$239,000
Original price: $250,000
3 Beds
2 Baths
1,038 sqft (on 1.02 acres)
107 Windsor Dr, Crestview, FL 32539
Est. Mortgage $1,579/mo*
Get Pre-QualifiedHome Highlights
Single-Family Home
Built in 1985
1.02 acre lot
$230/sqft
Garage
Local Information
- Map ViewExplore the area around 107 Windsor Dr.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
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.
Last check for updates: about 2 hours ago
Listing courtesy of John Cho, (850) 602-5583
Voyage Real Estate LLC
Source: PAR, MLS#682287
Also Listed on PAR.
Home Details for 107 Windsor Dr
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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 |
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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 |
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Cumulative Days on Market: 105Days on Market: 135 |
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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 |
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Price List Price: $239,000Price Per Sqft: $230 |
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MLS Status: Active |
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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 |
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Listing Agent Listing ID: 682287 |
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Building Area Building Area: 1038 Square Feet |
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No HOA |
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Lot Area: 1.02 Acres |
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Disclaimer: as-is |
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Special Conditions: Standard |
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Mls Number: 682287Water ViewWater View: Lake |
Around this home
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.
Market trends in Crestview
Last updated August 2026
Avg. sale price
$322K
$5.03KMoM
Sale-to-List Price
99.7%
Price per sq ft
$166
$0MoM
Available listings
497
31MoM
Home Value
Trulia Estimate
$238KSince last month
Increased$2K (+0.9%)Since last year
Decreased$7K (-2.7%)Since last sale
Increased$3K (+1.1%)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 +213% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $238K |
| August 2026 | $235K |
| July 2026 | $236K |
| June 2026 | $247K |
| May 2026 | $249K |
| April 2026 | $244K |
| March 2026 | $244K |
| February 2026 | $243K |
| January 2026 | $238K |
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 |
|---|---|---|---|---|---|---|---|
0.04 | Single-Family Home | $185,000 | 12/01/25 | 3 | 2 | 1,000 | |
0.13 | Single-Family Home | $235,000 | 05/19/26 | 4 | 2 | 1,444 | |
0.18 | Single-Family Home | $190,000 | 06/03/26 | 4 | 2 | 1,268 | |
0.16 | Single-Family Home | $259,050 | 10/21/25 | 3 | 2 | 1,315 | |
0.26 | Single-Family Home | $259,050 | 04/24/26 | 3 | 2 | 1,245 | |
0.21 | Single-Family Home | $259,000 | 10/10/25 | 3 | 2 | 1,337 | |
0.19 | Single-Family Home | $265,000 | 04/07/26 | 3 | 2 | 1,398 | |
0.18 | Single-Family Home | $265,000 | 12/16/25 | 3 | 2 | 1,337 | |
0.29 | Single-Family Home | $259,050 | 04/20/26 | 3 | 2 | 1,245 |
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 |
|---|---|---|---|---|---|---|
0.04 | $185,000 | 3 | 2 | 1,000 | Recently Sold | |
0.08 | $274,600 | 3 | 2 | 1,133 | Off Market | |
0.12 | $365,000 | 3 | 2 | 1,418 | For Sale | |
0.13 | $235,000 | 4 | 2 | 1,444 | Recently Sold | |
0.14 | $325,900 | 3 | 2 | 1,122 | For Sale | |
0.16 | $258,200 | 3 | 2 | 1,315 | Off Market | |
0.18 | $190,000 | 4 | 2 | 1,268 | Recently Sold | |
0.19 | $314,900 | 4 | 2 | 1,603 | Recently Sold | |
0.18 | $265,000 | 3 | 2 | 1,337 | Recently Sold | |
0.19 | $251,400 | 3 | 2 | 1,306 | Off Market | |
0.19 | $265,000 | 3 | 2 | 1,398 | Recently Sold |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jul 13, 2026 Source: PAR #682287 | PriceChange | $239,000 Price decreased by 4% |
May 24, 2026 Source: PAR #682287 | PriceChange | $250,000 Price decreased by 6% |
May 8, 2026 Source: PAR #682287 | Listed For Sale | $265,000 |
Sep 20, 2023 Source: N/A | ListingRemoved | |
Jul 26, 2023 Source: N/A | Listed For Sale | $250,000 |
Dec 23, 2021 Source: PAR #599590 | Sold | $235,000 |
Nov 13, 2021 Source: PAR #599590 | Listed For Sale | $235,000 |
Oct 24, 2019 Source: N/A | Sold | $139,000 |
Oct 26, 2017 Source: ECAOR #784515 | Sold | $89,900 |
Oct 6, 2017 Source: Agent Provided | Listed For Sale | $89,900 |
Mar 2, 2004 Source: N/A | Sold | $60,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $1,648 | $160,137 |
Home facts updated by county records
LGBTQ Local Legal Protections
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.
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Frequently asked questions about 107 Windsor Dr
- What is the estimated monthly payment for 107 Windsor Dr?Based on a $239,000 list price with 20% down at today's rates, the estimated monthly payment for 107 Windsor Dr in Crestview, FL is approximately $1,617 (about $1,297 principal & interest, $245 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- How does the list price for 107 Windsor Dr compare to homes in Crestview?107 Windsor Dr in Crestview, FL is listed at $239,000, about 26% below the $322K median sale price in Crestview.
- What do residents say about Crestview?Residents describe Crestview, FL as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See homes for sale in Crestview, FL.
- What are the closest schools to 107 Windsor Dr?The closest schools to 107 Windsor Dr in Crestview, FL are Bob Sikes Elementary School (Pre-K, rated 6/10), Crestview High School (rated 5/10), Davidson Middle School (rated 8/10).
- Does 107 Windsor Dr have air conditioning?Yes, 107 Windsor Dr in Crestview, FL has air conditioning.
- How big is the lot at 107 Windsor Dr?The lot at 107 Windsor Dr in Crestview, FL is about 1 acre.
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.