1711 Chestnut Avenue, WINTER PARK, FL 32789
Local realty services provided by:Better Homes and Gardens Real Estate Thomas Group



1711 Chestnut Avenue,WINTER PARK, FL 32789
$1,040,000
- 4 Beds
- 3 Baths
- 2,720 sq. ft.
- Single family
- Pending
Upcoming open houses
- Sun, Aug 2401:00 pm - 03:00 pm
Listed by:courtney pelfrey
Office:miller grant and company
MLS#:O6335913
Source:MFRMLS
Price summary
- Price:$1,040,000
- Price per sq. ft.:$371.03
About this home
Welcome home to this beautifully maintained property on more than a third of an acre in one of Winter Park's favorite neighborhoods -- affectionately known as the Tree Streets! 1711 Chestnut Ave blends classic Florida design with intentional, modern systems. In both the front and back of the home, you'll appreciate the attention to detail in the landscape design, which will be in full bloom each Spring. The irrigation system for the lawn is on it's own well system. Enter the home to enjoy two separate living spaces, a split plan that offers a spacious primary suite and three secondary bedrooms, and three full bathrooms. The kitchen has been renovated to include custom cabinetry, granite countertops, and stainless steel appliances. It is open to the Family Room with an incredible view of the oversized backyard and pool. The mature landscaping out back offers privacy to enjoy this retreat, complete with ample space for outdoor living and entertaining! Some notable upgrades to this property include brand new HVAC systems (2) in 2021 and 2022, water heater in 2019, hurricane-rated windows between 2015-2017, home security in 2015, engineered hardwood flooring in 2015, custom wood shutters in 2017, new pool pump in 2016, and a re-plumb in 2005. Zoned for highly rated Orange County Public Schools (Lakemont, Maitland, and Winter Park), you're also central to some of the best shopping and dining in Winter Park: 2 miles from Park Avenue, 0.4 miles from the Winter Park YMCA, 0.3 miles from Phelps Park (playground, pickleball, tennis), 1.5 miles from the nearest Publix, 1.1 miles from Interlachen Country Club, and 14 miles from Orlando International Airport.
Contact an agent
Home facts
- Year built:1963
- Listing Id #:O6335913
- Added:1 day(s) ago
- Updated:August 21, 2025 at 03:03 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:3
- Full bathrooms:3
- Living area:2,720 sq. ft.
Heating and cooling
- Cooling:Central Air, Zoned
- Heating:Central, Electric, Exhaust Fan, Heat Pump
Structure and exterior
- Roof:Built-Up, Shingle
- Year built:1963
- Building area:2,720 sq. ft.
- Lot area:0.36 Acres
Schools
- High school:Winter Park High
- Middle school:Maitland Middle
- Elementary school:Lakemont Elem
Utilities
- Water:Public, Water Available, Water Connected
- Sewer:Public, Public Sewer, Sewer Available, Sewer Connected
Finances and disclosures
- Price:$1,040,000
- Price per sq. ft.:$371.03
- Tax amount:$4,153 (2024)
New listings near 1711 Chestnut Avenue
- New$250,000Active3 beds 2 baths1,518 sq. ft.
7393 Grand Avenue, WINTER PARK, FL 32792
MLS# S5129737Listed by: EXP REALTY LLC - Open Sat, 10am to 12pmNew$1,050,000Active5 beds 3 baths3,858 sq. ft.
7706 Waunatta Court, WINTER PARK, FL 32792
MLS# O6334421Listed by: SAND DOLLAR REALTY GROUP INC - New$829,000Active4 beds 4 baths3,062 sq. ft.
675 Overspin Drive, WINTER PARK, FL 32789
MLS# O6333343Listed by: WEMERT GROUP REALTY LLC - New$815,000Active4 beds 3 baths2,185 sq. ft.
2074 Laurelwood Way, WINTER PARK, FL 32792
MLS# O6329169Listed by: RE/MAX PRIME PROPERTIES - Open Sat, 11am to 2pmNew$950,000Active3 beds 3 baths2,456 sq. ft.
915 Garden Drive, WINTER PARK, FL 32789
MLS# O6336887Listed by: KELLER WILLIAMS CLASSIC - Open Sat, 12 to 3pmNew$475,000Active4 beds 2 baths1,778 sq. ft.
7104 Wrenwood Way, WINTER PARK, FL 32792
MLS# O6337220Listed by: THE WILKINS WAY LLC - New$864,020Active4 beds 4 baths2,662 sq. ft.
1835 Karolina Ave, WINTER PARK, FL 32789
MLS# O6337314Listed by: COMPASS FLORIDA LLC - New$920,040Active4 beds 4 baths2,662 sq. ft.
Lot #20 Karolina Ave, WINTER PARK, FL 32789
MLS# O6337334Listed by: COMPASS FLORIDA LLC - New$888,050Active4 beds 4 baths2,662 sq. ft.
Lot #21 Karolina Ave, WINTER PARK, FL 32789
MLS# O6337355Listed by: COMPASS FLORIDA LLC