10

Oakland, FL Open Houses

Section Image Section Image
  • /42

    $779,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 3,074 Sq Ft

    14399 Wabasso Loop, Oakland, FL 34787

    Your New Home in Tilden Place!..From the moment you walk through the front door, you'll feel like you've arrived. This beautiful 4Bedroom, 3.5Bathroom home in the cozy, gated community of Tilden Place is more than just a place to live it’s a place to make memories. A Warm Welcome. As you step inside, you'll be greeted by soaring vaulted ceilings that fill the space with light and warmth. The

    Agent Photo

    Carmelo Nuccio

    RE/MAX EXCLUSIVE COLLECTION

    (321) 541-4279

    14399 Wabasso Loop, Oakland, FL 34787
  • /27

    $829,207 Open Fri 1PM - 5PM

    • 5 Beds
    • 3.5 Baths
    • 3,076 Sq Ft

    14014 Lanyard Way, Oakland, FL 34787

    Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. Anna Maria Bonus C with Stone on Lot 114 offers 5 Bedrooms: 3 baths and a 2 Car Garage. Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando, where Dream Finders Homes proudly present Serenade at Ovation. Nestled amidst picturesque lakes and pristine

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14014 Lanyard Way, Oakland, FL 34787
  • /44

    $475,000 Open Sat 10AM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,744 Sq Ft

    2163 White Feather Loop, Winter Garden, FL 34787

    This recently built energy-efficient home, constructed by Meritage Homes in September 2019, boasts approximately $15,000 in furnishings, artwork, and pendant lighting—all negotiable with the purchase! Enjoy a large, covered front porch and a spacious open first floor. Upon entering, you'll find wood-look grey tile flooring that perfectly complements the cabinetry and walls, with no carpet

    Joshua Earley OPTIMA ONE REALTY, INC.

    2163 White Feather Loop, Winter Garden, FL 34787
  • /28

    $728,000 Open Sat 9AM - 1PM

    • 5 Beds
    • 3.5 Baths
    • 3,583 Sq Ft

    729 Strihal Loop, Oakland, FL 34787

    Welcome to this stunning 5-bedroom, 3.5-bath with pool home in a sought-after gated community with private boat slip access. Featuring soaring ceilings, plantation shutters, quartz countertops, newer appliances, and a versatile bonus room, this home offers an open, spacious layout perfect for entertaining. The main-floor primary suite boasts a soaking tub and generous walk-in closet. Enjoy peace

    Millie Gwin Coldwell Banker Coast Realty

    729 Strihal Loop, Oakland, FL 34787
  • /64

    $729,999 Open Sat 11AM - 1:30PM

    • 4 Beds
    • 2 Baths
    • 2,495 Sq Ft

    1301 Johns Cove Ln, Oakland, FL 34787

    Back on the market! Huge price improvement!! Motivated sellers! Don’t miss out on this incredible opportunity within the sought-after Johns Cove gated community! This small, sought-after gated community on Johns Lake is ideally located just off the Florida Turnpike, close to Old Winter Garden, the airport, and all the Attractions. The community has its own private boat ramp, providing access to

    Heidi Pfeffer-Morgan DALTON WADE INC

    1301 Johns Cove Ln, Oakland, FL 34787
  • /57

    $1,045,000 Open Sun 12PM - 4PM

    • 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. 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, the immaculate

    Jennifer Ibarra REAL BROKER, LLC

    9849 Lost Creek Dr, Oakland, FL 34787
  • /28

    $1,875,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 3,991 Sq Ft

    854 Tilden Oaks Trail, Winter Garden, FL 34787

    This former J & J Building model home has never been lived in and has been carefully cared for. With 3,453 sq. ft. in the main house, it offers 4 bedrooms, 3.5 baths, and an oversized 2.5-car garage with extra space for a golf cart. A detached 538 sq. ft. pool house adds valuable flexibility, offering a fifth bedroom, full bath, wet bar, office, and walk-in closet—an ideal setup for extended

    Tracey McFadden OAK AVENUE REAL ESTATE LLC

    854 Tilden Oaks Trail, Winter Garden, FL 34787
  • /29

    $375,000 Open Sun 1AM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,336 Sq Ft

    500 W Oakland Ave, Oakland, FL 34760

    One or more photo(s) has been virtually staged. Charming Renovated Home in the Heart of Historic Oakland! Welcome to 500 W Oakland Avenue, nestled in the storybook town of Oakland, which is celebrated for its Hallmark-like charm and strong sense of community. Located in the desirable 34760 zip code, this beautifully updated two-story home features an open floor plan with thoughtfully designed

    Angela Worachek REAL BROKER, LLC

    500 W Oakland Ave, Oakland, FL 34760
  • /39

    $579,000 Open Sun 12PM - 4PM

    • 4 Beds
    • 3 Baths
    • 2,418 Sq Ft

    1873 White Feather Loop, Oakland, FL 34787

    This well-designed 4-bedroom, 3-bathroom home with a private office is located in one of Oakland/Winter Garden’s most desirable communities. Offering over 2,400 square feet of living space, the property combines modern features with functional design to suit a variety of lifestyles. The open-concept floor plan includes high ceilings, abundant natural light, and a seamless connection between the

    Ana Bruder FLORIDA CONNEXION PROPERTIES

    1873 White Feather Loop, Oakland, FL 34787
  • /79

    $1,800,000 Open Sat 11AM - 2PM

    • 6 Beds
    • 5 Baths
    • 3,911 Sq Ft

    102 Hammock Preserve Loop, Oakland, FL 34787

    Welcome to 102 Hammock Preserve Loop—a beautifully crafted custom, J&J Home tucked away in the heart of Oakland Park, one of Winter Garden's most sought-after communities. Owners never fully moved into this new home due to change in family circumstances. This spacious corner-lot property is framed by mature oak trees that make you feel like you're living in your own forest oasis. Inside, the

    Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

    102 Hammock Preserve Loop, Oakland, FL 34787

Home Trends in Oakland, FL

Housing Trends

Median Sale Price
$622,000
Median Single Family Sale Price
$719,000
Median Townhouse Sale Price
$444,795
Average Price Per Sq Ft
$287
Number of Homes for Sale
61
Last 12 months Home Sales
222
Months of Supply
3.30
Median List Price
$660,155
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
12%
How to Buy a Home How to Finance a Home How to Sell a Home