# 1611 CHESTNUT Avenue, Winter Park, FL 32789 > **TL;DR:** 4bd/4ba single family, $985,000 ($338/sqft), built 1973, 2,916 sqft. > Fireplace, Hardwood, A/C. Est. $5,268/mo. Listed 17 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $985,000 | | Price/sqft | $338 | | Bedrooms | 4 | | Bathrooms | 4 full | | Square Feet | 2,916 | | Year Built | 1973 | | Lot Size | 7,405 sqft (0.17 acres) | | Stories | 2 | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 17 | ## Why This Home Stands Out - **Hardwood Floors** - Hardwood flooring listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $4,981 | | Estimated Insurance | $287 | | **Total** | **$5,268** | ## Nearby Schools - **Elementary:** Lakemont Elem - **Middle:** Maitland Middle - **High:** Winter Park High ## Key Amenities - Fireplace - Hardwood - A/C ## Property Highlights - Built in 1973 - 0.17 acre lot - 2 stories - Fireplace ## Description ### Agent Description Located on one of Winter Park's beautiful oak-lined brick streets, 1611 Chestnut Avenue is an extensively renovated and expanded 4-bedroom, 4-bath residence offering nearly 3,000 square feet of thoughtfully designed living space in the highly desirable 32789 ZIP code. Far beyond cosmetic updates, this home has undergone a substantial transformation, including major additions to the rear and second floor, creating a spacious, versatile layout with high-quality finishes and modern comforts throughout. The result is a home that combines the established character of its surroundings with the space and functionality of a contemporary residence. The beautifully redesigned kitchen features quartz countertops, stainless steel appliances, a generous island, farmhouse sink, and adjoining pantry, opening to inviting living and dining areas. Whether preparing a quiet dinner or hosting a gathering, the kitchen's generous workspace and connection to the surrounding rooms make it a natural center of daily life. A separate, expansive family room showcases a stone wood-burning fireplace and custom built-ins, providing another comfortable setting for relaxing or entertaining. Engineered hardwood and luxury vinyl flooring, designer tilework, upgraded fixtures, and beautifully appointed bathrooms reflect the attention and investment devoted to this home. The thoughtful separation of living spaces gives everyone room to enjoy the home in their own way without sacrificing the ease of gathering together. The impressive upstairs primary retreat provides exceptional privacy, featuring a spacious en-suite bathroom with freestanding soaking tub, double vanity, walk-in closet, and dedicated built-in office alcove. Occupying its own upper-level space, this generously proportioned suite feels like a retreat within the home, with room for both a restful bedroom setting and a practical workspace. Three additional bedrooms are located downstairs, including two with en-suite bathrooms. One enjoys an adjoining sitting room with sliding doors opening to the backyard, creating an ideal arrangement for extended family, guests, or multigenerational living. This flexible layout is equally appealing for those seeking a private guest area, a home office, or separate spaces for different daily routines. Additional improvements include an updated roof, newer AC system, a dedicated laundry room, attached two-car garage, and a private fenced backyard surrounded by mature landscaping. The outdoor setting provides space to unwind, enjoy fresh air, or create a welcoming area for casual get-togethers, while the mature trees and greenery reinforce the charm of this established neighborhood. Situated in Winter Park's established Lake Knowles Terrace neighborhood, the property is surrounded by charming residences, beautifully renovated homes, and impressive newer custom construction. Here, brick-paved streets and a canopy of mature oaks create a distinctive streetscape that is increasingly difficult to find. Enjoy convenient access to the Winter Park Chain of Lakes, Winter Park Golf Course, Phelps Park, the YMCA, and the renowned shopping, dining, and cultural attractions of Park Avenue. From neighborhood walks beneath the oaks to an afternoon along Park Avenue, this address places many of Winter Park's most loved destinations close to home. An exceptional combination of extensive improvements, generous living space, flexible accommodations, and a highly sought-after Winter Park location. ## Location - **Address:** 1611 CHESTNUT Avenue, Winter Park, FL 32789 - **County:** Orange - **Neighborhood:** LAKE KNOWLES TERRACE - **Coordinates:** 28.61389, -81.331905 - **Google