Prevu by reAlpha
BuySellBlogBrowse Listings

3 Lakeside DriveRye, NY 10580

Coming Soon

$2,925,000

Smart Buyer Rebate $29,250

Vacation at home in this light-filled Contemporary masterpiece at 3 Lakeside Drive in the coveted Rye P.O. area. Set high on 1.18 private acres overlooking a serene natural pond on the former grounds of the Flagler Matthews estate , this property offers the ultimate in Westchester resort-style living,. Built in 1987, this expansive 5,400 sq ft redwood Contemporary home provides a seamless blend of natural beauty and incredible space for luxurious interior living and spectacular outdoor entertaining and playtime.
The rear elevation of this extraordinary home overlooks approximately 450 feet of pond frontage , flooded with natural light via oversized sliding glass doors leading to the rear decks. A striking entry foyer leads to a secluded Library/Office featuring a vaulted ceiling and a stone fireplace, opening to the Family Room below. The main level boasts a 2024 Chef's Kitchen with a vaulted ceiling, skylight, walk-in pantry, breakfast area and doors to the rear deck. The adjoining Family Room impresses with its own vaulted ceiling, a floor-to-ceiling stone fireplace, and sliding doors to the deck , perfectly complemented by a bright, spacious Dining Room. The first-floor Primary Suite serves as a private oasis with his-and-hers closets , an oversized Primary Bathroom, and sliding glass doors opening to a private deck. Spiral stairs lead from the Primary Suite to the Exercise/Family room below. The second-floor features two Bedrooms sharing their own Hall Bathroom. The ground level serves as the ultimate resort-style entertainment hub, offering an Exercise/Family room equipped with a sauna, a built-in bar with a Subzero refrigerator, and sliding glass doors that open to a private patio. Completing this level is a large Recreation room/Office, two Bedrooms, and two Full Bathrooms. In addition, there are mechanical and storage areas plus another Full Bathroom. The expansive property is rich in natural landscaping including mature trees, rocky outcroppings and perennial flowers. A lower lawn area offers the opportunity for swing sets, soccer games, all types of sports and backyard entertainment.
This private yet incredibly convenient location places the premier dining, shopping, and amenities of downtown Rye, Harrison, and Greenwich right at your fingertips. You are mere steps from the Westchester County Country Club, close to Harrison Meadows Club, with the renowned beaches, parks, and waterfront recreation of the Long Island Sound only a short distance away. Travel is effortless, whether you are commuting to New York City in 35 minutes via Metro-North or catching a flight at the Westchester County Airport, located just a 15-minute drive from your door.

Exceptional value at just $542 per sq ft! Pack your bags for a permanent vacation—this lakeside retreat won't last!

Listed by Fiona M. Dogan

·

Julia B Fee Sothebys Int. Rlty

·

914-967-4600

Listed by Caroline Howard

·

Julia B Fee Sothebys Int. Rlty

Last updated April 28, 2026

·

Source: OneKey #977718

Listing Facts

  • TypeSingle-family
  • NeighborhoodThe Brentwood
  • Bedrooms5
  • Bathrooms5
  • Taxes$50,966.98/year
  • Size5,423 sqft
  • Price per sqft$539

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Property Details for 3 Lakeside Drive

Exterior

Construction

  • Property Condition: Actual
  • Window Features: Floor To Ceiling Windows, Oversized Windows, Skylight(s)
  • Year Built: 1987
  • Architectural Style: Contemporary
  • Construction Materials: Stone, Wood Siding
  • Exterior Features: Gas Grill

Features

  • Patio And Porch Features: Deck, Patio
  • View: Lake
  • Waterfront Features: Lake Front, Waterfront
  • Waterfront: Yes

Measurements

  • Building Area Total: 5,923
  • Building Area Units: Square Feet
  • Frontage Length: 450
  • Lot Size Acres: 1.18
  • Lot Size Square Feet: 51,401

Financial

Taxes

  • Parcel Number: 2801-000-545-00000-000-0089
  • Tax Annual Amount: $50,966.98
  • Tax Assessed Value: $30,000.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Convection Oven, Cooktop, Dishwasher, Freezer, Gas Oven, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
  • Fireplace Features: Living Room, Masonry, Wood Burning
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Flooring: Ceramic Tile, Hardwood
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Chefs Kitchen, Double Vanity, Eat-in Kitchen, Entrance Foyer, Formal Dining, His And Hers Closets, Kitchen Island, Pantry, Primary Bathroom, Master Downstairs, Quartz/Quartzite Counters, Sauna, Walk-In Closet(s), Washer/Dryer Hookup

Measurements

  • Living Area: 5,423
  • Living Area Source: Public Records

Rooms

  • Basement: Finished, Full, See Remarks, Walk-Out Access
  • Has Basement: Yes
  • Bathrooms Full: 4
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 5
  • Rooms Total: 16

Other

Location

  • Subdivision Name: Flagler Estates

Parking

Parking

  • Garage Spaces: 2
  • Garage: Yes
  • Parking Features: Driveway, Garage, Off Street

Schools

Elementary School

  • Elementary School: Purchase
  • Elementary School District: Harrison

High School

  • High School: Harrison High School
  • High School District: Harrison

Middle or Junior School

  • Middle Or Junior School: Louis M Klein Middle School
  • Middle Or Junior School District: Harrison

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Forced Air, Natural Gas
  • Laundry Features: Laundry Room
  • Sewer: Public Sewer
  • Utilities: Natural Gas Connected, Trash Collection Public
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 5 bedrooms and 5 bathrooms in this single-family home at 3 Lakeside Drive.

What schools are nearby to 3 Lakeside Drive?

Nearby schools include the Purchase Elementary School, Louis M Klein Middle School, and Harrison High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 3 Lakeside Drive.

What are the annual taxes for 3 Lakeside Drive?

Annual taxes for this single-family home are estimated at $50,966.

How does 3 Lakeside Drive compare to other single-family homes in The Brentwood?

This single-family home is listed 34% below the average price for single-family homes in The Brentwood and has been on the market for 71 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 5,423 sqft.

3 Lakeside Drive is a 5-bedroom, 5-bath single-family home for sale in Rye NY 10580. This property features 5,423 square feet of living space, located in The Brentwood. The median listing price for single-family homes in this area is $3,172,500. Nearby schools include Purchase Elementary School, Louis M Klein Middle School, and Harrison High School. Additional amenities include private outdoor space, dishwasher, air conditioning, parking, and washer/dryer. Explore more single-family home listings in Harrison.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey™ MLS. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. Information Copyright 2026, OneKey™ MLS. All Rights Reserved.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.