James Dr, Winter Haven, FL 33881
OFF MARKET

    James Dr, Winter Haven, FL 33881

    Home Value

    Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

    Comparable sales

    These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
    Address
    Distance
    Property Type
    Sold Price
    Sold Date
    Bed
    Bath
    Sqft
    INTERLOCHEN BLVD BOULEVARD LOT 1, Winter Haven, FL
    0.78
    Lot/Land
    $127,000
    10/27/25
    -
    -
    4311 Emerald Palms Blvd, Winter Haven, FL
    1.64
    Lot/Land
    $95,000
    07/29/26
    -
    -
    4311 EMERALD PALMS BOULEVARD LOT 58, Winter Haven, FL
    1.64
    Lot/Land
    $95,000
    07/28/26
    -
    -
    4322 Emerald Palms Blvd, Winter Haven, FL
    1.67
    Lot/Land
    $95,000
    04/06/26
    -
    -
    1852 Woodpointe Dr, Winter Haven, FL
    1.74
    Lot/Land
    $235,000
    02/09/26
    -
    -
    4753 Emerald Palms Ct, Winter Haven, FL
    1.96
    Lot/Land
    $270,000
    02/05/26
    -
    -
    2684 Wyndsor Oaks Way, Winter Haven, FL
    2.04
    Lot/Land
    $690,000
    11/13/25
    -
    -
    CF KINNEY ROAD LOT 10, Lake Wales, FL
    2.21
    Lot/Land
    $65,000
    11/04/25
    -
    -
    C F Kinney Rd, Waverly, FL
    2.22
    Lot/Land
    $65,000
    03/12/26
    -
    -
    450 PALMA CEIA ROAD, Winter Haven, FL
    2.40
    Lot/Land
    $142,500
    02/20/26
    -
    -

    Nearby home prices

    Get a sense of expected prices in the area by checking the value of nearby homes.
    Address
    Distance
    Price
    Bed
    Bath
    Sqft
    Status
    202 GOLF AIRE BOULEVARD, Winter Haven, FL 33884
    0.18
    $284,200
    3
    2
    1,927
    Off Market
    256 GOLF AIRE BOULEVARD, Winter Haven, FL 33884
    0.21
    $518,100
    3
    2.5
    3,928
    Off Market
    211 GOLF AIRE BOULEVARD, Winter Haven, FL 33884
    0.22
    $285,000
    3
    2
    1,650
    Recently Sold
    252 GOLF AIRE BLVD, Winter Haven, FL 33884
    0.24
    $290,300
    3
    2
    1,773
    Off Market
    212 GOLF AIRE BOULEVARD, Winter Haven, FL 33884
    0.25
    $285,000
    3
    2
    1,792
    Recently Sold
    239 GOLF AIRE BOULEVARD, Winter Haven, FL 33884
    0.26
    $349,999
    3
    2.5
    2,263
    For Sale
    242 GOLF AIRE BLVD, Winter Haven, FL 33884
    0.31
    $417,800
    3
    2.5
    2,627
    Off Market
    222 GOLF AIRE BOULEVARD, Winter Haven, FL 33884
    0.31
    $301,100
    3
    2
    1,627
    Off Market
    236 GOLF AIRE BOULEVARD, Winter Haven, FL 33884
    0.31
    $364,100
    3
    2.5
    2,523
    Off Market
    240 GOLF AIRE BOULEVARD, Winter Haven, FL 33884
    0.32
    $304,900
    3
    2
    2,022
    Recently Sold
    226 GOLF AIRE BOULEVARD, Winter Haven, FL 33884
    0.32
    $352,900
    3
    2
    1,636
    Off Market
    302 Ruby Lake Ln, Winter Haven, FL 33884
    0.36
    $388,000
    3
    2
    2,587
    Recently Sold

    Homes for rent near James Dr

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    Local Information

    • Map ViewExplore the area around James Dr.
    • Schools1 Preschool School1 Elementary School1 Middle School2 High Schools
    • Shop & Eat
    -- mins to
    Commute Destination

