Gabriella Massaro

Gabriella Massaro Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

$1,465,000.00
1581 MAGNOLIA AVE, WINTER PARK, FL - 32789
4 beds
4.0 baths
2,756 sqft
$1,465,000.00
1581 MAGNOLIA AVE, WINTER PARK, FL - 32789
Gabriella Massaro
$1,465,000.00
4 beds
4.0 baths
2,756 sqft
1581 MAGNOLIA AVE, WINTER PARK, FL - 32789
For Sale
Photo 1
  • Built in 2005
  • $531.57/sqft
  • Lot size: 7,646 sqft
  • 62 days on market

Perfectly situated along a picturesque brick lined street with sidewalks in the heart of Winter Park, this beautifully refined residence offers timeless elegance, exceptional craftsmanship and a warm, inviting atmosphere just moments from the area's renowned parks, boutiques and dining. Bathed in natural light, the thoughtfully designed two story floor plan features four bedrooms, four full baths and rich maple wood flooring throughout the main living areas. At the heart of the home, the stunning chef's kitchen is designed for both everyday living and effortless entertaining, showcasing an expansive center island with a beverage refrigerator, granite countertops, a beautiful backsplash, abundant custom wood cabinetry, a pantry and a five burner gas range with double ovens. The kitchen flows seamlessly into the spacious family room, where a gas fireplace creates a welcoming focal point and French doors open to the covered patio and private backyard, extending the living space outdoors. The elegant dining room, accented with custom wainscoting, provides a sophisticated yet comfortable setting for intimate dinners and larger family gatherings alike. Just beyond, the thoughtfully designed laundry room with a butcher block countertop, custom shelving and storage. A versatile first floor room, currently serving as a playroom, is adjacent to a beautifully appointed marble floored full bath and is equally suited as a guest suite, executive office, fitness room or flex space. Upstairs, a cozy loft landing provides an additional sitting area or workspace, while the luxurious primary suite serves as a peaceful retreat featuring a beautifully new spa inspired bath with dual vanities, granite countertops, a soaking tub, an oversized walk in shower and an impressive custom walk in closet. Two additional bedrooms are connected by a beautifully renovated Jack and Jill bath, each with its own private vanity area for added comfort and functionality. Thoughtful details including higher ceilings, generous storage, plantation shutters, crown molding and baseboards enhance the home's refined character throughout. Adding exceptional versatility, the detached guest house features a full bath and a spacious walk in closet, creating the ideal space for guests, a private home office, studio or multigenerational living. The front paver area along with a long, deep driveway provides abundant parking while complementing the home's exceptional curb appeal. Ideally zoned for highly regarded Dommerich Elementary, Maitland Middle and Winter Park High School, this exceptional property also offers a 2021 roof, three HVAC systems (one approximately three years old and two approximately six years old), a Rinnai gas tankless water heater, newly added insulation and a storage shed not within site yet easily accessed just behind the guest house and the added benefit of no HOA. This is more than a home, it is a place to gather, entertain, relax and create lasting memories in one of Winter Park's most sought after neighborhoods and a most desirable lifestyle. Welcome Home!

  • Directions: From Palmer to Temple, Right on Magnolia, Home is on the left.
  • County: Orange
  • Geo subdivision: LAKE KNOWLES TERRACE ADD 02

Nearby Schools

Dommerich Elem

Maitland Middle

Winter Park High

Features

Financial

Let's get in touch!

Gabriella Massaro

Gabriella Massaro

Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

See also

For Sale
1113 VIA DEL MAR, WINTER PARK, FL - 32789
$1,595,000.00
3 bds
2.0 ba
2,012 sqft
1113 VIA DEL MAR, WINTER PARK, FL - 32789
For Sale
3807 PELICAN LANE, ORLANDO, FL - 32803
$1,499,000.00
5 bds
4.5 ba
3,358 sqft
3807 PELICAN LANE, ORLANDO, FL - 32803
For Sale
2925 OBERLIN AVENUE, ORLANDO, FL - 32804
$1,589,000.00
5 bds
4.5 ba
3,421 sqft
2925 OBERLIN AVENUE, ORLANDO, FL - 32804
Stellar MLS
  • Source: Stellar MLS
  • MLS #: O6396118
Listing updated: July 28, 2026 at 5:52PM
Listing provided by: Jo Ann Lamar, PREMIER SOTHEBY'S INTL. REALTY
Last checked 15 hours ago
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