Investor opportunity in the heart of Ocoee! This well-maintained duplex at 821/823 Sleepy Harbour Drive offers immediate cash flow with significant upside. Each unit features 2 bedrooms, 2 bathrooms, an additional office/flex space, oversized living areas, screened lanais, private fenced yards, individual one-car garages, and separate water and electric meters. Built in 1990, the property has a functional layout that continues to attract long-term tenants - Current tenants are long term and wish to stay. Current rents are $1,720 per unit, providing stable income today, while offering the opportunity to increase returns. With cosmetic updates, market rents are estimated around $2,500 per unit, creating excellent value-add potential for investors looking to grow cash flow. Major capital improvements have already been completed, including a new roof (2022), one new garage door (2022), a new septic system (2022), exterior paint (2022), one new A/C system (2025), and the second A/C replaced in 2017. These big-ticket updates allow the next owner to focus on maximizing rental income rather than major maintenance expenses. Conveniently located near shopping, dining, major highways, and downtown Ocoee, this is a rare opportunity to acquire an income-producing property with strong upside potential in a desirable Central Florida location. Whether you're adding to your portfolio or looking for your next value-add investment, this duplex checks all the right boxes.
For sale
Price cut: $11K (9/1)
$499,000
821 SLEEPY HARBOUR DRIVE, OCOEE, FL 34761
4beds
4baths
1,964sqft
Duplex, Multi Family
Built in 1990
-- sqft lot
$492,300 Zestimate®
$254/sqft
$-- HOA
What's special
Screened lanaisFunctional layoutPrivate fenced yardsIndividual one-car garages
- 46 days
- 518
- 37
Zillow last checked:
Listing updated:
Listed by:
AJ Stagg, III 407-929-2114,
ATRIUM REALTY, LLC 833-919-1190
Source: Stellar MLS,MLS#: O6427602
Originating MLS: Orlando Regional

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
Heating
- Central
Cooling
- Central Air
Appliances
- Laundry: In Garage
Features
- Ceiling Fan(s), Living Room/Dining Room Combo, Primary Bedroom Main Floor
- Has fireplace: No
Interior area
- Total interior livable area: 1,964 sqft
Video & virtual tour
Property
Parking
- Total spaces: 1
- Parking features: Garage - Attached
- Attached garage spaces: 1
- Details: Garage Dimensions: 10x19
Features
- Exterior features: Sidewalk
Lot
- Size: 9,619 Square Feet
Details
- Parcel number: 202228338500060
- Zoning: R-3
- Special conditions: None
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Duplex, Multi Family
Materials
- Block
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1990
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected
Community & HOA
Community
- Pet fee: $0 monthly
- Subdivision: HARBOUR HIGHLANDS 02
HOA
- Has HOA: No
Location
- Region: Ocoee
Financial & listing details
- Price per square foot: $254/sqft
- Tax assessed value: $362,928
- Annual tax amount: $7,644
- Date on market: 7/23/2026
- Cumulative days on market: 47 days
- Ownership: Fee Simple
- Total actual rent: 3440
- Electric utility on property: Yes
- Road surface type: Asphalt
Estimated market value
$492,300
$468,000 - $517,000
$2,219/mo
Price history
| Date | Event | Price |
|---|---|---|
| 9/1/2026 | Price change | $499,000-2.2%$254/sqft |
Source: | ||
| 8/17/2026 | Price change | $510,000-2.9%$260/sqft |
Source: | ||
| 8/3/2026 | Price change | $525,000-4.4%$267/sqft |
Source: | ||
| 7/23/2026 | Listed for sale | $549,000+44.9%$280/sqft |
Source: | ||
| 8/12/2022 | Sold | $379,000+2.7%$193/sqft |
Source: Public Record Report a problem | ||
| 7/5/2022 | Pending sale | $369,000$188/sqft |
Source: | ||
| 6/28/2022 | Listed for sale | $369,000$188/sqft |
Source: | ||
| 6/21/2022 | Pending sale | $369,000$188/sqft |
Source: | ||
| 6/16/2022 | Listed for sale | $369,000+89.2%$188/sqft |
Source: | ||
| 2/16/1996 | Sold | $195,000$99/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $6,790 -0.3% | $362,928 -0.7% |
| 2023 | $6,808 +50.8% | $365,504 +112% |
| 2022 | $4,515 +14.3% | $172,436 +10% |
| 2021 | $3,951 +5.3% | $156,760 +10% |
| 2020 | $3,750 +1.6% | $142,509 +10% |
| 2019 | $3,691 +3.6% | $129,554 +10% |
| 2018 | $3,561 | $117,776 -14.7% |
| 2017 | $3,561 +21.8% | $138,027 +2.2% |
| 2016 | $2,925 +2.2% | $135,001 +5.5% |
| 2015 | $2,862 +8.3% | $127,906 +4.8% |
| 2014 | $2,644 +27.6% | $122,005 +66.8% |
| 2013 | $2,073 -1.2% | $73,129 -4.5% |
| 2012 | $2,099 -7.8% | $76,535 -10.3% |
| 2011 | $2,276 +15.7% | $85,368 -1% |
| 2010 | $1,967 | $86,201 -27.1% |
| 2009 | -- | $118,266 -27.3% |
| 2008 | $3,403 -1.5% | $162,631 -6.8% |
| 2007 | $3,454 +13.3% | $174,412 +14.1% |
| 2006 | $3,048 +23.5% | $152,881 +15.4% |
| 2005 | $2,467 +18.5% | $132,499 +15.7% |
| 2004 | $2,082 +2.7% | $114,534 +4.6% |
| 2003 | $2,028 +2.6% | $109,467 +2.5% |
| 2002 | $1,978 -1.1% | $106,795 +2.3% |
| 2001 | $2,000 +7.9% | $104,407 +9.3% |
| 2000 | $1,853 | $95,549 |
Find assessor info on the county website
Monthly payment
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