One or more photo(s) has been virtually staged. Welcome to your private retreat in the heart of Oakland! This stunning 4-bedroom, 3.5-bathroom home offers 3,448 sq. ft. of beautifully designed living space on an oversized 0.34-acre lot with no rear neighbors, providing peace and privacy in a serene setting. Enjoy the best of both worlds with a quiet neighborhood just steps from Oakland Avenue Charter School and minutes from Historic Downtown Winter Garden, where you can explore boutique shops, award-winning restaurants, and the scenic West Orange Trail. Inside, the thoughtfully designed layout features primary suites on both the first and second floors, offering flexible living arrangements perfect for multigenerational families or guests. The open floor plan and spacious living areas create a comfortable flow throughout, ideal for everyday living and entertaining alike. Step outside to your own backyard oasis, complete with a sparkling pool and spa surrounded by lush landscaping—perfect for relaxing weekends or hosting gatherings. Additional highlights include a brand-new roof installed in September 2025, offering long-term peace of mind and value. With its ideal location, privacy, and resort-style outdoor living, this home perfectly captures the essence of Florida living!
Sold for $850,000
$850,000
501 E OAKLAND AVENUE, OAKLAND, FL 34787
4beds
3,448sqft
Single Family Residence
Built in 2007
0.34 Acres Lot
$853,700 Zestimate®
$247/sqft
$4,728 Estimated rent
Home value
$853,700
$785,000 - $931,000
$4,728/mo
Zestimate® history
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List your homeWhat's special
Resort-style outdoor livingBackyard oasisOpen floor planSparkling pool and spaPrivate retreatBeautifully designed living spaceLush landscaping
Zillow last checked:
Listing updated:
Listed by:
Erica Diaz 407-897-5400,
HOMEVEST REALTY 407-897-5400,
Luiza Valerio 407-993-2427,
HOMEVEST REALTY
Bought with:
Carolina Logan LLC, 3501640
KELLER WILLIAMS CLASSIC
Source: Stellar MLS,MLS#: O6355030
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Rooms
- Room types: Den/Library/Office, Loft
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 306.2 Square Feet
- Dimensions: 19.09x16.04
Bedroom 2
- Features: Built-in Closet
- Level: Second
- Area: 189.3 Square Feet
- Dimensions: 17.1x11.07
Bedroom 3
- Features: Built-in Closet
- Level: Second
- Area: 169.4 Square Feet
- Dimensions: 14.07x12.04
Bedroom 4
- Features: Built-in Closet
- Level: Second
- Area: 144.68 Square Feet
- Dimensions: 13.07x11.07
Primary bathroom
- Level: First
- Area: 126 Square Feet
- Dimensions: 14x9
Bathroom 2
- Level: First
- Area: 49.07 Square Feet
- Dimensions: 8.07x6.08
Bathroom 3
- Level: Second
- Area: 29.14 Square Feet
- Dimensions: 7.09x4.11
Bathroom 4
- Level: Second
- Area: 48.2 Square Feet
- Dimensions: 6.01x8.02
Dining room
- Level: First
- Area: 169.36 Square Feet
- Dimensions: 12.08x14.02
Kitchen
- Level: First
- Area: 195 Square Feet
- Dimensions: 15x13
Living room
- Level: First
- Area: 289 Square Feet
- Dimensions: 17x17
Office
- Level: First
- Area: 169.91 Square Feet
- Dimensions: 13.01x13.06
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Oven, Cooktop, Refrigerator
- Laundry: Laundry Room
Features
- Ceiling Fan(s), Crown Molding, High Ceilings, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Split Bedroom
- Flooring: Ceramic Tile, Engineered Hardwood
- Has fireplace: Yes
- Fireplace features: Living Room
Interior area
- Total structure area: 4,235
- Total interior livable area: 3,448 sqft
Property
Parking
- Total spaces: 3
- Parking features: Garage - Attached
- Attached garage spaces: 3
Features
- Levels: Two
- Stories: 2
- Patio & porch: Front Porch
- Exterior features: Other
- Has private pool: Yes
- Pool features: Gunite, Heated, In Ground, Screen Enclosure
- Has spa: Yes
- Spa features: Heated, In Ground
Lot
- Size: 0.34 Acres
Details
- Parcel number: 212227940100040
- Zoning: R-1A
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Concrete, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 2007
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Other
Community & HOA
Community
- Features: Golf Carts OK, Playground, Sidewalks
- Pet fee: $0 monthly
- Subdivision: WINTERS LNDG PH 01 A D F & G
