107 Windsor Dr, Crestview, FL 32539
FOR SALE
NEW - 5 HRS AGO
1.02 ACRES

107 Windsor Dr
Crestview, FL 32539

  • 3 Beds
  • 2 Baths
  • 1,038 sqft (on 1.02 acres)

$265,000

Est. Mortgage $1,643/mo*

$265,000

Est. Mortgage $1,643/mo*
3 Beds
2 Baths
1,038 sqft
(on 1.02 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Tucked away on a little over 1-acre in Crestview, this updated property offers the perfect blend of peaceful country living, functional space, and everyday convenience. Surrounded by mature trees and located across a scenic lake, 107 Windsor Dr delivers privacy and room to spread out while still being just minutes from town, schools, shopping, and dining. Inside, the home features updated luxury vinyl plank flooring, fresh neutral finishes, and an open living area filled with natural light. The kitchen offers granite countertops, updated backsplash, ample cabinetry, and a functional layout that flows easily into the main living spaces. An enclosed sunroom provides additional flex space ideal for a second living area, office, playroom, or hobby space overlooking the backyard. Step outside and discover one of the property’s standout features — the large metal workshop/building at the rear of the property complete with a tall roll-up garage door and covered overhang. Whether you need storage for an RV, boat, trailers, ATVs, or work equipment, this structure offers incredible versatility. It would also make an excellent workshop, home business space, woodworking shop, hobby garage, gym, or recreational storage area. The expansive backyard offers plenty of room for gardening, animals, outdoor entertaining, or simply enjoying the quiet natural setting. With nearby water views, open space, and flexible outbuilding options, this property is ideal for buyers looking for more freedom and functionality than a typical subdivision home. Enjoy the best of country-style living with space for your toys, hobbies, and future plans — all on an oversized lot in a convenient Crestview location.

Home Highlights

Parking
Garage
Outdoor
No Info
View
Lake
HOA
None
Price/Sqft
$255
Listed
No Info

Home Details for 107 Windsor Dr

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Master Bedroom, Bedroom, Bedroom 1
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1038 Square Feet
Appliances & Utilities
Appliances: Electric Water Heater
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central Air,Ceiling Fan(s)Has HeatingHeating Fuel: Central
Gas & Electric
Electric: Circuit Breakers, Copper Wiring
Levels, Entrance, & Accessibility
Stories: 1Levels: One
View
Has a ViewView: Lake

Exterior Features

Exterior Home Features
Roof: ShingleFoundation: Slab
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageParking Spaces: 2Parking: 2 Car Garage
Pool
Pool: None
Frontage
Responsible for Road Maintenance: County Maintained Road
Water & Sewer
Sewer: Public Sewer
Farm & Range
Not Allowed to Raise Horses

Days on Market

Days on Market: <1 days on Trulia

Property Information

Year Built
Year Built: 1985
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: FrameNot a New ConstructionNot Attached Property
Property Information
Condition: ResaleParcel Number: 264n23000000020680

Price & Status

Price
List Price: $265,000Price Per Sqft: $255

Active Status

MLS Status: Active

Location

Direction & Address
City: CrestviewCommunity: Harvest Hill
School Information
Elementary School: Local School In CountyJr High / Middle School: LOCAL SCHOOL IN COUNTYHigh School: Local School In County

Agent Information

Listing Agent
Listing ID: 682287

Building

Building Area
Building Area: 1038 Square Feet

HOA

No HOA

Lot Information

Lot Area: 1.02 Acres

Documents

Disclaimer: as-is

Listing Info

Special Conditions: Standard

Miscellaneous

Mls Number: 682287Water ViewWater View: Lake
Last check for updates: about 5 hours ago
Listing courtesy of John Cho, (850) 602-5583
Voyage Real Estate LLC
Source: PAR, MLS#682287
Also Listed on PAR.

Price History for 107 Windsor Dr

DatePriceEventSource
05/08/2026$265,000Listed For SalePAR #682287
09/20/2023ListingRemovedN/A
07/26/2023$250,000Listed For SaleN/A
12/23/2021$235,000Sold
PAR #599590
11/13/2021$235,000Listed For SalePAR #599590
10/24/2019$139,000Sold
N/A
10/26/2017$89,900Sold
ECAOR #784515
10/06/2017$89,900Listed For SaleAgent Provided
03/02/2004$60,000Sold
N/A

