Winter Park Homes with Split Level Property Description

Welcome to Winter Park, Florida, a picturesque city nestled in Orange County, renowned for its enchanting tree-lined streets, vibrant cultural scene, and a rich history that dates back to the late 19th century. This charming community is celebrated for its beautiful parks, pristine lakes, and a thriving downtown area filled with boutique shops, delightful eateries, and art galleries. With its close proximity to Orlando, Winter Park offers the perfect blend of suburban tranquility and urban convenience, making it an ideal place to call home.

One of the most sought-after property styles in this idyllic region is the split-level home. These unique residences are designed to maximize living space and provide a seamless flow between different areas of the house. Typically featuring multiple levels that are staggered, split-level homes offer a distinctive architectural charm that appeals to a variety of buyers. The layout often includes a spacious living area on one level, with bedrooms and additional family spaces on other levels, creating a sense of privacy and separation while still promoting togetherness.

In Winter Park, split-level homes are often surrounded by lush landscaping and mature trees, providing a serene backdrop for family gatherings and outdoor activities. Many of these properties boast modern updates while retaining their classic charm, making them a perfect fit for families, professionals, and retirees alike. Whether you’re looking for a cozy retreat or a spacious family home, Winter Park’s split-level properties offer a wonderful opportunity to enjoy the best of Florida living in a community that’s rich in culture and natural beauty. Come explore the possibilities that await you in this enchanting city!

Newest Winter Park Homes with Split Level Property Description

$586,567

5 Beds ⋅ 3 Baths ⋅ Attilio G Panacciones Sub SubDv. ⋅ 32789 Zip Code

SOVERA Realty is gifting the buyer a one-year home warranty! Discover a versatile investment opportunity in desirable Winter Park. This duplex offers a combined five bedrooms and three bathrooms across two well-appointed residences. Unit A features two bedrooms and one bathroom, luxury vinyl flooring, tile flooring in the kitchen, and ceiling fans throughout. Unit B provides ample living space with three bedrooms and two bathrooms, luxury vinyl plank and tile flooring, and ceiling fans throughout. Unit B is currently tenant occupied through October, offering immediate rental-income potential. Seller currently occupies Unit A and may consider a post-closing leaseback arrangement with the buyer. Terms are subject to mutual written agreement. All existing appliances, including the washer and dryer, convey with the sale. Conveniently located near Winter Park shopping, dining, entertainment, and major roadways, this property offers an appealing opportunity for investors or future owner-occupants.

1421 Michigan Avenue, Winter Park

$285,000

2 Beds ⋅ 3 Baths ⋅ Sandlewood Creek Phase 2 SubDv. ⋅ 32789 Zip Code

Virtually Staged. MOVE IN READY in Winter Park with nearly $30,000 in recent upgrades and improvements! This beautifully updated 2 bedroom, 2.5 bathroom condo in Sandlewood Creek offers a bright, open layout, conservation views and a quiet community setting in an incredibly convenient location. The main level features a spacious open living and dining area with plenty of room to create separate gathering and dining spaces while maintaining an easy flow throughout the home. The updated kitchen features white cabinetry, granite countertops, stainless steel appliances and a breakfast bar overlooking the living and dining space. A convenient half bath, interior laundry, washer and dryer included, and an additional downstairs storage closet complete the first floor. Step outside to the screened rear porch overlooking conservation, creating a peaceful outdoor space with added privacy. Upstairs, the primary bedroom features a private en suite bathroom, while the second bedroom is located near the additional full bath. A small landing separates the two bedrooms and includes an additional upstairs storage closet, providing valuable extra space for linens, seasonal items or everyday storage. Nearly $30,000 in recent upgrades and improvements include vinyl flooring and baseboards upstairs completed in September 2023, an updated kitchen with cabinetry, countertops and stainless steel appliances in 2023, AC installed in January 2024, roof is 2021, washing machine replaced in 2024, fresh interior paint and new downstairs baseboards completed in July 2026, plus a 2018 water heater. Sandlewood Creek is an established community with a community pool and one assigned parking space. Maitland Community Park is located directly behind the community and connects to additional park space, offering convenient access to trails and outdoor recreation. Park Avenue and Downtown Winter Park are approximately 10 minutes away, putting shopping, dining and entertainment within easy reach. With its extensive recent improvements, conservation setting, screened porch, multiple storage areas and convenient Winter Park location, this home is truly move in ready.

283 Sandlewood Trail Unit 3, Winter Park

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