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Back 8 Winters Landing Drive
Off Market

8 Winters Landing Drive

Oakland FL 34787

4
3
3
3679 sq. ft.
13742 sq. ft.
Single-Family
Last sold for $850,000
Danielle NorvellDanielle Norvell, last sold this property on 27 May 2026 after 61 days on market.

Overview

One or more photo(s) has been virtually staged. Welcome to your own private retreat in one of West Orange County’s most sought-after areas. This completely renovated 4-bedroom, 3-bathroom home offering 2,850 square feet of beautifully updated living space, with a new roof (2025), and drain field (2024), located in the heart of Oakland is just minutes from downtown Winter Garden. From the moment you step inside, you’ll appreciate the thoughtful design and elevated finishes throughout. This spacious home features a dedicated office, formal dining room, and formal living room—perfect for entertaining or creating flexible living spaces to fit your lifestyle. The open-concept layout seamlessly connects the kitchen and family room, complete with a cozy breakfast nook ideal for casual dining. The fully renovated interior showcases wood-look tile throughout the main living areas and plush carpet in all bedrooms. Shiplap accent walls and plantation shutters add warmth, character, and timeless charm. Each of the three bathrooms has been uniquely designed, offering its own distinct style and personality. Step outside to your private, fully fenced backyard that backs to a conservation area—ensuring no rear neighbors, ever. Enjoy peaceful views and added privacy in a serene natural setting. This home is less than a 2-minute walk to Oakland Avenue Charter School and sits within the highly desirable golf cart district of downtown Winter Garden—making it easy to enjoy local shops, dining, and community events. **Some of these photos have been virtually staged**

Features

4 bedrooms
3 bathrooms
3 carspaces
3 garage spaces
3679 sq. ft. floor area
13742 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Oakland over the last 12 months, the estimated median property value of 8 Winters Landing Drive is $662.98k.

Median value
$662.98k
Estimated value range
$2.8k - $2.7m
Median days on market
41
Estimated value trend
1%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Oakland. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 8 Winters Landing Drive

2026
Sold
$850,000
27 May 2026 by Danielle Norvell, of REGENCY REAL ESTATE LLC
2010
Sold
$239,000
09 Jul 2010 by ROSA GODOY-REILLY, of WATSON REALTY CORP

Happy sellers in Oakland

86%
86% of sellers in Oakland reported that their sale price either exceeded or met their price expectations.

Oakland stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 48 reviews in Oakland over the last 12 months.

Local market activity for 4 bedroom single-family properties in Oakland

In the last 12 months, 650 four-bedroom single-family properties similar to 8 Winters Landing Drive, have been sold.

This represents a 4% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Oakland

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Heidi Pfeffer-Morgan

Sellers who recommend Heidi Pfeffer-Morgan have praised them for being clear communication, reliable, friendly, dedicated, great negotiation, resourceful, and hard-working

  •   5   (35 reviews)
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Erica Diaz

Erica Diaz is an award winning recommended agent for Oakland.  They have 46 local sales and collected 7 local reviews across the last 12 months.

  •   5   (633 reviews)
  •  7 Reviews in Oakland
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Angela Camacho

Angela Camacho is a recommended agent for Oakland.  They have 7 local sales and collected 6 local reviews across the last 12 months.

  •   5   (68 reviews)
  •  6 Reviews in Oakland
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Sherri Palmer

Sellers who recommend Sherri Palmer have praised them for being local expert, responsive, clear communication, supportive, detail-oriented, dedicated, and friendly

  •   5   (96 reviews)
  •  4 Reviews in Oakland
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