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View 23 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 23

Oakwood | House For Sale $49,900

4218 Cedarwood St, Winter Haven, Florida 33880

Reduced By $5,000

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4218 Cedarwood St. Listed | 266 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    792

  • Year Built

    1981

  • $/SqFt

    $63

Well maintained 2br 2ba home in 5 Star Gated Community. We offer 2 pools, 2 clubhouses, Fishing, Mini Golf, Billiards, Cruises, Darts, Dinners, Dances and so much more. Just minutes to Winter Haven and easy access to Polk Parkway. Application for residency and government issued ID is 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. 4627898

Oakwood | House For Sale $68,500

4904 Rosewood St, Winter Haven, Florida 33880

Reduced By $4,000

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4904 Rosewood St. Listed | 57 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    864

  • Year Built

    1981

  • $/SqFt

    $79

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. 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

Oakwood | House For Sale $23,000

4307 Cherrywood St, Winter Haven, Florida 33880

4307 Cherrywood St. Listed | 147 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

Oakwood | House For Sale $66,000

4435 Limewood St, Winter Haven, Florida 33880

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4435 Limewood St. Listed | 220 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1320

  • Year Built

    1983

  • $/SqFt

    $50

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

Oakwood | House For Sale $49,900

4212 Rolling Oaks Dr, Winter Haven, Florida 33880

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4212 Rolling Oaks Dr. Listed | 227 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1200

  • Year Built

    1979

  • $/SqFt

    $41

One of the few homes facing the water in Oakwood. Enjoy the Florida wildlife and birds from your front windows. Sunny front porch and spacious room arrangement . Additional side screen room attached to the laundry and storage area. 4584937

Oakwood | House For Sale $54,900

4099 Rolling Oaks Dr, Winter Haven, Florida 33880

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4099 Rolling Oaks Dr. Listed | 74 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

Oakwood | House For Sale $64,900

4119 Rolling Oaks Dr, Winter Haven, Florida 33880

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4119 Rolling Oaks Dr. Listed | 202 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

Oakwood | House For Sale $29,000

4009 Rolling Oaks Dr, Winter Haven, Florida 33880

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4009 Rolling Oaks Dr. Listed | 130 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

Oakwood | House For Sale $52,900

4011 Rolling Oaks Dr, Winter Haven, Florida 33880

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4011 Rolling Oaks Dr. Listed | 99 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    840

  • Year Built

    1980

  • $/SqFt

    $62

Well maintained home features smooth top range, dishwasher, inside utility, screen room located in great community. Community is a 55+ gated community conveniently located in Central Florida. Winter Haven offers access to many 5 Star Restaurants, Theatre, Medical facilities, Shopping and so much more. Our community has so many activities...you can stay as active as you wish. 4630259

Oakwood | House For Sale $49,900

4117 Rolling Oaks Dr, Winter Haven, Florida 33880

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4117 Rolling Oaks Dr. Listed | 128 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1080

  • Year Built

    1984

  • $/SqFt

    $46

Nice well maintained home in 5 Star Gated Community. Furnished and waiting just for you. Community offers many amenities for a lifestyle as active or as relaxed as you like. Great Central Florida location close to medical facilities and shopping and manydifferent type of restaurants. 4629853

Oakwood | House For Sale $30,000

4230 Cedarwood St, Winter Haven, Florida 33880

Reduced By $10,000

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4230 Cedarwood St. Listed | 233 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1056

  • Year Built

    1981

  • $/SqFt

    $28

Beautifully maintained home in 55+ community. Screened in patio area leads into a utility and storage room. Walking up the block steps you enter a breakfast nook just outside the walk through kitchen. Off of the kitchen is formal dining with a large window overlooking tennis courts. Spacious living room with faux fireplace leads out onto an enclosed sunroom. Down the hall the master bedroom has a walk-in closet. The community offers two full clubhouses, and two heated swimming pools, shuffleboard courts, horseshoe pit, tennis courts, laundry facilities, library and even carpet golf! Plus, many community activities. HOA fees include water, sewer and cable. Sale also includes the lot share. No rental allowed. 4645950

* Potential Great Value

Oakwood | House For Sale $37,900

4431 Limewood St, Winter Haven, Florida 33880

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4431 Limewood St. Listed | July 11, 2014
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    768

  • Year Built

    1984

  • $/SqFt

    $49

Super nice home newly remodeled with Maple cabinets, granite counter tops, gorgeous black appliances, new tile flooring in baths and shower, textured walls and laminate flooring. All new windows installed in 2010 also new central heat and air system in 2009. Move in condition. Well loved and well maintained by owner. 4700129

Oakwood | House For Sale $49,900

4033 Rolling Oaks Dr, Winter Haven, Florida 33880

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4033 Rolling Oaks Dr. Listed | 114 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1032

  • Year Built

    1980

  • $/SqFt

    $48

Nice cozy home well maintained. Features 2 bedrooms and 2 full baths. master bedroom has large walk in closet plus additional closet and private bath with dual sinks and step in shower with sliding doors and tile flooring. Carpet and ceiling fans plus verticals. Home boasts of living room and family room. Kitchen has laminate flooring, dishwasher, breakfast bar lots of cabinet and storage areas through out home. Located in Gorgeous 55+ Gated Community on Dinner Lake Winter Haven. Our community offers anything and everything you can imagine to make your retirement days fun filled. Our great location puts us just minutes to restaurants....medical facilities...theater....shopping and so much more. Call today and check us out you will be glad you did!!!!! 4630021

Oakwood | House For Sale $79,900

4184 Rolling Oaks Dr, Winter Haven, Florida 33880

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4184 Rolling Oaks Dr. Listed | 144 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1836

  • Year Built

    1984

  • $/SqFt

    $43

Absolutely beautiful home, fully updated with luxury finishes! Nice, open floor plan featuring volume ceilings, quality textured laminate flooring, island kitchen with breakfast bar, newer appliances, inside utility, formal living and dining areas, familyroom, Florida room & bonus room are climate controlled, large master bedroom with luxury en suite bath w/garden tub and separate shower, beautiful dual sink vanity. Enjoy the many recent improvements and quality appointments! Lots of storage...you truly must see to appreciate all this home has to offer as the owner has spared no expense in upgrades! The community features two heated pools, miniature golf, tennis, Bocci Ball, clubhouse, horseshoes, shuffleboard, fishing pier and many organized activities. Golf cart conveys with home. Some furnishings can be purchased. 4629559

Oakwood | House For Sale $49,900

4076 Rolling Oaks Dr, Winter Haven, Florida 33880

Reduced By $5,000

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4076 Rolling Oaks Dr. Listed | 289 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1056

  • Year Built

    1983

  • $/SqFt

    $47

Nice 2br 2ba furnished home. Located in Beautiful Community offering 2 community pools, fishing on serene Dinner Lake, mini golf, dances, Bingo, planned excursions, pot luck dinners, gorgeous Ladies Luncheons, we have arts and crafts, dances and lots of fun every day. Conveniently located in Central Florida where you are just 2 hours from either the Gorgeous Gulf of Mexico and the beautiful beachs of the Atlantic. Just minutes to medical facilites, restaurants, shopping and much much more. Come join our beautiful 5 Star gated community. 4627534

Viewing Homes 1 to 15 of 23