Oakland Real Estate, Homes and Condos for sale

All Oakland homes currently listed for sale in Oakland as of 07/23/2019 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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$1,680,000
520 LARGOVISTA DR, Oakland FL 34787
5
BEDS
5
BATHS
5,222
SQFT
$322
$/SQFT
0.53
ACRES
2019
BUILT
"Pre-Construction. To be built. LAKEFRONT luxury custom home opportunity on Johns Lake! Take out the boat or jet skis from your own private dock. Pool and spacious yard overlooking the lake with Southwestern views for nightly sunsets. Downstairs master with a large upstairs guest suite for family and friends. This home also boosts home theater room, game room, second-floor bonus room, bar, large balcony, patio, eat-in kitchen, formal dining, full laundry upstairs and down, and summer kitchen. Located for quick access to Florida's Turnpike, Clermont, Gotha, Winter Garden, and Walt Disney World."
* PRICE LOWERED - $1,700,000 TO $168,000 
$1,625,000
912 JOHNS POINT DR, Oakland FL 34787
5
BEDS
6
BATHS
6,065
SQFT
$268
$/SQFT
0.63
ACRES
2006
BUILT
"Stunning Mediterranean Lakefront home located on beautiful Johns ski-lake in a private gated community of Custom Homes. This exquisite 6065 sq. ft Lakefront home features 5 bedrooms, 6 bathrooms, a 4-car spacious garage and an infinity edge pool and amazing lake views. Features include soaring vaulted coffer ceilings, hardwood floors, a glass enclosed and temperature controlled wine cellar with additional butler s bar with sink and ice maker. A private elevator takes you to a fully equipped 6 seat Home Theater. The magnificent Formal living room has a a gas fireplace and custom builtins. Surround sound both inside and outside, an upstairs large game room and gym over look the lake. Experience the Florida Lake Life that includes a Large Screened Lanai with a Summer Kitchen. Enormous Uncovered Paver Patio for entertaining, Outdoor Shower, Vanishing Edge Pool and Spa. This house comes with a covered boat dock with a ski boat lift and 2 jet-ski lifts. The chef-inspired kitchen has top of the line Viking appliances, Murano glass light fixtures and a curved sink in the middle of the center Granite island perfect for entertaining. The master suite, is spacious and luxurious with Lake Views and a dry bar and mini refrigerator to cap an amazing Private space. The Master Bath has a Soaking tub and and a walk through shower join the His and Her separate bathrooms. Owner is an Agent The Downstairs Guest Ensuite assures all guests feel pampered."
$1,450,000
1010 JOHNS POINT DR, Oakland FL 34787
5
BEDS
6
BATHS
5,806
SQFT
$250
$/SQFT
0.88
ACRES
2001
BUILT
"This magnificent home, situated on a point lot (just under an acre) with almost 300' of lake front on Johns Lake, is sure to impress! From the moment you enter the 30' tall grand foyer/living area with breathtaking stairwell you'll be swept away in the emotion of this home. Designed with entertaining in mind, every room in this home is spacious and open with great flow. All of the details you would expect in a truly custom home. The kitchen boasts exquisite cherry cabinetry with decorative details including large island, double oven and cook top plus rare granite. You'll enjoy any meal in this light and bright casual dining area overlooking the pool and lake! French doors open up the entire back of this home to the lanai/pool area. All the bedrooms are over-sized en-suites with unique bathroom vanities and walk in closets. Most of the bedrooms have covered patios or balconies, too! Luxurious master wing (upstairs) was designed with tall windows and a balcony overlooking the lake. There's plenty of room for everything with these his and hers closets, too. The spa-like master bath retreat features extensive marble flooring, large double vanity, oversized shower, bidet and Jacuzzi tub. Brand new tile roof, two newer HVAC units, and fresh paint both inside and out. You will enjoy every sunset on this resort style pool area with travertine deck entirely screened in for maximum usability! Walk down to this covered dock with enough room for all the water toys. Johns Lake is 2400 acre active ski/fish lake."
