# 1927 ELAND Avenue, Winter Park, FL 32789 > **TL;DR:** 5bd/3ba single family, $799,000 ($356/sqft), built 1957, 2,242 sqft. > Fireplace, A/C, 2-car garage. Est. $4,273/mo. Listed 259 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $799,000 | | Price/sqft | $356 | | Bedrooms | 5 | | Bathrooms | 3 full | | Square Feet | 2,242 | | Year Built | 1957 | | Lot Size | 8,712 sqft (0.20 acres) | | Stories | 1 | | Garage | 2-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 259 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $4,040 | | Estimated Insurance | $233 | | **Total** | **$4,273** | ## Nearby Schools - **Elementary:** Hungerford Elem - **Middle:** College Park Middle - **High:** Edgewater High ## Key Amenities - Fireplace - A/C - 2-car garage ## Property Highlights - Built in 1957 - 0.20 acre lot - Fireplace ## Description ### Agent Description A rare single family home with a HUGE guest house, located on a quiet dead end street with no rear neighbors. This Winter Park home features a main residence plus a detached in law suite ADU built in 2022, offering exceptional flexibility for multi generational living, guest accommodations. The main home offers three bedrooms and two bathrooms with real wood floors, Spanish Colonial architectural details, abundant natural light, and a functional open living layout. Interior features include a wood beamed dining room, fireplace, and a built in bar with mini fridge, making this home ideal for entertaining and everyday living. Major updates include a 2015 roof, 2018 windows, and a 2022 HVAC system, providing added peace of mind for buyers seeking an updated home in Winter Park Florida. The detached in law suite cottage includes two bedrooms and one bathroom, along with a modern eat in kitchen featuring white cabinetry, butcher block countertops, and contemporary finishes. The guest house also offers its own laundry area and skylights that enhance the bright, open feel. A private brick paver patio creates a separate outdoor living space exclusively for the ADU. The main home's outdoor living area includes an outdoor kitchen, brick paver patio, and a private backyard designed for relaxing and gatherings. Conveniently located near Lee Road, State Road 17-92, and Interstate 4, this property provides easy access to Winter Park, Maitland, College Park, and downtown Orlando. Buyers searching for a Winter Park home near Park Avenue, Rollins College, Winter Park Village, Trader Joe's, SunRail, and the Winter Park Farmers Market will appreciate the central location and walkable lifestyle. This is a rare opportunity to own a versatile single family home with an in law suite ADU in one of the most desirable neighborhoods in Winter Park FL. ## Location - **Address:** 1927 ELAND Avenue, Winter Park, FL 32789 - **County:** Orange - **Neighborhood:** LAKE BELL TERRACE - **Coordinates:** 28.609129, -81.375122 - **Google Maps:** https://www.google.com/maps?q=28.609129,-81.375122 ## Virtual Tour & Media - **Video Tour:** https://unbranded.visithome.ai/muvzjL4ubjabqHEWMKdpsc?mu=ft&m=0&t=1770441551 ## Listing Agent - **Name:** Ryan Leitter - **Brokerage:** Charles Rutenberg Realty Orlando LLC - **Broker Phone:** (407) 622-2122 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/1927-Eland-Ave_Winter-Park_FL_32789_M54093-78613?f=listhub&s=MFRMLSFL&m=O6381009&c=propsimple) ## Photos ![1927 ELAND Avenue - Photo 1](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f3467942908r.jpg) ![1927 ELAND Avenue - Photo 2](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f3163701690r.jpg) ![1927 ELAND Avenue - Photo 3](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f1695207309r.jpg) ![1927 ELAND Avenue - Photo 4](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f792151820r.jpg) ![1927 ELAND Avenue - Photo 5](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f470518114r.jpg) ![1927 ELAND Avenue - Photo 6](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f3982951139r.jpg) ![1927 ELAND Avenue - Photo 7](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f52196219r.jpg) ![1927 ELAND Avenue - Photo 8](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f3772987266r.jpg) ![1927 ELAND Avenue - Photo 9](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f1951760505r.jpg) ![1927 ELAND Avenue - Photo 10](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f1940002909r.jpg) ![1927 ELAND Avenue - Photo 11](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f3556007712r.jpg) ![1927 ELAND Avenue - Photo 12](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f598006082r.jpg) ![1927 ELAND Avenue - 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Photo 33](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f1189835871r.jpg) ![1927 ELAND Avenue - Photo 34](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f1830311447r.jpg) ![1927 ELAND Avenue - Photo 35](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f1652643376r.jpg) ![1927 ELAND Avenue - Photo 36](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f1325667506r.jpg) ![1927 ELAND Avenue - Photo 37](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f1318298977r.jpg) ![1927 ELAND Avenue - Photo 38](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f3846135036r.jpg) ![1927 ELAND Avenue - Photo 