20

Oakland, FL Homes for Sale under $900,000

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  • /41

    $809,000

    $41K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 4,001 Sq Ft

    1603 Johns Cove Ln, Oakland, FL 34787

    Exceptional 6-bedroom, 4-bathroom home on a private cul-de-sac in the highly desirable gated community of Johns Cove. This spacious residence features formal living and dining rooms, a large family room, soaring vaulted ceilings, and a double staircase. The kitchen offers stainless steel appliances, granite countertops, a large island, abundant cabinetry, and a breakfast area with tranquil pond

    Agent Photo

    Yusuf Gencay

    RE/MAX Town & Country Realty

    1603 Johns Cove Ln, Oakland, FL 34787
  • /22

    $645,990

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,688 Sq Ft

    Anna Maria w/ Bonus Plan at Serenade at Ovation - 50' Collection, Oakland, FL 34787

    The Anna Maria with Bonus floorplan is an expansive two-story home designed to accommodate a growing family, offering four bedrooms and three and a half bathrooms. On the main floor, you'll find a spacious great room adjacent to a well-appointed dining room and kitchen, creating an ideal space for gatherings. The primary suite, featuring a large walk-in closet and private bath, is thoughtfully

    Dream Finders Homes Builder
    14229 Lanyard Way Unit 36501514, Oakland, FL 34787
  • /36

    $649,990

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

    Biscayne Plan at Serenade at Ovation - 50' Collection, 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 Builder
    14229 Lanyard Way Unit 36496529, Oakland, FL 34787
  • /31

    $603,990

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

    Anna Maria Plan at Serenade at Ovation - 50' Collection, 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 Builder
    14229 Lanyard Way Unit 36464429, Oakland, FL 34787
  • /56

    $640,000

    Open Sat 11AM - 3PM
    • 4 Beds
    • 2.5 Baths
    • 2,614 Sq Ft

    1750 Standing Rock Cir, Oakland, FL 34787

    Welcome to this energy efficient two story home built in 2020, ideally located in the highly desirable Town of Oakland with direct access to the West Orange Trail and excellent proximity to Historic Downtown Winter Garden. Situated on a spacious .21 acre lot, this residence offers 2,614 square feet of living space, 4 bedrooms, 2.5 bathrooms, a 2 car garage, and an open concept floor

    Diana Rodriguez EXP REALTY LLC

    1750 Standing Rock Cir, Oakland, FL 34787
  • /46

    $879,999

    • 4 Beds
    • 3 Baths
    • 2,931 Sq Ft

    17882 Adrift Rd, Oakland, FL 34787

    Virtually Staged. Welcome to Waterleigh! This beautiful 2023-built, 4-bedroom, 3-bath home sits on a spacious lotwith a peaceful natural lake view from the backyard. Featuring an open-concept layout, modernkitchen, versatile loft, and private owner’s suite. Enjoy resort-style pools, clubhouses, fitnesscenters, tennis courts, trails, and playgrounds. Publix is conveniently located at

    Winnie Tam FLORIDA REALTY INVESTMENTS

    17882 Adrift Rd, Oakland, FL 34787
  • /3

    $655,990

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

    Captiva Plan at Serenade at Ovation - 50' Collection, 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 Builder
    14229 Lanyard Way Unit 36490537, Oakland, FL 34787
  • /2

    $617,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,278 Sq Ft

    Lexington w/ Bonus Plan at Serenade at Ovation - 50' Collection, Oakland, FL 34787

    The Lexington with Bonus floorplan offers a versatile layout perfect for both comfort and functionality. This one-story design includes 3 bedrooms and 2 bathrooms, complemented by a spacious three-car garage, providing ample storage and parking options. What sets this plan apart is the large bonus room on the second floor, ideal for creating a personalized space, whether it be a media room, home

    Dream Finders Homes Builder
    14229 Lanyard Way Unit 36473362, Oakland, FL 34787
  • /57

