Oakland, FL Real Estate & Homes For Sale

37 homes

  • 1202 Johns Cove Ln, Oakland, FL 34787
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    NEW - 2 HRS AGO0.51 ACRES
    $1,990,000
    5bd
    4ba
    5,117 sqft (on 0.51 acres)
    1202 Johns Cove Ln,
    Oakland, FL 34787
    DALTON WADE INC
  • 1017 Johns Point Dr, Oakland, FL 34787
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    NEW - 12 HRS AGO0.96 ACRES
    $2,100,000
    5bd
    6ba
    6,141 sqft (on 0.96 acres)
    1017 Johns Point Dr,
    Oakland, FL 34787
    INTERNATIONAL NETWORK REALTY
  • 1590 Stone Arrow Ct, Oakland, FL 34787
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    NEW - 1 DAY AGO
    $589,999
    4bd
    3ba
    3,451 sqft
    1590 Stone Arrow Ct,
    Oakland, FL 34787
    NUMBER 1 BROKER, LLC
  • 17878 Hither Hills Cir, Winter Garden, FL 34787
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    NEWOPEN FRI, 12-4PMNEW CONSTRUCTION0.29 ACRES
    $701,900
    5bd
    5ba
    3,314 sqft (on 0.29 acres)
    17878 Hither Hills Cir,
    Winter Garden, FL 34787
    D R HORTON REALTY OF CENTRAL FLORIDA LLC
  • 402 N Pollard St, Oakland, FL 34760
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    NEW CONSTRUCTION0.5 ACRES
    $2,595,000
    5bd
    6ba
    4,813 sqft (on 0.50 acres)
    402 N Pollard St,
    Oakland, FL 34760
    CORCORAN PREMIER REALTY
  • 511 Briley Ave, Oakland, FL 34760
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    NEW CONSTRUCTION0.31 ACRES
    $1,695,000
    5bd
    5ba
    3,665 sqft (on 0.31 acres)
    511 Briley Ave,
    Oakland, FL 34760
    CORCORAN PREMIER REALTY
  • 110 W Railway Ave, Oakland, FL 34760
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    NEW CONSTRUCTION0.31 ACRES
    $1,749,000
    5bd
    5ba
    3,876 sqft (on 0.31 acres)
    110 W Railway Ave,
    Oakland, FL 34760
    REGENCY REAL ESTATE LLC
  • 515 N Nixon St, Oakland, FL 34760
    NEW CONSTRUCTION0.52 ACRES
    $2,499,000
    5bd
    7ba
    4,584 sqft (on 0.52 acres)
    515 N Nixon St,
    Oakland, FL 34760
    REGENCY REAL ESTATE LLC
  • Summerlin Plan in Lake Apopka Sound, Winter Garden, FL 34787
    NEW CONSTRUCTION
    $673,990+
    5bd
    5ba
    3,334 sqft
    Summerlin Plan in Lake Apopka Sound,
    Winter Garden, FL 34787
  • Camden Plan in Lake Apopka Sound, Winter Garden, FL 34787
    NEW CONSTRUCTION
    $633,990+
    4bd
    4ba
    2,787 sqft
    Camden Plan in Lake Apopka Sound,
    Winter Garden, FL 34787
  • 2115 Gopher Tortoise Ter, Oakland, FL 34787
    $415,000
    3bd
    3ba
    1,620 sqft
    2115 Gopher Tortoise Ter,
    Oakland, FL 34787
    KELLER WILLIAMS REALTY AT THE LAKES
  • 100 Millholland St, Oakland, FL 34760
    0.41 ACRES
    $1,995,000
    5bd
    5ba
    3,747 sqft (on 0.41 acres)
    100 Millholland St,
    Oakland, FL 34760
    ENGEL & VOLKERS NEW SMYRNA
  • 339 Largovista Dr, Oakland, FL 34787
    $480,000
    3bd
    2ba
    1,956 sqft
    339 Largovista Dr,
    Oakland, FL 34787
    ROBERT SLACK LLC
  • 17874 Hither Hills Cir, Winter Garden, FL 34787
    NEW CONSTRUCTION0.25 ACRES
    $673,990
    4bd
    4ba
    3,019 sqft (on 0.25 acres)
    17874 Hither Hills Cir,
    Winter Garden, FL 34787
    D R HORTON REALTY OF CENTRAL FLORIDA LLC
