Greenbriar Subd
Homes for Sale in Winter Springs, FL

All 123 homes for sale in Winter Springs, FL · median $409,000 · 103 homes for sale in 32708 · Seminole County homes for sale

Community in Winter Springs · Seminole County · ZIP 32708
152 homesBuilt 1986–2001
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Built fromLive Stellar MLS data21 years of closingsFL DOR public recordsUpdated twice daily

As of October 2026, the MLS records 16 closed sales in Greenbriar Subd Ph 2 in Winter Springs, FL since 2005, the most recent in December 2016. Across Winter Springs as a whole, 267 homes closed in the last 12 months at a median of $444,997, 33 median days on market, with 38 homes for sale today. At that median and Seminole County's FY2025-26 rate of 15.18 mills, annual property tax runs about $6,760 ($6,160 with the full homestead exemption).

Greenbriar Subd Ph 2 key facts
LocationWinter Springs, Seminole County, FL · ZIP 32708
Homes in the community152 (FL DOR 2025 assessment roll)
Years built1986–2001 (median 1997.0)
Typical living area1,678 sq ft (median)
Owner-occupied (homestead) share78%

Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2005 through 2016; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Greenbriar Subd Ph 2 key facts,” movewithmomentum.com/neighborhoods/greenbriar-subd-ph-2, data as of September 20, 2026.

Live · Greenbriar Subd Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Ownership and context
78%
Owner-occupied · Greenbriar Subd
118 of 152 parcels homesteaded (FL DOR 2025)
22%
Non-owner-occupied · Greenbriar Subd
incl. 14% trust or LLC-held · 3% out-of-state
152
Homes in the community
152 residential parcels (FL DOR 2025)
Track record · 21 years of records
14
Recorded sales · 2024-2025
median $415K · qualified sales on the county roll (FL DOR 2025)
Est. 1986
Community established
homes built 1986-2001, median 1997 (FL DOR 2025)
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Greenbriar Subd Ph 2 is a fully built-out pocket of Winter Springs with homes dating from 1986 to 2001 and a median build year of 1996, so most of the stock is a generation into its life. With no closings data available in the current snapshot, the market read here leans on inventory characteristics rather than recent sale prices — condition and updates on individual homes will drive value more than any blanket community trend.

The high homestead share, just over three-quarters of the 197 homes, tells you this is a community where owners tend to stay put rather than cycle through as rentals or quick flips. For a buyer, that usually means less turnover-driven inventory at any given time, and for a seller it means your home is competing against neighbors who have owned long enough that some updating may be overdue — a chance to stand out with a well-maintained listing.

Nearby homes for sale

No active listings inside Greenbriar Subd 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.

864 BENTLEY GREEN CIRCLE
$699K · 0.3 mi away
4 bd · 3 ba · 2,272 sqft
864 BENTLEY GREEN CIRCLE
Listed by REAL BROKER, LLC
1162 E WINGED FOOT CIRCLE
$425K · 0.3 mi away
3 bd · 2 ba · 1,574 sqft
1162 E WINGED FOOT CIRCLE
Listed by COLDWELL BANKER REALTY
1329 AUGUSTA NATIONAL BOULEVARD
$530K · 0.4 mi away
3 bd · 2 ba · 1,616 sqft
1329 AUGUSTA NATIONAL BOULEVARD
Listed by COLDWELL BANKER REALTY
1053 W PEBBLE BEACH CIRCLE
$310K · 0.4 mi away
3 bd · 2 ba · 1,574 sqft
1053 W PEBBLE BEACH CIRCLE
Listed by INT'L PROFESSIONAL REALTY INC
1041 NORTHERN WAY
$999K · 0.4 mi away
5 bd · 3.5 ba · 3,014 sqft
1041 NORTHERN WAY
Listed by LPT REALTY, LLC
1010 W PEBBLE BEACH CIRCLE
$500K · 0.4 mi away
3 bd · 2.5 ba · 1,732 sqft
1010 W PEBBLE BEACH CIRCLE
Listed by EXP REALTY LLC

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Greenbriar Subd Ph 2 is a 197-home neighborhood in Winter Springs (Seminole County) built out between 1986 and 2001, with a median living area of 1,651 square feet and a homestead share of 75.6% — a strong signal of long-term ownership over rental or investment turnover.

Stellar MLS sales records identify 37 homes in Greenbriar Subd that have changed hands since 2007, built between 1986 and 2001 (median 1995), with a median living area of about 1,706 sq ft and a typical 3-bedroom, 2-bath layout; 100% are single-family homes. Source: Stellar 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 14 qualified sales in Greenbriar Subd across 2024–2025 (3 in 2024, 11 in 2025), median $415,000 — 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 who want an established Seminole County neighborhood with a track record of long-term ownership.
  • Buyers focused on a right-sized home near 1,651 square feet rather than maximum square footage.
  • Buyers comfortable evaluating condition and updates on a case-by-case basis given the lack of recent comparable sales data.

Probably not for

  • Buyers who want a subdivision with a clubhouse, pool, or organized common amenities.
  • Buyers who need recent comparable sales data before making an offer with confidence.
  • Buyers seeking new or near-new construction rather than a 1986–2001 built community.

The market around Greenbriar Subd

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

In ZIP 32708, 151 homes are on the market and 30% are under contract — a steady corner of Winter Springs.

Across Seminole County, 1,676 homes are active and 570 pending (25% under contract).

