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 8:35 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
56 Photos 4338 Cherrywood Street Winter Haven, FL 33880

4338 Cherrywood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4928579 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 864 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Check out the improvements just completed!! The home is now move in ready!! The flooring has all been replaced with new plush carpet and vinyl plan... 

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$95,000
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
64 Photos 4090 Rolling Oaks Drive Winter Haven, FL 33880

4090 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4935321 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1344 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Move right into this spacious home located on a corner lot in Oakwood Estates, a 55+ community. The furnishings currently in the home will remain. ... 

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$129,000
Provided courtesy of COLDWELL BANKER REALTY
50 Photos 4236 Cedarwood Street Winter Haven, FL 33880

4236 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4933810 / 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 well maintained, move in ready home. The home will come furnished with what you see. The open living room is perfect for enter... 

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$121,900
Reduced -$5,000
Provided courtesy of COLDWELL BANKER REALTY
11 Photos 4067 Rolling Oaks Drive Winter Haven, FL 33880

4067 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# B4901770 / Active
2 Beds, 2.00 Total Baths, 1 Full Bath, 1 Half Bath, 992 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

This home is move in ready! Being sold furnished. This home has a lot of updates. Newer,washer,dryer,refrig.,stove with warranty still on refrigera... 

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$92,900
Reduced -$4,000
Provided courtesy of SOUTHERN BELLE 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
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
54 Photos 4343 Cherrywood Street Winter Haven, FL 33880

4343 Cherrywood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4933061 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1152 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Walk right into your new home. This home comes fully furnished with everything you might need. The living area is perfect for relaxing and enjoying... 

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$129,000
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

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