2299 VIA TUSCANY, Winter Park, FL 32789
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2299 VIA TUSCANY, Winter Park, FL 32789
2299 VIA TUSCANY, Winter Park, FL 32789
2299 VIA TUSCANY, Winter Park, FL 32789
2299 VIA TUSCANY, Winter Park, FL 32789
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Jennifer Serrano

Jennifer Serrano

+1(813) 407-0218
$ 2,200,000
Est. payment /mo
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2299 VIA TUSCANY Winter Park, FL 32789

4 Beds

4 Baths

3,986 SqFt

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 3,986 sqft

Price per Sqft $551

Subdivision Maitland Shores

MLS Listing ID O6355858

Bedrooms 4

Full Baths 3

Half Baths 1

HOA Y/N No

Year Built 1953

Annual Tax Amount $26,034

Lot Size 0.400 Acres

Acres 0.4

Property Sub-Type Single Family Residence

Source Stellar MLS

Property Description

Picture yourself unwinding in your private 0.41-acre yard, taking a dip in the pool, flipping through a good book, or hosting friends on a sunny afternoon. From there, stroll over to the Winter Park Racquet Club for tennis, pickleball, or lunch (kids are covered—there's a sidewalk the whole way), or head to the deeded lake access launch for a day of kayaking on the Winter Park Chain of Lakes. Welcome to 2299 Via Tuscany, a gorgeous 4-bedroom, 3.5-bath home in the coveted Winter Park Vias. With 3,986 square feet on a 0.40-acre lot, it offers the perfect blend of luxury and comfort, featuring updated kitchens and baths, a new architectural shingle roof (2023), Pebble Tec-style pool finish, and lush landscaping. Inside, enjoy solid hardwood and modern tile floors, soaring ceilings, and two wood-burning fireplaces. The chef's kitchen shines with SubZero refrigeration and a Viking 6-burner gas cooktop. The main floor offers a private primary suite, a guest suite, and a study/library with built-ins, while upstairs you'll find two more bedrooms and a full bath. Modern perks include zoned A/C, a new EV charger, and epoxy-coated floors in the 2-car garage. Close to parks, the Racquet Club, and downtown Winter Park's shops, dining, and culture, this home suits families and active lifestyles alike. Deeded lake access through the Maitland Shores Lakefront Preservation Association gives you a private ramp for kayaks, canoes, and more, plus easy access to schools, trails, and green spaces—a perfect mix of charm, amenities, and location.

Location

State FL

County Orange

Community Maitland Shores

Area 32789 - Winter Park

Zoning R-1AA

Interior

Interior Features High Ceilings, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Window Treatments

Heating Central

Cooling Central Air, Zoned

Flooring Tile, Wood

Fireplaces Type Family Room, Living Room, Wood Burning

Fireplace true

Appliance Dishwasher, Disposal, Electric Water Heater, Range Hood

Laundry Inside, Laundry Room

Exterior

Exterior Feature Awning(s), Garden, Private Mailbox, Sidewalk

Parking Features Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Faces Side, Golf Cart Parking, Guest

Garage Spaces 2.0

Fence Other, Wood

Pool In Ground, Lighting, Other

Community Features Park, Playground, Sidewalks, Tennis Court(s)

Utilities Available BB/HS Internet Available, Cable Available, Electricity Connected, Fiber Optics, Natural Gas Connected, Public, Water Connected

Water Access Yes

Water Access Desc Lake - Chain of Lakes

View Garden, Pool

Roof Type Shingle

Porch Covered, Front Porch, Patio

Attached Garage true

Garage true

Private Pool Yes

Building

Lot Description Landscaped, Oversized Lot, Private, Sidewalk, Street Brick

Entry Level Two

Foundation Crawlspace, Slab

Lot Size Range 1/4 to less than 1/2

Sewer Septic Tank

Water Public

Architectural Style Mid-Century Modern, Traditional

Structure Type Block

New Construction false

Schools

Elementary Schools Dommerich Elem

Middle Schools Maitland Middle

High Schools Winter Park High

Others

Pets Allowed Yes

Senior Community No

Ownership Fee Simple

Special Listing Condition None

Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6355858

Stellar MLS
© 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved.
Listed by Vincent Scarlatos CORCORAN PREMIER REALTY
Jennifer Serrano

Jennifer Serrano

Broker Associate | License ID: BK3536135

+1(813) 407-0218

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2299 VIA TUSCANY