Siesta Key REALTOR® — Barrett Henry
Broker Associate with REMAX Collective serving Siesta Key, Sarasota County, and the entire Tampa Bay metro. 23+ years of real estate experience. REMAX Hall of Fame member. FL Broker License #BK3313308.
Designations: e-PRO • MRP (Military Relocation Professional) • SRS (Seller Representative Specialist)
YOUR SIESTA KEY REALTOR®
Why Choose Barrett Henry in Siesta Key?
Finding the right REALTOR® in Siesta Key can make the difference between a smooth transaction and a stressful one. Barrett Henry is a licensed Florida Real Estate Broker Associate with REMAX Collective — not a sales agent learning on your deal. With 23+ years of real estate experience, Barrett brings the market knowledge, negotiation skill, and local expertise that Siesta Key buyers and sellers need to win in today's competitive market.
Barrett is a REMAX Hall of Fame member, meaning he has earned over $1 million in gross commissions during his REMAX career. He holds three professional designations: e-PRO (digital marketing and technology), MRP (Military Relocation Professional), and SRS (Seller Representative Specialist). These aren't participation trophies — they represent specialized training that directly benefits clients.
Every client gets Barrett's direct cell phone number: (813) 733-7907. No call centers. No automated voicemail trees. No being handed off to a junior agent. When you call Barrett, Barrett answers.
Barrett Henry at a Glance
FULL-SERVICE REAL ESTATE
Real Estate Services in Siesta Key
Barrett Henry and The NOW Team handle every type of real estate transaction in Siesta Key — from first-time buyers to luxury estates, investment properties to commercial deals. Here's what Barrett brings to the table.
Buying a Home in Siesta Key
Looking for homes in Siesta Key? Barrett helps buyers at every price point — from starter homes to luxury properties. You get Barrett's direct guidance on neighborhoods, school zones, flood maps, HOA rules, and pricing strategy. Buyer representation typically costs you nothing out of pocket.
Browse Homes for Sale →Selling Your Siesta Key Home
Barrett's seller clients benefit from professional photography, MLS exposure, targeted digital marketing, and the global reach of the REMAX network (145,000+ agents in 120+ countries). Every listing gets a custom pricing strategy backed by current MLS comp data — not a Zestimate.
Selling Resources →Investment Properties
Whether you're buying your first rental property or expanding a portfolio, Barrett analyzes cap rates, cash-on-cash returns, and rental market data for Siesta Key and Sarasota County. He also manages investment properties through ViVi PM for clients who want hands-off ownership.
Investment Properties →New Construction
Siesta Key has active new-construction communities with builder incentives that change monthly. Barrett knows every builder, every phase, and which incentives are actually worth taking. Having your own REALTOR® in a new-construction deal protects your interests — the builder's agent works for the builder, not you.
New Construction →Military Relocation (MRP)
Barrett holds the Military Relocation Professional (MRP) designation and understands VA loans, BAH calculations, PCS timelines, and the unique challenges military families face. Whether you're PCSing to MacDill AFB, relocating from another base, or a veteran using your VA benefit, Barrett has you covered.
Contact Barrett →Commercial Real Estate
Through REMAX Commercial, Barrett handles commercial transactions in Siesta Key including retail, office, multifamily, industrial, and land. REMAX Commercial agents have access to CoStar, LoopNet Premium, and Crexi Professional — the same tools used by the largest commercial brokerages.
Discuss a Commercial Deal →SEARCH BY PROPERTY TYPE
Siesta Key Property Search
Homes for Sale in Siesta Key
Showing 12 of 356 active listings in Siesta Key, Sarasota County. Updated daily from Stellar MLS.
Active$1,300,000
8764 MIDNIGHT PASS ROAD
SARASOTA, FL 34242
Active$700,000
8779 MIDNIGHT PASS ROAD
SARASOTA, FL 34242
Active$2,350,000
5331 SIESTA COVE DRIVE
SARASOTA, FL 34242
Active$2,590,000
300 GARDEN LANE
SARASOTA, FL 34242
Active$800,000
7425 MIDNIGHT PASS ROAD
SARASOTA, FL 34242
Active$2,395,000
4508 WOODSIDE ROAD
SARASOTA, FL 34242
Active$3,690,000
8800 MIDNIGHT PASS ROAD
SARASOTA, FL 34242
Active$8,500,000
4034 ROBERTS POINT ROAD
SARASOTA, FL 34242
Active$2,490,000
5880 MIDNIGHT PASS ROAD
SARASOTA, FL 34242
Active$3,699,000
412 TREASURE BOAT WAY
SARASOTA, FL 34242
Active$989,000
7820 MIDNIGHT PASS
SARASOTA, FL 34242
Active$2,350,000
7345 PINE NEEDLE ROAD
SARASOTA, FL 34242
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.
NEIGHBORHOODS & SUBDIVISIONS
Siesta Key Neighborhoods Barrett Serves
Barrett Henry is your REALTOR® for every neighborhood and subdivision in Siesta Key. Whether you're buying, selling, or just exploring, Barrett knows the streets, the schools, the HOAs, and the price trends in each of these communities.
