Oakland Real Estate, Homes and Condos for sale

All Oakland homes currently listed for sale in Oakland as of 08/20/2017 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Oakland homes for sale or other Oakland real estate, please contact us and one of our knowledgeable Oakland REALTORS® would be pleased to assist you.


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$580,000
15250 SUNSET OVERLOOK CIR, Oakland FL 34787
5
BEDS
3
BATHS
3,135
SQFT
$185
$/SQFT
0.25
ACRES
2008
BUILT
"Five bedroom with little extras that makes this house feel like home. Screen pool with outside shower to rinse from a day of swimming. High ceilings that allow for chandelier of your choice. All appliance included with house included designer washer and dryer set. John Lake Pointe Community also features a resort style pool, clubhouse, playground and tennis court. A must see and ready for move in today!"
* LISTED OVER 120 DAYS 
$419,700
500 E GULLEY AVE, Oakland FL 34787
4
BEDS
3
BATHS
2,874
SQFT
$146
$/SQFT
0.32
ACRES
2006
BUILT
"Gorgeous Winters Landing Home. Ready to spend this Summer in one of the most sought after neighborhoods in the Winter Garden/Oakland area. Nestled among mature oaks in the quaint town of Oakland, this meticulously maintained, David Weekly, freshly painted inside and out, new carpet throughout home is a must see! Features 4 bedrooms, 3 baths, study, formal living & dining, screened Pool, 2 car garage. Open Kitchen is designed for family gatherings and entertaining. 10'2 ceilings in this perfect split floor plan includes HUGE Master with sitting room and walk in closet, master bath with garden tub and separate shower. PERFECT location with a short walk or bike ride on the West Orange Trail leads you to beautiful downtown Winter Garden with restaurants, shops, weekend farmers market, family activities galore! This home also provides preferred enrollment at Oakland Charter School which is a short walk down the sidewalk on the side of this home! Don't miss this one...It will NOT LAST!!!"
* PRICE LOWERED - $424,900 TO $419,700 
$416,000
808 CURA CT, Oakland FL 34787
5
BEDS
4
BATHS
3,305
SQFT
$126
$/SQFT
0.25
ACRES
2001
BUILT
"This gorgeous gated community is on a chain of lakes and it has a private boat ramp and dock where residents can launch their boat. The property is just as impressive as it offers elegance and beauty thanks to its architectural charm. Large 5 Bed 3.1 Bath w/ Office, Family Room, Living Room, Dining Room, Master Bath has a wonderful Garden Tub, Dual Sinks/Vanities and large Walk-in Shower. The second floor has ceramic tile and it boasts a huge bonus room which can be great for office, theater room, or play area. Johns Landing is situated on 2500 Acre Johns Lake & Chain of Lakes w/ Private Access and Private Boat Ramp, Tennis Court and Playground. Johns Lake is one of the Best Bass Fishing Lakes in ALL of Central Florida. Only a short drive to The Winter Garden Village and Historic Downtown Winter Garden. Just minutes from the FL Turn Pike, 429 and 408, just 25 minutes to Downtown Orlando, Disney, and too many wonderful amenities to mention. Do Not Wait Home won't Last Long!"
* NEW LISTING 
$413,500
412 MACCHI AVE, Oakland FL 34787
4
BEDS
3
BATHS
3,354
SQFT
$123
$/SQFT
0.29
ACRES
2006
BUILT
"Great Home waiting for you! 4 bedrooms plus office/3 bathrooms, family room, 3 car garage, screened in porch/overseeing bike path, laundry room under A/C. Ready to move in. BEAUTIFUL WINTER LANDINGS COMMUNITY IN OAKLAND!"
$369,900
1201 JOHNS COVE LN, Oakland FL 34787
3
BEDS
3
BATHS
2,465
SQFT
$150
$/SQFT
0.31
ACRES
2003
BUILT
"Come live the LAKE LIFE in beautiful Johns Cove of Oakland. This gated, lake access community is part of the Johns Chain of Lakes and is tucked away yet convenient to everywhere in Central Florida. Johns Lake is known for World class bass fishing and you can also enjoy water sports, paddleboarding, kayaking, etc... you decide! The home is 3 bedrooms and 3 full bathrooms Plus an Office/Den. The 3 car garage is perfect for storing your cars, equipment, and toys. Step out from the sliding glass doors onto your screen lanai to enjoy a BBQ and unwind enjoy the serenity of your backyard with no rear neighbor. The kitchen is spacious and has an island, breakfast bar and large pantry. Plenty of room to host and entertain. The gas fireplace, vaulted ceilings, and tile floors give the home an elegant and warm feel. Take advantage of this wonderful opportunity to live in the Johns Cove community and call today for your private showing."
