Oakland Real Estate, Homes and Condos for sale

All Oakland homes currently listed for sale in Oakland as of 02/16/2019 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

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$499,900
501 E OAKLAND AVE, Oakland FL 34787
4
BEDS
4
BATHS
3,448
SQFT
$145
$/SQFT
0.34
ACRES
2007
BUILT
"Rare Winters Landing 4 Bedroom 3 1/2 Bath Home in the Charming Town of Oakland FL. Don't Miss The Virtual 3D Walk Through Attached to the Listing. David Weekly Built Home with Plenty of Upgrades Hard to Find in Todays Market. Features You'll Love Such as Home Office, Custom Screened in Heated Pool/Spa, Extend Deck w/Fire Pit, Bonus Room, Side Entry 3 Car Garage, Wood Burning Fireplace, and Custom Kitchen with 42 Cabinets & Built in Stainless Appliances. The Open Floor Plan is Very Family Friendly Allowing you to Enjoy All The Home Has to Offer From the Huge Kitchen Area That Looks Onto The Living Room & Covered Lanai. The Home Features a True Master Suite on The First Floor With Tons of Space and a Large Walk-in Closest. Pool Was Recently Added to the Home Along with Extend Pool Deck and Screen Enclosure. Great Location Just a Few Blocks From the West Orange Trail Which Leads you to Beautiful Downtown Winter Garden with Restaurants, Shops, Weekend Farmers Market, Tons of Family Activities. This Home Also Features Oakland Charter Across the Street. Don't Wait Come See This Perfect Home Today!"
* PRICE LOWERED - $519,900 TO $499,900 
$474,900
635 LARGOVISTA DR, Oakland FL 34787
6
BEDS
3
BATHS
3,784
SQFT
$126
$/SQFT
0.31
ACRES
2005
BUILT
"MAJOR PRICE IMPROVEMENT! FANTASTIC, Well Maintained Home in a Gated Community Move In Ready. This spacious home features 6 bedrooms, 3 full baths with a 3 car garage. This community offers a community Playground and convenient Boat ramp access to Beautiful Johns Lake, and great proximity to Shopping and Highways. Gourmet Kitchen with Island, Pantry, granite counter tops with all kitchen appliances included. Formal dining room, and kitchen nook. There is an Exceptional Bonus Room upstairs with multiple possible uses, as well as a Wonderful Media Room. The front of the home provides views of Johns Lake. This home is a must see! CALL TODAY!"
* PRICE LOWERED - $499,900 TO $474,900 
$457,686
2530 STANDING ROCK CIR, Oakland FL 34787
4
BEDS
4
BATHS
3,098
SQFT
$148
$/SQFT
0.20
ACRES
2019
BUILT
"Under Construction. Under Construction Brand NEW energy-efficient home ready February 2019! This beautiful Astoria floor plan is open and offers ample entertaining and living space. The first floor features a large kitchen that expands to the family room. It also includes a first floor on suite with a full bedroom and bath for parents or guests. The second floor features a spacious game room, two bedrooms that share a Jack n Jill bathroom There is an additional full bath off of the game room as well. The oversized owners retreat features an expansive sitting area, dual walk-in closets, a coffered ceiling and a spa-like owners bath with a separate soaker tub and walk-in shower. 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. Known for their energy-efficient features, our homes help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills."
* PRICE INCREASED - $432,686 TO $457,686 
$448,597
2130 STANDING ROCK CIR, Oakland FL 34787
5
BEDS
3
BATHS
3,467
SQFT
$129
$/SQFT
0.20
ACRES
2019
BUILT
"Under Construction. Under Construction Brand NEW energy-efficient home ready February 2019! The first floor of the Montclair home has an open family room and wonderful flex space that can be used for a private study, craft area, or optional fifth bedroom with full bath. Separate formal living and dining areas for entertaining. 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. Known for their energy-efficient features, our homes help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills."
