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Oakland, FL Homes for Sale

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  • /59

    $975,000 Pre-Foreclosure

    • 7 Beds
    • 4.5 Baths
    • 4,720 Sq Ft

    5074 Breezy Acres St, Oakland, FL 34787

    MOVE-IN READY | EASY OWNER FINANCING AVAILABLE | FURNITURE NEGOTIABLE WITH PURCHASE Welcome to an exceptional opportunity in the heart of Winter Garden’s highly sought-after Wincey Groves community. This beautifully upgraded Sweetwater model by Dream Finders Homes, built in 2021, offers over 4,700 square feet of refined living space with 7 bedrooms and 4.5 bathrooms, plus two additional flex

    Agent Photo

    Daniel Rodriguez

    NEW HEIGHTS REALTY GROUP

    (321) 471-0799

    5074 Breezy Acres St, Oakland, FL 34787
  • /39

    $360,000

    • 2 Beds
    • 2.5 Baths
    • 1,472 Sq Ft

    1318 Painted Bunting Ave, Oakland, FL 34760

    One or more photo(s) has been virtually staged. You’re going to love this beautifully maintained 2-bedroom, 2.5-bath Townhome in the highly desirable Longleaf At Oakland which is perfectly located just a 1/2 mile from the Florida Turnpike, offering easy access to everything Central Florida has to offer. The entire interior was freshly painted in March 2026, giving the home a bright, fresh feel

    Agent Photo

    Randy Adams

    RE/MAX TOWN & COUNTRY REALTY

    (689) 399-4178

    1318 Painted Bunting Ave, Oakland, FL 34760
  • /55

    $849,000

    • 4 Beds
    • 2 Baths
    • 2,708 Sq Ft

    624 Hull Island Dr, Oakland, FL 34787

    Discover a rare opportunity to own a private estate property in one of West Orange County’s most desirable corridors. Situated in Oakland, this 2.55-acre parcel offers space, privacy, and future potential just minutes from the conveniences of West Colonial Drive, Florida Turnpike (Exit 275), Clermont, and the vibrant districts of Oakland and Downtown Winter Garden. Properties like this are

    Agent Photo

    Carmelo Nuccio

    RE/MAX EXCLUSIVE COLLECTION

    (321) 449-7661

    624 Hull Island Dr, Oakland, FL 34787
  • /34

    $635,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,445 Sq Ft

    16186 Honey Harvest St, Oakland, FL 34787

    Move-In Ready Luxury in Harvest at Ovation — Taylor Morrison Popular Baldwin Floor Plan. Sellers had change of plans. Brand new home available for immediate move-in! Why wait months to build when this stunning, just-completed Taylor Morrison Baldwin floor plan is ready for you right now? Located in the highly sought-after Harvest at Ovation community in Orlando, this exceptional 4-bedroom,

    Agent Photo

    Nicole Rader

    MAINFRAME REAL ESTATE

    (689) 303-5944

    16186 Honey Harvest St, Oakland, FL 34787
  • /39

    $455,900 New Construction

    • 2 Beds
    • 2 Baths
    • 1,574 Sq Ft

    15157 Aqua Sol Ln, Oakland, FL 34787

    Welcome to Del Webb Oasis, a gated community in Winter Garden's Horizon West, Get ready to live your best life in this vibrant, 55+ boutique community. It’s not just a home—it’s a feeling of pure community where every day is a chance to connect with your peers and jump into fun. Say goodbye to chores with our luxury, low-maintenance lifestyle and hello to endless activities! And the location?

    Agent Photo

    Jason Price

    RE/MAX SELECT GROUP

    (321) 486-6916

    15157 Aqua Sol Ln, Oakland, FL 34787
  • /25

    $645,990 New Construction

    • 5 Beds
    • 3.5 Baths
    • 2,688 Sq Ft

    Anna Maria w/ Bonus Plan at Serenade at Ovation - Single Family Homes, Oakland, FL 34787

    The Anna Maria with Bonus floorplan is an expansive two-story home designed to accommodate a growing family, offering five 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
  • /3

    $649,990 New Construction

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

    Biscayne Plan at Serenade at Ovation - Single Family Homes, 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
  • /3

    $603,990 New Construction

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

    Anna Maria Plan at Serenade at Ovation - Single Family Homes, 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
  • /4

