Fairway Oaks
Homes for Sale in Winter Springs, FL

All 119 homes for sale in Winter Springs, FL · median $409,000 · 100 homes for sale in 32708 · Seminole County homes for sale

Community in Winter Springs · Seminole County · ZIP 32708
71 homesBuilt 1980–2018
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Built fromLive Stellar MLS data15 years of closingsFL DOR public recordsUpdated twice daily

As of October 2026, the MLS records 27 closed sales in Fairway Oaks Unit 1 in Winter Springs, FL since 2011, the most recent in March 2026. 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).

Fairway Oaks Unit 1 key facts
LocationWinter Springs, Seminole County, FL · ZIP 32708
Homes in the community71 (FL DOR 2025 assessment roll)
Years built1980–2018 (median 1983)
Typical living area2,110 sq ft (median)
Owner-occupied (homestead) share92%

Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2011 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Fairway Oaks Unit 1 key facts,” movewithmomentum.com/neighborhoods/fairway-oaks-unit-1, data as of September 20, 2026.

Live · Fairway Oaks Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
1
Sold · last 12 mo
10-yr average: about 2 a year
Ownership and context
92%
Owner-occupied · Fairway Oaks
65 of 71 parcels homesteaded (FL DOR 2025)
8%
Non-owner-occupied · Fairway Oaks
incl. 18% trust or LLC-held · 3% out-of-state
71
Homes in the community
71 residential parcels (FL DOR 2025)
Track record · 15 years of records
6
Recorded sales · 2024-2025
median $450K · qualified sales on the county roll (FL DOR 2025)
Est. 1980
Community established
homes built 1980-2018, median 1983 (FL DOR 2025)
1.4%/yr
Turnover rate
about 1 of 71 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Fairway Oaks Unit 1 is a small, established pocket of 71 homes in Winter Springs, with a build span running from 1980 to 2018 and a median build year of 1983. That mix matters: most of the housing stock is early-1980s vintage, so what you're really pricing here is condition, not square footage alone. Two homes of similar size can sit far apart in value depending on whether the systems, kitchens, and baths have been touched since original construction.

With a homestead share around 91.5%, this is an owner-occupied enclave, not an investor churn. That tends to mean tightly held inventory and thin turnover, which we're seeing in the closings data. For a seller, a well-updated home stands out in a market this small. For a buyer, patience and readiness to move on the right listing matter more than negotiating leverage.

Nearby homes for sale

No active listings inside Fairway OaksHomes for Sale in Winter Springs, FL 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.

2406 BLOSSOMWOOD DRIVE
$715K · 0.3 mi away
5 bd · 3 ba · 3,156 sqft
2406 BLOSSOMWOOD DRIVE
Listed by WEICHERT REALTORS HALLMARK PRO
704 IRONWOOD COURT
$995K · 0.3 mi away
4 bd · 3 ba · 2,974 sqft
704 IRONWOOD COURT
Listed by COLDWELL BANKER REALTY
2277 NECTAR WAY
$519K · 0.4 mi away
3 bd · 2 ba · 2,363 sqft
2277 NECTAR WAY
Listed by CARTHEN REALTY INC
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
1792 GARDEN SAGE DRIVE
$369K · 0.5 mi away
3 bd · 2.5 ba · 1,608 sqft
1792 GARDEN SAGE DRIVE
Listed by REGENCY REAL ESTATE LLC
1041 NORTHERN WAY
$999K · 0.6 mi away
5 bd · 3.5 ba · 3,014 sqft
1041 NORTHERN WAY
Listed by LPT REALTY, LLC

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

The 60-Second Overview

A compact, largely owner-occupied neighborhood of 71 homes in Winter Springs, weighted toward early-1980s construction but with newer builds through 2018 in the mix. The median home offers a genuinely usable footprint at around 2,110 square feet.

Stellar MLS sales records identify 49 homes in Fairway Oaks that have changed hands since 2004, built between 1980 and 2018 (median 1983), with a median living area of about 2,110 sq ft and a typical 3-bedroom, 2.5-bath layout; 90% 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 6 qualified sales in Fairway Oaks across 2024–2025 (4 in 2024, 2 in 2025), median $450,000 — 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

  • Long-hold buyers who value a stable, owner-occupied street and can wait for the right listing
  • Renovation-comfortable buyers ready to budget for updates on early-1980s construction
  • Buyers seeking a ~2,110-square-foot footprint in an established Winter Springs setting

Probably not for

  • Buyers who need to close fast and want a wide selection to choose from
  • Investors chasing rental turnover in a heavily owner-occupied enclave
  • Buyers wanting move-in-ready, current finishes with no appetite for updating older stock

The market around Fairway Oaks

Fairway Oaks 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 Fairway Oaks specifically. Momentum Research analysis of MLS records.

