105 Windsor Dr, Crestview, FL 32539
SOLD
DEC 1, 2025

105 Windsor Dr
Crestview, FL 32539

  • 3 Beds
  • 2 Baths
  • 1,000 sqft (on 1.35 acres)

$185,000

Last Sold: Dec 1, 2025
$185/sqft
Est. Refi. Payment $1,200/mo*
Refinance Your Home

$185,000

Last Sold: Dec 1, 2025
$185/sqft
Est. Refi. Payment $1,200/mo*
Refinance Your Home
3 Beds
2 Baths
1,000 sqft
(on 1.35 acres)

Local Information

  • Map ViewExplore the area around 105 Windsor Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1985
Lot Size
1.35 acres
Living Area
1,000 sqft
Price/Sqft
$185/sqft

About this House

Newly remodeled cute home just minutes from Crestview sitting on a little over an acre lot. Backyard is fully fenced, perfect for family gatherings, gardening, and simply enjoying the bright Florida sunshine. Property sits in a quiet, peaceful neighborhood just minutes from local shopping and dining.
105 Windsor Dr, Crestview, FL 32539 is a 3 bedroom, 2 bathroom, 1,000 sqft single-family home built in 1985. It last sold for the $185,000 asking price on Dec 1, 2025. It is currently off market. The Trulia Estimate is $184,800, with a rent estimate of $1,595/month.

Home Details for 105 Windsor Dr

Interior Features

Interior Details
Number of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Bathroom, Dining Room, Kitchen, Living Room, Utility Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1000 Square Feet
Appliances & Utilities
Appliances: RefrigeratorLaundry: Washer/Dryer HookupRefrigerator
Heating & Cooling
Has CoolingAir Conditioning: Central Air,Ceiling Fan(s)
Windows, Doors, Floors & Walls
Flooring: LaminateCommon Walls: No Common Walls
Levels, Entrance, & Accessibility
Stories: 1Floors: Laminate
View
No View

Exterior Features

Exterior Home Features
Roof: MetalFencing: Chain Link
Parking & Garage
No CarportNo Garage
Frontage
Road Surface Type: PavedNot on Waterfront

Property Information

Year Built
Year Built: 1985
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Traditional
Building
Construction Materials: Vinyl SidingNot a New ConstructionNot Attached Property
Property Information
Condition: Construction CompleteParcel Number: 264N23000000020670

Price & Status

Price
List Price: $185,000Price Per Sqft: $185/sqft
Status Change & Dates
Off Market Date: Tue Nov 04 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: CrestviewCommunity: HARVEST HILL PH 2
School Information
Elementary School: Bob SikesJr High / Middle School: DavidsonHigh School: Crestview

Building

Building Area
Building Area: 1000 Square Feet

Lot Information

Lot Area: 1.35 Acres

Miscellaneous

Mls Number: 988984
Last check for updates: about 23 hours ago
Listed by Uriel Baza, (850) 333-8989
Real Broker LLC
Bought with: Uriel Baza, (850) 333-8989, Real Broker LLC
Source: ECAOR, MLS#988984

Price History for 105 Windsor Dr

DatePriceEventSource
12/01/2025$185,000Sold
ECAOR #988984
11/05/2025$185,000PendingECAOR #988984
11/05/2025$185,000PendingToActiveECAOR #988984
11/05/2025$185,000PendingECAOR #988984
11/05/2025$185,000Listed For SaleECAOR #988984
04/30/2007$130,000Sold
N/A

Market trends in Crestview

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$311K
$13.3KMoM
Sale-to-List Price
99.7%
0.2%MoM
Price per sq ft
$165
$1MoM
Available listings
507
6MoM
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Property Tax and Assessment

Year2025
Tax$1,278
Assessment$121,225
Home facts updated by county records

Comparable Sales for 105 Windsor Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
118 Stephens Ln, Crestview, FL
0.16
Single-Family Home
$235,000
05/19/26
4
2
1,444
101 Stephens Ln, Crestview, FL
0.15
Single-Family Home
$190,000
06/03/26
4
2
1,268
6109 Tansey St, Crestview, FL
0.12
Single-Family Home
$259,050
10/21/25
3
2
1,315
3382 Polly Ln, Crestview, FL
0.30
Single-Family Home
$118,000
02/11/26
3
1
1,046
6119 Tansey St, Crestview, FL
0.17
Single-Family Home
$259,000
10/10/25
3
2
1,337
6114 Clover St, Crestview, FL
0.23
Single-Family Home
$259,050
04/24/26
3
2
1,245
3365 Auburn Rd, Crestview, FL
0.44
Single-Family Home
$205,000
07/24/26
3
2
1,270
6113 Tansey St, Crestview, FL
0.15
Single-Family Home
$265,000
12/16/25
3
2
1,337

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 105 Windsor Dr.
View nearby schools on GreatSchools
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 Crestview

At least 380 Trulia users voted on each feature.

