Whitfield Estates Homes with Street Lights Community Features

Welcome to Whitfield Estates, a delightful enclave nestled in the heart of Palm Aire, Florida, within Manatee County. This charming subdivision is not just a place to live; it’s a community where neighbors become friends and families flourish.

Whitfield Estates boasts a picturesque setting with well-maintained streets lined with beautiful homes, each exuding character and warmth. One of the standout features of this community is its thoughtfully designed street lighting, which not only enhances the aesthetic appeal but also ensures safety and security for all residents. Imagine evening strolls under the soft glow of street lamps, where the ambiance invites you to connect with your neighbors and enjoy the tranquil surroundings.

The homes in Whitfield Estates are a perfect blend of modern convenience and classic charm, offering a variety of styles to suit every taste. From spacious single-family homes to cozy retreats, there’s something for everyone in this vibrant community. Many of these residences feature lush landscaping and private backyards, ideal for hosting gatherings or enjoying peaceful moments with loved ones.

Living in Whitfield Estates means embracing a lifestyle filled with recreational opportunities, as the community is conveniently located near parks, golf courses, and shopping centers. Whether you’re an outdoor enthusiast or someone who enjoys the hustle and bustle of city life, this subdivision caters to all lifestyles.

Discover the warmth and charm of Whitfield Estates, where every day feels like a getaway in your own backyard. Join us and experience the perfect blend of community, comfort, and convenience in beautiful Palm Aire, Florida!

Newest Whitfield Estates Homes with Street Lights Community Features

$555,000

2 Beds ⋅ 2 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code

Welcome to this charming mid-century Florida rancher nestled in the sought-after waterfront neighborhood of Whitfield Estates — one of Sarasota's most beloved and established communities. Set on a generous 0.29-acre corner lot, this 2-bedroom, 2-bathroom home offers 1,371 square feet of comfortable living space with genuine Florida character and serious income-producing potential. Whether you're searching for a personal retreat or a turnkey investment, this home delivers. Currently active on Airbnb and generating approximately $180 per night, it has already proven itself as a strong short-term rental performer — making it an exceptional opportunity for investors looking to capitalize on Sarasota's thriving tourism market. Inside, you'll find renovated bathrooms that bring a fresh, modern touch to the home's classic bones. The layout is bright and functional, with a warm, welcoming feel that guests and homeowners alike will appreciate. Step outside and enjoy everything that comes with life in Whitfield Estates — a peaceful, established neighborhood with a true sense of community, no HOA, and easy access to the very best of Sarasota. World-renowned Siesta Key Beach, the cultural richness of downtown Sarasota, St. Armands Circle shopping, and the Ringling Museum are all just minutes away. No HOA. Corner lot. Proven rental income. And all the Florida sunshine you could ask for. Offered at $570,000.

138 Pearl Avenue, Sarasota

$549,000

2 Beds ⋅ 1 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code

West of the Trail in Whitfield Estates, this mid-century gem captures the charm and character that define classic Florida architecture. From the original terrazzo floors to the preserved kitchen design, the home reflects the clean lines and simplicity that make mid-century residences so desirable. The spacious great room with fireplace serves as the heart of the home, offering natural light and comfortable gathering space while maintaining its authentic architectural appeal. Situated on a rare double lot, the property offers exceptional flexibility and long-term potential. Expand the footprint, design a custom pool, add a detached garage, or simply enjoy the privacy and space that are increasingly rare west of the Trail. Located on sought-after Westmoreland Drive, just across from multi-million-dollar bayfront estates, this property blends historic charm with premier positioning. Residents of Whitfield Estates have the unique opportunity to enjoy dining at nearby Sara Bay Country Club. For an optional annual HOA fee of just $35, owners may obtain a culinary membership granting full access to the clubhouse for dining and social events (golf privileges not included; membership subject to club approval). Minutes to Sarasota Bay, IMG Academy, SRQ Airport, and downtown Sarasota — this is authenticity, land, and lifestyle in one of the area’s most established West of the Trail neighborhoods.

7549 Westmoreland Drive, Sarasota

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