Florida Keys, FL Homes

/24
$995,000
- 2 Beds
- 2 Baths
- 852 Sq Ft
120 Angela St Unit 102, Key West, FL 33040

Welcome to Old Key West luxury living in this beautifully appointed 2-bedroom, 2-bathroom condo, ideally located in an X flood zone. This residence features hardwood floors, high ceilings, crown molding, granite countertops, and stainless steel appliances, creating a refined yet relaxed island aesthetic. The open-concept layout flows effortlessly for everyday living and entertaining, while the

The Wesley Group

Bascom Grooms Real Estate (KW)

(786) 933-6012

120 Angela St Unit 102, Key West, FL 33040
/33
$2,950 per month
- 4 Beds
- 2 Baths
- 1,998 Sq Ft
- House for Rent
235 Anne Bonny Dr, Key Largo, FL 33037

Prime Pirates Cove waterfront living! Two private 2BR/1BA homes under one roof, each with full kitchen, washer/dryer, and screened patio. Three properties from open bay with stunning water views. Features include a 50-foot concrete dock, boat launch nearby, and a spectacular 1,000 sq. ft. rooftop deck perfect for entertaining or relaxing with panoramic vistas. Divided outdoor spaces give each

Milena Wood Barrios and Associates Realty

235 Anne Bonny Dr, Key Largo, FL 33037
/68
$2,250,000 Sold Apr 03, 2026

24266 Caribbean Dr W, Summerland Key, FL 33042
- 4 Beds
- 3 Baths
- 2,055 Sq Ft
- Built 1981
Last Sold Summary
- 2% Below List Price
- $1,095/SF
- 14 Days On Market
Current Estimated Value $2,290,638

Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

24266 Caribbean Dr W, Summerland Key, FL 33042

/28
Not Listed For Sale

130 Overseas Hwy, Islamorada, FL 33036
130 Overseas Hwy, Islamorada, FL 33036

Last Sold Summary
- 17 Days On Market
Last Sold Price $550,000

Last Listing Agent Thalia Caro Realty One Group Royal Oaks

/61
$2,495,000 Open Sat 11AM - 1PM
- 3 Beds
- 2 Baths
- 1,456 Sq Ft
319 Grinnell St, Key West, FL 33040

Introducing 319 Grinnell Street, a captivating residence in the heart of Key West's Historic Seaport, where charm and character abound. This beautifully framed Key West-style home reflects the rich tapestry of the area's history, showcasing classic architecture with inviting porches and intricate details that honor the past.Nestled among a collection of historic homes, 319 Grinnell Street offers

Darrin Smith

Key West Luxury Real Estate Inc (KW)

(645) 300-2827

319 Grinnell St, Key West, FL 33040
/21
$2,950 per month
- 2 Beds
- 2 Baths
- 700 Sq Ft
- Property for Rent
3312 Northside Dr Unit 316, Key West, FL 33040

Freshly painted and clean as a whistle, this two bedroom and two bathroom condo is ready for occupancy. Tile floors throughout, central AC with ceiling fans, balcony, and granite countertops. Building has recently gone thru extensive renovations and there is a pool, tennis courts, and parking. Secured building. Sorry, pets aren't allowed. Washer and dryer located across the hall and an external

Jimmy Lane Island Life Realty Experts

3312 Northside Dr Unit 316, Key West, FL 33040
/29
$740,000 Sold Oct 31, 2025

27138 Dolphin Rd, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,320 Sq Ft
- Built 2022
Last Sold Summary
- 14% Below List Price
- $561/SF
- 181 Days On Market
Current Estimated Value $732,336

Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

27138 Dolphin Rd, Summerland Key, FL 33042

/2
Not Listed For Sale

170 Mars Ln, Key West, FL 33040
- 2 Beds
- 1 Bath
- 672 Sq Ft
- Built 1979
170 Mars Ln, Key West, FL 33040

Last Sold Summary
- $432/SF
Last Sold Price $290,000

Last Listing Agent Brett Smith Dreamwater Key Properties

/125
$999,000 Open Sat 10AM - 11:30AM
- 2 Beds
- 2 Baths
- 1,284 Sq Ft
22748 Blackbeard Ln, Cudjoe Key, FL 33042

