced by Back At You

280 Highland Road,Rye, NY 10580

Rye, NY 10580

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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.

Details

MLS #994413
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusPending
Year1928
Days On Site112
Listing Provided ByHoulihan Lawrence Inc. | Donna McElwee

Features

Bed(s)7
Bath(s) 7 Total
SQ Feet7,497
Garage3
BasementY
PoolYes
Acreage2.41
Golf CourseYes

Interior

CoolingAttic Fan, Central Air, Ductless, Zoned
HeatingHydro Air, Natural Gas, Oil, Propane, Radiant, Radiant Floor
Interior FeaturesBreakfast 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 FeaturesBlinds, Oversized Windows
AppliancesConvection Oven, Dishwasher, Disposal, Dryer, Electric Oven, Exhaust Fan, Gas Cooktop, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator

Exterior

Exterior FeaturesGarden, Tennis Court(s)
Security FeaturesSecurity System, Smoke Detector(s)
Construction MaterialsShingle Siding
Lot FeaturesBack Yard, Front Yard, Garden, Landscaped, Level, Near Golf Course, Near Public Transit, Near Shops, Private, Sprinklers In Front, Sprinklers In Rear

Parking

Garage Yes / NoYes
Parking FeaturesDetached, Driveway, Garage, Garage Door Opener

Utilities

UtilitiesCable Connected, Electricity Connected, Natural Gas Connected, Propane, Sewer Connected
SewerPublic Sewer

Taxes

Tax Year2025
Tax Assessed Value36150
Tax Annual Amount61627

Area Information

StateNY
CountyWestchester County
CityRye
Zip Code10580
School DistrictHarrison High School
Elementary SchoolHarrison Avenue Elementary Schoo
High SchoolHarrison High School
Listing VS Median (in 10580)
Price:
$6,495,000
low | high
Med:
$1,544,750
100% of Average
sqft:
7,497
low | high
Med:
1,673
100% of Average
$ / sqft:
$866
low | high
Med:
$929
42.793982675247% of Average
On site:
112
low | high
Med:
104
100% of Average
Sourced by Back At You

Market Activity 10580

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Learn More About This Property

StateNY
CountyWestchester County
CityRye
Zip Code10580
School DistrictHarrison High School
Elementary SchoolHarrison Avenue Elementary Schoo
High SchoolHarrison High School
Listing VS Median (in 10580)
Price:
$6,495,000
low | high
Med:
$1,544,750
100% of Average
sqft:
7,497
low | high
Med:
1,673
100% of Average
$ / sqft:
$866
low | high
Med:
$929
42.793982675247% of Average
On site:
112
low | high
Med:
104
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/10 mile)
Price: $4.871M - $8.118M
sqft: 5,500 - 9,000
Nearby Listings Property ImageNearby Listings Details
233 Highland Road Property Photo 1
$3,295,000
233 Highland Road
Rye, NY 10580
Listing Updated: July 9, 2026 at 3:25:57 PM PDT