All Oakland homes currently listed for sale in Oakland as of 05/22/2019 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.
"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!!"
"Within Oakland's John's Landing community lives this fully-loaded open layout pool home offering community lake 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 Florida Turnpike 272 granting quick commutes to Orlando, Disney World, and world-class beaches on either coast. Ownership also grants enrollment to Oakland Avenue Charter School."
"10K PRICE REDUCTION!!!!!!! MOTIVATED SELLER!!!! NEWLY BUILT READY TO MOVE IN-LOCATION!!-Nearby Historic Winter Garden, Crooked Can, New restaurants & Disney is a Brand New Energy Star Home (Built Oct 2018), Loaded with Valuable Upgrades such as: Premier Surround Stereo System, 25K Upgraded Super Chef s Kitchen, 22K Upgraded Flooring, Upgraded 3-Car Garage with Speckle Flooring, Stone Counters, 8FT 1st Floor Doors, Upgraded LED lighting The List Goes On! (upgrade list attached in MLS) Looking to build a pool? This lot is HUGE! Our seller's relocation is your opportunity to buy this impressive home. Inside, the sellers Spared No Expense building their dream home; with just about every available upgraded including high-end hardware & superb wrought iron staircase. The kitchen offers attention to detail like dovetail slow close drawers, recessed glass doors, 36 cooktop, canopy hood vent & Butler's pantry. Upstairs, the corner Master Retreat is perfect for large furniture, and the Master Bath is impressive with a spa-like atmosphere. Each additional bedroom offers big walk-in closets; add in the Bonus Room with Upgraded Entertainment Pre-wire package and your home will be the recreation destination for all of your friends. Your entertaining extends outdoors onto the Upgraded 10K lanai. Nearby Turnpike & 429 offer access to downtown Orlando, Clermont, Mt. Dora & O.I.A. This community provides direct access to the W.O. Trail & Community Pool. **CALL TO SEE THIS HOME TODAY**"
"Brand NEW energy-efficient home ready NOW! 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."
* LISTED OVER 120 DAYS
* PRICE INCREASED - $448,597 TO $449,037
"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."
* LISTED OVER 120 DAYS
* PRICE INCREASED - $425,000 TO $442,686
"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!"
* LISTED OVER 120 DAYS
* PRICE LOWERED - $474,900 TO $439,000
"Welcome home to this ONE-OF-A-KIND well-built & beautifully remodeled 1920 s CRAFTSMAN in historic district of Oakland. Character w/ modern conveniences! CORNER LOT *NO HOA* 2 blocks from WEST ORANGE TRAIL. Bike to DOWNTOWN WINTER GARDEN. Quaint small-town setting among trees, parks, lakes & historic sites so close to Orlando. Classic charm updated for peace of mind! NEW A/C downstairs (2018) upstairs (2016), PVC plumbing, electrical, roof, water heater - all updated after 2000! Ideal for outdoor entertaining - large FRONT PORCH & huge BACKYARD DECK both w/ gorgeous WOOD CEILINGS. Backyard SUMMER KITCHEN set-up, COPPER-wrapped bar, 2 TVs, FIRE PIT & BUILT-IN bench. Inside you'll find hand-combed floors, oversized BASE/CROWN MOLDINGS. UPDATED EAT-IN KITCHEN: 42 SOLID WOOD cabinets, GRANITE counters, STAINLESS STEEL appliances, GAS STOVE, walk-in pantry, COFFEE/WINE BAR. Inside laundry. Bright living room w/ FIREPLACE. Formal dining room w/ large windows & custom solar shades. TWO MASTER suites w/ ensuite bathrooms, double sinks, walk-in showers & custom closets. Gorgeous CLAWFOOT TUB in guest bath. OVERSIZED GARAGE w/ workbench & space for bikes & GOLF CART! Close to renowned Oakland Ave. Charter School, Montverde Academy. Bike to famous Winter Garden Farmer s Market or Oakland Nature Preserve. Walk to Speer Park, fish & watch sunsets from the pier overlooking Lake Apopka. Quick access to highways, Orlando, Clermont, Winter Garden, theme parks. Fall in love w/ this one-of-a-kind, updated historic charmer!"
"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 - $386,700 TO $382,095
"Have 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 leads out to the covered patio, where you can sit and enjoy your yard. 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!"
"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 - $379,900 TO $374,900
"Has it ever been a dream of yours to live in a great gated and super private lakefront community ? If you answered yes , then this is for sure the property for you ! You can launch your water toys at the community boat ramp, where you can water ski, boat, fish and sail on the John s Lake chain. This is a move in ready home that is well maintained by meticulous owners. The home has been entirely repainted and every detail has been updated. This home has a split floor plan with 4 Bedrooms and 3 Bathrooms. The kitchen, dinette area and family room form a open living area with access to the covered screen porch that boasts a great pool and hot tub as well as a screened patio area for entertaining. There is a more than ample sized kitchen with an Island for extra prep space and stainless steel appliances. The dining room features beautiful custom inlaid wood flooring. The formal living room overlooks the porch and is great for entertaining. This home boasts a roomy Master Ensuite with a large walk in closet big enough for a 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. This home also boasts a brand new lifetime Warrented A/C unit and a brand new roof. Other amenities include a recreation area and tennis courts. Watch the sunset from the gazebo overlooking the boat ramp and John s Lake, please call for your own private tour."
"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."
"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 - $342,000 TO $338,000
"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 LOWERED - $315,000 TO $314,590
"Wow! Live here and BOAT here! Johns Landing, a private GATED community and neighborhood boat ramp just down the street from your front door with access to beautiful Johns Lake. This stunning 4 bedroom, 2 bath home has been completely updated inside and out!! The split plan has 4 generously sized bedrooms, Formal living & Dining rooms, a Family/Game room with newer Bamboo flooring and Ceramic title through out. A bright newly remodeled Kitchen with level 1 granite counter tops is at the heart of the home and allows room for everyone to pitch in and help prepare your favorite meals. You will love the outdoor living area with a heated hot tub and privacy to accommodate your active Florida lifestyle. Amenities include a community boat ramp, tennis court and playground. Easy access to the turnpike, State Rd 429 and other major roadways. Only a short drive to The Winter Garden Village and Historic Downtown Winter Garden for shopping and restaurants. In addition to all the above, the owner will be installing a NEW ROOF prior to closing and will assist with closing costs on all reasonable offers !!"
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