Oakland Schools and Nearby Homes for Sale and Rent

Please click on one of the below schools to see properties that are marked as being nearby those schools in the MLS.


Middle Schools

High Schools





Newest Oakland Homes by School

  • 1230 PAINTED BUNTING AVENUE, OAKLAND, FL - MLS# O5914579

    West Orange High - O5914579 - 1230 PAINTED BUNTING AVENUE, OAKLAND, FL 34787
    14 Days on yellowkey

    $455,000 | Single Family Home | 4 beds | 3.5 baths

    GREAT OPPORTUNITY to own a nearly new home in the historic town of OAKLAND! **** This Spacious family home is located just minutes (actually 3.3 miles) from Downtown Winter Garden & The Plant Street Market! **** With Front Porch Pond Views and directly across the street from the West Orange Trail & Oakland Nature Preserve, makes this home in a PRIME LOCATION! **** Entering inside to a 2 Story traditional home with plenty of room to spread out is the Main Floor featuring the Master Bedroom, Eat-in Kitchen, with Walk In Pantry, Gathering room, and Foyer w/Laundry Room, and ****TWO OFFICES on the Main Floor! ( one is a pocket office off the kitchen) **** Continuing upstairs to the Loft and large walk in Storage Closet has an additional 3 more Bedrooms and 2 more Full Baths. ( One Bedroom has an Ensuite Bathroom) **** Other Features of this home include a Screened In Enclosure to the Extended Lanai w/ Sliding Glass Pocket Doors, Fenced In Back Yard, Gutters, Ceiling Fans, and an EXTENDED GARAGE! The Community amenities include an onsite pool with Cabana and Tot Lot! ***The HOA includes Lawn Care! Longleaf At Oakland is located off Oakland Ave and West Colonial Drive w/close proximity to the Florida Turnpike and the 429. Call to schedule your showing today!

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    Listing is courtesy of: FOLIO REALTY LLC

  • 2193 WHITE FEATHER LOOP, OAKLAND, FL - MLS# O5914320

    West Orange High - O5914320 - 2193 WHITE FEATHER LOOP, OAKLAND, FL 34787
    14 Days on yellowkey

    $351,000 | Single Family Home | 3 beds | 2.5 baths

    This bright and impeccable energy-efficient home, move-in ready is a rare find in the highly desired community of Oakland Trails. The chef of the family will enjoy cooking in this Meritage Kipling model open kitchen with espresso cabinets, tons of granite countertop and a complete package of Whirlpool stainless steel appliances. Upstairs you will find a loft/bonus space that has endless possibilities, also two bedrooms, a full bathroom and the convenient and spacious laundry room. Master suite bathroom features dual vanities, a sleek modern shower stall, an oversized walk-in closet, a separate linen closet and a private balcony providing great views of the open green space and walking path. This home has been enhanced with neutral colors, a Ring Doorbell and Aprilaire Smart Thermostat. This home has 2 car rear garage, back and front porches and plenty of family space with lots of windows. This quiet community offers an unbeatable lifestyle with a gorgeous pool, pavilion, playground, dog park and great green views from the walking path around the neighborhood. Very low HOA and it includes lawn care! Perfectly situated near to the West Orange Bike Trail, only minutes from the beautiful Downtown Winter Garden, SR 408,SR 429 and Turnpike. You have just found your new home! Call today to schedule a showing, you don't want to miss out on this amazing opportunity!

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    Listing is courtesy of: B & Q INTERNATIONAL GROUP LLC

  • 1518 WILD SWEETGRASS WAY, OAKLAND, FL - MLS# O5910382

    West Orange High - O5910382 - 1518 WILD SWEETGRASS WAY, OAKLAND, FL 34787
    36 Days on yellowkey

    $476,600 | Single Family Home | 4 beds | 3.5 baths

    Under Construction. Your low-maintenance lifestyle is waiting for you with the brand new single-family home built by Pulte Homes at Longleaf at Oakland. This Northgate floor plan has a custom designed exterior with a wraparound front porch on a corner homesite looking out onto the West Orange Trail. This two story home features the owner's suite on the first floor and the secondary bedrooms located on the second floor. There is plenty of room to spread out and work from home using the featured open built in desk area located in the center of the home, the private enclosed den, and the upstairs loft. The kitchen boasts a grand island and built-in stainless steel appliances. Color selections were made by a professional designer and include gorgeous upgraded features including white cabinetry, quartz and granite countertops, tile, carpet, and laminate wood floors, blinds, iron spindle railing, and so much more! Community amenities include an onsite pool with cabana and tot lot, plus access to the West Orange Trail. You'll also enjoy being nearby downtown Winter Garden's Plant Street Market with restaurants, shops, a local brewery, and a weekly farmer's market.