$448,000
90 DEMENS ST, Oakland FL 34760
4
BEDS
3
BATHS
2,608
SQFT
$172
$/SQFT
0.34
ACRES
1999
BUILT
"Rare opportunity to own a spacious POOL and SPA home in Southern Oaks in the heart of Oakland! This home is nestled in a quiet community just 2 blocks from the West Orange Trail, and a short golf cart/bike ride to Winter Garden restaurants. Stroll through town and take in the beautiful historic oaks and watch the breathtaking sun sets on the nearby public dock. Enter through IMPRESSIVE 8 ft double glass doors, wander through to open plan kitchen/dining area with PICTURE WINDOW overlooking the pool. Family room has gorgeous stone gas FIREPLACE! Split bedroom plan. Master has sliding doors to the pool. Living room, dining room, & master offer beautiful views of the pool. All bedrooms have large closets. JACUZZI tub in master bath, large shower & separate his and hers granite top sinks and closets. The house is Hurricane ready with HURRICANE SHUTTERS throughout-all doors and windows have been upgraded, including the rear hurricane rated oversize pocket sliding doors. Home features a built in intercom & stereo system and recently upgraded monitored fire and security system. Tile throughout wet areas. Bedrooms and living areas are carpeted. Screened in Pool area has brick paved patio with plenty of space for loungers. Property is fully fenced with top grade PVC fencing. New roof in 2016. Double gates allow for boat /RV storage in the spacious backyard. Pool can be used year round with solar and propane pool heaters. All pool equipment is new. Oversize 3 CAR side entry GARAGE & outdoor SHED for storage."
* PRICE LOWERED - $475,000 TO $448,000 
$399,000
622 JOHNS LANDING WAY, Oakland FL 34787
5
BEDS
4
BATHS
3,271
SQFT
$122
$/SQFT
0.22
ACRES
2001
BUILT
"Enjoy living in this beautiful 5 bedroom, 3.5 baths large home located in the desirable gated community of John's Landing which offers private Lake access to the 2600 acre Chain of Lakes, called Johns Lake. This generously-sized home offers an open floor plan perfect to accommodate any large family or multi-generational family. Enjoy cooking meals and spending time with family in the large kittchen that offers 42' cabinets, solid surface counter tops, an island, ample counter and storage space, and casual dining space too. There is a formal living room, family room, and office/den. The spacious Master suite is conveniently located on the first floor and has a large walk-in closet, the Master bathroom includes a garden tub, separate shower, dual sinks and a private commode. On the second floor you will find 4 large bedrooms all with walk-in closets, 2 full bathrooms along with another family room/playroom. Grab a glass of your favorite beverage and relax and unwind while watching the Disney fireworks nightly from the extended lanai (38x10)with brand new vinyl windows. The location of this home provides easy access to the Fl turnpike and SR 429 for a quick commute to anywhere is Central Floirda. This beautiful home offers a one year home warranty and just had a brand NEW ROOF put on, hurry it won't last!"
$386,700
239 LARGOVISTA DR, Oakland FL 34787
4
BEDS
3
BATHS
3,472
SQFT
$111
$/SQFT
0.20
ACRES
2005
BUILT
"Lovely Home Poised On Spacious Lot In the Fabulous Gated Lakefront Community With Tree Lined Streets Of John's Landing. From the moment you approach this home you will be greeted by well landscaped lawn. Step inside and be impressed with the open floor plan and high ceiling leading to the massive family room with pretty Bamboo wood floor over looking the large covered porch and lovely back yard. This home is very spacious and you will be pleased with the bright and cheerful living room and dining room and the large Den / Office. The kitchen comes with pretty granite counters, 42 cabinets and pretty ceramic tiles including the dinette area. The master bedroom is downstairs and features a lovely master bath with separate tub and shower and huge walk in closet. All other bedrooms and bath are upstairs including the bonus media / theatre room. The rooms in this home are all oversized. There are so many closets you will be very happy. This gated community offers a tennis court, play area and the community boat dock for the residents here on John's lake. This pristine lake is known for Bass fishing. Here you will be close to everything - the turnpike, the 429 Hwy, shopping and all major conveniences. This home awaits you today."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $396,700 TO $386,700 
$374,900
847 CURA CT, Oakland FL 34787
4
BEDS
3
BATHS
3,000
SQFT
$125
$/SQFT
0.45
ACRES
2002
BUILT
"Welcome Home to this highly desirable gated, waterfront community of John's Landing. This community is located on the 2600 acre chain of Lakes called John's Lake. This spacious 4 bedroom 3 bathroom home has been well maintained by the original owner. Just look at a few of the many amenities, features and upgrades this home has to offer... - Santa-Fe wood on lays over front room doors - Beautiful, spacious foyer & sitting area - Gorgeous In-wall Built-Ins - Crown molding throughout much of this home - 12 orange peel ceilings throughout - Beautiful wood slat shutters / blinds in every room - Upgraded ceiling fans in common areas - Surround sound throughout - Intercom system - Pre-wired for security system - Colossal game room - Bonus room: Ideal for office or 5th bedroom - Cherry wood kitchen cabinets - Corian counter tops in kitchen - All stainless-steel kitchen appliances - Cultured marble counter tops in bathrooms - Luxurious Jacuzzi garden tub in master Nestled amoung tree lined streets, a private boat ramp with lake access, tennis courts and a playground are what this community & home has to offer its residents. This home also boasts a 3 car garage, fully fenced in back yard and is located on a quiet cul-de-sac. This home is conveniently located next to the Florida Turnpike and S.R. 429 as well as major shopping and restaurants. This home is a must see!!"
