Longwood Run Real Estate

Welcome to Longwood Run, a picturesque subdivision nestled in the heart of The Meadows, Sarasota, Florida. This charming community is a hidden gem that perfectly blends serene living with vibrant Florida culture. Longwood Run boasts beautifully landscaped streets lined with mature trees, creating a tranquil environment that feels like a retreat from the hustle and bustle of everyday life.

Residents of Longwood Run enjoy access to an array of amenities that enhance their quality of life. The community features well-maintained walking and biking trails, perfect for morning strolls or evening bike rides. Nearby, you’ll find an impressive selection of recreational facilities, including tennis courts, swimming pools, and scenic parks that cater to families and individuals alike.

The Meadows is renowned for its lush, natural beauty and offers residents an active lifestyle with various social and recreational opportunities. Golf enthusiasts will appreciate the close proximity to several championship golf courses, while nature lovers can explore the stunning wetlands and wildlife preserves that Sarasota is famous for.

Longwood Run is conveniently located just a short drive from downtown Sarasota, where you can indulge in fine dining, boutique shopping, and cultural experiences, including art galleries and theaters. The beautiful Gulf Coast beaches are also within easy reach, making it simple to soak up the sun and enjoy the warm, sandy shores.

Whether you’re seeking a family-friendly neighborhood, a peaceful retirement community, or a vibrant place to call home, Longwood Run offers something for everyone. Experience the perfect blend of comfort, convenience, and community in this delightful Sarasota subdivision. Welcome home!

Newest Listings in Longwood Run

$449,000

3 Beds ⋅ 2 Baths ⋅ Longwood Run SubDv. ⋅ 34235 Zip Code

Tucked away in the quiet back section of the well maintained community of Tivoli Village in Longwood Run, this beautifully updated 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and serene Florida living. The highlight of this exceptional property is the breathtaking lake view framed by majestic oak trees—creating a private, park-like, peaceful backdrop that truly sets this home apart. From the moment you arrive, you’ll be captivated by the fresh, light exterior paint, lush tropical landscaping, and a stately oak tree that sets the tone for the tranquil setting. The HOA is responsible for landscaping, roof repair & replacement and painting of all exterior walls. HOA fees include: property insurance, landscaping, mowing, irrigation, admin fees, roof replacement & repairs, and exterior painting. Step inside to a warm, inviting entry that opens into a bright, airy open-concept floor plan featuring soaring vaulted ceilings. Stunning Spanish-inspired tile flooring flows throughout most of the home, creating a cohesive and elegant feel. The recently updated kitchen is a true centerpiece, featuring sleek modern cabinetry, matching appliances, unique concrete countertops, a chic tile backsplash, and a stainless refrigerator—perfect for both everyday living and entertaining. A top of the line reverse osmosis in the kitchen, adds an extra layer of comfort and quality. The thoughtfully designed split floor plan offers privacy for guests, with two guest bedrooms and a conveniently located bathroom. One bedroom features French doors, making it ideal as a home office, den, or art studio. The home features vaulted ceilings throughout creating an open, airy feel. The spacious primary suite is a true sanctuary, complete with laminate flooring, a large walk-in closet, and sliding glass doors that lead directly to the pool patio. The en suite bathroom offers dual sinks, solid surface countertops, and a large soaking tub perfectly positioned to take in peaceful lake views. In addition, 2 skylights infuse the primary bathroom with soft, natural light. Indoor-outdoor living is seamless, with multiple sliding doors from the main living area opening to the expansive screened pool patio. This inviting space is ideal for relaxing, entertaining, or working from home in a tranquil setting. Enjoy the sparkling pool, shaded awnings for cool comfort, and picturesque surroundings that make alfresco dining a daily pleasure. Ideally located near UTC shopping and dining, with easy access to Lakewood Ranch, world-renowned Gulf beaches, and Sarasota-Bradenton International Airport, this home offers both convenience and a coveted Florida lifestyle. Don’t miss the opportunity to own this move-in ready gem in one of the area’s most desirable communities.

4750 Tivoli Avenue, Sarasota

$424,900

3 Beds ⋅ 2 Baths ⋅ Longwood Run SubDv. ⋅ 34235 Zip Code

NEW ROOF (2026), Awesome lake views! You will not find a better lake view out there, and it is a real lake! Well-maintained 3-bedroom, 2-bath home offering 2,147 square feet under air with a 2-car garage. Major updates include a new tile roof (2026), new A/C (2024), new electric panel (2020), and includes an auxiliary generator (2020) with included propane tanks. Most windows have been upgraded to impact glass (excluding sliders and kitchen window) (2018). The kitchen features granite counters, custom cabinets and stainless-steel appliances. Both bathroom showers have ceramic tile all the way up to the ceiling. As already stated, the home offers one of the best lake views, visible from the owner's suite, main living areas and large screened lanai. A spacious, private side courtyard provides additional outdoor living space, ideal for entertaining and relaxing. Basically, you have outside living along the back and entire side of the home. No CDD"s. HOA handles roof replacement and repairs; outside painting; pressure washing; irrigation and pump; driveway and walkway repairs; and mowing, trimming and edging. Also, because the HOA handles the roof and exterior, the homeowner's insurance is lower than it would be on a single family home. Even though this home is called a villa, it is like a single family home because there are no shared living walls. Kayaking and canoeing are allowed on the lake, for leisure, fishing or wildlife watching. Conveniently located near UTC Mall, Downtown Sarasota, Mote Marine, Whole Foods, Fresh Market, tons of restaurants, shopping and a short drive to the best beaches around.

4870 Tivoli Court, Sarasota

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