$360,767
1823 STANDING ROCK CIR, Oakland FL 34787
3
BEDS
3
BATHS
2,088
SQFT
$173
$/SQFT
0.11
ACRES
2017
BUILT
"Under Construction Brand NEW Energy-Efficient home ready @ March 2017! Enjoy entertaining guests in the lofty two-story dining room or move the party outdoors to the covered corner lanai of this beautiful 2-story Baldwin plan with tile roof elevation. Dedicated first-floor flex space can be configured to suite your family's needs. Walk-in closets in all of the bedrooms means everyone has plenty of storage. Upstairs balcony is the perfect place to enjoy morning coffee. Laminate floors in all main living areas of first floor and wood stairs with upgraded baluster. Additional upgrades include quartz countertops and 5 1/4 baseboards. Community is convenient to Central Florida's major employment, service, and entertainment corridors including Downtown Orlando and Walt Disney World and is just miles from SR 408 and SR 429 providing quick access to the Turnpike interchange and is adjacent to Killarney Station so you can enjoy leisurely bike rides and walks on the West Orange Trail. Winter Garden Village is less than 6 miles away & offers a host of shopping, dining and entertainment options. Known for their energy efficient features, our homes help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills."
* LISTED OVER 120 DAYS  * PRICE INCREASED - $359,767 TO $360,767 
$326,331
1793 WHITE FEATHER LOOP, Oakland FL 34787
3
BEDS
4
BATHS
3,098
SQFT
$105
$/SQFT
0.09
ACRES
2017
BUILT
"Under Construction Brand NEW Energy-Efficient home ready @ March 2017! Enjoy morning coffee on the large, covered front porch of this Whitman II plan. Spacious, open first-floor living areas and a second-floor game room offer plenty of space. Master suite has dual walk-in closets. Upgrades include tray ceilings, gourmet kitchen and tile on main floor. Community is convenient to Central Florida's major employment, service, and entertainment corridors including Downtown Orlando and Walt Disney World and is just miles from SR 408 and SR 429 providing quick access to the Turnpike interchange and is adjacent to Killarney Station so you can enjoy leisurely bike rides and walks on the West Orange Trail. Winter Garden Village is less than 6 miles away & offers a host of shopping, dining and entertainment options. Known for their energy efficient features, our homes help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills."
* LISTED OVER 120 DAYS  * PRICE INCREASED - $325,331 TO $326,331 
$325,813
1787 WHITE FEATHER LOOP, Oakland FL 34787
3
BEDS
3
BATHS
2,183
SQFT
$149
$/SQFT
0.09
ACRES
2017
BUILT
"Brand NEW Energy-Efficient home ready NOW! Enjoy sitting and relaxing on the front porch or back lanai of this well-appointed 2-story Whitaker plan. Kitchen with quartz counter-tops is open to both the family and living room so you can carry on conversations with friends and family while preparing meals. Upstairs game room offers extra space for work or play. Outdoor spaces include a front porch, balcony, and back lanai. Enjoy having beautiful upgraded tile throughout the main floor. Community is convenient to Central Florida's major employment, service, and entertainment corridors including Downtown Orlando and Walt Disney World and is just miles from SR 408 and SR 429 providing quick access to the Turnpike interchange and is adjacent to Killarney Station so you can enjoy leisurely bike rides and walks on the West Orange Trail. Winter Garden Village is less than 6 miles away & offers a host of shopping, dining and entertainment options. Known for their energy efficient features, our homes help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills."
* LISTED OVER 120 DAYS  * PRICE INCREASED - $324,813 TO $325,813 
$308,679
1781 WHITE FEATHER LOOP, Oakland FL 34787
3
BEDS
3
BATHS
1,892
SQFT
$163
$/SQFT
0.09
ACRES
2017
BUILT
"Under Construction Brand NEW Energy-Efficient home ready @ March 2017! This charming two-story Angelou II plan is perfect for the family who loves to entertain everyone regardless of age. The open, spacious kitchen overlooks the living and dining areas making it perfect for a dinner party or game night with friends. The second floor loft can serve as an office area, or a play room for the youngsters. Upgrades include granite counters, 8' interior doors, and wood laminate floors. Community is convenient to Central Florida's major employment, service, and entertainment corridors including Downtown Orlando and Walt Disney World and is just miles from SR 408 and SR 429 providing quick access to the Turnpike interchange and is adjacent to Killarney Station so you can enjoy leisurely bike rides and walks on the West Orange Trail. Winter Garden Village is less than 6 miles away & offers a host of shopping, dining and entertainment options. Known for their energy efficient features, our homes help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills."
