4090 ROLLING OAKS DRIVE, Winter Haven, FL 33880
SOLD
DEC 3, 2025

$120,300

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,344 sqft

4090 ROLLING OAKS DRIVE, Winter Haven, FL 33880

Est. Refi. Payment $869/mo*
Refinance Your Home
Currently Off Market - Sold Dec 3, 2025 for $115,000 (8% below list price)

Home Value

Trulia Estimate
$120K
Since last month
Increased$4K (+3.7%)
Since last year
Increased$600 (+0.5%)
Since last sale
Increased$8K (+6.7%)
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 +108% in the last 10 years
MonthEstimated value
2026
September 2026$123K
August 2026$118K
July 2026$131K
June 2026$131K
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
4113 ROLLING OAKS DRIVE, Winter Haven, FL
0.07
Mobile / Manufactured
$115,000
10/02/25
2
2
1,392
4115 ROLLING OAKS DRIVE, Winter Haven, FL
0.07
Mobile / Manufactured
$108,500
02/18/26
2
2
1,416
4142 SPRUCEWOOD STREET, Winter Haven, FL
0.06
Mobile / Manufactured
$106,000
12/02/25
2
2
1,104
4077 ROLLING OAKS DRIVE, Winter Haven, FL
0.07
Mobile / Manufactured
$105,000
01/08/26
2
2
1,176
4250 CEDARWOOD STREET, Winter Haven, FL
0.07
Mobile / Manufactured
$92,500
04/06/26
2
2
1,200
4135 ROLLING OAKS DRIVE, Winter Haven, FL
0.16
Mobile / Manufactured
$117,000
05/05/26
2
2
1,248
4452 LIMEWOOD STREET, Winter Haven, FL
0.14
Mobile / Manufactured
$105,000
01/28/26
2
2
1,256
4220 CEDARWOOD STREET, Winter Haven, FL
0.16
Mobile / Manufactured
$127,000
11/12/25
2
2
1,368
4236 CEDARWOOD STREET, Winter Haven, FL
0.11
Mobile / Manufactured
$104,000
12/10/25
2
2
1,056

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
4155 SPRUCEWOOD STREET, Winter Haven, FL 33880
0.01
$115,000
2
2
1,200
For Sale
4101 ROLLING OAKS DRIVE, Winter Haven, FL 33880
0.02
$116,900
2
2
960
Off Market
4151 SPRUCEWOOD STREET, Winter Haven, FL 33880
0.02
$76,900
2
2
864
Off Market
4082 ROLLING OAKS DRIVE, Winter Haven, FL 33880
0.02
$130,800
2
2
1,440
Off Market
4253 CEDARWOOD STREET, Winter Haven, FL 33880
0.05
$99,000
2
2
1,056
For Sale
4251 CEDARWOOD STREET, Winter Haven, FL 33880
0.05
$106,000
2
2
1,216
For Sale
4146 SPRUCEWOOD STREET, Winter Haven, FL 33880
0.05
$140,000
2
2
1,344
For Sale
4145 SPRUCEWOOD STREET, Winter Haven, FL 33880
0.05
$139,200
2
2
1,242
Off Market
4076 ROLLING OAKS DRIVE, Winter Haven, FL 33880
0.04
$116,800
2
2
1,200
Off Market
4113 ROLLING OAKS DRIVE, Winter Haven, FL 33880
0.07
-
2
2
1,392
Off Market
4247 CEDARWOOD STREET, Winter Haven, FL 33880
0.06
-
2
2
1,080
Off Market

Local Information

  • Map ViewExplore the area around 4090 ROLLING OAKS DRIVE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Mobile/Manufactured
Built in 1982
1,344 sqft
$86/sqft
1 Carport Spaces
HOA $156/mo

About this House

What's unique:Spacious homeCorner lotScreened porch
Move right into this spacious home located on a corner lot in Oakwood Estates, a 55+ community. The furnishings currently in the home will remain. The home has had some recent updates to cabinetry in the kitchen and baths. The electric panel has been replaced. The shingled roof was installed in August 2023. And the kitchen stove, microwave, and refrigerator are approximately 2 years old. Oakwood Estates is a very well maintained 55+ community that offers two pools, two clubhouses, tennis, shuffleboard, miniature golf and much more. In addition to the amenities, there are multiple activities year round. You can't miss out on Wednesday morning Coffee Clatch with coffee and donuts. You can be as busy as you want in this community or just sit in the screened porch and watch the world go by. Make your appointment today to see this awesome home!
4090 ROLLING OAKS DRIVE, Winter Haven, FL 33880 is a 2 bedroom, 2 bathroom, 1,344 sqft mobile/manufactured built in 1982. It last sold for $115,000 on Dec 3, 2025 (8% below the $125,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $120,300.
Last check for updates: about 2 hours ago
Listed by KATHY Devor, (573) 450-1679
COLDWELL BANKER REALTY, (863) 294-7541
Bought with: KATHY Devor, (573) 450-1679, COLDWELL BANKER REALTY, (863) 294-7541
Originating MLS: East Polk
Source: Stellar MLS, MLS#P4935321
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.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Home Details for 4090 ROLLING OAKS DRIVE

