108 Longfellow Rd, Winter Haven, FL 33884
OFF MARKET

108 Longfellow Rd
Winter Haven, FL 33884

Cypress Gardens
  • 2 Beds
  • 1.5 Baths
  • 1,246 sqft

$216,000

Trulia Estimate
as of Jun 6, 2026
Est. Refi. Payment $1,423/mo*
Refinance Your Home

$216,000

Trulia Estimate
as of Jun 6, 2026
Est. Refi. Payment $1,423/mo*
Refinance Your Home
2 Beds
1.5 Baths
1,246 sqft

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

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
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
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View
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HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

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 History for 108 Longfellow Rd

DatePriceEventSource
11/03/2020$170,000Sold
Stellar MLS #P4912871
10/19/2020$174,900PendingAgent Provided
10/13/2020$174,900Listed For SaleAgent Provided
08/28/2017$124,500Sold
N/A
07/18/2017$124,500PendingAgent Provided
04/11/2017$124,500PriceChange
Agent Provided
12/21/2016$124,900Listed For SaleAgent Provided
04/27/2016$43,500Sold
N/A
02/05/2016$100PriceChange
Agent Provided
02/02/2016$0Listed For SaleAgent Provided
05/22/1995$37,000Sold
N/A
11/17/1993$69,900Sold
N/A

Market trends in Winter Haven

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$253K
$1.63KMoM
Sale-to-List Price
97.7%
0.7%MoM
Price per sq ft
$160
$3MoM
Available listings
771
17MoM
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Property Tax and Assessment

Year2024
Tax$2,276
Assessment$172,166
Home facts updated by county records

Comparable Sales for 108 Longfellow Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
112 Longfellow Rd, Winter Haven, FL
0.01
Single-Family Home
$115,000
01/23/26
2
2
1,218
137 Lowell Rd, Winter Haven, FL
0.13
Single-Family Home
$162,000
02/02/26
3
1.5
1,435
120 Hawthorne Rd, Winter Haven, FL
0.07
Single-Family Home
$105,000
03/04/26
3
2
1,439
205 Whitman Rd, Winter Haven, FL
0.23
Single-Family Home
$145,000
04/17/26
3
2
1,287
209 Kilmer Ln, 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
112 Shelley Dr, Winter Haven, FL
0.43
Single-Family Home
$225,000
04/06/26
2
2
1,099
108 Sandburg Ln, Winter Haven, FL
0.23
Single-Family Home
$285,000
06/06/25
3
2
1,538
137 Whittier Ln, Winter Haven, FL
0.45
Single-Family Home
$269,000
02/20/26
2
2
1,406
711 Lake Dexter Cir, Winter Haven, FL
0.39
Single-Family Home
$240,000
07/15/25
2
2
1,127

Nearby homes

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Assigned Schools

These are the assigned schools for 108 Longfellow Rd.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Cypress Gardens
See Local Highlights
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.
  • 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

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108 Longfellow Rd, Winter Haven, FL 33884 is a 2 bedroom, 2 bathroom, 1,246 sqft single-family home built in 1961. 108 Longfellow Rd is located in Cypress Gardens, Winter Haven. This property is not currently available for sale. 108 Longfellow Rd was last sold on Nov 3, 2020 for $170,000. The current Trulia Estimate for 108 Longfellow Rd is $216,000.