David Shippey
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oakwood estates Real Estate

Market Snapshot of Listings in oakwood estates - Brooksville, FL 34604
The current prices for all Real Estate Listings in oakwood estates - Brooksville, FL are reflected in the the table below.
Averages based on current search criteria as of 07/21/2025 8:46 AM
Class Total Number Price Beds Baths Age
Residential20$125,4952242.4
Vacant Land1$279,900---
Displaying results 1-10 of 21
11 Photos Lot 14 Gloucester Road Brooksville, FL 34604

Lot 14 Gloucester Road
Brooksville, FL 34604
Oakwood Estates
Vacant Land

MLS# W7873883 / Active

Oakwood Estates Oversized Homesite - This 3.6 Acre Homesite includes Front & Side Vinyl Fencing, Concrete Slab and a .72 Acre Front & Side Easement... 

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$279,900
Reduced -$50,000
Provided courtesy of CENTURY 21 ALLIANCE REALTY
68 Photos 4153 Rolling Oaks Drive Winter Haven, FL 33880

4153 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4935384 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1368 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Check out this amazing home located in Oakwood Estates, a 55+ community. The very functional kitchen has updated cabinetry and countertops. The pri... 

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$145,000
Provided courtesy of COLDWELL BANKER REALTY
65 Photos 4555 Redwood Street Winter Haven, FL 33880

4555 Redwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4934214 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1035 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Move right into this beautifully remodeled home. The open living area features an awesome kitchen with all a huge bar/work space. This home is perf... 

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$142,000
Provided courtesy of COLDWELL BANKER REALTY
76 Photos 4220 Cedarwood Street Winter Haven, FL 33880

4220 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4935575 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1368 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

You won't want to miss this opportunity. This home comes furnished with what you see. As you walk into the front door you see the inviting Florida ... 

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$139,000
Provided courtesy of COLDWELL BANKER REALTY
42 Photos 4420 Limewood Street Winter Haven, FL 33880

4420 Limewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# O6305229 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1000 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Welcome HOME to upgrade your lifestyle in this wildly popular Oakwood Estates 55+ Senior Gated community! Priced to SELL, Upgraded, and Move-In Rea... 

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$134,990
Provided courtesy of EXP REALTY LLC
64 Photos 4077 Rolling Oaks Drive Winter Haven, FL 33880

4077 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4934236 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1176 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

You won't believe this well maintained home, located in Oakwood Estates, a 55+ community. The living area is open and inviting with cathedral ceili... 

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$134,500
Provided courtesy of COLDWELL BANKER REALTY
71 Photos 4161 Rolling Oaks Drive Winter Haven, FL 33880

4161 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4933050 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1104 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Move right into this beautiful home, located in Oakwood Estates, a 55+ community. This home will be furnished with what you see. The living area is... 

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$130,000
Reduced -$2,000
Provided courtesy of COLDWELL BANKER REALTY
75 Photos 4113 Rolling Oaks Drive Winter Haven, FL 33880

4113 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4935311 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1392 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

You won't believe this amazing home that goes on and on. Walk into the front porch area which is finished for additional living space. Then pass in... 

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$129,900
Provided courtesy of COLDWELL BANKER REALTY
60 Photos 4321 Cherrywood Street Winter Haven, FL 33880

4321 Cherrywood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4931788 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1488 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Walk right into this open and spacious home. The kitchen is perfect for entertaining with newer cabinets and cooktop. The cathedral ceilings in the... 

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$129,900
Provided courtesy of COLDWELL BANKER REALTY
65 Photos 4530 Redwood Street Winter Haven, FL 33880

4530 Redwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4935044 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1056 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Move right into this wonderfully furnished home in Oakwood Estates, a 55+ community. The home will be fully furnished less personal items and antiq... 

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$129,000
Provided courtesy of COLDWELL BANKER REALTY

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