Oakland, FL Homes for Sale

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  /51

  $724,900

  • 4 Beds
  • 4.5 Baths
  • 2,908 Sq Ft

  15133 Summer Harvest St, Oakland, FL 34787

  **1% lender credit with preferred lender** Better than new construction! This sought-after Baldwin floor plan from Taylor Morrison’s Bungalow Series sits on a premium first-phase pond-view lot. Featuring numerous upgrades and a rare detached garage with private den, this home offers the perfect blend of charm, functionality, and value. This versatile space includes a wet bar, full bathroom, and

  Nick Whitehouse RE/MAX PRIME PROPERTIES

  15133 Summer Harvest St, Oakland, FL 34787
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  /7

  $1,700,000 New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,909 Sq Ft

  1207 Ridge Lake Way, Winter Garden, FL 34787

  Pre-Construction. To be built. This is a pre-construction, to be built, custom home located in the final phase (The Reserve) of the Oakland Park community. This two-story custom RCB home can be customized! All finish selections can be made by the buyer; even change/customize the floor plan! This two story floor plan offers 5 bedrooms, 3.5 baths, an office and 3-car garage. This home can be yours

  Chris Herlihy NEW HOMES REAL ESTATE, INC.

  1207 Ridge Lake Way, Winter Garden, FL 34787
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  /30

  $555,000

  • 4 Beds
  • 2 Baths
  • 2,490 Sq Ft

  610 Strihal Loop, Oakland, FL 34787

  ***MOTIVATED SELLERS!!! ***Don’t Miss This One. Welcome home to John’s Landing, one of Oakland’s most loved gated lakefront communities near beautiful Johns Lake. This stunningly updated home feels fresh, modern, and move-in ready, yet still warm and welcoming from the moment you step inside.The heart of the home is the completely renovated kitchen, featuring sleek cabinetry, quartz countertops,

  Julie Arnold REAL BROKER, LLC

  610 Strihal Loop, Oakland, FL 34787
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  /11

  $1,395,000

  • Land
  • 1.26 Acres
  • $1,107,143 per Acre

  556 Walker St, Oakland, FL 34760

  Welcome to Briley Farm, a picturesque community nestled along the serene shores of Lake Apopka. This premium lot offers the perfect opportunity to design and build your custom dream home in one of Central Florida’s most sought-after lakefront neighborhoods. With plenty of space and stunning views, this homesite is ideal for creating your oasis—a timeless farmhouse, a classic Southern

  Chocky Burks CORCORAN PREMIER REALTY

  556 Walker St, Oakland, FL 34760
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  /18

  $515,000

  • 3 Beds
  • 2.5 Baths
  • 1,796 Sq Ft

  13748 Werrington Dr, Oakland, FL 34787

  Seller offering concessions to compete with new construction in the area! 13748 Werrington Drive isn’t just a house — it’s your next chapter waiting to be written. Tucked inside the vibrant, amenity-rich community of Encore at Ovation, this stylish 3-bedroom, 2.5-bath gem offers the perfect mix of comfort, design, and location. From the moment you step through the door, you’ll fall in love with

  Kimberly Ann Zeidner, LLC CHARLES RUTENBERG REALTY ORLANDO

  13748 Werrington Dr, Oakland, FL 34787
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  /11

  $895,000

  • Land
  • 1.03 Acres
  • $868,932 per Acre

  529 N Pollard St, Winter Garden, FL 34787

  Welcome to Briley Farm, a picturesque community nestled along the serene shores of Lake Apopka. This premium lot offers the perfect opportunity to design and build your custom dream home in one of Central Florida’s most sought-after lakefront neighborhoods. With plenty of space and stunning views, this homesite is ideal for creating your oasis—a timeless farmhouse, a classic Southern

  Matthew Burks CORCORAN PREMIER REALTY

  529 N Pollard St, Winter Garden, FL 34787
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  /24

  $1,250,000

  • Land
  • 0.82 Acre
  • $1,524,390 per Acre

  552 Walker St, Oakland, FL 34760

  Welcome to Briley Farm, a picturesque community nestled along the serene shores of Lake Apopka. This premium lot offers the perfect opportunity to design and build your custom dream home in one of Central Florida’s most sought-after lakefront neighborhoods. With plenty of space and stunning views, this homesite is ideal for creating your personal oasis—whether that’s a timeless farmhouse, a

  Alexis Anderson REGENCY REAL ESTATE LLC

  552 Walker St, Oakland, FL 34760
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  /15

  $2,295,000 New Construction

  • 6 Beds
  • 5.5 Baths
  • 4,859 Sq Ft

  1244 Water Maple Dr, Oakland, FL 34787

  Pre-Construction. To be built. Introducing the Hamlin model by Element Home Builders—a stunning 4,859 square-foot residence designed for luxurious living and modern comfort. With 6 spacious bedrooms and 5.5 beautifully appointed bathrooms, this home offers ample space for families of all sizes and lifestyles.Step inside and experience an open-concept layout that combines elegance with

  Alexis Anderson REGENCY REAL ESTATE LLC

  1244 Water Maple Dr, Oakland, FL 34787
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  /15

  $2,150,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,388 Sq Ft

  1238 Water Maple Dr, Oakland, FL 34787

  Pre-Construction. To be built. Welcome to the Blossom home plan by Element Home Builders, where elegance meets functionality in a spacious, open layout. Boasting soaring ceilings and an expansive 12-foot kitchen island with abundant storage, this home is designed for both family living and entertaining. Enjoy seamless transitions between the gourmet kitchen, dining, and living areas, perfect for

