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Oakland, FL Homes for Sale

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  • /41

    $809,000

    Open Sun 12PM - 2PM $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
  • /50

    $489,000

    • 3 Beds
    • 2 Baths
    • 1,685 Sq Ft

    9357 Jaywood Rd, Oakland, FL 34787

    Welcome to this charming single story home in Waterleigh, offering 3 bedrooms, 2 bathrooms, and a bright, open concept layout designed for comfortable living and effortless entertaining. The well appointed kitchen overlooks the spacious family room and features stainless steel appliances, generous preparation space, a walk in pantry, and a large center island ideal for casual dining and

    Javin Lopez AVANTI WAY REALTY LLC

    9357 Jaywood Rd, Oakland, FL 34787
  • /54

    $640,000

    Open Sun 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
  • /76

    $1,049,000

    $246K PRICE DROP
    • 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 DiMare COAST TO COAST REAL ESTATE PRO

    250 N 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 - 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
  • /31

    $579,000

    $20K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,020 Sq Ft

    706 Strihal Loop, Oakland, FL 34787

    Virtually Staged. BRAND NEW ROOF! This five-bedroom, three-and-a-half-bathroom residence sits in a gated community with a new roof and architectural shingles, offering security and peace of mind. The property combines thoughtful interior finishes with direct access to some of the area's most desirable outdoor recreation opportunities.Inside, the kitchen features stainless steel appliances

    Patrick D'Agostino GLORY INTL. REAL ESTATE CO

    706 Strihal Loop, Oakland, FL 34787
  • /78

    $2,550,000

    $200K PRICE DROP
    • 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
  • /50

    $1,725,000

    Open Wed 12:30PM - 2:30PM $84K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,784 Sq Ft

    906 Allendale Ln, Winter Garden, FL 34787

    Welcome home to calm, light-filled luxury on a peaceful pond in the sought-after golf cart district—just steps from the West Orange Trail and 3 miles to historic Downtown Winter Garden.This 4-bed, 3-bath custom home sits on a large lot and features an open, airy floor plan with upscale laminate flooring throughout. The gourmet kitchen is built to entertain: commercial-grade hood, gas range,

    Jurgita Blake CENTURY 21 CARIOTI

    906 Allendale Ln, Winter Garden, 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
  • /10

    $2,575,000

    New Construction
    • 5 Beds
    • 7 Baths
    • 4,210 Sq Ft

    1155 Prado Ln, Winter Garden, FL 34787

    Pre-Construction. To be built. Welcome home to The Wildflower, an exquisitely crafted new construction estate nestled within the exclusive community of The Grove in charming Oakland, Florida. Masterfully built by the renowned Justice & Wood Builders — whose principals each bring over 25 years of custom homebuilding experience — this stunning residence delivers the perfect blend of timeless

    Alexis Anderson REGENCY REAL ESTATE LLC

    1155 Prado Ln, Winter Garden, 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
  • /59

    $515,000

    $30K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,204 Sq Ft

    2259 White Feather Loop, Oakland, FL 34787

    INCREDIBLE OPPORTUNITY to own this stunningly gorgeous 4 bedroom 2.5 bathroom corner lot home in the HIGHLY DESIRABLE community of Oakland Trails! Boasting over 2200 sq. feet of living space this 2017 built gem is amply equipped to meet the needs of families of all sizes and is gushing with stylistic appeal! Enter the home into a bright and positive feeling OPEN CONCEPT GREAT ROOM highlighted by

    Chuck Burt YOUNG REAL ESTATE

    2259 White Feather Loop, Oakland, FL 34787
  • /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
  • /4

    $508,990

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

    Newbury Plan at Serenade at Ovation - Bungalows, 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
  • /34

    $379,990

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,568 Sq Ft

    16931 Reseda Aly, Oakland, FL 34787

    JUST REDUCED - BEST PRICED TOWNHOME IN WATERLEIGH, WINTER GARDEN! This beautifully maintained 3-bedroom, 2.5-bath townhome features a bright open-concept floor plan designed for comfortable living and entertaining. The spacious kitchen offers granite countertops, stainless steel appliances, ample cabinet space, and A WHOLE-HOUSE WATER FILTRATION SYSTEM IS INCLUDED, providing added value and peace

    Leticia Mena MY REALTY GROUP, LLC.