* LISTED OVER 120 DAYS  * PRICE INCREASED - $307,679 TO $308,679 
$290,000
302 EDGEGROVE LN, Oakland FL 34760
3
BEDS
2
BATHS
1,916
SQFT
$151
$/SQFT
0.29
ACRES
1990
BUILT
"This Beautiful home in Oakland has been meticulously maintained and offers an amazing in ground pool and spa to entertain guests. The pool is filtered by and over-sized Pentair salt filter system and motor to assist with the pools filtration. The backyard has a high screen and covered porch that provides lots of room under the covered area for: dining table, living room set and TV. There is plenty of room to play games, listen to music and swim in the sun area. Large side yard for endless activities play outside of the pool area. There is also a gated area to park your boat. All new plumbing, new windows, and vaulted ceilings. Well maintained lawn with sprinkler system and shade trees. There is an indoor heated Jacuzzi tub with shower. This well designed split bedroom floor plan features the master bedroom on one end and two bedrooms and bath on the other. The home is located in the beautiful, highly sought after town of Oakland, FL. The town offers a park, lake, and bike trail. This is a must see!"
* PRICE LOWERED - $310,000 TO $290,000 
$230,000
119 W OAKLAND AVE, Oakland FL 34760
4
BEDS
2
BATHS
1,368
SQFT
$168
$/SQFT
0.15
ACRES
1930
BUILT
"Charming 4 bedroom 2 bath home minutes to the turnpike, Bike trail, and Downtown Winter Garden located in Historic Oakland, with mature oak trees the Home features engineered wood floors, Crown molding, built in storage with large ceilings in the living room/dining room. Property is fenced for pets and has a utility shed in rear of property for extra storage! No HOA, Call today for a showing"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $245,000 TO $230,000 
$224,900
323 W HENSCHEN AVE, Oakland FL 34760
4
BEDS
2
BATHS
2,076
SQFT
$108
$/SQFT
0.14
ACRES
2007
BUILT
"UPDATED / UPGRADED 4 Bed 2 Bath Oakland Home, New Paint, Carpet, appliances, HUGE upstairs bedrooms as well as a giant living/entertainment area upstairs! Right near Lake Apopka, Situated only a few miles away from the Turnpike, Downtown Winter Garden, this location is perfect to easily access just about anywhere in the greater Orlando area! Don't miss this opportunity, inventory in Oakland is LOW, come see this house before it's taken!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $227,800 TO $224,900 
$199,900
320 W HULL AVE, Oakland FL 34760
4
BEDS
2
BATHS
1,328
SQFT
$151
$/SQFT
0.14
ACRES
1982
BUILT
"****** NOT A SHORT SALE OR REO ******** Dont miss this solid block 4 bedroom 2 bath home in quaint Oakland neighborhood. This property has been totally renovated from top to bottom. The updates include NEW roof, HVAC, updated electrical, kitchen, flooring, bathrooms, and more! The kitchen features an open concept with custom wood cabinets, solid granite counter tops, and stainless steel appliance package. New tile flooring has been professionally installed throughout the home for that easy Florida living. The bathrooms have all new tile surrounds, toilets, and vanities. Too many upgrades to list them all here. Dont miss your chance to see this one before its gone!!!!!!"
$184,900
315 HULL AVE, Oakland FL 34760
3
BEDS
2
BATHS
1,682
SQFT
$110
$/SQFT
0.25
ACRES
2006
BUILT
"*NEWLY UPDATED** This home located in the town of Oakland features beautiful kitchen with granite look counter tops, stainless appliances and breakfast bar. Upstairs game room / family room with 2 bedrooms and bath. Large fenced yard. Conveniently located with small town charm. Area is about to BOOM with plans for new developments coming all around this house. Don't miss out before the prices JUMP!"
$49,900
405 W HULL AVE, Oakland FL 34760
2
BEDS
1
BATHS
648
SQFT
$77
$/SQFT
0.09
ACRES
1945
BUILT
"HANDY-MAN SPECIAL!! PROPERTY IS A 2/1 WITH GREAT POTENTIAL. NEEDS WORK!!! THIS WILL NOT LAST!!"
* NEW LISTING 
 
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