22

4-Bedroom Houses for Sale in Oakland, FL

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  • /42

    $789,900

    • 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
  • /30

    $899,000

    • 4 Beds
    • 4.5 Baths
    • 2,741 Sq Ft

    3375 Hanging Tide St, Oakland, FL 34787

    A fully upgraded sanctuary of elegance, where every detail has been meticulously curated for ultimate comfort and sophistication. Welcome home to this stunning 4-bedroom, 4.5-bathroom home nestled within the exclusive gated community of Lakeview Preserve. Situated on a private cul-de-sac, this residence offers breathtaking sunset views over the pool and an inviting indoor-outdoor living

    Agent Photo

    Barrett Spray

    KELLER WILLIAMS ADVANTAGE REALTY

    (321) 456-9179

    3375 Hanging Tide St, Oakland, FL 34787
  • /51

    $899,000

    • 4 Beds
    • 3 Baths
    • 3,290 Sq Ft

    413 MacChi Ave, Oakland, FL 34787

    RARE OPPORTUNITY in the highly desirable Winters Landing community – golf cart accessible to downtown Winter Garden and steps to the tree-shaded, 22 mile long West Orange Trail! Upon entering this David Weekly-designed home, you’ll be captivated by the inviting nature of this single-story property loaded with upgrades. No stone has been left unturned, including crown molding, five-inch

    Sophia Ferrara COLDWELL BANKER REALTY

    413 MacChi Ave, Oakland, FL 34787
  • /75

    $949,000

    • 4 Beds
    • 4 Baths
    • 2,930 Sq Ft

    13202 Spring Grove Way, Oakland, FL 34787

    Experience the finest of Winter Garden living in this exceptional 4-bedroom, 4-bathroom pool home, featuring a generous bonus room in a vibrant, resort-style community. Combining the excitement of being just minutes from Disney with the tranquility of a peaceful suburban retreat, this one-of-a-kind residence offers the best of both worlds. With nearly 3,000 square feet of living space on a

    Megan Byers PREMIER SOTHEBY'S INTL. REALTY

    13202 Spring Grove Way, Oakland, FL 34787
  • /62

    $1,049,000

    • 4 Beds
    • 3 Baths
    • 2,711 Sq Ft

    936 Allendale Ln, Winter Garden, FL 34787

    Exquisite Craftsman-Coastal Home Featured in Stroll Oakland Park Magazine!Welcome to the Mabel, a show-stopping 4-bedroom, 3-bathroom masterpiece by David Weekley Homes, built in 2023. Boasting 2,640 sqft of meticulously designed living space, this Craftsman-Coastal beauty seamlessly blends modern elegance with timeless charm.Step inside to soaring 10’ ceilings and an inviting open entryway that

    Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

    936 Allendale Ln, Winter Garden, FL 34787
  • /53

    $999,900

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

    931 Kylee Alley, Winter Garden, FL 34787

    Welcome exceptional, elegant and innovative comforts to your life in this beautiful home in sought-after Oakland Park known for its community amenities including three swimming pools, a clubhouse, playgrounds, a dog park plus access to the famous 23-mile West Orange Trail for cycling, rollerblading running and walking. Just two years young, this meticulous home features an open plan with high

    Sean Spencer PREMIER SOTHEBYS INT'L REALTY

    931 Kylee Alley, Winter Garden, FL 34787
  • /3

    $655,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,843 Sq Ft

    Captiva, Oakland, FL 34787

    The Captiva floorplan offers a spacious two-story design with 4 bedrooms, 2.5 bathrooms, and plenty of extra room for customization. This thoughtfully laid-out home includes a flex space on the first floor, which can be transformed into a guest suite or home office, adding versatility to the design. A bonus room on the second floor provides additional living space, perfect for a media room or

    Dream Finders Homes

    Captiva, Oakland, FL 34787
  • /3

    $649,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,689 Sq Ft

    Biscayne, Oakland, FL 34787

    The Biscayne floorplan offers a spacious two-story design that perfectly balances functionality and flexibility, ideal for growing families. With four bedrooms and two and a half bathrooms, this layout provides ample space for everyday living and special moments alike. On the first floor, you'll find a flex room that can serve as a home office, gym, or an optional guest bedroom, depending on your

