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$2,349,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 2 Partial Baths
  • 4,668 Sq. Ft.
  • Updated 3 days ago
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Virtually Staged. Step into a home designed for the way you truly want to live. From its elevated concrete construction to its hurricane-rated engineering, this residence offers the rare combination of luxury, security, and effortless comfort. Natural light fills the interior, where level-5 walls, rich wood flooring, crown molding, and custom shutters create a warm, refined atmosphere. The heart of the home is the open living and kitchen area-perfect for gathering, cooking, and connecting. A gas range, pot filler, and handcrafted cabinetry make everyday meals feel elevated. Slide open the dramatic retractable pocket door and the entire space transforms into an indoor-outdoor retreat. The back porch is built for hosting: pecky cypress bar, industrial finishes, automated screens, garage-style doors, mini-split A/C, 1/2 bath, and room for everyone to unwind. The primary suite is a sanctuary of its own, offering a spa-inspired bath with dual shower heads, soaking tub, and digital controls. A custom closet and private concrete safe room add both convenience and peace of mind. With a butler's kitchen, wine bar, dedicated office, and whole-home CAT-5 wiring, this home is designed for modern living at its finest-where every detail supports a lifestyle of ease, elegance, and connection. Upstairs, the bonus/game room and oversized balcony access create the perfect hangout zone. You won't complain about storage or closet space as most rooms have walk-in closets and the additional closets are oversized as well. Let your imagination run wild because the possibilities are endless with the finished two-story garage loft that is pre-plumbed and air conditioned! Mother-in-law suite, man cave with a golf simulator or a gym, home office or game room. Outside, the home is framed by curated Florida landscaping, gas lanterns, an architectural driveway, and a built-in heated concrete hot tub with Wi-Fi controls-ideal for quiet evenings or weekend entertaining. Fiber-cement siding, Ipe hardwood porch, impact windows, and full foam insulation ensure long-lasting beauty and efficiency. Prime location near Downtown Winter Garden's brick-lined streets, upscale dining, boutique shopping, award-winning Farmers Market, Plant Street Market, Crooked Can, the West Orange Trail, and the historic Garden Theatre - a truly elevated lifestyle.

Full Property Details for 20 W Crest Ave

General

  • Price: $2,349,000
  • Taxes: $13,263 (2026)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6417710
  • Updated: 6/28/2026
  • Added to Site: 6 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 14
  • Interior Features: Built-in Features, Ceiling Fan(s), Crown Molding, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Thermostat, Walk-In Closet(s), Wet Bar, Window Treatments
  • Fireplace: Yes
  • Fireplace(s): Gas
  • Appliances: Bar Fridge, Dishwasher, Disposal, Dryer, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Ceramic Tile, Luxury Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 3
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Gas Dryer Hookup, Inside, Laundry Closet, Laundry Room

Additional Information

  • Pool Description: Gunite, Heated, In Ground
  • Spa: Yes
  • Spa Description: Heated, In Ground
  • Security/Safety: Smoke Detector(s)

Exterior

  • Exterior Features: Balcony, Courtyard, French Doors, Irrigation System, Lighting, Private Yard
  • Deck/Patio: Covered, Front Porch, Side Porch, Wrap Around
  • Porch/Patio/Deck: Covered, Front Porch, Side Porch, Wrap Around

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Covered Spaces: 3
  • Parking Features: Garage Door Opener, Oversized

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: BOYD-LUTZ SUB
  • Driving Directions: Dillard to left on Division to right on Boyd to 20 W. Crest on the right corner.
  • Direction Faces: North

School Information

  • Elementary School: Dillard Street Elem
  • Middle School: Lakeview Middle
  • High School: West Orange High

Community

  • Community Name: 34787 - Winter Garden/Oakland

Heating & Cooling

  • Cooling Type: Central Air, Mini-Split Unit(s)
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Street Lights, Water Connected

Structural Information

  • Exterior Const.: Concrete, HardiPlank Type, Wood Frame
  • Roof: Metal
  • Windows: Double Pane Windows, Insulated Windows, Storm Window(s)
  • Stories/Levels: Two
  • Square Feet: 4,668
  • Sq. Ft. Source: Public Records
  • Year Built: 2020

Lot Features

  • Lot Size (Acres): 0.39
  • Lot Size (Sq. Ft.): 16,979
  • Lot Size: 16979
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt
  • Fencing (Description): Other

Water Features

  • Water Access: Yes
  • Water Access Desc: Lake

Financial Considerations

  • Assoc Fee Desc.: None
  • Tax Amount: $13,263.32
  • Tax Year: 2026

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: BOYD-LUTZ SUBDIVISION 56/2 LOT 2
  • Flood Zone Info: X
  • APN: 272214083400020
  • Property ID: 272214083400020
  • Block/Lot/Section: 2

Listed by Homevest Realty

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Listing agent

— 20 W Crest Ave —

  • Homevest Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 20 W Crest Ave

School District:Orange County School District
NameGradesDistance
Dillard Street Elementary School
311 North Dillard Street, Winter Garden, FL 34787
PK-50.4 mi
Lakeview Middle School
1200 West Bay Street, Winter Garden, FL 34787
6-81.3 mi
West Orange High School
1625 Beulah Road, Winter Garden, FL 34787
9-122.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 20 W Crest Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/26/2026
Listed
$2,349,000
1136.32%
MLS
10/19/2018
Sold
$190,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 20 W Crest Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$13,263
5%
$877,599
6%
2024
$12,612
3%
$830,444
3%
2023
$12,192
31%
$806,256
38%
2021
$9,279
-22%
$584,867
-25%
2022
$11,863
28%
$782,773
412%
2021
$9,279
364%
$152,811
27%
2019
$1,999
45%
$120,000
33%
2018
$1,375
11%
$90,000
12%
2017
$1,234
16%
$80,000
29%
2016
$1,064
-2%
$62,000
—
2015
$1,090
1%
$62,000
5%
2014
$1,077
13%
$58,817
10%
2013
$949
—
$53,470
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Homevest Realty

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20 W Crest Avenue, Winter Garden, FL 34787 (MLS# O6417710) is a Single Family property with 5 bedrooms, 3 full bathrooms and 2 partial bathrooms. 20 W Crest Avenue is currently listed for $2,349,000 and was received on June 26, 2026. Want to learn more about 20 W Crest Avenue? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.

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