75 High St, Winter Haven, FL 33880
OFF MARKET

75 High St
Winter Haven, FL 33880

  • 4 Beds
  • 2 Baths
  • 1,368 sqft

$230,700

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $1,544/mo*
Refinance Your Home

$230,700

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $1,544/mo*
Refinance Your Home
4 Beds
2 Baths
1,368 sqft

Home Value

Trulia Estimate
$231K
Since last month
Increased$3K (+1.3%)
Since last year
Increased$2K (+0.9%)
Since last sale
Increased$121K (+109.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +118% in the last 10 years
MonthEstimated value
2026
August 2026$231K
July 2026$229K
June 2026$228K
May 2026$228K
April 2026$225K
March 2026$226K
February 2026$223K
January 2026$223K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
106 High St, Winter Haven, FL
0.22
Single-Family Home
$150,000
09/12/25
4
2
1,196
99 HIGH STREET, Winter Haven, FL
0.15
Single-Family Home
$185,000
04/24/26
3
2
960
100 HIGH STREET, Winter Haven, FL
0.18
Single-Family Home
$132,500
09/19/25
3
2
1,732
103 ORANGE AVENUE, Winter Haven, FL
0.30
Single-Family Home
$218,500
11/10/25
4
2
1,314
87 HIGH STREET, Winter Haven, FL
0.07
Single-Family Home
$200,000
01/22/26
3
1
1,279
1037 NORMANDY HEIGHTS CIRCLE, Winter Haven, FL
0.28
Single-Family Home
$258,000
12/23/25
3
2
1,513
102 ORANGE AVENUE, Winter Haven, FL
0.27
Single-Family Home
$135,000
11/18/25
3
1
1,080
336 ST GEORGES CIR, Eagle Lake, FL
0.32
Single-Family Home
$270,000
05/15/26
4
2
1,707
73 HIGH STREET, Winter Haven, FL
0.01
Single-Family Home
$191,900
05/21/26
2
1
792
1031 NORMANDY HEIGHTS CIRCLE, Winter Haven, FL
0.27
Single-Family Home
$311,000
11/17/25
3
2
1,859

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
73 HIGH STREET, Winter Haven, FL 33880
0.01
$191,900
2
1
792
Recently Sold
1568 S LAKE SHIPP DRIVE, Winter Haven, FL 33880
0.02
$265,000
5
3
1,824
Recently Sold
40 Key West Ave, Winter Haven, FL 33880
0.08
$29,900
2
2
966
For Sale
87 HIGH STREET, Winter Haven, FL 33880
0.07
$200,000
3
1
1,279
Recently Sold
19 Key West Ave, Winter Haven, FL 33880
0.11
$78,900
3
2
1,368
Recently Sold
21 Key West Ave, Winter Haven, FL 33880
0.12
$99,990
2
2
-
For Sale
91 HIGH STREET, Winter Haven, FL 33880
0.10
$175,900
3
1
1,066
Off Market
99 HIGH STREET, Winter Haven, FL 33880
0.15
$185,000
3
2
960
Recently Sold
98 CENTER STREET, Winter Haven, FL 33880
0.15
$190,900
3
1
1,201
Off Market
97 CENTER STREET, Winter Haven, FL 33880
0.15
$224,400
3
1
789
Off Market
84 Gasparilla Pass, Winter Haven, FL 33880
0.18
$55,000
2
2
1,032
For Sale
99 CENTER STREET, Winter Haven, FL 33880
0.16
$204,000
3
1
960
Off Market

Local Information

  • Map ViewExplore the area around 75 High St.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1959
Living Area
1,368 sqft
Price/Sqft
$169

About this House

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.
75 High St, Winter Haven, FL 33880 is a 4 bedroom, 2 bathroom, 1,368 sqft single-family home built in 1959. It last sold for $110,000 on Sep 1, 2016. It is currently off market. The Trulia Estimate is $230,700, with a rent estimate of $1,816/month.

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 and Tax history

DateEventPrice
Apr 10, 2019
Source: Agent Provided
ListingRemoved
$139,900
Jan 23, 2019
Source: Agent Provided
Listed For Sale
$139,900
Sep 1, 2016
Source: Stellar MLS #P4709766
Sold
$110,000
Jun 30, 2016
Source: Agent Provided
PriceChange
$105,900
Price decreased by 4%
May 10, 2016
Source: Agent Provided
PendingToActive
$110,000

Market trends in Winter Haven

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$260K
$3.28KMoM
Sale-to-List Price
98.4%
0.2%MoM
Price per sq ft
$161
$4MoM
Available listings
778
10MoM
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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
    Flag
  • 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 "
    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
    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
  • 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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Homes for sale near 75 High St

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Off Market Homes Near 75 High St

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Frequently asked questions about 75 High St

  • What is 75 High St estimated to be worth?
    Trulia's estimated value for 75 High St in Winter Haven, FL is $230,700.
  • What is the price history for 75 High St?
    75 High St in Winter Haven, FL last sold for $110,000 in September 2016.
  • Is Winter Haven a buyer's or seller's market?
    Winter Haven is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Winter Haven?
    The median sale price in Winter Haven is $260K. That is up $3.28K from the prior month.
  • Does 75 High St have air conditioning?
    Yes, 75 High St in Winter Haven, FL has air conditioning.
  • How big is the lot at 75 High St?
    The lot at 75 High St in Winter Haven, FL is about 0.21 acres (9,147 sq ft).