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2299 VIA TUSCANY

House Active With Contract
$2,150,000

BTC: 35.83333333

ETH: 1,231.38602520

-$195K (2026/05/27)
207 days
4 bds
3 ba
3,986 sqft

Overview

Under contract-accepting backup offers. 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, an opportunity priced 4-bedroom, 3.5-bath home to get into the coveted Winter Park Vias while adding your final touches to personalize this home while prioritizing location, schools, privacy and connectivity. With 3,986 square feet on a 0.40-acre lot, it offers the perfect blend of luxury and comfort, featuring a super spacious kitchen, 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

Florida • WINTER PARK • 32789 • House • Active With Contract

Details

Type:
Residential
Parking:
Circular Driveway / Driveway / Electric Vehicle Charging Station(s) / Garage Faces Side / Golf Cart Parking / Guest
Year Built:
1953
Lot:
0.40 Acres
Heating:
Central
Price/sqft:
$539
Cooling:
Central Air / Zoned
HOA:
No Data

Valuation

Our model vs. what's actually selling nearby.
Estimate
$1,895,000
$791K – $2.8M
Confidence Low
List vs. estimate
$255K above estimate
List $2,150,000 · +13.5%
Our model says this listing is priced above recent comparable activity. Room to negotiate.
Price per sq ft
$539
+16.8% vs. city median $461
Based on
5 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax
$13,185
2025
Pool
In Ground
View
Garden, Pool
Garage
2 car garage
Pets
Allowed
All facts and features

  • Flooring

    • Porcelain Tile

    • Tile

    • Hardwood

    Heating

    • Central

    Cooling

    • Central Air

    • Zoned

    Appliances

    • Dishwasher

    • Disposal

    • Electric Water Heater

    • Range Hood

    Other interior features

    • High Ceilings

    • Living Room/Dining Room Combo

    • Primary Bedroom Main Floor

    • Split Bedroom

    • Stone Counters

    • Vaulted Ceiling(s)

    • Window Treatments

    Bedrooms and bathrooms

    • Bedrooms: 4

    • Bathrooms: 1

    • Full bathrooms: 3

  • Parking

    • Circular Driveway

    • Driveway

    • Electric Vehicle Charging Station(s)

    • Garage Faces Side

    • Golf Cart Parking

    • Guest

    Property

    • Levels: Two

    • Pool Private: Yes

    • Exterior Features: Awning(s) / Garden / Irrigation System / Private Mailbox / Sidewalk

    Lot

    • Lot: 0.40 Acres

    Other Property Information

    • Parcel Number: 302132547601020

    • Zoning: R-1AA

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • BB/HS Internet Available

    • Cable Available

    • Electricity Connected

    • Fiber Optics

    • Natural Gas Connected

    • Public

    • Water Connected

  • Other financial information

    • Annual tax amount: $13,185

  • Source details

    • MLS ID: O6355858

    Other facts

    • Construction Materials: Block

    • Foundation Details: Crawlspace / Slab

    • Fireplace Features: Family Room / Living Room / Wood Burning

    • Laundry Features: Inside / Laundry Room

    • Lot Features: Landscaped / Oversized Lot / Private / Sidewalk

    • Patio And Porch Features: Covered / Front Porch / Patio

    • Pool Features: In Ground / Lighting / Other

    • Direction Faces: Northeast

    • Architectural Style: Mid-Century Modern / Traditional

    • Fireplace: Yes

    • Garage Spaces: 2

    • Attached Garage: Yes

    • Garage: Yes

    • Living Area: 3986

    • Water Source: Public

    • Subdivision Name: MAITLAND SHORES

Private inquiry
Talk to the advisor on this listing.
Floor plans, HOA docs, off-market comparables, scheduling a private showing — one message, direct to the local specialist.

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Market around this address

Live counts in the same area.
View all
This zip
32789
195
median $1.2M
Active
Same city
WINTER PARK
362
median $639K
Active
Same type
House
220
median $1.0M
Active
Similar price
$1.5M – $2.8M
59
median $2.0M
Active

The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: CORCORAN PREMIER REALTY