419 PINELLAS ROAD, Winter Haven, FL 33884
SOLD
AUG 14, 2026

419 PINELLAS ROAD
Winter Haven, FL 33884

Cypress Gardens
  • 4 Beds
  • 2.5 Baths
  • 2,248 sqft (on 0.33 acres)

$395,000

Last Sold: Aug 14, 2026
1% below list $400K
$176/sqft
Est. Refi. Payment $2,604/mo*
Refinance Your Home

$395,000

Last Sold: Aug 14, 2026
1% below list $400K
$176/sqft
Est. Refi. Payment $2,604/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,248 sqft
(on 0.33 acres)

Home Value

Trulia Estimate
$395K
Since last month
Increased$4K (+0.9%)
Since last year
Increased$90K (+29.6%)
Since last sale
$0 (0%)
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 +120% in the last 10 years
MonthEstimated value
2026
August 2026$395K
July 2026$391K
June 2026$396K
May 2026$326K
April 2026$323K
March 2026$319K
February 2026$318K
January 2026$323K
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
240 NASSAU ROAD, Winter Haven, FL
0.26
Single-Family Home
$390,000
05/29/26
3
2
2,035
210 NASSAU ROAD, Winter Haven, FL
0.19
Single-Family Home
$475,000
04/28/26
3
2
1,987
160 POLK SE DRIVE, Winter Haven, FL
0.10
Single-Family Home
$285,000
02/20/26
4
2
1,824
128 LAKE RING DRIVE, Winter Haven, FL
0.21
Single-Family Home
$405,000
10/31/25
3
2
2,056
107 ALACHUA DRIVE, Winter Haven, FL
0.11
Single-Family Home
$290,000
12/10/25
3
2
1,580
103 LAKE RING DRIVE, Winter Haven, FL
0.06
Single-Family Home
$280,000
11/25/25
3
2
1,456
81 DUVAL ROAD, Winter Haven, FL
0.43
Single-Family Home
$381,000
08/03/26
4
2
1,893

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
433 PINELLAS ROAD, Winter Haven, FL 33884
0.04
$225,600
3
1.5
1,128
Off Market
103 LAKE RING DRIVE, Winter Haven, FL 33884
0.06
$280,000
3
2
1,456
Recently Sold
221 DESOTO ROAD, Winter Haven, FL 33884
0.07
$385,800
2
2
2,157
Off Market
436 PINELLAS ROAD, Winter Haven, FL 33884
0.06
$289,200
3
2
1,513
Off Market
GADSEN ROAD LOT 19, Winter Haven, FL 33884
0.08
$1,300
-
-
-
Recently Sold
148 POLK DRIVE, Winter Haven, FL 33884
0.09
$204,600
2
1
990
Off Market
160 POLK SE DRIVE, Winter Haven, FL 33884
0.10
$285,000
4
2
1,824
Recently Sold
107 LAKE ELIZABETH DRIVE #B, Winter Haven, FL 33884
0.09
$119,000
1
1
625
For Sale
146 LAKE RING DRIVE, Winter Haven, FL 33884
0.11
$364,999
3
2
1,638
For Sale
100 ALACHUA DRIVE, Winter Haven, FL 33884
0.11
$525,000
3
1.5
2,002
For Sale
107 ALACHUA DRIVE, Winter Haven, FL 33884
0.11
$290,000
3
2
1,580
Recently Sold

Local Information

  • Map ViewExplore the area around 419 PINELLAS ROAD.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1974
Lot Size
0.33 acres
Living Area
2,248 sqft
Price/Sqft
$176/sqft
Parking
2 Car Garage
HOA
None

About this House

Welcome to the forever home you've been searching for, where timeless comfort, exceptional space, and endless possibilities come together. Offering an impressive open floor plan and abundant square footage, this residence has been lovingly cared for over the years and is ready for its next chapter. The expansive primary suite is a true retreat, featuring two oversized walk-in closets, private access to the pool, and a spacious en-suite bath complete with a large walk-in shower and ample storage. Three additional generously sized bedrooms provide flexibility for family, guests, or a home office. One bedroom is ideally situated just off the kitchen with its own private entrance through the garage, making it an excellent option for multigenerational living, extended guests, or added privacy. At the heart of the home, the inviting living spaces flow effortlessly into an incredible entertainment room unlike any other. Rich wood ceilings, custom wood accents, and a stunning built-in wooden bar create the ultimate gathering space for game days, celebrations, or relaxing evenings with family and friends. Step outside to your own private Florida oasis. Surrounded by lush tropical landscaping, the sparkling pool offers the perfect backdrop for year-round enjoyment, while the oversized driveway features a dedicated basketball shooting area, adding even more fun right at home. For added peace of mind, the home is equipped with a generator-ready electrical hookup, providing convenience and preparedness during Florida's storm season. Filled with warmth, character, and room to grow, this is a home where memories have been made for decades and new ones are waiting to begin. Offering an incredible combination of space, versatility, and lifestyle, this is a rare opportunity to make a truly special property your own. Come see all that this exceptional Winter Haven home has to offer.
419 PINELLAS ROAD, Winter Haven, FL 33884 is a 4 bedroom, 3 bathroom, 2,248 sqft single-family home in Cypress Gardens, built in 1974. It last sold for $395,000 on Aug 14, 2026 (1% below the $399,999 asking price). It is currently off market. The Trulia Estimate is $395,000, with a rent estimate of $2,573/month.
Last check for updates: about 22 hours ago
Listed by Mika Rotunda, (352) 428-0800
HEART OF FLORIDA REALTY LLC, (352) 428-0800
Stephanie Rotunda, (352) 398-5131
HEART OF FLORIDA REALTY LLC, (352) 428-0800
Bought with: Thad Czapka, (407) 257-4253, COLDWELL BANKER REALTY, (407) 647-1211
Originating MLS: Suncoast Tampa
Source: Stellar MLS, MLS#TB8521750
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 419 PINELLAS ROAD