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Property Tax and Assessment

Year2024
Tax$1,564
Assessment$151,843
Home facts updated by county records

Comparable Sales for 107 Windsor Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.04
Single-Family Home
$185,000
12/01/25
3
2
1,000
0.45
Single-Family Home
$206,000
06/20/25
3
1.5
999
0.26
Single-Family Home
$259,050
04/24/26
3
2
1,245
0.22
Single-Family Home
$259,000
10/10/25
3
2
1,337
0.20
Single-Family Home
$259,050
10/21/25
3
2
1,315
0.19
Single-Family Home
$265,000
04/07/26
3
2
1,398
0.21
Single-Family Home
$269,000
08/28/25
3
2
1,398
0.29
Single-Family Home
$259,050
04/20/26
3
2
1,245
0.20
Single-Family Home
$265,000
02/13/26
3
2
1,398

Assigned Schools

These are the assigned schools for 107 Windsor Dr.
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 377 Trulia users voted on each feature.
  • 90 % Say car is needed

  • 83 % Say parking is easy

  • 81 % 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 streets are well-lit

  • 27 % Say there are sidewalks

  • 25 % Say it's walkable to grocery stores

  • 20 % Say it's walkable to restaurants

  • 19 % Say there are community events

Learn more about our methodology.
  • Hazel Diane Fetter
    "Nothing it’s very quiet and safe place to walk. The neighbors are friendly. The neighborhood is clean and safe. "
  • 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"
  • 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. "
  • 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. "
  • 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"
  • 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."
  • 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"
  • Kelcie
    "Dog owners would love the roads and subdivisions they can walk their dog. It’s very quiet here and relaxing. "
  • Tabathaworkman
    "New to the area, not sure of a lot of things. Fireworks on Fourth of July and family movie nights that are free."
  • 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. "
  • 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. "
  • 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."
  • Elisha B.
    "quiet neighborhoods. friendly neighborhoods. large backyards for pets to enjoy. definitely a great place to have a pet. "
  • Justin T.
    "Have a dog yard. Everyone has the dogs on leash when walking I don’t really know what else to say jckxbxoxbxjxbx"
  • 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"
  • 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. "
  • Julia R.
    "wonderful neighbors! Quiet neighborhood. ❤ Beautiful trees and well kept yards. Dogwood Estates is a perfect little gem close to shopping"
  • Christian M.
    "20miles one way very traffic congested and lots of accidents ........................................."
  • 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. "
  • 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. "
  • Henrycook76
    "plenty of walking around spaces up and down roads and trails. nice neighbors generally. and easy drives in and out of town "
  • 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."
  • 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 "
  • 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. "
  • Sylvia R.
    "This is a great area for families but it could use more sidewalks. Plenty of restaurants and a good variety."
  • KP
    "Living on the south side makes my drive to Destin about 20 minutes less then living on the north side. "
  • Fabphleb
    "40 mins by car through airforce base, with no exits for detours. Not terrible, but not ideal when lanes are closed on highway."
  • TD
    "There are many families is this small neighborhood and it is very quiet and pretty, well maintained. "
  • 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. "
  • CLocK
    "Great community!! Growing city military economic dependency, small town feel. Plenty of churches, plenty of room to expand"
  • AS
    "Quaint town with lots of traffic near i10 highway and a small town feel. Sometimes backed up for miles."
  • Mjautry
    "Traffic on 85 is awful. It can take 45 minutes to get home. We need more transportation development to keep traffic flowing."
  • Galaxymlp
    "I commute very far for work. I commute 46 miles into Pensacola to work everyday. Traffic is light in that direction. "
  • Mysticangelsdesires
    "live in neighborhood. military or retired military. easy access to highway 85 and interstate 10. friendly neighborhood. kids play in street. "
  • 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."
  • 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."
  • Theqsters
    "neighbors tend to stay to there self its a safe nice neighborhood close to main roads and reasturant "

LGBTQ Local Legal Protections

John Cho, Voyage Real Estate LLC
Agent Phone: (850) 602-5583
Copyright© 2026 by the Multiple Listing Service of the Pensacola Association of REALTORS®. This information is believed to be accurate but is not guaranteed. Subject to verification by all parties. This data is copyrighted and may not be transmitted, retransmitted, copied, framed, repurposed, or altered in any way for any other site, individual and/or purpose without the express written permission of the Multiple Listing Service of the Pensacola Association of REALTORS®. Florida recognizes single and transaction agency relationships. Information deemed reliable but not guaranteed. Any use of search facilities of data on this site, other than by a consumer looking to purchase real estate, is prohibited. 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.
107 Windsor Dr, Crestview, FL 32539 is a 3 bedroom, 2 bathroom, 1,038 sqft single-family home built in 1985. This property is currently available for sale and was listed by PAR on May 8, 2026. The MLS # for this home is MLS# 682287.