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    Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC

  • 2020 STANDING ROCK CIRCLE, OAKLAND, FL - MLS# O5911503

    West Orange High - O5911503 - 2020 STANDING ROCK CIRCLE, OAKLAND, FL 34787
    36 Days on yellowkey

    $509,900 | Single Family Home | 4 beds | 2.5 baths

    Fantastic opportunity to purchase a beautiful like NEW energy efficient 4 bedroom, 2 and 1/2 bathroom home in the very desirable Oakland Trails. Just completed in 2019 and has all the energy saving features you seek built in! Clean, MOVE-IN ready! Located in the Town of Oakland and sitting along the West Orange Trail, this home has so much to offer. A resort style pool with custom lighting, decking and mobile app compatible. Loaded with upgrades including quartz counter tops, stainless steel appliances, custom lighting, beautiful faucets, built in ovens and large pantry. Tastefully decorated and move-in ready! Well kept home that shows like a model! All bedrooms are upstairs as well as a bonus room or play area. The large master bedroom has a tray ceiling and a luxurious bath with double sinks and oversized walk-in closet. Beautiful paver driveway with garage-tek floor and custom shelving. Oakland Trails offers several amenities including a huge community pool, dog park and playground with a low HOA fee. Close to restaurants, shopping and easy access to Florida Turnpike, SR429, SR408 and I-4. Only 20 min from downtown Orlando. Come see this beautiful energy efficient home in Oakland before it's gone!

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    Listing is courtesy of: REALTY HUB

  • 321 W HENSCHEN AVENUE, OAKLAND, FL - MLS# V4916695

    Dr. Phillips High - V4916695 - 321 W HENSCHEN AVENUE, OAKLAND, FL 34760
    42 Days on yellowkey

    $330,000 Reduced | Single Family Home | 4 beds | 2.0 baths

    Oh hey there!! I knew that we would meet. That is because I am just what you are looking for. Hand placed stone with exterior earth tones welcome you. Plenty driveway for all the friends and family that will be visiting your NEW HOME! As we enter, I bet its a little cold due to my new HVAC system(2019). Knock knock, I welcome you all to an open floor concept and my beautiful modern kitchen. Granite tops, solid & high wood cabinets, flawless backsplash, large island for entertaining and those late night dinners. 2 bedrooms lie downstairs which can be used for office space, spare rooms, or whatever your family may have to offer. Fresh paint and precisely laid laminate is what you see. Completely upgraded bathroom as well.. to keep them out of yours, LOL! Sliders off either bedrooms to exit into the vast green backyard that I take pride in that! But don't spend too much time out there, lets run upstairs! WOWZERS!! Yes, this is my great room for all the family movie & game nights, football games, or just a quite area to get away and relax. My additional bedrooms are found up here! Oversized to say the least. walk in closets, new carpet, and plenty natural light! Cheap electric by the way (; To the far rear bedroom, you will see a private balcony that lets you wander off your master. Early morning coffee, star gazing, or some fresh air this balcony has space for it all! I am located just off the west orange trail, blocks from the nature preserve, and very close to lake Apopka which has dock access for boat days here in the sunshine state! I am priced to sell, and my owner is MOTIVATED. I will not last long, so come see me while you can!! See ya soon (:

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    Listing is courtesy of: MCBRIDE REALTY GROUP LLC

  • 1088 HULL ISLAND DRIVE, OAKLAND, FL - MLS# O5903565

    West Orange High - O5903565 - 1088 HULL ISLAND DRIVE, OAKLAND, FL 34787
    77 Days on yellowkey

