Oakland Homes for Sale

Q: What are the best public schools in Oakland?

The best public schools that serve Oakland are:West Orange High School has an A Niche grade, a student teacher ratio of 26:1 and an average review score of 3.9.Tildenville Elementary has a B+ Niche grade and a student teacher ratio of 17:1.Lakeview Middle has a B Niche grade, a student teacher ratio of 20:1 and an average review score of 3.3.

Q: What are the best private schools in Oakland?

The best private schools that serve Oakland are:Foundation Academy - Plant Street Campus has an A+ Niche grade, a student teacher ratio of 12:1 and an average review score of 4.5.Family Christian School has a student teacher ratio of 13:1.

/61
$640,000
- 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

Ariel Vargas

EXP REALTY LLC

1750 Standing Rock Cir, Oakland, FL 34787
/41
$795,000

$55K 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

Yusuf Gencay

RE/MAX Town & Country Realty

1603 Johns Cove Ln, Oakland, FL 34787
/73
$1,275,000
- 3 Beds
- 3 Baths
- 3,887 Sq Ft
81 Millholland St, Oakland, FL 34760

Virtually Staged. Some homes are defined by finishes. Others are defined by a setting that simply cannot be recreated.Tucked along the shoreline of Lake Apopka in historic Oakland, this 3,887 square-foot custom residence offers something increasingly difficult to find in Central Florida: substantial living space, privacy, mature surroundings and expansive lake views, all just minutes from

Bobby Baldor

EXP REALTY LLC

81 Millholland St, Oakland, FL 34760
/74
$1,495,000
- 4 Beds
- 3.5 Baths
- 3,620 Sq Ft
137 Petris Ave, Oakland, FL 34760

FRONT PORCH CHARM, WEST ORANGE TRAIL VIEWS, AND A HOME FULL OF CHARACTER IN THE HEART OF OAKLAND! Start your mornings from the covered front porch and porch swing, taking in the peaceful surroundings and views of the West Orange Trail just beyond your front door.Step inside to soaring spaces, abundant natural light, and architectural details that immediately make an impression. A grand

Alexis Anderson REGENCY REAL ESTATE LLC

137 Petris Ave, Oakland, FL 34760
/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
/58
$515,000
- 3 Beds
- 2.5 Baths
- 1,811 Sq Ft
2696 Bobcat Chase Blvd, Oakland, FL 34787

Welcome home to this beautifully maintained 3-bedroom, 2.5-bath home in the highly sought-after Longleaf at Oakland community! From the moment you arrive, you will appreciate the inviting feel, thoughtful layout, and pride of ownership throughout. Inside, enjoy spacious bedrooms, a versatile upstairs loft perfect for a home office, media room, or additional living space, and a comfortable family

Johanna De Verteuil THE PROPERTY FIRM

2696 Bobcat Chase Blvd, Oakland, FL 34787
/31
$569,000

$30K 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
/46
$525,000
- 4 Beds
- 2 Baths
- 2,028 Sq Ft
990 Stationside Dr, Oakland, FL 34787

RARE FIND in prime OAKLAND, Florida, only a 1/4 mile away from the WEST ORANGE TRAIL: a COMPLETELY REMODELED turn-key home on an OVERSIZED 0.25-ACRE LOT with VERY LOW HOA FEES! Why settle for tiny high-density lots when you can have true space, privacy, and full peace of mind? This FULLY MODERNIZED 4-bedroom, 2-bathroom residence offers over 2,000 square feet of luxury, with major big-ticket

Daniel Betancourt EXP REALTY LLC

990 Stationside Dr, 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

$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
/50
$675,900
- 4 Beds
- 2.5 Baths
- 3,652 Sq Ft
239 Largovista Dr, Oakland, FL 34787

Welcome to this beautiful and impeccably maintained 4-bedroom, 2.5-bath home in the desirable Johns Landing community of Oakland! This exceptional family home offers space, comfort, flexibility, and all the features buyers are looking for. The spacious floor plan includes a large bonus room and an additional room currently being used as an office, which can easily be converted back to a bedroom

