$360,000
$15K PRICE DROP
Pending
- 2 Beds
- 2.5 Baths
- 1,472 Sq Ft
1318 Painted Bunting Ave, Oakland, FL 34760
Randy Adams
RE/MAX TOWN & COUNTRY REALTY
3,233
Oakland, FL Homes
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1318 Painted Bunting Ave, Oakland, FL 34760
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Starting at $1,751
Total Monthly Price
- Studio - 3 Beds
751 W Oakland Ave, Oakland, FL 34787
751 W Oakland Ave, Oakland, FL 34787Perfectly located in Oakland, Florida with easy access to the West Orange bike trail and minutes from the historic downtown Winter Garden and the Florida Turnpike. The Avenue offers unparalleled amenities and an exquisite collection of studios, one, two- and three-bedroom apartment homes.
AVENUE ON OAKLAND
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$360,000
Sold Feb 06, 2026507 W Oakland Ave, Oakland, FL 34760
- 3 Beds
- 2 Baths
- 1,338 Sq Ft
- Built 1949
Last Sold Summary
- 4% Below List Price
- $269/SF
- 50 Days On Market
Current Estimated Value $358,655
Last Listing Agent Jennifer Ibarra REAL BROKER, LLC
507 W Oakland Ave, Oakland, FL 34760 -
Not Listed For Sale5884 Meditation Dr, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 1,755 Sq Ft
- Built 2025
Last Sold Summary
- 7 Days On Market
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$1,799,000
Pending- 5 Beds
- 4.5 Baths
- 4,224 Sq Ft
1216 Hull Island Dr, Oakland, FL 34787
1216 Hull Island Dr, Oakland, FL 34787
Elizabeth Fowler
THE FLORIDA PROPERTY SHOP SALE
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$2,750 Per Month
- 3 Beds
- 2.5 Baths
- 1,850 Sq Ft
- Townhouse for Rent
15769 Tollington Aly, Oakland, FL 34787
15769 Tollington Aly, Oakland, FL 34787Welcome to this beautifully maintained townhome in the highly sought-after Encore at Ovation community in Horizon West. Built in 2024 and occupied for only a short period, this home offers a fresh, like-new feel throughout.The thoughtfully designed floor plan features 3 spacious bedrooms, 2.5 bathrooms, a versatile flex room on the first floor that is ideal for a home office, study, fitness
ORLANDO Davila LA ROSA REALTY KISSIMMEE
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$672,590
Sold Mar 05, 20264743 Forest Haven Way, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 2,946 Sq Ft
- Built 2026
Last Sold Summary
- $228/SF
- 0 Days On Market
Current Estimated Value $676,820
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE
4743 Forest Haven Way, Oakland, FL 34787 -
Not Listed For Sale
13133 Sunny Retreat Ln, Oakland, FL 34787
- 3 Beds
- 3.5 Baths
- 2,808 Sq Ft
- Built 2024
Last Sold Summary
- 47 Days On Market
-
$969,900
$70K PRICE INCREASE Pre-Foreclosure- 7 Beds
- 4.5 Baths
- 4,720 Sq Ft
5074 Breezy Acres St, Oakland, FL 34787
5074 Breezy Acres St, Oakland, FL 34787
Daniel Rodriguez
NEW HEIGHTS REALTY GROUP
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$2,850 Per Month
- 3 Beds
- 2 Baths
- 1,755 Sq Ft
- House for Rent
10672 Words Dr, Winter Garden, FL 34787
10672 Words Dr, Winter Garden, FL 34787Welcome home in the master planned community of Storey Grove! Minutes from Downtown WINTER GARDEN, this stunning 3-Bedroom, 2 1/2 Bath, 2 car garage Townhome property is situated just minutes from world class theme parks and attractions. Enjoying local restaurants and shopping just a short drive away. Love the outdoors? Slow down the pace and explore nearby parks and farmer's markets. Your
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$625,000
Sold Aug 20, 20252390 Standing Rock Cir, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 2,060 Sq Ft
- Built 2018
Last Sold Summary
- 11% Below List Price
- $303/SF
- 39 Days On Market
Current Estimated Value $614,860
Last Listing Agent Francisco Chavez, Jr DENIZ REALTY PARTNERS LLC
2390 Standing Rock Cir, Oakland, FL 34787 -
Est $1,468,267
Not Listed For Sale921 Bradenville Ln, Winter Garden, FL 34787
- 4 Beds
- 4 Baths
- 3,468 Sq Ft
- Built 2022
Last Sold Summary
- 49 Days On Market
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$1,799,000
- 5 Beds
- 4.5 Baths
- 4,102 Sq Ft
1144 Hull Island Dr, Oakland, FL 34787
1144 Hull Island Dr, Oakland, FL 34787
Tiffany Pantozzi
ALIGN REAL ESTATE LLC
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$3,049 Per Month
- 3 Beds
- 3.5 Baths
- 2,072 Sq Ft
- Townhouse for Rent
6678 Juneberry Way, Oakland, FL 34787
