Oakland Real Estate, Homes and Condos for sale

All Oakland homes currently listed for sale in Oakland as of 03/21/2019 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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$525,000
306 N TUBB ST, Oakland FL 34760
6
BEDS
3
BATHS
3,420
SQFT
$154
$/SQFT
0.63
ACRES
1886
BUILT
"Stop the Car...It may take a minute to take ALL of this one in! This Historic Home was Built in 1886 before the beautiful Town of Oakland was established in 1887! This beautiful home has all of it's elegance and character carried through for over a century! With more than ten total rooms including formal dining room, living room, library, game room, and more it has all that you need to create and unbelievable atmosphere for family, guests, entertainment and more! This home features an upstairs balcony in the front and back so you can relax and enjoy looking at Downtown Oakland, or gazing out over the larger than 1/2 acre fenced lot in the backyard! Maybe it's future holds as the most inviting Bed and Breakfast in Central Florida. History, elegance, and beauty are already here! The only word to describe the Town of Oakland is Historical with its original brick roads, large oak trees, nature preserve, blocks from the pier on Lake Apopka. Speer Park is located across the street with playground, tennis courts, picnic tables, pavilion and more for family and friends. Highly rated Oakland Avenue Charter School is just moments away! This town has it all, and this unbelievable home sits right in the middle of it all in Downtown Oakland, where you can still walk less than a block to Town Hall, Post Office, or to pay your utility bill in person. This is a MUST SEE!! Schedule your showing today!!"
$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 
$450,000
502 ORIONVISTA WAY, Oakland FL 34787
6
BEDS
5
BATHS
4,191
SQFT
$107
$/SQFT
0.29
ACRES
2004
BUILT
"Buyer defaulted! Home is priced for immediate sale! Large and elegant 6-bedroom pool home on a pond located in the spectacular and privately gated waterfront community of Johns Landing. Welcome to a residence that has been barely used but meticulously maintained. Featuring a downstairs master bedroom, expansive kitchen with Zodiac counters, hardwood flooring and tile or carpeting, a bright and open family room with sliding doors that open to reveal a beautiful screened pool and paver deck. Basking in the Florida lifestyle is easy and comfortable with this Georgetown model Cambridge home built for entertaining. Upstairs are 5 additional bedrooms, 3 bathrooms, a bonus room, and massive loft area. The downstairs master retreat includes large bedroom, walk in tiled shower, bath with hydro massage tub, dual vanities, and extra room that is large enough for exercise room or small office even a massive closet! Spend your play days on the lake with quick access to the community dock and boat ramp. Johns Lake is consistently one of Florida s top 10 lakes for trophy bass fishing. At 2,419 acres in size, the magnificent waterway is a favorite playground destination. Quick access to the Turnpike provides an easy drive to Downtown Orlando, Disney World, and Orlando International Airport."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $465,000 TO $450,000 
$449,037
2130 STANDING ROCK CIR, Oakland FL 34787
5
BEDS
3
BATHS
3,467
SQFT
$130
$/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."
* PRICE INCREASED - $448,597 TO $449,037 
$422,000
439 LARGOVISTA DR, Oakland FL 34787
4
BEDS
4
BATHS
2,955
SQFT
$143
$/SQFT
0.39
ACRES
2001
BUILT
"Built in 2001, this Oakland open-layout home is located in a well-kept, gated neighborhood and offers plenty of natural light, an in-ground pool, a loft, granite kitchen countertops, granite master bath countertops, and a three-car garage. Upgraded features include a brand new HVAC. Pocket parks, common area maintenance, and private dock and boat launch are part of the homeowner's association."
* NEW LISTING 
$394,140
2636 BOBCAT CHASE BLVD, Oakland FL 34760
3
BEDS
3
BATHS
2,470
SQFT
$160
$/SQFT
0.12
ACRES
2019
BUILT
"Under Construction. BRAND NEW HOME - ALMOST COMPLETE! This gorgeous 2-story Driftwood floor plan greets you with a foyer open to above and beautiful wood looking vinyl floors as you enter the home. The gathering room offers an open concept to the kitchen and dining area. The best part is your oversized island is always in view! This beautiful kitchen features white cabinets, gorgeous quartz countertops and a marble backsplash. With an extended cover lanai and a game room that overlooks the foyer area, this home is perfect for entertaining. The only thing missing is you!"
$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 
$384,900
622 JOHNS LANDING WAY, Oakland FL 34787
5
BEDS
4
BATHS
3,271
SQFT
$118
$/SQFT
0.22
ACRES
2001
BUILT
"Welcome home to the Exclusive Gated community of Johns Landing! Driving up, you notice the long driveway, the spacious front yard, and grand covered front patio. As you step into the entry foyer, you will be awe struck by the high ceilings, the open feel, and the creative architectural implements of arches and columns. Off the entry to your left, you have a formal living room area which is currently configured as a home office and to your right you have the formal dining room. The kitchen features 42inch upper cabinets, a large center island with storage and power, as well as a built in work station and walk in pantry. The owners suite is the first of 5 bedrooms, is located on the first floor behind the family room, and features an ensuite with double sinks, large soaking tub, walk in shower, and large walk in closet. At the top of the stairs, you have large loft area which is PERFECT for a second family room or media room. The 4 bedrooms are split in pairs and are like master suites on opposite ends of the second floor and each are convenient to the 2 upstairs Full Baths. All 4 are like master suites, and could easily fit a king bed in each, and all have walk in closets! Heading downstairs the Florida room is nearly the entire length of the back of the home and is fully enclosed. You have views of Disney Fireworks and John s Lake from the upstairs windows and lake views from the Florida Room as well. Community amenities include a private boat launch to beautiful John's Lake, tennis courts & playground."
