75 High St, Winter Haven, FL 33880
OFF MARKET

75 High St
Winter Haven, FL 33880

  • 4 Beds
  • 2 Baths
  • 1,368 sqft

$224,700

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $1,483/mo*
Refinance Your Home

$224,700

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $1,483/mo*
Refinance Your Home
4 Beds
2 Baths
1,368 sqft

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

Welcome to this Downtown Winter Haven 4 Bedroom 2 Bathroom Ranch-Style Home with single carport For Sale. Does the downtown Winter Haven scene appeal to you. Well, this is the home for you. It's getting harder and harder to find great livable homes in great locations like this home in this price range. Especially, homes that have been updated and are basically move-in ready. You need to come see it. Why buy a fixer-upper? Buy a turnkey home that is already updated and has been lived in for a couple years. We asked the owner what he liked most about his house and he said the red pineapple tree up front. We were kind of taken with the large front yard and very nice back yard. But you may feel having four bedrooms and two living areas and a galley kitchen are a plus. Check it out. There's an old rotted out yellow shed in the back yard you may want to dispose or... it will make a great Halloween prop. Get a mower or pay for grass cutting because there is no HOA to take care of the landscaping (or all those pesky rules and regulation that HOAs can sometimes enforce? There's Lake Shipp park about a block away, oh and Lake Shipp with a boat ramp. Do you have a boat? Do you like to fish? Really, you are getting all the best that Winter Haven has to offer, downtown, near-lake living.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
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View
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HOA
None
Price/Sqft
No Info
Listed
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Home Details for 75 High St

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningCooling System: CentralHeating Fuel: Other
Interior Details
Number of Rooms: 6
Appliances & Utilities
Refrigerator
Levels, Entrance, & Accessibility
Floors: Tile, Carpet

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: OtherFoundation Type: Slab
Parking & Garage
Parking Space: 1Parking: Carport

Property Information

Year Built
Year Built: 1959Year Updated: 1959
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 9147 sqft

Price History for 75 High St

DatePriceEventSource
04/10/2019$139,900ListingRemovedAgent Provided
01/23/2019$139,900Listed For SaleAgent Provided
09/01/2016$110,000Sold
Stellar MLS #P4709766
06/30/2016$105,900PriceChange
Agent Provided
05/10/2016$110,000PendingToActiveAgent Provided
04/25/2016$110,000PendingAgent Provided
03/31/2016$110,000Listed For SaleAgent Provided
07/28/2011$30,000Sold
N/A
05/16/2011$27,000PriceChange
Agent Provided
05/07/2011$0Listed For SaleAgent Provided
03/03/2011$12,300Sold
N/A
02/24/2000$60,000Sold
N/A
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Property Tax and Assessment

Year2024
Tax$2,154
Assessment$190,263
Home facts updated by county records

Comparable Sales for 75 High St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
106 High St, Winter Haven, FL
0.22
Single-Family Home
$150,000
09/12/25
4
2
1,196
99 High St, Winter Haven, FL
0.15
Single-Family Home
$185,000
04/24/26
3
2
960
102 Center St, Winter Haven, FL
0.17
Single-Family Home
$185,000
07/16/25
3
2
1,731
102 Center St SW, Winter Haven, FL
0.17
Single-Family Home
$185,000
06/27/25
3
2
1,731
100 High St, Winter Haven, FL
0.18
Single-Family Home
$132,500
09/19/25
3
2
1,732
103 Orange Ave, Winter Haven, FL
0.30
Single-Family Home
$218,500
11/10/25
4
2
1,314
87 SW High St, Winter Haven, FL
0.07
Single-Family Home
$200,000
01/22/26
3
1
1,279
118 Orange Ave, Winter Haven, FL
0.34
Single-Family Home
$197,000
05/30/25
4
2
1,210
91 High St, Winter Haven, FL
0.10
Single-Family Home
$180,000
07/31/25
3
1
1,066
1037 Normandy Heights Cir, Winter Haven, FL
0.28
Single-Family Home
$258,000
12/23/25
3
2
1,513

Assigned Schools

These are the assigned schools for 75 High St.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Winter Haven

At least 795 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 streets are well-lit

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

  • 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

Learn more about our methodology.
  • 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
    Flag
  • 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 "
    1
    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
    Flag
  • 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."
    0
    Flag
  • 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 "
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • Gina K.
    "Halloween is great here!!! Trick or treating is like a giant party and there’s so much fun going on. "
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • Mobreezwayz
    " schools are close by food near parks and recs are nice in the area. Fishing with in walking distance "
    0
    Flag
  • 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
    Flag
  • 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"
    0
    Flag
  • 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
    Flag
  • 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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75 High St, Winter Haven, FL 33880 is a 4 bedroom, 2 bathroom, 1,368 sqft single-family home built in 1959. This property is not currently available for sale. 75 High St was last sold on Sep 1, 2016 for $110,000. The current Trulia Estimate for 75 High St is $224,700.