* PRICE LOWERED - $379,900 TO $374,900 
$374,140
2648 BOBCAT CHASE BLVD, Oakland FL 34760
4
BEDS
3
BATHS
2,172
SQFT
$172
$/SQFT
0.12
ACRES
2019
BUILT
"Under Construction. This Brand NEW Home offers a private bedroom with full bath on the main floor, ideal for guests or a home office. Kitchen. This home has no rear or front neighbors. Spend the evening outside on your oversized covered lanai that features beautiful brick pavers. This home is located in the Longleaf at Oakland community which is is a fully maintained community located conveniently off Oakland Avenue and W Colonial Drive across from the Oakland Nature Preserve. Community features a cabana area, pool, playground, and trails that lead to the West Orange Trail. Under construction - photo shown of similar floor plan. Pictures are for illustration purposes only. Elevations, colors and options may vary."
* PRICE LOWERED - $375,040 TO $374,140 
$371,139
2429 STANDING ROCK CIR, Oakland FL 34787
4
BEDS
3
BATHS
2,141
SQFT
$173
$/SQFT
0.09
ACRES
2018
BUILT
"Brand NEW energy-efficient home ready NOW! This Landston home makes a statement as soon as you walk through the covered porch and flow to the formal foyer. The first-floor private guest suite is perfect for accommodating overnight visitors and the covered lanai is ideal for entertaining. 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. 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 - $366,719 TO $371,139 
$362,500
1810 STANDING ROCK CIR, Oakland FL 34787
3
BEDS
3
BATHS
2,000
SQFT
$181
$/SQFT
0.18
ACRES
2017
BUILT
"This home will certainly check all of your boxes. Close to the popular West Orange Trail, shopping, medical facilities and major highways that make it an easy commute to Downtown Orlando or Disney attractions. Energy efficient Meritage Home construction and gorgeous finishes await you in this ALMOST NEW SPLIT FLOOR PLAN. Upon arrival you're greeted by beautiful architectural features of an UPGRADED B Elevation. Entering the foyer, soft neutral colors surround you with beautiful Upgraded floors in the main living areas. The UPGRADED GOURMET KITCHEN OPTION features 42 Expresso cabinetry, UPGRADED STAINLESS APPLIANCES, Spacious corner pantry, large island/breakfast bar & granite counters with pendant lighting. UPGRADED Tray ceilings in the foyer, dining room & master bedroom with 8' interior doors, oversize base/door trim & upgraded French doors leading to your lanai just add to the spacious open floor plan great for entertaining. A spacious master suite offers privacy, two walk in closets, en suite bath with two executive height vanities, granite tops, separate shower with two niches, soaking tub and Upgraded tile with Listello accents. Bedrooms 2 and 3 are nice sized and are separated by a full bath for convenience. The laundry room is plumbed for a sink. No rear neighbors, Community Pool and Playground make this a great spot for your family. Purchasing this home awards you with a long list of UPGRADES above the builders base price model along with quick occupancy (Why wait 7-9 months for construction)."
