253 Ashley Loop, Davenport, FL 33837
Property image
Property image
OFF MARKET

253 Ashley Loop
Davenport, FL 33837

  • 3 Beds
  • 2 Baths
  • 1,686 sqft (on 0.38 acres)

$319,000

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $2,080/mo*

$319,000

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $2,080/mo*
3 Beds
2 Baths
1,686 sqft
(on 0.38 acres)

Local Information

  • Map ViewExplore the area around 253 Ashley Loop.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2002
Lot Size
0.38 acres
Living Area
1,686 sqft
Price/Sqft
$189
Parking
Garage

About this House

Amazing 3 bdrms and 2 full bth with a huge backyard. It is on the biggest lot in Winfield Heights Community. This home offers a newer ROOF and windows all around. The home has new tile floors, carpet, all interior light fixtures, ceiling fans and kitchen countertops.This property is an excellent starter home, or an investment opportunity for someone looking to add attraction based properties to their portfolio. The open living space has all the room youâll need for entertainment and dining. The kitchen features excellent cabinet space, a large closet pantry, track lighting and a breakfast nook. The layout ensures the chef won't be left out of things happening in the living space while cooking delicious meals. The large master bedroom has plenty of room for a king set, a huge walk-in closet, and a view to the back yard. The master bath includes a shower and a separate jetted garden tub. The 2nd and 3rd bedroom are across the house in this split floor plan layout and share the second bathroom. Through the living room is a large patio, covered and screened, perfect for outdoor cookouts. The fenced-in back yard includes a storage shed, and backs onto an orange grove. The oversized 2 car garage will give you plenty of room for vehicles, workspace, and laundry. It's in a perfect location to everything handy. Heart of Florida Hospital across the street on HWY 27., the Publix in walking distance away, just a few miles to the I-4/HWY 27 intersection.
253 Ashley Loop, Davenport, FL 33837 is a 3 bedroom, 2 bathroom, 1,686 sqft single-family home built in 2002. It last sold for $208,000 on Jul 12, 2019. It is currently off market. The Trulia Estimate is $319,000, with a rent estimate of $2,183/month.

Home Details for 253 Ashley Loop

Interior Features

Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet, Linoleum Vinyl
Interior Details
Types of Rooms: Walk In Closet
Appliances & Utilities
Dishwasher
Heating & Cooling
Air ConditioningCooling System: Central

Exterior Features

Exterior Home Features
Roof: CompositionExterior: StuccoFoundation Type: Retaining Wall
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2002Year Updated: 2002
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 0.38 acres

Price History for 253 Ashley Loop

DatePriceEventSource
07/12/2019$208,000Sold
Stellar MLS #O5770487
05/31/2019$213,000PendingAgent Provided
05/07/2019$213,000PriceChange
Agent Provided
04/11/2019$218,000PriceChange
Agent Provided
03/20/2019$225,000Listed For SaleAgent Provided
04/11/2017$175,000Sold
N/A
03/02/2017$175,000PendingAgent Provided
02/16/2017$175,000PriceChange
Agent Provided
01/13/2017$177,000PriceChange
Agent Provided
08/19/2016$179,900PriceChange
Agent Provided
07/21/2016$183,000PriceChange
Agent Provided
07/07/2016$190,000Listed For SaleAgent Provided
05/30/2008$171,000Sold
N/A

Market trends in Haines City

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$296K
$27.5K
MoM
Sale-to-List Price
98.2%
0.6%
MoM
Price per sq ft
$162
$1
MoM
Available listings
393
7
MoM
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Property Tax and Assessment

Year2025
Tax$2,841
Assessment$244,522
Home facts updated by county records

Comparable Sales for 253 Ashley Loop

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.11
Single-Family Home
$335,000
02/04/26
3
2
1,725
0.28
Single-Family Home
$315,000
06/23/26
3
2
1,706
0.31
Single-Family Home
$340,000
05/12/26
3
2
2,006
0.35
Single-Family Home
$299,900
08/01/25
3
2
1,554
0.22
Single-Family Home
$335,000
04/27/26
4
2
1,767
0.25
Single-Family Home
$405,000
12/30/25
3
2
2,009
0.32
Single-Family Home
$326,000
09/18/25
4
2
1,811
0.30
Single-Family Home
$270,000
11/06/25
2
2
1,300
0.32
Single-Family Home
$355,000
03/20/26
2
2
1,655
0.59
Single-Family Home
$420,000
01/23/26
3
2
1,972

Nearby homes

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Assigned Schools

These are the assigned schools for 253 Ashley Loop.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Haines City

