# 20 E DIVISION Street, Winter Garden, FL 34787 > **TL;DR:** 4bd/3ba single family, $995,000 ($365/sqft), built 1959, 2,729 sqft. > Pool, Fireplace, A/C, 1-car garage. Est. $5,321/mo. Listed 137 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $995,000 | | Price/sqft | $365 | | Bedrooms | 4 | | Bathrooms | 3 full | | Square Feet | 2,729 | | Year Built | 1959 | | Lot Size | 13,068 sqft (0.30 acres) | | Stories | 1 | | Garage | 1-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 137 | ## Why This Home Stands Out - **Pool** - Pool listed; type not specified ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $5,031 | | Estimated Insurance | $290 | | **Total** | **$5,321** | ## Key Amenities - Pool - Fireplace - A/C - 1-car garage ## Property Highlights - Built in 1959 - 0.30 acre lot - Private pool - Fireplace ## Description ### Agent Description Welcome to one of Winter Garden's most remarkable custom transformations. This wasn't a flip-it was the owner's forever dream home. Originally built in 1959 and completely reimagined in 2023 and 2026. This extraordinary residence has undergone an extensive renovation and expansion, creating a truly one-of-a-kind property just minutes from Historic Downtown Winter Garden and Plant Street. Offering 2,729 square feet of beautifully designed living space, this 4-bedroom, 3-bathroom home showcases exceptional craftsmanship, thoughtful design, and luxury finishes throughout. In 2026, the owners completed a stunning expansion that includes an ultra-luxury primary suite designed as a private retreat. The spa-inspired custom bathroom features premium finishes, a private sauna, and a level of comfort rarely found at this price point. The heart of the home features open-concept living spaces filled with natural light, designer finishes, and seamless flow for everyday living and entertaining. Step outside to your private backyard oasis featuring a brand-new custom pool completed in 2026, creating the perfect setting for relaxing weekends and unforgettable gatherings. Major improvements include a 2026 HVAC system, 2026 luxury primary suite addition, 2026 custom pool, 2022 plumbing, 2022 electrical, 2018 roof, and all new windows installed in 2018, providing peace of mind for years to come. Every inch of this home tells the story of a family who spared no expense creating their dream home. Now, that dream can become yours. Schedule your private showing today!!! ## Location - **Address:** 20 E DIVISION Street, Winter Garden, FL 34787 - **County:** Orange - **Neighborhood:** WINTER GARDEN SHORES FIRST ADD - **Coordinates:** 28.572774, -81.584989 - **Google Maps:** https://www.google.com/maps?q=28.572774,-81.584989 ## Virtual Tour & Media - **Video Tour:** https://www.propertypanorama.com/instaview/stellar/O6413659 ## Listing Agent - **Name:** Liz Boyce - **Brokerage:** Charles Rutenberg Realty Orlando LLC - **Phone:** 4077844919 - **Broker Phone:** (407) 622-2122 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/20-E-Division-St_Winter-Garden_FL_34787_M64207-34961?f=listhub&s=MFRMLSFL&m=O6413659&c=propsimple) ## Photos ![20 E DIVISION Street - Photo 1](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f1215259976r.jpg) ![20 E DIVISION Street - Photo 2](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f839804040r.jpg) ![20 E DIVISION Street - Photo 3](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f3402553814r.jpg) ![20 E DIVISION Street - Photo 4](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f1360565867r.jpg) ![20 E DIVISION Street - Photo 5](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f2118868781r.jpg) ![20 E DIVISION Street - Photo 6](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f2221971297r.jpg) ![20 E DIVISION Street - Photo 7](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f1526150361r.jpg) ![20 E DIVISION Street - Photo 8](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f2026224460r.jpg) ![20 E DIVISION Street - Photo 9](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f412194271r.jpg) ![20 E DIVISION Street - Photo 10](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f979360337r.jpg) ![20 E DIVISION Street - Photo 11](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f37488823r.jpg) ![20 E DIVISION Street - Photo 12](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f2370754057r.jpg) ![20 E DIVISION Street - Photo 13](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f1572732967r.jpg) ![20 E DIVISION Street - Photo 14](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f2779342571r.jpg) ![20 E DIVISION Street - Photo 15](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f2094968084r.jpg) ![20 E DIVISION Street - Photo 16](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f1954523604r.jpg) ![20 E DIVISION Street - Photo 17](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f1265049435r.jpg) ![20 E DIVISION Street - Photo 18](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f2566634175r.jpg) ![20 E DIVISION Street - Photo 19](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f3707306167r.jpg) ![20 E DIVISION Street - Photo 20](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f2030750205r.jpg) ![20 E DIVISION Street - Photo 21](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f2581280346r.jpg) ![20 E DIVISION Street - Photo 22](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f3537662749r.jpg) ![20 E DIVISION Street - Photo 23](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f1009806811r.jpg) ![20 E DIVISION Street - Photo 24](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f1720128858r.jpg) ![20 E DIVISION Street - Photo 25](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f4251492126r.jpg) ![20 E DIVISION Street - Photo 26](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f187917456r.jpg) ![20 E DIVISION Street - Photo 27](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f20703775r.jpg) ![20 E DIVISION Street - Photo 28](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f1683122684r.jpg) ![20 E DIVISION Street - Photo 29](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f1168233123r.jpg) ![20 E DIVISION Street - Photo 30](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f2958620635r.jpg) ![20 E DIVISION Street - Photo 31](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f767108515r.jpg) ![20 E DIVISION Street - Photo 32](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f1630787797r.jpg) ![20 E DIVISION Street - Photo 33](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f1168233123r.jpg) ![20 E DIVISION Street - Photo 34](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f4069539649r.jpg) ![20 E DIVISION Street - Photo 35](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f1034396622r.jpg) ![20 E DIVISION Street - Photo 36](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f2272634963r.jpg) ![20 E DIVISION Street - Photo 37](http://lh.rdcpix.com/ebba02c286443d13ce2ecca98920a912l-f3658624684r.jpg) --- **MLS#:** O6413659 | **Updated:** 2026-10-17 **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://www.propertysimple.ai/listing/20-e-division-street-winter-garden-fl-34787-o6413659) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/20-e-division-street-winter-garden-fl-34787-o6413659#listing", "url": "https://www.propertysimple.ai/listing/20-e-division-street-winter-garden-fl-34787-o6413659", "name": "20 E DIVISION Street, Winter Garden, FL 34787", "description": "Welcome to one of Winter Garden's most remarkable custom transformations. This wasn't a flip-it was the owner's forever dream home. Originally built in 1959 and completely reimagined in 2023 and 2026. 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