943 FAIRWAY DRIVE, WINTER PARK, FL, 32792
Active9 days on marketListed Aug 19, 2026MLS #O6426672
Come see it
Upcoming open house
Sat, Aug 29
12:00 PM – 2:00 PM
About this home
943 FAIRWAY DRIVE
Welcome to this beautifully maintained four-bedroom, three-bathroom home offering over 2,000 square feet of thoughtfully designed living space in desirable Winter Park community. Overlooking the 9th fairway of Winter Park Pines Golf Course, this home offers a picturesque golf course setting and a peaceful backdrop for everyday living. The split-bedroom floor plan provides both privacy and versatility, while the formal living and dining rooms create inviting spaces for entertaining. Light-toned wood and tile flooring flow throughout, complemented by crown molding, recessed lighting, and a wood-burning fireplace that adds warmth and character. The contemporary kitchen features honey-oak cabinetry, granite countertops, stainless steel appliances, a breakfast nook, and a center island with seating for two. The spacious primary suite is privately positioned from the secondary bedrooms and offers a generous walk-in closet and an impressive ensuite bathroom featuring floor-to-ceiling slate tile, an espresso-colored contemporary double vanity with glass vessel sinks, and a walk-in slate tile shower. Ideal for family or guests, a convenient Jack and Jill bathroom serves two bedrooms while the hall bathroom is directly adjacent to the fourth bedroom. A dedicated laundry room/mud room with built in shelving includes the washer and dryer. French doors open to the spacious screened lanai, where the scenic 9th fairway views take center stage. New screening was installed in 2021, creating an ideal setting for morning coffee, al fresco dining, or relaxing while enjoying the beautifully maintained golf course landscape. The quarter-acre lot also features lemon and Japanese blueberry trees, while the two-car garage offers built-in shelving and an updated garage door and mechanicals. Beyond the property, enjoy convenient access to the Cady Way Trail, Cady Way pool, playground, and tennis/pickleball courts, as well as nearby UCF, Rollins College, Full Sail University, AdventHealth Winter Park, and Crosby Wellness Center. Orlando International Airport is approximately 20 minutes away. Zoned for top-rated Brookshire Elementary, Glenridge Middle School, and Winter Park High School, this exceptional home combines comfortable living, desirable amenities, and spectacular golf course views in a sought-after Winter Park location. ROOF - 2024 HVAC - 2024 ELECTRICAL - 2015
Facts & features
The home at a glance
4
Bedrooms
3
Bathrooms
2,067
Sqft
0.25 ac
Lot size
2
Garage
1973
Year built
One
Levels
$334
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$4,511 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$4,511/mo
Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
−23.8%
$/sqft vs Winter Park actives
$334 vs $347
Days on market
9 vs 43 typical
Where $334/sqft sits among the 333 Winter Park actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Golfside
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Winter Park. See the full Winter Park guide →
Golfside — neighborhood snapshot
Population
667
Median age
43
Median income
$95,640
Median home value
$479,600
Avg household
2
Households w/ children
45%
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Winter Park market
$470K → $512K
Winter Park median sold, yr/yr
96.8%
Sale-to-list ratio (12 mo)
151 of 333
Winter Park actives have cut their price
Median sold price, Winter Park, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 109% above the WINTER PARK 32792 median. See the full Winter Park market guide →
Paper trail
This home's history
Reality check
What actually sold near 943 FAIRWAY DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jun ’26$660,000
927 FAIRWAY DRIVE · same community
4 bd · 3 ba · 1,918 sqft · $344/sqft · 40 DOM
Sold · Nov ’25$545,000
1123 FAIRWAY DRIVE · same community
3 bd · 2 ba · 1,772 sqft · $308/sqft · 73 DOM
Sold · Dec ’25$455,000
1116 FAIRWAY DRIVE · same community
3 bd · 2 ba · 1,738 sqft · $262/sqft · 318 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Tommy Trainer
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 943 FAIRWAY DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 943 FAIRWAY DRIVE — before you fall in love.
See it in person
Schedule a tour
Live availability from Tommy's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
943 FAIRWAY DRIVE FAQs
What would the monthly payment be for 943 FAIRWAY DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $4,511/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
What are the property taxes on 943 FAIRWAY DRIVE?+
The most recent tax bill on record (2025) was $4,434. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 943 FAIRWAY DRIVE?+
The listing reports pets: Cats OK, Dogs OK, Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Winter Park?+
At $689,900, this home is listed about 20% above the Winter Park median of $575,000. The market section on this page shows how the area is trending.
Which schools are assigned to 943 FAIRWAY DRIVE?+
Winter Park High (high), Brookshire Elementary (elementary), Glenridge Middle (middle) — Orange County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Positioned at the premium end
$689,900 runs 109% above the WINTER PARK 32792 median — but at 2,067 sqft it's also 18% larger than the typical Winter Park listing.
02Golf Course views
The golf course view is part of what you're buying — views hold value independently of the structure.
03Strong assigned schools
Winter Park High, Brookshire Elementary, Glenridge Middle — Winter Park High rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of KELLER WILLIAMS WINTER PARK · Amy Turner. MLS #O6426672.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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