108 Longfellow Rd, Winter Haven, FL 33884
Property image
Property image
OFF MARKET

$218,400

Trulia Estimate
  • 2 Beds
  • 1.5 Baths
  • 1,246 sqft

108 Longfellow Rd, Winter Haven, FL 33884

Cypress Gardens
Est. Refi. Payment $1,464/mo*
Refinance Your Home
Currently Off Market - Sold Nov 3, 2020 for $170,000

Home Value

Trulia Estimate
$218K
Since last month
Decreased$400 (-0.2%)
Since last year
Decreased$2K (-0.8%)
Since last sale
Increased$48K (+28.3%)
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 +127% in the last 10 years
MonthEstimated value
2026
August 2026$218K
July 2026$219K
June 2026$218K
May 2026$216K
April 2026$216K
March 2026$215K
February 2026$214K
January 2026$214K
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
112 LONGFELLOW ROAD, Winter Haven, FL
0.01
Single-Family Home
$115,000
01/23/26
2
2
1,218
132 LONGFELLOW ROAD, Winter Haven, FL
0.09
Single-Family Home
$150,000
07/30/26
3
1.5
1,341
137 LOWELL ROAD, Winter Haven, FL
0.13
Single-Family Home
$162,000
02/02/26
3
1.5
1,435
112 SANDBURG LANE, Winter Haven, FL
0.22
Single-Family Home
$172,500
06/28/26
3
2
1,436
205 WHITMAN ROAD, Winter Haven, FL
0.23
Single-Family Home
$145,000
04/17/26
3
2
1,434
120 HAWTHORNE ROAD, Winter Haven, FL
0.07
Single-Family Home
$265,000
07/23/26
3
3
1,439
209 KILMER LANE, Winter Haven, FL
0.22
Single-Family Home
$208,000
03/31/26
3
1.5
1,723
3356 DEXTER DELL SE, Winter Haven, FL
0.17
Single-Family Home
$165,000
02/20/26
2
2
979
3352 Dexter Dell SE, Winter Haven, FL
0.15
Single-Family Home
$185,000
08/12/26
2
2
979
120 SANDBURG LANE, Winter Haven, FL
0.22
Single-Family Home
$274,900
06/12/26
3
2
1,485

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
105 LONGFELLOW ROAD, Winter Haven, FL 33884
0.04
$217,400
2
1
1,104
Off Market
112 LONGFELLOW ROAD, Winter Haven, FL 33880
0.01
$115,000
2
2
1,218
Recently Sold
101 HAWTHORNE ROAD, Winter Haven, FL 33884
0.04
$228,500
2
2
1,305
Off Market
100 STEVENSON ROAD, Winter Haven, FL 33884
0.06
$216,400
3
2
1,648
Off Market
104 HAWTHORNE ROAD, Winter Haven, FL 33884
0.06
$299,100
3
2
1,626
Off Market
101 STEVENSON ROAD, Winter Haven, FL 33884
0.09
$287,700
3
3
1,676
Off Market
124 STEVENSON ROAD, Winter Haven, FL 33884
0.08
$247,300
3
2
1,202
Off Market
129 LONGFELLOW ROAD, Winter Haven, FL 33884
0.08
$285,200
3
2
1,728
Off Market
120 HAWTHORNE ROAD, Winter Haven, FL 33884
0.07
$265,000
3
3
1,439
Recently Sold
128 STEVENSON ROAD, Winter Haven, FL 33884
0.09
$216,000
2
2
1,360
Off Market
132 LONGFELLOW ROAD, Winter Haven, FL 33884
0.09
$150,000
3
1.5
1,341
Recently Sold
125 STEVENSON ROAD, Winter Haven, FL 33884
0.10
$316,200
3
2
1,604
Off Market

Local Information

  • Map ViewExplore the area around 108 Longfellow 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
1961
Living Area
1,246 sqft
Price/Sqft
$175

About this House

This 2 bedroom 1 and 1/2 bath is the perfect starter home or great for retirement. This home has tons of charm, with a wood tone shiplap wall as you enter the livingroom and polished terrazzo floors throughout. Nice sized kitchen with solid wood cabinets and stainless steel appliances and a brand new dishwasher. A seperate dinette area right off the kitchen. The dining room boasts lots of windows overlooking the well maintained back yard. Both the master and the second bedroom have large closets for ample storage. Both bathrooms have solid wood cabinets with solid surface counters. The laundry room located a few steps from the kitchen and has a seperate entrance from the carport. You can access the large screened in back porch through the leaded glass door right off the dining room. The beautifully landscaped backyard has mature trees for ample shade with a vinyl privacy fence and storage shed, both installed in 2018. New roof and a/c in 2017, new irrigation in 2018, new soffet and facia 2020. 60" TV in Master is included. Give me a call to view this beautiful home. Drapes in dining room do not convey, only blinds
108 Longfellow Rd, Winter Haven, FL 33884 is a 2 bedroom, 2 bathroom, 1,246 sqft single-family home in Cypress Gardens, built in 1961. It last sold for $170,000 on Nov 3, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $218,400, with a rent estimate of $1,718/month.

Home Details for 108 Longfellow Rd

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile
Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDryerRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: OtherFoundation Type: Retaining Wall
Parking & Garage
Parking Space: 1Parking: Carport

Property Information

Year Built
Year Built: 1961Year Updated: 1961
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 9147 sqft

Price and Tax history

DateEventPrice
Nov 3, 2020
Source: Stellar MLS #P4912871
Sold
$170,000
Oct 19, 2020
Source: Agent Provided
Pending
$174,900
Oct 13, 2020
Source: Agent Provided
Listed For Sale
$174,900
Aug 28, 2017
Source: N/A
Sold
$124,500
Jul 18, 2017
Source: Agent Provided
Pending
$124,500

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 108 Longfellow Rd

  • What is 108 Longfellow Rd estimated to be worth?
    Trulia's estimated value for 108 Longfellow Rd in Winter Haven, FL is $218,400.
  • What is the price history for 108 Longfellow Rd?
    108 Longfellow Rd in Winter Haven, FL last sold for $170,000 in November 2020.
  • 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 108 Longfellow Rd have air conditioning?
    Yes, 108 Longfellow Rd in Winter Haven, FL has air conditioning.
  • Does 108 Longfellow Rd have laundry facilities?
    Yes, 108 Longfellow Rd in Winter Haven, FL has in-unit laundry.

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