Twin Oaks in Freeport

Twin Oaks
Homes for Sale in Freeport, FL

All 377 homes for sale in Freeport, FL · median $428,000 · 374 homes for sale in 32439 · Walton County homes for sale

Community in Freeport · Walton County · ZIP 32439
46 homesBuilt 1948–2023
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Photo via Emerald Coast MLS

Built fromLive Emerald Coast MLS data25 years of closingsFL DOR public recordsUpdated twice daily

As of October 2026, Twin Oaks 1ST Addn in Freeport, FL has 1 home for sale. As of October 2026, the MLS records 4 closed sales in Twin Oaks 1ST Addn in Freeport, FL since 2001, the most recent in July 2017. Across Freeport as a whole, 608 homes closed in the last 12 months at a median of $385,471, 71 median days on market, with 296 homes for sale today. At that median and Walton County's FY2025-26 rate of 9.758 mills, annual property tax runs about $3,760 ($3,380 with the full homestead exemption).

TWIN OAKS 1ST ADDN key facts
LocationFreeport, Walton County, FL · ZIP 32439
Homes in the community46 (FL DOR 2025 assessment roll)
Years built1948–2023 (median 1974.0)
Typical living area1,991 sq ft (median)
Amenities listed by sellersElevators
For sale right now1 active, 0 pending · median asking $1,075,000
Owner-occupied (homestead) share52%

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, “TWIN OAKS 1ST ADDN key facts,” movewithmomentum.com/neighborhoods/twin-oaks-1st-addn, data as of September 20, 2026.

Live · Twin Oaks Housing Pulse Emerald Coast MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0%
Under contract
Walton: 18% (698 of 3,872)
1 · 0
For sale · pending
live counts, refreshed twice daily
Ownership and context
52%
Owner-occupied · Twin Oaks
26 of 50 parcels homesteaded (FL DOR 2025)
48%
Non-owner-occupied · Twin Oaks
incl. 14% trust or LLC-held · 14% out-of-state
46
Homes in the community
plus 4 vacant residential lots · 50 residential parcels (FL DOR 2025)
Track record · 25 years of records
3
Recorded sales · 2024-2025
median $600K · qualified sales on the county roll (FL DOR 2025)
Est. 1948
Community established
homes built 1948-2023, median 1974 (FL DOR 2025)
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Twin Oaks 1st Addn is a small, established pocket in Freeport with roughly 51 homes and a build history stretching from 1948 to 2023. That span is the whole story here: on any given block you can find something original and something recent, so price is driven far more by condition, updates, and lot than by any neighborhood-wide standard. The median year built lands at 1979, which tells you the core of this community is older stock, with newer infill sprinkled in.

With just one active listing against 51 homes, this is a thin, low-turnover market. For a buyer that means patience and a willingness to move when something surfaces; for a seller it means a well-prepped, correctly-priced home faces little direct competition. The median living area of about 2,082 square feet points to real, usable homes rather than starter boxes, and the mix of vintages means you should underwrite each property on its own merits, not on a comp two decades apart.

The 60-Second Overview

This is an older, small-scale Freeport enclave where the wide range of build years — 1948 through 2023 — makes condition the deciding factor on value, not a uniform product type.

Emerald Coast MLS sales records identify 5 homes in TWIN OAKS that have changed hands since 2001, built between 1960 and 2020 (median 1985), with a median living area of about 2,734 sq ft and a typical 3-bedroom, 3-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 3 qualified sales in TWIN OAKS across 2024–2025 (2 in 2024, 1 in 2025), median $600,000 — 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.

Best for

  • Buyers wanting more living space than a starter home who will underwrite condition individually
  • Renovation-minded buyers comfortable budgeting for updates on older stock
  • Long-horizon owners who value a stable, mostly owner-occupied street over turnover

Probably not for

  • Buyers who need shared amenities like a pool or gated access
  • Shoppers who want a broad, active selection to compare in one visit
  • Buyers seeking uniform, new-construction product with predictable finishes

The market around Twin Oaks

Twin Oaks is too small for its own price trend, so here is the market around it.

In ZIP 32439, 535 homes are on the market and 26% are under contract — a steady corner of Freeport.

Across Walton County, 3,174 homes are active and 698 pending (18% under contract).

In ZIP 32439 (Freeport), 679 homes closed in the last 12 months at a median of $385K, down 3.3% year over year, with a median 70 days on market. Right now 301 active and 108 pending listings put supply at about 5.5 months — a buyer's market. See the live ZIP 32439 housing market and the Walton County market.

ZIP and county figures describe the wider market, not Twin Oaks specifically. Momentum Research analysis of MLS records.

Housing distress & ownership in TWIN OAKS 1ST ADDN, Freeport

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 1 listings
Distress share trend — 0.0% now (2026-08-10 → 2026-09-19)

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.

Homes For Sale Right Now in Twin Oaks

Live MLS inventory for Twin Oaks. 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 Twin Oaks listings as of 2026-10-01, 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.

Every Home for Sale in Twin Oaks 1St Addn Right Now (1)

All 1 active and pending Twin Oaks 1St Addn listings with a detail page, newest first, refreshed twice a day from the MLS.

