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Oakland, FL Real Estate — Homes For Sale in Oakland, FL

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Oakland Real Estate Overview

Located on the serene shores of Lake Apopka, Oakland, Florida is a lovely locale that offers the small town Florida charm of long ago. In spite of the expeditious growth in Oakland and its nearby neighbors, Oakland’s quiet country ambiance remains in tact for it’s over 1,100 residents. World-famous Orlando is located...
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$399,900
$1,531/mo
Monthly Payment:
$1,531
Principal & Interest:
$1,481
HOA Dues:
$50
(Based on a 30 year fixed loan at 3.75% with $79,980 down)
Oakland, FL 34787
Orange County School District
4bed 4bath 3,698sq ft $108 / sq ft SFR
Lot Size12,981sq ft Built2006 On Site8days
Beautiful refurbished David Weekley home built in 2006 located in sought after Winters Landing. Located in Town of Oakland which is only Five Minutes from Downtown Winter... more
Beautiful refurbished David Weekley home built in 2006 located in sought after Winters Landing. Located in Town of Oakland which is only Five Minutes from Downtown Winter Garden. This 4bed/4 Bath has open plan with a Huge upstairs bonus room...Master bedroom w/ large walk in close..Master Bath has dual sinks...Soaking tub and Separate Shower...Beautiful kit w/ 42" cabinets, Granite countertops....Stainless Steel Appliances...3 car garage. No rear Neighbors. less
Listing Provided Courtesy of The Property Stop Llc
Popularity
Your search results are current and complete. Learn more
$190,000
$703/mo
Monthly Payment:
$703
Principal & Interest:
$703
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $38,000 down)
Oakland, FL 34760
Orange County School District
3bed 2bath 1,327sq ft $143 / sq ft SFR
Lot Size16,928sq ft Built1986 On Site19days
Move right in!!! Beautiful corner house in great conditions, close to the Historic Downtown of Oakland FL. The A/C was replaced 5 yrs, Roof have 7 yrs, Plumbing 5 yrs. Fruit... more
Move right in!!! Beautiful corner house in great conditions, close to the Historic Downtown of Oakland FL. The A/C was replaced 5 yrs, Roof have 7 yrs, Plumbing 5 yrs. Fruit trees: Mango, Avocado, Peach, Papaya, huge yard and deck, perfect for grilling and entertaining, plus detach workshop. Must see it!!! Sellers are very motivated. less
Listing Provided Courtesy of Charles Rutenberg Realty
Popularity
$249,000
$922/mo
Monthly Payment:
$922
Principal & Interest:
$922
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $49,800 down)
Oakland, FL 34760
Orange County School District
3bed 1bath 1,484sq ft $168 / sq ft SFR
Lot Size18,837sq ft Built1923 On Site41days
Wonderful "Old Oakland" home features 3 bedrooms 1 bath and just under 1,500 sq.ft. Home sits on an oversized lot and features include stone flooring, original wood floors, and... more
Wonderful "Old Oakland" home features 3 bedrooms 1 bath and just under 1,500 sq.ft. Home sits on an oversized lot and features include stone flooring, original wood floors, and 2 detached (2) Car Garages. A/C was replace 9 years ago, plumbing replaced 6 years ago, metal roof. less
Listing Provided Courtesy of Lakeside Realty Windermere Inc
Popularity
$825,000
$3,056/mo
Monthly Payment:
$3,056
Principal & Interest:
$3,056
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $165,000 down)
Oakland, FL 34787
Orange County School District
5bed 5bath 3,358sq ft $246 / sq ft SFR
Lot Size10.0acre Built1998 On Site42days
Whether you commute to downtown Orlando, visit the theme parks, or enjoy the chain of Lakes throughout Central Florida, nothing is better than getting home to your own retreat.... more
Whether you commute to downtown Orlando, visit the theme parks, or enjoy the chain of Lakes throughout Central Florida, nothing is better than getting home to your own retreat. Enter this privately gated drive of this 10 acre parcel conveniently located just minutes form the turnpike and everything Central Florida has to offer. The 10 acre parcel zoned R-1 is surrounded on 3 sides by Oakland Nature Preserve. That's 3 sides of your oasis that will likely never be developed. And the home~ what character! The front of home faces south letting in plenty of lights through the numerous windows. Sun Beams dance off the French Chandelier in the foyer during the day and illuminates the home by night. Master suite is on the first floor that features dual sinks, a double-header 2 directional extra-large shower, and private entry to the patio. There is a modern open kitchen to family room floor pan with high ceilings, along with formal dining and living room and eating space in kitchen. The second floor has an additional 3 bedrooms and another 2 baths, one of which is a Jack and Jill. There is over 500 additional sf of storage on the 2nd floor that could ultimately be converted to living space, and simple conveniences including a laundry chute. The porch wraps around the entire home, and still manages to hug the pool and back yard. The mature trees scatter the entire property, and allows the home to be swallowed by nature. There is a covered breezeway to the detached garage, with an in-law suite attached. less