    Dream Finders Homes

    Biscayne, Oakland, FL 34787
  • /3

    $603,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,235 Sq Ft

    Anna Maria, Oakland, FL 34787

    The Anna Maria floorplan is a thoughtfully designed one-story home featuring four bedrooms and two and a half bathrooms, perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large

    Dream Finders Homes

    Anna Maria, Oakland, FL 34787
  • /2

    $862,105 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,300 Sq Ft

    5307 Citrus Leaf Blvd, Oakland, FL 34787

    Under Construction. Brand new, energy-efficient home available by Apr 2025! This functional floorplan has a spacious family room that’s open to an expansive kitchen. A combination dining and living room provides ideal space for indoor entertaining or moving the party outdoors to the private lanai. Now selling from the mid $500's, Silverleaf Reserve offers spacious open floorplan concepts fit for

    Tatiana Souza MERITAGE HOMES OF FL REALTY

    5307 Citrus Leaf Blvd, Oakland, FL 34787
  • /43

    $710,000

    • 4 Beds
    • 3 Baths
    • 2,117 Sq Ft

    9296 Bolero Rd, Oakland, FL 34787

    Welcome to this beautiful 4/3 home located on a desirable a cul-de-sac corner lot! Enjoy amazing water views and beautiful sunsets from your home featuring a great kitchen, vinyl floors, all built in 2020.Situaded in the desired Waterleigh community that offers resort-style pools, fitness center, tennis court, BBQ and picnic areas. There is also a dog park for our furry family!Conveniently

    Any Alves WRA BUSINESS & REAL ESTATE

    9296 Bolero Rd, Oakland, FL 34787
  • /38

    $599,900

    • 4 Beds
    • 3 Baths
    • 2,820 Sq Ft

    235 Largovista Dr, Oakland, FL 34787

    Welcome to 235 Largovista Dr, tucked inside the gated Johns Landing community in Oakland, FL! This spacious 4-bedroom, 3-bath home includes a flex space already set up for a 5th bedroom perfect for guests, a home office, or extra room to grow.Outside, enjoy your private pool and outdoor living area, made for relaxing weekends and fun-filled gatherings. The new pool pump (2022) and fresh sod

    Liam Lugo KELLER WILLIAMS WINTER PARK

    235 Largovista Dr, Oakland, FL 34787
  • /89

    $1,599,900

    • 4 Beds
    • 3.5 Baths
    • 3,920 Sq Ft

    141 Millholland St, Oakland, FL 34760

    Live the "Lake Life" in a Tropical Paradise – Key West Vibes in Oakland, Florida!Welcome to your own slice of paradise in the heart of The Town of Oakland – one of Central Florida’s most desirable and fastest-growing communities. Situated on a sprawling 1.12-acre lot along the shores of Lake Apopka – Florida’s 4th largest lake – this 4-bedroom, 3.5-bath home spans nearly 4,000 square feet of

    Matthew Matin CLOCK TOWER REALTY

    141 Millholland St, Oakland, FL 34760
  • /78

    $1,650,000

    • 4 Beds
    • 4 Baths
    • 3,468 Sq Ft

    921 Bradenville Ln, Winter Garden, FL 34787

    An unparalleled opportunity awaits to step into refined luxury without the delay or uncertainty of building. This bespoke residence, masterfully crafted by J&J Builders, graces an oversized corner lot directly across from the resort-caliber clubhouse of Oakland Park. From the moment you arrive, the home makes a commanding impression with its grand front porch—a quintessential feature of Oakland

    Ronald Ziolkowski RE/MAX PRIME PROPERTIES

    921 Bradenville Ln, Winter Garden, FL 34787
  • /39

    $614,900

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

    1873 White Feather Loop, Oakland, FL 34787

    Highly MOTIVATED owner !! Welcome to this stunning designed 4-bedrooms, 3-full bathrooms + office, nestled in one of Oakland / Winter Garden’s most desirable communities! With over 2400 sqft of thoughtfully designed living space, this home offers modern elegance and functional spaces. Spacious Open Layout: High ceilings, abundant natural light, and a seamless flow between living, dining, and