Maps:** https://www.google.com/maps?q=28.61389,-81.331905 ## Virtual Tour & Media - **Video Tour:** https://www.propertypanorama.com/instaview/stellar/O6449003 ## Listing Agent - **Name:** Gunel Aydamirli - **Brokerage:** Olympus Executive Realty INC. - **Broker Phone:** (727) 424-3927 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/1611-Chestnut-Ave_Winter-Park_FL_32789_M67485-59299?f=listhub&s=MFRMLSFL&m=O6449003&c=propsimple) ## Photos ![1611 CHESTNUT Avenue - Photo 1](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f3374638167r.jpg) ![1611 CHESTNUT Avenue - Photo 2](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f3775339617r.jpg) ![1611 CHESTNUT Avenue - Photo 3](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f2265177313r.jpg) ![1611 CHESTNUT Avenue - Photo 4](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f863831844r.jpg) ![1611 CHESTNUT Avenue - Photo 5](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f1098751010r.jpg) ![1611 CHESTNUT Avenue - Photo 6](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f2949332923r.jpg) ![1611 CHESTNUT Avenue - Photo 7](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f3473886165r.jpg) ![1611 CHESTNUT Avenue - Photo 8](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f287187811r.jpg) ![1611 CHESTNUT Avenue - Photo 9](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f1874206444r.jpg) ![1611 CHESTNUT Avenue - Photo 10](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f3034358652r.jpg) ![1611 CHESTNUT Avenue - Photo 11](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f1108057444r.jpg) ![1611 CHESTNUT Avenue - Photo 12](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f552775389r.jpg) ![1611 CHESTNUT Avenue - Photo 13](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f1166032825r.jpg) ![1611 CHESTNUT Avenue - Photo 14](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f576431185r.jpg) ![1611 CHESTNUT Avenue - Photo 15](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f669539436r.jpg) ![1611 CHESTNUT Avenue - Photo 16](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f4149005427r.jpg) ![1611 CHESTNUT Avenue - Photo 17](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f1960281237r.jpg) ![1611 CHESTNUT Avenue - Photo 18](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f1984783192r.jpg) ![1611 CHESTNUT Avenue - Photo 19](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f233508933r.jpg) ![1611 CHESTNUT Avenue - Photo 20](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f663426171r.jpg) ![1611 CHESTNUT Avenue - Photo 21](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f3807930088r.jpg) ![1611 CHESTNUT Avenue - Photo 22](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f3175963506r.jpg) ![1611 CHESTNUT Avenue - 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Photo 33](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f3471214234r.jpg) ![1611 CHESTNUT Avenue - Photo 34](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f3906642234r.jpg) ![1611 CHESTNUT Avenue - Photo 35](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f2300977960r.jpg) ![1611 CHESTNUT Avenue - Photo 36](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f2212136859r.jpg) ![1611 CHESTNUT Avenue - Photo 37](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f1923271721r.jpg) ![1611 CHESTNUT Avenue - Photo 38](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f2379738213r.jpg) ![1611 CHESTNUT Avenue - Photo 39](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f2209160148r.jpg) ![1611 CHESTNUT Avenue - Photo 40](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f445431291r.jpg) ![1611 CHESTNUT Avenue - Photo 41](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f4255690603r.jpg) ![1611 CHESTNUT Avenue - Photo 42](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f2402435158r.jpg) ![1611 CHESTNUT Avenue - Photo 43](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f196941949r.jpg) ![1611 CHESTNUT Avenue - Photo 44](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f2430814708r.jpg) ![1611 CHESTNUT Avenue - Photo 45](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f1162019337r.jpg) ![1611 CHESTNUT Avenue - Photo 46](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f761528862r.jpg) ![1611 CHESTNUT Avenue - Photo 47](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f2596485214r.jpg) ![1611 CHESTNUT Avenue - Photo 48](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f1518248240r.jpg) ![1611 CHESTNUT Avenue - Photo 49](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f3088039910r.jpg) ![1611 