    $505,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,078 Sq Ft

    Cooper Plan at Serenade at Ovation - Bungalow, Oakland, FL 34787

    Discover the Copper, an open bungalow floor plan that will enhance your living experience with its spacious layout, including 3 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The moment you walk through the front door, the openness of the home welcomes you, leading directly to a show-stopping gourmet kitchen with a long island ideal for entertaining friends and other guests. Upstairs, the

    Dream Finders Homes Builder
    14229 Lanyard Way Unit 36487507, Oakland, FL 34787
  • /58

    $375,000

    • 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
  • /45

    $549,900

    • 3 Beds
    • 2.5 Baths
    • 2,089 Sq Ft

    2065 White Feather Loop, Oakland, FL 34787

    Welcome to the highly desirable Oakland Trails community, where this beautifully designed 2019 Meritage Home offers an exceptional blend of modern comfort, energy efficiency, and everyday convenience. Ideally located just approximately 30 minutes from Disney, Universal, and Downtown Orlando, the home provides easy access to major attractions while preserving a peaceful residential

    Denis Bochkov PINK MIAMI REAL ESTATE

    2065 White Feather Loop, Oakland, FL 34787
  • /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
  • /51

    $809,900

    • 3 Beds
    • 2.5 Baths
    • 2,348 Sq Ft

    9008 Sonoma Coast Dr, Oakland, FL 34787

    WELCOME TO WATERLEIGH LAKEFRONT LIVING at its finest! Now offered at an INCREDIBLE NEW PRICE of $809,900 — recently reduced from $824,950 for immediate value and opportunity! Experience breathtaking waterfront views and resort-style living at 9008 Sonoma Coast located in the highly desirable community of Waterleigh in Winter Garden. This stunning lakefront residence combines elegant design,

    Gary Berkson RE/MAX CENTRAL REALTY

    9008 Sonoma Coast Dr, Oakland, FL 34787
  • /55

    $799,900

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

    8807 Sonoma Coast Dr, Oakland, FL 34787

    Welcome to the beautiful community of Waterleigh in Winter Garden! ** POND VIEW** This meticulously maintained home features 5 bedrooms, 4 bathrooms, and a second floor laundry and bonus/game room. This thoughtfully designed open-concept home offers functionality and space for all. The spacious foyer invites you into the great room filled with natural light and overlooks the pond. The kitchen

    Teresa Stewart SOUTHERN REALTY GROUP LLC

    8807 Sonoma Coast Dr, Oakland, FL 34787
  • /35

    $825,000

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

    931 Kylee Aly, Winter Garden, FL 34787

    There is a distinct rhythm to life in Oakland Park that cannot be replicated anywhere else in Central Florida. It is a refined balance of Old Florida charm and modern luxury, where tree-lined streets, curated green spaces, and intentional design create a true sense of place. As you enter the community, everything feels elevated and thoughtfully composed, with the 22-mile West Orange Trail serving

    Matt McKee COMPASS FLORIDA LLC

    931 Kylee Aly, Winter Garden, FL 34787
  • /60

    $997,000

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

    9549 Bolero Rd, Oakland, FL 34787

    The lakefront life of grandeur awaits you in this stunningly enhanced North Haven model by DR Horton's luxury line, Emerald Homes! Structural enhancements are plentiful and include a Control4 Smart Home Automation System, custom designed closets in nearly every closet throughout the home, security system, technology operated window treatment, entire home water softener, reverse osmosis kitchen

    Jacquelyn Voigt KELLER WILLIAMS REALTY AT THE LAKES

    9549 Bolero Rd, Oakland, FL 34787
  • /48

    $426,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,636 Sq Ft

    10768 Rhett Butler Aly, Winter Garden, FL 34787

    Designed for modern living, this beautifully maintained 3-bedroom, 2.5-bath townhome is located in the highly desirable Storey Grove community. Built in 2023, this home offers contemporary style, comfort, and convenience in one of the most sought-after areas near Orlando. The first floor features a bright open-concept layout with tile flooring throughout, creating a clean, modern, and

    Emilia Faria KARDOSH REALTY

    10768 Rhett Butler Aly, Winter Garden, FL 34787
  • /78

    $899,000

    • 4 Beds
    • 3.5 Baths
    • 3,399 Sq Ft

    505 E Gulley Ave, Oakland, FL 34787

    One or more photo(s) has been virtually staged. Welcome to this truly exceptional home offering space,flexibility, & an unbeatable location!This beautiful,expansive residence features 4 spacious bedrooms,3.5 bathrooms,plus a versatile upstairs BONUS ROOM that can easily serve as a 5th bedrm—complete with closet & half bath already pre-plumbed for a full bathroom conversion.Enjoy breathtaking