Housing distress & ownership in Fairway Oaks Unit 1, 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 1 listings
Distress share trend — 0.0% now (2026-09-14 → 2026-09-20)

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 September 2026 through September 2026. Deemed reliable but not guaranteed.

If we were buying in Fairway 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 Fairway Oaks.

Best Buy
Buyers who want an established, owner-occupied Winter Springs neighborhood with room in the floor plan.
Biggest Risk
Thin turnover means few comps and pricing that swings on condition, not size.
Sweet Spot
An updated early-1980s home at or near the median footprint.
Avoid If
You need quick options or negotiating leverage from abundant inventory.

Reading a small, established market

The headline stat here is scale. Seventy-one homes is a small universe, and turnover is limited, so any single sale carries more weight in setting the tone than it would in a larger subdivision. Comparable sales are scarcer, which means pricing leans heavily on the condition and updates of the specific home in front of you rather than a broad neighborhood average.

The build range tells the second half of the story. With original construction concentrated in the early 1980s and a scattering of newer homes through 2018, expect a real spread in finishes and mechanicals. The median living area near 2,110 square feet is comfortable for the era, but budget realistically for updates on the older stock — roof, HVAC, and kitchens are the usual conversations on homes of this vintage.

“

The location and the amenities are priced into every listing in Fairway 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 neighborhood this small and this tightly held, generic comps don't cut it. We track what actually trades in Fairway Oaks Unit 1 and read each home on its own condition rather than a broad price-per-foot shortcut. Whether you're buying and need to move decisively when the right listing appears, or selling and want your updates to show up in the number, we price to the reality of a low-turnover Seminole County pocket.

Fairway Oaks in 15 seconds.

Best forBuyers who want an established, owner-occupied Winter Springs neighborhood with room in the floor plan.
Biggest advantageHigh homestead share signals stability and tightly held inventory.
Biggest riskThin turnover means few comps and pricing that swings on condition, not size.
Sweet spotAn updated early-1980s home at or near the median footprint.
Avoid ifYou need quick options or negotiating leverage from abundant inventory.

HOA, CDD & Fees

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

What is your Fairway Oaks home worth?

Get a no-obligation home value based on real comparable sales in Fairway 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 Winter Springs →

Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Fairway Oaks?
The Florida DOR 2025 assessment roll shows 71 homes in Fairway Oaks (public records).
What share of Fairway Oaks is owner-occupied?
92% of Fairway Oaks parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Fairway Oaks built?
Homes in Fairway Oaks were built between 1980 and 2018, with a median year built of 1983 (FL DOR 2025 roll).
Who is the best real estate agent for Fairway Oaks?
The best agent for Fairway Oaks 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 Fairway Oaks.
How do I find a top Winter Springs real estate agent who knows Fairway 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 Fairway Oaks and the wider Winter Springs area.
Can Momentum Realty connect me with an agent for Fairway Oaks?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Fairway Oaks purchase or sale - no call center and no pressure.
Where is Fairway Oaks, and what county is it in?
Fairway Oaks 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).
Long-hold buyers who value a stable, owner-occupied street and can wait for the right listingExcellent fit
Renovation-comfortable buyers ready to budget for updates on early-1980s constructionExcellent fit
Buyers seeking a ~2,110-square-foot footprint in an established Winter Springs settingExcellent fit
Buyers who need to close fast and want a wide selection to choose fromProbably not
Investors chasing rental turnover in a heavily owner-occupied enclaveProbably not
Buyers wanting move-in-ready, current finishes with no appetite for updating older stockProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR assessment roll (street-list match (2 streets, ZIP 32708))
Under-contract sharesStellar MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2011 (27 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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CallFree valuation →
Thinking of selling in Fairway Oaks Unit 1? 1 recorded closings (window ending 2026-09-20). 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.

Nearby Communities

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

Chestnut Ridge0.1 mi away · 51 homes, built 1992–01Chestnut Ridge In Tuscawilla0.2 mi away · 32 homes, built 1993–01GTGreenbriar Tuscawilla0.4 mi awayIsles Of Oviedo Oviedo0.4 mi away · median $373K, 11 sales/12 moBGBentley Green0.5 mi away · 57 homes, built 1989–95GSGreenbriar Subd0.5 mi away · 152 homes, built 1986–01TRTuska Ridge0.5 mi away · median $654K, 22 sales/12 mo

Browse all neighborhood guides →

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