1711 CHESTNUT AVENUE Winter Park, FL $ 4,150
1711 CHESTNUT AVENUE
$ 4,150
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1711 CHESTNUT AVENUE

Winter Park, FL, 32789
$ 4,150
Bedrooms4 Baths3.0 Sq 2,288
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Property for Rent in Winter Park, FL

for $4,150 with 4 bedrooms and 3 full baths. This 2,288 square foot property was built in 1963 on a lot size of 0.36.

Welcome home to the heart of Winter Park's coveted Tree Streets. This beautifully remodeled single-family home sits on an oversized lot just moments from Interlachen Country Club and Winter Park Racquet Club, and is zoned for Lakemont Elementary, Maitland Middle, and Winter Park High School. Inside, natural light pours through windows in every room, giving the home a bright, airy feel throughout. The main living areas feature classic plantation shutters, while all bedrooms are fitted with blinds, a thoughtful touch that makes every space feel finished and move-in ready. Warm engineered hardwood floors, recessed lighting, and a flowing open layout connect the living room, dining area, and family room with ease. The chef's kitchen is the heart of the home, featuring granite countertops, a large center island, rich wood cabinetry, stainless steel appliances, and a professional-grade range hood, all opening into the spacious family room with its slate tile floors, wood-burning fireplace, built-in shelving, and French doors to the backyard. The primary suite overlooks the pool and rear yard, offering a serene and private feel. Its spa-inspired en suite bath features a dual-sink vanity, a walk-in tiled shower, and a private access directly to the backyard and pool, making it ideal for those who love to start or end the day outdoors. The second bedroom enjoys its own en suite bath. A third full bath serves the remaining bedrooms, beautifully updated with designer gold fixtures, modern vanity, and stylish lighting. The split bedroom layout offers privacy and flexibility for families, guests, or a dedicated home office. Out back, your private oasis awaits with a sparkling pool, concrete deck, lush lawn, and towering mature oaks creating that quintessential Winter Park canopy. Pool and lawn maintenance are included in rent, so you can simply enjoy. The attached 2-car garage includes laundry. No pets. No exceptions.

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Rental Active

Price

$ 4,150

Bedrooms

4

Full Bath

3

Taxes

$ 0

Style

Single Family Residence

Lot Size

0.36

Year Built

1963

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6396000

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities BB/HS Internet Available Cable Connected Electricity Connected Phone Available Sewer Connected Sprinkler Well Underground Utilities Water Connected
Possession Rental Agreement
Appliances Dishwasher Disposal Dryer Electric Water Heater Range Range Hood Refrigerator Washer
Garage Spaces 2
Patio/Porch Features Deck Front Porch Patio
Pool Features Deck Diving Board Gunite In Ground Outside Bath Access
Security Features Security System Smoke Detector(s)
Pets Allowed No
Year Built 1963
Tenant Pays Cleaning Fee
Levels One
Property Subtype Single Family Residence
County Orange
New Construction false
Property Type Residential Lease
Attached Garage true
Subdivision Name CONWILL ESTATES
Facing Direction South
Garage Y/N true
Total Rooms 11
Full Baths 3
Status Active
Directions Head east on Palmer Avenue. Turn left onto Phelps Avenue. Continue on Phelps Avenue then turn right onto Chestnut Avenue. Proceed along Chestnut Avenue and the home will be on your left.
High School Winter Park High
City WINTER PARK
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 15847
Carport Y/N false
Elementary School Lakemont Elem
Middle/Junior High School Maitland Middle
Ok to Lease 12 Months
Availability Date 2026-04-02
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Lease Amount Frequency Monthly
Minimum Lease 8-12 Months
Water Access Y/N false
Water View Y/N false
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Interior
Interior Amenities Ceiling Fan(s) Crown Molding Eating Space In Kitchen Kitchen/Family Room Combo Living Room/Dining Room Combo Primary Bedroom Main Floor Solid Wood Cabinets Stone Counters Walk-In Closet(s) Window Treatments
Flooring Engineered Hardwood Slate Tile
Furnished Y/N Unfurnished
Fireplace Features Family Room
Total Stories 1
Air Conditioning Y/N true
Heating Y/N true
Window Features Shades Shutters
Fireplace Y/N true
Half Baths 0
Laundry Features In Garage Inside Laundry Closet
Total Bedrooms 4
Total Baths 3
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Exterior
Exterior Amenities French Doors Irrigation System Lighting Private Mailbox Rain Gutters
Fencing Fenced Full Backyard
Parking Features Garage Door Opener
Lot Features City Lot Oversized Lot
Water Source Public
Lot Size Area 15847
Spa false
Building Area Total 2803
Lot Size Acres 0.36
Road Surface Type Unimproved Asphalt Paved
Private Pool true
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Unpaved
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* Excluded Features
List By
Premier Sotheby's Intl. Realty

Broker

drew@hennerco.com

Email

Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
4/3/2026$4,150 Listed Price

Map


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1711 CHESTNUT AVENUE, Winter Park, FL, 32789 is a Property for Rent at $4,150 with 2,288 sqft and a lot size of 0.36. 1711 CHESTNUT AVENUE has 4 bedrooms, 3.0 baths, and was built in 1963. The property's zip code is 32789 which is in Winter Park, FL