6678 Juneberry Way, Oakland, FL 34787LIVE WHERE LIFESTYLE MEETS LOCATION • MOVE-IN READY • HEART OF HAMLIN Experience elevated living in this stunning three-story townhome in Parkview at Hamlin featuring 3 BEDROOMS, 2.5 BATHROOMS, and over 1,850 SQ FT of bright, modern space designed to impress. From the moment you walk through the 8’ entry door, you’re welcomed by a versatile FLEX SPACE perfect for a home office or gym, leading
Marisol Goncalvez De Ayala AGENT TRUST REALTY CORPORATION
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$578,310
Sold Feb 12, 20264759 Forest Haven Way, Oakland, FL 34787
- 4 Beds
- 2 Baths
- 1,882 Sq Ft
- Built 2025
Last Sold Summary
- $307/SF
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE
4759 Forest Haven Way, Oakland, FL 34787 -
Est $877,193
Not Listed For Sale13202 Spring Grove Way, Oakland, FL 34787
- 4 Beds
- 4 Baths
- 2,930 Sq Ft
- Built 2020
Last Sold Summary
- 54 Days On Market
-
$520,000
Pending- 3 Beds
- 2.5 Baths
- 2,082 Sq Ft
1979 Standing Rock Cir, Oakland, FL 34787
1979 Standing Rock Cir, Oakland, FL 34787
Ariel Vargas
EXP REALTY LLC
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$6,000 Per Month
- 4 Beds
- 4 Baths
- 3,760 Sq Ft
- House for Rent
705 Largovista Dr, Oakland, FL 34787
705 Largovista Dr, Oakland, FL 34787Come view this newly built 4 bed/4 bath two-story home in the gated community of John's Landing! Inside, you'll find a bright and airy open layout featuring an impressive vaulted ceiling, large windows, and elegant flooring throughout. The stunning kitchen includes custom built-in Thermador appliances and solid wood cabinetry. The primary suite features vaulted ceilings, a spa-style bath with a
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$3,470,000
Sold Mar 12, 2026521 N Pollard St, Winter Garden, FL 34787
- 5 Beds
- 5.5 Baths
- 4,808 Sq Ft
- Built 2026
Last Sold Summary
- 35% Above List Price
- $722/SF
Current Estimated Value $906,000
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE
521 N Pollard St, Winter Garden, FL 34787 -
Est $563,974
Not Listed For Sale2550 Standing Rock Cir, Oakland, FL 34787
- 4 Beds
- 2.5 Baths
- 2,638 Sq Ft
- Built 2018
Last Sold Summary
- 137 Days On Market
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$439,900
New Construction $16K PRICE DROP- 2 Beds
- 2 Baths
- 1,574 Sq Ft
15157 Aqua Sol Ln, Oakland, FL 34787
15157 Aqua Sol Ln, Oakland, FL 34787
Jason Price
RE/MAX SELECT GROUP
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$2,500 Per Month
- 3 Beds
- 2.5 Baths
- 1,873 Sq Ft
- Townhouse for Rent
3115 Mindfullness Dr, Oakland, FL 34787
3115 Mindfullness Dr, Oakland, FL 34787Stunning brand-new townhome located in the highly sought-after Wellness Ridge community in Clermont. This elegant two-story residence offers 3 spacious bedrooms, 2.5 bathrooms, and a thoughtfully designed open-concept floor plan filled with natural light and modern finishes throughout.The gourmet kitchen features contemporary cabinetry, stainless steel appliances, and a seamless flow into the
Bruna Sereno SELECTA REALTY LLC
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$980,000
Sold Jul 08, 20251206 Civitas, Oakland, FL 34787
- 4 Beds
- 3.5 Baths
- 2,765 Sq Ft
- Built 2022
Last Sold Summary
- 2% Below List Price
- $354/SF
- 6 Days On Market
Current Estimated Value $991,848
Last Listing Agent Gabriella Philippone INDEPENDENCE REALTY GROUP LLC
1206 Civitas, Oakland, FL 34787 -
Est $620,692
Not Listed For Sale306 W Hull Ave, Oakland, FL 34760
- 3 Beds
- 2.5 Baths
- 2,245 Sq Ft
- Built 2020
Last Sold Summary
- 74 Days On Market
-
$825,000
Open Sat 1AM - 4PM $20K PRICE DROP- 5 Beds
- 4 Baths
- 4,240 Sq Ft
14001 Rugby St, Oakland, FL 34787
14001 Rugby St, Oakland, FL 34787Ann Mertens KELLER WILLIAMS ELITE PARTNERS III REALTY
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$2,950 Per Month
- 4 Beds
- 2.5 Baths
- 2,094 Sq Ft
- House for Rent
14387 Braemar St, Oakland, FL 34787
14387 Braemar St, Oakland, FL 34787Gorgeous Townhome just west of Disney off the 429 located in the Highland Ridge subdivision, offers modern living at its finest! This spacious two-story, 4-bedrooms, 2.5 bathrooms, residence provides ample space for comfortable, energy efficient living under 2,114 sq ft. Enjoy the convenience of a fully equipped kitchen featuring brand new stainless steel appliances. The kitchen boasts beautiful
Eileen Scates SCATES REALTY & INVESTMENT PRO
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$404,990
Sold Jul 29, 20252907 Transformation Way, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 1,647 Sq Ft
- Built 2025
Last Sold Summary
- 4% Below List Price
- $246/SF
- 18 Days On Market