  • 2289 White Feather Loop, Oakland, FL 34787
    $465,000
    3bd
    3ba
    1,744 sqft
    2289 White Feather Loop,
    Oakland, FL 34787
    TEAM DONOVAN
  • 2151 White Feather Loop, Oakland, FL 34787
    $495,000
    3bd
    3ba
    2,069 sqft
    2151 White Feather Loop,
    Oakland, FL 34787
    CINO INTERNATIONAL INC
  • 17798 Hither Hills Cir, Winter Garden, FL 34787
    NEW CONSTRUCTION0.55 ACRES
    $1,097,261
    4bd
    3ba
    2,929 sqft (on 0.55 acres)
    17798 Hither Hills Cir,
    Winter Garden, FL 34787
    D R HORTON REALTY OF CENTRAL FLORIDA LLC
  • 17802 Hither Hills Cir, Winter Garden, FL 34787
    NEW CONSTRUCTION0.55 ACRES
    $1,393,216
    4bd
    4ba
    4,328 sqft (on 0.55 acres)
    17802 Hither Hills Cir,
    Winter Garden, FL 34787
    D R HORTON REALTY OF CENTRAL FLORIDA LLC
  • 812 Johns Point Dr, Oakland, FL 34787
    0.57 ACRES
    $1,749,900
    5bd
    4ba
    4,373 sqft (on 0.57 acres)
    812 Johns Point Dr,
    Oakland, FL 34787
    CORCORAN PREMIER REALTY
  • Destin Plan in Lake Apopka Sound, Winter Garden, FL 34787
    NEW CONSTRUCTION
    $588,990+
    4bd
    3ba
    2,361 sqft
    Destin Plan in Lake Apopka Sound,
    Winter Garden, FL 34787
  • 1216 Hull Island Dr, Oakland, FL 34787
    0.27 ACRES
    $1,430,000
    5bd
    5ba
    4,224 sqft (on 0.27 acres)
    1216 Hull Island Dr,
    Oakland, FL 34787
    TOPSKY REALTY INC
  • 16251 W Colonial Dr #6, Oakland, FL 34760
    3.52 ACRES
    $2,600,000
    16251 W Colonial Dr #6,
    Oakland, FL 34760
    RE/MAX TITANIUM GROUP
  • 302 Largovista Dr, Oakland, FL 34787
    0.26 ACRES
    $649,900
    5bd
    4ba
    3,863 sqft (on 0.26 acres)
    302 Largovista Dr,
    Oakland, FL 34787
    WATSON REALTY CORP
  • Portland Plan in Lake Apopka Sound, Winter Garden, FL 34787
    NEW CONSTRUCTION
    $651,990+
    4bd
    4ba
    3,030 sqft
    Portland Plan in Lake Apopka Sound,
    Winter Garden, FL 34787
  • 636 Strihal Loop, Oakland, FL 34787
    OPEN SAT, 11-3PM
    $459,900
    3bd
    2ba
    2,054 sqft
    636 Strihal Loop,
    Oakland, FL 34787
    SOUTHERN PRESTIGE REALTY INC
  • 2340 Standing Rock Cir, Oakland, FL 34787
    $799,990
    5bd
    3ba
    3,416 sqft
    2340 Standing Rock Cir,
    Oakland, FL 34787
    PREFERRED RE BROKERS III
  • 202 W Oakland Ave, Oakland, FL 34760
    0.29 ACRES
    $460,000
    3bd
    2ba
    1,600 sqft (on 0.29 acres)
    202 W Oakland Ave,
    Oakland, FL 34760
    RE/MAX PRIME PROPERTIES
  • 312 Briley Ave #11, Oakland, FL 34760
    0.43 ACRES
    $425,000
    Studio
    312 Briley Ave #11,
    Oakland, FL 34760
    CORCORAN PREMIER REALTY
  • 510 N Nixon St #9, Oakland, FL 34760
    0.45 ACRES
    $450,000
    510 N Nixon St #9,
    Oakland, FL 34760
    REGENCY REAL ESTATE LLC
  • Killarney Cove Dr #72, Winter Garden, FL 34787
    0.28 ACRES
    $69,999
    Killarney Cove Dr #72,
    Winter Garden, FL 34787
    REAL ESTATE FIRM OF ORLANDO
  • Killarney Cove Dr #43, Winter Garden, FL 34787
    0.28 ACRES
    $69,999
    Killarney Cove Dr #43,
    Winter Garden, FL 34787
    REAL ESTATE FIRM OF ORLANDO
  • Killarney Cove Dr #52, Winter Garden, FL 34787
    0.28 ACRES
    $69,999
    Killarney Cove Dr #52,
    Winter Garden, FL 34787
    REAL ESTATE FIRM OF ORLANDO

