$4,150/month
1711 Chestnut Avenue Winter Park, FL 32789
For Rent MLS# O6396000
4 beds 3 baths 2,288 sq ft Single Family
Details for 1711 Chestnut Avenue
MLS# O6396000
Description for 1711 Chestnut Avenue, Winter Park, FL, 32789
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.
Listing Information
Property Type: Rental, Single Family Residence
Status: Active
Bedrooms: 4
Bathrooms: 3
Lot Size: 0.36 Acres
Square Feet: 2,288 sq ft
Year Built: 1963
Garage: Yes
Stories: 1 Story
Date Available: 4/2/2026
Subdivision: Conwill Estates
County: Orange
School Information
Elementary: Lakemont Elem
Middle: Maitland Middle
High: Winter Park High
Room Information
Main Floor
Bathroom 3: 9x7
Primary Bedroom: 15x16
Kitchen: 11x22
Bathroom 2: 9x5
Bedroom 4: 14x10
Bedroom 3: 14x13
Bedroom 2: 13x13
Primary Bathroom: 15x9
Dining Room: 11x11
Family Room: 15x29
Living Room: 16x16
Bathrooms
Full Baths: 3
Additonal Room Information
Laundry: Laundry Closet, Inside, In Garage
Interior Features
Appliances: Range Hood, Electric Water Heater, Dishwasher, Disposal, Dryer, Range, Refrigerator, Washer
Flooring: Engineered Hardwood,Slate,Tile
Doors/Windows: Window Treatments, Shutters
Fireplaces: Family Room
Additional Interior Features: Eat-In Kitchen, Ceiling Fan(s), Built-in Features, Living/Dining Room, Window Treatments, Walk-In Closet(s), Kitchen/Family Room Combo, Crown Molding, Stone Counters, Wood Cabinets, Main Level Primary
Utilities
Water: Public
Sewer: Public Sewer
Other Utilities: Cable Connected,Electricity Connected,High Speed Internet Available,Phone Available,Sewer Connected,Underground Utilities,Water Connected
Cooling: Ceiling Fan(s), Central Air
Heating: Electric, Central
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 2
Parking Description: Garage Door Opener, Garage
Pool: In Ground, Outside Bath Access, Diving Board, Gunite
Fencing: Back Yard, fenced
Additional Exterior/Lot Features: French Patio Doors, Rain Gutters, Lighting, Sprinkler/Irrigation, Deck, Patio, Front Porch, City Lot, Oversized Lot
Community Features
Security Features: Security System, Smoke Detector(s)
Security Deposit: 5000
Driving 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.
Financial Considerations
Tenant Pays: Janitorial Service
Owner Pays: Grounds Care,Pest Control,Pool Maintenance
Tax/Property ID: 32-21-30-1708-01-070
A broker reciprocity listing courtesy: PREMIER SOTHEBY'S INTL. REALTY
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Sales History & Tax Summary for 1711 Chestnut Avenue
Sales History
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Tax Summary
| Tax Year | Estimated Market Value | Total Tax |
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 1711 Chestnut Avenue
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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