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Why Work With Barrett in Osprey
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.
Osprey Market Expert
Barrett knows Osprey 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 Osprey
Browse active homes for sale in Osprey represented or curated by Barrett Henry.
Active$685,000
730 FORDINGBRIDGE WAY
OSPREY, FL 34229
3 Bed2 Bath2,182 sq ft Sqft
Active$320,000
4213 EXPEDITION WAY
OSPREY, FL 34229
3 Bed2 Bath1,430 sq ft Sqft
Active$1,850,000
206 FOUR KNOT LANE
OSPREY, FL 34229
3 Bed2 Bath2,411 sq ft Sqft
Active$655,000
816 SHADOW BAY WAY
OSPREY, FL 34229
3 Bed3 Bath2,251 sq ft Sqft
Active$725,000
5100 JESSIE HARBOR DRIVE
OSPREY, FL 34229
2 Bed2 Bath2,143 sq ft Sqft
Active$1,475,000
1474 LANDVIEW LANE
OSPREY, FL 34229
4 Bed3 Bath3,246 sq ft Sqft
Active$799,900
1495 LANDVIEW LANE
OSPREY, FL 34229
3 Bed2 Bath2,474 sq ft Sqft
Active$359,000
2251 JESSIE HARBOR DRIVE
OSPREY, FL 34229
2 Bed2 Bath1,400 sq ft Sqft
Active$139,900
0 WESTVIEW DRIVE
OSPREY, FL 34229
0 Bath
Active$497,000
2309 JESSIE HARBOR DRIVE
OSPREY, FL 34229
3 Bed3 Bath2,006 sq ft Sqft
Active$609,900
619 OAK RIVER COURT
OSPREY, FL 34229
3 Bed2 Bath2,047 sq ft Sqft
Active$4,500
919 SCHERER WAY
OSPREY, FL 34229
4 Bed3 Bath2,290 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 Osprey? Barrett is just a call away at (813) 733-7907 or email barrett@nowtb.com.
What Clients Say
“Barrett made our Osprey home search seamless. His market knowledge is unmatched and he negotiated a deal that saved us thousands.”
— Happy Osprey Homeowner
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Work with Barrett Henry in Osprey
REALTOR® & Broker Associate — 23+ years of real estate experience