CHESTNUT Avenue - Photo 50](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f2539293534r.jpg) ![1611 CHESTNUT Avenue - Photo 51](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f3593778116r.jpg) ![1611 CHESTNUT Avenue - Photo 52](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f1168231929r.jpg) ![1611 CHESTNUT Avenue - Photo 53](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f1072831922r.jpg) ![1611 CHESTNUT Avenue - Photo 54](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f1377651782r.jpg) ![1611 CHESTNUT Avenue - Photo 55](http://lh.rdcpix.com/1d2a22b0906247f8d8b2447b4917d3d9l-f2079984569r.jpg) --- **MLS#:** O6449003 | **Updated:** 2026-10-27 **Source:** listhub *Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://staging.propertysimple.ai/listing/1611-chestnut-avenue-winter-park-fl-32789-4cc7eba5577e4f6ea9f57d622ce246b8) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/1611-chestnut-avenue-winter-park-fl-32789-4cc7eba5577e4f6ea9f57d622ce246b8#listing", "url": "https://staging.propertysimple.ai/listing/1611-chestnut-avenue-winter-park-fl-32789-4cc7eba5577e4f6ea9f57d622ce246b8", "name": "1611 CHESTNUT Avenue, Winter Park, FL 32789", "description": "Located on one of Winter Park's beautiful oak-lined brick streets, 1611 Chestnut Avenue is an extensively renovated and expanded 4-bedroom, 4-bath residence offering nearly 3,000 square feet of thoughtfully designed living space in the highly desirable 32789 ZIP code. Far beyond cosmetic updates, this home has undergone a substantial transformation, including major additions to the rear and second floor, creating a spacious, versatile layout with high-quality finishes and modern comforts throughout. The result is a home that combines the established character of its surroundings with the space and functionality of a contemporary residence. The beautifully redesigned kitchen features quartz countertops, stainless steel appliances, a generous island, farmhouse sink, and adjoining pantry, opening to inviting living and dining areas. Whether preparing a quiet dinner or hosting a gathering, the kitchen's generous workspace and connection to the surrounding rooms make it a natural center of daily life. A separate, expansive family room showcases a stone wood-burning fireplace and custom built-ins, providing another comfortable setting for relaxing or entertaining. Engineered hardwood and luxury vinyl flooring, designer tilework, upgraded fixtures, and beautifully appointed bathrooms reflect the attention and investment devoted to this home. The thoughtful separation of living spaces gives everyone room to enjoy the home in their own way without sacrificing the ease of gathering together. The impressive upstairs primary retreat provides exceptional privacy, featuring a spacious en-suite bathroom with freestanding soaking tub, double vanity, walk-in closet, and dedicated built-in office alcove. Occupying its own upper-level space, this generously proportioned suite feels like a retreat within the home, with room for both a restful bedroom setting and a practical workspace. Three additional bedrooms are located downstairs, including two with en-suite bathrooms. One enjoys an adjoining sitting room with sliding doors opening to the backyard, creating an ideal arrangement for extended family, guests, or multigenerational living. This flexible layout is equally appealing for those seeking a private guest area, a home office, or separate spaces for different daily routines. Additional improvements include an updated roof, newer AC system, a dedicated laundry room, attached two-car garage, and a private fenced backyard surrounded by mature landscaping. The outdoor setting provides space to unwind, enjoy fresh air, or create a welcoming area for casual get-togethers, while the mature trees and greenery reinforce the charm of this established neighborhood. Situated in Winter Park's established Lake Knowles Terrace neighborhood, the property is surrounded by charming residences, beautifully renovated homes, and impressive newer custom construction. Here, brick-paved streets and a canopy of mature oaks create a distinctive streetscape that is increasingly difficult to find. Enjoy convenient access to the Winter Park Chain of Lakes, Winter Park Golf Course, Phelps Park, the YMCA, and the renowned shopping, dining, and cultural attractions of Park Avenue. From neighborhood walks beneath the oaks to an afternoon along Park Avenue, this address places many of Winter Park's most loved destinations close to home. 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