427 Flagler Rd, Winter Haven, FL 33884
OFF MARKET

$507,100

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 3,310 sqft (on 0.42 acres)

427 Flagler Rd, Winter Haven, FL 33884

Cypress Gardens
Est. Refi. Payment $3,298/mo*
Refinance Your Home
Currently Off Market - Sold Dec 17, 2021 for $405,000

Home Value

Trulia Estimate
$507K
Since last month
Increased$8K (+1.6%)
Since last year
Increased$16K (+3.1%)
Since last sale
Increased$104K (+25.7%)
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 +93% in the last 10 years
MonthEstimated value
2026
August 2026$509K
July 2026$501K
June 2026$503K
May 2026$498K
April 2026$494K
March 2026$491K
February 2026$489K
January 2026$488K
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
0.09
Single-Family Home
$690,000
07/07/26
3
3
2,588
0.02
Single-Family Home
$380,000
01/02/26
3
2
1,933
0.26
Single-Family Home
$506,500
02/09/26
4
3.5
3,104
0.37
Single-Family Home
$455,000
03/10/26
3
2.5
3,232
0.36
Single-Family Home
$486,000
02/17/26
4
3
2,488
0.33
Single-Family Home
$506,000
06/22/26
4
3.5
2,340
0.50
Single-Family Home
$600,000
02/18/26
4
3
3,159
0.27
Single-Family Home
$339,000
06/29/26
4
2
1,777
0.55
Single-Family Home
$356,500
03/10/26
4
3.5
2,939
0.46
Single-Family Home
$300,000
11/24/25
4
4
3,042

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
0.02
$380,000
3
2
1,933
Recently Sold
0.10
$368,100
3
2
1,893
Off Market
0.07
$411,500
4
3
2,580
Off Market
0.13
$385,000
4
3
2,356
For Sale
0.12
$389,000
4
2.5
2,946
Off Market
0.09
$429,600
4
3
2,206
Off Market
0.10
$577,200
3
2
2,107
Off Market
0.13
$475,000
3
2
2,050
For Sale
0.13
$451,600
4
3
2,822
Off Market
0.21
$391,200
3
2
1,893
Off Market
0.20
$849,900
5
3.5
4,108
For Sale
0.24
$386,000
3
3
2,522
Off Market

Local Information

  • Map ViewExplore the area around 427 Flagler Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1984
Lot Size
0.42 acres
Living Area
3,310 sqft
Price/Sqft
$153
Parking
Garage

About this House

Investor and homebuyer opportunity! This property is being offered at a live auction on 01-14-2020. Buy it as an investment or enjoy it as your own home. Visit Auction.com to find out where and when the auction will take place. Also, view additional photos, sales comps, rental data, title info, neighborhood reports and more. Auction.com is the nation's leading online real estate marketplace offering over 30,000 discounted residential bank-owned and foreclosure deals. Don't miss the opportunity to buy homes that offer the potential for a high return on investment. In addition to this property, Auction.com has 204 scheduled for sale at this same auction. Altogether, Auction.com has 3 properties scheduled for sale in Polk County and 1377 throughout Florida. All properties and sale details can be found with a simple search at Auction.com. Create a free account to find similar properties, save your favorites and receive email alerts of upcoming auctions. To view the complete details of this property, click the "Get Auction Details" button above or paste the Property ID 2852153 into the search bar at Auction.com.
427 Flagler Rd, Winter Haven, FL 33884 is a 4 bedroom, 3 bathroom, 3,310 sqft single-family home in Cypress Gardens, built in 1984. It last sold for $405,000 on Dec 17, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $507,100, with a rent estimate of $3,209/month.

Home Details for 427 Flagler Rd

Interior Features

Interior Details
Basement
Levels, Entrance, & Accessibility
Stories: 3Floors: Carpet, Linoleum Vinyl
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: StuccoFoundation Type: Retaining WallPatio
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1984Year Updated: 1984
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.42 acres

Price and Tax history

DateEventPrice
Dec 7, 2024
Source: Stellar MLS #P4917307
ListingRemoved
$459,900
Dec 7, 2023
Source: Stellar MLS #P4917307
ListingRemoved
Dec 17, 2021
Source: N/A
Sold
$405,000
Oct 28, 2021
Source: Stellar MLS #P4917307
Pending
$459,900
Oct 20, 2021
Source: Stellar MLS #P4917307
PendingToActive
$459,900

Market trends in Winter Haven

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$260K
$3.28K
MoM
Sale-to-List Price
98.4%
0.2%
MoM
Price per sq ft
$161
$4
MoM
Available listings
778
10
MoM

Neighborhood Overview

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 "
  • 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."
  • 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"
  • 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."
  • 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."
  • Jessica S.
    "Very family friendly and a great place to raise kids. Neighbors have always been great and little to no criminal activity."
  • 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. "
  • Whmidas
    "Neighbors watch out for each other’s property when anyone is out of town. Good neighborhood watch with Ring."
  • 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"
  • 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. "
  • 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."
  • Wilmatoes66
    "It’s an older neighborhood and it’s quiet. It’s centrally located near restaurants And shopping. We have a charming neighborhood "
  • nreina1
    "i live here nd it's a beautiful area, convenient to everything and everywhere."
  • eliska o.
    "this has got to be the best of both worlds! country lake setting only one block from everything - everthing. "
  • 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. "

LGBTQ Local Legal Protections

Frequently asked questions about 427 Flagler Rd

  • What is 427 Flagler Rd estimated to be worth?
    Trulia's estimated value for 427 Flagler Rd in Winter Haven, FL is $507,100.
  • What is the price history for 427 Flagler Rd?
    427 Flagler Rd in Winter Haven, FL last sold for $405,000 in December 2021.
  • 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 427 Flagler Rd have a pool?
    Yes, 427 Flagler Rd in Winter Haven, FL has a pool.
  • How big is the lot at 427 Flagler Rd?
    The lot at 427 Flagler Rd in Winter Haven, FL is about 0.42 acres (18,295 sq ft).

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