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Windsurfer

445 Kawailoa Road Unit 4 Kailua HI 96734

Sold for $1,425,000 on 09-30-2026. 125 Days Until Sold. * Concessions: $22,000

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Sell for a $3,500 Flat Fee or 2% With Full Service.

Price dropped on 07-27-2026. Original price was $1,475,000

Listed on 05-28-2026

3 Bedrooms, 2 Full Baths, 1 Half Bath, 2 Parking Spaces

1,248 Square Feet Living * $1,087 Total Association Fees

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Property Last Viewed: 10/09/2026 01:22 PM, Total Views Today: 0, Total Views: 123

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OahuRE.com Notes About This Property

View all new listings in the Windsurfer since this property was listed.

The last sale on September 30, 2026, used Conventional financing, so it is not an assumable mortgage.

Listed previously on April 11, 2020 for $1,078,000. View Details

Listed previously on August 4, 1999 for $310,000. View Details

Fell out of escrow or Temporarily Withdrawn 1 time. View Details

Price Decreased 5 times. View Details

Temporarily Withdrawn 1 time. View Details

Withdrawn 1 time. View Details

There are 0 buildings in the same neighborhood with similar units for sale.

There are 2 buildings in the same region with similar units for sale.

There were 3 units sold in the last 2 years in the Windsurfer building.


445 Kawailoa Road  Unit 4

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445 Kawailoa Road  Unit 4

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Property Details

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MLS#: 202607704 * Questions?
Status: Sold for $1,425,000 on 09-30-2026. Financing: Conventional. See History
Price: $1,450,000
Monthly: $ 10,962.55 Update the default down payment and interest rate
  Monthly payment estimate for $ 1,450,000 price, 10% down, 7.4% interest rate, 30 year loan, $ 840 taxes, and $ 1,087 fees. Insurance not included.
Beds: 3   Baths: 2   Half: 1  Parking Spaces: 2
Living Sq Ft: 1,248
Land Tenure: FS - Fee Simple
Total Fees: $1,087
Lanai Sq Ft: 453
Address: 445 Kawailoa Road 4 Kailua HI 96734
Region: Kailua - Activity
Neighborhood: Kawailoa-Kailua - Activity
Street: Kawailoa - Activity * Kawailoa Road 4 Stats
Building Name: Activity in Windsurfer * Windsurfer Stats
Statistics: Live Building Stats
Showing: Showing Request with 20% Rebate

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Original: $1,475,000
Change: $-25,000    -1.69%
Parcel#: 1-4-3-010-052-0004
Link: Tax Info/Plat Map/Parcel Map/Sketch
Days: 43 days in Active or In Escrow Showing
Date: Listed: 05-28-2026
Date: Status Change: 09-30-2026
Year Built: 1984 Remodeled: 2018
View: Garden, Other, Sunset
Frontage: Lake/Pond, Other
Monthly Tax: $840 Year: 2026
Land: FS - Fee Simple
Condition: Excellent, Above Average

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Description:

Experience the quintessential Kailua LIFESTYLE at The WINDSURFER, a boutique 10-unit townhome community situated directly across from Kailua Beach. LOCATION. This part of Kailua Beach has Oahu's BEST KITESURFING; it's heaven! The Windsurfers Unit #4 Is the Special Unit that sits right on the lily pond, a happy and serene spot to reflect the days activities.  This RARELY AVAILABLE residence features a freshly painted interior, loft, new washer and dryer, and updated kitchen and bathrooms from a 2018 renovation. The versatile layout can accommodate either three bedrooms, or two bedrooms with a flex space and a half bath. The large tiled private patio offers many opportunities, entertaining, dining, outdoor living room and is has a lighted walk in storage closet for bikes, tools, and equipment. 2 reserved and excellent parking spaces right outside your door and guest parking is available for your friends. Most importantly ... Yes, PET FRIENDLY! Located just steps from world-class windsurfing, Kalapawai Market, and BUZZ'S Steakhouse, this serene retreat offers a welcome escape from the bustle of Honolulu.  CALL today to learn all about the outstanding lifestyle at the Windsurfer!

 
 
Inclusions: AC Split, Blinds, Cable TV, Ceiling Fan, Dishwasher, Disposal, Dryer, Kitchenware, Range/Oven, Refrigerator, Smoke Detector, Washer, Water Heater

Amenities: Patio/Deck, Storage, Wall/Fence

Utilities: Construction: Above Ground, Double Wall, Wood Frame Lot Features: Floor: Ceramic Tile, Hardwood, Laminate Disclosures: 1031 Exchange, Non Resident Owner, Property Disclosure Stmt Land Recorded: Regular System Furnished: Unknown

Possession: At Closing Terms: Cash, Conventional, VA Sale Conditions: None Pet Friendly: Yes Occupancy: 60% Number of Parking Spaces: 2 Parking Spaces Number: TBD Floor Number: 1 Elevators: Management Company Name & Phone: Touchstone 808-566-4100

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Sold Price: $1,425,000 Loan Type: Conventional
Concession: 22000
Closed: 09-30-2026
Sold Ratio: 98%
Days Sold: 125
Land: $238,600
Building: $1,206,500  
Assessed Total: $1,445,100  
Assessed Ratio: 100.34%
Pool:
Location:
Parking: Assigned, Guest, Open - 2

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District Locator: DOE Locator to Confirm District
Area Total: 0
Acres: 0.0000
Topography:
Building Style: Townhouse
Building: Windsurfer
New Const: No

