Jack Kennedy
Homes for Sale in Crestview, FL
All 415 homes for sale in Crestview, FL · median $329,800 · 155 homes for sale in 32536 · Okaloosa County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Emerald Coast MLS
As of October 2026, the MLS records 39 closed sales in Jack Kennedy in Crestview, FL since 2003, the most recent in July 2026. Across Crestview as a whole, 571 homes closed in the last 12 months at a median of $321,973, 71 median days on market, with 398 homes for sale today. At that median and Okaloosa County's FY2025-26 rate of 12.89 mills, annual property tax runs about $4,150 ($3,640 with the full homestead exemption).

Price here is driven by condition and vintage, not by any single product type. With a median year built of 1979 and homes going back as far as 1945 and up through 2023, you are looking at a wide spread of eras under one community name. What a home sells for depends heavily on how much updating has been done, so two houses of similar size can land far apart.
The market posture is steady rather than frenzied. Homestead share sits around 62%, which points to a base of owner-occupants rather than a churn of short-term holders. For buyers, that means less turnover and more homes that have been lived in and maintained; for sellers, it means your competition is defined by condition, so the work you have put in shows up in what you can ask.
Figures in this note are as of July 26, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside JACK KENNEDY right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
JACK KENNEDY is an established, non-uniform pocket of Crestview with 235 homes spanning nearly eight decades of construction, so the housing stock is varied by design rather than a single builder's plan.
Emerald Coast MLS sales records identify 24 homes in JACK KENNEDY that have changed hands since 2004, built between 1950 and 2022 (median 1985), with a median living area of about 1,308 sq ft and a typical 3-bedroom, 2-bath layout; 100% are single-family homes. Source: Emerald Coast MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
County records show 11 qualified sales in JACK KENNEDY across 2024–2025 (6 in 2024, 5 in 2025), median $236,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
Who Jack Kennedy is best for.
Best for
- Buyers who want an established Crestview address and will underwrite an older home carefully
- Owner-occupants planning to hold, in keeping with the roughly 62% homestead base
- Buyers open to renovation who want to buy on condition and improve to their standard
Probably not for
- Buyers who require amenity-driven living such as a pool, gate, or clubhouse
- Buyers who want uniform, new-build construction with predictable finishes
- Buyers unwilling to budget for inspections and updates across an older housing stock
The market around Jack Kennedy
Jack Kennedy is too small for its own price trend, so here is the market around it.
In ZIP 32536, 257 homes are on the market and 32% are under contract — a fast-moving corner of Crestview.
Across Okaloosa County, 1,890 homes are active and 551 pending (23% under contract).
In ZIP 32536 (Crestview), 425 homes closed in the last 12 months at a median of $322K, up 3.9% year over year, with a median 73 days on market. Right now 122 active and 57 pending listings put supply at about 3.9 months — a balanced market. See the live ZIP 32536 housing market and the Okaloosa County market.
ZIP and county figures describe the wider market, not Jack Kennedy specifically. Momentum Research analysis of MLS records.
The Jack Kennedy buying strategy.
If we were buying in Jack Kennedy today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Jack Kennedy.
A condition-driven older-stock market
The defining trait here is age range. A median build year of 1979, with the oldest homes from 1945 and the newest from 2023, tells you this is not a subdivision snapshot — it is a neighborhood assembled over time. Median living area is right around 1,799 square feet, so most homes are mid-sized rather than sprawling, though the older end will carry the mechanical and layout quirks you expect from that vintage.
There are no community amenities identified from current MLS listings, so nothing here is priced for a pool, gate, or clubhouse. The value proposition is the home itself and its Crestview location in Okaloosa County. Buyers should budget inspections carefully across this age spread; sellers who have modernized systems have a clearer story to tell against unrenovated comparables.
The location and the amenities are priced into every listing in Jack Kennedy. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a market this varied by age and condition, the median tells you very little about your specific house. We read each property against the right comparables — vintage, size, and updates — instead of leaning on a single community average. That precision matters most where the housing stock is this uneven.
Jack Kennedy in 15 seconds.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- Any club/amenity membership is billed separately
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Jack Kennedy buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Jack Kennedy sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Jack Kennedy, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Jack Kennedy home worth?
Get a no-obligation home value based on real comparable sales in Jack Kennedy, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See all homes for sale in Crestview →
| Location | Crestview, Okaloosa County, FL · ZIP 32536 |
|---|---|
| Homes in the community | 167 (FL DOR 2025 assessment roll) |
| Years built | 1945–2022 (median 1973) |
| Typical living area | 1,625 sq ft (median) |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 59% |
Data as of September 20, 2026. Listing data provided by the Emerald Coast Association of REALTORS®. Information is deemed reliable but is not guaranteed by the MLS to be accurate; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Jack Kennedy key facts,” movewithmomentum.com/neighborhoods/jack-kennedy, data as of September 20, 2026.
Housing distress & ownership in JACK KENNEDY, Crestview
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Listing data provided by the Emerald Coast Association of REALTORS®. Information is deemed reliable but is not guaranteed by the MLS to be accurate. Deemed reliable but not guaranteed.