* PRICE LOWERED - $1,545,000 TO $1,450,000 
$785,000
1008 HULL ISLAND DR, Oakland FL 34787
5
BEDS
3
BATHS
2,928
SQFT
$268
$/SQFT
0.60
ACRES
2002
BUILT
"AMAZING True large 5 bedrooms, 3 full baths split floor plan, w/ large office, formal dining room & vaulted ceilings. open concept kitchen family room with 3 sets of glass sliding doors looking out at stunning view of the pool/spa + waterfall, porch (veranda) plus Lake Apopka and Oakland nature preserve. 5 BASEBOARDS throughout, custom trim work around windows and doors. KITCHEN has all new STAINLESS steel GE appliances; French door refrigerator, WINE fridge, microwave oven, 36 drop in stove, New stainless steel 36 range hood, Kitchen sink w disposal. New drop down faucet (kitchen touch-less sensor) GRANITE counter tops throughout, Under-cabinet LED lights. New custom solid wood cabinets throughout. New LED light fixtures and FANS throughout including PENDANT lights, recess lights and ceiling lights Lots of lights with multi way switches. Custom solid wood BATH vanities with granite counter tops throughout + new toilets + tub. MASTER has SEAMLESS glass enclosure, spa shower (marble floor and trim + porcelain tile) Custom solid wood master closet. CUSTOM door trim throughout. New exterior porch/pool ceiling fans. New interior, exterior and POOL deck paint. New stain master carpet and PORCELAIN wood 8 x 48 tile throughout. NEW front load washer & LP gas dryer. New ROOF. New ATTIC SOLAR fan. LP gas tank-less hot water heater. New Ryobi WiFi garage opener. Extra large garage with WORKBENCH and EPOXY flooring. New sod, Front & Side irrigation. NEW screen enclosure. BUILD YOUR OWN DOCK and bring your toys"
* NEW LISTING 
$475,000
70 MILLHOLLAND ST, Oakland FL 34760
4
BEDS
3
BATHS
2,529
SQFT
$188
$/SQFT
0.30
ACRES
2009
BUILT
"Enjoy LAKE breezes, sunsets, PARKS, the highly sought after West Orange Trail for biking or exercising, then top it off w/ an afternoon summer swim in your private POOL! Nestled amongst oaks in the quaint town of Oakland, adjacent to Winter Garden, & just minutes to historic downtown is this custom built, open floor plan, 4/3+BONUS room w/ solar heated POOL, screened enclosure, covered patio for outdoor entertainment, & WATER VIEWS. MASTER suite is to the back right of the home & features French doors to the pool, wood floors, garden TUB, shower, dual sinks, GRANITE counter, walk-in closet, & private toilet. Living area includes high ceilings, French doors to the patio, & a wood burning fireplace for cool winter nights! Kitchen features GRANITE counters, STAINLESS appliances, & walk-in pantry. Just past the kitchen is the dining area which can be dressed up formally or kept as a casual setting. Laundry is located downstairs. Travel upstairs to find two bedrooms, full bath, & LOFT which would be a perfect spot for a theater room. Full bath includes dual sinks, tub/shower & toilet w/ water views! Upstairs hallway overlooks the living room which adds a more open feel. Just minutes to the Turnpike, highway travel, shops, restaurants, Oakland Nature Preserve, & infamous downtown Winter Garden. Enjoy a stroll to the public dock to catch a breathtaking sunset over Lake Apopka or take a ride on your golf cart. Homes in Southern Oaks don t last long! Schedule your showing today!!"
* NEW LISTING 
$475,000
15250 SUNSET OVERLOOK CIR, Oakland FL 34787
5
BEDS
3
BATHS
3,135
SQFT
$152
$/SQFT
0.25
ACRES
2008
BUILT
"Fall in love with this stunning home situated in Lake Pointe Community! This 5-bedroom, 3-bath home has lots of upgrades to offer. The welcoming exterior is enhanced by mature landscaping, 3-car garage and a well-maintained driveway. This house also offers a screened-in pool, outside shower and a deck for lounging. The interior boasts brilliant features with high ceilings, a separate dining area, an open floor plan, living room and a spacious family room, enhanced by carpet and ceramic tile flooring. The fully-equipped kitchen comes with solid wood cabinets, granite countertops and stainless appliances. Has an attic and a bonus room that can be an office or game room based on your needs. Living here also gives you access to John Lake Pointe's amenities such as a resort-style pool, clubhouse, playground and a tennis court. A 25-min drive to Disney and other attractions, this must-see home is perfect as a primary residence or a retirement home."
* PRICE LOWERED - $515,000 TO $475,000 
$449,900
20 E VICK AVE, Oakland FL 34760
2
BEDS
3
BATHS
2,190
SQFT
$205
$/SQFT
0.52
ACRES
1901
BUILT
"Charming Russian Victorian home in the quaint town of Oakland. This home is situated on a acre corner lot boasting 2 bedrooms, 2 bathrooms, den/office, sitting area/flex space (both can be converted or used as 3rd and 4th bedrooms if needed), mud room, quartz countertops and picturesque windows in kitchen, walk-in pantry that leads to spacious laundry room, and hardwood floors throughout. The outside features a large 3-car garage with attic storage space and workbenches, boat/RV parking with a 30AMP connection, breezeway that leads from house to garage. There is a detached in-law studio apartment with a sink, microwave, bar refrigerator, washer/dryer hook-up, full bathroom, and a large walk-in closet. Other features include tankless water heater for main home and apartment, new nest thermostat in main home, mini-split A/C in apartment. This historic charmer is close to the Winter Garden Farmer s Market, Oakland Nature Preserve, West Orange bike trail, Lake Apopka, and so much more! Don t miss your chance to own this one of a kind boutique home!"
