Fairway Oaks
Homes for Sale in Winter Springs, FL
All 158 homes for sale in Winter Springs, FL · median $417,950 · 136 homes for sale in 32708 · Seminole County homes for sale
True comps, carrying-cost math, and listings before the portals.
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 128 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 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.
Figures in this note are as of July 13, 2026. The live market numbers elsewhere on this page update nightly and are newer.
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.
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.
Who Fairway Oaks is best for.
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.
The Fairway Oaks buying strategy.
If we were buying in Fairway Oaks today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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.
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.
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.
HOA, CDD & Fees
- 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.
Tools for a Fairway Oaks buy.
Free calculators to pressure-test the real cost before you tour.
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.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Fairway Oaks, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
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 →
| Location | Winter Springs, Seminole County, FL · ZIP 32708 |
|---|---|
| Homes in the community | 71 (FL DOR 2025 assessment roll) |
| Years built | 1980–2018 (median 1983) |
| Typical living area | 2,110 sq ft (median) |
| Owner-occupied (homestead) share | 92% |
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 key facts,” movewithmomentum.com/neighborhoods/fairway-oaks-unit-1, data as of September 20, 2026.
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.
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.
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Winter Springs guides & data
- Market data
- Cost of living
- Best neighborhoods
- Flood zones
- Property taxes (Seminole County)
- Homestead exemption (Seminole County)
- Home insurance cost
- New construction (Seminole County)
Florida buyer guides
Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Royal Oak Drive (26 homes on record)
- Royal Oak Drive (1 homes on record)
- Royal Oak Drive (1 homes on record)
Email me new listings in Fairway OaksHomes for Sale
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Fairway OaksHomes for Sale
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Fairway OaksHomes for Sale will answer, and the answer is published on this page for the next buyer.
Recent Developments in Fairway Oaks Unit 1
Development, infrastructure, retail, and school activity affecting Fairway Oaks Unit 1, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated October 2026.
- September 2026Infrastructure
CFX holds public meetings on 14-mile toll road through part of Split Oak Forest
The Central Florida Expressway Authority held public meetings on Sept. 16 and 17 for a 14-mile road from State Road 417 near Boggy Creek Road in Orange County to Nova Road in Osceola County. CFX says portions could begin construction next year and that the road would ease traffic on Narcoossee Road. The agency faces a legal challenge from Orange County and is pursuing an eminent domain case.
What it may mean for the marketIf built, the road would add a new east-west route between Lake Nona and St. Cloud, changing commute options and access to east Orange and Osceola land. The site is about 8 miles west of Fairway Oaks Unit 1.
Source: Spectrum News 13 - August 2026Development
Seminole County approves land use change and rezoning for 144,000 sq ft Sanford Commerce Center
The Board of County Commissioners adopted an ordinance changing the future land use and zoning for the roughly 17.23-acre Sanford Commerce Center along Orange Boulevard. The project plans 144,000 square feet of flex space. Conditions include operating hours of 7 a.m. to 7 p.m., enhanced buffering and dumpster and large-vehicle parking requirements.
What it may mean for the marketThe project would add flex industrial and small-business space in the Sanford area, with operating limits meant to manage nearby impacts. The project is about 30 miles northwest of Fairway Oaks Unit 1, elsewhere in Seminole County.
Source: Citizen Portal
Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.
Frequently Asked Questions
How many homes are in Fairway Oaks?
What share of Fairway Oaks is owner-occupied?
When were the homes in Fairway Oaks built?
Who is the best real estate agent for Fairway Oaks?
How do I find a top Winter Springs real estate agent who knows Fairway Oaks?
Can Momentum Realty connect me with an agent for Fairway Oaks?
Where is Fairway Oaks, and what county is it in?
Should you buy in Fairway Oaks?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 32708)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-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.
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