Listing Provided Courtesy of Waterstone Realty
Popularity
$825,000
$3,056/mo
Monthly Payment:
$3,056
Principal & Interest:
$3,056
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $165,000 down)
Oakland, FL 34787
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size10.0acre BuiltN/A On Site42days
Just off turnpike and highwy 50 exit close to 408, exceptional location for commuting around central fl. Green is subject property available 10 acres zoned r1 surrounded on 3... more
Just off turnpike and highwy 50 exit close to 408, exceptional location for commuting around central fl. Green is subject property available 10 acres zoned r1 surrounded on 3 sides by (red) oakland narure preserve. Zoned for residential 3.6 to 8 units per acres. Minimal current lot size 7500 sf. Nieghbor (blue) next door also for sal for 7.85 acres similar zoning. less
Listing Provided Courtesy of Waterstone Realty
Popularity
$344,900
$1,328/mo
Monthly Payment:
$1,328
Principal & Interest:
$1,277
HOA Dues:
$51
(Based on a 30 year fixed loan at 3.75% with $68,980 down)
Oakland, FL 34787
Orange County School District
5bed 4bath 3,692sq ft $93 / sq ft SFR
Lot Size11,025sq ft Built2001 On Site47days
Wonderful opportunity to own this 5 bedroom 3.5 bath home. The kitchen has new granite countertops, new stainless steel appliances, new carpet, new sinks and faucets and fresh... more
Wonderful opportunity to own this 5 bedroom 3.5 bath home. The kitchen has new granite countertops, new stainless steel appliances, new carpet, new sinks and faucets and fresh paint inside and out make this home very attractive. The master bedroom is on the first floor and the master bath has granite his and her vanity. The second floor has three bedrooms and a large bonus room. The balcony is covered and is a great spot to take in your morning coffee or tea. This split plan also has two additional rooms downstairs that are perfect for guests. The community is gated and has a boat ramp with lake access to residents. less
Listing Provided Courtesy of Smart Solutions Realty Llc
Popularity
$150,000
$555/mo
Monthly Payment:
$555
Principal & Interest:
$555
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $30,000 down)
Oakland, FL 34760
Orange County School District
2bed 1bath 1,148sq ft $131 / sq ft SFR
Lot Size25,041sq ft Built1938 On Site50days
Own a piece of old Florida with this 1938-built cottage nestled beneath the oaks on over 1/2 acre in the town of Oakland. The house is surprisingly spacious with two ample-sized... more
Own a piece of old Florida with this 1938-built cottage nestled beneath the oaks on over 1/2 acre in the town of Oakland. The house is surprisingly spacious with two ample-sized bedrooms, a formal living room and dining room and an open kitchen/family room. The bathroom features an old-fashioned iron tub! Modern living is also taken into account with an inside laundry room, complete with washer and dryer. Formerly lived in by a local grove owner, there is also ample covered parking on the property which was used to store equipment, today suitable for cars, trucks and toys. less
Listing Provided Courtesy of Paradigm Property Group Llc
Popularity
$399,000
$1,521/mo
Monthly Payment:
$1,521
Principal & Interest:
$1,478
HOA Dues:
$43
(Based on a 30 year fixed loan at 3.75% with $79,800 down)
Oakland, FL 34787
Orange County School District
4bed 4bath 3,349sq ft $119 / sq ft SFR
Lot Size12,907sq ft Built2006 On Site62days
Reduced price 26k!!!! Amazing 4 bedroom 3.5 bath, pool home located in the sought after neighborhood of winter's landing in the adorable, quaint town of oakland. The features... more
Reduced price 26k!!!! Amazing 4 bedroom 3.5 bath, pool home located in the sought after neighborhood of winter's landing in the adorable, quaint town of oakland. The features and upgrades that have been done to this amazing home are endless. For starters, there is a giant bonus room located on the 2nd floor of this home, as well as, the must-have, 3-car garage. The custom built solar heated pool, spa and waterfall will take your breath away. If you decide that shade might be nice, then just press a button on the remote controlled, retractable patio awning and sit back and relax. Can't forget to mention the in-law suite that comes equiped with a full kitchen and bath. This home is in pristine condition and with 18" tile that flows throughout, and an open floor plan concept, who wouldn't want to call this place home. The kitchen is no doubt, top notch with granite counter tops that go on for days, stainless steel appliances, and 42" solid wood cabinets that are in absolute abundance. The list doesn't stop there; this home also features a beautiful wood burning fireplace centered in the family room, a solar powered water heater, solar attic fans, 3m shatter proof window film, a top-of-the-line water softner, r30 sprayed insulation, as well as, a generator with electrical panel hook-ups. The money saved from this homes solar appliances and enviromentally green upgrades boost quite an impressive savings each month, when it comes time to pay that electrical bill. Come see it for yourself!!! less