    Home Highlights

    Lot/Land

    About this House

    Known as 'The Chain of Lakes City' because of its numerous freshwater lakes, Winter Haven was originally called 'Harris Corners' but changed its name a year later in recognition of the area's pleasant climate. Winter Haven blossomed during the 1920's and with growth came infrastructure. Winter Haven Hospital was founded in 1926 and America's first Publix Superstore arrived circa 1930. Cypress Gardens opened to the public in 1936 and is now the home of LEGOLAND® Florida. Home to approx.30,000 residents, Winter Haven has all the amenities and facilities you would expect from a city of this size. Outdoor activities are numerous but being surrounded by lakes, Winter Haven is also a mecca for water sports enthusiasts as well as sport fishing and leisure boating, etc. This is one individual lot in St. James Crossing subdivision. Additional lot can be found at MLS# P4630606. The property is also available for sale as a bulk purchase of 131 lots. Please contact agent for more information on bulk purchase.
    James Dr, Winter Haven, FL 33881 is a lot/land. This property is not currently displayed as for sale or rent on Trulia.

    Home Details for James Dr

    Property Information

    Property Type / Style
    Property Type: Lot Land

    Lot Information

    Lot Area: 6899 sqft

    Price and Tax history

    DateEventPrice
    Jul 1, 2016
    Source: Agent Provided
    		ListingRemoved
    $24,684
    Apr 7, 2015
    Source: Agent Provided
    		Listed For Sale
    $24,684
    Feb 26, 2015
    Source: Agent Provided
    		ListingRemoved
    $24,684
    May 29, 2014
    Source: Agent Provided
    		Listed For Sale
    $24,684

    Market trends in Winter Haven

    Last updated July 2026
    Buyer'sMarketSeller'sMarket
    Avg. sale price
    $260K
    $3.28K    MoM
    Sale-to-List Price
    98.4%
    0.2%    MoM
    Price per sq ft
    $161
    $4    MoM
    Available listings
    778
    10    MoM

    Around this home

    What Locals Say about Winter Haven

    At least 800 Trulia users voted on each feature.