Cathy Heighter-Moore APPROVED PATRIOT REALTY LLC

239 Largovista Dr, 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
/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
/76
$825,000
- 4 Beds
- 3.5 Baths
- 3,085 Sq Ft
1016 Catori Rd, Oakland, FL 34787

Welcome to this beautifully designed 4-bedroom, 3.5-bath home offering stylish upgrades and exceptional indoor-outdoor living in the charming Town of Oakland. From the inviting covered entry and brick-paver driveway to the bright, open interior, every space has been thoughtfully designed for comfortable everyday living and effortless entertaining. The impressive kitchen features abundant

Kelly Zannini HOMEVEST REALTY

1016 Catori Rd, Oakland, FL 34787
/62
$1,644,999

$80K 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
$679,900

$70K 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
$510,000

$15K PRICE DROP
- 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
/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
/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
$2,495,000

New Construction $100K 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
/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
/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
/33
$355,000

$10K PRICE DROP
- 3 Beds
- 2.5 Baths
- 1,620 Sq Ft
1511 Sweet Apple St, Oakland, FL 34787

JUST REDUCED!!!!!!!!!!!!!!!!!!!!!! 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
/47
$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
/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
/4
$1,975,000

New Construction
- 5 Beds
- 5.5 Baths
- 3,596 Sq Ft
1106 Sarah Mathews Dr, Oakland, FL 34787

Pre-Construction. To be built. Nestled within the exclusive Grove community, the Clementine Plan by Element Home Builders is a bespoke pre-construction offering that showcases timeless architecture, refined luxury, and exceptional craftsmanship. This thoughtfully designed residence features 5 bedrooms, 5 full bathrooms, a powder room, loft across 3,596 square feet of elegantly curated living

Heather Spirazza REGENCY REAL ESTATE LLC

1106 Sarah Mathews Dr, Oakland, FL 34787
/18
$2,380,160

New Construction $142K PRICE INCREASE
- 5 Beds
- 5.5 Baths
- 4,204 Sq Ft
1173 Prado Ln, Oakland, FL 34787

Pre-Construction. To be built. Introducing the Sunburst Model by Davila HomesDiscover the perfect blend of modern luxury and everyday comfort in the Sunburst, a beautifully designed 4,204-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

Alexis Anderson REGENCY REAL ESTATE LLC

1173 Prado Ln, Oakland, FL 34787
/7
$1,195,000
- Land
- 35,719 Sq Ft
- $1,457,317 per Acre
552 Walker St, Oakland, FL 34760

Discover an exceptional opportunity to build a custom lakefront residence on Lot 45 in Briley Farm Phase 1B. Located at 552 Walker Street in Oakland, this approximately 0.82-acre homesite offers beautiful Lake Apopka views, direct lake frontage and generous space to create a personalized retreat exclusively with Element Home Builders. With no predetermined floor plan, buyers can collaborate with

Carolina Dumit CORCORAN PREMIER REALTY

552 Walker St, Oakland, FL 34760
/5
$595,000
- Land
- 22,651 Sq Ft
- $1,144,231 per Acre
523 Walker St, Oakland, FL 34787

Build your custom residence on Lot 21 in Briley Farm Phase 1B, a thoughtfully designed community in Oakland, Florida. Located at 523 Walker Street, this approximately 0.52-acre interior homesite offers the opportunity to create a custom home exclusively with Element Home Builders, with no predetermined floor plan. Enjoy a desirable location near charming downtown Winter Garden, the West Orange

Carolina Dumit CORCORAN PREMIER REALTY

523 Walker St, Oakland, FL 34787
/48
$730,000

Open Sat 12PM - 2PM
- 5 Beds
- 3 Baths
- 3,430 Sq Ft
2470 Standing Rock Cir, Oakland, FL 34787

