OVERLOOK AT CHESTNUT RIDGE in Crestview

OVERLOOK AT CHESTNUT RIDGE
Homes for Sale in Crestview, FL

Community in Crestview · Okaloosa County · ZIP 32539
21 homesBuilt 2012–2023
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Photo via emeraldcoast

Built fromLive emeraldcoast data12 years of closingsFL DOR public recordsUpdated twice daily
Live · OVERLOOK AT CHESTNUT RIDGE Housing Pulse emeraldcoast + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
0%
Under contract
1 · 0
For sale · pending
live counts, refreshed twice daily
1
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
50%
Owner-occupied · OVERLOOK AT CHESTNUT RIDGE
13 of 26 parcels homesteaded (FL DOR 2025)
50%
Non-owner-occupied · OVERLOOK AT CHESTNUT RIDGE
incl. 8% trust or LLC-held · 0% out-of-state
0%
Cash buyers · OVERLOOK AT CHESTNUT RIDGE
0 of 5 sales, 12 mo ending July 2023
21
Homes in the community
plus 5 vacant residential lots · 26 residential parcels (FL DOR 2025)
Track record · 12 years of records
Est. 2012
Community established
homes built 2012-2023, median 2017 (FL DOR 2025)
4.8%/yr
Turnover rate
about 1 of 21 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Overlook at Chestnut Ridge is a small, newer enclave of 21 homes in Crestview, built between 2012 and 2023 with a median year of 2017. With a median living area around 2,291 square feet, price here is driven less by any published range and more by condition, finish level, and where in that build window a given home falls. There is no published price range for this community — the number that matters is the median, and everything else is a function of the specific house.

The market posture is thin: one active listing against one closing in the window, in a pocket of only 21 homes. That is a low-turnover community by nature, so both sides are working with limited comps. For a seller, scarcity can work in your favor if the home shows well. For a buyer, patience matters — you may wait for the right house rather than choose among many, and you should lean on recent closings rather than assume a broad menu of options.

Best for

  • Buyers targeting a newer, roughly 2,300-square-foot home who can be patient for inventory
  • Owner-occupants who value a settled, low-turnover pocket over constant listing activity
  • Buyers who care more about the individual house and Crestview location than a shared amenity package

Probably not for

  • Buyers who want a clubhouse, pool, or other community amenities
  • Shoppers who need many active listings to compare side by side
  • Investors relying on frequent turnover and deep comp data to underwrite a deal

Homes For Sale Right Now in OVERLOOK AT CHESTNUT RIDGE

Live MLS inventory for OVERLOOK AT CHESTNUT RIDGE. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.

Active and pending OVERLOOK AT CHESTNUT RIDGE listings as of 2026-07-25, priced high to low. Listing data provided by the Emerald Coast Association of REALTORS®. Information is deemed reliable but is not guaranteed by the MLS to be accurate. Tap any home to ask about it.

Schools

In short
  • Okaloosa County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Riverside · Elementary
  • Shoal River · Middle
  • Crestview · High

Zoned schools reflect the assignments reported on recent OVERLOOK AT CHESTNUT RIDGE listings and can change; always confirm with Okaloosa County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any OVERLOOK AT CHESTNUT RIDGE address.

If we were buying in OVERLOOK AT CHESTNUT RIDGE today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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 OVERLOOK AT CHESTNUT RIDGE.

Best Buy
Buyers who want a newer home in Crestview and are willing to wait for the right one.
Biggest Risk
Very thin turnover means limited comps and sporadic inventory.
Sweet Spot
A well-maintained home near the 2017 median build with updated finishes.
Avoid If
You need amenities or a broad selection of homes to choose from right now.

A small, newer pocket that trades on the individual house

At 21 homes with a median build year of 2017, Overlook at Chestnut Ridge is small enough that a single listing meaningfully changes the picture. The living areas cluster near 2,291 square feet at the median, which points to a fairly consistent product type rather than a wide mix of tiny-to-sprawling floor plans. That consistency helps with valuation, but the newness of the stock — nothing older than 2012 — means condition and updates, not age, will separate one price from another.

No community amenities were identified from current MLS listings, so this is not a lifestyle-package neighborhood — you are buying the house and the Crestview location in Okaloosa County, not a clubhouse or pool. Judge it on the physical home, lot, and proximity to what you use, and set expectations that inventory will be sporadic given how few homes exist here.