  • 91 % Say car is needed

  • 83 % Say parking is easy

  • 82 % Say yards are well-kept

  • 78 % Say it's dog friendly

  • 74 % Say there's holiday spirit

  • 67 % Say kids play outside

  • 67 % Say it's quiet

  • 57 % Say people would walk alone at night

  • 51 % Say neighbors are friendly

  • 48 % Say there's wildlife

  • 38 % Say they plan to stay for at least 5 years

  • 28 % Say there are sidewalks

  • 28 % Say streets are well-lit

  • 25 % Say it's walkable to grocery stores

  • 20 % Say it's walkable to restaurants

  • 18 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Numberonly33
    "I’ve been here for 10 years and my kids have a good experience in school as well as the neighborhood I live in the Auburn area. Yard Neighbourhood downtown area looks really good. Most areas of the town maintain well.."
    0
    Flag
  • Hazel Diane Fetter
    "Nothing it’s very quiet and safe place to walk. The neighbors are friendly. The neighborhood is clean and safe. "
    0
    Flag
  • Vym6nt6t2s
    "It’s nice here for the most part of course we have some neighbors that are not nice and make comments and are holy then thou kinda people but for the most part everyone’s nice here"
    1
    Flag
  • Martin Paras
    "Almost 2 years living here honestly I don’t see lots of dogs in our area. There’s some but definitely dog owners will love to live here because the roads are not busy. Neighborhood our pet friendly. "
    0
    Flag
  • Eperez009
    "I drive everywhere. There really isn't great city infrastructure. No sidewalks in most communities. 2 main roads go up and down the city, which creates heavy traffic. "
    0
    Flag
  • Teresa W.
    "I have lived here for almost forty years. Our small town has grown into a decent sized smaller city. People are friendly and helpful to others if they need it. Lots of different things to do. Pet friendly"
    5
    Flag
  • Aliciabyrd1227
    "There are a bunch of Stray cats. Other dog owners don’t clean up after their dogs while on walks. Some of the fences make it easy for dogs to escape."
    0
    Flag
  • Tabathaworkman
    "I don’t really know I have only lived here 2yrs so I haven’t been out in the community. Twin Hills park is nice, for walking and walking dogs also a nice park for kids"
    0
    Flag
  • Kelcie
    "Dog owners would love the roads and subdivisions they can walk their dog. It’s very quiet here and relaxing. "
    7
    Flag
  • Tabathaworkman
    "New to the area, not sure of a lot of things. Fireworks on Fourth of July and family movie nights that are free."
    0
    Flag
  • Christina B.
    "Lived here 5yrs. Neighborhood is friendly and everyone looks out for one another. We have our own FB page where we share happenings in our neighborhood/community. "
    1
    Flag
  • Kody P.
    "I have lived here for a year and am surprised I haven't been robbed yet. Seriously, if you're going to live in this city live on the south side, not the north..or don't live here. It's truly a drug infested violent area. No place to raise a family...on the north side that is. South Crestview isn't too bad, with the city expanding and new homes being built next to nicer newer homes and apartment complexes. Be wise. "
    2
    Flag
  • Shaye_murphy
    "People are friendly towards pets as long as you pick up after them and don’t let them bark all hours of the night. Just simple pet courtesies."
    0
    Flag
  • Elisha B.
    "quiet neighborhoods. friendly neighborhoods. large backyards for pets to enjoy. definitely a great place to have a pet. "
    0
    Flag
  • Justin T.
    "Have a dog yard. Everyone has the dogs on leash when walking I don’t really know what else to say jckxbxoxbxjxbx"
    0
    Flag
  • Taylormindy25
    "We take are children trick or treating every year in Crestview. We go where ever we live up and down the road so we feel more safe about letting them eat the candy"
    0
    Flag
  • Taylormindy25
    "It’s a great place to live and to rise your children. Crestview can be good and bad it’s What you make it, there jobs and school and church. The only down side is that there not really anything for children to do in this town so it easy for kids go down the wrong path. "
    0
    Flag
  • Julia R.
    "wonderful neighbors! Quiet neighborhood. ❤ Beautiful trees and well kept yards. Dogwood Estates is a perfect little gem close to shopping"
    0
    Flag
  • Christian M.