    $708,260 Reduced | Single Family Home | 4 beds | 3.0 baths

    Under Construction. Check out this must-see 1-story 4 bedroom, 3 bath home with large open spaces. Upon entry, a spacious foyer with a tray ceiling leads to the formal dining room, also with a tray ceiling. Two guest rooms, both with walk-in closets, a full guest bathroom with a double sink vanity can be found down the hall. Past the foyer, the Aspire opens to the great room overlooking the extended lanai, large kitchen with an expansive island, and breakfast nook. The large kitchen showcases linen shaker-style cabinets, maintenance-free marble-look quartz countertops, and a stunning backsplash. The chef of the family is sure to appreciate the GE® stainless steel appliance package, including the convection wall oven and built-in microwave and an exhaust hood over the natural gas cooktop. The owner’s suite is bright with natural light from five windows. The bath boasts separate vanities, a large walk-in shower, a private water closet, and a free-standing vessel tub. The closet is spacious enough to accommodate even the largest shoe collection. Located opposite the great room, you’ll find the fourth bedroom and another full bathroom. This bath would double as the perfect pool bath, with access to the backyard via a door located just outside. The owner’s entry provides access to the home from the tandem 3-car garage. This amazing home in Hull Island is built to Energy Star® 3.1 home building standards, which can save you on the monthly cost of ownership. Contact us today.

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    Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY

  • 418 LARGOVISTA DRIVE, OAKLAND, FL - MLS# O5902064

    West Orange High - O5902064 - 418 LARGOVISTA DRIVE, OAKLAND, FL 34787
    84 Days on yellowkey

    $899,000 Reduced | Single Family Home | 4 beds | 4.0 baths

    Beautifully REMODELED MEDITERANEAN DIRECT LAKE FRONT HOME ON 1/2 ACRE lot on the SKIABLE 2500 ACRE JOHNS LAKE in the SOUGHT AFTER TOWN of OAKLAND! Minutes from DOWNTOWN WINTER GARDEN and Shopping, Crooked Can Brewery and the West Orange Trail for your outdoor enjoyment. Just off the turnpike to make an easy commute to all the Orlando attractions! Great schools and Great location makes this home a must see.Double beveled glass entry doors open to the FOYER AND FORMAL LIVING ROOM and an amazing PANORAMIC VIEW OF JOHNS LAKE THRU THE WALL OF SEEMLESS GLASS WINDOWS ! All new flooring includes (glued down)engineered hardword flooring through out most of home ,tile in bathrooms and NEW carpet in the bedrooms. 4 BEDROOMS PLUS OFFICE/DEN AND 4 FULL BATHROOMS , LOFT UPSTAIRS WITH BALCONY TO OVERLOOK LAKE AND VIEW DISNEY FIREWORKS WHEN THEY COME BACK!! GOURMET KITCHEN WITH GRANITE COUNTERS AND STAINLESS STEEL APPLICANCES. The kitchen and breakfast area both look into the family room and all have a view. All NEW MASTER BATHROOM that is modern meets LUXURY! Stand alone LARGE soaker tub and HUGE custom shower has multiple rain head shower sprayers and seemless glass enclosure. New Vanities in master . New Custom Closets with tons of storage and soft close drawers , island dresser in closet too!Other features include tile roof, brick paver drive, 3 car side entry garage, large screened in lanai already pre-plumbed for a summer kitchen! On Q structed wiring with camera and surround sound throughout home. Wet bar/ butlers pantry with wine chiller. Whole home central vac system. Gated community with tennis courts, private boat dock and ramp. If you love to fish , you will love living on Johns Lake! Bring your boat or jet ski and make this home yours quick!

