Oakland, FL Homes for Sale

/41
$850,000
- 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

Yusuf Gencay

RE/MAX Town & Country Realty

1603 Johns Cove Ln, Oakland, FL 34787
/64
$1,699,000

$100K PRICE DROP
- 5 Beds
- 4.5 Baths
- 4,102 Sq Ft
1144 Hull Island Dr, Oakland, FL 34787

Virtually Staged. Welcome to this exceptional lakefront retreat on the shores of Lake Apopka, where breathtaking water views, luxury upgrades, and exceptional outdoor living come together to create the ultimate Florida lifestyle. Offering 5 bedrooms, 4.5 bathrooms, and over 4,000 square feet of thoughtfully designed living space, including a convenient first-floor bedroom, this beautifully

Tiffany Pantozzi

ALIGN REAL ESTATE LLC

1144 Hull Island Dr, Oakland, FL 34787
/40
$539,900

$20K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,089 Sq Ft
2065 White Feather Loop, Oakland, FL 34787

Welcome to the highly desirable Oakland Trails, where this 2019 Meritage Home combines modern style, energy efficiency, and a thoughtfully designed layout for everyday comfort. Ideally situated approximately 30 minutes from Walt Disney World, Universal Orlando, and Downtown Orlando, the home provides convenient access to Central Florida's most popular destinations while preserving the peaceful

Denis Bochkov PINK MIAMI REAL ESTATE

2065 White Feather Loop, Oakland, FL 34787
/43
$825,000

$20K PRICE DROP
- 5 Beds
- 4 Baths
- 4,240 Sq Ft
14001 Rugby St, Oakland, FL 34787

One or more photo(s) has been virtually staged. Price improved and ready for its next owner, this beautifully maintained pool home in the sought-after Verde Park community offers more than 4,240 square feet of thoughtfully designed living space on a beautiful 0.26-acre corner lot in one of Winter Garden’s most beloved communities. With 5 bedrooms and 4 bathrooms, the home delivers an exceptional

Ann Mertens KELLER WILLIAMS ELITE PARTNERS III REALTY

14001 Rugby St, 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 - 50' Collection, 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 - 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
/3
$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
/64
$1,095,000
- 6 Beds
- 5 Baths
- 4,693 Sq Ft
427 Egret Place Dr, Oakland, FL 34787

Tucked inside sought-after Johns Lake Pointe, this impeccably maintained 6-bedroom, 5-bathroom, pool home offers 4,693 square feet of thoughtfully designed living space where style, comfort, and exceptional entertaining come together. With a versatile floor plan that includes a first-floor Primary suite, and additional Primary suite upstairs, expansive gathering spaces, and standout rooms for

Cheryl Gritzer CLOCK TOWER REALTY

427 Egret Place 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
/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
/76
$1,125,000

$170K PRICE DROP
- 4 Beds
- 2.5 Baths
- 2,469 Sq Ft
250 N Walker St, Oakland, FL 34760

SELLER OFFERING BUYER 20K!!!! TOWARDS CLOSING COSTS AND PREPAIDS. 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

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
/34
$599,000

Open Sun 12PM - 2PM
- 3 Beds
- 2 Baths
- 1,860 Sq Ft
1808 Western Trailway Dr, Oakland, FL 34787

Welcome to this beautifully maintained 3-bedroom, 2-bath home offering over 1,800 square feet of thoughtfully designed living space in the highly sought-after Hull Island community of Oakland. Tasteful décor and stylish finishes create a warm, inviting atmosphere, while the open-concept floor plan features a spacious kitchen with stainless steel appliances, a large center island with counter

Susan Koptieff FLORIDA IN MOTION REALTY INC

1808 Western Trailway Dr, Oakland, FL 34787
/28
$599,000
- 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 and a

Patrick D'Agostino GLORY INTL. REAL ESTATE CO

706 Strihal Loop, Oakland, FL 34787
/78
$2,699,000

$51K 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
/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
/65
$1,765,000

$44K PRICE DROP
- 5 Beds
- 4 Baths
- 3,784 Sq Ft
906 Allendale Ln, Winter Garden, FL 34787

Step into a custom residence where calmness, grace, and thoughtful design greet you from the moment you arrive. In the quiet part of community, overlooking peaceful pond views, this luxury home features an open, airy floor plan filled with natural light, upscale laminate planks throughout, large lot. The gourmet kitchen is a true centerpiece here, offering a commercial-grade hood ideal for

Jurgita Blake CENTURY 21 CARIOTI

906 Allendale Ln, Winter Garden, FL 34787
/56
$729,000

$51K PRICE DROP
- 5 Beds
- 3 Baths
- 3,284 Sq Ft
8114 Sayings Dr, Winter Garden, FL 34787