Interior Features

Interior Details
Number of Rooms: 5Types of Rooms: Primary Bedroom, Bedroom 2, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2248 Square Feet
Appliances & Utilities
Utilities: Cable Available, Cable Connected, Electricity Available, Electricity Connected, Water Available, Water ConnectedAppliances: Dishwasher, Microwave, Other, RefrigeratorDishwasherLaundry: InsideMicrowaveRefrigerator
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Flooring: Other, Tile, Vinyl, Hardwood
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Other, Tile, Vinyl, Hardwood
View
No View

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, Deck, PatioFencing: WoodVegetation: Trees/LandscapedExterior: Awning(s), Basketball Court, Irrigation System, Lighting, Other, Private Mailbox, Private Yard, SidewalkFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Pool
Pool: Deck, In Ground, Lighting, OtherPool
Frontage
Road Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 25

Property Information

Year Built
Year Built: 1974
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: BlockNot a New ConstructionNo Additional Parcels
Property Information
Condition: CompletedParcel Number: 262834662000003661

Price & Status

Price
List Price: $399,999Price Per Sqft: $176/sqft
Status Change & Dates
Off Market Date: Fri Jul 17 2026Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER HAVENCommunity: ELOISE WOODS LAKE MARIAM UNIT

Building

Building Area
Building Area: 2698 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Suncoast TampaNo HOA

Lot Information

Lot Area: 0.33 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: TB8521750Showing Requirements: Combination Lock Box, ShowingTimeUniversal Property Id: US-12105-N-262834662000003661-R-N

Price and Tax history

DateEventPrice
Aug 14, 2026
Source: Stellar MLS #TB8521750
Sold
$395,000
Aug 11, 2026
Source: Stellar MLS #TB8521750
PendingToActive
$399,999
Jul 17, 2026
Source: Stellar MLS #TB8521750
Contingent
$399,999
Jun 22, 2026
Source: Stellar MLS #TB8521750
Listed For Sale
$399,999
Apr 22, 1998
Source: N/A
Sold
$120,000

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

Around this home

Neighborhood Overview

Cypress Gardens
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Cypress Gardens

At least 63 Trulia users voted on each feature.

  • 88 % Say it's dog friendly

  • 84 % Say parking is easy

  • 81 % Say car is needed

  • 76 % Say yards are well-kept

  • 76 % Say it's quiet

  • 75 % Say there's holiday spirit

  • 56 % Say people would walk alone at night

  • 50 % Say kids play outside

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

  • 45 % Say neighbors are friendly

  • 42 % Say streets are well-lit

  • 35 % Say there are sidewalks

  • 30 % Say it's walkable to grocery stores

  • 30 % Say there's wildlife

  • 26 % Say there are community events

  • 25 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • 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
  • 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
  • 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
  • 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
  • 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
  • Jessica S.
    "Very family friendly and a great place to raise kids. Neighbors have always been great and little to no criminal activity."
    1
    Flag
  • Trulia User
    "I lived here my entire life. Love this area and all amenities available. People are friendly and it still has a small town feel. "
    2
    Flag
  • Whmidas
    "Neighbors watch out for each other’s property when anyone is out of town. Good neighborhood watch with Ring."
    1
    Flag
  • Timothy H.
    "Good restaurants and bars always something to do like bowl or mall or enjoy the downtown lifestyle. Lake everywhere get on a boat and enjoy"
    0
    Flag
  • Tyler S.
    "Nothing special. It's quiet, and safe with the occasional police car for small disturbances. Generally nice neighbors, not a lot of families moving in and out every other day. "
    0
    Flag
  • Eichhorst1986
    "looks good great neighbors and closer to most ever sour toy need. w are closer to Legoland and tough can see fireworks at night."
    2
    Flag
  • Wilmatoes66
    "It’s an older neighborhood and it’s quiet. It’s centrally located near restaurants And shopping. We have a charming neighborhood "
    1
    Flag
  • nreina1
    "i live here nd it's a beautiful area, convenient to everything and everywhere."
    0
    Flag
  • eliska o.
    "this has got to be the best of both worlds! country lake setting only one block from everything - everthing. "
    0
    Flag
  • S
    "Beautiful, Serene, Private and alot of greenery. Close to everything but far enough away from nonsense.....Safe, NO crime and very desirable for the family or couple looking for a peace of mind. "
    2
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 419 PINELLAS ROAD

  • What is 419 PINELLAS ROAD estimated to be worth?
    Trulia's estimated value for 419 PINELLAS ROAD in Winter Haven, FL is $395,000.
  • What is the price history for 419 PINELLAS ROAD?
    419 PINELLAS ROAD in Winter Haven, FL last sold for $395,000 in August 2026.
  • 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 419 PINELLAS ROAD have air conditioning?
    Yes, 419 PINELLAS ROAD in Winter Haven, FL has air conditioning.
  • Does 419 PINELLAS ROAD have a pool?
    Yes, 419 PINELLAS ROAD in Winter Haven, FL has a pool.

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