    16931 Reseda Aly, Oakland, FL 34787
  • /62

    $1,649,999

    $75K PRICE DROP
    • 6 Beds
    • 5 Baths
    • 4,104 Sq Ft

    1101 Eagles Pass Way, Oakland, FL 34787

    Virtually Staged. Modern Luxury in the Heart of Winter Garden’s Golf Cart District! Welcome to 1101 Eagles Pass Way, an exquisite 6-bedroom, 5-bathroom home situated on a desirable corner lot in the sought-after Oakland Park community—one of the few neighborhoods within Winter Garden’s beloved golf cart district. Just one block from Lake Apopka and less than two miles from the historic downtown

    Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

    1101 Eagles Pass Way, Oakland, FL 34787
  • /54

    $567,900

    $8K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 2,216 Sq Ft

    16495 Point Rock Dr, Oakland, FL 34787

    10 minutes from Disney World & theme parks!!! Built in 2023, this beautifully home offers 4 bedrooms, 2.5 bathrooms, a versatile flex room, and a rear-entry two-car garage in the desirable Waterleigh community. The open-concept layout features a spacious kitchen with stainless steel appliances, stone countertops, upgraded wood cabinetry, and a large center island overlooking the living and dining

    Kenia Aliaga LA ROSA REALTY ORLANDO LLC

    16495 Point Rock Dr, Oakland, FL 34787
  • /4

    $505,990

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

    Cooper Plan at Serenade at Ovation - Bungalows, 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
  • /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
  • /55

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 2,152 Sq Ft

    2241 White Feather Loop, Oakland, FL 34787

    Welcome to Oakland Trails, one of Oakland’s most desirable communities! This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and location. Built in 2018, the home features a bright, open-concept floor plan with spacious living areas, a modern kitchen, and plenty of room for both everyday living and entertaining.Step outside and enjoy all the

    Brynn Munro CORCORAN PREMIER REALTY

    2241 White Feather Loop, Oakland, FL 34787
  • /37

    $435,000

    New Construction $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,170 Sq Ft

    521 W Herriott Ave, Oakland, FL 34760

    Virtually Staged. UPDATED 9/6/26 - Motivated Seller - Accepting Reasonable Offers! The home has recently been entirely staged in the property - come tour this beauty!NOTE: to add extra space, in replacement of a garage/storage - a (large shed) can be added onto the property within the sale of the home.Welcome to this brand-new construction home in the heart of Oakland! This

    Adam DeVito REAL BROKER, LLC

    521 W Herriott Ave, Oakland, FL 34760
  • /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
  • /70

    $1,400,000

    • 4 Beds
    • 3.5 Baths
    • 3,562 Sq Ft

    1112 Hull Island Dr, Oakland, FL 34787

    Welcome to this extraordinary custom lakefront estate offering breathtaking views of Lake Apopka and the ultimate Florida waterfront lifestyle. Designed with luxury and functionality in mind, this one-of-a-kind home showcases premium upgrades, exceptional craftsmanship, and direct lake access. The heart of the home is a chef-inspired kitchen featuring a natural gas cooktop, double ovens,

    Kelly Zannini HOMEVEST REALTY

    1112 Hull Island Dr, Oakland, FL 34787
  • /83

    $549,900

    • 3 Beds
    • 2.5 Baths
    • 2,031 Sq Ft

    14099 Frasier St, Oakland, FL 34787

    Welcome to this bright and inviting 3-bedroom, 2.5-bath home in the Highland Ridge community of Winter Garden. It feels open and comfortable the moment you walk in.The beautiful porcelain title throughout the first floor already gives the perspective of the open floor plan. Right off the entry is a flexible room currently used as a home office — a great spot for work or study that connect