Last Listing Agent Ben Goldstein LENNAR REALTY
2907 Transformation Way, Oakland, FL 34787 -
Est $427,379
Not Listed For Sale2289 White Feather Loop, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 1,744 Sq Ft
- Built 2017
Last Sold Summary
- 29 Days On Market
-
$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
14229 Lanyard Way Unit 36501514, Oakland, FL 34787Dream Finders Homes Builder -
$2,700 Per Month
- 3 Beds
- 3 Baths
- 1,809 Sq Ft
- Townhouse for Rent
2101 Gopher Tortoise Terrace, Oakland, FL 34760
2101 Gopher Tortoise Terrace, Oakland, FL 34760Beautiful Townhome for rent now available in the sought after community of Longleaf at Oakland. This lovely, like new 3-bedroom, 3 bathroom townhome features one bedroom on the first floor. Open floor plan, overlooking the courtyard. On the second floor you’ll find the spacious Owner’s suite and guest bedroom each equipped with private bathrooms. This end unit open floorplan with an outside patio
Claudia D'Aquino CENTURY 21 CARIOTI
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$455,000
Sold Dec 23, 20252023 White Feather Loop, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 2,089 Sq Ft
- Built 2018
Last Sold Summary
- 6% Below List Price
- $218/SF
- 123 Days On Market
Current Estimated Value $460,656
Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC
2023 White Feather Loop, Oakland, FL 34787 -
Est $490,707
Not Listed For Sale1793 White Feather Loop, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 2,082 Sq Ft
- Built 2017
Last Sold Summary
- 105 Days On Market
-
$649,990
New Construction- 4 Beds
- 3 Baths
- 2,689 Sq Ft
Biscayne Plan at Serenade at Ovation - 50' Collection, Oakland, FL 34787
14229 Lanyard Way Unit 36496529, Oakland, FL 34787Dream Finders Homes Builder -
$3,000 Per Month
- 3 Beds
- 2.5 Baths
- 2,014 Sq Ft
- House for Rent
9588 Jacques Aly, Oakland, FL 34787
9588 Jacques Aly, Oakland, FL 34787Welcome to Waterleigh in the desirable area of Horizon West located in Winter Garden, FL. “Come Here and Stay” in this stunning community situated on over 1,400 acres of land with over a dozen lakes and ponds. Check out one of Waterleigh’s most popular bungalow floor-plans the Cordale offering 4 bedrooms, 2.5 bathrooms, and an attached 2 car garage. Enjoy the water view, while sitting on the
Teresa Valdes VALSTAR REALTY LLC
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$465,597
Sold Dec 22, 202517687 Japonica Bloom Dr Unit 221, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 1,696 Sq Ft
- Built 2025
Last Sold Summary
- $275/SF
- 20 Days On Market
Last Listing Agent Reed Williams ASHTON WOODS FLORIDA REALTY LLC
17687 Japonica Bloom Dr Unit 221, Oakland, FL 34787 -
Not Listed For Sale
5876 Meditation Dr, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 1,620 Sq Ft
- Built 2025
Last Sold Summary
-
$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
14229 Lanyard Way Unit 36464429, Oakland, FL 34787Dream Finders Homes Builder -
$2,850 Per Month
- 3 Beds
- 2.5 Baths
- 1,770 Sq Ft
- House for Rent
11428 Great Rock St, Oakland, FL 34787
11428 Great Rock St, Oakland, FL 34787TENANT OCCUPIED – Available August 1, 2026. Welcome to this beautiful 3-bedroom, 2.5-bath home in the sought-after Storey Grove community of Winter Garden. Featuring an open-concept floor plan, 42" cabinets, quartz countertops, and spacious living areas, this home offers both comfort and style. All bedrooms are located upstairs, providing added privacy. Enjoy the fully fenced backyard, perfect
Jackie Yuan JHY REALTY INVESTMENTS, LLC
-
$768,700
Sold Oct 28, 20255780 Dancing Willow St, Oakland, FL 34787
- 4 Beds
- 3.5 Baths
- 3,575 Sq Ft
- Built 2025
Last Sold Summary
- $215/SF
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE
5780 Dancing Willow St, Oakland, FL 34787 -
Est $1,448,333
Not Listed For Sale410 Briley Ave, Oakland, FL 34787
- 6 Beds
- 5.5 Baths
- 6,428 Sq Ft
- Built 2026
Last Sold Summary
- 0 Days On Market
Showing Results 1 - 40, Page 1 of 18
Home Prices in Oakland, FL
The median home sale price in Oakland, FL is $634,500, up 2% year-over-year. Homes in Oakland sell in 59 days on average, compared to the national average of 58 days.
Home Price Trends
|
Median Sale Price
$634,500
|
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
45
|
|
Last 12 months Home Sales
170
|
Months of Supply
3.20
|
|
Median List Price
$661,827
|
Median Change From 1st List Price
2%
|
|
Median Home Sale Price YoY Change
2%
|
|
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