
1000 WINDERLEY PLACE UNIT 239, MAITLAND, FL, 32751
Active128 days on marketListed Apr 1, 2026MLS #O6395472
About this home
1000 WINDERLEY PLACE UNIT 239
Elegantly renovated two-bedroom, two-bath second-floor condo in the gated community of Sun Bay Club on Lake Destiny in Maitland. Vaulted ceilings and abundant windows create a bright, airy atmosphere throughout. The gourmet kitchen has been fully updated with 42-inch custom hardwood cabinets, Zodiaq (Cambrian) quartz countertops, a Kohler farmhouse sink, stainless steel appliances, and porcelain wood-plank floors. The kitchen opens to the dining and living areas, featuring a built-in desk, wood-burning fireplace, custom built-ins, clerestory windows, and triple sliding doors leading to a private balcony with a storage closet. The split floorplan includes the primary suite with a walk-in closet and a renovated bath with dual vanities, hardwood cabinets, designer fixtures, a glass-block shower, and natural light from a private skylight. The secondary bedroom has two wall closets and an upgraded bathroom with custom cabinets, a tub, and a skylight. Meticulously maintained with pride of ownership reflected throughout. Features include double-door entry, knockdown ceilings, designer finishes, ample storage, and an interior laundry closet. Additional updates include a new Carrier AC (2023), a new hot water heater (2025), and a new tile roof with gutters, downspouts, and skylights (2024). Sun Bay Club offers a beautiful lakefront pool, lake access with a boat ramp, a tennis court, a dog park, a community meeting room, and a car wash area for residents. Its central location is just minutes from I-4, RDV Sportsplex, Publix, shopping, and dining. Downtown Maitland, Winter Park, and Orlando are only a short drive away.
Facts & features
The home at a glance
2
Bedrooms
2
Bathrooms
1,164
Sqft
0 ac
Lot size
1982
Year built
One
Levels
$257
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 and the real association fee — not generic estimates.
$2,616 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
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
Estimated payment
$2,616/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. 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
+72.8%
$/sqft vs Maitland actives
$257 vs $279
Days on market
128 vs 47 typical
Where $257/sqft sits among the 108 Maitland 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 Maitland
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Maitland. See the full Maitland guide →
MAITLAND 32751 — neighborhood snapshot
Population
22,853
Median age
38.7
Median income
$94,277
Median home value
$433,100
Avg household
2.27
Households w/ children
2,397
For the school run
Seminole County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Maitland market
$508K → $545K
Maitland median sold, yr/yr
96.9%
Sale-to-list ratio (12 mo)
60 of 108
Maitland actives have cut their price
Median sold price, Maitland, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 25% below the MAITLAND 32751 median. See the full Maitland market guide →
Paper trail
This home's history
Reality check
What actually sold near 1000 WINDERLEY PLACE UNIT 239
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Sep ’25$269,500
1000 WINDERLEY PLACE UNIT 122 · same community
2 bd · 2 ba · 1,164 sqft · $232/sqft · 9 DOM
Sold · Feb ’26$315,000
1000 WINDERLEY PLACE UNIT 142 · same community
3 bd · 2 ba · 1,538 sqft · $205/sqft · 23 DOM
Sold · Apr ’26$335,000
2635 KERWOOD CIRCLE
3 bd · 2 ba · 1,150 sqft · $291/sqft · 52 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
Steeve Cadeau
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 1000 WINDERLEY PLACE UNIT 239 — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1000 WINDERLEY PLACE UNIT 239 — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to Steeve's phone and CRM.
Straight answers
1000 WINDERLEY PLACE UNIT 239 FAQs
What would the monthly payment be for 1000 WINDERLEY PLACE UNIT 239?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,616/mo — principal and interest, the actual property-tax bill, the $523/mo association fee 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.
How much are the HOA fees at 1000 WINDERLEY PLACE UNIT 239?+
The association fee works out to $523 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 1000 WINDERLEY PLACE UNIT 239?+
The most recent tax bill on record (2025) was $489. 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 1000 WINDERLEY PLACE UNIT 239?+
The listing reports pets: Cats OK, Dogs OK, Number Limit, Size Limit, 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 Maitland?+
At $299,000, this home is listed about 40% below the Maitland median of $497,500. The market section on this page shows how the area is trending.
Which schools are assigned to 1000 WINDERLEY PLACE UNIT 239?+
Lake Orienta Elementary School (elementary), Milwee Middle School (middle), Lyman High School (high) — Seminole County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Under the MAITLAND 32751 market on paper
$299,000 is 25% below the MAITLAND 32751 median of $397,000, and at $257/sqft it sits under the Maitland average of $307.
02Know the monthly fee
The association fee is $523/mo. That usually buys real services — verify what's covered before comparing this home against fee-free alternatives.
03Time on market is leverage
128 days on market against a Maitland median of 47 — sellers in this position are usually ready to negotiate.
Keep looking
Similar homes nearby
Listing courtesy of FANNIE HILLMAN & ASSOCIATES · Nancy Bagby. MLS #O6395472.
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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