Virtually Staged. Welcome to 2470 Standing Rock Circle, a beautifully maintained Montclair model by Meritage Homes in the desirable Oakland Trails community. Offering 3,446 square feet, 5 bedrooms, and a spacious open floor plan, this home has been meticulously cared for and is truly move-in ready.The first floor features a bedroom with a full bath, providing a comfortable and private

Erica Diaz HOMEVEST REALTY

2470 Standing Rock Cir, Oakland, FL 34787
/10
$3,200,000
- 41 Beds
- 75 Baths
- 17,021 Sq Ft
15992 W Colonial Dr, Oakland, FL 34787

15992 W Colonial Dr, Oakland, FL – 32-Unit Income Producing Multifamily OpportunityExceptional opportunity to acquire a 32-unit income-producing asset in the heart of West Orange County, ideally positioned along the high-visibility W Colonial Dr / SR-50 corridor in the Town of Oakland.Situated on approximately 2.15 acres, this unique property offers a diverse mix of duplex-style

Kyler Moreland REMAX SUNSTATE REALTY

15992 W Colonial Dr, Oakland, FL 34787
/23
$575,000

$75K PRICE INCREASE
- Land
- 19,602 Sq Ft
- $1,277,778 per Acre
514 N Pollard St, Winter Garden, FL 34787

Briley Farm, Central Florida’s newest custom home community, sits on 111 acres of lush landscape in Oakland, Florida. Here, you’ll have the opportunity to build your dream custom home with Pioneer Builders on a .45-acre corner lot. Pioneer Builders is renowned for their commitment to craftsmanship, attention to detail, and creating homes that reflect each client’s unique style. Every residence is

Alexis Anderson REGENCY REAL ESTATE LLC

514 N Pollard St, Winter Garden, FL 34787
/39
$796,000

$4K PRICE DROP
- 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
/56
$619,000

New Construction $130K PRICE DROP
- 4 Beds
- 2.5 Baths
- 1,872 Sq Ft
38 S Pollard St, Oakland, FL 34760

NEW PRICE IMPROVEMENT! Seller incentive available!Welcome home to this beautiful 2026 newly built residence in the desirable town of Oakland! This 4-bedroom, 2.5-bath home features modern finishes, an open-concept layout, and a spacious design perfect for today’s lifestyle. Enjoy the benefits of owning a newer construction home with peace of mind, energy-efficient features, and

Cassia Barros MS LAND & BUILDING LLC

38 S Pollard St, Oakland, FL 34760
/13
$2,615,320

New Construction
- 6 Beds
- 6.5 Baths
- 4,658 Sq Ft
1152 Prado Ln, Winter Garden, FL 34787

Under Construction. Introducing one of Central Florida's most distinguished new addresses — the Oakshade floor plan by award-winning Davila Homes, nestled within the exclusive, boutique enclave of The Grove at the Harvest District in the charming Town of Oakland, Florida. Spanning an impressive 4,658 square feet, this stunning residence offers six generously sized bedrooms, each with its own

Alexis Anderson REGENCY REAL ESTATE LLC

1152 Prado Ln, Winter Garden, FL 34787
/34
$430,000

New Construction
- 3 Beds
- 2.5 Baths
- 1,717 Sq Ft
11367 Great Rock St, Oakland, FL 34787

Virtually Staged. **Virtually Staged | Tenant Occupied | Great Investment Opportunity**Beautiful two-story home in the desirable Storey Grove community in Winter Garden, currently rented for the full year—ideal for investors seeking immediate rental income.This home offers 3 bedrooms, 2.5 bathrooms, approximately 1,717 sq. ft. of living space, peaceful pond views, and a detached two-car

Valquiria Gomes Pidgeon FLORIDA 360 REALTY LLC

11367 Great Rock St, Oakland, FL 34787
/54
$559,000
- 4 Beds
- 2.5 Baths
- 2,854 Sq Ft
2471 Sky Stone Ct, Oakland, FL 34787