Homes Near Oakland, FL

We found 30 more homes matching your filters just outside Oakland

  • 909 McKinnon Sq, Winter Garden, FL 34787
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    $580,000
    3bd
    3ba
    1,772 sqft
    909 McKinnon Sq,
    Winter Garden, FL 34787
    EXP REALTY LLC
  • 15223 Farm Stand Ct, Winter Garden, FL 34787
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    NEW CONSTRUCTION0.35 ACRES
    $2,649,000
    5bd
    5ba
    5,175 sqft (on 0.35 acres)
    15223 Farm Stand Ct,
    Winter Garden, FL 34787
    BLUE CRAB REALTY LLC
  • 1453 Union Club Dr, Winter Garden, FL 34787
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    $965,000
    5bd
    4ba
    2,691 sqft
    1453 Union Club Dr,
    Winter Garden, FL 34787
    THE REAL ESTATE COLLECTION LLC
  • 15255 E Oakland Ave, Winter Garden, FL 34787
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    0.44 ACRES
    $2,250,000
    5bd
    4ba
    5,754 sqft (on 0.44 acres)
    15255 E Oakland Ave,
    Winter Garden, FL 34787
    STOCKWORTH REALTY GROUP
  • Mabel Plan in Oakland Park - Park Series, Winter Garden, FL 34787
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    NEW CONSTRUCTION
    $811,990+
    4bd
    3ba
    2,686 sqft
    Mabel Plan in Oakland Park - Park Series,
    Winter Garden, FL 34787
  • Fernwood Plan in Oakland Park - Park Series, Winter Garden, FL 34787
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    NEW CONSTRUCTION
    $838,990+
    4bd
    3ba
    2,987 sqft
    Fernwood Plan in Oakland Park - Park Series,
    Winter Garden, FL 34787
  • Vanderley Plan in Oakland Park - Park Series, Winter Garden, FL 34787
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    NEW CONSTRUCTION
    $826,990+
    4bd
    4ba
    2,755 sqft
    Vanderley Plan in Oakland Park - Park Series,
    Winter Garden, FL 34787
  • 519 Marsh Reed Dr, Winter Garden, FL 34787
    $585,000
    4bd
    3ba
    2,584 sqft
    519 Marsh Reed Dr,
    Winter Garden, FL 34787
    ARK REALTY LLC
  • 1010 Huntspoint St, Winter Garden, FL 34787
    $1,345,000
    6bd
    4ba
    3,662 sqft
    1010 Huntspoint St,
    Winter Garden, FL 34787
    BHHS FLORIDA REALTY
  • 17515 Satsuma Cir, Winter Garden, FL 34787
    0.42 ACRES
    $474,900
    3bd
    3ba
    1,872 sqft (on 0.42 acres)
    17515 Satsuma Cir,
    Winter Garden, FL 34787
    TITAN REALTY GROUP LLC
  • Jefferson Plan in Oakland Park, Winter Garden, FL 34787
    NEW CONSTRUCTION
    $749,900+
    3bd
    3ba
    2,247 sqft
    Jefferson Plan in Oakland Park,
    Winter Garden, FL 34787
  • 1372 Avalon Rd, Winter Garden, FL 34787
    1.24 ACRES
    $774,990
    4bd
    2ba
    2,260 sqft (on 1.24 acres)
    1372 Avalon Rd,
    Winter Garden, FL 34787
    RE/MAX PRIME PROPERTIES
  • Orange Ave, Winter garden, FL 34787
    5 ACRES
    $1,750,000
    Orange Ave,
    Winter garden, FL 34787
    WHEATLEY REALTY GROUP
  • Lincoln Plan in Oakland Park, Winter Garden, FL 34787
    NEW CONSTRUCTION
    $789,900+
    4bd
    4ba
    2,693 sqft
    Lincoln Plan in Oakland Park,
    Winter Garden, FL 34787
  • 17732 Deer Isle Cir, Winter Garden, FL 34787
    1.01 ACRES
    $1,599,000
    5bd
    4ba
    4,907 sqft (on 1.01 acres)
    17732 Deer Isle Cir,
    Winter Garden, FL 34787
    KELLER WILLIAMS ADVANTAGE REALTY
  • 1430 Broken Oak Dr #C, Winter Garden, FL 34787
    $392,900
    3bd
    3ba
    1,699 sqft
    1430 Broken Oak Dr #C,
    Winter Garden, FL 34787
    LA ROSA REALTY SUCCESS LLC
  • Jackson Plan in Oakland Park, Winter Garden, FL 34787
    NEW CONSTRUCTION
    $759,900+
    3bd
    3ba
    2,240 sqft
    Jackson Plan in Oakland Park,
    Winter Garden, FL 34787
  • 1100 Ridge Lake Way, Winter Garden, FL 34787
    NEW CONSTRUCTION
    $929,900
    4bd
    4ba
    2,693 sqft
    1100 Ridge Lake Way,
    Winter Garden, FL 34787
    KELLER WILLIAMS ELITE PARTNERS III REALTY
  • 14415 Travois Way, Winter Garden, FL 34787
    0.26 ACRES
    $609,990
    4bd
    3ba
    2,361 sqft (on 0.26 acres)
    14415 Travois Way,
    Winter Garden, FL 34787
    WRA BUSINESS & REAL ESTATE
  • 15603 Boggy Oak Cir, Winter Garden, FL 34787
    OPEN SAT, 10-2PM
    $369,900
    3bd
    3ba
    1,544 sqft
    15603 Boggy Oak Cir,
    Winter Garden, FL 34787
    ERA GRIZZARD REAL ESTATE
  • 166 Hammock Preserve Loop, Winter Garden, FL 34787
    NEW CONSTRUCTION
    $1,649,900
    4bd
    4ba
    3,186 sqft
    166 Hammock Preserve Loop,
    Winter Garden, FL 34787
    EXP REALTY LLC
  • 255 Deer Isle Dr, Winter Garden, FL 34787
    1.06 ACRES
    $1,290,000
    4bd
    3ba
    3,041 sqft (on 1.06 acres)
    255 Deer Isle Dr,
    Winter Garden, FL 34787
    WRA BUSINESS & REAL ESTATE
  • 15668 W Colonial Dr, Winter Garden, FL 34787
    1.55 ACRES
    $949,000
    6bd
    6ba
    6,022 sqft (on 1.55 acres)
    15668 W Colonial Dr,
    Winter Garden, FL 34787
    OLDE TOWN BROKERS INC
  • 267 Deer Isle Dr #86, Winter Garden, FL 34787
    1.17 ACRES
    $387,900
    267 Deer Isle Dr #86,
    Winter Garden, FL 34787
    REAL BROKER, LLC
  • 1532 Scarlet Oak Loop #B, Winter Garden, FL 34787
    $359,899
    3bd
    3ba
    1,544 sqft
    1532 Scarlet Oak Loop #B,
    Winter Garden, FL 34787
    KELLER WILLIAMS LEGACY REALTY
  • 14425 Shaman Way, Winter Garden, FL 34787
    0.26 ACRES
    $635,000
    4bd
    4ba
    2,998 sqft (on 0.26 acres)
    14425 Shaman Way,
    Winter Garden, FL 34787
    ERA GRIZZARD REAL ESTATE
  • 17814 Hither Hills Cir, Winter Garden, FL 34787
    NEW CONSTRUCTION
    $1,372,000
    4bd
    4ba
    4,328 sqft
    17814 Hither Hills Cir,
    Winter Garden, FL 34787
    D R HORTON REALTY OF CENTRAL FLORIDA LLC
  • 260 Deer Isle Dr, Winter Garden, FL 34787
    2.01 ACRES
    $2,300,000
    4bd
    5ba
    4,714 sqft (on 2.01 acres)
    260 Deer Isle Dr,
    Winter Garden, FL 34787
    CREEGAN GROUP