More Crestview home searches
- All homes for sale in Crestview, FL
- Homes for sale in Okaloosa County, FL
- Crestview waterfront homes for sale
- Gated communities in Crestview
- Homes under $300K in Crestview
- Homes from $300K to $500K in Crestview
- 4-bedroom homes for sale in Crestview
- Crestview home values: what is my house worth?
- ZIP 32536 housing scorecard
- 2 coming-soon communities in Okaloosa County
Crestview guides & data
- Market data
- Best neighborhoods (ranked by data)
- Property taxes (Okaloosa County)
- Homestead exemption (Okaloosa County)
- Home insurance cost
- New construction
- New construction (Okaloosa County)
- ZIP codes
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
Real estate agent in Crestview? Join Momentum in Crestview: 100% commission, one $12K cap.
Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Texas Parkway (1 homes on record)
- Texas Parkway (1 homes on record)
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Okaloosa County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Okaloosa County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
Email me new listings in Jack KennedyHomes for Sale
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Jack KennedyHomes for Sale
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Recent Developments in Jack Kennedy
Development, infrastructure, retail, and school activity affecting Jack Kennedy, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated October 2026.
- October 2026Infrastructure
Okaloosa County stabilizes 180 miles of dirt roads in north county
Okaloosa County has stabilized 180 miles of dirt roads using the voter-approved infrastructure surtax, more than triple the original goal of 50 miles in five years. The roads received a limerock base topped with chip-seal or hot-mix, and the county says only a handful of roads remain. The work is in north Okaloosa County.
What it may mean for the marketPaved rural roads in north Okaloosa could improve year-round access and reduce road maintenance costs for areas near Crestview. The site is about 4 miles north of Jack Kennedy.
Source: Get The Coast - October 2026Parks & Amenities
Okaloosa and Cinco Bayou open upgraded boat ramp with new trailer parking
Okaloosa County and the Town of Cinco Bayou held a ribbon cutting for upgraded boat ramp facilities, including 16 new boat trailer parking spaces, a new restroom and landscaping. The $4.1 million total, funded largely by tourism development funds, also covers the $2.95 million purchase of a former bank building at 198 Eglin Parkway NE. Future dock improvements are planned.
What it may mean for the marketAdded trailer parking and ramp access improve waterfront recreation access for Fort Walton Beach area boaters. The project is about 22 miles south of Jack Kennedy, elsewhere in Okaloosa County.
Source: Get The Coast - September 2026Civic
Okaloosa commissioners reject 12-month data center moratorium 3-2
Okaloosa County commissioners voted 3-2 on September 15 against a 12-month data center moratorium. On September 3 the board unanimously directed staff to develop a regulatory framework for data centers, with an outline due within 60 days. No specific project or site was proposed, and commissioners discussed protecting the Shoal River Industrial Park.
What it may mean for the marketThe pending rules will shape where large power-and-land-intensive facilities can locate in the county, including industrial land near Crestview. The site is about 2 miles west of Jack Kennedy.
Source: Get The Coast - June 2026Civic
DeSantis signs state budget with funding for Okaloosa County projects
Governor DeSantis signed the state budget that included roughly $15 million for 20 Okaloosa County projects, among them $5 million for the Northwest Florida State College Workforce Innovation Center in Niceville, $1.5 million for Shalimar Bridge Park, and $3 million for Destin road and drainage work. About $7.26 million in other local requests were vetoed.
What it may mean for the marketDirects state funding toward workforce, park, road, and drainage infrastructure across Okaloosa County, supporting public facilities and capacity in Niceville, Shalimar, and Destin. The site is about 16 miles south of Jack Kennedy.
Source: Get The Coast - May 2026Development
Okaloosa commissioners approve master plan for 392-lot River Park subdivision in Crestview
Okaloosa County commissioners unanimously approved the master plan for River Park, a 392 lot single family subdivision on 263 acres east of Main Drive and north of Airport Road in Crestview. The project by River Park Landing LLC will be built in three phases, with each phase requiring a separate development order approval.
What it may mean for the marketAdds substantial single family housing supply to the Crestview market and phases new residential construction onto a large tract in north Okaloosa County. The project is about 3 miles northeast of Jack Kennedy, elsewhere in Okaloosa County.
Source: Get The Coast - May 2026Infrastructure
Okaloosa County opens $212M Southwest Crestview Bypass
Okaloosa County opened the $212 million Southwest Crestview Bypass, a 3.5 mile four lane corridor connecting Antioch Road to State Road 85 with access from U.S. Highway 90. The project includes a 1,713 foot bridge, sidewalks, a multi use path, and direct access to the new Pineview K-8 school opening in August 2026.
What it may mean for the marketAdds a major four lane traffic corridor serving southwest Crestview and expands regional road capacity for surrounding growth in north Okaloosa County. The site is about 3 miles southwest of Jack Kennedy.
Source: Get The Coast
Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.
Frequently Asked Questions
How many homes are in Jack Kennedy?
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When were the homes in Jack Kennedy built?
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Where is Jack Kennedy, and what county is it in?
Should you buy in Jack Kennedy?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Emerald Coast MLS, refreshed twice daily (last: October 19, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (6 streets, ZIP 32536)) |
| Under-contract shares | Emerald Coast MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2003 (39 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Emerald Coast MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
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