THE REMAX ADVANTAGE
Why REMAX in Siesta Key?
When you work with Barrett Henry, you get the full power of the most recognized real estate brand on the planet. REMAX operates in 120+ countries with 145,000+ agents and over 50 years of proven results. REMAX agents average 11.9 transaction sides per year — more than double the industry average of 5.3.
For sellers in Siesta Key, that brand recognition translates directly into more eyeballs on your listing. REMAX has 32.9% unaided brand awareness — more people name REMAX first, without prompting, than any other real estate company. When your listing has the REMAX name behind it, buyers pay attention.
For buyers, REMAX's global referral network means Barrett can connect you with a vetted agent anywhere in the world. Moving to Siesta Key from out of state? Barrett receives referrals from REMAX agents nationwide. Leaving Siesta Key? Barrett connects you with someone he trusts at your destination.
120+
Countries
145K+
Agents
11.9
Avg Sides/Year
#1
Most Trusted Brand
CLIENT REVIEWS
What Clients Say About Barrett Henry
★★★★★
“Working with Barrett Henry has truly been THE BEST experience I've ever had with a realtor. From start to finish, he made the process smooth and stress-free.”
Regina Castillo
Tampa Bay
★★★★★
“We have used Barrett many times for both buying and selling properties, and he has always exceeded our expectations.”
Sandra Misuraca
Tampa Bay
★★★★★
“I've had Barrett as my realtor for 10 years now. After using his services to sell my first house, I never needed to find another agent.”
Ryan Mauk
Tampa Bay
STEP BY STEP
How Barrett Helps You Buy a Home in Siesta Key
Initial Consultation
Call Barrett at (813) 733-7907 or schedule a meeting. You'll discuss your goals, budget, timeline, and what you're looking for in Siesta Key. Barrett will explain the current market conditions, what your budget can get you, and what to expect from start to close.
Pre-Approval & Strategy
Barrett connects you with trusted local lenders for pre-approval. He'll help you understand your buying power across different loan programs — FHA, VA, conventional, USDA, and down payment assistance programs specific to your county.
Home Search & Showings
Barrett sets up custom MLS alerts based on your exact criteria — neighborhood, price range, features, school zones. You'll see new listings within minutes of hitting the market. Barrett schedules and attends every showing with you, pointing out things you might miss.
Offer & Negotiation
Barrett writes competitive offers backed by comp analysis, not emotion. He negotiates on your behalf — price, closing costs, repairs, timelines, contingencies. With 23+ years of experience, Barrett knows how to win in multiple-offer situations without overpaying.
Under Contract to Close
Barrett manages inspections, appraisals, title, and lender coordination. He stays on top of every deadline so nothing falls through the cracks. You'll know exactly where things stand at every step — no surprises, no last-minute scrambles.
Frequently Asked Questions — Siesta Key REALTOR®
Who is the best realtor in Siesta Key, Florida?
Barrett Henry is a top-producing REALTOR® and Broker Associate with REMAX Collective serving Siesta Key and the Tampa Bay area. With 23+ years of real estate experience, FL Broker License #BK3313308, and designations including e-PRO, MRP, and SRS, Barrett has the credentials and track record that matter. He is a REMAX Hall of Fame member. Call (813) 733-7907.
How do I find a REALTOR® in Siesta Key?
Contact Barrett Henry directly at (813) 733-7907 or email barrett@nowtb.com. Barrett is a licensed Florida Broker Associate with REMAX Collective and serves all of Siesta Key, Sarasota County, and the greater Tampa Bay metro.
What neighborhoods does Barrett serve in Siesta Key?
Barrett serves every neighborhood in Siesta Key, including Downtown Siesta Key, North Siesta Key, South Siesta Key, East Siesta Key, West Siesta Key. Barrett also covers the entire Tampa Bay metro across 8 counties: Hillsborough, Pinellas, Pasco, Polk, Manatee, Sarasota, Hernando, and Citrus.
Does Barrett help with buying and selling in Siesta Key?
Yes. Barrett assists buyers, sellers, investors, and renters across Siesta Key. Services include residential sales, luxury homes, new construction, investment properties, commercial real estate, military relocation, and property management through ViVi PM.
How much does a REALTOR® cost in Siesta Key?
Buyer representation with Barrett Henry typically costs you nothing out of pocket — the seller usually pays the buyer's agent commission. For sellers, Barrett offers competitive commission structures with full-service marketing, professional photography, MLS exposure, and global reach through REMAX's 145,000+ agent network.
What is the Siesta Key real estate market like right now?
There are currently 356+ active listings in Siesta Key. Market conditions change daily — Barrett monitors MLS data in real time and can provide a current market analysis for Siesta Key in minutes. Call (813) 733-7907 for the latest numbers.
Explore Siesta Key Real Estate
More Siesta Key Resources
Contact Your Siesta Key REALTOR®
Reach Barrett Henry directly. Call (813) 733-7907 or send a message below.
Work with the Best REALTOR® in Siesta Key
Barrett Henry • Broker Associate • REMAX Hall of Fame • 23+ years of real estate experience