108 Pineapple Dr, Winter Haven, FL 33884
Property image
Property image
OFF MARKET

$31,200

Trulia Estimate
  • 2 Beds
  • 1.5 Baths
  • 708 sqft

108 Pineapple Dr, Winter Haven, FL 33884

Est. Refi. Payment $273/mo*
Refinance Your Home

Home Value

Trulia Estimate
$31.2K
Since last month
Decreased$2K (-5.5%)
Since last year
Decreased$19K (-38.1%)
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 decreased by -48% in the last 10 years
MonthEstimated value
2026
August 2026$31K
July 2026$33K
June 2026$36K
May 2026$38K
April 2026$38K
March 2026$39K
February 2026$37K
January 2026$38K
2025
2024
2023

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
96 PARSON DRIVE, Winter Haven, FL
0.19
Mobile / Manufactured
$92,000
03/31/26
2
2
1,170
160 SWEET CIRCLE, Winter Haven, FL
0.18
Mobile / Manufactured
$90,000
03/05/26
2
2
1,219
214 GREEN MEADOW DRIVE, Winter Haven, FL
0.16
Mobile / Manufactured
$90,000
03/31/26
2
2
1,456
65 JOPPA DRIVE, Winter Haven, FL
0.24
Mobile / Manufactured
$50,000
06/11/26
2
2
1,176
148 SWEET CIRCLE, Winter Haven, FL
0.23
Mobile / Manufactured
$65,000
06/17/26
2
2
1,248
117 LAKE HAZEL DRIVE DRIVE, Winter Haven, FL
0.18
Mobile / Manufactured
$161,500
10/28/25
2
2
1,498
163 SWEET CIRCLE, Winter Haven, FL
0.21
Mobile / Manufactured
$80,000
10/17/25
2
2
1,456
11 NAVEL DRIVE, Winter Haven, FL
0.34
Mobile / Manufactured
$56,000
06/23/26
2
2
1,215
128 LAKE HAZEL DRIVE, Winter Haven, FL
0.26
Mobile / Manufactured
$55,000
08/21/26
2
2
1,680
103 LAKE HAZEL DRIVE, Winter Haven, FL
0.33
Mobile / Manufactured
$120,000
03/10/26
2
2
1,316

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
109 Pineapple Dr, Winter Haven, FL 33884
0.01
$99,900
3
2
1,020
For Sale
91 Orange Manor Dr, Winter Haven, FL 33884
0.03
$16,500
2
1
988
For Sale
187 Valencia Dr, Winter Haven, FL 33884
0.08
$29,000
2
2
975
For Sale
12 MALLARD DRIVE, Winter Haven, FL 33884
0.08
$143,600
2
2
1,274
Off Market
134 Mandarin Dr, Winter Haven, FL 33884
0.11
$29,900
2
2
864
For Sale
22 MALLARD DRIVE, Winter Haven, FL 33884
0.12
$168,700
2
3
1,804
Off Market
24 Mallard Dr, Winter Haven, FL 33884
0.13
-
2
2
-
Off Market
225 SWEET CIRCLE, Winter Haven, FL 33884
0.14
$111,900
2
2
1,144
Off Market
216 Green Meadow Dr, Winter Haven, FL 33884
0.16
$57,900
2
2
1,652
For Sale
214 GREEN MEADOW DRIVE, Winter Haven, FL 33884
0.16
$90,000
2
2
1,456
Recently Sold
218 Green Meadow Dr, Winter Haven, FL 33884
0.17
$61,500
2
2
1,152
For Sale
95 PARSON DRIVE, Winter Haven, FL 33884
0.18
$75,000
3
2
1,176
For Sale

Local Information

  • Map ViewExplore the area around 108 Pineapple Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Mobile/Manufactured
Year Built
1971
Living Area
708 sqft
Price/Sqft
$44

About this House

Located in Orange Manor East-a 55+ Active Adult Community situated on Lake Gross. Perfect for fishing off the community dock or launching your boat and watching the sunset! In this community, you own the home and lease the land. Lot rent is approximately $466.00 and includes trash service along with park amenities for you and your guests to enjoy........... ~ This is a No Pet Community ~.......... LOCATION - LOCATION - LOCATION.......... You can't beat this VIEW!..... Unobstructed view of the Lake!..... Even has a double swing to enjoy the amazing sunsets!.......... Single-wide 1971 2-bedroom, 1.5-bath, split-floor plan and open concept with a bump-out extra width living room (14' 5" x 18'), a front-facing screened lanai (19' 5" x 9' 5"), a Florida room (15' x 10') facing the lake and a rear covered patio with... a white picket fence!.......... Sold Furnished & with Golf Cart!... Can it get any better than this?.......... Improvements: * 2004 Water Heater - 48 Gal... * 2015 - Laminate in Kitchen... * 2020 - Rubber roof over... * Central A/C works - Central Heat does not o Electric Fireplace in the Living Room heats the home.......... Views of the lake from most rooms! So many places to enjoy in this home - it doesn't feel like a singlewide. There are 2 attached sheds and a long covered carport for parking multiple cars or toys........... Lakefront properties do not come this affordable - call NOW to make this your Florida escape!
108 Pineapple Dr, Winter Haven, FL 33884 is a 2 bedroom, 2 bathroom, 708 sqft mobile/manufactured built in 1971. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $31,200, with a rent estimate of $1,357/month.

Home Details for 108 Pineapple Dr

Property Information

Year Built
Year Built: 1971
Property Type / Style
Property Type: Mobile Manufactured

Rental Terms, Policies & Fees

Furnished

Interior Features

Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
DryerMicrowaveRefrigeratorWasher
Heating & Cooling
Air ConditioningCooling System: Central

Additional Information

Fifty Five Plus Active Community

Price and Tax history

DateEventPrice
Jul 1, 2021
Source: My State MLS
ListingRemoved
Jun 24, 2021
Source: My State MLS #10992267
Pending
$27,500
May 12, 2021
Source: My State MLS #10992267
Listed For Sale
$27,500

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

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

LGBTQ Local Legal Protections

Frequently asked questions about 108 Pineapple Dr

  • What is 108 Pineapple Dr estimated to be worth?
    Trulia's estimated value for 108 Pineapple Dr in Winter Haven, FL is $31,200.
  • 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.
  • What do residents say about Winter Haven?
    Residents describe Winter Haven, FL as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Winter Haven, FL.
  • Does 108 Pineapple Dr have air conditioning?
    Yes, 108 Pineapple Dr in Winter Haven, FL has air conditioning.
  • Does 108 Pineapple Dr have laundry facilities?
    Yes, 108 Pineapple Dr in Winter Haven, FL has in-unit laundry.

Explore by feature - Pet Friendly

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