13

Oakland, FL Homes for Sale under $500,000

Section Image Section Image
  • /58

    $375,000

    $20K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,620 Sq Ft

    2100 Gopher Tortoise Terrace, Oakland, FL 34787

    Imagine coming home to a space that feels open, comfortable, and perfectly placed for everyday life. This corner-unit townhome in the desirable Longleaf at Oakland community offers added privacy, abundant natural light, and a thoughtfully designed layout that truly works for today’s lifestyle. Inside, the home features a clean, modern feel with plank vinyl flooring, granite countertops, and

    Stiliany Collado LLC MARKET CONNECT REALTY LLC

    2100 Gopher Tortoise Terrace, Oakland, FL 34787
  • /8

    $432,490

    New Construction $5K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,580 Sq Ft

    3043 Repose Dr, Oakland, FL 34787

    Under Construction. This dazzling Frey II, two-bedroom home provides convenient single-story living. A secondary bedroom and a study are secluded near the front of the home, leading to an inviting open-concept floorplan that boasts convenient access to a covered patio for seamless indoor-outdoor living. The owner’s suite is nestled into a private rear corner, complete with a full bathroom and

    Ben Goldstein LENNAR REALTY

    3043 Repose Dr, Oakland, FL 34787
  • /41

    $457,900

    • 3 Beds
    • 2.5 Baths
    • 1,838 Sq Ft

    2247 White Feather Loop, Oakland, FL 34787

    Welcome to this exceptional home in the highly sought-after Oakland Trails community! This beautifully designed 3-bedroom, 2.5-bath residence offers approximately 1,838 square feet of thoughtfully designed living space with an open and functional floor plan that truly stands out in the neighborhood. From the moment you arrive, you’ll notice the extended brick paver driveway, providing additional

    Carolina Cote Munoz LPT REALTY, LLC

    2247 White Feather Loop, Oakland, FL 34787
  • /68

    $400,000

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,768 Sq Ft

    16461 Prairie School Dr, Oakland, FL 34787

    PRICED TO SELL Welcome to your future home in the highly desirable, sought-after Hawksmoor community of Horizon West / Winter Garden.This beautifully maintained, move-in ready 4-bedroom, 2.5-bathroom townhome offers the perfect blend of modern comfort, functional design, and a low-maintenance lifestyle. The main level features an inviting open-concept layout filled with abundant natural light,

    Jhoana Loyo Urrutia LA ROSA REALTY LLC

    16461 Prairie School Dr, Oakland, FL 34787
  • /36

    $350,000

    $15K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,497 Sq Ft

    2117 Gopher Tortoise Terrace, Oakland, FL 34787

    PRICE Improvement and ready to sell! Be sure to ask about a lender provided reduced rate offering a rate buy down to help reduce your monthly payment and/or closing costs. Skip the projects, this 2020 built home is ready for you! This open-concept layout creates a bright and inviting space perfect for entertaining. The kitchen, where matching marble countertops and cabinetry create a clean and

    Mary Herrod De Boer SERHANT

    2117 Gopher Tortoise Terrace, Oakland, FL 34787
  • /3

    $409,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,715 Sq Ft

    Porter Plan at Serenade at Ovation - Townhomes, Oakland, FL 34787

    The Porter floorplan is an inviting two-story townhome designed with thoughtful spaces throughout. Featuring three bedrooms and two full bathrooms, the layout offers a smooth flow between living spaces. The first floor boasts a bright great room that opens into the dining area and lanai, perfect for entertaining or relaxation. Upstairs, all three bedrooms are thoughtfully arranged alongside a

    Dream Finders Homes Builder
    14229 Lanyard Way Unit 36452383, Oakland, FL 34787
  • /22

    $469,000

    • 3 Beds
    • 3 Baths
    • 1,808 Sq Ft

    14014 Scarlet Aster Aly, Oakland, FL 34787

    Rare Dual Owner's Suite Townhome — Priced to Move, Near Disney This 3-bedroom, 3-bath, 1,808 sq ft Newton model townhome in Harvest at Ovation is one of the best values in the community right now. Built in 2024 and less than 2 years old, it shows like a model and is ready for immediate move-in, while comparable new construction in the area runs 7+ months out. What sets this home apart is its dual