Listing Provided Courtesy of Keller Williams Classic Iii Re
Popularity
$429,000
$1,589/mo
Monthly Payment:
$1,589
Principal & Interest:
$1,589
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $85,800 down)
Oakland, FL 34760
4bed 3bath 3,094sq ft $139 / sq ft SFR
Lot Size12,499sq ft Built2003 On Site80days
Tucked into the picturesque and cozy neighborhood of Southern Oaks at Oakland Shores, and just a short bike ride to Downtown Winter Garden, 91 Vandermeer Street is a home that... more
Tucked into the picturesque and cozy neighborhood of Southern Oaks at Oakland Shores, and just a short bike ride to Downtown Winter Garden, 91 Vandermeer Street is a home that has everything you could wish for. This 4/3 with bonus room, 3094sqft beauty sits on over a quarter acre and in addition sits adjacent to an almost acre of fully mowed retention pond, allowing a bonus playground for the family for most days of the year. Enjoy the welcoming brick lined porch complete with bench swing and plenty of room for your rocking chairs to sit back and enjoy your gorgeous custom home neighborhood. Upon entry, you'll find a checkered foyer and open layout with view to the pool from multiple FRENCH DOORS. The custom gourmet kitchen also has great views of living and back pool deck. Kitchen features include Giallo Veneziano GRANITE, 42 INCH Maple Cabinets, and custom extra deep insulated sink. The best room of the house is the newly redesigned game room/pool room/5th bedroom which comes complete with new dark WOOD PLANK TILING, and its own bath- An easily convertible space to IN-LAW QUARTERS. Custom designed POOL includes nice water feature on the POOL SHELF and is surrounded by plenty of room for entertaining . Other features include plantation shutters throughout, tons of natural light, first floor Master, new A/C, Original Owners, recently painted rooms, landscaped, and pressure washed. This home is ready for its next owner to enjoy for years to come! Schedule your private showing today. less
Listing Provided Courtesy of Re/max Assured
Popularity
$399,000
$1,570/mo
Monthly Payment:
$1,570
Principal & Interest:
$1,478
HOA Dues:
$92
(Based on a 30 year fixed loan at 3.75% with $79,800 down)
Oakland, FL 34787
Orange County School District
4bed 3bath 3,049sq ft $131 / sq ft SFR
Lot Size12,506sq ft Built2001 On Site128days
Brand new roof as of 8/5/2015!! Come and see this beautiful 2 story, 4 bedroom, 3 bathroom home on large lot in a lovely waterfront gated community! This home boasts lots and... more
Brand new roof as of 8/5/2015!! Come and see this beautiful 2 story, 4 bedroom, 3 bathroom home on large lot in a lovely waterfront gated community! This home boasts lots and lots of space! Formal dining room, formal living room, family room, and bonus room, provides tons of entertaining area! Lovely master bathroom has dual sinks, garden tub, walk in shower, and large walk in closet! Bonus room is upstairs and includes built in wet bar area with outside sitting area off bonus room. Screened in patio has covered sitting area and in ground spa. Community has boat ramp, lake access, and lakefront views. All rooms located on first floor. This wonderful home won't last long. Schedule a showing today! All information recorded in the mls is intended to be accurate however, it should be independently verified. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$75,000
$277/mo
Monthly Payment:
$277
Principal & Interest:
$277
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $15,000 down)
Oakland, FL 34760
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size12,632sq ft BuiltN/A On Site181days
.29 of an acre in oakland, florida just minutes from the north and south bound ramp for the florida turnpike and approximately 350 from highway 50 and the new traffic signal!... more
.29 of an acre in oakland, florida just minutes from the north and south bound ramp for the florida turnpike and approximately 350 from highway 50 and the new traffic signal! This vacant land has concrete pavement already in place! Close to restaurantsand schools. The town of oakland says water and sewer is coming soon! List of permitted uses upon request. less
Listing Provided Courtesy of Arellano Realty & Investments
Popularity
$250,000
$1,018/mo
Monthly Payment:
$1,018
Principal & Interest:
$926
HOA Dues:
$92
(Based on a 30 year fixed loan at 3.75% with $50,000 down)
Oakland, FL 34787
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size22,588sq ft BuiltN/A On Site267days
Own a spectacular lot on Johns Lake for $250k. Johns Lake (2439 acres) is one of the most desirable chain of lakes in West Orange County; famous for bass fishing and perfect for... more
