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Your Siesta Key REALTOR® — Barrett Henry
Sarasota County, Florida
Why Work With Barrett in Siesta Key
Not all agents are created equal. Here's what sets Barrett apart.
23+ Years of Experience
With over two decades in real estate, Barrett brings deep market knowledge, sharp negotiation skills, and a proven track record to every transaction.
Siesta Key Market Expert
Barrett knows Siesta Key inside and out — schools, neighborhoods, pricing trends, and which streets are worth the premium. That insight saves you time and money.
Data-Driven Results
Every recommendation is backed by current MLS data, comp analysis, and market trends — not guesswork. Barrett's clients make informed decisions.
Recent Listings in Siesta Key
Browse active homes for sale in Siesta Key represented or curated by Barrett Henry.
Active$1,199,000
20 WHISPERING SANDS DRIVE
SARASOTA, FL 34242
2 Bed2 Bath1,282 sq ft Sqft
Active$2,790,000
300 GARDEN LANE
SARASOTA, FL 34242
4 Bed4 Bath3,256 sq ft Sqft
Active$639,000
6285 MIDNIGHT PASS ROAD
SARASOTA, FL 34242
2 Bed2 Bath1,306 sq ft Sqft
Active$2,299,000
4708 OCEAN BOULEVARD
SARASOTA, FL 34242
3 Bed3 Bath2,277 sq ft Sqft
Active$2,450,000
4508 WOODSIDE ROAD
SARASOTA, FL 34242
3 Bed2 Bath2,341 sq ft Sqft
Active$625,000
137 AVENIDA MESSINA
SARASOTA, FL 34242
2 Bed2 Bath900 sq ft Sqft
Active$1,725,000
5507 CONTENTO DRIVE
SARASOTA, FL 34242
3 Bed3 Bath1,788 sq ft Sqft
Active$1,050,000
611 VENICE LANE
SARASOTA, FL 34242
3 Bed2 Bath2,168 sq ft Sqft
Active$3,690,000
8800 MIDNIGHT PASS ROAD
SARASOTA, FL 34242
4 Bed5 Bath3,676 sq ft Sqft
Active$879,900
782 BIRDSONG LANE
SARASOTA, FL 34242
2 Bed2 Bath1,577 sq ft Sqft
Active$2,100,000
471 ISLAND CIRCLE
SARASOTA, FL 34242
3 Bed4 Bath2,922 sq ft Sqft
Active$373,900
1350 PORTOFINO DRIVE
SARASOTA, FL 34242
1 Bed2 Bath780 sq ft Sqft
Listing information provided by Stellar MLS. IDX information is for personal, non-commercial use only. Data is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal.
About Barrett Henry
Barrett Henry is a licensed real estate Broker Associate with REMAX Collective and team lead of The NOW Team. With 23+ years of real estate experience, Barrett specializes in residential and commercial sales, property management, investment properties, new construction, and military relocation across Tampa Bay's 8-county region. Known for data-driven market analysis, relentless negotiation, and a no-nonsense approach to getting deals closed.
Ready to buy or sell in Siesta Key? Barrett is just a call away at (813) 733-7907 or email barrett@nowtb.com.
What Clients Say
“Barrett made our Siesta Key home search seamless. His market knowledge is unmatched and he negotiated a deal that saved us thousands.”
— Happy Siesta Key Homeowner
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Work with Barrett Henry in Siesta Key
REALTOR® & Broker Associate — 23+ years of real estate experience