    Fernanda Trein, LLC CHARLES RUTENBERG REALTY ORLANDO

    14099 Frasier St, Oakland, FL 34787
  • /2

    $1,675,000

    New Construction
    • 5 Beds
    • 5 Baths
    • 4,819 Sq Ft

    166 Hammock Preserve Loop, Oakland, FL 34787

    166 Hammock Preserve Loop, Oakland, FL 34787
  • /67

    $2,545,000

    New Construction Open Sun 11AM - 4PM $50K PRICE DROP
    • 5 Beds
    • 8 Baths
    • 4,433 Sq Ft

    1134 Prado Ln, Winter Garden, FL 34787

    Nestled beneath century-old heritage oaks in one of Oakland's most coveted addresses, this stunning 4,433 square foot Citrus floorplan by Element Home Builders delivers an extraordinary standard of luxury estate living. Every detail speaks to a level of craftsmanship and thoughtfulness that simply cannot be replicated.Five generously sized bedrooms, each with its own private ensuite bath,

    Alexis Anderson REGENCY REAL ESTATE LLC

    1134 Prado Ln, Winter Garden, FL 34787
  • /30

    $445,000

    • 4 Beds
    • 2.5 Baths
    • 1,992 Sq Ft

    10660 Words Dr, Oakland, FL 34787

    Welcome to 10660 Words Drive, Winter Garden, FL, a beautifully maintained home featuring a spacious and thoughtfully designed floor plan for comfortable everyday living.The open-concept layout includes a bright living area, a modern kitchen with ample cabinetry and countertop space, a dining area, and generously sized bedrooms that provide comfort and privacy.The primary suite serves as a

    Ashley Porto GLASSTONE GROUP INC

    10660 Words Dr, Oakland, FL 34787
  • /17

    $2,310,600

    New Construction $180K PRICE INCREASE
    • 5 Beds
    • 5.5 Baths
    • 3,992 Sq Ft

    1146 Prado Ln, Oakland, FL 34787

    Pre-Construction. To be built. Introducing the Hearth Stone Model by Davila Homes. Discover the perfect blend of modern luxury and everyday comfort in the Hearth Stone, a beautifully designed 3,992-square-foot residence by Davila Homes. With 5 spacious bedrooms and 5.5 elegantly finished bathrooms, this home offers the ideal balance of open living and private retreat—crafted to meet the needs of

    Heather Spirazza REGENCY REAL ESTATE LLC

    1146 Prado Ln, Oakland, FL 34787
  • /62

    $1,250,000

    $400K PRICE DROP
    • 6 Beds
    • 7.5 Baths
    • 5,614 Sq Ft

    620 N Tubb St, Oakland, FL 34760

    PRICE IMPROVEMENT! This exquisite gem has endless opportunities: a wellness center, wedding event venue, and Airbnb. Not looking to own a bed and breakfast? This would also make a fantastic stately residential home! This distinctive 19th-century Oakland Manor House sits on an .8-acre park-like setting in the charming town of Oakland. Carefully restored to preserve and enhance its original beauty

    Jennifer Wilson OAKSTRAND REALTY

    620 N Tubb St, Oakland, FL 34760
  • /40

    $3,295,000

    New Construction
    • 6 Beds
    • 6.5 Baths
    • 5,144 Sq Ft

    312 Briley Ave, Oakland, FL 34760

    Under Construction. This exceptional luxury residence by Element Home Builders is located in the prestigious Briley Farm community and offers 5,144 square feet of thoughtfully designed living space on a private 0.5-acre homesite. Featuring 6 bedrooms, 6 full bathrooms, and 1 half bath, this home showcases one of Element's most sought-after floor plans, blending timeless architecture with modern

    Carolina Dumit CORCORAN PREMIER REALTY

    312 Briley Ave, Oakland, FL 34760
  • /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
  • /33

    $364,500

    • 3 Beds
    • 2.5 Baths
    • 1,620 Sq Ft

    1511 Sweet Apple St, Oakland, FL 34787

    Welcome to 1511 Sweet Apple Street, a well-maintained, stunning, and ready-to-move-in townhouse located in the highly desirable Longleaf at Oakland community. Built in 2019, this beautifully maintained home offers 3 spacious bedrooms, 2.5 bathrooms, and 1,620 square feet of bright, open-concept living space designed for both relaxation and entertaining. The inviting front porch is the perfect