    Sandy Jones CLOCK TOWER REALTY

    505 E Gulley Ave, Oakland, FL 34787
  • /52

    $416,900

    • 3 Beds
    • 3 Baths
    • 1,809 Sq Ft

    2222 Gopher Tortoise Terrace, Oakland, FL 34787

    YOU Must see this absolutely Gorgeous 3BEDS,3 FULL BATH Townhouse in Oakland. located Between Winter Garden and Clermont..Great amenities for you enjoy the best of Florida lifestyle..This Property is the LARGEST SQ FT in the community and Best Floor Plan : Open floor concept ,that integrate Living space, Kitchen and Dinner space. Surrounded with sunlight windows. Engineering floor, granite

    Wagner ferreira LPT REALTY, LLC

    2222 Gopher Tortoise Terrace, Oakland, FL 34787
  • /47

    $875,000

    • 4 Beds
    • 3 Baths
    • 2,850 Sq Ft

    8 Winters Landing Dr, Oakland, FL 34787

    One or more photo(s) has been virtually staged. Welcome to your own private retreat in one of West Orange County’s most sought-after areas. This completely renovated 4-bedroom, 3-bathroom home offering 2,850 square feet of beautifully updated living space, with a new roof (2025), and drain field (2024), located in the heart of Oakland is just minutes from downtown Winter Garden.From the

    Danielle Norvell REGENCY REAL ESTATE LLC

    8 Winters Landing Dr, 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
  • /57

    $795,000

    • 4 Beds
    • 3 Baths
    • 2,909 Sq Ft

    9611 Lost Creek Dr, Oakland, FL 34787

    No rear neighbors! Situated on a premium conservation lot with lake views, this fully furnished 4-bedroom, 3-bathroom two-story home in the desirable Waterleigh community offers privacy, upgrades, and true move-in-ready convenience. Exceptional curb appeal features a brick paver driveway and welcoming front porch. Inside, enjoy wood-look tile throughout the main living areas, a flexible formal

    Patricia Mendonca Garcia Cunha M2M REALTY

    9611 Lost Creek Dr, Oakland, FL 34787
  • /30

    $874,900

    • 4 Beds
    • 4.5 Baths
    • 3,134 Sq Ft

    1231 Foltz Loop, Oakland, FL 34787

    Nestled in the serene, lakefront community of Hull Island, this meticulously maintained corner-lot home offers 4 bedrooms, 4.5 bathrooms, and a spacious bonus/game room. The Dorchester floor plan delivers a modern layout designed for both comfort and functionality. Upon entering the elegant foyer, you are welcomed by a formal dining room or flex space that leads into a bright, open-concept living

    Elisabeth Rusnak SOUTHERN REALTY GROUP LLC

    1231 Foltz Loop, Oakland, FL 34787
  • /39

    $796,000

    • 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
  • /49

    $849,000

    • 3 Beds
    • 2 Baths
    • 2,214 Sq Ft

    13343 Sunny Retreat Ln, Oakland, FL 34787

    The neighbors call this home the best kept secrets in Oasis. Sip your coffee from from the comfort of your backyard facing due east and enjoy the gorgeous sunrise, every morning!In the evening, you'll find great views of the Disney fireworks! You won't be able to find these beautiful views and gorgeous Pergola/Patio set up anywhere in the community! The seller spared no expense in making the

    John Hart ENGEL & VOLKERS ORLANDO DR PHILLIPS

    13343 Sunny Retreat Ln, Oakland, FL 34787
  • 15075 Tea Tree Dr, Oakland, FL 34787

    $829,346 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,718 Sq Ft

    15075 Tea Tree Dr, Oakland, FL 34787

    Opportunity in Avalon Woods! Welcome to the Biscayne, a spacious two-story single-family home designed with both style and functionality in mind. The 20-foot ceiling entryway creates a stunning first impression, leading into a bright and open main living area. A guest bedroom with full bath downstairs provides comfort and flexibility for visitors or multi-generational living. The beautifully

    Dream Finders Homes Builder
    15075 Tea Tree Dr, 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
  • /44

    $725,000

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

    17936 Adrift Rd, Oakland, FL 34787

    This is an amazing one-story 4-bedroom, 3 bath lakeview, conservation area home with elegant exteriors and high end features in Waterleigh, Horizon West’s Premier Community! Desirable Horizon West, featuring resort-style amenities and thoughtful design minutes from Disney World Parks and resorts. Elegant 4 bedroom, 3-bath home offers 2,113 sq. ft. of single-story comfort, ideal for families or

