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View 21 Oakwood Homes for Sale

Below you can view all the homes for sale in the Oakwood subdivision located in Winter Haven Florida. Listings in Oakwood are updated daily from data we receive from the Orlando multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Oakwood, give us a call at (407) 444-0331.

Viewing Homes 1 to 15 of 21

Oakwood | House For Sale $59,900

4435 Limewood St, Winter Haven, Florida 33880

Reduced By $3,100

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4435 Limewood St. Listed | 309 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1320

  • Year Built

    1983

  • $/SqFt

    $45

Nice 2br 2ba completely furnished home. Window treatments and ceiling fans thru-out. New laminate flooring in livingroom, bedrooms and diningroom. Located in 5 Star Senior Community conveniently located in Central Florida. Our community offers to you so many amenities such as Fishing from our private dock, mini golf, tennis, bocci ball, shuffleboard, dinners, luncheons, planned excursions to Little Theatre, Casinos, Cruises and so much much more. Come join us soon. $25.00 Application for residency is required. Government issued ID required. Share price of $23,000 is included in list price. Transfer of share at a cost of $50.00 paid to Oakwood Associates. Buyers to be approved by Board of Realtors of Oakwood Associates. 4628545

Heartland Rlty Prop Mgmt & Sal

Oakwood | House For Sale $23,000

4307 Cherrywood St, Winter Haven, Florida 33880

4307 Cherrywood St. Listed | 236 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1080

  • Year Built

    1980

  • $/SqFt

    $21

LOT ONLY....LOT ONLY...NO VALUE IS PLACED ON MOBILE HOME.....MUST BE REMOVED FROM PROPERTY. Great Opportunity to join one of the best retirement communities in Central Florida. Our Community is 5 Star rated and offers anything and everything you will want to make your retirement a great one. We have two pools, 2 clubhouses, arts and crafts, pot luck dinners, line dancing, card nights, planned cruises, shopping trips, theater groups, beautiful lake for fishing...a great opportunity to slow down and enjoy Florida at its best. Application for residency is required. Government issued ID required. Share price of $23,000 is included in list price. Transfer of share at a cost of $50.00 paid to Oakwood Associates. Buyers to be approved by Board Of Directors of Oakwood Associates. 4629550

* Potential Great Value

Heartland Rlty Prop Mgmt & Sal

Oakwood | House For Sale $69,500

4904 Rosewood St, Winter Haven, Florida 33880

Reduced By $3,000

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4904 Rosewood St. Listed | 146 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1080

  • Year Built

    1981

  • $/SqFt

    $64

A RARE FIND.....PERFECTION through out this gorgeous home. From the upgraded kitchen to the beautiful flooring to the exquisite detail this home is perfect. Lovingly maintained every room every detail is magazine perfection. Kitchen features wood cabinets, stone countertops, track lighting beautiful black appliances. Living room, Family Room, Florida Room, and Dining Room, inside laundry with workshop and last but not least a screen-room. Owner has installed new vinyl skirting and upgraded the landscape. Located in Beautiful Oakwood Community just minutes to all manners of entertainment, restaurants, Theme Parks, medical facilities and shopping. Oakwood Community offers any and all amenities imagined for making retirement life a dream come true. 4630903

Heartland Rlty Prop Mgmt & Sal

Oakwood | House For Sale $54,900

4099 Rolling Oaks Dr, Winter Haven, Florida 33880

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4099 Rolling Oaks Dr. Listed | 163 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1056

  • Year Built

    1987

  • $/SqFt

    $51

Very nice home that backs up to the Nature area. Partially furnished, large Fla Room plus a Den. Inside workshop. Located in 55+ Gated Community of Oakwood Estates just minutes to Downtown Winter Haven. Centrally located, easy access to medical facilities, fine dining, Little Theatre and shopping. Our community features all amenities for keeping busy. Come join our wonderful community you will be glad you did. 4630650

Heartland Rlty Prop Mgmt & Sal

Oakwood | House For Sale $49,900

4221 Cedarwood St, Winter Haven, Florida 33880

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4221 Cedarwood St. Listed | October 22, 2014
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1248

