99 Hilltop Drive Winthrop, WA $ 3,300,000
99 Hilltop Drive
$ 3,300,000
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99 Hilltop Drive

Winthrop, WA, 98862
$ 3,300,000
Bedrooms5 Baths3.0 Sq 3,682

Monthly Estimate*

$ 20,588

Listed by CB Cascade - Winthrop
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Single Family Home for sale in Winthrop, WA

for $3,300,000 with 5 bedrooms and 3 full baths. This 3,682 square foot home was built in 2006 on a lot size of 40.2099.

Traverse over a mile of pristine State Park land above Pearrygin Lake to arrive at Hilltop; a 3600+ sf Prentiss-Balance-Wickline Architects masterpiece offering forever views, rare privacy, and a front row seat to nature’s majesty. Chef’s kitchen, expansive living spaces, two offices, primary suite on its own level, and an attached apartment are among the spaces to discover. Large sliding doors and a screened sitting area with hot tub just outside encourage indoor-outdoor living, and views of the lake far below. Custom details such as a built-in yoga wall, artistic metal shade screens, abundant water storage and a massive 35 kilovolt autostart generator blend practicality with luxury. Architecture and setting in perfect harmony.

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Single Family Active

Price

$ 3,300,000

Bedrooms

5

Full Bath

3

Property Type

Single Family

Taxes

$ 24,258

Style

Northwest Contemporary

Lot Size

40.2099

Year Built

2006

Town/City

Winthrop

County/Region

Okanogan

MLS | Web ID

2423450

Features
General
Living Area 3682
Sewer Septic Tank
Heating Ductless Heat Pump Hot Water Recirc Pump Radiant Stove/Free Standing
Cooling Ductless Heat Pump
Possession Closing
Roof Metal
Appliances Dishwasher(s) Dryer(s) Microwave(s) Refrigerator(s) See Remarks Stove(s)/Range(s) Washer(s)
HOA Fee 0
Garage Spaces 3
Architectural Style Northwest Contemporary
Year Built 2006
View Lake Mountain(s) Territorial
Topography Rolling Steep Slope
Levels Multi/Split
Property Subtype Single Family Residence
Tax Year 2025
County Okanogan
New Construction N
Property Type Residential
HOA N
Attached Garage Y
Energy Efficient Insulated Concrete Form (ICF)
Subdivision Name East Chewuch
Garage Y/N Y
Full Baths 1
Special Listing Conditions None
Status Active
Directions Turn off of Bear Creek Rd onto Lake Ridge Drive toward the Rex Derr Trailhead. At the Rex Derr parking lot continue onto Hilltop Drive to the property.
City Winthrop
Entry Location Main
Senior Community Y/N N
High School District Methow Valley
MLS Area 966 - Methow Valley
Lot Size Units Square Feet
Lot Size Square Feet 1751548
Carport Y/N N
Listing Terms Cash Out Conventional
Land Lease Y/N N
Tax Annual Amount 24258
Property Condition Very Good
Public Remarks Traverse over a mile of pristine State Park land above Pearrygin Lake to arrive at Hilltop; a 3600+ sf Prentiss-Balance-Wickline Architects masterpiece offering forever views rare privacy and a front
Virtual Tour https://my.matterport.com/show/?m=FNASoZbYYnq&mls=1
Structure Type House
Building Area Units Square Feet
Standard Status Active
Water Company Private Well
Property Style 15 - Multi Level
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Interior
Interior Amenities Second Kitchen Second Primary Bedroom Bath Off Primary Ceiling Fan(s) Double Pane/Storm Window Fireplace Hot Tub/Spa Sprinkler System Vaulted Ceiling(s) Walk-In Closet(s) Wine/Beverage Refrigerator W
Flooring Bamboo/Cork Concrete
Total Fireplaces 1
Fireplace Features Wood Burning
Air Conditioning Y/N Y
Heating Y/N Y
Fireplace Y/N Y
Half Baths 0
3/4 Baths 2
Total Bedrooms 5
Main Level Bedrooms 0
Total Baths 3
Bedrooms Possible 5
Fireplaces Main 1
Power Production Type Electric Propane Wood
Baths Three Quarter Garage 0
Baths Three Quarter Lower 2
Baths Three Quarter Main 0
Baths Three Quarter Upper 0
Bedrooms Lower 3
Bedrooms Upper 2
Baths Half Upper 0
Baths Half Main 0
Baths Half Lower 0
Baths Half Garage 0
Baths Full Upper 1
Baths Full Main 0
Baths Full Lower 0
Baths Full Garage 0
Bathrooms 2.5
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Exterior
Exterior Amenities Metal/Vinyl Stucco Wood
Vegetation Brush Wooded
Parking Features Driveway Attached Garage
Lot Features Adjacent to Public Land Dead End Street Dirt Road Drought Resistant Landscape Secluded
Water Source Individual Well Private
Total Parking 3
Inclusions Dishwasher(s) Dryer(s) Microwave(s) Refrigerator(s) See Remarks Stove(s)/Range(s) Washer(s)
Foundation Details Poured Concrete Slab
Spa Y
Building Area Total 3682
Lot Size Acres 40.2099
Waterfront Y/N N
Covered Spaces 3
Irrigation Water Rights Y/N N
Site Features Deck Hot Tub/Spa Patio Propane Sprinkler System
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Internal Only
OriginalMLSID NWM2423450
Street Number 1 99
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* Excluded Features
List By
Emily Gibson

Listing Agent

Cb Cascade - Winthrop

Broker

Affordability Calculator

$22,609
Per Month
91%
9%
0%
Monthly Principal & Interest
$20,588
Monthly Property Taxes
$2,022
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
258830 Elementary School
256651 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
9/23/2025$3,300,000 Listed Price

Map


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99 Hilltop Drive, Winthrop, WA, 98862 is a Single Family Home for sale at $3,300,000 with 3,682 sqft and a lot size of 40.2099. 99 Hilltop Drive has 5 bedrooms, 3.0 baths, and was built in 2006. The property's zip code is 98862 which is in Winthrop, WA