Welcome home to this impressively spacious 2-bedroom, 2-bath Keys retreat, offering an elevated blend of comfort, functionality, and coastal living. The outdoor living space is a dream with a new concrete pool & waterfall feature, 12k lb boat lift, 60' concrete seawall, & an expansive 10 foot deep back porch (total of nearly 700 sq ft of porches), all perfect for outdoor dining, lounging, &

Lindsay Ryan

EXP Realty LLC

(786) 807-7897

22748 Blackbeard Ln, Cudjoe Key, FL 33042
/22
$2,200 per month
- 2 Beds
- 2 Baths
- 736 Sq Ft
- Property for Rent
151 Arbor Ln, Tavernier, FL 33070

Tavernier Trailer for rent - 2 bed / 2 bath 6-month to 1 year rental $2,300 includes yard service! 1 smaller dog okay with landlords' permission & $25 monthly pet fee. Washer & dryer on site. Gated yard. F/L/S required and $40 background check fee. Close to Harry Harris Park for easy Boating access

Kelly Randin RE/MAX All Keys Real Estate

151 Arbor Ln, Tavernier, FL 33070
/31
$1,550,000 Sold Jun 18, 2025

1401 Grinnell St, Key West, FL 33040
- 2 Beds
- 3 Baths
- 1,008 Sq Ft
- Built 2003
Last Sold Summary
- 6% Below List Price
- $1,538/SF
- 95 Days On Market
Current Estimated Value $1,616,814

Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

1401 Grinnell St, Key West, FL 33040

/22
Est $748,094 Not Listed For Sale

620 Thomas St Unit 286, Key West, FL 33040
- 2 Beds
- 1 Bath
- 580 Sq Ft
- Built 1991
620 Thomas St Unit 286, Key West, FL 33040

Last Sold Summary
- 10% Below List Price
- $1,431/SF
- 88 Days On Market
Last Sold Price $830,000

Last Listing Agent Darrin Smith Key West Luxury Real Estate Inc (KW)

/24
$1,000,000
- Land
22 Cactus Dr, Key West, FL 33040

Build your dream waterfront home at 22 Cactus Drive in Big Coppitt Key. The hard work has already been done--existing structure removed, ROGO exempt, Dock Permit and designed plans ready to build as-is or customize to your vision.The plans feature an elevated coastal residence with over 3,500 sq ft of living space, designed for effortless indoor-outdoor living with expansive decks, pool, and

Tommy Mack

Coastal Collection Real Estate Inc.

(786) 550-6218

22 Cactus Dr, Key West, FL 33040
/68
$7,500 per month
- 4 Beds
- 5 Baths
- 2,432 Sq Ft
- House for Rent
1516 Aqueduct Ln, Key Largo, FL 33037

Discover coastal living at its finest! This exceptional 4-bed, 3.2-bath canal-front home right next to Adams cut offers over 2,400 sq ft of beautifully designed living space with stunning bay views from wrap-around balconies and a rooftop terrace. Thoughtfully appointed with an elevator, indoor and outdoor kitchens, laundry room, and spacious layouts, this residence is ideal for entertaining and

Kristal Rivera Diaz LPT Realty, LLC

1516 Aqueduct Ln, Key Largo, FL 33037
/44
$2,595,000 Sold Nov 13, 2025

628 William St, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,524 Sq Ft
- Built 1928
Last Sold Summary
- 12% Below List Price
- $1,703/SF
- 9 Days On Market
Current Estimated Value $2,571,712

Last Listing Agent Paige Bethel Island Home Realty Inc.