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Maint. Fee: $1,087
Assoc. Fee: $0
Other Fee: $0
Includes: Other Common Expenses, Sewer, Water
Total Fees: $1,087
Exemption: 0
Other: 0
Lanai Sq Ft: 453
Garage Sq Ft: 0
Avg Sq Ft Living: $1,161.86
Security: Key
Rental Income: $0
Zoning: 04 - R-7.5 Residential District
Flood Zone: Zone X * Check if this property is in a Flood Zone
Tsunami Zone: Check if this property is in a Tsunami Zone * Tsunami Info * Oahu Tsunami Map
Roofing:
Set-Backs: Roads:
Easements:

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Links:
Google Maps * Supermarkets * Schools * Private Schools * Hospitals * Restaurants * Gyms * Shopping * Attractions * Beaches * Churches * Tax Info including a Plat Map PDF and GIS Parcel Map and Building Sketch
Commuting:
Waikiki * Downtown * Ala Moana * Airport * Kapolei * Hawaii Kai * Kailua Town * Windward Mall * Waikele * North Shore
Barbers Point * Camp Smith * Fort Shafter * Hickam * Lualualei * K-Bay Marine * Pearl Harbor * Schofield * Tripler * Wheeler * VA Mortgage Info
Closing Cost Calculators:
Buyer's Closing Cost Calculator to estimate the buyer's closing cost.
Seller's Closing Cost Calculator to estimate the seller's closing cost.

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Property History from MLS

Date MLS# Change Old Value New Value List Price Sold Price Assessed Total Land Building
09-30-2026 202607704 Sold In Escrow Showing Sold $1,450,000 $1,425,000 $1,445,100 $238,600 $1,206,500
08-27-2026 202607704 Active Under Contract Active In Escrow Showing $1,450,000 $1,425,000 $1,445,100 $238,600 $1,206,500
07-27-2026 202607704 Price Decrease $1,475,000 $1,450,000 $1,450,000 $1,425,000 $1,445,100 $238,600 $1,206,500
07-27-2026 202607704 Back On Market $1,475,000 Active $1,450,000 $1,425,000 $1,445,100 $238,600 $1,206,500
06-09-2026 202607704 Hold Active Active $1,450,000 $1,425,000 $1,445,100 $238,600 $1,206,500
05-28-2026 202607704 New Listing Active Active $1,450,000 $1,425,000 $1,445,100 $238,600 $1,206,500
05-28-2026 202607704 Price Decrease $1,500,000 $1,475,000 $1,450,000 $1,425,000 $1,445,100 $238,600 $1,206,500
07-08-2020 202007987 Withdrawn $1,500,000 Cancelled $1,078,000 $0 $1,001,200 $200,700 $800,500
04-19-2020 202007987 Temporarily Withdrawn Active Cancelled $1,078,000 $0 $1,001,200 $200,700 $800,500
04-11-2020 202007987 New Listing Active Active $1,078,000 $0 $1,001,200 $200,700 $800,500
01-18-2000 9904866 Price Decrease $289,500 $280,000 $289,500 $280,000 $224,800 $105,100 $119,700
01-18-2000 9904866 Sold In Escrow Showing Sold $289,500 $280,000 $224,800 $105,100 $119,700
11-22-1999 9904866 Price Decrease $298,000 $289,500 $289,500 $280,000 $224,800 $105,100 $119,700
10-04-1999 9904866 Price Decrease $310,000 $298,000 $289,500 $280,000 $224,800 $105,100 $119,700
08-04-1999 9904866 New Listing $310,000 Active $289,500 $280,000 $224,800 $105,100 $119,700

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Pet Friendly Building - Always confirm with Agent.


Comparables

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City and County Public Information Links

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Tax Info including a Plat Map PDF and GIS Parcel Map

Department of Planning & Permitting All Permits

Tax Records and Property History in this Neighborhood

Tax Records and Property History in this Building

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Public Schools for This Property

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Google Maps

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Directions from this property to nearest Grocery Store, Hospital, Gas Station, Beach Park, and Park

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Estimated Monthly Mortgage Payment

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Save $90,255.35 of interest charges by adding an extra payment of $100 per month. View details from the link above.

Rate:
6.65% 6.90% 7.15% 7.40% 7.65% 7.90% 8.15% 8.40% 8.90%
0% Down
$9,308$9,550$9,793$10,040$10,288$10,539$10,792$11,047$11,563
3.5% Down
$8,983$9,215$9,451$9,688$9,928$10,170$10,414$10,660$11,158
10% Down
$8,378$8,595$8,814$9,036$9,259$9,485$9,712$9,942$10,407
20% Down
$7,447$7,640$7,835$8,032$8,230$8,431$8,633$8,837$9,250
30% Down
$6,516$6,685$6,855$7,028$7,202$7,377$7,554$7,733$8,094
40% Down
$5,585$5,730$5,876$6,024$6,173$6,323$6,475$6,628$6,938
50% Down
$4,654$4,775$4,897$5,020$5,144$5,269$5,396$5,523$5,781

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Listing courtesy of Compass


Active means currently for sale. Active Under Contract means in escrow but still showing and looking for offers. Pending means in escrow and not looking for offers. Hold means the property is temporarily off the market. Cancelled means it is off the market.

Buyer's rebate is 20% of our commission when we represent the buyer.

Based on the information from the Multiple Listing Service of HiCentral MLS, Ltd. Active listings last updated on 10.16.26. Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd.

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Some of the active listings appearing on this site may be listed by other REALTORS®. If you are interested in those active listings, our company may represent you as the buyer's agent and we offer you are 20% rebate on our commission. If the active listing you are interested in is our company’s active listing, you may speak to one of our agents regarding your options for representation. The offer of compensation to cooperating participants is made only to the Participants and MLS Subscribers of HICMLS or Participants and MLS Subscribers of other Reciprocating Boards as set forth in that certain Multiple Listing Service Reciprocal Agreement, as amended from time to time, which is incorporated herein by reference

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