Greenbriar Subd
Homes for Sale in Winter Springs, FL

All 126 homes for sale in Winter Springs, FL · median $422,445 · 62 homes for sale in 32708 · Seminole County homes for sale

Community in Winter Springs · Seminole County · ZIP 32708
Free · No obligation
Talk to a Greenbriar Subd Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data21 years of closingsUpdated twice daily

As of September 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, 253 homes closed in the last 12 months at a median of $446,000, 33 median days on market, with 32 homes for sale today. At that median and Seminole County's FY2025-26 rate of 15.18 mills, annual property tax runs about $6,770 ($6,170 with the full homestead exemption).

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 Ph 2 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
$930K · 0.3 mi away
4 bd · 3 ba · 2,272 sqft
864 BENTLEY GREEN CIRCLE
Listed by REAL BROKER, LLC
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
1162 E WINGED FOOT CIRCLE
$425K · 0.4 mi away
3 bd · 2 ba · 1,574 sqft
1162 E WINGED FOOT CIRCLE
Listed by COLDWELL BANKER REALTY
1375 AUGUSTA NATIONAL BOULEVARD
$410K · 0.4 mi away
3 bd · 2.5 ba · 2,063 sqft
1375 AUGUSTA NATIONAL BOULEVARD
Listed by ACME REAL ESTATE FLORIDA LLC
2361 MID PINE COURT
$779K · 0.4 mi away
5 bd · 2.5 ba · 3,147 sqft
2361 MID PINE COURT
Listed by MBI REALTY LLC
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

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.

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, 150 homes are on the market and 33% are under contract — a fast-moving corner of Winter Springs.

Across Seminole County, 1,646 homes are active and 585 pending (26% under contract).

In ZIP 32708 (Winter Springs), 668 homes closed in the last 12 months at a median of $412K ($242/sq ft), down 1.5% year over year, with a median 33 days on market. Right now 32 active and 21 pending listings put supply at about 1.9 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.

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

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.

See all homes for sale in Winter Springs →

Real comps, not an automated estimate.
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

Under-contract sharesStellar MLS records, as of 2026-09-08
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.

Looking to buy here? Search homes for sale →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →
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.

Common questions about Greenbriar Subd

Where is Greenbriar Subd?

Greenbriar Subd is a community in Winter Springs, Seminole County, Florida, ZIP 32708.

Are there homes for sale in Greenbriar Subd right now?

No active listings inside Greenbriar Subd at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Greenbriar Subd have an HOA or CDD?

No HOA is on record for Greenbriar Subd in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.

Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.

Nearby Communities

Explore more neighborhoods near Greenbriar Subd with Momentum Realty’s local guides.

GTGreenbriar Tuscawilla0.1 mi awayBGBentley Green0.2 mi awayWicklow Greens At Tuscawilla0.2 mi awayChestnut Ridge In Tuscawilla0.3 mi awayChestnut Ridge0.4 mi away · 51 homes, built 1992–01BCBentley Club At Bentley Green0.4 mi away · 1 for saleCCCountry Club Village0.4 mi away · median $411K, 12 sales/12 mo

Browse all neighborhood guides →

Talk to a Local Greenbriar Subd Expert
Call Get Listings