    $610,000

    • 4 Beds
    • 2.5 Baths
    • 2,984 Sq Ft

    3247 Buoy Cir, Oakland, FL 34787

    Space, style, and a true lake-community lifestyle come together in this thoughtfully designed home in the gated community of Lakeview Preserve. With a flexible floor plan, generous living spaces, and room to grow both inside and out, this home offers the perfect blend of comfort, functionality, and Florida living. The open-concept layout is designed for both entertaining and everyday living. At

    Dana Vander Meer BLUE MARLIN REAL ESTATE

    3247 Buoy Cir, Oakland, FL 34787
  • /56

    $655,990

    $124K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,284 Sq Ft

    8114 Sayings Dr, Winter Garden, FL 34787

    Virtually Staged. Beautifully maintained 5-bedroom, 3-bath home offering approximately 3,300 sq. ft. in the highly sought-after Storey Grove community of Winter Garden. Situated on a premium conservation and water-view lot with no rear neighbors, this home offers exceptional privacy and peaceful views from the screened lanai with an outdoor sink. The bright, open floor plan features a spacious

    Anna Shi LPT REALTY, LLC

    8114 Sayings Dr, Winter Garden, FL 34787
  • /2

    $675,900

    • 4 Beds
    • 2.5 Baths
    • 3,652 Sq Ft

    239 Largovista Dr, Oakland, FL 34787

    Welcome to this beautiful and impeccably maintained 4-bedroom, 2.5-bath home in the desirable Johns Landing community of Oakland! This exceptional family home offers space, comfort, flexibility, and all the features buyers are looking for. The spacious floor plan includes a large bonus room and an additional room currently being used as an office, which can easily be converted back to a bedroom

    Cathy Heighter-Moore APPROVED PATRIOT REALTY LLC

    239 Largovista Dr, Oakland, FL 34787
  • /12

    $799,999

    • 5 Beds
    • 3 Baths
    • 3,413 Sq Ft

    16 Oakland Pointe Cir, Oakland, FL 34760

    Move-in-ready, airy and spacious 3,413-sq-ft home just two blocks from downtown Oakland, West Orange trail and directly across from Lake Apopka. Step into a home where character meets comfort and sophistication. Adorned with vibrant Tabebuia trees and blooming gardens, this property is a true gem. Every detail here tells a story of charm and warmth. Built in 1998 and fully updated with new

    Jack Keller JACK KELLER INC

    16 Oakland Pointe Cir, Oakland, FL 34760
  • /80

    $739,000

    • 4 Beds
    • 3.5 Baths
    • 2,840 Sq Ft

    9152 Sonoma Coast Dr, Oakland, FL 34787

    Welcome to this beautifully maintained 4-bedroom, 3.5-bathroom home in the highly sought-after Winter Garden area! Perfectly positioned on a premium homesite, this home offers breathtaking water and conservation views with NO REAR NEIGHBORS, providing exceptional privacy and a peaceful backdrop. Designed for both comfort and functionality, the open floor plan features a private first-floor guest

    Yujie Jiang INTOP REALTY LLC

    9152 Sonoma Coast Dr, Oakland, FL 34787
  • /46

    $689,900

    $60K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,852 Sq Ft

    2017 Boss Hewett St, Oakland, FL 34787

    Virtually Staged. Enjoy single-level living in lakefront Hull Island in this meticulously maintained 2,852 sq ft home built in 2022, with owned rooftop solar that keeps utility costs well below the Florida norm for a home this size. Four bedrooms, four full baths, and a two-car garage, all just minutes from historic Winter Garden's shops, restaurants, and Saturday farmers market.All four