Oakland, FL Real Estate Trends

Learn about the Oakland, FL housing market through trends and averages.

Affordability of Living in Oakland, FL

The median home value is $543,244
MonthMedian home value
March 2023$520k
April 2023$523k
May 2023$526k
June 2023$528k
July 2023$530k
August 2023$533k
September 2023$535k
October 2023$539k
November 2023$541k
December 2023$543k
January 2024$543k
February 2024$543k
View as a graph
Trends and affordability stats are provided by third party data sources.

Average Home Value in Oakland, FL, by Home Size

Currently, there are 10 new listings and 37 homes for sale in Oakland.
Home SizeHome Value*
3 bedrooms (6 homes)$484,469
4 bedrooms (11 homes)$590,877
*Home value over the past month

What Locals Say about Oakland

  • Kauffmanlondon
    "Family area and quiet great schools low crime and there own police department. Mostly newer builds and on the exspensive side "
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  • Karenamiles
    "very close to gas stations restaurants and shopping. just off Florida Turnpike. nearby lake in subdivision. nice walking community "
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  • Cassyperrin
    "There are quite a few dogs, so if you have an antisocial pet this might not be the best place for your furry friend!!"
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  • Jayrwingfield
    "the people are unique and its s very quiet and slow. kids play outside and the people of the community are very welcoming"
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  • Michael G.
    "Easy Access to most things in central fl"
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  • Anne M.
    "I visit this area frequently. My family members live there as well. It's a great neighborhood where people know one another and look out for each other. Only 69 lots and it's a dead end street so no additional traffic in this gated community of all custom homes"
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511