    Ana Bruder FLORIDA CONNEXION PROPERTIES

    1873 White Feather Loop, Oakland, FL 34787
  • /35

    $635,000

    • 4 Beds
    • 3.5 Baths
    • 2,781 Sq Ft

    16061 Tollington Alley, Oakland, FL 34787

    Beautiful 4-bedroom, 3.5-bath, 2,781 sq. ft. home with a 2-car alley-load garage. The versatile Wekiva plan will impress you from the moment you step inside with its stunning 2-story foyer. A standout feature of this home is its dual primary suites—one on the main level and another on the second floor—offering maximum privacy and flexibility, ideal for multigenerational living.Located in a

    Apara Leekha CHARLES RUTENBERG REALTY ORLANDO

    16061 Tollington Alley, Oakland, FL 34787
  • /26

    $719,900

    • 4 Beds
    • 2 Baths
    • 2,278 Sq Ft

    13227 Spring Grove Way, Oakland, FL 34787

    This 4 bedroom, 2 bathroom home in the Encore at Ovation community is located near local shops and restaurants, Hamlin Town Center, theme parks, Orange County National Golf, SR429, and the Florida Turnpike. The open floor plan features luxury vinyl plank throughout with a large family room and kitchen with stainless steel appliances, quartz counter-tops, breakfast bar, and pantry. The expansive

    Christopher Calise REAL PROPERTY MANAGEMENT AND REALTY

    13227 Spring Grove Way, Oakland, FL 34787
  • /57

    $729,900 Open Sat 1PM - 4PM

    • 4 Beds
    • 3 Baths
    • 2,113 Sq Ft

    17858 Adrift Rd, Oakland, FL 34787

    Prepare to be impressed with this nearly new Bellmore model home in the Waterleigh community. This lakefront beauty offers a picturesque water view with incredible sunsets and extra large backyard, perfect for relaxing or entertaining. The one-story home features 4 bedrooms, 3 full baths, and an open floor plan. The owners have upgraded and screened the oversized patio to enjoy the backyard

    John R. Gordon EXP REALTY LLC

    17858 Adrift Rd, Oakland, FL 34787
  • /32

    $689,900

    • 4 Beds
    • 3 Baths
    • 2,350 Sq Ft

    13557 Parkfield Way, Oakland, FL 34787

    Amazing highly desirable single story home in the popular Encore at Ovation in Winter Garden just minutes from Walt Disney World! This home sits on a beautiful lot ( only one side neighbor) with no one behind you. It has a gorgeous water and wooded view. The home has a wonderful front porch perfect for enjoying a cup of coffee along with a beautiful back patio overlooking the peaceful water.

    Paula Dale SOTERA LIVING

    13557 Parkfield Way, Oakland, FL 34787
  • /29

    $540,000

    • 4 Beds
    • 2.5 Baths
    • 2,277 Sq Ft

    223 Largovista Dr, Oakland, FL 34787

    This beautiful 4-bedroom, 2.5-bath home offers plenty of space, both inside and out, making it perfect for families or entertaining. Nestled in a gated community, residents enjoy exclusive access to a community dock, playground, and tennis courts. The home features a spacious layout with room to spread out and relax. The backyard is equally generous, providing endless possibilities for outdoor

    Celecia Sookram ROBERT SLACK LLC

    223 Largovista Dr, Oakland, FL 34787
  • /27

    $1,675,000 New Construction

    • 4 Beds
    • 4 Baths
    • 3,186 Sq Ft

    166 Hammock Preserve Loop, Oakland, FL 34787

    Under Construction. Discover 166 Hammock Preserve Loop, a stunning new construction custom home by AR Homes located in the highly sought-after community of Oakland Park in Winter Garden, FL. With over 40 years of experience crafting luxury residences, AR Homes proudly presents the Carrabelle model—a masterpiece that blends sophisticated design with exceptional craftsmanship. This two-story home

    AJ Lash CORCORAN PREMIER REALTY

    166 Hammock Preserve Loop, Oakland, FL 34787
  • /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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