Welcome to 2471 Skystone Ct, located in the desirable Oakland area! This spacious two-story home offers a thoughtfully designed floor plan with 4 bedrooms, 3.5 bathrooms, a private study, upstairs game room, and a 2-car garage.The main level features a separate living room, a dedicated study perfect for a home office, and an open-concept kitchen overlooking the breakfast nook and

Eric Jia NUMBER 1 BROKER, LLC

2471 Sky Stone Ct, Oakland, FL 34787
/26
$479,900

Open Sat 1PM - 3PM
- 3 Beds
- 2.5 Baths
- 2,082 Sq Ft
2273 Standing Rock Cir, Oakland, FL 34787

Location, location, location!! Incredible opportunity to own a popular Whitman II model in the desirable Oakland Trails community with direct walkable access to the West Orange Trail! Imagine walking or biking to dinner in downtown Winter Garden just minutes away! You're also just minutes from the Florida Turnpike and all the new shopping in Clermont, including Costco just down the road. The

Maureen Sossa Nguyen REAL BROKER, LLC

2273 Standing Rock Cir, Oakland, FL 34787

Showing Results 1 - 40, Page 1 of 2

Florida Orange County Oakland

Oakland, FL, FL Home Prices vs. Nearby Neighborhoods

	Oakland	Winter Garden	Montverde	Lake Avalon Groves
Median Home Price	$769,950	$644,950	$720,335	$906,656
Median Sale Price	$688,000 +6% YoY	$606,000 +11% YoY	$668,575 -6% YoY	$850,000 -11% YoY
Avg. Price per Square Foot	$350	$270	$262	$370
Median Single Family Price	$849,500	$635,000	$668,575	$906,656
Total Active Listings	41 listings	195 listings	18 listings	5 listings
Market Conditions	4 Months of Supply Balanced Market	4 Months of Supply Seller's Market	3 Months of Supply Seller's Market	3 Months of Supply Seller's Market

Frequently Asked Questions Why Live in Oakland

Is Oakland a good place to live?

Oakland is a good place to live. Oakland is considered very car-dependent and somewhat bikeable. Oakland has 4 parks for recreational activities.It has a median age of 41. The average household income is $149,804 which is above the national average. College graduates make up 37.7% of residents. A majority of residents in Oakland are home owners, with 19% of residents renting and 81% of residents owning their home. A local real estate agent serving Oakland can help you decide if this neighborhood is the right one for you. Learn more on our Oakland neighborhood guide.

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

The median home price in Oakland is $769,950. If you put a 20% down payment of $154,000 and had a 30-year fixed mortgage with an interest rate of 6.95%, your estimated principal and interest payment would be $4,080 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $175K 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 $150K.

What are the best public schools in Oakland?

The best public schools that serve Oakland are:

West Orange High School has an A Niche grade, a student teacher ratio of 26:1 and an average review score of 3.9.
Tildenville Elementary has a B+ Niche grade and a student teacher ratio of 17:1.
Lakeview Middle has a B Niche grade, a student teacher ratio of 20:1 and an average review score of 3.3.

What are the best private schools in Oakland?

The best private schools that serve Oakland are:

Foundation Academy - Plant Street Campus has an A+ Niche grade, a student teacher ratio of 12:1 and an average review score of 4.5.
Family Christian School has a student teacher ratio of 13:1.

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

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

What are the most popular neighborhoods near Oakland, Oakland, FL?

The most popular neighborhoods near Oakland, Oakland, FL are Bella Collina, Lake Avalon Groves, Heritage Hills, Postal Colony and Summit Greens.

Learn more about living in Oakland

How to Buy a Home How to Finance a Home How to Sell a Home

Oakland Types of Homes for Sale

Oakland Real Estate

More About Living in Oakland

Homes for Sale in Nearby Neighborhoods

Homes for Sale in Nearby Cities

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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