* LISTED OVER 120 DAYS 
$359,898
2333 STANDING ROCK CIR, Oakland FL 34787
4
BEDS
3
BATHS
2,214
SQFT
$163
$/SQFT
0.09
ACRES
2018
BUILT
"Why wait for a NEW energy-efficient home when this one is ready NOW! The first floors is perfect for entertaining friends and family in the open gourmet kitchen while cooking a delicious meal or just relaxing. High quality wood floors in all main living areas of the first floor with upgraded MODERN baluster. Additional upgrades include quartz countertops, cabinets, glass and stone backsplash to name a few. Upstairs loft separates the master suite and bedrooms for privacy. 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. Direct access to well known 22-mile West Orange Trail, one of Florida's most popular rail-trails. Come see this beauty and make it yours! Check out Virtual TOUR Link!"
* PRICE LOWERED - $369,898 TO $359,898 
$338,000
237 LARGOVISTA DR, Oakland FL 34787
3
BEDS
3
BATHS
3,164
SQFT
$107
$/SQFT
0.23
ACRES
2004
BUILT
"Beautiful Home with 3 bedrooms 2 and a half bathroom in a Lakefront, gated community. This is a move-in ready home with 3 car garage. High ceilings light off the entrance. Huge master bedroom downstairs with a sitting area and sliding doors that offers access to screened lanai; a very spacious master bath with separate tub and shower and walk in closet.A formal living room and dinning room separated from the family room. Kitchen has a nook area. Upstairs will find an enormous loft and 2 bedrooms that are bigger for an average room and a full bathroom.The spacious loft is big enough to add 2 new rooms. With excellent location, this subdivision is located just off Hwy 50, near the turnpike entrance which puts you minutes from Downtown Orlando, the resort areas, shopping, restaurants, and more. The community offers a private boat ramp, tennis courts and a playground."
* PRICE LOWERED - $342,000 TO $338,000 
$332,341
2351 STANDING ROCK CIR, Oakland FL 34787
3
BEDS
3
BATHS
2,008
SQFT
$166
$/SQFT
0.09
ACRES
2018
BUILT
"Brand NEW energy-efficient home ready NOW! With the Kipling, you can enjoy your morning coffee and relax under the covered porch to watch the beautiful Florida sunrise. Open kitchen overlooks dual living areas on the first floor for easy entertainment. Upstairs loft separates the master suite and bedrooms for added privacy. 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. 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 - $318,941 TO $332,341 
$324,610
2630 BOBCAT CHASE BLVD, Oakland FL 34760
3
BEDS
2
BATHS
1,565
SQFT
$207
$/SQFT
0.13
ACRES
2019
BUILT
"Under Construction. This brand NEW home offers mature landscaping with no rear or front neighbors and views of the beautiful West Orange Trail. The open floor plan and kitchen with central island allows you to easily entertain. Spend the evening outside on the front patio enjoying scenic Florida skylines or grill out back on the covered lanai that features beautiful brick pavers. This home is located in the Longleaf at Oakland community which is a fully maintained community located conveniently off Oakland Avenue and W Colonial Drive across from the Oakland Nature Preserve. Commuting from this location is a breeze with close proximity to the Florida Turnpike and 429. Community offers a cabana area, pool, playground, and trails that lead to the West Orange Trail. Under construction - photo shown of similar floor plan. Pictures are for illustration purposes only. Elevations, colors and options may vary."