    Stephen Hachey FLAT FEE MLS REALTY

    17936 Adrift Rd, Oakland, FL 34787
  • /76

    $1,195,000

    • 4 Beds
    • 2.5 Baths
    • 2,469 Sq Ft

    250 N Walker St, Oakland, FL 34760

    Nestled in the heart of downtown Oakland, FL, this newly renovated two-story home features 4 bedrooms and 2.5 bathrooms. Situated on an oversized lot of nearly 1/2 acre, the property includes a resort-style pool, screened patio, shed, and a 3-car garage. Perfectly positioned between Clermont and Winter Garden, this rare property sits on quiet, charming dirt roads, surrounded by mature LIVE oak

    Alaina Edmondson COAST TO COAST REAL ESTATE PRO

    250 N Walker St, Oakland, FL 34760
  • /6

    $1,295,000

    • Land
    • 1.26 Acres
    • $1,027,778 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 estate, or a

    Matthew Burks CORCORAN PREMIER REALTY

    556 Walker St, Oakland, FL 34760
  • /3

    $655,990 New Construction

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

    Captiva Plan at Serenade at Ovation - Single Family Homes, 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 - Single Family Homes, 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
  • /78

    $2,750,000

    • 5 Beds
    • 6 Baths
    • 4,373 Sq Ft

    812 Johns Point Dr, Oakland, FL 34787

    Experience unparalleled lakefront living in this fully renovated Mediterranean-style estate located in the exclusive gated community of John’s Cove on Johns Lake. A grand driveway and manicured landscaping welcome you into a striking modern entry and elegant interior featuring high-end flooring and designer finishes throughout.Designed for effortless entertaining, the open-concept layout

    Any Alves WRA BUSINESS & REAL ESTATE

    812 Johns Point Dr, Oakland, FL 34787
  • /56

    $759,000

    • 5 Beds
    • 3 Baths
    • 3,284 Sq Ft

    8114 Sayings Dr, Winter Garden, FL 34787

    Price Improvement! Welcome to this beautifully maintained 5-bedroom, 3-bathroom single-family home located in the highly desirable Story Grove community in Winter Garden. Offering approximately 3,300 sq ft of living space, this home features a functional open-concept layout ideal for both everyday living and entertaining. Situated on a premium lot with conservation and water views, the property

    Anna Shi LPT REALTY, LLC

    8114 Sayings Dr, Winter Garden, FL 34787
  • /38

    $665,990 New Construction

    • 5 Beds
    • 4 Baths
    • 3,195 Sq Ft

    2986 Good Vibes Way, Oakland, FL 34787

    Under Construction. Welcome to the Steely, an innovative two-story Next Gen® home. This home features a private suite with a separate entrance, living area, kitchenette, bedroom, bathroom and laundry, ideal for multigenerational households. The main home is host to an inviting open-concept layout that blends the kitchen, living and dining areas, while a luxe owner’s suite at the back of the home

    Ben Goldstein LENNAR REALTY

    2986 Good Vibes Way, Oakland, FL 34787
  • /25

    $688,240 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,147 Sq Ft

    3120 Namaste Dr, Oakland, FL 34787

    Under Construction. The Summerlin checks all your boxes! This breath taking two-story home features an expansive design with a convenient three-car garage. The first floor features an open-concept family room that complements a chef-ready kitchen and a cozy dining room, plus a private office and a spacious lanai. On the same level is the tranquil owner’s suite with an attached bathroom. Found

    Ben Goldstein LENNAR REALTY

    3120 Namaste Dr, Oakland, FL 34787
  • /19

    $519,000

    • 4 Beds
    • 2 Baths
    • 2,046 Sq Ft

    1270 Stationside Dr, Oakland, FL 34787

    Nested right along the scenic West Orange Trail, this spacious 4 bedroom, 2 bath home offers the perfect balance of recreation and relaxation. The open interior flows seamlessly to private pool, creating an ideal oasis for Florida living. Located for ultimate convenience, just 15 mins from Downtown Winter Garden with The Turnpike nearby for an easy commute. Enjoy being 30 mins of Orlando's world

