Oakland Properties for Sale by Neighborhood


Oakland Properties for Rent by Neighborhood





Newest Properties by Oakland Neighborhood

  • 15250 SUNSET OVERLOOK CIRCLE, OAKLAND, FL - MLS# O5791541

    O5791541 - 15250 SUNSET OVERLOOK CIRCLE, OAKLAND, FL 34787
    6 Days on yellowkey

    $515,000 | Single Family Home | 5 beds | 3.0 baths

    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.

    Contact Yellowkey Agent

    Listing is courtesy of: ELEVATE REAL ESTATE BROKERS (954-772-3870)
    Listing Agent: Gillian Redman (863-521-7329)

  • 1190 STATIONSIDE DRIVE, OAKLAND, FL - MLS# S5019058

    S5019058 - 1190 STATIONSIDE DRIVE, OAKLAND, FL 34787
    13 Days on yellowkey

    $319,900 Reduced | Single Family Home | 4 beds | 3.0 baths

    What a great home in a hidden gem of a community! This house has large 18" tile throughout, a fantastic contemporary floor plan, and an almost new roof. High-end lighting and special tile inlay greet you as you enter this lovely home. Updated appliances, ceiling fans, hybrid hot water heater, and front load washer and dryer all included with the house. Kitchen has crown molding and upgraded hardware on the cabinetry. Pendant lighting and breakfast bar area round out this gourmet chef's kitchen. Special split master bathroom provides all the convenience and privacy any one would want. The two side bedrooms have special chair rails with tastefully done accent paint that any child would appreciate. The large back yard is fenced with great landscaping and a professionally built back patio that creates amazing outdoor space for the whole family. The front of the house is expansive with a well manicured yard and mature trees. The house also boasts a long driveway perfect for parties and houseguests. The community of Trailside Station sits right off of major highways for a convenient commute to work, plus it is only a short walk from the West Orange Trail for great hiking and biking. Come see this house it will be the end of your search.

    Contact Yellowkey Agent

    Listing is courtesy of: WATSON REALTY CORP (407-847-4781)
    Listing Agent: Ben Schilling (407-847-4781)

  • 912 JOHNS POINT DRIVE, OAKLAND, FL - MLS# O5789229

    O5789229 - 912 JOHNS POINT DRIVE, OAKLAND, FL 34787
    15 Days on yellowkey

    $1,625,000 | Single Family Home | 5 beds | 6.0 baths

    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.

    Contact Yellowkey Agent

    Listing is courtesy of: STIMMELL REALTY (407-877-1100)
    Listing Agent: David Stimmell (407-877-1100)

  • 4 OAKLAND POINTE CIRCLE, OAKLAND, FL - MLS# O5787877

    O5787877 - 4 OAKLAND POINTE CIRCLE, OAKLAND, FL 34760
    15 Days on yellowkey

    $279,000 | Single Family Home | 2 beds | 2.0 baths

    Custom beauty in the desirable town of Oakland! Come see this charming and well maintained home that is located in Oakland Pointe, which is a quaint, small community of custom homes. Perfectly sited on almost .3 acres, you'll fall in love with this spacious 2 bedroom home with covered porches in the front and back, which provide lovely opportunities to relax and enjoy nature. This home features vaulted ceilings in the large family room, wood burning fireplace, and a separate formal dining room. The kitchen and breakfast nook overlook the screened patio and serene backyard. The master bedroom has French doors leading to the patio, a spacious walk-in closet and shower in master bath. The town of Oakland, nestled between Clermont and Winter Garden, is known for the West Orange Trail ---a 36 mile trail for running, walking or bicycling. Stroll through town and admire the beautiful historic oaks, walk to Speer Park, or fish & watch sunsets from the pier overlooking Lake Apopka. A short bike ride on the West Orange Trail leads you to beautiful downtown Winter Garden with restaurants, shops, weekend farmers market, tons of family activities & more. Speer Park, town center, and the 128 acre Oakland Nature Preserve are all just a short golf cart ride away! Located close to the Florida Turnpike, Hwy 429 and 408. Convenient location that's close to everything but far enough away to enjoy the peaceful small town living. Schedule a showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: INFINITY REALTY GROUP LLC (407-234-2256)
    Listing Agent: Deb Schroeder (407-234-2256)

  • 520 LARGOVISTA DRIVE, OAKLAND, FL - MLS# O5781202

    O5781202 - 520 LARGOVISTA DRIVE, OAKLAND, FL 34787
    27 Days on yellowkey

    $1,700,000 | Single Family Home | 5 beds | 5.0 baths

    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.

    Contact Yellowkey Agent

    Listing is courtesy of: THE HOPE TEAM INC (321-388-6649)
    Listing Agent: Steve Clayson (407-906-7007)

  • 1101 BOBCAT CHASE BOULEVARD, OAKLAND, FL - MLS# O5784774

    O5784774 - 1101 BOBCAT CHASE BOULEVARD, OAKLAND, FL 34787
    34 Days on yellowkey

    $339,710 | Single Family Home | 3 beds | 2.0 baths

    Under Construction. BRAND NEW HOME - READY IN JUNE! 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.

