Cleve Loveland
LOVELAND PROPERTIES
(888) 572-8161
230 Total Sales
5 in Winter Garden
$300K - $1M Price Range
Estimated Value: $998,993
Experience timeless elegance and modern luxury in this impeccably maintained David Weekley home, perfectly positioned on a premium lot in the coveted Oakland Park community. With its charming Colonial-style architecture and inviting covered front porch overlooking serene park views and partial lake vistas, this residence effortlessly combines sophistication with comfort. Step inside to discover a sun-drenched open floor plan, where the gourmet kitchen, dining area, and family room create an ideal space for entertaining and making memories. The kitchen is a chef’s dream, boasting 42” cabinets with crown molding, GE Profile stainless steel appliances, stone countertops, an oversized island, and a convenient eating bar. Every detail has been thoughtfully curated, from the rich wood floors underfoot to the elegant plantation shutters. Retreat to the master suite, a true sanctuary featuring a spacious walk-in closet and a luxurious en-suite bath complete with dual sinks, a spa-like walk-in shower with a rain showerhead, and an inset stone floor. French doors lead to a private downstairs office, while upstairs offers a versatile bonus room with surround sound, three generously sized bedrooms, and two additional full baths. Outdoor living shines with screened front and rear porches, perfect for relaxing or entertaining. The newly updated outdoor space is a showstopper, featuring stunning brick pavers that elevate the backyard’s charm. Storage is abundant throughout the home, and the Culligan whole-home water softener system adds an extra touch of convenience. Nestled in the heart of Winter Garden, Oakland Park is a certified green community offering two resort-style pools, multiple parks, and direct access to the West Orange Trail. Take a leisurely bike ride or stroll to vibrant downtown Winter Garden, home to award-winning restaurants, boutique shops, a brewery, and the nation’s finest farmers market. And yes, bring your golf cart—this community was made for it! Don’t miss this rare opportunity to own a model-home-quality residence in one of Winter Garden’s most desirable neighborhoods. Make it yours today!
Last Agent to Sell the Property
COMPASS FLORIDA LLC Brokerage Phone: 407-203-9441 License #643286 Listed on: 02/26/2026
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Cleve Loveland
LOVELAND PROPERTIES
(888) 572-8161
230 Total Sales
5 in Winter Garden
$300K - $1M Price Range
Lena Williams
MORRIS REALTY AND INVESTMENTS
(352) 747-0785
318 Total Sales
1 in Winter Garden
$860,000 Price
Milton James
COLDWELL BANKER REALTY
(689) 204-2693
221 Total Sales
10 in Winter Garden
$222K - $657K Price Range
Tom Langmann
RE/MAX 200 REALTY
(689) 219-8046
213 Total Sales
13 in Winter Garden
$175K - $725K Price Range
Johane Bucaille
COLDWELL BANKER REALTY
(813) 761-4434
69 Total Sales
2 in Winter Garden
$65K - $105K Price Range
Carmelo Nuccio
RE/MAX EXCLUSIVE COLLECTION
(689) 220-2284
67 Total Sales
15 in Winter Garden
$280K - $705K Price Range
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $1,000,000 | None Listed On Document | ||
| $100 | None Listed On Document | ||
| $545,000 | Attorney | ||
| $475,000 | Town Square Title Ltd | ||
| $1,108,000 | First American Title Ins Co |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Previous Owner | $426,500 | ||
| Previous Owner | $436,000 | ||
| Previous Owner | $427,500 |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 03/23/2026 03/23/26 | Sold | $1,000,000 | 0.0% | $352 / Sq Ft | |
| 02/27/2026 02/27/26 | Pending | -- | -- | -- | |
| 02/26/2026 02/26/26 | For Sale | $1,000,000 | +83.5% | $352 / Sq Ft | |
| 02/10/2020 02/10/20 | Sold | $545,000 | -0.8% | $192 / Sq Ft | View Prior Sale |
| 12/31/2019 12/31/19 | Pending | -- | -- | -- | |
| 12/12/2019 12/12/19 | Price Changed | $549,300 | 0.0% | $194 / Sq Ft | |
| 12/11/2019 12/11/19 | Price Changed | $549,400 | 0.0% | $194 / Sq Ft | |
| 12/10/2019 12/10/19 | Price Changed | $549,500 | 0.0% | $194 / Sq Ft | |
| 12/09/2019 12/09/19 | Price Changed | $549,600 | 0.0% | $194 / Sq Ft | |
| 12/08/2019 12/08/19 | Price Changed | $549,700 | 0.0% | $194 / Sq Ft | |
| 12/05/2019 12/05/19 | Price Changed | $549,900 | 0.0% | $194 / Sq Ft | |
| 11/12/2019 11/12/19 | For Sale | $550,000 | +15.8% | $194 / Sq Ft | |
| 02/22/2018 02/22/18 | Sold | $475,000 | -5.0% | $178 / Sq Ft | View Prior Sale |
| 01/14/2018 01/14/18 | Pending | -- | -- | -- | |
| 12/20/2017 12/20/17 | Price Changed | $500,000 | -1.3% | $187 / Sq Ft | |
| 12/06/2017 12/06/17 | Price Changed | $506,727 | -2.9% | $190 / Sq Ft | |
| 10/30/2017 10/30/17 | Price Changed | $521,716 | +1.8% | $196 / Sq Ft | |
| 08/30/2017 08/30/17 | For Sale | $512,676 | -- | $192 / Sq Ft |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 | $6,634 | $459,751 | ||
| 2025 | $6,634 | $459,751 | ||
| 2024 | $6,023 | $447,664 | ||
| 2023 | $6,023 | $418,493 | $0 | $0 |
| 2022 | $5,851 | $406,304 | $0 | $0 |
| 2021 | $5,771 | $394,470 | $0 | $0 |
| 2020 | $6,564 | $456,601 | $0 | $0 |
| 2019 | $6,781 | $446,335 | $100,000 | $346,335 |
| 2018 | $1,231 | $73,000 | $73,000 | $0 |
| 2017 | $1,176 | $70,000 | $70,000 | $0 |
| 2016 | $944 | $55,000 | $55,000 | $0 |
Seller's Agent in 2026
Matt McKee
COMPASS FLORIDA LLC
(407) 948-0658
178 Total Sales
Seller Co-Listing Agent in 2026
Alex McKee
COMPASS FLORIDA LLC
(407) 948-0658
97 Total Sales
T
Buyer's Agent in 2026
Tracey McFadden
OAK AVENUE REAL ESTATE LLC
(321) 345-1937
35 Total Sales
S
Buyer Co-Listing Agent in 2026
Shannon Phillips, LLC
LPT REALTY, LLC
(512) 876-4446
11 Total Sales
Seller's Agent in 2018
Len Jaffe
WEEKLEY HOMES REALTY COMPANY
(813) 835-9380
952 Total Sales
Buyer's Agent in 2018
Rema Perras
CORCORAN PREMIER REALTY
(802) 233-5292
64 Total Sales
Source: Stellar MLS
MLS Number: O6385538
APN: 21-2227-6098-03-950
Ask me questions while you tour the home.