* NEW LISTING 
$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 
$373,139
2429 STANDING ROCK CIR, Oakland FL 34787
4
BEDS
3
BATHS
2,141
SQFT
$174
$/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 - $371,139 TO $373,139 
$365,000
906 JOHNS COVE LN, Oakland FL 34787
4
BEDS
3
BATHS
2,652
SQFT
$138
$/SQFT
0.34
ACRES
2001
BUILT
"Great Location!! 4 bed 3 bath home w/3 way split plan in desirable Johns Cove. Gated Community w/lake access & private boat ramp to Johns Lake (rated top 10 bass fishing lake). Original Owners are part time residents who only visit 1-2 months/year. Almost everything has been upgraded, updated &/or replaced-new roof (2017), A/C replaced (2018), electric hot water tank & water softener (2017), all toilets & faucets (2018), recently painted inside & out, new wood-look tile floors in bedrooms. All wet areas, the foyer & family rm are tile. Living rm & formal dining rm are laminate. Crown molding in living room, tray ceiling with recessed walls in dining room. The kitchen has 42' wood cabinets and new stainless steel appliances. It is bright & airy w/huge corner windows & a large fixed glass window at the sink along with a breakfast bar/island, eat-in area & a butler's pantry. Guest bedroom/in-law quarters w/en-suite & its own entrance is separated from the other 2 bedrooms & bath. All bedrooms are split from Master Bedroom. Master has double walk in closets, tiled floor & sliding glass doors to the over sized yard. Master bath has two sinks w/stone vanities, a frame-less shower enclosure w/rain shower, separate jetted tub & private toilet room. Large utility room has sink, cabinets, shelves & washer & dryer. Garage floor, driveway & walkway epoxied & sealed. Liftmaster garage door opener. Several fruit trees in backyard w/extra green space (HOA owned) on the east side of the property. Call to see today!"
* NEW LISTING 
$357,500
1810 STANDING ROCK CIR, Oakland FL 34787
3
BEDS
3
BATHS
2,000
SQFT
$179
$/SQFT
0.18
ACRES
2017
BUILT
"**CLICK ON THE 3D TOUR** Have you been dreaming of an energy-efficient, single story home in the Winter Garden area? Well then, WELCOME HOME to Oakland Trails! Home is sure to impress! This beautiful 3 Bedroom/ 2.5 Bath Energy efficient Meritage Home construction offers plenty of natural light, tray ceilings & recess lighting. Guest are greeted by entering a lovely foyer, which leads to a beautiful gourmet kitchen includes, 42 Expresso cabinetry, granite countertops, glass top range, dishwasher, and microwave, as well as two built in convection ovens. Recess lighting and pendant lighting over the large island granite countertops. Kitchen is open to the light & bright living area, great for entertaining! Inside laundry room with linen closet as well as pre-plumbed for future laundry sink. Glass french doors lead out to the covered patio, where you can sit and enjoy your backyard, free of rear neighbors. Directly off the living room is the spacious master bedroom with tray ceilings, master bath offers large dual walk-in closets, luxurious soaker tub with separate shower. Enjoy West Orange Trail, Shopping at Winter Garden Grove, & Convenient access to turnpike entrance & 429! Come make this your new home today!"
$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 
$334,341
2351 STANDING ROCK CIR, Oakland FL 34787
3
BEDS
3
BATHS
2,008
SQFT
$167
$/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 - $332,341 TO $334,341 
$305,000
645 STRIHAL LOOP, Oakland FL 34787
4
BEDS
3
BATHS
2,606
SQFT
$117
$/SQFT
0.22
ACRES
2004
BUILT
"MOTIVATED SELLER!!! 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 - $315,000 TO $305,000 
$299,990
112 RYAN CT, Oakland FL 34760
3
BEDS
3
BATHS
2,060
SQFT
$146
$/SQFT
0.42
ACRES
1988
BUILT
"NO HOA!!! In the sought out Oakland community.This charming 3/2.5 home has big fenced in backyard, updated kitchen with big island, granite counter tops, a bonus room with 1/2 bathroom, bay sitting window, all closets in bedrooms has custom built in shelving organizer. Turnpike north and south entrance short distance. Over sized garage. All windows LE double pane, Blown insulation in attic 2017, a/c baffle dual thermostat, 2 water heaters( tank less and regular) Full RV hook up with concrete pad. Fruit Trees. Buyer to verify measurements. Must See !!!!!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $319,999 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. A/C replaced 3-4 years ago. 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 
 
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