$439,000
635 LARGOVISTA DR, Oakland FL 34787
6
BEDS
3
BATHS
3,784
SQFT
$116
$/SQFT
0.31
ACRES
2005
BUILT
"FRONT WATER VIEWS! 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!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $474,900 TO $439,000 
$425,000
306 N TUBB ST, Oakland FL 34760
6
BEDS
3
BATHS
3,420
SQFT
$124
$/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. It has also been CONFIRMED that this large lot can be subdivided into three separate lots!! Plenty of land if a builder brings the plans! This is a MUST SEE!! Schedule your showing today!!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $499,000 TO $425,000 
$425,000
570 JOHNS LANDING WAY, Oakland FL 34787
5
BEDS
4
BATHS
4,030
SQFT
$105
$/SQFT
0.22
ACRES
2003
BUILT
"Within Oakland's John's Landing community lives this fully-loaded open layout POOL home offering community CHAIN OF LAKES ACCESS. Upon immediate entry you will notice many structural upgrades throughout. Notable features include the oversized master closet & tiled walk-in shower, the spacious 10' privacy fenced backyard, & the intelligent upstairs layout featuring dual staircases & a spacious loft. John's Landing is a high-end GATED COMMUNITY on the John's Lake Chain of Lakes located immediately near Oakland's Florida Turnpike Exit 272 granting quick commutes to Orlando, Disney World, and world-class beaches on either coast. Ownership also grants enrollment to Oakland Avenue Charter School."
* PRICE LOWERED - $436,800 TO $425,000 
$377,000
239 LARGOVISTA DR, Oakland FL 34787
4
BEDS
3
BATHS
3,472
SQFT
$109
$/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. Step inside and be impressed with the open floor plan and high ceilings 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, Lovely cabinets and pretty ceramic tiles including the dinette area. The master suite is downstairs and features a lovely & Spacious glamour bath with separate tub and shower and huge walk in closet. All bedrooms are Spacious. There is a huge bonus media / theatre room or Man's cave upstairs. 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 - $382,095 TO $377,000 
$365,950
2749 BOBCAT CHASE BLVD, Oakland FL 34760
4
BEDS
3
BATHS
2,172
SQFT
$168
$/SQFT
0.11
ACRES
2019
BUILT
"Under Construction. BRAND NEW HOME - MOVE IN THIS SUMMER! Enjoy the best of both worlds at this peaceful oasis in a prime location. Located across from Oakland Nature Preserve, this new home allows you to escape stress and relax in nature. Long commutes are shortened with proximity to Florida s Turnpike and the 429. Spend the day at local restaurants/farmer s markets in Downtown Winter Garden and unwind as you enjoy Florida beauty on the West Orange Trail. The Seamist floorplan offers a private bedroom with full bath on the main floor, ideal for guests or a home office. Create meals for your loved ones in the kitchen while overlooking mature landscaping including preserved Oak Trees. This home has no rear or front neighbors. Spend the evening outside on the oversized covered lanai that features beautiful brick pavers. This home is priced to sell and sure to make you feel like you ve found home. Longleaf at Oakland is a fully maintained community located conveniently off Oakland Avenue and W Colonial Drive. Community features a cabana area, pool, playground, and trails that lead to the West Orange Trail. Come see everything Longleaf at Oakland has to offer! Pictures for illustration purposes only. Options may vary."
* PRICE INCREASED - $359,400 TO $365,950 
$360,000
847 CURA CT, Oakland FL 34787
4
BEDS
3
BATHS
3,000
SQFT
$120
$/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!!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $374,900 TO $360,000 
$356,975
1999 WHITE FEATHER LOOP, Oakland FL 34787
3
BEDS
3
BATHS
2,088
SQFT
$171
$/SQFT
0.10
ACRES
2018
BUILT
"Brand NEW energy-efficient home ready NOW! Enjoy cooking in this Baldwin home s gourmet kitchen with quartz countertops and farmhouse kitchen sink. Tranquil dry pond views from front porch and balcony. Additional features include upgraded vinyl 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. Known for their energy-efficient features, our homes help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills."