628 William St, Key West, FL 33040

/44
Not Listed For Sale

81200 Overseas Hwy Unit 5, 6, Islamorada, FL 33036
- 2 Beds
- 2 Baths
- 1,232 Sq Ft
- Built 1964
81200 Overseas Hwy Unit 5, 6, Islamorada, FL 33036

Last Sold Summary
- $751/SF
- 75 Days On Market
Last Sold Price $925,000

Last Listing Agent Leslie Leopold Ocean Sotheby's International Realty

/82
$3,600,000 Under Contract
- 3 Beds
- 3 Baths
- 2,428 Sq Ft
1401 51st Street Gulf, Marathon, FL 33050

Private Waterfront Estate in the Florida KeysThis gated, one-acre estate offers the ultimate blend of privacy, nature, and waterfront living in the heart of the Florida Keys. Nestled among lush, mature tropical landscaping, the property feels like a secluded island retreat. As you pass through the gates, you are welcomed by a beautifully manicured paradise with a coral-cut shoreline, a firepit at

Joshua Mothner

Coldwell Banker Schmitt Real Estate Co.

(786) 418-4152

1401 51st Street Gulf, Marathon, FL 33050
/13
$1,650 per month
- 1 Bath
- 450 Sq Ft
- Apartment for Rent
103365 Overseas Hwy Unit C, Key Largo, FL 33037

End Unit C Newly Remodeled Studio Apartment featuring all Brand New Black Appliances. Conveniently located close to shopping, schools, restaurants, and more. Move -In Ready.

Tracey Petrusha Venture Realty Group

103365 Overseas Hwy Unit C, Key Largo, FL 33037
/51
$1,600,000 Sold Apr 08, 2025

174 Westminster Dr, Tavernier, FL 33070
- 3 Beds
- 2 Baths
- 1,648 Sq Ft
- Built 1974
Last Sold Summary
- 7% Below List Price
- $971/SF
- 62 Days On Market
Last Listing Agent Lorie Leal American Caribbean Real Estate, Christie's International Real Estate

174 Westminster Dr, Tavernier, FL 33070

/2
Est $2,160,202 Not Listed For Sale

211 Bruce Ct, Marathon, FL 33050
- 4 Beds
- 5 Baths
- 1,800 Sq Ft
- Built 2019
211 Bruce Ct, Marathon, FL 33050

Last Sold Summary
- 2% Below List Price
- $1,222/SF
Last Sold Price $2,200,000

Last Listing Agent Kim Show Coldwell Banker Schmitt Real Estate Co.

/88
$1,060,000
- 3 Beds
- 3 Baths
- 1,320 Sq Ft
20 Kingfisher Ln, Key West, FL 33040

At the end of wide, quiet cul-de-sac, life naturally slows, sunsets linger, 20 Kingfisher reveals itself as a private island retreat @ KW Golf Club. Inviting brick walkway, lush tropical landscaping, river rock, lead to freshly painted front steps, welcoming front veranda that set the tone, refined, thoughtfully cared for. This home feels loved the moment you arrive. Inside, warmth &

Robin Mitchell

Keller Williams Key West Compass Realty

(786) 648-7768

20 Kingfisher Ln, Key West, FL 33040
/15
$1,650 per month
- 1 Bath
- 450 Sq Ft
- Apartment for Rent
103365 Overseas Hwy Unit A, Key Largo, FL 33037

End Unit A Newly Remodeled Studio Apartment featuring Brand New White Appliances. Conveniently located close to shopping, schools, restaurants, and more. Move -In Ready.

Tracey Petrusha Venture Realty Group

103365 Overseas Hwy Unit A, Key Largo, FL 33037
/47
$1,100,000 Sold Jun 27, 2025

21014 7th Ave, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,361 Sq Ft
- Built 1988
Last Sold Summary
- 19% Below List Price
- $808/SF
- 102 Days On Market
Current Estimated Value $1,104,572

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

21014 7th Ave, Summerland Key, FL 33042

/42
Est $369,168 Not Listed For Sale

200 Wrenn St Unit 602, Tavernier, FL 33070
- 1 Bed
- 1 Bath
- 756 Sq Ft
- Built 1975
200 Wrenn St Unit 602, Tavernier, FL 33070

Last Sold Summary
- 15% Above List Price
- $423/SF
- 76 Days On Market
Last Sold Price $320,000

Last Listing Agent Will Langley Langley Knight Gardner Islamorada

/48
$749,000 Under Contract
- 3 Beds
- 2 Baths
- 1,193 Sq Ft
30246 Watson Blvd, Big Pine Key, FL 33043

Discover your dream home on Big Pine Key at this expansive 37,500 sq. ft., property totaling 6 lots that combines privacy, nature and convenience. Nestled in a serene setting with tropical landscaping and thoughtful features, this home offers a massive yard that goes from street to street and is surrounded by a 6' stockade fence allowing lots of safety and room for kids and pets to play and roam.