    Contact Yellowkey Agent

    Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-867-6928)
    Listing Agent: Kara Lushear (407-867-6928)

  • 570 JOHNS LANDING WAY, OAKLAND, FL - MLS# G5015593

    G5015593 - 570 JOHNS LANDING WAY, OAKLAND, FL 34787
    41 Days on yellowkey

    $449,800 Reduced | Single Family Home | 5 beds | 4.0 baths

    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.

    Contact Yellowkey Agent

    Listing is courtesy of: KW ELITE PARTNERS III REALTY (321-527-5111)
    Listing Agent: Kyle Lawrence (352-348-9729)

  • 1805 STANDING ROCK CIRCLE, OAKLAND, FL - MLS# O5771982

    O5771982 - 1805 STANDING ROCK CIRCLE, OAKLAND, FL 34787
    89 Days on yellowkey

    $374,990 Reduced | Single Family Home | 4 beds | 3.0 baths

    WHY WAIT TO BUILD THIS MODEL HOME IS MOVE IN READY. !!!! If you been dreaming of an energy-efficient, two-story home in the Winter Garden area? Well then, WELCOME HOME to Oakland Trails! Home is sure to impress! This beautiful 4 Bedroom/ 3 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” white cabinetry, granite countertops, Kenmore elite glass top range, dishwasher, and microwave, Refrigerator as well as a built-in convection oven. Recess lighting and pendant lighting over the large island granite countertops. Kitchen is open to the light & bright living area, great for entertaining! Inside second-floor laundry room with linen closet as well as pre-plumbed for a future laundry sink. Glass French doors lead out to the covered patio. master bath offers large dual walk-in closets, luxurious dual shower. Enjoy West Orange Trail, Shopping at Winter Garden Grove, & Convenient access to turnpike entrance & 429! Come make this your new home today! SELLER WILL PAY CLOSING COSTS !!

    Contact Yellowkey Agent

    Listing is courtesy of: PARK PLACE REALTY & INVESTMENT (407-258-8823)
    Listing Agent: Eva Lardani (954-695-3529)

  • 306 N TUBB STREET, OAKLAND, FL - MLS# O5769198

    O5769198 - 306 N TUBB STREET, OAKLAND, FL 34760
    100 Days on yellowkey

    $425,000 Reduced | Single Family Home | 6 beds | 3.0 baths

    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!!

    Contact Yellowkey Agent

    Listing is courtesy of: GO REALTY LLC (407-797-7388)
    Listing Agent: Preston Mcgann (407-233-9939)

  • 237 LARGOVISTA DRIVE, OAKLAND, FL - MLS# S5011453

    S5011453 - 237 LARGOVISTA DRIVE, OAKLAND, FL 34787
    166 Days on yellowkey

    $325,000 Reduced | Single Family Home | 3 beds | 2.5 baths

    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.

    Contact Yellowkey Agent

    Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
    Listing Agent: Pamela Montes Santiago (352-978-0489)

  • 2530 STANDING ROCK CIRCLE, OAKLAND, FL - MLS# O5753155

    O5753155 - 2530 STANDING ROCK CIRCLE, OAKLAND, FL 34787
    175 Days on yellowkey

    $437,786 Reduced | Single Family Home | 4 beds | 4.0 baths

    Brand NEW energy-efficient home ready NOW! 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.

    Contact Yellowkey Agent

    Listing is courtesy of: MERITAGE HOMES OF FL REALTY (407-392-3380)
    Listing Agent: Rosana Almeida (813-703-8860)

  • 635 LARGOVISTA DRIVE, OAKLAND, FL - MLS# O5750504

    O5750504 - 635 LARGOVISTA DRIVE, OAKLAND, FL 34787
    191 Days on yellowkey

    $439,000 Reduced | Single Family Home | 6 beds | 3.0 baths

    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!

    Contact Yellowkey Agent

    Listing is courtesy of: RE/MAX PROPERTIES SW INC. (407-352-5800)
    Listing Agent: Kathleen Perkins (407-312-1956)

  • 847 CURA COURT, OAKLAND, FL - MLS# O5749309

    O5749309 - 847 CURA COURT, OAKLAND, FL 34787
    202 Days on yellowkey

    $374,900 Reduced | Single Family Home | 4 beds | 3.0 baths

    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!!

    Contact Yellowkey Agent

    Listing is courtesy of: SELECTIVE REALTY GROUP LLC (407-207-8831)
    Listing Agent: Jack Luiz, Iii (407-579-3434)

  • 239 LARGOVISTA DRIVE, OAKLAND, FL - MLS# O5731553

    O5731553 - 239 LARGOVISTA DRIVE, OAKLAND, FL 34787
    291 Days on yellowkey

    $377,000 Reduced | Single Family Home | 4 beds | 2.5 baths

    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.

    Contact Yellowkey Agent

    Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
    Listing Agent: Veronica Davis-Lee (407-629-6330)

  • 2351 STANDING ROCK CIRCLE, OAKLAND, FL - MLS# O5710641

    O5710641 - 2351 STANDING ROCK CIRCLE, OAKLAND, FL 34787
    386 Days on yellowkey

    $314,590 Reduced | Single Family Home | 3 beds | 2.5 baths

    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.

    Contact Yellowkey Agent

    Listing is courtesy of: MERITAGE HOMES OF FL REALTY (407-392-3380)
    Listing Agent: Rosana Almeida (813-703-8860)



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, South Broward Board of REALTORS®, MIAMI MLS, JTHS MLS, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2019 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.