    Peter Biskup CHARLES RUTENBERG REALTY ORLANDO

    2017 Boss Hewett St, Oakland, FL 34787
  • /24

    $859,500

    • 5 Beds
    • 3.5 Baths
    • 3,631 Sq Ft

    5128 Breezy Acres St, Oakland, FL 34787

    Welcome to your dream home in the highly desirable community of Wincey Groves! This stunning 5-bedroom, 3.5-bath single-family residence, built in 2021, boasts contemporary design and upscale finishes throughout. Enjoy soaring 10-foot ceilings with elegant fascia, and a chef-inspired modern kitchen featuring luxurious quartz countertops and top-of-the-line stainless steel

    Karla Rodriguez EXP REALTY LLC

    5128 Breezy Acres St, Oakland, FL 34787
  • /15

    $850,000

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

    166 Hammock Preserve Loop, Oakland, FL 34787

    Under Construction. Rare opportunity to finish a custom AR Homes "Carrabelle" build exactly the way you want it - priced to reflect its current stage. 166 Hammock Preserve Loop is roughly three-quarters complete: framing, block construction, roof, windows, and drywall are in, and the home is currently paused at that stage. What's left is the fun part - flooring, cabinetry, fixtures, paint, and

    AJ Lash GOYAL & DECOSTER REALTY

    166 Hammock Preserve Loop, Oakland, FL 34787
  • /62

    $679,000

    $10K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,686 Sq Ft

    15174 Field Daisy Dr, Oakland, FL 34787

    Welcome to this beautiful bungalow-style home in the highly desirable Osprey Ranch community in Winter Garden! Featuring 4 bedrooms, 3 full bathrooms, and 1 half bath, this thoughtfully designed residence offers comfort, style, and functionality for the whole family.Located just minutes from Disney, shopping, dining, and major highways, this home combines convenience with a peaceful

    Guilherme Garcia Cavalcante REALTY ONE GROUP INSPIRATION

    15174 Field Daisy Dr, Oakland, FL 34787
  • /30

    $653,118

    New Construction $51K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 2,441 Sq Ft

    14780 Field Daisy Dr, Oakland, FL 34787

    Welcome to the Baldwin at 14780 Field Daisy Drive in Harvest at Ovation! Enter the charming oasis within this thoughtfully designed bungalow floor plan that offers 2,441 sq. ft. of inviting living space. Just past the foyer and formal dining room, the great room opens to the designer kitchen for an easy flow that is perfect for entertaining and relaxation. A first-floor bedroom with a full bath

    Taylor Morrison Builder
    14780 Field Daisy Dr, Oakland, FL 34787
  • /39

    $796,000

    $4K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,528 Sq Ft

    1970 Standing Rock Cir, Oakland, FL 34787

    Discover expansive living and modern sophistication in this STUNNING 5-bedroom, 3-bath home with a Spacious, Peaceful backyard in the highly desirable Oakland Trails community, minutes from the West Orange Trail and the Winter Garden Plant Street Market. Offering over 3,500 SQUARE FEET of beautifully designed space and built in 2019, this residence combines contemporary comfort with UPSCALE

    Jennifer Wemert WEMERT GROUP REALTY LLC

    1970 Standing Rock Cir, Oakland, FL 34787
  • /56

    $619,999

    New Construction $129K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,872 Sq Ft

    38 S Pollard St, Oakland, FL 34760

    NEW PRICE IMPROVEMENT! Seller incentive available!Welcome home to this beautiful 2026 newly built residence in the desirable town of Oakland! This 4-bedroom, 2.5-bath home features modern finishes, an open-concept layout, and a spacious design perfect for today’s lifestyle. Enjoy the benefits of owning a newer construction home with peace of mind, energy-efficient features, and

    Cassia Barros MS LAND & BUILDING LLC

    38 S Pollard St, Oakland, FL 34760

Home Price Trends

Median Sale Price
$683,500
Median Single Family Sale Price
$765,000
Median Townhouse Sale Price
$382,000
Median 2 Bedroom Sale Price
$389,000
Average Price Per Sq Ft
$314
Number of Homes for Sale
30
Last 12 months Home Sales
108
Months of Supply
3.30
Median List Price
$744,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
3%
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