Seller's Agent in 2026
MaryStuart Day
FANNIE HILLMAN & ASSOCIATES
(407) 620-8683
86 in this area
130 Total Sales
Walk to Park Avenue from this stylish and impeccably maintained Winter Park home, tucked along a charming brick street just minutes from the shops, dining, and vibrant energy of downtown Winter Park. Designed for both effortless living and entertaining, the main residence offers 3,410 SF with 4 bedrooms and 3.5 baths, while a detached studio apartment sits above the two-car garage, adding 300+ SF of living space. Complete with a full bath, separate AC unit, and oversized storage room, this flexible space is perfect for in-laws or guests, a gym, art studio, game room, or the home office of your dreams. Truly turnkey, this home comes with an impressive list of recent improvements... And when we say NEW, we mean BRAND NEW! Major updates include a NEW gas tankless water heater (2026), THREE NEW HVAC systems - 2 in the main home (2026) & 1 in the studio apartment (2025) - and a NEW roof (2025). Additional recent improvements include a freshly painted interior (2026), new light fixtures (even in the closets) and NEW LED ceiling lighting throughout (2026), a newly re-screened rear patio (2026), dishwasher (2025), garage door motor (2025), and a whole-home Reverse Osmosis water purification system. The exterior was painted in 2018, and a beautiful saltwater pool with a sun shelf and waterfall feature was built in 2017. The ideal floor plan centers around the kitchen, featuring a gas cooktop, stainless steel appliances, and walk-in pantry. The kitchen flows effortlessly into the spacious family room, highlighted by vaulted ceilings and a gas fireplace, then around to the bright sunroom lined with windows and charming built-in window benches that create the perfect space to relax or gather. A bar/butler’s area connects the kitchen to the front-facing dining room, while a 2nd living/sitting room, with a second gas fireplace, sits just across the foyer. The downstairs primary suite offers a peaceful retreat with 2 walk-in closets, a vaulted wood-plank ceiling, and a large picture window overlooking the resort-style pool and backyard. Upstairs are 3 generously sized bedrooms with large walk-in closets, and 2 full bathrooms. Outdoor living is just as inviting, with a newly screened, brick patio that spans over 500 square feet for covered dining or lounging, including a dedicated grilling station that is ready for your grill and beverage refrigerator. Just outside the screens, an open courtyard leads to the saltwater pool with a sun shelf and soothing waterfall feature, all surrounded by a spacious backyard with gated access and room to discreetly store a boat trailer. A rare combination of prime location, thoughtful design, and extensive upgrades, this charming and fresh Winter Park home is the perfect blend of elevated entertaining and everyday comfort...all just a short stroll to Park Avenue.
Last Agent to Sell the Property
FANNIE HILLMAN & ASSOCIATES Brokerage Phone: 407-644-1234 License #3017236 Listed on: 03/12/2026
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $1,905,000 | None Listed On Document | |
| Warranty Deed | $330,000 | Grace Title Incorporated | |
| Warranty Deed | $535,500 | First American Title Ins Co | |
| Warranty Deed | $250,000 | -- |
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $793,000 | New Conventional | |
| Previous Owner | $383,750 | Purchase Money Mortgage | |
| Previous Owner | $225,000 | New Conventional |
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 04/10/2026 04/10/26 | Sold | $1,905,000 | +4.4% | $509 / Sq Ft |
| 03/16/2026 03/16/26 | Pending | -- | -- | -- |
| 03/12/2026 03/12/26 | For Sale | $1,825,000 | -- | $487 / Sq Ft |
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2026 | $11,710 | $789,397 | -- | -- |
| 2025 | $11,710 | $789,397 | -- | -- |
| 2024 | $10,923 | $768,644 | -- | -- |
| 2023 | $10,923 | $725,225 | $0 | $0 |
| 2022 | $10,268 | $704,102 | $0 | $0 |
| 2021 | $10,161 | $683,594 | $0 | $0 |
| 2020 | $9,776 | $674,156 | $0 | $0 |
| 2019 | $10,114 | $658,999 | $0 | $0 |
| 2018 | $10,062 | $646,711 | $0 | $0 |
| 2017 | $9,567 | $823,217 | $300,000 | $523,217 |
| 2016 | $9,374 | $807,857 | $300,000 | $507,857 |
| 2015 | $9,599 | $802,293 | $300,000 | $502,293 |
| 2014 | $9,681 | $688,479 | $240,000 | $448,479 |
Seller's Agent in 2026
MaryStuart Day
FANNIE HILLMAN & ASSOCIATES
(407) 620-8683
86 in this area
130 Total Sales
Buyer's Agent in 2026
Jennifer King
CORCORAN PREMIER REALTY
(407) 595-3272
37 in this area
96 Total Sales
Source: Stellar MLS
MLS Number: O6389996
APN: 08-2230-3488-00-220
Ask me questions while you tour the home.