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(844) 681-4105

30246 Watson Blvd, Big Pine Key, FL 33043
/24
$3,200 per month
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
- House for Rent
61 Central Ave, Key Largo, FL 33037

Beautiful stilt home for rent in the heart of Key Largo, located in the highly sought-after Bay Haven community at Mile Marker 99.5. This private and serene property offers 3 bedrooms and 2 bathrooms upstairs, surrounded by mature landscaping and tranquil natural views. A private outdoor shower off the primary bedroom and multiple balconies create the perfect setting to enjoy the Keys lifestyle.

Rodolfo Sardina Seaside Realty, LLC

61 Central Ave, Key Largo, FL 33037
/7
$4,275,000 Sold Mar 04, 2026

231 E Shore Dr Unit 7, Summerland Key, FL 33042
- 5 Beds
- 5.5 Baths
- 3,119 Sq Ft
- Built 2025
Last Sold Summary
- 1% Below List Price
- $1,371/SF
- 114 Days On Market
Last Listing Agent Stephanie Marinucci Serhant Florida LLC - Delray Beach Office

231 E Shore Dr Unit 7, Summerland Key, FL 33042

/14
Est $184,305 Not Listed For Sale

27391 W Indies Dr, Ramrod Key, FL 33042
27391 W Indies Dr, Ramrod Key, FL 33042

Last Sold Summary
- 3% Below List Price
- 2 Days On Market
Last Sold Price $190,000

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

/26
$445,000
- 1 Bed
- 1 Bath
- 620 Sq Ft
140 Gumbo Limbo Dr, Key Largo, FL 33037

The Perfect Getaway in the Florida Keys! This quaint funky, cool, vintage cottage is tucked between beautiful trees on 10,500 sq ft. Two oversized corner lots offer privacy and a ton of room to spread out, unwind, and enjoy the island lifestyle Bring your imagination: live in it as it is, update it, or knock it down and build the island dream home you've always wanted. With a ROGO-Exempt Letter

Terry Canto

American Caribbean Real Estate, Christie's International Real Estate

(786) 802-7887

140 Gumbo Limbo Dr, Key Largo, FL 33037
/5
$1,650 per month
- 1 Bath
- 450 Sq Ft
- Apartment for Rent
103365 Overseas Hwy Unit B, Key Largo, FL 33037

Newly Remodeled Studio Apartment featuring all New Stainless Steal Appliances. Conveniently located close to shopping, schools, restaurants, and more. Move -In Ready.

Tracey Petrusha Venture Realty Group

103365 Overseas Hwy Unit B, Key Largo, FL 33037
/32
$700,000 Sold May 14, 2025

226 Newfound Blvd, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 960 Sq Ft
- Built 1990
Last Sold Summary
- 3% Below List Price
- $729/SF
- 17 Days On Market
Current Estimated Value $710,893

Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

226 Newfound Blvd, Big Pine Key, FL 33043

/4
Est $240,741 Not Listed For Sale

18 Hibiscus Ln, Key Largo, FL 33037
- 2 Beds
- Built 1964
18 Hibiscus Ln, Key Largo, FL 33037

Last Sold Summary
- 4% Below List Price
- $365/SF
- 17 Days On Market
Last Sold Price $250,000

Last Listing Agent Karen Williams-deCastro LPT Realty, LLC

/44
$1,000,000
- 2 Beds
- 2 Baths
- 1,736 Sq Ft
87851 Old Hwy Unit M32, Islamorada, FL 33036