Virtually Staged. Welcome to this beautifully maintained 5-bedroom, 3-bathroom home in the highly sought-after Storey Grove community of Winter Garden, one of Horizon West's most desirable neighborhoods. Offering approximately 3,300 square feet of thoughtfully designed living space, this exceptional home combines comfort, functionality, and an unbeatable location. Perfectly positioned on a

Anna Shi LPT REALTY, LLC

8114 Sayings Dr, Winter Garden, 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
/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
/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
/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
$525,000

$20K 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
/42
$799,000
- 4 Beds
- 3 Baths
- 2,117 Sq Ft
9296 Bolero Rd, Oakland, FL 34787

Welcome to this beautifully maintained 4-bedroom, 3-bath home built in 2020, ideally situated on a premium corner lot at the end of a quiet cul-de-sac in the highly desirable Waterleigh community. Offering an open-concept layout with luxury vinyl flooring, a spacious kitchen featuring a large island, modern finishes, and seamless living and dining areas, this home is perfect for everyday living

Any Alves WRA BUSINESS & REAL ESTATE

9296 Bolero Rd, Oakland, FL 34787
/20
$554,990

New Construction $78K PRICE DROP
- 4 Beds
- 3 Baths
- 2,199 Sq Ft
3108 Namaste Dr, Oakland, FL 34787

Under Construction. The Aspen single-story home emphasizes convenience and modern comfort, with four bedrooms and 3 bathrooms. Off the foyer are three secondary bedrooms, each with easy access to a nearby bathroom. Down the hallway is an open-concept layout connecting a well-equipped kitchen, dining room and family room with access to a large lanai. Adjacent to this space is the lavish owner’s

Ben Goldstein LENNAR REALTY

3108 Namaste Dr, 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
$1,675,000

New Construction
- 5 Beds
- 5 Baths
- 3,895 Sq Ft
Custom Carrabelle Plan at Oakland Park, Winter Garden, FL 34787

AR Homes Builder

884 Tilden Oaks Trail Unit 37615294, Winter Garden, 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
/46
$699,900

$50K 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 amenities

Brynn Munro CORCORAN PREMIER REALTY

2241 White Feather Loop, Oakland, FL 34787
/45
$639,000
- 4 Beds
- 3 Baths
- 2,650 Sq Ft
529 Johns Landing Way, Oakland, FL 34787

Welcome home to this stunning 4-bedroom, 3-bathroom pool home tucked inside a sought-after gated community! Offering 2,650 square feet of thoughtfully designed living space, this home is perfect for both everyday comfort and entertaining. The versatile 4th bedroom is ideal as a mother-in-law suite, guest quarters, or home office — perfect for multi-generational living. The spacious primary suite

Denise Pellegrino REAL BROKER, LLC

529 Johns Landing Way, Oakland, FL 34787
/2
$1,675,000

New Construction
- 5 Beds
- 5 Baths
- 4,819 Sq Ft
166 Hammock Preserve Loop, Oakland, FL 34787

AR Homes Builder

166 Hammock Preserve Loop, Oakland, FL 34787
/67
$2,595,000

New Construction Open Sun 11AM - 4PM
- 5 Beds
- 8 Baths
- 4,433 Sq Ft
1134 Prado Ln, Oakland, FL 34760

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, Oakland, FL 34760
/17
$2,130,760

New Construction
- 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
/47
$669,900

$10K PRICE INCREASE
- 5 Beds
- 4 Baths
- 3,285 Sq Ft
710 Regina Cir, Oakland, FL 34787

Welcome to this exceptional pool home located in the sought-after gated lakefront community of Johns Landing. Situated on an oversized 13,000+ square-foot corner lot with a mostly fenced backyard, this spacious home offers over 3,000 square feet of thoughtfully designed living space.Featuring 4 bedrooms, 4 full bathrooms, a dedicated office, media room, and spacious loft, this home provides

Brenda Anglada COLDWELL BANKER REALTY

710 Regina Cir, 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
/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
/62
$689,000
- 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

Showing Results 1 - 40, Page 1 of 2

Florida Orange County

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.

Learn more about living in Oakland

Frequently Asked Questions

What is the average home price in Oakland, FL?

Homes for sale in Oakland, FL have an average home price of $957,208.

How many homes have sold over the last 12 months in Oakland, FL?

115 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, 34756, 34711 and 34715.

How much do you need to make to afford a house in Oakland?

The median home price in Oakland is $749,000. If you put a 20% down payment of $149,800 and had a 30-year fixed mortgage with an interest rate of 6.55%, 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 Prices in Oakland, FL

The median home sale price in Oakland, FL is $680,000, up 5% year-over-year. Homes in Oakland sell in 63 days on average, compared to the national average of 56 days.

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%

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Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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