    Ky Lam HOME INVEST REALTY INC

    1270 Stationside Dr, Oakland, FL 34787
  • /20

    $574,990 New Construction

    • 4 Beds
    • 2 Baths
    • 2,532 Sq Ft

    3108 Namaste Dr, Oakland, FL 34787

    One or more photo(s) has been virtually staged. Under Construction. It’s what you have been waiting for, the Estero. This exquisite home emphasizes elegance and ease of living. Heading down the foyer there is a formal dining room that compliments a chef-ready kitchen, casual breakfast nook and spacious family room, plus an beautiful lanai. Framing the sides of the home are three secondary

    Ben Goldstein LENNAR REALTY

    3108 Namaste Dr, Oakland, FL 34787
  • /55

    $1,949,000 Open Sat 12PM - 4PM

    • 5 Beds
    • 4.5 Baths
    • 3,862 Sq Ft

    511 Briley Ave, Oakland, FL 34787

    Welcome to this stunning custom residence by Element Home Builders, located in the highly sought-after community of Briley Farm. Thoughtfully designed with both elegance and functionality in mind, this expansive 5-bedroom, 4.5-bathroom home offers approximately 3,862 square feet of refined living space.Step inside to a dramatic two-story foyer that sets the tone for the home’s open and airy

    Carolina Dumit CORCORAN PREMIER REALTY

    511 Briley Ave, Oakland, FL 34787
  • /4

    $508,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,083 Sq Ft

    Newbury Plan at Serenade at Ovation - Bungalow, Oakland, FL 34787

    Discover the Newbury - our largest bungalow! This expansive home is designed to accommodate a variety of lifestyles with its 4 bedrooms, 3 bathrooms, a loft, and a 2-car garage. The extended kitchen is a standout feature, offering more cabinet space than you'll ever need, perfect for those who love to cook and entertain. Each bedroom in the Newbury is generously sized ensuring that everyone in

    Dream Finders Homes Builder
    14229 Lanyard Way Unit 36490206, Oakland, FL 34787

Showing Results 1 - 40, Page 1 of 2

Why Live in Oakland

Between Lake Apopka and Johns Lake, Oakland, Florida is a small Orange County town with a strong connection to nature and lake access. About 18 miles west of downtown Orlando and 15 miles north of Walt Disney World, it sits close to major attractions while keeping a quiet, low-key feel. Residential streets feature coastal cottages, Colonial Revival homes, and modern traditional builds, many constructed in the 1970s or later, with a large share built in the past decade. Lots are generally a quarter-acre or smaller, shaded by mature oaks and Spanish moss, and many homes include in-ground pools; lakefront properties often add private docks and direct water access. Local students may attend Tildenville Elementary School, which has a high rating, and West Orange High School, also highly rated and known for its dual enrollment options and more than 50 extracurricular activities. Outdoor life centers on the 150-acre Oakland Nature Preserve with wooded trails and regular programs, Speer Park’s playground and sports courts, and the paved West Orange Trail, which runs over 22 miles and links to nearby Winter Garden businesses. The town center along Tubb Street includes the historic Oakland Town Hall and the Healthy West Orange Arts and Heritage Center, which hosts rotating exhibits, classes, and the Oakland Farmers Market, while everyday errands are handled at nearby ALDI and Publix and regional travel relies on Florida’s Turnpike, Route 408, and LYNX bus routes.

Frequently Asked Questions

What is the average home price in Oakland, FL?
Homes for sale in Oakland, FL have an average home price of $848,680.
How many homes have sold over the last 12 months in Oakland, FL?
176 homes have sold in Oakland, FL over the last 12 months.
What are the most popular zip codes in Oakland, FL?
The most popular zip codes in Oakland, FL include 34787, 34760, 34711, 34756 and 34715.
How much do you need to make to afford a house in Oakland?
The median home price in Oakland is $684,450. If you put a 20% down payment of $136,900 and had a 30-year fixed mortgage with an interest rate of 6.37%, your estimated principal and interest payment would be $3,410 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $146K a year to afford the median home price in Oakland. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Oakland, FL?
Oakland, FL has highly rated public and private schools. Some of the best schools in Oakland based on Niche Grades are Foundation Academy - Plant Street Campus, Oakland Avenue Charter School and Tildenville Elementary. Browse all the schools in Oakland, FL to learn more.

Home Trends in Oakland, FL

Housing Trends

Median Sale Price
$634,500
Median Single Family Sale Price
$740,000
Median Townhouse Sale Price
$447,988
Average Price Per Sq Ft
$299
Number of Homes for Sale
50
Last 12 months Home Sales
176
Months of Supply
3.40
Median List Price
$684,450
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
6%
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