At least 228 Trulia users voted on each feature.
  • 79 % Say parking is easy

  • 78 % Say yards are well-kept

  • 78 % Say car is needed

  • 73 % Say it's dog friendly

  • 72 % Say there's holiday spirit

  • 65 % Say it's quiet

  • 63 % Say there are sidewalks

  • 60 % Say kids play outside

  • 56 % Say people would walk alone at night

  • 55 % Say they plan to stay for at least 5 years

  • 52 % Say streets are well-lit

  • 48 % Say it's walkable to grocery stores

  • 45 % Say neighbors are friendly

  • 38 % Say it's walkable to restaurants

  • 34 % Say there's wildlife

  • 28 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Efrain Aviles
    "With good access to any convenient store and more,low crimes or not of them right now, I can find good fishing areas near by."
  • Atinuke Amusa
    "There are no public transportation and is heavily car reliant. Takes a long time to get to anywhere as there are a lot of one lane roads. "
  • Gg Borges
    "Be careful with students going to school on bikes or just walking on the street now all kids use air pods and they don’t hear is very scary for me as a mother "
  • Katrodzayas
    "Nice and quiet neighborhood. Neighbors are friendly. School are close enough. Restaurant and stores are close "
  • Gina Rodriguez
    "It's boring, Resturants are basic fast food and traffic is becoming terrible with all the new construction "
  • Unspecified
    "I have 5 dogs & have no issues whats so ever! Love my area and my neighborhood the peace the quiet the distance from one neighbor to another"
  • Katrodzayas
    "I have been here for a couple of months but my friend has been living here since 2014 and it’s very safe "
  • Brianna C.
    "Dogs are welcome and there are actual areas for dogs to run around, as long as you clean up after your dog there are no problems"
  • Surella1106
    "Animals are welcomed. Most owners are responsible owners but a few ruin it for all. No matter where you are in the world. PLEASE CLEAN UP AND KEEP THEM ON A LEASH. Our neighbors do not keep there dogs on a leash. One tried to attack, showing teeth and very aggressive, while owners said “oh he won’t bite”. These dogs poop and they do not pick up. "
  • Mannieramirez1998
    "its small and not confusing to get around in and there's a highschool out back easily accessible and the people are friendly. "
  • Denise H.
    "lake eva park is a nice park i frequently go to walking paths swimming a water fun park for the children.playground tennis basketball.excercisegym."
  • Kelilocker
    "A lot of vacationers for short term rentals- properties managed by someone else- retired individuals- not a lot of families "
  • Gabriella0101
    "A lot of clinics near me hospitals,all different stores beautiful communities safe area to live is growing more And more"
  • Kelilocker
    "It’s a golfing community with a ton of vacationers or retired folks. Not real great for new families. Terrible to order takeout- unless you like generic papa johns or Dominos..."
  • Fl2tburt2
    "Not many sidewalks however generally clean and safe. Lots of trees and shade. Most neighbors are friendly. 25 years living here."
  • AB
    "The neighborhood is safe, friendly and clean however the public zone schools are terrible. If you have children and are able to go the private schooling way then it’s a good area to live "
  • Mahanoor S.
    "I live here and is pretty quite and very nice but the traffic has increased over the year a 2018 and for someone that everyday has to take the I4 east is not as pleasant. Otherwise nice area my family and I never had a problem."
  • Jessica R.
    "It is a quiet neighborhood. Neighbors seem to be nice and they keep to themselves. How's the little park in the community."
  • Kelilocker
    "This is a good place for vacationers who are renting homes to visit Disney (Southern Dunes) but for a young family just starting out? No long term neighbors; retirees own the other few houses that ARE not rented out- the homes are just not big enough for a growing family bigger than 3 people. Haines city has barely any places to order food to get delivered. Not many decent upscale restaurants; anything fun or interesting you need to drive to Orlando or Tampa. Work is scarce; have to go to Orlando or Tampa and commute on I4."
  • Denise H.
    "the neighborhood i live in is the downtown district and people do walk thier dogs in this area it perfectly fine and safe."
  • Rene
    "No sidewalks or near by areas for a good walk. Large backyards though so there is plenty of space for your dog to exercise."
  • Isabelleringing
    "Retired so no commute. Easy drive to most things. Quiet area. Grocery and restaurants close by. Nearby to major attractions"
  • Rlacey0708
    "very dog friendly with a dog run area. Neighbors have dogs which are friendly, nonviolent, complacent "
  • L76_torzam
    "Kids can walk to and from school. There’s a health department within walking distance and a family dollar store"

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Off Market Homes Near 253 Ashley Loop

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