39](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f3343206777r.jpg) ![1927 ELAND Avenue - Photo 40](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f696959973r.jpg) ![1927 ELAND Avenue - Photo 41](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f2382173193r.jpg) ![1927 ELAND Avenue - Photo 42](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f2171901852r.jpg) ![1927 ELAND Avenue - Photo 43](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f1121293016r.jpg) ![1927 ELAND Avenue - Photo 44](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f3733960940r.jpg) ![1927 ELAND Avenue - Photo 45](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f651474157r.jpg) ![1927 ELAND Avenue - Photo 46](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f3516414685r.jpg) ![1927 ELAND Avenue - Photo 47](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f2634083553r.jpg) ![1927 ELAND Avenue - Photo 48](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f3450893303r.jpg) ![1927 ELAND Avenue - Photo 49](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f1327311500r.jpg) ![1927 ELAND Avenue - Photo 50](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f3493478837r.jpg) ![1927 ELAND Avenue - Photo 51](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f3521174009r.jpg) ![1927 ELAND Avenue - Photo 52](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f2887797509r.jpg) ![1927 ELAND Avenue - Photo 53](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f2748267230r.jpg) ![1927 ELAND Avenue - Photo 54](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f3400052360r.jpg) ![1927 ELAND Avenue - Photo 55](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f583867680r.jpg) ![1927 ELAND Avenue - Photo 56](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f4129056304r.jpg) ![1927 ELAND Avenue - Photo 57](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f2318664550r.jpg) ![1927 ELAND Avenue - Photo 58](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f467569602r.jpg) ![1927 ELAND Avenue - Photo 59](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f1870737862r.jpg) ![1927 ELAND Avenue - Photo 60](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f1510074577r.jpg) ![1927 ELAND Avenue - Photo 61](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f3376581293r.jpg) ![1927 ELAND Avenue - Photo 62](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f1480359855r.jpg) ![1927 ELAND Avenue - Photo 63](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f2546479147r.jpg) ![1927 ELAND Avenue - Photo 64](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f3770398480r.jpg) ![1927 ELAND Avenue - Photo 65](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f2731557295r.jpg) ![1927 ELAND Avenue - Photo 66](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f4036422551r.jpg) ![1927 ELAND Avenue - Photo 67](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f1143516846r.jpg) ![1927 ELAND Avenue - Photo 68](http://lh.rdcpix.com/50219039369641c4475b6811e101f059l-f704493647r.jpg) --- **MLS#:** O6381009 | **Updated:** 2026-10-23 **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/1927-eland-avenue-winter-park-fl-32789-c073043d07cb49d4917d4c139955cd88) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/1927-eland-avenue-winter-park-fl-32789-c073043d07cb49d4917d4c139955cd88#listing", "url": "https://staging.propertysimple.ai/listing/1927-eland-avenue-winter-park-fl-32789-c073043d07cb49d4917d4c139955cd88", "name": "1927 ELAND Avenue, Winter Park, FL 32789", "description": "A rare single family home with a HUGE guest house, located on a quiet dead end street with no rear neighbors. This Winter Park home features a main residence plus a detached in law suite ADU built in 2022, offering exceptional flexibility for multi generational living, guest accommodations. The main home offers three bedrooms and two bathrooms with real wood floors, Spanish Colonial architectural details, abundant natural light, and a functional open living layout. Interior features include a wood beamed dining room, fireplace, and a built in bar with mini fridge, making this home ideal for entertaining and everyday living. Major updates include a 2015 roof, 2018 windows, and a 2022 HVAC system, providing added peace of mind for buyers seeking an updated home in Winter Park Florida. The detached in law suite cottage includes two bedrooms and one bathroom, along with a modern eat in kitchen featuring white cabinetry, butcher block countertops, and contemporary finishes. The guest house also offers its own laundry area and skylights that enhance the bright, open feel. A private brick paver patio creates a separate outdoor living space exclusively for the ADU. The main home's outdoor living area includes an outdoor kitchen, brick paver patio, and a private backyard designed for relaxing and gatherings. Conveniently located near Lee Road, State Road 17-92, and Interstate 4, this property provides easy access to Winter Park, Maitland, College Park, and downtown Orlando. Buyers searching for a Winter Park home near Park Avenue, Rollins College, Winter Park Village, Trader Joe's, SunRail, and the Winter Park Farmers Market will appreciate the central location and walkable lifestyle. 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