2999 Windsor Cir, Crestview, FL 32539
OFF MARKET

2999 Windsor Cir
Crestview, FL 32539

  • 3 Beds
  • 2 Baths
  • 1,293 sqft (on 1.62 acres)

$238,100

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $1,519/mo*
Refinance Your Home

$238,100

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $1,519/mo*
Refinance Your Home
3 Beds
2 Baths
1,293 sqft
(on 1.62 acres)

Local Information

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

Description

THIS IS A GOOD LOCATION SOUTH OF INTERSTATE 10. IT HAS A SPLIT BEDROOM FLOOR PLAN, CATHEDRAL CEILING IN THE LIVING ROOM AND FIREPLACE. THE BACK YARD HAS CHAIN LINK FENCE, YARD BUILDING AND AN ABOVE GROUND POOL WITH A DECK. IT HAS A LARGE YARD AND BACKS UP TO WETLAND SO NO ONE WILL BUILD BEHIND YOU BUT IT DOES NOT REQUIRE FLOOD INSURANCE. THIS IS A SHORT SALE AND SOLD 'AS IS' BUT IS IN GOOD CONDITION OTHER THAN CARPET. LISTING AGENT IS RELATED TO SELLER. Listing Broker/Licensee related to owne
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
Garage
Outdoor
Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 2999 Windsor Cir

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Concrete
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: Other, Brick
Pool
Pool
Parking & Garage
GarageParking: Garage

Property Information

Year Built
Year Built: 1994Year Updated: 1994
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 1.62 acres

Price History for 2999 Windsor Cir

DatePriceEventSource
09/07/2011$95,000Sold
N/A
03/17/2011$99,000PriceChange
Agent Provided
03/04/2011$102,000PriceChange
Agent Provided
02/26/2011$99,000PriceChange
Agent Provided
01/19/2011$102,000PriceChange
Agent Provided
11/12/2010$108,000PriceChange
Agent Provided
10/23/2010$114,900PriceChange
Agent Provided
04/22/2010$129,900Listed For SaleAgent Provided
07/26/2005$170,000Sold
N/A
10/27/2000$75,000Sold
N/A
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2024
Tax$1,839
Assessment$196,545
Home facts updated by county records

Comparable Sales for 2999 Windsor Cir

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4855 Kensington Ln, Crestview, FL
0.18
Single-Family Home
$112,000
08/01/25
3
2
1,292
4877 Kensington Ln, Crestview, FL
0.19
Single-Family Home
$249,900
11/26/25
3
2
1,112
446 John King Rd, Crestview, FL
0.25
Single-Family Home
$160,000
01/08/26
3
2
1,449
4826 Primrose St, Crestview, FL
0.52
Single-Family Home
$185,000
05/01/26
3
1.5
1,040
109 Pinoak Ct E, Crestview, FL
0.37
Single-Family Home
$190,000
06/10/25
3
2
1,161
404 Brown Pl, Crestview, FL
0.35
Single-Family Home
$214,195
03/25/26
3
2
1,228
4719 Whitewater Ln, Crestview, FL
0.17
Single-Family Home
$250,000
08/15/25
4
2
1,920
215 Pinoak Ct W, Crestview, FL
0.42
Single-Family Home
$229,500
11/05/25
3
2
1,050
3004 Kensington Ct, Crestview, FL
0.14
Single-Family Home
$299,900
08/04/25
4
2
1,668
4726 Whitewater Ln, Crestview, FL
0.24
Single-Family Home
$285,000
06/18/25
3
2
1,551

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 2999 Windsor Cir.
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 378 Trulia users voted on each feature.

  • 91 % 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

Sourced by Trulia users. 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. "
    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

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature

Homes for sale near 2999 Windsor Cir

Skip to last item
Skip to first item

Off Market Homes Near 2999 Windsor Cir

Skip to last item
Skip to first item

Homes for rent near 2999 Windsor Cir

Skip to last item
Skip to first item
2999 Windsor Cir, Crestview, FL 32539 is a 3 bedroom, 2 bathroom, 1,293 sqft single-family home built in 1994. This property is not currently available for sale. 2999 Windsor Cir was last sold on Sep 7, 2011 for $95,000. The current Trulia Estimate for 2999 Windsor Cir is $238,100.