4149 Rolling Oaks Dr, Winter Haven, FL 33880
OFF MARKET

4149 Rolling Oaks Dr
Winter Haven, FL 33880

  • 2 Beds
  • 2 Baths
  • 1,200 sqft

$102,300

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $715/mo*
Refinance Your Home

$102,300

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $715/mo*
Refinance Your Home
2 Beds
2 Baths
1,200 sqft

Local Information

  • Map ViewExplore the area around 4149 Rolling Oaks Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Check out this move in ready home. The cathedral ceiling gives the already spacious home a feeling of more space. The windows have been updated for more energy efficiency. The roof is a roof-over also adding more insulation value. The laundry is inside the home for convenience. The home comes fully furnished, so all you need are your personal items. Oakwood Estates, a 55+ community offers many amenities including two pools, two clubhouses, miniature golf, bocci ball, tennis courts, shuffleboard and more. You can become as involved as you would like or just sit back and enjoy the peaceful community. Make your appointment today!!
4149 Rolling Oaks Dr, Winter Haven, FL 33880 is a 2 bedroom, 2 bathroom, 1,200 sqft mobile/manufactured built in 1986. It last sold for $118,000 on Feb 23, 2024 (9% below the $129,000 asking price). It is currently off market. The Trulia Estimate is $102,300, with a rent estimate of $1,602/month.

Home Highlights

Parking
1 Carport Spaces
Outdoor
No Info
View
No Info
HOA
$144/Monthly
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 4149 Rolling Oaks Dr

Interior Features

Interior Details
Number of Rooms: 9Types of Rooms: Primary Bedroom, Bedroom 2, Primary Bathroom, Bathroom 2, Dinette, Family Room, Florida Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1200 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Public, Sewer Connected, Water ConnectedAppliances: Dryer, Electric Water Heater, Range, Refrigerator, WasherDryerLaundry: InsideRefrigeratorWasher
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: Carpet, Laminate
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Carpet, Laminate
View
No View

Exterior Features

Exterior Home Features
Roof: Roof OverExterior: 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: 48

Property Information

Year Built
Year Built: 1986
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: 252902356710000740

Price & Status

Price
List Price: $129,000
Status Change & Dates
Off Market Date: Mon Jan 29 2024

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER HAVENCommunity: OAKWOOD ESTATES

Building

Building Area
Building Area: 1200 Square Feet

Community

Community Features: Buyer Approval Required, Clubhouse, Gated Community - No Guard, Golf Carts OK, PoolIs a Senior Community

HOA

HOA Fee Includes: Trash, WaterHOA Name: Lenora CuthbertHOA Phone: 863-299-5696Association for this Listing: East PolkHas an HOAHOA Fee: $144/Monthly

Lot Information

Lot Area: 3681 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: P4928414Showing Requirements: Appointment OnlyUniversal Property Id: US-12105-N-252902356710000740-R-N

Additional Information

HOA Amenities: Clubhouse,Gated,Laundry,Pool,Shuffleboard Court,Tennis Court(s)
Last check for updates: about 2 hours ago
Listed by KATHY Devor, (573) 450-1679
COLDWELL BANKER REALTY, (863) 294-7541
Bought with: Lora Feingold, (407) 301-4321, ROBERT SLACK LLC, (352) 229-1187
Originating MLS: East Polk
Source: Stellar MLS, MLS#P4928414
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

Price History for 4149 Rolling Oaks Dr

DatePriceEventSource
02/23/2024$118,000Sold
Stellar MLS #P4928414
01/29/2024$129,000PendingStellar MLS #P4928414
12/12/2023$129,000Listed For SaleStellar MLS #P4928414

Market trends in Winter Haven

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$256K
$2.83KMoM
Sale-to-List Price
98.1%
0.4%MoM
Price per sq ft
$159
$1MoM
Available listings
767
7MoM
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Property Tax and Assessment

Year2025
Tax$1,322
Assessment$102,229
Home facts updated by county records

Comparable Sales for 4149 Rolling Oaks Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4135 Rolling Oaks Dr, Winter Haven, FL
0.06
Mobile / Manufactured
$117,000
05/05/26
2
2
1,248
4150 Rolling Oaks Dr, Winter Haven, FL
0.03
Mobile / Manufactured
$111,000
06/05/26
2
2
1,032
4153 Rolling Oaks Dr, Winter Haven, FL
0.02
Mobile / Manufactured
$139,000
10/21/25
2
2
1,368
4452 Limewood St, Winter Haven, FL
0.07
Mobile / Manufactured
$105,000
01/28/26
2
2
1,256
4555 Redwood St, Winter Haven, FL
0.06
Mobile / Manufactured
$115,000
06/04/26
2
2
1,035
4161 Rolling Oaks Dr, Winter Haven, FL
0.05
Mobile / Manufactured
$95,000
04/07/26
2
2
1,104
4530 Redwood St, Winter Haven, FL
0.10
Mobile / Manufactured
$107,000
04/27/26
2
2
1,056
4455 Limewood St, Winter Haven, FL
0.09
Mobile / Manufactured
$135,000
09/17/25
2
2
1,368
4113 Rolling Oaks Dr, Winter Haven, FL
0.15
Mobile / Manufactured
$115,000
10/02/25
2
2
1,392
4448 Limewood St, Winter Haven, FL
0.07
Mobile / Manufactured
$152,900
03/26/26
2
2
1,464

Nearby homes

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Assigned Schools

These are the assigned schools for 4149 Rolling Oaks Dr.
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 798 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

Sourced by Trulia users. 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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Homes for sale near 4149 Rolling Oaks Dr

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Off Market Homes Near 4149 Rolling Oaks Dr

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