$1,699,000
$100K PRICE DROP
Under Contract
- 5 Beds
- 4.5 Baths
- 4,102 Sq Ft
1144 Hull Island Dr, Oakland, FL 34787
Tiffany Pantozzi
ALIGN REAL ESTATE LLC
3,225
Oakland, FL Homes
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1144 Hull Island Dr, Oakland, FL 34787
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$5,800 Per Month
- 4 Beds
- 3 Baths
- 3,038 Sq Ft
- House for Rent
15075 Tea Tree Dr, Oakland, FL 34787
15075 Tea Tree Dr, Oakland, FL 34787 -
$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 $364,402
Last Listing Agent Jennifer Ibarra REAL BROKER, LLC
507 W Oakland Ave, Oakland, FL 34760 -
Est $649,768
Not Listed For Sale1382 Foltz Loop, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 2,268 Sq Ft
- Built 2022
Last Sold Summary
- 69 Days On Market
Last Listing Agent Brooke Cangro RE/MAX 200 REALTY
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$640,000
Open Sun 12PM - 3PM- 4 Beds
- 2.5 Baths
- 2,614 Sq Ft
1750 Standing Rock Cir, Oakland, FL 34787
1750 Standing Rock Cir, Oakland, FL 34787
Ariel Vargas
EXP REALTY LLC
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Starting at $1,654
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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$2,353,078
Sold Jun 25, 20261204 Water Maple Dr, Oakland, FL 34760
- 4 Beds
- 6 Baths
- 3,902 Sq Ft
- Built 2026
Last Sold Summary
- $603/SF
- 0 Days On Market
Current Estimated Value $1,857,500
Last Listing Agent Alexis Anderson REGENCY REAL ESTATE LLC
1204 Water Maple Dr, Oakland, FL 34760 -
Est $590,369
Not Listed For Sale1219 Foltz Loop, Oakland, FL 34787
- 3 Beds
- 2 Baths
- 1,860 Sq Ft
- Built 2022
Last Sold Summary
- 27 Days On Market
Last Listing Agent Ashley Boyd BHHS FLORIDA REALTY
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$795,000
$55K PRICE DROP- 6 Beds
- 4 Baths
- 4,001 Sq Ft
1603 Johns Cove Ln, Oakland, FL 34787
1603 Johns Cove Ln, Oakland, FL 34787
Yusuf Gencay
RE/MAX Town & Country Realty
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$6,000 Per Month
- 4 Beds
- 3 Baths
- 3,038 Sq Ft
- Condo for Rent
15075 Tea Tree Dr Unit 4/3, Oakland, FL 34787
15075 Tea Tree Dr Unit 4/3, Oakland, FL 34787? Brand New • High Ceilings • Prime Location ? CODE: RVRS 2614 ?? Tea Tree Drive, Winter Garden, FL 34787 ?? 4 Bedrooms | ?? 3 Bathrooms ?? 3,038 Sq. Ft. Imagine being the very first to live here ? Walking into soaring 20-ft ceilings, natural light everywhere, and a space that actually feels like yours from day one. ?? $6,000/month ?? 13-month lease ??
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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 $675,419
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE
4743 Forest Haven Way, Oakland, FL 34787 -
Est $901,627
Not Listed For Sale619 Largovista Dr, Oakland, FL 34787
- 5 Beds
- 3.5 Baths
- 3,728 Sq Ft
- Built 2005
Last Sold Summary
- 52 Days On Market
Last Listing Agent Farhad Haniff EXP REALTY LLC
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$889,900
Open Sun 12AM - 3PM- 4 Beds
- 3 Baths
- 2,239 Sq Ft
226 Hammock Preserve Loop, Oakland, FL 34787
226 Hammock Preserve Loop, Oakland, FL 34787
Jennifer Gotlewski
OLYMPUS EXECUTIVE REALTY INC
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$2,899 Per Month
- 4 Beds
- 2.5 Baths
- 1,913 Sq Ft
- House for Rent
16675 Silver Brook Way, Oakland, FL 34787
16675 Silver Brook Way, Oakland, FL 34787Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2996.90. That covers your base rent, $2899.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community
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$1,057,500
Sold Sep 08, 2026427 Egret Place Dr, Oakland, FL 34787
- 6 Beds
- 5 Baths
- 4,693 Sq Ft
- Built 2013
Last Sold Summary
- 3% Below List Price
- $225/SF
- 20 Days On Market
Current Estimated Value $1,080,519
Last Listing Agent Cheryl Gritzer CLOCK TOWER REALTY
427 Egret Place Dr, Oakland, FL 34787 -
Est $849,643
Not Listed For Sale413 MacChi Ave, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 3,290 Sq Ft
- Built 2006
Last Sold Summary
- 80 Days On Market
Last Listing Agent Sophia Gordon, LLC COLDWELL BANKER REALTY
-
$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 -
$2,925 Per Month
- 4 Beds
- 2 Baths
- 1,962 Sq Ft
- House for Rent
1030 Trailside Ct, Oakland, FL 34787
1030 Trailside Ct, Oakland, FL 34787Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant. Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve this
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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 $555,377
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
Last Listing Agent Monica Restrepo UNITED REALTY GROUP INC
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$799,000
Open Sat 11AM - 5PM- 4 Beds
- 3.5 Baths
- 3,327 Sq Ft
8819 Sonoma Coast Dr, Oakland, FL 34787
8819 Sonoma Coast Dr, Oakland, FL 34787Chun Cai SPRING REALTY ONE LLC
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$3,375 Per Month
- 5 Beds
- 3 Baths
- 2,231 Sq Ft
- House for Rent
16669 Silver Brook Way, Oakland, FL 34787
16669 Silver Brook Way, Oakland, FL 34787Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3472.90. That covers your base rent, $3375.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community
