99 Hilltop Drive Winthrop, WA $ 2,450,000
99 Hilltop Drive
$ 2,450,000
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99 Hilltop Drive

Winthrop, WA, 98862
$ 2,450,000
Bedrooms5 Baths3.0 Sq 3,682

Monthly Estimate*

$ 16,922

Listed by Emily Gibson, CB Cascade RE - Winthrop, 425-765-5346, emily@cbwinthrop.com
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Single Family Home for sale in Winthrop, WA

for $2,450,000 with 5 bedrooms and 3 full baths. This 3,682 square foot home was built in 2006 on a lot size of 19.6968.

Some properties are simply for sale. Hilltop is an invitation; a rare chance to own a 3,600+ sf architectural statement by Prentiss-Balance-Wickline that commands the ridge above Pearrygin Lake. A mile of pristine State Park land separates you from everything else, delivering privacy measured in forever views, and a front-row seat to nature's majesty. The kind of setting architects dream about and homeowners rarely get to live in. Inside, the chef's kitchen anchors expansive living spaces built for both entertaining and quiet mornings. Two dedicated offices support remote work or separate pursuits. A fully attached apartment adds flexibility for guests, extended living, or rental income. Large sliding doors open to a screened sitting area and hot tub just outside, encouraging indoor-outdoor living. A built-in yoga wall and artistic metal shade screens speak to a life lived with intention, blending practicality with luxury. Beneath the beauty sits real substance: abundant water storage and a 35kW autostart generator give you confidence and self-reliance across every season, so the peace you feel here isn't just aesthetic, it's engineered. This is a home built to weather anything and feel like a sanctuary. Architecture and setting in perfect harmony.

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Single Family Active

Price

$ 2,450,000

Bedrooms

5

Full Bath

3

Property Type

Single Family

Taxes

$ 22,114

Style

Contemporary

Lot Size

19.6968

Year Built

2006

Town/City

Winthrop

County/Region

Okanogan

MLS | Web ID

2590577

Features
General
Living Area 3682
Sewer Septic Tank
Heating Ductless Heat Pump Radiant Recirculation Pump Stove/Free Standing
Cooling Ductless Heat Pump
Possession Closing
Roof Metal
Appliances Dishwasher Dryer Microwave Refrigerator Stove(s)/Range(s) Tankless Water Heater Washer
HOA Fee 0
Architectural Style Contemporary
Year Built 2006
View Lake Mountains Territorial
Topography Partial Slope
Levels Multi/Split
Property Subtype Single Family Residence
Tax Year 2026
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 857992
Carport Y/N N
Listing Terms Cash Conventional
Land Lease Y/N N
Tax Annual Amount 22114
Property Condition Very Good
Public Remarks Some properties are simply for sale. Hilltop is an invitation; a rare chance to own a 3 600+ sf architectural statement by Prentiss-Balance-Wickline that commands the ridge above Pearrygin Lake. A mi
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) Dbl Pane/Storm Window Fireplace Hot Tub/Spa Sprinkler System Vaulted Ceiling(s) Walk-In Closet(s) Wine/Beverage Refrigerator Wire
Basement None
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 Secluded
Water Source Individual Well Private
Total Parking 3
Inclusions Dishwasher(s) Dryer(s) Microwave(s) Refrigerator(s) Stove(s)/Range(s) Washer(s)
Foundation Details Poured Concrete Slab
Spa Y
Building Area Total 3682
Lot Size Acres 19.6968
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 NWM2590577
Street Number 1 99
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* Excluded Features
List By
Emily Gibson

Listing Agent

Cb Cascade Re - Winthrop

Broker

emily@cbwinthrop.com

Email

Affordability Calculator

$18,764
Per Month
90%
10%
0%
Monthly Principal & Interest
$16,922
Monthly Property Taxes
$1,843
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% 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
10/3/2026$2,450,000 Listed Price

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99 Hilltop Drive, Winthrop, WA, 98862 is a Single Family Home for sale at $2,450,000 with 3,682 sqft and a lot size of 19.6968. 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