* PRICE LOWERED - $324,810 TO $324,610 
$315,000
645 STRIHAL LOOP, Oakland FL 34787
4
BEDS
3
BATHS
2,606
SQFT
$121
$/SQFT
0.22
ACRES
2004
BUILT
"Johns Landing is a beautiful lakefront community with a private boat ramp, where you will enjoy boating, paddle boarding, or fishing the Johns Lake Chain. The community also has tennis courts and a playground for the younger people in the neighborhood. This darling home has a split, and open floor plan with 4 bedrooms, 3 baths, wood flooring, and ceramic tile throughout, making it ideal for entertaining. Features of the kitchen are corian tops, wood cabinetry, an island for extra prep space, stainless steal appliances, dinette area, and a breakfast bar opening to the family room and screened in back patio . The dining room and living room also open to the family room, which gives a very spacious feeling. The master suite is off the kitchen with a large master bath , dual sinks, and separate shower and nice size walk-in closet. Johns Landing is a gated subdivision located just off Hwy 50, near the turnpike entrance which puts you minutes from Downtown Orlando, the resort areas, shopping, restaurants, and more. Call us today to make your appointment!!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $319,500 TO $315,000 
$299,990
633 STRIHAL LOOP, Oakland FL 34787
4
BEDS
2
BATHS
2,478
SQFT
$121
$/SQFT
0.22
ACRES
2001
BUILT
"Want to live in a great lakefront community? This is it. Launch your boat at the community boat ramp and you can water ski, fish and sail the Johns Lake Chain! This is a move-in ready home, well maintained by a meticulous owner. Recently re-painted and all new fixtures installed. Split 4BDR/2BTH floor plan. The kitchen, dinette area and family room form an open living area with access to the covered screen porch. The ample sized kitchen with an island for extra prep space comes with new appliances. The dining room features new fixtures. The formal living room overlooks the porch and is great for entertainment or ready to be your new music room, library, or second family room. . A roomy master suite has a sitting area that is used for an informal office but could be a nursery or just a sitting area. Large master bath has a walk-in closet big enough for an extensive wardrobe. Johns Landing is a gated subdivision located just off Hwy 50, near a convenient turnpike entrance that places you minutes from Downtown Orlando as well as the resort areas and all points beyond. Other amenities include a recreation area and very well-maintained tennis courts. Watch the sunset from the gazebo overlooking the boat ramp and John s Lake."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $309,900 TO $299,990 
$299,900
629 STRIHAL LOOP, Oakland FL 34787
4
BEDS
3
BATHS
2,304
SQFT
$130
$/SQFT
0.22
ACRES
2001
BUILT
"WANT A PLACE TO LIVE WITH A BOAT RAMP, with FISHING PIER and A 3 CAR GARAGE TO PUT THE BOAT!!!!! NEW ROOF, Aug 2018. Come home to a GATED COMMUNITY on JOHNS LAKE which is over 2400 acres and is known for FISHING, SAILING, SKIING, WAKE BOARDING. Also enjoy private TENNIS COURTS and PLAYGROUND with family. 3 CAR GARAGE, 1 STORY with 4 BR 3 Baths (one bath is Jack&Jill), wonderful split bedroom plan with cathedral ceilings, open living plan. Home FRESHLY PAINTED inside and outside, and flooring in living, dining, family room and hallways and all bedrooms. NEW GRANITE on kitchen counter tops and more. STAINLESS STEEL APPLIANCES in kitchen with breakfast area and BREAKFAST BAR. Convenient to FL Turnpike, SR 429, Hwy 50, West Orange Trail, HISTORIC DOWNTOWN WINTER GARDEN, WINTER GARDEN VILLAGE, DOWNTOWN ORLANDO and THEME PARKS. If exact room measurements are needed, buyer should verify."
* PRICE LOWERED - $315,900 TO $299,900 
$269,900
321 W HENSCHEN AVE, Oakland FL 34760
4
BEDS
2
BATHS
2,076
SQFT
$130
$/SQFT
0.14
ACRES
2007
BUILT
"....MOTIVATED SELLER---BRING ALL OFFERS...Newly REMODELED home off the WEST ORAGE TRAIL. A must see home located in Oakland with easy access to the trail and major roads to get to and from Orlando easily. This 4 bedroom 2 bath home has NEW carpet, NEW AC. From walking in the front door you are welcomed with a open floor plan and BRAND NEW kitchen with NEW appliances, granite counter tops and laminant flooring. The downstairs has 2 bedrooms that have sliding glass doors leading to the back yard. One can be utilized as a OFFICE or DEN. The kitchen has STAINLESS STEEL appliances, backsplash, GRANITE counter tops, ISLAND seating. The laundry room is also a place for pantry and additional storage as it is OVERSIZED. The bathrooms are completly remodeled with CERAMIC tile. The upstairs has a LIVING room that is huge and has plumbing capped off for a wet bar if want to put one in. The home has NEW CARPET, LAMINANT and CERMAMIC TILE throughout, Freshly PAINTED inside and outside. NEW AC AND water heater. This home is ready to MOVE IN and start enjoying the Florida life."
* PRICE LOWERED - $284,900 TO $269,900 
 
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