Monroe County, FL Homes

/52
$1,335,000
- 3 Beds
- 2 Baths
- 1,820 Sq Ft
28560 Doubloon Rd, Summerland Key, FL 33042

This custom-built Jolly Roger Estates home designed by architect Glenn Gray offers indoor-outdoor living with multiple inviting porches and excellent, oceanside boat access. Features include a gated entry to covered parking, garage, fenced backyard, outdoor shower, tropical landscaping, 60 ft. canal-frontage, and a composite dock. Inside the ground-level foyer an oak staircase leads up to the

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(786) 772-6030

28560 Doubloon Rd, Summerland Key, FL 33042
/21
$3,200 per month
- 2 Beds
- 3 Baths
- Townhouse for Rent
87200 Overseas Hwy Unit 5, Islamorada, FL 33036

Available for annual rental only starting November 1st. Beautifully renovated and fully furnished, this 2 bedroom, 3 bath townhouse is ready to move right in. The loft has been thoughtfully set up with two twin beds, making it a great spot for extra guests. More interior photos to come!Executive Bay Club offers everything you could want - tennis courts, a pool, and a private beach with incredible

Courtney Jeffers Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

87200 Overseas Hwy Unit 5, Islamorada, FL 33036
/9
$225,000 Sold May 02, 2025

100 Morris Ln Unit B-6, Key Largo, FL 33037
- Built 1981
Last Sold Summary
- 29% Below List Price
- 294 Days On Market
Last Listing Agent Katie Kennett Coastal Realty of the Florida Keys

100 Morris Ln Unit B-6, Key Largo, FL 33037

/2
Est $1,871,020 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,200 Sq Ft
161 11th St, Marathon, FL 33050

161 11th St, Marathon, FL 33050

/17
$675,000
- Land
17215 Keystone Rd, Sugarloaf Shores, FL 33042

Cleared canal-front lot in Sugarloaf Shores with building permit in place and first inspection not due until December 2026! Positioned on the desirable no-bridge side, this expansive 27,716 sq. ft. residential parcel is surrounded by multi-million-dollar homes and offers easy access to the open water where days are enjoyed paddling and kayaking through mangrove-line creeks or heading out to

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 957-7959

17215 Keystone Rd, Sugarloaf Shores, FL 33042
/32
$5,100 per month
- 3 Beds
- 2 Baths
- House for Rent
102 Venetian Dr, Islamorada, FL 33036

BEAUTIFUL WATER FRONT WHITE MARLIN BEACH HOME. THIS NEWLY UPDATED CBS CONSTRUCTION HOUSE HAS A PRIVATE BAY FRONT WHITE MARLIN BEACH HOME OWNER PARK DOWN THE STREET. HIGH END APPLIANCES WITH VAULTED CEILINGS, IMPACT DOORS/WINDOWS AND METAL ROOF. THE HOME FEATURES A BEAUTIFUL DOCK THROUGH THE MANGROVES WHICH CAN ACCOMMODATE A 22 FT BOAT WITH DIRECT ACESS TO THE BAY. PLEASE CONTACT LISTING AGENT FOR

Hanler Portal Florida Realty of Miami

102 Venetian Dr, Islamorada, FL 33036
/45
$1,700,000 Sold Feb 13, 2025

20942 6th Ave W, Summerland Key, FL 33042
- 3 Beds
- 3 Baths
- 2,772 Sq Ft
- Built 1994
Last Sold Summary
- 6% Below List Price
- $613/SF
- 42 Days On Market
Current Estimated Value $1,771,629

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

20942 6th Ave W, Summerland Key, FL 33042

/2
Not Listed For Sale
- 1 Bed
- 1 Bath
- 256 Sq Ft
101551 Overseas Hwy Unit 142, Key Largo, FL 33037

101551 Overseas Hwy Unit 142, Key Largo, FL 33037

/38
$995,000
- 3 Beds
- 2 Baths
- 2,080 Sq Ft
687 & 689 Crane Blvd, Sugarloaf Key, FL 33042

A truly special offering for those who value strength, design, and the uncommon. Built to endure, this elevated solid poured concrete home features an insulated and Gaco coated, concrete roof, concrete floors, and an open, vault-like design with soaring ceilings--bringing an airy, artsy, and industrial-chic feel to island living.Located in highly desirable Sugarloaf Key, just 20 minutes from Key

Sandra Tuttle

Island Welcome Real Estate

(786) 807-6597

687 & 689 Crane Blvd, Sugarloaf Key, FL 33042
/68
$4,500 per month
- 3 Beds
- 1 Bath
- 1,116 Sq Ft
- House for Rent
27316 Cayman Ln Unit 1,2, Summerland Key, FL 33042

House in the Lower Keys Seasonal Rental. Available Sept 15, 2025 – Villa Marquesa, Lower Keys waterfront retreat! Spacious furnished home ideal for families, multi-gen living, or work-from-paradise. Corner lot on 2 wide canals with deep water access & 2 private docks (45’ & 15’). Upstairs: 3BR/1BA, 1,200 SQF, open kitchen, dining, living & TV rooms, water views. You can also rent downstairs unit,

Hamlet Garcia Proxy Realty Group LLC

27316 Cayman Ln Unit 1,2, Summerland Key, FL 33042
/20
$294,999 Sold May 28, 2025

607 Rose Place, Key Largo, FL 33037
- 3 Beds
- 2 Baths
- 720 Sq Ft
- Built 1958
Last Sold Summary
- 16% Below List Price
- $410/SF
- 191 Days On Market
Last Listing Agent Lidia Yoham Anchor Realty of FL, LLC