    Ali Yche SOUTHERN PRESTIGE REALTY INC

    1511 Sweet Apple St, Oakland, FL 34787
  • /3

    $2,098,000

    New Construction $100K PRICE INCREASE
    • 4 Beds
    • 4 Baths
    • 4,557 Sq Ft

    1258 Ridge Lake Way, Winter Garden, FL 34787

    Pre-Construction. To be built. Pre-Construction. To be built. A Custom home in the Reserve of the sought-after Oakland Park community. This is a RCB Homes custom-built two story, four-bedroom, four-bath floor plan that you will customize with all the luxury finishes you will pick yourself! The floorplan is an open concept design, but you can still make changes to the floorplan if you want! The

    Chris Herlihy NEW HOMES REAL ESTATE, INC.

    1258 Ridge Lake Way, Winter Garden, FL 34787
  • /24

    $995,900

    $995K PRICE INCREASE
    • 5 Beds
    • 4 Baths
    • 3,951 Sq Ft

    219 Largovista Dr, Oakland, FL 34787

    Beautiful house, fully remodeled luxury residence in the exclusive gated community of John's Landing. Offering nearly 4,000 sq/ft, this impressive 5 bedrooms, 4 bath home features, 2 of the bedrooms is a suite, high-end finishes, and a seamless modern design throughout.Porcelain tile flooring, a stunning gourmet kitchen with island with quartz countertops, custom cabinetry and a premium

    Durval Da Rocha NOVARE REAL ESTATE LLC

    219 Largovista 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
  • /48

    $199,000

    • 2 Beds
    • 1 Bath
    • 722 Sq Ft

    320 W Sadler Ave, Oakland, FL 34760

    Hot Oakland opportunity. Motivated seller, bring all offers. This two-bed, one-bath on a no HOA lot puts you minutes to John’s Lake boat access and the West Orange Trail, plus a short hop to downtown Winter Garden dining and shops. Fix and flip, hold as a rental, or tear down and build new. The upside is real and the seller is ready. Quiet small-town setting with outdoor perks and growth around

    Sibelys Alvarez OFFERPAD BROKERAGE FL LLC

    320 W Sadler Ave, Oakland, FL 34760
  • /2

    $449,900

    • Land
    • 16,117 Sq Ft
    • $1,215,946 per Acre

    2012 N Old Killarny St, 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

    2012 N Old Killarny St, Winter Garden, FL 34787
  • /55

    $540,000

    • 4 Beds
    • 2.5 Baths
    • 2,486 Sq Ft

    223 Largovista Dr, Oakland, FL 34787

    Virtually Staged. Welcome to this spacious two-story home located in the highly desirable gated community of John's Landing in beautiful Oakland. Offering 4 bedrooms, 2.5 bathrooms, and over 2486 square feet of living space, this home combines generous room sizes, a functional layout, and an exceptional location to create the perfect place to call home. Step inside to discover multiple living and

    Corey Smallman MARKET CONNECT REALTY LLC

    223 Largovista Dr, 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 $1,000,176.
How many homes have sold over the last 12 months in Oakland, FL?
108 homes have sold in Oakland, FL over the last 12 months.
What is the average household income in Oakland, FL?
The average household income in Oakland, FL is $134K.
What are the most popular zip codes in Oakland, FL?
The most popular zip codes in Oakland, FL include 34760, 34787, 34711, 34756 and 34715.
How much do you need to make to afford a house in Oakland?
The median home price in Oakland is $737,000. If you put a 20% down payment of $147,400 and had a 30-year fixed mortgage with an interest rate of 6.71%, your estimated principal and interest payment would be $3,810 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $163K a year to afford the median home price in Oakland. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Oakland is $134K.
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 Price Trends

Median Sale Price
$683,500
Median Single Family Sale Price
$752,500
Median Townhouse Sale Price
$382,000
Median 2 Bedroom Sale Price
$369,500
Average Price Per Sq Ft
$316
Number of Homes for Sale
29
Last 12 months Home Sales
108
Months of Supply
3.20
Median List Price
$737,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
3%
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