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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 $891,000
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE
521 N Pollard St, Winter Garden, FL 34787 -
Est $621,370
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
Last Listing Agent Justin Adams EXP REALTY LLC
-
$505,990
New Construction- 3 Beds
- 2.5 Baths
- 2,078 Sq Ft
Cooper Plan at Serenade at Ovation - Bungalows, Oakland, FL 34787
14229 Lanyard Way Unit 36487507, Oakland, FL 34787Dream Finders Homes Builder -
$2,625 Per Month
- 3 Beds
- 2.5 Baths
- 1,688 Sq Ft
- Townhouse for Rent
15811 Tollington Aly, Oakland, FL 34787
15811 Tollington Aly, Oakland, FL 34787Make this beautiful townhome YOUR NEXT HOME! Located in Encore at Ovation, in the desirable Horizon West area and just minutes from Disney, this 3-bedroom, 2.5-bath home combines comfort, style, and convenience. The open-concept main level features wood-look tile, quartz countertops, stainless steel appliances, 42-inch cabinets, and plenty of natural light. The detached 2-car garage provides
Carlinhos Fregonezi TALENT REALTY SOLUTIONS
-
$925,000
Sold May 13, 20264608 Golden Birch Ave, Oakland, FL 34787
- 4 Beds
- 4 Baths
- 4,271 Sq Ft
- Built 2025
Last Sold Summary
- 9% Below List Price
- $217/SF
- 190 Days On Market
Last Listing Agent Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC
4608 Golden Birch Ave, Oakland, FL 34787 -
Est $425,969
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
Last Listing Agent Mandy Morgan TEAM DONOVAN
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$1,495,000
- 4 Beds
- 3.5 Baths
- 3,620 Sq Ft
137 Petris Ave, Oakland, FL 34760
137 Petris Ave, Oakland, FL 34760Alexis Anderson REGENCY REAL ESTATE LLC
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$2,699 Per Month
- 3 Beds
- 2.5 Baths
- 1,628 Sq Ft
- House for Rent
16657 Silver Brook Way, Oakland, FL 34787
16657 Silver Brook Way, Oakland, FL 34787Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2796.90. That covers your base rent, $2699.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community
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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 $458,549
Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC
2023 White Feather Loop, Oakland, FL 34787 -
Est $902,245
Not Listed For Sale70 Millholland St, Oakland, FL 34760
- 5 Beds
- 3 Baths
- 2,534 Sq Ft
- Built 2009
Last Sold Summary
- 261 Days On Market
Last Listing Agent Ashley Boyd BHHS FLORIDA REALTY
-
$825,000
$20K PRICE DROP Under Contract- 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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$1,475 Per Month
- 1 Bed
- 1 Bath
- 500 Sq Ft
- Apartment for Rent
12761 Harvest Rain Ave, Oakland, FL 34787
12761 Harvest Rain Ave, Oakland, FL 34787Beautiful private studio-style apartment located above the garage, offering privacy, comfort, and convenience in a highly desirable location. MONTHLY RENT INCLUDES ELECTRICITY, WATER, GAS, AND INTERNET.This charming open-concept space, and move-in-ready place to call home. It is also an excellent option for corporate housing, relocating professionals, traveling nurses, or anyone looking for a
Aziz Elbrak LA ROSA REALTY LLC
-
$1,193,000
Sold Aug 18, 2026556 Walker St, Oakland, FL 34760
- Land
- 1.26 Acres
- $946,825 per Acre
Last Sold Summary
- 8% Below List Price
- 71 Days On Market
Last Listing Agent Carolina Dumit CORCORAN PREMIER REALTY
556 Walker St, Oakland, FL 34760 -
Est $467,052
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
Last Listing Agent Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
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$489,000
- 3 Beds
- 2 Baths
- 1,685 Sq Ft
9357 Jaywood Rd, Oakland, FL 34787
9357 Jaywood Rd, Oakland, FL 34787Javin Lopez AVANTI WAY REALTY LLC
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$3,950 Per Month
- 4 Beds
- 4.5 Baths
- 2,817 Sq Ft
- House for Rent
4753 Ter Blf St, Oakland, FL 34787
4753 Ter Blf St, Oakland, FL 34787Stunning Home in The Enclave at Hamlin! This beautiful Amelia floor plan offers 4 spacious bedrooms, 4.5 bathrooms, a private study/office, and over 2,800 sq. ft. of elegant living space. The gourmet kitchen seamlessly flows into the large gathering and dining areas—perfect for entertaining. Additional features include: 3-car tandem garage Tray ceilings and 8' doors
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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
2925 Haze Rd, Oakland, FL 34787
- 4 Beds
- 2.5 Baths
- 2,781 Sq Ft
- Built 2025
Last Sold Summary
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE
Showing Results 1 - 40, Page 1 of 18
Home Prices in Oakland, FL
The median home sale price in Oakland, FL is $684,000, up 2% year-over-year. Homes in Oakland sell in 69 days on average, compared to the national average of 55 days.
Home Price Trends
|
Median Sale Price
$684,000
|
Median Single Family Sale Price
$780,000
|
|
Median Townhouse Sale Price
$382,000
|
Median 2 Bedroom Sale Price
$389,000
|
|
Average Price Per Sq Ft
$314
|
Number of Homes for Sale
35
|
|
Last 12 months Home Sales
109
|
Months of Supply
3.90
|
|
Median List Price
$749,450
|
Median Change From 1st List Price
4%
|
|
Median Home Sale Price YoY Change
2%
|
|
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