    Jarrett Brown LPT REALTY, LLC

    14014 Scarlet Aster Aly, Oakland, FL 34787
  • /4

    $498,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,836 Sq Ft

    Brantley Plan at Serenade at Ovation - Bungalows, Oakland, FL 34787

    Discover the charm of the Brantley Floor Plan, a bungalow perfect for families and entertaining. This plan features 3 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The gourmet kitchen boasts top-end designer finishes and flows seamlessly into the living areas, ideal for gatherings. An extra-large corner pantry provides ample storage for bulk purchases, enhancing functionality. Check out

    Dream Finders Homes Builder
    14229 Lanyard Way Unit 36498626, Oakland, FL 34787
  • /25

    $479,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,720 Sq Ft

    14099 Lochend Way, Oakland, FL 34787

    Welcome to luxury living at its finest! Nestled in the prestigious West Haven at Ovation community in Winter Garden, this almost brand new 3-bedroom, 2.5-bathroom townhome is the epitome of modern elegance. As you step inside, you're greeted by an inviting open floor plan boasting an abundance of natural light and high-end finishes throughout. The spacious living area is perfect for entertaining

    Anahi C Rosario INTERNATIONAL REAL ESTATE LLC

    14099 Lochend Way, Oakland, FL 34787
  • /39

    $429,000

    $27K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,574 Sq Ft

    15157 Aqua Sol Ln, Oakland, FL 34787

    Step into refined, low-maintenance living in this beautifully upgraded villa located in Del Webb Oasis, one of Horizon West’s premier 55+ communities. With builder villa inventory now sold out, this villa stands out as one of the best available for its location, upgraded finishes, and price. Designed for comfort and convenience, this villa offers true single-level living with a spacious two-car

    Beth Assif RE/MAX SELECT GROUP

    15157 Aqua Sol Ln, Oakland, FL 34787
  • /3

    $411,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,729 Sq Ft

    Sage Plan at Serenade at Ovation - Townhomes, Oakland, FL 34787

    The Sage floorplan offers a thoughtfully designed two-story layout, ideal for comfortable living and modern convenience. This 3-bedroom, 2.5-bathroom townhome features an open concept on the first floor, highlighted by a spacious great room, a cozy lanai, and a breezeway that connects to a 2-car garage. Upstairs, the second floor boasts all three bedrooms, along with a versatile loft space,

    Dream Finders Homes Builder
    14229 Lanyard Way Unit 36488308, Oakland, FL 34787
  • /17

    $401,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft

    Harbor Plan at Serenade at Ovation - Townhomes, Oakland, FL 34787

    The Harbor floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath,

    Dream Finders Homes Builder
    14229 Lanyard Way Unit 36477638, Oakland, FL 34787
  • /3

    $449,000

    $26K PRICE DROP
    • Land
    • 22,215 Sq Ft
    • $880,392 per Acre

    17858 Hither Hills Cir, Winter Garden, FL 34787

    Discover the perfect blend of luxury and natural beauty with these stunning lakefront lots in the Lake Apopka Sound subdivision. Set along the shores of scenic Lake Apopka, these spacious homesites offer breathtaking water views, serene sunsets, and access to one of Central Florida’s most picturesque settings. Lake Apopka Sound provides the ideal backdrop for your custom dream home. With close

    Chris Kaminski FLORIDAY PROPERTIES INC

    17858 Hither Hills Cir, Winter Garden, FL 34787

Home Price Trends

Median Sale Price
$680,000
Median Single Family Sale Price
$785,000
Median Townhouse Sale Price
$386,950
Median 2 Bedroom Sale Price
$384,900
Average Price Per Sq Ft
$310
Number of Homes for Sale
38
Last 12 months Home Sales
115
Months of Supply
4.00
Median List Price
$749,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
5%
How to Buy a Home How to Finance a Home How to Sell a Home