HOA
- Has HOA: Yes
- Amenities included: Playground
- HOA fee: $73 monthly
- HOA name: Southwest Property Management Of Central Florida
Location
- Region: Oakland
Financial & listing details
- Price per square foot: $247/sqft
- Tax assessed value: $678,258
- Annual tax amount: $6,337
- Date on market: 10/23/2025
- Cumulative days on market: 89 days
- Listing terms: Cash,Conventional,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Road surface type: Asphalt
Price history
| Date | Event | Price |
|---|---|---|
| 4/6/2026 | Sold | $850,000-2.9%$247/sqft |
Source:  Stellar MLS #O6355030 Report a problem | ||
| 2/12/2026 | Pending sale | $875,000$254/sqft |
Source: Stellar MLS #O6355030 Report a problem | ||
| 12/30/2025 | Price change | $875,000-2.7%$254/sqft |
Source: Stellar MLS #O6355030 Report a problem | ||
| 11/21/2025 | Price change | $899,000-5.4%$261/sqft |
Source: Stellar MLS #O6355030 Report a problem | ||
| 11/7/2025 | Pending sale | $950,000$276/sqft |
Source: Stellar MLS #O6355030 Report a problem | ||
| 10/26/2025 | Listed for sale | $950,000+18.8%$276/sqft |
Source: Stellar MLS #O6355030 Report a problem | ||
| 5/11/2024 | Sold | $799,900$232/sqft |
Source: Stellar MLS #O6191791 Report a problem | ||
| 4/6/2024 | Pending sale | $799,900$232/sqft |
Source: Stellar MLS #O6191791 Report a problem | ||
| 4/2/2024 | Listed for sale | $799,900+60%$232/sqft |
Source: Stellar MLS #O6191791 Report a problem | ||
| 5/2/2019 | Listing removed | $499,900$145/sqft |
Source: JEEVES REALTY LLC #O5758490 Report a problem | ||
| 2/6/2019 | Price change | $499,900-3.8%$145/sqft |
Source: JEEVES REALTY LLC #O5758490 Report a problem | ||
| 1/22/2019 | Listed for sale | $519,900+89.7%$151/sqft |
Source: JEEVES REALTY LLC #O5758490 Report a problem | ||
| 4/7/2014 | Sold | $274,100+5%$79/sqft |
Source: Public Record Report a problem | ||
| 1/19/2014 | Price change | $261,000+190%$76/sqft |
Source: Keller Williams Classic Realty #O5148611 Report a problem | ||
| 1/11/2014 | Price change | $90,000-65.5%$26/sqft |
Source: Property is being auctioned on Auction.com Report a problem | ||
| 1/5/2014 | Price change | $261,000+190%$76/sqft |
Source: Keller Williams Classic Realty #O5148611 Report a problem | ||
| 12/31/2013 | Price change | $90,000-65.5%$26/sqft |
Source: Property is being auctioned on Auction.com Report a problem | ||
| 12/29/2013 | Price change | $261,000+190%$76/sqft |
Source: Keller Williams Classic Realty #O5148611 Report a problem | ||
| 12/12/2013 | Listed for sale | $90,000-82%$26/sqft |
Source: Keller Williams. Property is being auctioned on Auction.com Report a problem | ||
| 5/21/2007 | Sold | $500,000$145/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $6,337 +5.9% | $390,194 +3% |
| 2023 | $5,984 +3% | $378,829 +3% |
| 2022 | $5,808 +1.1% | $367,795 +3% |
| 2021 | $5,747 +0.3% | $357,083 +1.4% |
| 2020 | $5,730 +1.1% | $352,153 +2.3% |
| 2019 | $5,668 +0.2% | $344,236 +1.9% |
| 2018 | $5,655 | $337,817 -0.9% |
| 2017 | $5,655 +9.7% | $340,990 +9.1% |
| 2016 | $5,154 +0.5% | $312,475 +0.9% |
| 2015 | $5,130 +15.2% | $309,570 +6.1% |
| 2014 | $4,454 +2.3% | $291,906 +14.6% |
| 2013 | $4,353 -1.8% | $254,626 -1% |
| 2012 | $4,431 -3.1% | $257,119 -2.3% |
| 2011 | $4,571 -3.5% | $263,199 -5.4% |
| 2010 | $4,735 | $278,365 -6.7% |
| 2009 | -- | $298,290 -20.8% |
| 2008 | $4,253 +297.2% | $376,578 +507.4% |
| 2007 | $1,071 -1.7% | $62,000 +3.3% |
| 2006 | $1,089 +626.3% | $60,000 +650% |
| 2005 | $150 | $8,000 |
Find assessor info on the county website
Neighborhood: 34787
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Nearby schools
GreatSchools rating
- 9/10Tildenville Elementary SchoolGrades: PK-5Distance: 0.9 mi
- 4/10Lakeview Middle SchoolGrades: 6-9Distance: 1.3 mi
- 7/10West Orange High SchoolGrades: 9-12Distance: 3.3 mi
Schools provided by the listing agent
- Elementary: Tildenville Elem
- Middle: Lakeview Middle
- High: West Orange High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$853,700
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Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$853,700
- Florida
- Orange County
- Oakland
- 34787
- 501 E OAKLAND AVENUE
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