  Heather Spirazza REGENCY REAL ESTATE LLC

  1238 Water Maple Dr, Oakland, FL 34787
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  /15

  $2,175,000 New Construction

  • 5 Beds
  • 8 Baths
  • 4,433 Sq Ft

  1232 Water Maple Dr, Oakland, FL 34787

  Pre-Construction. To be built. Presenting the Citrus plan by Element Home Builders—a spacious home designed for modern living. With 5 bedrooms and 5 bathrooms, and 3 powder bathrooms, this expansive layout provides the perfect combination of comfort, style, and functionality. Every inch of this home is thoughtfully designed to create ample space for both private retreats and vibrant social

  Alexis Anderson REGENCY REAL ESTATE LLC

  1232 Water Maple Dr, Oakland, FL 34787
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  /15

  $1,975,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,596 Sq Ft

  1149 Dr, Oakland, FL 34787

  Pre-Construction. To be built. Welcome to the Clementine Floorplan by Element Home Builders – A Stunning New Home in Oakland's Premier Community!Discover your dream home with the Clementine Floorplan, a thoughtfully designed residence nestled in Oakland's newest, most sought-after community. This spacious, modern home combines elegance, functionality, and comfort to create the perfect

  Blaine Dooley REGENCY REAL ESTATE LLC

  1149 Dr, Oakland, FL 34787
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  /3

  $374,900

  • Land
  • 0.24 Acre
  • $1,562,083 per Acre

  1215 Ridge Lake Way, Winter Garden, FL 34787

  LOT 247: Don't miss your final opportunity to build your dream home in Oakland Park, a charming golf cart community along Lake Apopka and the West Orange Trail. These recently released lots are part the final phase of this coveted neighborhood and some of the best lots available. This is your chance to build an estate or lake front home that is only 2 miles for adorable Downtown Winter Garden,

  Tracey McFadden OAK AVENUE REAL ESTATE LLC

  1215 Ridge Lake Way, Winter Garden, FL 34787
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  /3

  $449,900

  • Land
  • 0.23 Acre
  • $1,956,087 per Acre

  1203 Ridge Lake Way, Winter Garden, FL 34787

  LOT 244: Don't miss your final opportunity to build your dream home in Oakland Park, a charming golf cart community along Lake Apopka and the West Orange Trail. These recently released lots are part the final phase of this coveted neighborhood and some of the best lots available. This is your chance to build an estate or lake front home that is only 2 miles for adorable Downtown Winter Garden,

  Tracey McFadden OAK AVENUE REAL ESTATE LLC

  1203 Ridge Lake Way, Winter Garden, FL 34787
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  /53

  $835,000

  • 4 Beds
  • 4 Baths
  • 2,831 Sq Ft

  931 Kylee Alley, Winter Garden, FL 34787

  JUST REDUCED! Welcome to this exceptional David Weekley “Stoneybrook” residence in the highly sought-after Oakland Park community—just two years young and thoughtfully designed for both comfort and style. This four-bedroom, four-bath home spans 2,831 square feet of beautifully appointed living space, perfectly situated on a charming corner lot with inviting curb appeal. Step inside to discover an

  Barbara Vance PA PREMIER SOTHEBYS INT'L REALTY

  931 Kylee Alley, Winter Garden, FL 34787
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  /14

  $420,000

  • Land
  • 0.26 Acre
  • $1,615,385 per Acre

  1161 Prado Ln, Oakland, FL 34787

  Nestled in the heart of Oakland, Florida, this expansive homesite offers the perfect canvas to build your dream home with custom home builder, Pioneer Builders. Set in an illustrious community, called the Grove, this generously sized lot is ideal for crafting your unique custom home. The Grove is situated within Oakland’s most sought-after neighborhood known for its upscale charm and ideal

  Alexis Anderson REGENCY REAL ESTATE LLC

  1161 Prado Ln, Oakland, FL 34787
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  /5

  $1,996,500 New Construction

  • 4 Beds
  • 4 Baths
  • 4,557 Sq Ft

  1258 Ridge Lake Way, Winter Garden, FL 34787

  Pre-Construction. To be built. Welcome 1258 Ridge Lake Way, nestled in the final phase of the sought-after Oakland Park community. This custom-built modern farmhouse by RCB Homes offers a perfect blend of style and comfort. Spanning just under 6,280 square feet, this two-story residence features four spacious bedrooms and four luxurious bathrooms, providing ample space for relaxation and

  Matt McKee COMPASS FLORIDA LLC

  1258 Ridge Lake Way, Winter Garden, FL 34787
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  /57

  $990,000

  • 5 Beds
  • 3.5 Baths
  • 3,910 Sq Ft

  9849 Lost Creek Dr, Oakland, FL 34787

  One or more photo(s) has been virtually staged. Big Price Reduction!!!!!! Nestled in the heart of Winter Garden’s prestigious Waterleigh community, this 5-bedroom, 4-bathroom masterpiece redefines modern luxury and family living. Boasting 3,910 sq. ft. of beautifully designed space, this 2021-built home is a perfect blend of timeless charm and contemporary convenience. From the moment you arrive,

  Jennifer Ibarra REAL BROKER, LLC

  9849 Lost Creek Dr, Oakland, FL 34787
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  /8

  $69,999

  • Land
  • 0.28 Acre
  • $249,996 per Acre

  0 Killarney Cove Dr, Winter Garden, FL 34787

  This is a group of 3 lots for sale; they can all be purchased or sold individually. They're side by side. The lots have canal access to Lake Apopka. They will need to be cleaned out due to the overgrowth. Right off of highway 50 just minutes to the turnpike onramp for quick access anywhere in the Orlando area. Tax ID 19 22 27 0000 00 043 is first on the left, middle Lot is Tax ID 19 22 27 0000 00

  Carl Mataushek REAL ESTATE FIRM OF ORLANDO

  0 Killarney Cove Dr, Winter Garden, FL 34787

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