419 Pinellas Rd
Winter Haven, FL 33884
Cypress Gardens
4 Beds
2.5 Baths
2,248 sqft (on 0.33 acres)
4 Beds
2.5 Baths
2,248 sqft
(on 0.33 acres)
We estimate this home will sell faster than 97% nearby.
Local Information
- Map ViewExplore the area around 419 Pinellas Rd.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Description
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.
We estimate this home will sell faster than 97% nearby.
Home Highlights
Parking
2 Car Garage
Outdoor
Patio, Deck, Pool
View
No Info
HOA
None
Price/Sqft
$178
Listed
17 days ago
Home Details for 419 Pinellas Rd
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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 |
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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 |
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Cumulative Days on Market: 4Days on Market: 17 |
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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 |
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Price List Price: $399,999Price Per Sqft: $178 |
Status Change & Dates Possession Timing: Close Of Escrow |
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MLS Status: Active |
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Direction & Address City: WINTER HAVENCommunity: ELOISE WOODS LAKE MARIAM UNIT |
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Listing Agent Listing ID: TB8521750 |
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Building Area Building Area: 2698 Square Feet |
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Not Senior Community |
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Association for this Listing: Suncoast TampaNo HOAHOA Fee: No HOA Fee |
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Lot Area: 0.33 acres |
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Special Conditions: None |
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Listing Terms: Cash, Conventional, FHA, VA Loan |
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Business Information Ownership: Fee Simple |
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Mls Number: TB8521750Showing Requirements: Combination Lock Box, ShowingTimeUniversal Property Id: US-12105-N-262834662000003661-R-N |
Last check for updates: about 4 hours ago
Listing Provided 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
Originating MLS: Suncoast Tampa
Source: Stellar MLS, MLS#TB8521750
Also Listed on Stellar MLS.
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
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511
Market trends in Winter Haven
Last updated May 2026
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
Price History for 419 Pinellas Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 06/22/2026 | $399,999 | Listed For Sale | Stellar MLS #TB8521750 |
| 04/22/1998 | $120,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $987 |
| Assessment | $291,533 |
Home facts updated by county records
Comparable Sales for 419 Pinellas Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.10 | Single-Family Home | $285,000 | 02/20/26 | 4 | 2 | 1,824 | |
0.11 | Single-Family Home | $290,000 | 12/10/25 | 3 | 2 | 1,580 | |
0.06 | Single-Family Home | $280,000 | 11/25/25 | 3 | 2 | 1,456 | |
0.21 | Single-Family Home | $265,000 | 06/15/26 | 3 | 2 | 1,579 | |
0.26 | Single-Family Home | $390,000 | 05/29/26 | 3 | 2 | 2,035 | |
0.13 | Single-Family Home | $295,000 | 04/01/26 | 3 | 2 | 1,605 | |
0.27 | Single-Family Home | $370,000 | 08/21/25 | 3 | 2 | 2,172 | |
0.19 | Single-Family Home | $475,000 | 04/28/26 | 3 | 2 | 1,987 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
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3D VIEW0.49 ACRESEXP REALTY LLC
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SOLDDEC 10, 2025ELEVE REAL ESTATE LLC
Assigned Schools
These are the assigned schools for 419 Pinellas Rd.
- Winter Haven Senior High School
- 9-12
- Public
- 2635 Students
3/10GreatSchools RatingParent Rating AverageCompared to jsa, this is amazing. Students are very supportive towards new teachers.Student Review6y ago - Denison Middle School
- 6-8
- Public
- 775 Students
3/10GreatSchools RatingParent Rating AverageTerrible school, terrible teaching terrible staff they lock the bathrooms and take away the children’s privilege to use it just too bad They turned their Google reviews off with photos. they don’t have safety put in place for these children. There’s not enough staff. There’s not enough room on this facility for this many people. I don’t know how they get away with it. why can’t Port County afford to build new middle schools but yet they can pop up elementary school schools like nothing?? 40+ kids to one teacher?? what are y’all teaching? What are you doing? This school needs to be shut down. My daughter went there in 2023. They were locking the bathrooms. My niece is now currently going there in 2026. Same thing is going on. she runs from the bus stop every day because she has to use the bathroom so bad do you not realize the health problem you are causing these kids ? What about the young ladies on their menstrual cycles that are bleeding on their self because they’re not getting to use the bathroom on time or enough? Polk County school board is trash. This school specifically is extremely trash and should have been shut down years ago. I myself went to this middle school. Polk county is trash. Their school board is trash. Their police are trash if your kid goes to the school. I’m so sorry. Homeschooling is much better and they provide funds.Parent Review3mo ago - Elbert Elementary School
- PK-5
- Public
- 729 Students
2/10GreatSchools RatingParent Rating AverageThe worst experience I’ve had with a school. I understand they had to change facilities and everyone was acclimating to the change, but that does not excuse the lack of communication. My daughter’s teacher was fantastic and excellent at communicating (she of course went to another school). My son’s teacher changed and I never heard anything from his new teacher. He was harmed regularly at school by other kids because the teacher had zero control. He was stabbed in the face by another child with a pencil and the office called me to tell me. They told me the teacher would be calling to explain and she never did. I hope in the future they’re able to better staff the school so teachers aren’t so overwhelmed, but I wouldn’t recommend this school.Parent Review1y ago 
Check out schools near 419 Pinellas Rd.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
What Locals Say about Cypress Gardens
At least 62 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
27 % Say there are community events
26 % Say it's walkable to restaurants
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Mika Rotunda, HEART OF FLORIDA REALTY LLC, (352) 428-0800
Agent Phone: (352) 428-0800
419 Pinellas Rd, Winter Haven, FL 33884 is a 4 bedroom, 3 bathroom, 2,248 sqft single-family home built in 1974. 419 Pinellas Rd is located in Cypress Gardens, Winter Haven. This property is currently available for sale and was listed by Stellar MLS on Jun 22, 2026. The MLS # for this home is MLS# TB8521750.