Active
2020 Harbourside Dr Unit 442, Longboat Key, FL 34228
MLS A4705717
$699,000
Est. $3,788/mo principal and interest at the 7.18% Freddie Mac PMMS national 30-year average as of Nov 05, 2026, with 20% down
Estimate only. Not a loan offer, rate quote or approval. Any loan approval is conditional until all underwriting conditions are met.
2 bd · 2.0 ba · 1,192 sqft · Condominium
About this home
Enjoy direct Sarasota Bay views and deeded private beach access from this updated fourth-floor residence in Fairway Bay, an established gated Bay Isles community within the Longboat Key Club setting. Residence #442 at 2020 Harbourside Drive offers 1,312 square feet of bright, airy living space with two bedrooms and two bathrooms—an inviting coastal retreat where the bay becomes part of everyday life. Floor-to-ceiling views from the kitchen, dining area, and living room create a memorable backdrop for daily living and entertaining, while the private balcony is an ideal place to begin the day with a Sarasota Bay sunrise or settle in for the evening as the sky changes over the water. Keep watch for passing boats, coastal birds, and the occasional manatee in the bay below. The residence has been thoughtfully updated with a kitchen featuring granite countertops, a granite breakfast bar, stainless-steel appliances, and a newer microwave. A front-loading LG washer and dryer are included for everyday convenience. Ceramic tile flooring extends throughout the main living areas and guest spaces, while the primary bedroom features warm wood flooring. Fairway Bay offers a resort-inspired waterfront lifestyle with scenic walking paths, a heated swimming pool and spa, fitness facilities, social spaces, tennis courts, and paddle sports. Beyond the bayfront setting, owners enjoy deeded access to the Bay Isles Beach Club, providing a private connection to Longboat Key’s renowned Gulf beaches. It is the best of both waterfront worlds: tranquil Sarasota Bay just outside your door and the Gulf of Mexico’s white-sand shoreline close by. The community’s central island location makes it easy to walk or bike to nearby conveniences, including grocery shopping, pharmacy services, and tennis. For those who wish to expand their recreational options, membership opportunities may be available through the nearby Longboat Key Club, with its golf, tennis, dining, fitness, spa, and full-service d
Key facts
- Type
- Condominium
- Size
- 1,192 sqft
- Bedrooms
- 2
- Bathrooms
- 2.0
- Avg. price per sqft
- $586
- County
- Sarasota
- MLS number
- A4705717
- Status
- Active
- Property address
- 2020 Harbourside Dr Unit 442, Longboat Key, FL 34228
Where is this home?
Common questions
How much is 2020 Harbourside Dr Unit 442, Longboat Key, FL 34228 listed for?
2020 Harbourside Dr Unit 442, Longboat Key, FL 34228 in Longboat Key, FL is listed at $699,000 (about $3,788/mo principal and interest at the 7.18% Freddie Mac PMMS national 30-year average as of Nov 05, 2026, with 20% down. Estimate only. Not a loan offer, rate quote or approval. Any loan approval is conditional until all underwriting conditions are met.)
How many bedrooms and bathrooms does 2020 Harbourside Dr Unit 442, Longboat Key, FL 34228 have?
2020 Harbourside Dr Unit 442, Longboat Key, FL 34228 has 2 bedrooms, 2.0 bathrooms, and 1,192 square feet.
Who can show 2020 Harbourside Dr Unit 442, Longboat Key, FL 34228 in Longboat Key?
Jonathan Loescher is a Tampa Bay Realtor and Mortgage Loan Originator. He can tour this home, compare nearby listings, and work the financing with you.
Does Jonathan Loescher originate VA loans in Tampa Bay?
Yes. I originate VA loans through PMF, Inc. for eligible veterans, active-duty service members, and surviving spouses. Many files can close with zero down and no monthly PMI. A funding fee may apply unless you are exempt. Eligibility is confirmed at consult. This is not a promise of approval. PMF, Inc. is not acting on behalf of or at the direction of the VA.
Can one person do the home and the loan?
Yes, if they hold both licenses. I'm a Realtor with Realty of America and, separately, a licensed Mortgage Loan Originator with PMF, Inc. Those are two separate companies, and you don't have to use both. One person can keep both sides in sync. Any loan approval is conditional until all underwriting conditions are met.
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