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    Listing is courtesy of: RE/MAX PRIME PROPERTIES

  • 912 JOHNS POINT DRIVE, OAKLAND, FL - MLS# O5898034

    West Orange High - O5898034 - 912 JOHNS POINT DRIVE, OAKLAND, FL 34787
    98 Days on yellowkey

    $1,749,000 | Single Family Home | 5 beds | 6.0 baths

    This LUXURY LAKEFRONT ESTATE is nestled in the private, gated community of John’s Cove on a large, beautifully landscaped .63 acre homesite. Upon entry into your home, you will be awed by the stunning LAKE VIEWS through magnificent windows and over 30’ ceilings of the grand living area. This custom home was recently updated to stylishly modernize the interior décor and maximize its light and beauty. With over 6,000 sq ft, this IMMACULATELY MAINTAINED home has 5 bedrooms, 6 baths, infinity edge pool, an outdoor, screened in spa and summer kitchen, covered outdoor dining area, a gym/game room, theater room and a 4-car garage. The Owner’s Retreat is a luxurious getaway with FRENCH DOORS out to the pool area. Make your favorite morning beverage at the dry bar with mini fridge and watch the lake awaken from the comfortable sitting area. You will love the spacious, walk in closets with custom built-ins. The Master Bath is elegantly separated for Him and Her with a soaking tub and a walk-through shower with dual rain heads. The home’s other interior features include soaring vaulted ceilings, a spiral staircase, double tray ceilings, a 250+ bottle, temperature-controlled WINE ROOM, and a butler’s pantry with sink and ice maker. Upstairs there are 3 bedrooms and a huge GYM/GAME ROOM with gorgeous views of John’s Lake. The Stunning Office and Library has FRENCH DOORS and features a 2-person, pneumatic ELEVATOR leading to a fully equipped, 6 seat HOME THEATER. With SURROUND SOUND through-out and massive indoor/outdoor living areas, this home is an entertainer’s dream. Host up to 80+ guests, corporate and private dinners, kid’s prom parties or simply enjoy family time; staring at the stars and Disney Fireworks from your pool or sitting around fire pit grilling s’mores. The kitchen is a chef’s dream with top of the line Viking appliances, walk in pantry, and plenty of granite counter space. With large sections of the lake still undeveloped, JOHN’S LAKE is the epitome of FLORIDA LAKEFRONT LIVING. You can paddle board, kayak, water ski and wake board from your dock with covered boat lift and dual, jet-ski lifts. It is incredibly tranquil and one of the best fishing lakes in the area. Rest assured, this amazing home is perfectly located outside the hustle and bustle of Orlando and the crippling traffic associated with most other prime lakefront communities in the area. This portion of John’s Lake is the definition of convenience to all Orlando has to offer. You will be only 20 minutes from downtown Orlando, 25 to Disney and only 30 minutes to the airport. I look forward to hosting you!!

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    Listing is courtesy of: EXP REALTY LLC

  • 1152 HULL ISLAND DRIVE, OAKLAND, FL - MLS# O5874578

    West Orange High - O5874578 - 1152 HULL ISLAND DRIVE, OAKLAND, FL 34787
    203 Days on yellowkey

    $861,835 Increased | Single Family Home | 5 beds | 4.5 baths

    Under Construction. With 5 beds, 4 ½ baths, a loft, a sunroom, and a 3-car garage, this plan puts the space where you need it without skimping on the style and design. Enjoy beautiful views of Lake Apopka through the plethora of glass on the back of the home. The family room showcases a stunning tray ceiling and beautiful unobstructed views of the lake. The sun room further accentuates how perfect this floorplan is for this lake homesite. The kitchen showcases ample cabinetry, quartz countertops, and a huge walk-in pantry. The white farmhouse sink, diamond-shaped backsplash, and GE® slate-finish appliance package, including a wall oven and built-in micro and an exhaust hood mounted over a natural gas cooktop will keep the chef happy. Downstairs is a guest suite with walk-in closet and full bath. Wood-look tile and crown molding can be found in the main areas downstairs, while 8-foot interior doors can be found throughout. Upstairs, you will notice the three secondary bedrooms all with walk-in closets tucked down the hall with a shared bath. An additional bathroom has be added to one creating a lovely guest suite. The laundry room is perfectly located near all the bedrooms for ease of use. Sectioned off nicely from the rest of the second floor you’ll find the loft. The owner’s suite bath showcases separate quartz-topped vanities, a walk-in shower with 12x24 tile extending to the ceiling, and a corner set free standing tub that screams spa. Contact us today to schedule a tour of this Lake Apopka home for sale!

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    Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY