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$1,125,000

1723 Chestnut Avenue Winter Park, FL 32789 Residential - Single Family Active

  • 1723 Chestnut Avenue , Winter Park, FL 32789 Main Photo

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Description

Welcome to this thoughtfully expanded one-story home in Winter Park's coveted 'Tree Streets neighborhood. A paved double drive and circular driveway create a gracious arrival with ample guest parking. Originally built in 1962 and expanded over time, this home offers a flexible floor plan designed for comfortable everyday living and effortless entertaining. Spacious living areas and the primary suite open to a stunning garden-like backyard, seamlessly connected by a full-length covered portico perfect for enjoying Florida's indoor-outdoor lifestyle. The main hallway leads to the primary and guest bedrooms, along with a quiet sitting room overlooking the charming front porch. Expanded in the early 2000s, the private primary suite includes a generous bath with an oversized whirlpool tub, dual vanities, separate shower, dressing table, private water closet, and a spacious walk-in closet. At the heart of the home, the kitchen features solid wood cabinetry and solid-surface countertops, opening to the central family room with a traditional fireplace and casual dining area, all adjacent to the formal dining room. Just off the kitchen, a large flex space offers extensive built-ins, a desk area, dry bar, wine refrigerator, and integrated washer and dryer ideal for a home office, hobby room, or additional entertaining space. Located just minutes from Park Avenue, enjoy easy access to fine dining, boutique shopping, cafés, museums, and year-round community events. This one-story home offers abundant living space, exceptional entertaining areas, and a beautifully landscaped backyard complete with pool and outdoor living spaces all situated on a generous 77 x 150 lot.

Property Highlights

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Garage: 2 car attached
Heating: Central, Heat Pump
Home Style: Traditional
Lot Size: 0.27 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $4,879
Year Built: 1962

General Information

Bedrooms: 3
Bathrooms: 2 Full 1 Half
Sqft: 2,608
County: Orange
High School: Winter Park High
Subdivision: CONWILL ESTATES
Listed By:
Anne Rogers ANNE ROGERS REALTY GROUP INC 407-649-4141

Amenities

Crown Molding
Open Floorplan
Primary Bedroom Main Floor
Solid Surface Counters
Solid Wood Cabinets
Walk-In Closet(s)
French Doors
Rain Gutters

Room Information

Living Room: 18x13
Dining Room: 17x14
Family Room: 25x21
Kitchen: 13x13
Office: 17x13
Bedroom 1: 13x11
Bedroom 2: 12x10
Primary Bedroom: 19x17
Primary Bathroom: 19x11

Property Features

Additional Rooms: Den/Library/Office, Family Room, Formal Dining Room Separate, Inside Utility
Appliances: Bar Fridge, Dishwasher, Disposal, Gas Water Heater, Microwave, Range, Refrigerator, Tankless Water Heater
Directions: From North Park Avenue drive East on Palmer, turn left on Phelps then right on Chestnut.From N Lakemont Drive continue straight to Arbor Park Drive then left on Chestnut
Exterior: Block, Stucco
Fencing: Fenced, Vinyl
Fireplace: Family Room
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Wood
Foundation: Slab
Garage Dimensions: 24X18
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot: Landscaped
Lot Dimensions: 0.27
Other Equipment: Irrigation Equipment
Ownership: Fee Simple
Parking: Circular Driveway, Driveway, Garage Door Opener, Guest
Parking Notes: Circular Driveway, Driveway, Garage Door Opener, Gues
Patio/Porch: Covered, Front Porch, Patio, Rear Porch
Pool: Gunite, In Ground, Tile
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Appointment Only, Call Listing Agent
Spa: In Ground
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: Cable Connected, Electricity Connected, Propane, Sewer Connected
Vegetation: Mature Landscaping
Water: None
Water Access Y/N: No
Zoning: R-1A
$1,125,000
3beds
2.5baths
2,608sqft
2cars
New to the Market Active
BEDS3 BATHS2 full 1 partial SQUARE FEET2,608 MLS#O6402563
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONCONWILL ESTATES

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1723 Chestnut Avenue , Winter Park, FL 32789.

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Estimated Payment

$ 4,529.14 per month $3,794.44 Principal & Interest $406.58 Property Tax $328.13 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/07/2026. The listing information on this page last changed on 05/07/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 05/07/2026 12:37:43 PM EST) or Stellar MLS (last updated Thu 05/07/2026 12:19:18 PM EST). Real estate listings held by brokerage firms other than Wagner Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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