    • 83 % Say car is needed

    • 80 % Say parking is easy

    • 78 % Say yards are well-kept

    • 76 % Say it's dog friendly

    • 68 % Say there's holiday spirit

    • 64 % Say it's quiet

    • 61 % Say kids play outside

    • 49 % Say people would walk alone at night

    • 48 % Say there are sidewalks

    • 47 % Say they plan to stay for at least 5 years

    • 46 % Say streets are well-lit

    • 44 % Say neighbors are friendly

    • 43 % Say it's walkable to grocery stores

    • 32 % Say there's wildlife

    • 30 % Say it's walkable to restaurants

    • 24 % Say there are community events

    Sourced by Trulia users. Learn more about our methodology.
    • Cathyharris1222
      "Safe area for children and families "
      0
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    • Cocobrownie3
      "Freindly neighbors, Holloween is wonderful here, everyone loves to BBQ , and Santa Clause comes on Chismas Eve. Wonderful place to live. However, to schools are not so good. "
      0
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    • William David Evans
      "We have our personal cars have used uber a few times but not really necessary for us because we live close to most of the stores and restaurants "
      1
      Flag
    • Morgan Ivey-trask
      "Everyone is friendly and so nice. I like it here but I will be moving out soon to live in North Carolina to get my kids back and live a new life "
      2
      Flag
    • Madeline R
      "Its neighborly and quiet while still being close to the theme parks and airport. Ive lived here for 5 years and it was the best decision we made."
      0
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    • Miguel Catalano
      "Quiet neighborhood, everything you need is close by and affordable, and places of worship for everyone. Light traffic all the time and great restaurants all over town with views of the lake. Serenity is everywhere in Winter Haven."
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    • Z64p52x99r
      "I don’t go to the community events in the area I solely go to work and home I enjoy this peace in the neighborhood "
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    • John Van Volkenburgh
      "Quick. No issues as long as you don’t work in Orlando or Tampa. Rural and central to the state. Small town. I’m "
      0
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    • Jenna Strickler
      "Food giveaways, law enforcement always circling/passing by Security feels safe Not the best neighborhood overall, but I have not had an issue since living here. "
      0
      Flag
    • Emily Torres
      "I’ve lived close to this area for 3 years now and worked there for a year and a half. Very nice area !"
      1
      Flag
    • Anonymous
      "You can walk your dogs with no problems. Many houses are fenced. Dogs will bark but not bite. Dogs ca"
      0
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    • Bianca Nieves
      "A lot of cats on the NE side of winter haven other than that winter haven lots of parks for children good schools "
      4
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    • Nicole Horton
      "I don’t feel safe for my 13 year old son to walk to the middle school by himself. I drive him and pick him up every day."
      0
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    • Chris M
      "There is a farmers market every weekend. A lot of community activities every weekend. Christmas parade happened a few weekends ago. "
      1
      Flag
    • Yoflyboys
      "NW Winter Haven has turned into a dump site. Homeless has taken over bus stop. Inman park and the surrounding areas."
      4
      Flag
    • Oo7legend
      "Great for families to live in and feel part of a community. Needs more retailers, restaurants and higher rated schools."
      30
      Flag
    • April_stylist
      "Quiet hard working families, no issues with traffic or safety we love this area. Very friendly folks"
      5
      Flag
    • Angmartinez05
      "Not much to do in terms of attractions but safe everywhere. 45 min from either Orlando or Tampa. Friendly people "
      0
      Flag
    • Katia S.
      "I live there for 3 years ,it’s quiet,I don’t have any complaint against it.I recommend it for a start,no to stay for a long time .I live close to the park.i like it and I feel safe."
      1
      Flag
    • Atrollergirl
      "My commute is nice. I live 1 mile from Wahneta and I'm located near Bartow, Eagle Lake, Winter Haven."
      0
      Flag
    • Carly.m.williams
      "The area is a family friendly area. High traffic area also. Schools and shopping nearby. Legoland brings in a lot of traffic also"
      0
      Flag
    • Nakeem G.
      "My neighborhood in walking distance to a college, police station, farmers market, hair store, hospital/clinics and parks"
      11
      Flag
    • Joan
      "I live in this great neighborhood with great neighbors who get along. Quiet neighborhood. It feels safe."
      0
      Flag
    • Angela S.
      "Very busy front Street with big trucks daily passing by. Car speed a lot on the main road thru the area. "
      0
      Flag
    • Carly.m.williams
      "The area is very family friendly in my opinion. Never had any issues with neighbors. Quite a few stray cats but no issues."
      0
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    • Nancy F.
      "I see people walking there dogs daily. we have a dog park in the community very nice area they are allowed off the leash in the fenced in area, they can run and play freely, very friendly area for them all maintained spayed often to keep fleas away.. pet friendly area. "
      1
      Flag
    • Jennycomp
      "There are no sidewalks or places to walk your dogs. They are forced to use people’s yards and they get upset."
      0
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    • Gina K.
      "Halloween is great here!!! Trick or treating is like a giant party and there’s so much fun going on. "
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    • Shelley P.
      "the downtown markets on 2and saturday, the water show @ lake howard things that go on at the church's and community centers n parks. I love Winter Haven I can go on and on just being able to walk lake"
      22
      Flag
    • Martha K.
      "My neighborhood is nice and quiet and their isn’t any crimes they maintain over here but sometimes the neighbors can be loud."
      0
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    • Shelley P.
      "traffic can be a little heavy on the main roads n have a tendency to speed thru the side streets. But overall the traffic is decent."
      5
      Flag
    • John D. B.
      "very quiet,peaceful...laid back family oriented neighborhoods... older community.... spirit lake road can get busy with traffic noice.... best to live away from spirit lake road.."
      0
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    • Basapooh81
      "Winter Haven holds a lot of community events. They have something going on mostly every weekend in downtown winter Haven. Winter Haven has Legoland park and water park also. "
      10
      Flag
    • Cdixon496
      "Dog owners would like the fact that there is plenty of open fields and place for the dogs to run around."
      0
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    • Victoria W.
      "Some people don’t pick up after their dogs and some dog parks aren’t well kept. You can walk your dog easily with a lot of sidewalks and areas to walk to"
      14
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    • Mp19601
      "I just work around the area and every time i talk to sombody there nice and no complane for nothing...maybe i move in this area one fay"
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    • Solomon G. .
      "Yes it’s nice area to be in no issues what so ever I like it very much . Can’t say anything bad nor good "
      1
      Flag
    • Norma.G
      "Well the associated need to be more strict,and severe with the Owners each property, how they park at the street, not at the grass, do not allow any car on the side of street,they should park at there own driveway ,and the driving at the neighbors area should be limited speed,driving to fast can cause hitting someone."
      0
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    • DR
      "Work is minutes away. Hardly ever go anywhere but Orlando as I don’t feel theres anything to do around here."
      0
      Flag
    • Ctjohns34
      "Neighbors complain about walking dogs, dogs only recently became allowed in this community and some neighbors resist change "
      0
      Flag

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    Frequently asked questions about James Dr

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