The location and the amenities are priced into every listing in OVERLOOK AT CHESTNUT RIDGE. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a 21-home community with one active listing and one recent closing, the data is too thin to lean on averages alone. We read the individual house against what has actually transacted, tell you plainly when a price is condition-inflated or genuinely fair, and help you time an entry or exit around inventory that surfaces only occasionally.

OVERLOOK AT CHESTNUT RIDGE in 15 seconds.

Best forBuyers who want a newer home in Crestview and are willing to wait for the right one.
Biggest advantageConsistent, modern stock with a fairly uniform floor-plan size.
Biggest riskVery thin turnover means limited comps and sporadic inventory.
Sweet spotA well-maintained home near the 2017 median build with updated finishes.
Avoid ifYou need amenities or a broad selection of homes to choose from right now.

HOA, CDD & Fees

In short
  • Mandatory HOA — confirm current dues
  • 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed OVERLOOK AT CHESTNUT RIDGE sales matched to your home.

What is your OVERLOOK AT CHESTNUT RIDGE home worth?

Get a no-obligation home value based on real comparable sales in OVERLOOK AT CHESTNUT RIDGE, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

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Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in OVERLOOK AT CHESTNUT RIDGE?
The Florida DOR 2025 assessment roll shows 21 homes plus 5 vacant residential lots in OVERLOOK AT CHESTNUT RIDGE (public records).
What share of OVERLOOK AT CHESTNUT RIDGE is owner-occupied?
50% of OVERLOOK AT CHESTNUT RIDGE parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in OVERLOOK AT CHESTNUT RIDGE built?
Homes in OVERLOOK AT CHESTNUT RIDGE were built between 2012 and 2023, with a median year built of 2017 (FL DOR 2025 roll).
Do cash buyers compete in OVERLOOK AT CHESTNUT RIDGE?
Cash buyers took 0% of OVERLOOK AT CHESTNUT RIDGE sales in the 12 months ending July 2023 (0 of 5 closings, emeraldcoast).
Who is the best real estate agent for OVERLOOK AT CHESTNUT RIDGE?
The best agent for OVERLOOK AT CHESTNUT RIDGE is one who actively works Crestview and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for OVERLOOK AT CHESTNUT RIDGE.
How do I find a top Crestview real estate agent who knows OVERLOOK AT CHESTNUT RIDGE?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows OVERLOOK AT CHESTNUT RIDGE and the wider Crestview area.
Can Momentum Realty connect me with an agent for OVERLOOK AT CHESTNUT RIDGE?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your OVERLOOK AT CHESTNUT RIDGE purchase or sale - no call center and no pressure.
Buyers targeting a newer, roughly 2,300-square-foot home who can be patient for inventoryExcellent fit
Owner-occupants who value a settled, low-turnover pocket over constant listing activityExcellent fit
Buyers who care more about the individual house and Crestview location than a shared amenity packageExcellent fit
Buyers who want a clubhouse, pool, or other community amenitiesProbably not
Shoppers who need many active listings to compare side by sideProbably not
Investors relying on frequent turnover and deep comp data to underwrite a dealProbably not

Nearby Communities

Explore more neighborhoods near OVERLOOK AT CHESTNUT RIDGE with Momentum Realty’s local guides.

SRShoal River Landing CrestviewCrestview, FL · 1.4 miPRPatriot Ridge CrestviewCrestview, FL · 1.6 miDMDeer Moss Creek NicevilleCrestview, FL · 16.1 miOLOrion Lake NavarreCrestview, FL · 28.2 miPPPritchard PointCrestview, FL · 28.4 miSHSoundside HollowCrestview, FL · 29.0 miFDFox Den VillagesCrestview, FL · 29.1 miCNCreetwoods NavarreCrestview, FL · 29.3 mi

Browse all Florida neighborhood guides →

Data sources & freshness

Live listingsemeraldcoast, refreshed twice daily (last: July 25, 2026)
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (2 streets, ZIP 32539))
Historical depthClosed-sale records back to 2014 (8 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 emeraldcoast 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.

Own a home here?

You just read the data. Now see what your home is worth.

The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the emeraldcoast member average and 8 days faster, and we’ll price yours against live your area comps.

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