1651 Westchester Ave, Winter Park, FL

3 bd · 3 ba · 2,426 sqft Single Family listed at $1,449,000, built in 1938.

About this home

One or more photo(s) has been virtually staged. Set on a prized corner lot in Winter Parks sought after Orwin Manor Neighborhood, 1651 Westchester Ave is a timeless classic with Cape Cod inspired architecture that has been meticulously reimagined with today's luxury finishes while preserving its original charm. Refinished Original Pine hardwood flooring and a beautifully updated fireplace welcome you into the main living space, while the showpiece kitchen delivers true chef-level design with new Custom European Cabinetry, Quartz Countertops with a Waterfall Island, Porcelain Tile floors, premium lighting, under counter Kitchen Aid Ice Maker and a top-tier appliance suite including Wolf Gas Range-top, Wolf Built-in Oven & Microwave and Bosch Refrigerator and Dishwasher. The primary suite is a serene retreat with a newly redesigned spa style bath with frameless walk-in shower, soaking tub, new double sink vanity and lighting-plus a walk-in closet with California Closet built-in's and a versatile bonus room ideal for a sitting area, nursery, or additional laundry space. Outdoors, enjoy resort-style living under the expansive 26' x 24' covered Lanai featuring vaulted tongue-and-groove ceilings, tile flooring, a striking stone gas fireplace with RealFyre burners, stainless mantle, perfect for effortless entertaining. There is even enough room to customize the outdoor space with your own Pool Oasis. Recent improvements include Roof 2020, New HVAC System, New Double-Pane windows, 4-panel slider & front door, fresh interior/exterior paint, new custom shades, privacy bamboo landscaping, privacy fencing and an extended paver driveway. The attached Garage offers dedicated storage space and a bonus room with mini-split system which could offer space for home gym or office. Just minutes from Park Avenue's acclaimed dining and shopping, top Winter Park amenities, Advent Health Medical Campus and quick access to key corridors for an easy downtown Orlando commute, this is 32789 living at its most refined-classic architecture, modern systems, and elevated indoor-outdoor lifestyle in one of Winter Park's most sought-after neighborhoods.

What it's like to live here

Listed by

Shawn Layton

Serhant

3215148055 shawn@cflhomeboys.com

Property details

Price: $1,449,000
Bedrooms: 3
Bathrooms: 3
Interior: 2,426 sqft
Price / sqft: $597
Year built: 1938
Lot size: 13,504 sqft
Type: Single Family
Days on market: 11
Est. property tax: $12,461/yr · $1,038/mo · 0.86% FL avg
Last sold: $81,800 · Mar 1983

Estimated monthly payment

Down payment20% ($289,800)

Interest rate6.75%

Principal & Interest$7,519

Property Tax$1,328

Insurance$150

Total$8,997/mo

Can I afford this?

See what fits your income

Price history

▼ 5.5%Most recent change on 2026-05-08: $1,349,000 → $1,275,000.

$82K · Mar 83$1.27M · May 26

May 8, 2026$1,275,000Price change
Apr 27, 2026$1,349,000Price change
Apr 3, 2026$1,449,000Initial list price
Apr 26, 2024$925,000Sold
Mar 7, 2024$950,000Initial list price
Mar 1, 1983$81,800Sold

Location

This home is located in Winter Park, FL, in the Orlando area. Browse more Winter Park listings on the Winter Park market page or explore the full Winter Park market report.