Florida
Winter Park
1421 SUNSET DRIVE

$850,000

1421 SUNSET DRIVE, Winter Park, FL 32789

3 beds |
4 baths |
1,672 sqft

Single-Family Home
Built in 1977
5,663sqft lot
1 car garage
$508/sqft
Listed 3 days ago

Property Description

Welcome to 1421 Sunset Drive – A Turnkey Gem in the Heart of Olde Winter Park! This is a rare opportunity to own a beautifully updated home on one of Olde Winter Park’s most charming, brick-lined, tree-canopied streets. Just steps from serene Lake Knowles and Lake Wilbar, and minutes from the vibrant dining, shopping, and cultural experiences of Park Avenue, this 3-bedroom, 3.5-bathroom residence offers the perfect blend of classic charm and modern convenience. Enjoy a low-maintenance lifestyle with eco-friendly landscaping and a thoughtfully designed floor plan featuring two spacious primary suites — one upstairs and one down — each with its own updated bathroom. Inside, the home boasts tall vaulted ceilings, warm wood plank LVT flooring, a cozy wood-burning fireplace, and multiple inviting living areas. The kitchen is a standout with sleek cabinetry, granite countertops, and stainless steel appliances, ideal for both daily living and entertaining. Step outside to enjoy Trex decking on both front and rear patios, a fenced backyard for privacy, and a convenient laundry/mudroom entry from the garage. Additional highlights include a standing seam metal roof, attached garage, and access to top-rated Winter Park schools. The home is also located near the YMCA, Interlachen Country Club, Winter Park Racquet Club, Rollins College, UCF, and AdventHealth Winter Park. This home is move-in ready and offers the very best of Winter Park living — schedule your private showing today!

Listing Status:: Active
Date Added:: July 30, 2025 at 05:00AM
Listing Office:: COMPASS FLORIDA LLC : 407-203-9441
Listing Agent:: Sarah Tomlinson : 407-721-7823
MLS ID:: O6330762

General: Solid Surface CountersWalk-In Closet(s)
Appliances: Convection OvenDishwasherDryerFreezerMicrowaveRefrigeratorWasherWine Refrigerator
Laundry: InsideLaundry Room
Flooring: TileVinyl
A/C: Central Air
Heating: Central
Fireplace: Wood BurningFireplace

This listing courtesy of Sarah Tomlinson, COMPASS FLORIDA LLC

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Lakemont Elementary School

901 N Lakemont Ave, Winter Park, FL, 32792

Grades KG-5

0.45 miles away

Maitland Middle School

701 N Thistle Ln, Maitland, FL, 32751

Grades 6-8

1.68 miles away

Winter Park High School

2100 Summerfield Rd, Winter Park, FL, 32792

Grades 9-12

2.03 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.