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Kelsey Caputo

Kelsey Caputo
Real Estate Agent (Salesperson)
Islamorada FL

Salesperson (FL: 3422202)

8 years experience

REALTOR® 11 Active Listings Serves Monroe County, FL
View on Realtor.com

Contact Information

Brokerage
Berkshire Hathaway Homeservices Keys Real Estate - Islamorada

Office Website
Office Address
P O Box 1634 85992 Overseas Hwy
Islamorada, FL  33036-1634
(Monroe County)
Office Phone
305-664-2884
Office Fax
305-664-2884
Mobile
305-363-9998
Email
kels*********@*****.com
Show Email for $5

About Kelsey Caputo

A seasoned real estate agent with deep roots in the Florida Keys, this professional possesses a comprehensive understanding of the unique attributes that define the local community. With a fervent enthusiasm for the real estate market in the Keys, they leverage a background in the construction industry to provide clients with informed guidance and assurance throughout the buying process. Committed to helping clients discover their ideal home, they are eager to share their appreciation for the distinctive island lifestyle.

Monroe County, FL Real Estate Market Analysis (Single Family Homes)

$2,566,329
Avg. Listing Price
From Kelsey's portfolio
3.4 / 3.0
Avg. Beds/Baths
Typical property size
2,076 sf
Avg. Square Footage
Interior living space
1571
Active Listings
Current inventory

Monroe County, Florida represents one of the most unique real estate markets in the United States, stretching across the iconic Florida Keys archipelago from Key Largo to Key West. This tropical paradise market operates under extraordinary constraints that make it unlike any other coastal region, with limited land availability creating a supply-restricted environment that drives both opportunity and complexity for real estate professionals.

The county's real estate landscape is served by 2,309 actively licensed agents, all of whom maintain email contact information, reflecting the tech-savvy nature required to navigate this specialized market. These professionals must master everything from hurricane-resilient construction standards to complex flood zone regulations while serving clients ranging from local fishing families to international luxury buyers seeking their slice of Caribbean-style living just 90 miles from Cuba.

Major Monroe County, Florida Real Estate Markets

Key West anchors the county's luxury market as the southernmost city in the continental United States, where historic Conch Republic charm meets million-dollar waterfront estates. The island's limited 4.2 square miles support everything from quaint Old Town cottages near Duval Street to expansive harbor-front compounds, while Islamorada has emerged as the sportfishing capital with some of the highest per-square-foot values in Florida due to its exclusive resort atmosphere and world-class marina infrastructure.

The Upper Keys, including Key Largo and Tavernier, offer the most accessible entry points to Keys living while maintaining proximity to mainland Florida amenities. Marathon serves as the geographic and commercial heart of the Middle Keys, featuring the largest year-round population and most diverse housing stock, from affordable mobile home communities to luxury canal-front properties with deep-water access to both the Atlantic Ocean and Florida Bay.

Market Dynamics and Geographic Complexity

Monroe County's real estate market operates under the unique constraint of the Rate of Growth Ordinance (ROGO), which strictly limits new residential construction to preserve the fragile ecosystem and infrastructure capacity. This creates an unusual dynamic where teardown and renovation projects often represent the primary path to modern housing, driving construction costs significantly above mainland Florida averages while maintaining property values through scarcity.

Hurricane risk and flood insurance requirements add layers of complexity that separate experienced Keys agents from mainland practitioners. Properties must navigate FEMA flood zones, wind mitigation standards, and elevation requirements that can dramatically impact both insurability and marketability, creating a specialized knowledge base that makes local expertise invaluable for successful transactions.

Why Businesses Need Monroe County, Florida Agent Contact Data

Insurance companies, mortgage lenders, and construction contractors require direct access to Monroe County's agent network to navigate the specialized requirements of Keys real estate transactions. These professionals serve as essential liaisons for understanding flood zone determinations, wind mitigation credits, and hurricane-resistant construction standards that directly impact underwriting and project feasibility in this high-risk, high-value market.

Technology providers, luxury service companies, and marine industry businesses find Monroe County agents invaluable for identifying affluent property owners who represent prime prospects for high-end products and services. The concentration of vacation homes, investment properties, and luxury waterfront estates creates unique opportunities for businesses targeting sophisticated buyers who often maintain multiple residences and require premium services across various lifestyle categories.

Current Property Listings

As of 3/27/2026, Kelsey Caputo has 11 properties for sale in Islamorada and surrounding areas. These are the top 10 listings.

$11,000,000

Listed 2025-05-21

2394 Coco Plum Dr
Marathon, FL  33050

Beds: 18.0
Baths: 18.5
Sq Ft: 12,198
Lot: 57,135 sf
Multi Family Map
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$3,500,000

Listed 2025-06-14

2394 Coco Plum Dr Unit 2
Marathon, FL  33050

Beds: 6.0
Baths: 6.5
Sq Ft: 4,066
Lot: 18,270 sf
Single Family Map
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$3,750,000

Listed 2025-06-14

2394 Coco Plum Dr Unit 3
Marathon, FL  33050

Beds: 6.0
Baths: 6.5
Sq Ft: 4,066
Lot: 23,130 sf
Single Family Map
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$3,750,000

Listed 2025-06-14

2394 Coco Plum Dr Unit 1
Marathon, FL  33050

Beds: 6.0
Baths: 6.5
Sq Ft: 4,066
Lot: 43,250 sf
Single Family Map
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$699,000

Listed 2025-02-22

15 Seaside Ave
Key Largo, FL  33037

Beds: 3.0
Baths: 3.0
Sq Ft: 1,800
Lot: 10,000 sf
Single Family Map
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$975,000

Listed 2025-03-31

101 Poinsetta Dr
Key Largo, FL  33037

Beds: 3.0
Baths: 2.0
Sq Ft: 1,372
Lot: 5,000 sf
Single Family Map
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$250,000

Listed 2025-04-02

323 Mahogany Dr
Key Largo, FL  33037

Beds:
Baths:
Sq Ft:
Lot: 5,350 sf
Land Map
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$2,000,000

Listed 2025-06-02

778 Canal St
Key Largo, FL  33037

Beds: 3.0
Baths: 2.0
Sq Ft: 1,830
Lot: 13,700 sf
Single Family Map
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$889,000

Listed 2026-03-10

312 Ryan Ave
Key Largo, FL  33037

Beds: 3.0
Baths: 2.0
Sq Ft: 1,346
Lot: 6,000 sf
Single Family Map
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$299,000

Listed 2026-03-05

50 Oleander Dr
Key Largo, FL  33037

Beds:
Baths:
Sq Ft:
Lot: 3,235 sf
Land Map
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Current Property Rentals

Kelsey Caputo currently has no rental properties available in Islamorada and surrounding areas. Check back later.