Best Neighborhoods to Invest in Sarasota Real Estate

1. Esplanade on Palmer Ranch

Esplanade on Palmer Ranch is a luxury, resort-style community known for Mediterranean-inspired homes and elegant landscaping. Esplanade rental properties are very expensive to maintain and have many restrictions. However, with long-term tenants, it’s also very profitable.

As of January 2025, the HOA requires tenants to stay for a minimum of 30 days and requires holding the tenants’ security deposit equal to the first month’s rent. This is to deter short-term rentals. However, from January to April, a 2 bedroom condo (~$480k) can rent for $6,000-$8,000 a month.

The community has one of the largest heated pools (88°F) in Sarasota, fitness center, clubhouse, full bar, restaurant, waterpark for the kids, tennis courts, pool table, ping pong table and events every day. The HOA fee varies based on property type and there is no CDD fee.

It’s also conveniently located near Legacy Trail offering access to walking, running and biking outdoors. The gated community offers upscale living in single family homes, townhomes and condos. Definitely the best place to buy investment condo in Sarasota, Florida.

2. Bay Landing

Bay Landing is a family-friendly neighborhood with a mix of single family homes and townhomes by D.R. Horton. The HOA is $140/month, while the average monthly rent is $2,500-$3,200 for a 3 bedroom townhouse.

It features a giant unheated pool, fitness center, kids playground, dog park, guest parking and belongs to a “A” rated elementary school. It’s located near Big Top Brewing, Fruitville Library, Cooper’s Hawk and a new shopping center. Not to mention, it’s 2-3 minutes from the I-75 highway. Making it very accessible to get to Lakewood Ranch, Venice, Tampa and St. Pete.

3. The Townhomes at Skye Ranch

The Townhomes at Skye Ranch is part of a new master-planned development that was built in 2023.  It features contemporary townhomes with open floor plans and stylish finishes by Taylor Morrison.

Additionally in August 2025, over 40% of the kids in Sarasota’s best elementary school will be moving to the new Skye Ranch elementary school. Ashton elementary was overcrowded and a decision was made to move 46% of the students to Skye Ranch. Imagine what this will do to property prices in Skye Ranch.

Residents enjoy amenities like nature trails, a resort-style pool, and retail spaces inside the community. Its location prioritizes proximity to nearby schools and access to I-75 for nearby employment. The Skye Ranch area will become the best place to invest in Sarasota real estate after everything has been built and finished.

4. Promenade East

Promenade East is a gated community offering single-family homes and townhouses with spacious layouts and modern features. Your tenants will benefit from well-maintained common areas, swimming pool, a dog park, proximity to I-75 highway, 14 minute drive to Siesta Key beach and is directly connected to Legacy Trail!

Additionally, Promenade Easy belongs to Ashton Elementary School, which is the #1 elementary school. It also belongs to Sarasota Middle School, the #1 middle school in Sarasota. Parents will pay a heavy premium to rent in this association, so they can send their kids to these “A” rated schools.

The neighborhood is ideal for those looking for a peaceful setting in a suburban atmosphere. Promenade East will attract tenants looking for “A” rated schools, convenience and new construction. The HOA fee is $273 as of January 2025 and there is no CDD fee.

5. Vintage Grand at Palmer Ranch

Vintage Grand at Palmer Ranch is a condominium complex offering affordable housing in a prime Sarasota location. It’s very close to Siesta Key beach, downtown Sarasota and Gulf Gate. Also, it belongs to an excellent elementary school and the best rated middle school in Sarasota.

The community features two pools, tennis courts, and a fitness center. It’s directly connected to Potter Park and miles of hiking trails. Catering to an active lifestyle. Its proximity to Siesta Key and shopping centers makes it appealing for residents seeking convenience.

Costco is across the street! While older, the community has renovated many of its walls, stucco and installed new roofs during 2022-2024. Enhancing its value and aesthetics. It’s excellent for renters and ideal for section 8 housing voucher program.

6. VillageWalk of Sarasota

VillageWalk of Sarasota is a gated, maintenance-free community known for its extensive amenities. It has a private gas station! There are multiple pools, a fitness gym, and a town center with a restaurant/cafe. It’s beautiful and well kept.

The single-family homes and townhomes, are built around scenic lakes and endless walking paths. Residents enjoy an eventful social calendar and share a strong sense of community. Its location in Palmer Ranch ensures easy access to beaches, shopping, and dining.

It belongs to Ashton elementary school and Sarasota middle school. Both ranked #1 in Sarasota and are “A” rated schools. The community is heavy on renters who pay a premium to send their kids to these schools.

7. Serenade on Palmer Ranch

Serenade on Palmer Ranch is a gated condominium community offering a mix of affordability and convenience in a desirable location. Amenities include a swimming pool, hot tub, a fitness center, and tennis courts.

The community is close to top-rated schools, shopping, and beaches. Making it very popular among families and young professionals. Serenade combines practicality with resort-style living. It’s ideal for landlords and tenants, a true medium.

8. The Landings

The Landings is an exclusive community offering a mix of single-family homes, villas, and condos in a serene, gated setting. Known for its natural beauty and prime location, the neighborhood features walking trails, a nature preserve, and waterfront views.

Amenities include a private racquet club with tennis courts, giant swimming pool, and a fitness center. Its location near downtown Sarasota and Siesta Key enhances its appeal for luxury renters.

9. Midnight Cove on Siesta

Midnight Cove on Siesta is a vacation-friendly condominium complex offering waterfront accommodations with private beach access. Residents and guests enjoy amenities like pools, tennis courts, and a marina for boating enthusiasts.

The community’s location on Siesta Key makes it a prime choice for those seeking coastal living. Midnight Cove blends resort living with the comforts of home.

10. The Palm Bay Club

The Palm Bay Club is a waterfront condominium community located on Siesta Key, offering a mix of Gulf and bay views. It provides resort-style amenities, including pools, hot tubs, tennis courts, and private beach access.

Ideal for vacationers and residents alike, the community has short-term rental options for investment opportunities. Its central location makes it a favorite for those seeking a luxurious beachside experience.

11. Arbor Lakes

Arbor Lakes is a lively, family-oriented community located in Palmer Ranch.  Featuring large single-family homes with high-end finishes. There’s a resort-style pool, waterpark for the kids, gated pirate-themed kids playground, basketball courts, and walking trails.

The neighborhood is belongs to Ashton, an “A” rated elementary school. It’s in a prime location near a shopping plaza with restaurants and coffee shops. It’s very popular among families. Arbor Lakes offers a blend of luxury and community-focused living.