Own a spectacular lot on Johns Lake for $250k. Johns Lake (2439 acres) is one of the most desirable chain of lakes in West Orange County; famous for bass fishing and perfect for the water sports enthusiast. Build your dream home in Johns Cove, an upscale-gated community that is close to everything. 10 minutes to the West Orange Trail and Winter Garden Village, 20 minutes to downtown Orlando and Disney. This half acre waterfront homesite requires a minimum 2400 sqft of living area. Johns Cove also has its own community boat ramp. less
Listing Provided Courtesy of Re/max Innovation
Popularity
$1,295,000
$4,797/mo
Monthly Payment:
$4,797
Principal & Interest:
$4,797
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $259,000 down)
Oakland, FL 34787
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size9.1acre BuiltN/A On Site282days
Prime approx. 9.13 acres on state road 50, colonial drive, close to and easy access to florida turnpike and expressways. Survey available. Zoned for c-1 commercial use. Small... more
Prime approx. 9.13 acres on state road 50, colonial drive, close to and easy access to florida turnpike and expressways. Survey available. Zoned for c-1 commercial use. Small portion fenced the rest has an agricultural exemption at present time. Smithbuilt sheds on portion of property that is fenced. less
Listing Provided Courtesy of Ravenscroft Realty Group
Popularity
$900,000
$3,426/mo
Monthly Payment:
$3,426
Principal & Interest:
$3,334
HOA Dues:
$92
(Based on a 30 year fixed loan at 3.75% with $180,000 down)
Oakland, FL 34787
Orange County School District
4bed 3bath 3,972sq ft $227 / sq ft SFR
Lot Size23,267sq ft Built2005 On Site334days
Expansive LAKEFRONT Mediterranean Estate Home in prestigious and gated JOHN'S COVE . Enjoy stunning sunsets and tranquil lake view from one of the 3 large screened-in patios w/... more
Expansive LAKEFRONT Mediterranean Estate Home in prestigious and gated JOHN'S COVE . Enjoy stunning sunsets and tranquil lake view from one of the 3 large screened-in patios w/ overlooking the pool and spa. Or better yet, take the boat or jet skis from your PRIVATE DOCK & HOUSE out to the chain of lakes! This estate boasts soaring 10' vaulted ceilings, crown moldings, tray ceilings, custom wood cabinetry, granite counter tops, under mount sinks, top of the line stainless steel appliances, spacious walk-in pantry, built in media center w/ gas fireplace, walk-in closets, master bath w/ whirlpool tub & dual walk-in shower, custom tile, wood/carpet/tile flooring, Spanish tile roof, security system and so much more! Minutes from Turnpike, West Orange Trail, golf courses, revitalized historic Winter Garden, and Fowler Grove Mall. This is your HOME! less
Listing Provided Courtesy of Olde Town Brokers Inc
Popularity
$1,095,000
$4,056/mo
Monthly Payment:
$4,056
Principal & Interest:
$4,056
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $219,000 down)
Oakland, FL 34760
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size7.8acre BuiltN/A On Site364days
Excellent Development opportunity in Oakland Just West of Downtown Orlando. Please contact for additional property information.
Excellent Development opportunity in Oakland Just West of Downtown Orlando. Please contact for additional property information. less
Listing Provided Courtesy of Gagnon Re Investments Llc
Popularity
ZipRealty helps you find current homes for sale in Oakland, FL. We show up to 30% more MLS listings than other websites, including new homes for sale, condos for sale, townhomes for sale, foreclosed homes for sale and land for sale. Set up your unique Oakland real estate search criteria to see results that match what you're looking for. Explore maps, photos, schools and more to get an idea of what your life would be like in a new neighborhood. Find a local Oakland real estate agent to work with by reading realtor reviews left by buyers and sellers like you. If you want to know what your home is worth, you can instantly view home values for any address by visiting our Seller Center. If you're planning to sell your home, you can also see how much similar homes are selling for in Oakland to get an idea of how to price your home.
Local real estate services provided by:
Coldwell Banker Residential Real Estate
Coldwell Banker Residential Real Estate
5951 Cattleridge Ave
Sarasota, FL 34232

844.662.5638
Website provided and owned by Coldwell Banker Residential Real Estate.
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The information being provided by Mid-Florida Regional Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Mid-Florida Regional Multiple Listing Service. Coldwell Banker Residential Real Estate is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of Coldwell Banker Residential Real Estate, a broker participant of Mid-Florida Regional Multiple Listing Service. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site.

The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by Mid-Florida Regional Multiple Listing Service and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited.

Copyright 2015 Mid-Florida Regional Multiple Listing Service. All rights reserved.

Data last updated: Tuesday, September 1, 2015 at 6:22 AM. Properties in listings may have been sold or may no longer be available.