  • Year Built

    1981

  • $/SqFt

    $39

Nice home ready for you features, carpet and laminate flooring, great kitchen with built in double oven and island cook top...family room plus formal living room also porch. Completely furnished and located in Gated Oakwood Community just minutes from Winter Haven. Our community offers many amenities, we have something for everyone. You can be as active as you like or lay back and just relax by our lake. 4701134

Heartland Rlty Prop Mgmt & Sal

Oakwood | House For Sale $49,900

4167 Rolling Oaks Dr, Winter Haven, Florida 33880

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4167 Rolling Oaks Dr. Listed | October 14, 2014
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1176

  • Year Built

    1985

  • $/SqFt

    $42

Welcome to your Florida Home. You will find yourself right at home from the time you enter into this beautiful home. This is a red dot special home stop by office for more info on this. This community I can't say enough about from the horse shoe pits,tennis courts, 2 heated pools, 2 club houses, shuffle board, to much to mention. You can be as active or non-active as you want! They offer bingo, quilting for the sewer, cards. So what are you waiting for!start enjoying your retirement here at Oakwood Estates, with out paying the high price of a lease land home. (Welcome Home) 4700158

Southern Belle Realty

Oakwood | House For Sale $49,900

4106 Sprucewood St, Winter Haven, Florida 33880

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4106 Sprucewood St. Listed | October 22, 2014
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1032

  • Year Built

    1984

  • $/SqFt

    $48

Nice home with large bedrooms master bath features walk in shower. Loads of cabinets and storage in kitchen...nice screen room...utility room....LOCATED IN PET SECTION...PETS WELCOME. Located in 55+ Community of Oakwood Estates. Great location just minutes to medical facilities, many types of restaurants and fast food...LEGOLAND...Polk Parkway...Shopping. Super park for relaxing or staying busy as a bee... 4700165

Heartland Rlty Prop Mgmt & Sal

Oakwood | House For Sale $79,900

4176 Rolling Oaks Dr, Winter Haven, Florida 33880

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4176 Rolling Oaks Dr. Listed | 62 Days Ago
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1488

  • Year Built

    1985

  • $/SqFt

    $53

Large hard to find 3 bedroom 2 bath home. Living room and dining room combo, beautiful built ins, brkfst bar, island cook top, inside laundry, tile and carpet flooring. Completely furnished. Located in gorgeous Oakwood Gated Community just minutes to Winter Haven. Community feature all amenities from dinners to cruises...call today and tour our beautiful park. 4701114

Heartland Rlty Prop Mgmt & Sal

Oakwood | House For Sale $59,900

4115 Rolling Oaks Dr, Winter Haven, Florida 33880

Reduced By $30,000

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4115 Rolling Oaks Dr. Listed | 40 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1176

  • Year Built

    1981

  • $/SqFt

    $50

Beautiful home in Gated Community of Oakwood Estates....2br 2ba completely furnished...located just minutes to Winter Haven and the Polk Parkway...our community offers so many amenities such as Bingo, Dancing, Diners, Cruises, Card Night, Shufffleboard, Fishing, Mini Golf...stay as active or as relaxed as you want, swim in our Olympic size pool or relax with the family in our family pool. 4701477

Heartland Rlty Prop Mgmt & Sal

Oakwood | House For Sale $34,900

4325 Cherrywood St, Winter Haven, Florida 33880

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4325 Cherrywood St. Listed | 60 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    816

  • Year Built

    1984

  • $/SqFt

    $42

Cute and Cuddly...2 bedroom 1.5 bath home with Florida Room. Fully furnished and located in Gated Community of Oakwood Estates. Just minutes to Winter Haven. We offer all types of amenities from arts and crafts to dancing lessons and dinner cruises. 4701137

Heartland Rlty Prop Mgmt & Sal

Oakwood | House For Sale $64,900

4119 Rolling Oaks Dr, Winter Haven, Florida 33880

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4119 Rolling Oaks Dr. Listed | 291 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1200