Interior Features

Interior Details
Number of Rooms: 7Types of Rooms: Primary Bedroom, Bedroom 2, Primary Bathroom, Balcony Porch Lanai, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1344 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Sewer Connected, Water ConnectedAppliances: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, WasherDishwasherDryerLaundry: OtherMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Flooring: Laminate
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Laminate
View
No View

Exterior Features

Exterior Home Features
Roof: ShingleExterior: Rain GuttersFoundation: CrawlspaceNo Private Pool
Parking & Garage
Number of Carport Spaces: 1Number of Covered Spaces: 1Has a CarportNo GarageParking Spaces: 1Parking: Carport
Frontage
Waterfront: Fishing PierResponsible for Road Maintenance: Private Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public SewerWater Body: DINNER LAKE

Days on Market

Cumulative Days on Market: 109

Property Information

Year Built
Year Built: 1982
Property Type / Style
Property Type: ResidentialProperty Subtype: Mobile Home
Building
Construction Materials: Metal FrameNot a New ConstructionNo Additional ParcelsDoes Not Include Home Warranty
Property Information
Parcel Number: 252902356710001240

Price & Status

Price
List Price: $125,000Price Per Sqft: $86/sqft
Status Change & Dates
Off Market Date: Tue Oct 28 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER HAVENCommunity: OAKWOOD ESTATES

Building

Building Area
Building Area: 1344 Square Feet

Community

Community Features: Buyer Approval Required, Clubhouse, Deed Restrictions, Gated Community - No Guard, Golf Carts OK, Pool, Tennis Court(s)Is a Senior Community

HOA

HOA Fee Includes: Trash, WaterHOA Name: Lenora CuthbertHOA Phone: 863-299-5696Association for this Listing: East PolkHas an HOAHOA Fee: $156/Monthly

Lot Information

Lot Area: 3768 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional

Mobile R/V

Mobile Home Park
Mobile Home Type: Double Wide

Business

Business Information
Ownership: Co-op

Miscellaneous

Mls Number: P4935321Showing Requirements: Combination Lock Box, Go Direct, ShowingTimeUniversal Property Id: US-12105-N-252902356710001240-R-N

Additional Information

HOA Amenities: Clubhouse,Gated,Laundry,Pool,Shuffleboard Court,Tennis Court(s)

Price and Tax history

DateEventPrice
Dec 3, 2025
Source: Stellar MLS #P4935321
Sold
$115,000
Oct 28, 2025
Source: Stellar MLS #P4935321
Pending
$125,000
Oct 3, 2025
Source: Stellar MLS #P4935321
PriceChange
$125,000
Price decreased by 3%
Jul 11, 2025
Source: Stellar MLS #P4935321
Listed For Sale
$129,000
Jul 29, 2022
Source: N/A
Sold
$107,000

Market trends in Winter Haven

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$258K
$2.5KMoM
Sale-to-List Price
98.3%
0.1%MoM
Price per sq ft
$160
$1MoM
Available listings
771
7MoM

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 4090 ROLLING OAKS DRIVE

  • What is 4090 ROLLING OAKS DRIVE estimated to be worth?
    Trulia's estimated value for 4090 ROLLING OAKS DRIVE in Winter Haven, FL is $120,300.
  • What is the price history for 4090 ROLLING OAKS DRIVE?
    4090 ROLLING OAKS DRIVE in Winter Haven, FL last sold for $115,000 in December 2025.
  • 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 $258K. That is down $2.5K from the prior month.
  • Does 4090 ROLLING OAKS DRIVE have air conditioning?
    Yes, 4090 ROLLING OAKS DRIVE in Winter Haven, FL has air conditioning.
  • Does 4090 ROLLING OAKS DRIVE have a pool?
    Yes, 4090 ROLLING OAKS DRIVE in Winter Haven, FL has a pool.

Explore by feature - Pet Friendly

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