Oakland, FL Homes for Sale

Q: What are the most popular zip codes in Oakland, FL?

The most popular zip codes in Oakland, FL include 34787 , 34760 , 34756 , 34711 and 34715 .

/39
$360,000

$15K PRICE DROP
- 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

Randy Adams

RE/MAX TOWN & COUNTRY REALTY

(689) 399-4178

1318 Painted Bunting Ave, Oakland, FL 34760
/59
$969,900

$70K PRICE INCREASE 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

Daniel Rodriguez

NEW HEIGHTS REALTY GROUP

(321) 471-0799

5074 Breezy Acres St, Oakland, FL 34787
/40
$445,900

New Construction $10K PRICE DROP
- 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?

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 - 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
/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
/45
$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 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
/43
$845,000
- 5 Beds
- 4 Baths
- 4,240 Sq Ft
14001 Rugby St, Oakland, FL 34787

Virtually Staged. Welcome home to this beautifully maintained POOL home situated on a spacious 0.26 acre corner lot in the highly sought-after Verde Park community! Offering over 4,240 square feet of thoughtfully designed living space with 5 bedrooms, 4 bathrooms, this home boasts a versatile layout ideal for both entertaining and everyday living. From the moment you step inside, you're welcomed

Ann Mertens KELLER WILLIAMS ELITE PARTNERS III REALTY

14001 Rugby St, Oakland, FL 34787
/76
$1,145,000

$150K 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
/5
$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 - 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
/50
$499,000

$16K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,069 Sq Ft
1937 Standing Rock Cir, Oakland, FL 34787

Oakland Trails is located right on the scenic West Orange Trail and just a bike ride away from the vibrant downtown Historic Winter Garden! **This home qualifies for loan options with NO DOWN PAYMENT required, 100% financing available for qualified buyers.** Step into an immaculately maintained three-bedroom, two-and-a-half-bathroom bungalow with updated wood-look plank luxury vinyl flooring

Ken Pozek REAL BROKER, LLC

1937 Standing Rock Cir, 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
/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
/67
$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
$739,000

$41K PRICE DROP
- 5 Beds
- 3 Baths
- 3,284 Sq Ft
8114 Sayings Dr, Winter Garden, FL 34787

Virtually Staged. 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

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
/59
$415,000

$10K PRICE DROP
- 4 Beds
- 2.5 Baths
- 1,768 Sq Ft
16461 Prairie School Dr, Oakland, FL 34787

PRICE REDUCED 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
/9
$599,990

New Construction Open Sat 11AM - 4PM $110K PRICE DROP
- 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
/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
/19
$509,000

$10K PRICE DROP
- 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
$554,990

New Construction $78K PRICE DROP
- 4 Beds
- 2 Baths
- 2,532 Sq Ft
3108 Namaste Dr, Oakland, FL 34787

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 bedrooms and a luxurious owner’s suite with a

Ben Goldstein LENNAR REALTY

3108 Namaste 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
/36
$679,000
- 4 Beds
- 3 Baths
- 2,281 Sq Ft
2022 Boss Hewett St, Oakland, FL 34787

This turnkey, better-than-new single-story home offers an elegant and modern retreat within Oakland’s highly desirable waterfront community of Hull Island. Nestled in a friendly neighborhood surrounded by nature, the property immediately welcomes you with tasteful customizations, upgraded lighting, and stylish accent walls that bring warmth and character to the entire layout. The thoughtfully

Brian Cirillo BALDWIN PARK REALTY LLC

2022 Boss Hewett St, 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
/33
$379,900
- 3 Beds
- 2.5 Baths
- 1,620 Sq Ft
2120 Gopher Tortoise Terrace, Oakland, FL 34787

Located in the heart of Oakland, Florida, 2120 Gopher Tortoise Terrace offers the perfect blend of modern comfort, thoughtful upgrades, and an exceptional location surrounded by nature and convenience. This beautifully cared for 3 bedroom, 2.5 bathroom townhome also presents a rare opportunity for qualified buyers to potentially assume the seller’s attractive 2.75% mortgage rate, subject to

Andy Neal THE AGENCY FL

2120 Gopher Tortoise Terrace, Oakland, FL 34787
/62
$1,674,999

$50K 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
/25
$699,490

New Construction
- 3 Beds
- 2 Baths
- 2,166 Sq Ft
4620 Scenic Woods Dr, Oakland, FL 34787

Welcome to Parkside Trails! Explore the charm of this premier Clermont location, offering exclusive amenities and quick access to shopping, dining, and entertainment. With a mix of new construction, single-family and townhomes, plus a variety of exclusive amenities, families will love coming home.Step into the Garnet, a single-story home offering 3 spacious bedrooms, 2 beautifully appointed

Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

4620 Scenic Woods Dr, Oakland, FL 34787
/46
$724,900

$25K 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-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
/98
$1,075,000
- 4 Beds
- 4.5 Baths
- 3,552 Sq Ft
806 Johns Point Dr, Oakland, FL 34787

Mediterranean Elegance Meets Lakeside Luxury on John's Lake! Welcome to your own private paradise, nestled in the exclusive, small gated waterfront enclave of John’s Cove. Step inside this gorgeous, custom-built estate and be instantly captivated by soaring 25-30 foot vaulted ceilings, a dramatic winding staircase, elegant Roman-style arches and columns and abundant natural light. In this

Laura Romot GILKEY REAL ESTATE

806 Johns Point Dr, 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
/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

Beautiful 4 bedroom plus media room, loft and office , 4 full bath pool home in the gated Lakefront community of Johns Landing. Home sits on over 13,000 sqft corner lot that is mostly fenced yard .This spacious residence features over 3000 sqft of living space, an open floor plan, soaring ceilings, a gourmet kitchen, and a first floor primary suite featuring double vanity, his and her walk in

Brenda Anglada COLDWELL BANKER REALTY

710 Regina Cir, Oakland, FL 34787
/36
$364,900
- 2 Beds
- 2.5 Baths
- 1,497 Sq Ft
2117 Gopher Tortoise Terrace, Oakland, FL 34787

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 cohesive look. A charming office nook on the first floor provides the perfect spot for working from home or managing daily tasks while staying connected to the living areas.

Mary Herrod De Boer SERHANT

2117 Gopher Tortoise Terrace, Oakland, FL 34787
/62
$1,499,000

$151K 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

Showing Results 1 - 40, Page 1 of 2

Florida Orange County Oakland

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 $832,931.

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

167 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 34787, 34760, 34756, 34711 and 34715.

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

The median home price in Oakland is $665,000. If you put a 20% down payment of $133,000 and had a 30-year fixed mortgage with an interest rate of 6.47%, your estimated principal and interest payment would be $3,350 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $144K 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 $635,000, up 2% year-over-year. Homes in Oakland sell in 57 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price $635,000	Median Single Family Sale Price $738,750
Median Townhouse Sale Price $445,986	Median 2 Bedroom Sale Price $386,450
Average Price Per Sq Ft $295	Number of Homes for Sale 43
Last 12 months Home Sales 167	Months of Supply 3.10
Median List Price $665,000	Median Change From 1st List Price 2%
Median Home Sale Price YoY Change 2%

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