Colleen Sean Peck
Property 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.
280 Highland Road | MLS# 994413
This single family home located at 280 Highland Road, Rye, NY 10580 is currently listed for sale with an asking price of $6,495,000. This property was built in 1928 and has 7 bedrooms and 6 full and 1 partial baths with 7497 sq. ft. Highland Road is located within the Harrison school district. Search Rye real estate on colleen-peck.coldwellbankerprime.com today.
Gallery
Property Features
Property Type: Residential - Single Family
Basement: Unfinished
Basement: Yes
Cooling: Attic Fan, Central Air, Ductless, Zoned
Fenced: Yes
Fireplaces: 6
Garage: 3
Heating: Hydro Air, Natural Gas, Oil, Propane, Radiant, Radiant
Home Style: Colonial
Lot Size: 2.41 Acres
Taxes: $61,627
Year Built: 1928
Amenities
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
Garden
Tennis Court(s)
Feature Descriptions
Appliances: Convection Oven, Dishwasher, Disposal, Dryer, Electric Oven, Exhaust Fan, Gas Cooktop, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator
Attic: Dormer, Partial
Building Area Total: 8138
Days on Site: 5
Exterior: Shingle Siding
Fireplace Features: Decorative, Gas, Wood Burning
Fireplace Y/N: Yes
Flooring: Combination, Hardwood, Tile
GarageY/N: Yes
Heating Zones: 6
Included In Taxes: Sewer, Trash
Laundry: Laundry Room
Lot Features: Back Yard, Front Yard, Garden, Landscaped, Level, Near Golf Course, Near Public Transit, Near Shops, Private, Sprinklers In Front, Sprinklers In Rear
Number Of Kitchens: 1
On Market Date: 2026-05-20
Other Structures: Garage(s), Outdoor Kitchen, Pool House
Parcel Number: 2801-000-546-00000-000-0056
Parking Features: Detached, Driveway, Garage, Garage Door Opener
Patio And Porch: Covered, Patio, Porch, Wrap Around
Pool Features: Fenced, In Ground, Pool Cover, Pool/Spa Combo
Rental Term: Monthly
Rooms Total: 14
Security: yes
Security Features: Security System, Smoke Detector(s)
Sewer: Public Sewer
Spa Y/N: Yes
Swimming Pool: Yes
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Propane, Sewer Connected
Water: Private, Public
Window Features: Blinds, Oversized Windows
Local Schools
High School: Harrison High School
Middle School: Louis M Klein Middle School
Elementary School: Harrison Avenue Elementary School
School District: Harrison
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280 Highland Road, Rye, NY 10580
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Estimated Payment
$ 21,485.01 per month $14,455.05 Principal & Interest $5,135.58 Property Tax $1,894.38 Homeowner's InsuranceChange Payment Information
Demographics
Listed By / Shown By
Listing By
Agency Name: Houlihan Lawrence Inc.
Agency Contact: 914-967-7680
Shown By
Agent Name: Colleen Sean Peck
Agent Phone: (518) 542-1329 Cell
Agency Title: Coldwell Banker Prime Properties
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280 Highland Road, Rye, NY 10580
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