$345,710
1101 BOBCAT CHASE BLVD, Oakland FL 34787
3
BEDS
2
BATHS
1,565
SQFT
$221
$/SQFT
0.14
ACRES
2019
BUILT
"Under Construction. BRAND NEW HOME - ALMOST COMPLETE! If you are looking for a peaceful place to call home, look no further. This brand-new home offers mature landscaping with no rear or front neighbors and views of the beautiful West Orange Trail. Located across from the Oakland Nature Preserve, you will find your place to relax and feel undisturbed. The open floor plan and kitchen with central island allows you to entertain your loved ones. 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 plan is priced to sell and sure to make you feel like you ve found home. Longleaf at Oakland is a fully maintained community located conveniently off Oakland Avenue and W Colonial Drive. Commuting from this location is a breeze with close proximity to the Florida Turnpike and 429. Community features a cabana area, pool, playground, and trails that lead to the West Orange Trail. Come see everything a home in Longleaf at Oakland has to offer! Pictures for illustration purposes only. Options may vary."
* PRICE INCREASED - $339,710 TO $345,710 
$343,859
1921 WHITE FEATHER LOOP, Oakland FL 34787
3
BEDS
3
BATHS
2,183
SQFT
$158
$/SQFT
0.10
ACRES
2019
BUILT
"Under Construction. Under Construction Brand NEW energy-efficient home ready October 2019! The Whitaker's open kitchen overlooks the family room and living room and the upstairs game room can be set up for work or play. Enjoy the outdoors on the front porch, back lanai, or courtyard. 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."
$340,000
2327 STANDING ROCK CIR, Oakland FL 34787
3
BEDS
3
BATHS
2,078
SQFT
$164
$/SQFT
0.09
ACRES
2018
BUILT
"Move-In Ready, ENERGY STAR Certified Home! The home features stunning modern finishes throughout and Beautiful front porch. The Gourmet Kitchen has a large island overlooking the dining room and living room, double ovens, cook top, 42 white cabinets with crown molding, granite countertops, upgraded stainless steel appliances, back-splash and pendants lights. First floor has Elegant Vinyl Plank, except powder room, 10 high ceiling with 8 doors and 5 baseboards. The stairs, leading up to the loft and 3 bedrooms are upgraded to the aluminum rail with stainless steel cables, and the upstairs loft is spacious to fit your family s needs. The Master Suite has a tray ceiling & 4 recess lights, and both bathrooms have double sinks with granite countertops. The home is conveniently placed between two streets, providing a long parking pad in the back, easily fitting 6 cars beside the 2 in the over-sized 2 car garage. Cool off in the community pool, while the kids play at the park. The Community is walking distance to the West Orange Trail and conveniently close to Central Florida's major employment, services, main highways and entertainment corridors including Disney Springs and Walt Disney World. Known for their energy-efficient features, this home will help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills. The house also comes equipped with a Ring Doorbell with camera, Smart switch and thermostat. This house offers over $35K in upgrades."
* PRICE LOWERED - $345,000 TO $340,000 
$336,575
1915 WHITE FEATHER LOOP, Oakland FL 34787
3
BEDS
3
BATHS
2,088
SQFT
$161
$/SQFT
0.10
ACRES
2019
BUILT
"Under Construction. Brand NEW energy-efficient home ready July 2019! The Whitaker's open kitchen overlooks the family room and living room and the upstairs game room can be set up for work or play. Enjoy the outdoors on the front porch, back lanai, or courtyard. 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."
$330,193
1945 WHITE FEATHER LOOP, Oakland FL 34787
3
BEDS
3
BATHS
2,008
SQFT
$164
$/SQFT
0.10
ACRES
2019
BUILT
"Under Construction. Under Construction Brand NEW energy-efficient home ready October 2019! The Kipling's open kitchen overlooks dual living areas on the first floor. Upstairs loft separates the master suite and bedrooms for privacy. Relax on the lanai or in the courtyard. 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."
$315,000
237 LARGOVISTA DR, Oakland FL 34787
3
BEDS
3
BATHS
3,164
SQFT
$100
$/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."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $325,000 TO $315,000 
$309,733
1939 WHITE FEATHER LOOP, Oakland FL 34787
3
BEDS
3
BATHS
2,008
SQFT
$154
$/SQFT
0.10
ACRES
2019
BUILT
"Under Construction. Under Construction Brand NEW energy-efficient home ready October 2019! Enjoy the functionality of the open kitchen, living room and lofty dining area that opens to the second floor of the beautiful Chandler home. Relax on the front porch or use the optional upstairs pocket office for tackling home and paperwork. 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."
 
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