    "20miles one way very traffic congested and lots of accidents ........................................."
    0
    Flag
  • Sheronda M. T.
    "Pretty safe and the neighborhood is very nice everyone is very mindful of each others property. Crestview is a nice place to live and close to the beach. "
    0
    Flag
  • Matt H.
    "Far from everything. Takes 45 minutes to go to a real town with restaurants and shopping areas. Average age is 55+ years old and has no younger community activities. "
    0
    Flag
  • Henrycook76
    "plenty of walking around spaces up and down roads and trails. nice neighbors generally. and easy drives in and out of town "
    0
    Flag
  • Aggie909
    "Very peaceful area. No loud music, no loud kids. Fun during Halloween as this is the spot. Yards are kept up and people are nice."
    0
    Flag
  • Ashton S.
    "Newer housing is well maintained and friendly, the closer to downtown you are the worse you can expect morning commute traffic to be "
    0
    Flag
  • Aggie909
    "Very peaceful place to live. Neighbors are quiet and kids are respectful. No loud parties, or music. I feel safe here overall , even as my husband works overnight. "
    0
    Flag
  • Sylvia R.
    "This is a great area for families but it could use more sidewalks. Plenty of restaurants and a good variety."
    0
    Flag
  • KP
    "Living on the south side makes my drive to Destin about 20 minutes less then living on the north side. "
    0
    Flag
  • Fabphleb
    "40 mins by car through airforce base, with no exits for detours. Not terrible, but not ideal when lanes are closed on highway."
    0
    Flag
  • TD
    "There are many families is this small neighborhood and it is very quiet and pretty, well maintained. "
    0
    Flag
  • Jtjones513
    "I’ve lived in this neighborhood since 1994, many families move in & out real quick if they’re in the military. Fairly quiet & peaceful around here. Not far from highway & I-10, but not too close. "
    3
    Flag
  • CLocK
    "Great community!! Growing city military economic dependency, small town feel. Plenty of churches, plenty of room to expand"
    1
    Flag
  • AS
    "Quaint town with lots of traffic near i10 highway and a small town feel. Sometimes backed up for miles."
    0
    Flag
  • Mjautry
    "Traffic on 85 is awful. It can take 45 minutes to get home. We need more transportation development to keep traffic flowing."
    0
    Flag
  • Galaxymlp
    "I commute very far for work. I commute 46 miles into Pensacola to work everyday. Traffic is light in that direction. "
    0
    Flag
  • Mysticangelsdesires
    "live in neighborhood. military or retired military. easy access to highway 85 and interstate 10. friendly neighborhood. kids play in street. "
    1
    Flag
  • Mfzee
    "I don't know much about the area but what I do know is there are not many places to go shopping in the immediate area. The nearest Target is 40 min away."
    0
    Flag
  • Jerryconesr
    "The area we are at is at the very edge of city limits so you definitely need a vehicle to get to anything. It’s quiet and safe. Don’t really know why but the kids here just hide in their houses all day and night."
    0
    Flag
  • Theqsters
    "neighbors tend to stay to there self its a safe nice neighborhood close to main roads and reasturant "
    1
    Flag

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Apartments for Rent

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Homes for sale near 105 Windsor Dr

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Off Market Homes Near 105 Windsor Dr

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Frequently asked questions about 105 Windsor Dr

  • What is 105 Windsor Dr estimated to be worth?
    Trulia's estimated value for 105 Windsor Dr in Crestview, FL is $184,800.
  • What is the price history for 105 Windsor Dr?
    105 Windsor Dr in Crestview, FL last sold for $185,000 in December 2025.
  • Is Crestview a buyer's or seller's market?
    Crestview is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Crestview?
    The median sale price in Crestview is $311K. That is up $13.3K from the prior month.
  • Does 105 Windsor Dr have air conditioning?
    Yes, 105 Windsor Dr in Crestview, FL has air conditioning.
  • Does 105 Windsor Dr have laundry facilities?
    Yes, 105 Windsor Dr in Crestview, FL has laundry facilities.
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. Member number: 28189