In ZIP 32708 (Winter Springs), 677 homes closed in the last 12 months at a median of $411K ($242/sq ft), down 1.4% year over year, with a median 33 days on market. Right now 38 active and 21 pending listings put supply at about 2.1 months — a healthy market. See the live ZIP 32708 housing market and the Seminole County market.

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

Housing distress & ownership in Greenbriar Subd Ph 2, Winter Springs

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 4 listings
Distress share trend — 0.0% now (2026-09-14 → 2026-10-04)

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. Based on Stellar MLS data distributed by MLS GRID for the period October 2026 through October 2026. Deemed reliable but not guaranteed.

If we were buying in Greenbriar Subd 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 Greenbriar Subd.

Best Buy
Buyers seeking an established, owner-occupied Winter Springs neighborhood without amenity overhead.
Biggest Risk
No pricing data in the current window means value has to be assessed home by home, not by community trend.
Sweet Spot
A move-in-ready or lightly updated home near the 1,651 sq ft median, priced on its own condition.
Avoid If
You are shopping for a subdivision with built-in amenities like a pool or clubhouse.

A steady, owner-held pocket of Winter Springs

The build range — 1986 through 2001, with a median year of 1996 — puts most homes in Greenbriar Subd Ph 2 in that 1990s Central Florida construction era: block construction, moderate lot sizes, and floor plans sized for practicality rather than volume. At a median of 1,651 square feet, these are not sprawling houses; they suit buyers looking for a manageable footprint rather than maximum square footage.

No community amenities are identified from current MLS listings, so buyers should not assume a clubhouse, pool, or organized recreation comes with the address — verify anything specific to a listing rather than the subdivision name. Combined with the 75.6% homestead share, this reads as a community built for long-term residency rather than resort-style amenity living, which shapes both what you are paying for and what to expect day to day.

“

The location and the amenities are priced into every listing in Greenbriar Subd. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

With no recent closings data to lean on, pricing a home in Greenbriar Subd Ph 2 correctly takes local knowledge of comparable condition and updates rather than a formula — we walk each listing on its own terms, not a community average that may not exist yet in current data.

Greenbriar Subd in 15 seconds.

Best forBuyers seeking an established, owner-occupied Winter Springs neighborhood without amenity overhead.
Biggest advantageA high homestead share suggests stability and less rental churn in the immediate area.
Biggest riskNo pricing data in the current window means value has to be assessed home by home, not by community trend.
Sweet spotA move-in-ready or lightly updated home near the 1,651 sq ft median, priced on its own condition.
Avoid ifYou are shopping for a subdivision with built-in amenities like a pool or clubhouse.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Greenbriar Subd 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 Greenbriar Subd.
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 Greenbriar Subd sales matched to your home.

What is your Greenbriar Subd home worth?

Get a no-obligation home value based on real comparable sales in Greenbriar Subd, 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 Greenbriar Subd?
The Florida DOR 2025 assessment roll shows 152 homes in Greenbriar Subd (public records).
What share of Greenbriar Subd is owner-occupied?
78% of Greenbriar Subd parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Greenbriar Subd built?
Homes in Greenbriar Subd were built between 1986 and 2001, with a median year built of 1997.0 (FL DOR 2025 roll).
Who is the best real estate agent for Greenbriar Subd?
The best agent for Greenbriar Subd is one who actively works Winter Springs 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 Greenbriar Subd.
How do I find a top Winter Springs real estate agent who knows Greenbriar Subd?
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 Greenbriar Subd and the wider Winter Springs area.
Can Momentum Realty connect me with an agent for Greenbriar Subd?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Greenbriar Subd purchase or sale - no call center and no pressure.
Where is Greenbriar Subd, and what county is it in?
Greenbriar Subd is in Winter Springs, Seminole County, FL, ZIP 32708. The community's center is about 10 miles north of the center of Winter Springs (straight-line).
Buyers who want an established Seminole County neighborhood with a track record of long-term ownership.Excellent fit
Buyers focused on a right-sized home near 1,651 square feet rather than maximum square footage.Excellent fit
Buyers comfortable evaluating condition and updates on a case-by-case basis given the lack of recent comparable sales data.Excellent fit
Buyers who want a subdivision with a clubhouse, pool, or organized common amenities.Probably not
Buyers who need recent comparable sales data before making an offer with confidence.Probably not
Buyers seeking new or near-new construction rather than a 1986–2001 built community.Probably not

Data sources & freshness

Housing stock & ownershipFlorida DOR assessment roll (street-list match (5 streets, ZIP 32708))
Under-contract sharesStellar MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2005 (16 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 Stellar 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 Stellar 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 Greenbriar Subd with Momentum Realty’s local guides.

GTGreenbriar Tuscawilla0.1 mi awayBGBentley Green0.2 mi away · 57 homes, built 1989–95Wicklow Greens At Tuscawilla0.2 mi away · 48 homes, built 1999–04Chestnut Ridge In Tuscawilla0.3 mi away · 32 homes, built 1993–01Chestnut Ridge0.4 mi away · 51 homes, built 1992–01BCBentley Club At Bentley Green0.4 mi away · 62 homes, built 1989–95, 1 for saleCCCountry Club Village0.4 mi away · median $411K, 12 sales/12 mo

Browse all neighborhood guides →

Thinking of selling in Greenbriar Subd Ph 2? See the Seminole County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.
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