Welcome to Ocean Harbour Condominiums, one of Islamorada's most sought-after addresses where tropical luxury meets Keys serenity. Built in 1989 and meticulously maintained, this gated oceanfront community is a true hidden gem boasting lush, resort-style grounds with hundreds of swaying palms and panoramic views that stretch endlessly across the caribbean blue Atlantic ocean.This 2-bedroom, 2-bath

Krissy Carnahan

Realty ONE Group Destination (ISL)

(786) 551-1072

87851 Old Hwy Unit M32, Islamorada, FL 33036
/83
$18,000 per month
- 4 Beds
- 4 Baths
- 2,300 Sq Ft
- House for Rent
96180 Overseas Hwy Unit 1, Key Largo, FL 33037

UNIQUE KEY LARGO WATERFRONT ESTATE | PRIVATE SANDY BEACH + DOCK | 4BD/4BA | POOL | ~0.90 ACREWelcome to your own slice of the Keys—an exceptional waterfront retreat in Key Largo featuring a private sandy beach, dock, and resort-style outdoor living on approximately 0.90 acres. Designed for effortless coastal living and entertaining, this home offers 4 bedrooms and 4 bathrooms with seamless

Alex Lipzer Key Biscayne Realty Group, Inc

96180 Overseas Hwy Unit 1, Key Largo, FL 33037
/54
$950,000 Sold Aug 01, 2025

65821 Overseas Hwy #287 & 288, Long Key, FL 33001
- Land
- 0.04 Acre
- $21,590,909 per Acre
Last Sold Summary
- 40% Below List Price
- 58 Days On Market
Last Listing Agent Sam Fugina Marlin Realty Inc

65821 Overseas Hwy #287 & 288, Long Key, FL 33001

/14
Not Listed For Sale

00 Cayman Ln, Key Largo, FL 33037
00 Cayman Ln, Key Largo, FL 33037

Last Sold Summary
- 63 Days On Market
Last Sold Price $500,000

Last Listing Agent Sally Stribling Coldwell Banker Schmitt Key Largo

/44
$1,547,500 Pending
- 3 Beds
- 2 Baths
- 1,954 Sq Ft
19 North Dr, Key Largo, FL 33037

Easy Island Living in Key LargoWelcome to 19 North Drive, where the relaxed Florida Keys lifestyle comes naturally. With 52 feet of dockage and quick access to the Intracoastal Waterway, bay, and ocean, boating days, sunset cruises, and fishing adventures are always within easy reach.This move-in ready home with a brand-new metal roof offers bright, comfortable living spaces designed for easy

Terry Canto

American Caribbean Real Estate, Christie's International Real Estate

(645) 300-5470

19 North Dr, Key Largo, FL 33037
/25
$1,800 per month
- 1 Bed
- 1 Bath
- Property for Rent
325 Calusa St Unit 5, Key Largo, FL 33037

Beautifully maintained residence in the heart of Key Largo! This bright and spacious unit offers a comfortable layout with great natural light and a relaxed Florida Keys lifestyle. Conveniently located near restaurants, shops, marinas, and main roads, making daily living and commuting easy. Ideal for tenants looking to enjoy island living while staying close to all essentials. Schedule your

Sandra Alayon Keller Williams Realty International Lifestyles

325 Calusa St Unit 5, Key Largo, FL 33037
/40
$1,340,000 Sold Jul 09, 2025

1911 Fogarty Ave, Key West, FL 33040
- 2 Beds
- 2 Baths
- 1,195 Sq Ft
- Built 1953
Last Sold Summary
- 8% Below List Price
- $1,121/SF
- 14 Days On Market
Current Estimated Value $1,339,454

Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

1911 Fogarty Ave, Key West, FL 33040

/23
Est $297,708 Not Listed For Sale

94825 Overseas Hwy Lot 10, Key Largo, FL 33037
- Built 1986
94825 Overseas Hwy Lot 10, Key Largo, FL 33037

Last Sold Summary
- 2% Above List Price
- $180/SF
- 49 Days On Market
Last Sold Price $292,000

Last Listing Agent Sergio Velarde Coldwell Banker Realty

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