  • Year Built

    1984

  • $/SqFt

    $54

A "FIVE STAR" GATED, RESIDENT OWNED COMMUNITY IN WINTER HAVEN, FLORIDA!Own your lot with this spacious two bedroom two bath manufactured home, which offers the finest in carefree living in this 55+ community. It boasts a fabulous floor plan that features a large living room and master bedroom both with cathedral ceilings and the master has a huge walk-in closet, sink vanity, step-in shower. Nice dining area and breakfast nooks with laminate floors, as well as a family/bonus room. All new "tilt-in" insulated glass windows, architectural shingle roof (not aluminum or rubber), vinyl siding and a whole house water softening system. There's also an all-seasons room that has vinyl windows for year-round enjoyment, in addition to a screened lanai, both with an awesome view of the country. Additional features include a carport, a workshop/laundry room and more. Situated in beautiful Oak Wood Estates HOA fees include water/sewer, and park maintenance. This home is one you won't want to miss seeing. This community is a very well maintained "Five Star" 55+ community that has tons of activities & amenities which includes; 2 solar heated swimming pools, shuffleboard courts, two clubhouses, library, fishing dock, a mini golf course, horse shoe pit, card clubs, bingo, golf and much, much more. It offers something for everyone! The park is in the center of everything...Near Tampa, Orlando International Airport, Disney, Universal Studios, Sea World, and Legoland. 5201891

Charles Rutenberg Realty

Oakwood | House For Sale $34,900

4912 Rosewood St, Winter Haven, Florida 33880

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4912 Rosewood St. Listed | October 22, 2014
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1200

  • Year Built

    1980

  • $/SqFt

    $29

Nice home ready for you to retire and relax. Located just minutes to downtown Winter Haven featuring 5 Star Restaurants, LEGOLAND, Medical Facilities, Shopping and so much more. 4701871

* Potential Great Value

Heartland Rlty Prop Mgmt & Sal

Oakwood | House For Sale $69,900

4097 Rolling Oaks Dr, Winter Haven, Florida 33880

Reduced By $5,000

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4097 Rolling Oaks Dr. Listed | 40 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1080

  • Year Built

    1985

  • $/SqFt

    $64

Beautiful home 2Br 2Ba new air unit, dishwasher, new flooring and new refrigerator and newly resurfaced driveway. Wonderfully maintained and ready for you. Located in Gated Community offering all types of amenities..Dinners, dancing, Mini Golf, Fishing, Tennis, Cards and so much more. Convenient Central Florida location less than 2 hours from the Atlantic Ocean and the beautiful Gulf. 4701479

Heartland Rlty Prop Mgmt & Sal

Oakwood | House For Sale $39,900

4918 Rosewood St, Winter Haven, Florida 33880

Reduced By $5,100

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4918 Rosewood St. Listed | 356 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1008

  • Year Built

    1980

  • $/SqFt

    $39

Furnished 2br 2ba home in gated community. Features 2 Clubhouses, 2 Pools, Shuffleboard, Tennis, Mini Golf, Fishing Lake and Dock, Horseshoes, Movie Night, Dances, Pot Luck Dinners, Cruise and Casino Trips. Located just minutes to Medical Facilities, Shopping and Restaurants. 4627873

Heartland Rlty Prop Mgmt & Sal

Oakwood | House For Sale $29,000

4009 Rolling Oaks Dr, Winter Haven, Florida 33880

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4009 Rolling Oaks Dr. Listed | 219 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    864

  • Year Built

    1980

  • $/SqFt

    $33

Very motivated Seller. Home features 2 bedroom 2 bath with walk-in shower in master bath. Florida Room with vinyl windows, dining room has built in hutch. Laminate flooring in kitchen and dining room. Wall unit air and central heat. Located in 5 Star Community featuring all the pleasures of retirement life. Can't beat this asking price. $29,000. 4629807

Heartland Rlty Prop Mgmt & Sal

Viewing Homes 1 to 15 of 21