280 Highland Road
Rye, NY 10580
7
Bed
7
Bath
7,497Sqft
2.41Acres(Lot)
"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 ch
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 7Bathroom Information
Total Baths: 7 Full Baths: 6 Half Baths: 1Room Information
Rooms Total: 14 Basement: Unfinished -
Flooring Information
Combination, Hardwood, Tile -
Interior Features
Breakfast Bar, Built-in Features, Chandelier, Crown Molding, Double Vanity, Eat-in Kitchen, Entrance Foyer, High Ceilings, His and Hers Closets, Kitchen Island, Pantry, Recessed Lighting, Soaking Tub, Storage, Walk-In Closet(s), Wet Bar Appliances: Convection Oven, Dishwasher, Disposal, Dryer, Electric Oven, Exhaust Fan, Gas Cooktop, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator Laundry Features: Laundry Room Window Features: Blinds -
Heating & Cooling
Has Heating: Yes Heating: Natural Gas, Oil, Propane, Radiant, Radiant Floor Has Cooling: Yes Cooling: Attic Fan, Central Air, Ductless, Zoned
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Building Information
Year Built: 1928 Building Area Total: 8138 Construction Materials: Shingle Siding Patio And Porch Features: Covered, Patio, Porch, Wrap Around Pool Features: Fenced, In Ground, Pool Cover, Pool/Spa Combo, Private Private Pool: Yes -
Exterior Features
Exterior Features: Garden, Tennis Court(s)
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Lot Information
Lot Size Acres: 2.41 Lot Size Square Feet: 104980 Lot Description: Back Yard, Front Yard, Garden, Landscaped, Level, Near Golf Course, Near Public Transit, Private, Sprinklers In Front, Sprinklers In Rear
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Listing Price Information
Listing Price: $6495000
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Tax Information
Parcel Number: 2801-000-546-00000-000-0056 Annual Tax: $61627
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Parking Information
Detached, Driveway, Garage, Garage Door OpenerGarage Information
Has Garage: Yes Garage Space: 3
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School Information
Elementary School: Harrison Avenue Elementary SchoolJunior High School: Louis M Klein Middle SchoolSenior High School: Harrison High School -
Utility Information
Natural Gas Available, Cable Connected, Electricity Connected, Natural Gas Connected, Propane, Sewer Connected -
Location Information
Direction: Purchase St to 280 Highland Road , on right coming from downtown Rye, on left coming from Purchase St/ Biltmore Rd intersection WaterSource: Private, Public Security Features: Security System, Smoke Detector(s)
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 6 North Island Dr, Rye, NY, 10580 | $7,950,000 | 4 | 5 | 5,261 | 5,261 SqFt |
| 162 Kirby Lane, Rye, NY, 10580 | $3,995,000 | 4 | 3 | 2,543 | 2,543 SqFt |
| 415 Grace Church Street, Rye, NY, 10580 | $4,220,000 | 5 | 5 | 4,796 | 4,796 SqFt |
| 9 Kirby Lane, Rye, NY, 10580 | $5,395,000 | 6 | 6 | 5,492 | 5,492 SqFt |
| 15 Roosevelt Avenue, Rye, NY, 10580 | $1,469,999 | 4 | 2 | 1,545 | 1,545 SqFt |
| 3 Peck Avenue #311B, Rye, NY, 10580 | $399,000 | 2 | 1 | 1,000 | 1,000 SqFt |
| 14 Ridgeland Terrace, Rye, NY, 10580 | $1,489,000 | 4 | 2 | 1,774 | 1,774 SqFt |
| 7 Fernwood Avenue, Rye, NY, 10580 | $2,100,000 | 5 | 5 | 3,686 | 3,686 SqFt |
| 5 Mayfield Street, Rye, NY, 10580 | $1,895,000 | 5 | 3 | 2,668 | 2,668 SqFt |
| 24 Wappanocca Avenue #J, Rye, NY, 10580 | $185,000 | -- | 1 | 450 | 450 SqFt |
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ByOwner last updated this listing 06/20/2026 @ 04:10
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