Schools

In short
  • Walton County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Freeport · Elementary
  • Freeport · Middle
  • Freeport · High

Zoned schools reflect the assignments reported on recent Twin Oaks listings and can change; always confirm with Walton County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any Twin Oaks address.

If we were buying in Twin Oaks 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 Twin Oaks.

Best Buy
Buyers who want usable square footage in a small, established Freeport pocket and can act when inventory is scarce.
Biggest Risk
The wide vintage range makes valuation and inspection outcomes vary sharply house to house.
Sweet Spot
An updated home near the median 2,082-square-foot size at a condition-justified price.
Avoid If
You need amenities or a large menu of listings to choose from right now.

A condition-driven pocket in Freeport

The defining feature of Twin Oaks 1st Addn is heterogeneity. A median year built of 1979 sits inside a range that opens in 1948 and runs to 2023, so two homes a few doors apart can differ by decades of construction, systems, and finish level. Buyers should budget for inspection and, on older properties, for updates to roof, HVAC, and plumbing; the payoff is a home with more square footage than a typical starter, with the median around 2,082 living feet.

No community amenities turned up in the current MLS listings — no pool, gate, or shared facilities to speak of — so you are buying the house and the location, not an amenity package. The homestead share sits just above half at about 52 percent, which reads as a stable, largely owner-occupied core rather than a rental-heavy street.

“

The location and the amenities are priced into every listing in Twin Oaks. 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 market this thin — one active listing across 51 homes — the edge is knowing which properties are likely to trade before they hit the feed and how to price a wide-vintage home against a shallow comp set. We underwrite each house on its own condition and updates rather than a blanket neighborhood number, and we will tell you plainly when a given listing's age and systems don't match the ask.

Twin Oaks in 15 seconds.

Best forBuyers who want usable square footage in a small, established Freeport pocket and can act when inventory is scarce.
Biggest advantageA low-turnover setting where a well-prepped seller faces almost no direct competition.
Biggest riskThe wide vintage range makes valuation and inspection outcomes vary sharply house to house.
Sweet spotAn updated home near the median 2,082-square-foot size at a condition-justified price.
Avoid ifYou need amenities or a large menu of listings to choose from right now.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Twin Oaks homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Twin Oaks.
In short
  • 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.

The takeaway

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

What is your Twin Oaks home worth?

Get a no-obligation home value based on real comparable sales in Twin Oaks, 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 Freeport →

Real comps, not an automated estimate.

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Walton County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$3,772/mo
Walton County typical true cost to own
$162/mo
Walton County typical home insurance
Check CDD
Confirm before you offer

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.

How much local inventory is already under contract

27% of homes for sale in ZIP 32439 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-10-01).

Frequently Asked Questions

How many homes are in Twin Oaks?
The Florida DOR 2025 assessment roll shows 46 homes plus 4 vacant residential lots in Twin Oaks (public records).
What share of Twin Oaks is owner-occupied?
52% of Twin Oaks parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Twin Oaks built?
Homes in Twin Oaks were built between 1948 and 2023, with a median year built of 1974.0 (FL DOR 2025 roll).
Who is the best real estate agent for Twin Oaks?
The best agent for Twin Oaks is one who actively works Freeport 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 Twin Oaks.
How do I find a top Freeport real estate agent who knows Twin Oaks?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Twin Oaks and the wider Freeport area.
Can Momentum Realty connect me with an agent for Twin Oaks?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Twin Oaks purchase or sale - no call center and no pressure.
Where is Twin Oaks, and what county is it in?
Twin Oaks is in Freeport, Walton County, FL, ZIP 32439.
Buyers wanting more living space than a starter home who will underwrite condition individuallyExcellent fit
Renovation-minded buyers comfortable budgeting for updates on older stockExcellent fit
Long-horizon owners who value a stable, mostly owner-occupied street over turnoverExcellent fit
Buyers who need shared amenities like a pool or gated accessProbably not
Shoppers who want a broad, active selection to compare in one visitProbably not
Buyers seeking uniform, new-construction product with predictable finishesProbably not

Data sources & freshness

Live listingsEmerald Coast MLS, refreshed twice daily (last: October 1, 2026)
Housing stock & ownershipFlorida DOR assessment roll (street-list match (1 streets, ZIP 32439))
Under-contract sharesEmerald Coast MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2001 (4 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.

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 Emerald Coast MLS member average and 8 days faster, and we’ll price yours against live local comps.

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Nearby Communities

Explore more neighborhoods near Twin Oaks with Momentum Realty’s local guides.

Pitts Bay Shore0.3 mi away · 59 homes, built 1948–24, 1 for saleJolly Bay Acres0.5 mi away · 27 homes, built 1950–24BCBear Creek0.6 mi away · 2 for saleBear Creek Cottages0.7 mi away · median $524K, 20 sales/12 moBear Creek0.8 mi away · 41 homes, built 2005–24, 2 for saleMagnolia Baye0.9 mi away · 136 homes, built 1955–24, 2 for sale

Browse all neighborhood guides →

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