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3338 NW Windwood Way

Bend, OR 97703
  • $1,295,000
  • STATUS: Pending
  • ON SITE: 30 Days
  • MLS #: 220212727
Pending
UPDATED: 20 min ago
$1,295,000
  • 3
    BEDS
  • 0.45
    ACRES
  • 3
    BATHS
  • 1
    1/2 BATHS
  • 4,497
    SQFT
  • $288
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1999
County:
Area:

School Information

Elementary School:
Middle School:
High School:
Listing provided courtesy of Avenue Northwest Realty Inc :.

Description

Discover a timeless custom home on prestigious Awbrey Butte, built by Kenneth Thomas in 1999 and offered for the first time in years. With 4,497 sq ft, this thoughtfully designed floor plan features 3 bedrooms, an office, a spacious bonus room, 3 full baths plus a half bath, and inviting formal living and dining rooms. Vaulted ceilings, hardwood floors, and classic architectural details showcase the home's quality craftsmanship. In original condition, this property offers incredible potential for a buyer looking to update and personalize while preserving the great bones already in place. Set on a quiet street surrounded by mature landscape and Westside Bend conveniences, this is a rare opportunity to restore a beautiful home in one of Bend's most sought-after neighborhoods.

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Central Oregon Association of Realtors logo © 2026 Oregon Datashare (KCAR | MLSCO | SOMLS). All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Oregon Datashare. Real estate listings held by IDX Brokerage firms other than Schaake Capital Group | Cascade Hasson Sotheby's International Realty are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about them includes the name of the listing Brokers. Information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the viewer may be interested in purchasing. The consumer will not copy, retransmit nor redistribute any of the content from this website. Information provided is deemed reliable, but not guaranteed. Listing courtesy of Schaake Capital Group | Cascade Hasson Sotheby's International Realty. Data last updated: .2026-01-12T14:43:41.743
www.createalegacy.estate/homes/171312978
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3338 NW Windwood Way Bend, OR 97703

  • Price: $1,295,000
  • Status: Pending
  • On Site: 30 Days
  • Updated: 20 min ago
  • MLS #: 220212727
3
Beds
3
Baths
1
½ Baths
0.45
Acres
4,497
SQFT
$288
$/SQFT
1999
Built
Neighborhood:
Awbrey Butte
County:
Deschutes
Area:
Bend
Elementary School:
North Star Elementary
Middle School:
Pacific Crest Middle
High School:
Summit High
Property Description
Discover a timeless custom home on prestigious Awbrey Butte, built by Kenneth Thomas in 1999 and offered for the first time in years. With 4,497 sq ft, this thoughtfully designed floor plan features 3 bedrooms, an office, a spacious bonus room, 3 full baths plus a half bath, and inviting formal living and dining rooms. Vaulted ceilings, hardwood floors, and classic architectural details showcase the home's quality craftsmanship. In original condition, this property offers incredible potential for a buyer looking to update and personalize while preserving the great bones already in place. Set on a quiet street surrounded by mature landscape and Westside Bend conveniences, this is a rare opportunity to restore a beautiful home in one of Bend's most sought-after neighborhoods.
Exterior Features

Architectural Style Craftsman Attached Garage YN Yes Body Type [] Construction Materials Frame Exterior Features [] Foundation Details Stemwall Garage YN Yes Lot Features LandscapedNative PlantsSprinkler Timer(s) Parking Features AttachedDrivewayGarage Door Opener Roof Composition Window Features Double Pane Windows

Interior Features

Appliances CooktopDishwasherDisposalDouble OvenWater Heater Basement None Bonus Room Yes Breakfast Nook Yes Cooling Central AirZoned Cooling YN Yes Dining Room Yes Eating Area Yes Fireplace Features GasLiving Room Fireplace YN Yes Flooring CarpetHardwoodTile Heating Forced Air Heating YN Yes Interior Features Ceiling Fan(s)Central VacuumDouble VanityEnclosed Toilet(s)Kitchen IslandLinen ClosetPantryPrimary DownstairsShower/Tub ComboSoaking TubSolid Surface CountersTile ShowerVaulted Ceiling(s)Walk-In Closet(s) Kitchen Yes Laundry Yes Levels Two Living Room Yes Office Yes Primary Bedroom Yes Second Primary Yes

Property Features

Accessibility Features [] Accessory Dwelling Unit YN No Additional Parcels YN No Association Amenities ParkPickleball Court(s)PlaygroundSport CourtTennis Court(s)Trail(s) Association Fee 260 Association Fee Frequency Annually Association YN Yes Building Area Total 4497 CCRs YN Yes Common Walls No Common Walls Community Features PickleballGas AvailableParkPlaygroundShort Term Rentals Not AllowedSport CourtTennis Court(s)Trail(s) Irrigation Source [] Irrigation Water Rights YN No Listing Terms CashConventionalFHAVA Loan New Construction YN No Other Structures Storage Property Sub Type Single Family Residence Rented YN No Road Frontage Type [] Road Surface Type [] Security Features Carbon Monoxide Detector(s)Smoke Detector(s) Senior Community YN No Sewer Public Sewer Short Term Rental Permit YN No Special Listing Conditions Standard Tax Annual Amount 15540.38 Tax Year 2025 View NeighborhoodTerritorial Water Source Public Waterfront Features [] Zoning Description RS

Listing information © 2026 MLS of Central Oregon
Listing provided courtesy of Avenue Northwest Realty Inc :.

Central Oregon Association of Realtors logo © 2026 Oregon Datashare (KCAR | MLSCO | SOMLS). All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Oregon Datashare. Real estate listings held by IDX Brokerage firms other than Schaake Capital Group | Cascade Hasson Sotheby's International Realty are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about them includes the name of the listing Brokers. Information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the viewer may be interested in purchasing. The consumer will not copy, retransmit nor redistribute any of the content from this website. Information provided is deemed reliable, but not guaranteed. Listing courtesy of Schaake Capital Group | Cascade Hasson Sotheby's International Realty. Data last updated: .2026-01-12T14:43:41.743
 
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Schaake Capital Group | Cascade Hasson Sotheby's International Realty
650 SW Bond St, Ste. 100
Bend OR, 97702
Listing provided courtesy of Avenue Northwest Realty Inc :.