607 Rose Place, Key Largo, FL 33037

/32
Not Listed For Sale
- 3 Beds
- 2 Baths
- 940 Sq Ft
356 83rd St, Marathon, FL 33050

356 83rd St, Marathon, FL 33050

/32
$330,000
- 1 Bed
- 1 Bath
- 536 Sq Ft
201 Coppitt Rd Unit 202, Key West, FL 33040

Newly remodeled waterfront condo--VA buyer ready and also now conventional financing approved!! just minutes from NAS Key West and Old Town.This light and bright 1-bedroom, 1-bath residence has been completely updated, offering the perfect combination of modern comfort and unbeatable location. Whether you're stationed at the base or simply looking for a move-in ready island retreat, this condo

Matthew Sheehan

Ocean Sotheby's International Realty

(786) 751-3959

201 Coppitt Rd Unit 202, Key West, FL 33040
/17
$3,200 per month
- 2 Beds
- 1 Bath
- Apartment for Rent
443 4th Rd Unit SIDE, Key Largo, FL 33037

The house is cozy and inviting space with two well-appointed bedrooms and one bathrooms that features a relaxing bath. The heart of the home is the beautiful kitchen that seamlessly flows into a spacious dining room and living room, creating an open and airy atmosphere perfect for entertaining or simply enjoying everyday life. Outside, you have a convenient parking lot that comfortably fits more

Jacqueline Urroz One Stop Realty

443 4th Rd Unit SIDE, Key Largo, FL 33037
/79
$2,900,000 Sold Jul 17, 2025

39 N Bounty Ln, Key Largo, FL 33037
- 4 Beds
- 3 Baths
- 3,015 Sq Ft
- Built 1998
Last Sold Summary
- 24% Below List Price
- $962/SF
- 251 Days On Market
Current Estimated Value $2,891,316

Last Listing Agent TEAM Walters Gloria, Rachel and Michae Ocean Sotheby's International Realty

39 N Bounty Ln, Key Largo, FL 33037

/2
Est $768,934 Not Listed For Sale
- 2 Beds
- 3 Baths
- 1,680 Sq Ft
5 Gulf Dr, Key Largo, FL 33037

5 Gulf Dr, Key Largo, FL 33037

/26
$1,199,000
- 3 Beds
- 2 Baths
- 1,232 Sq Ft
2525 Patterson Ave, Key West, FL 33040

This is the home that truly checks all the boxes. Upstairs, you'll find three comfortable bedrooms and two full bathrooms, while the spacious, usable lower level offers the perfect setup for a guest room, office, or additional living space. A two-car garage plus extra off-street parking provide rare convenience in Key West, and the tall privacy wall creates a serene, secluded setting.Outside,

Darrin Smith

Key West Luxury Real Estate Inc (KW)

(305) 419-1662

2525 Patterson Ave, Key West, FL 33040
/25
$3,500 per month
- 2 Beds
- 1 Bath
- 1,288 Sq Ft
- House for Rent
135 Peace Ave, Tavernier, FL 33070

Waterfront Living in the Florida Keys! Escape to your own slice of paradise in this fully furnished 2-bedroom, 1-bath single-family home, perfectly situated on a private canal with direct ocean access. Boating enthusiast, a fishing lover, or just craving peaceful waterfront views, this home delivers it all. Enjoy the convenience of your own private boat launch and dock, ideal for setting out on

Edward Klem Coldwell Banker Realty

135 Peace Ave, Tavernier, FL 33070
/29
$540,000 Sold Aug 22, 2025

6 Silver Springs Dr, Key Largo, FL 33037
- 2 Beds
- 1 Bath
- 840 Sq Ft
- Built 1970
Last Sold Summary
- $643/SF
- 1 Day On Market
Current Estimated Value $543,734

Last Listing Agent Lorie Leal American Caribbean Real Estate, Christie's International Real Estate

6 Silver Springs Dr, Key Largo, FL 33037

/2
Est $2,190,438 Not Listed For Sale
- 3 Beds
- 4 Baths
- 2,096 Sq Ft
17015 Wahoo Ln W, Summerland Key, FL 33042

17015 Wahoo Ln W, Summerland Key, FL 33042

/47
$569,900
- 2 Beds
- 2 Baths
- 816 Sq Ft
701 Spanish Main Dr Unit 510, Cudjoe Key, FL 33042

Oceanfront Paradise Awaits!Unit 510 in Venture OutExperience the epitome of waterfront Florida living in this charming two-bedroom, two-bathroom mid-rise mobile home nestled within an exclusive gated community.This beautiful canal front home boasts:* Prime Canal front Location: Enjoy direct access to the water from your private 35 ft seawall.* Community Boat Ramp and boat washdown station.*

Ian Calderwood

Bluescape Real Estate

(786) 686-7983

701 Spanish Main Dr Unit 510, Cudjoe Key, FL 33042
/8
$5,150 per month
- 3 Beds
- 3 Baths
- 1,897 Sq Ft
- House for Rent
214 Normandy Dr, Tavernier, FL 33070

Welcome to Your Dream Home in Tavernier! Imagine waking up to stunning sunset views every evening from your beautiful, remodeled canal-side sanctuary! This 3-bedroom, 3-bath single-family home offers the comfort, style, and outdoor living. Step outside onto your balcony and covered terrace, where you can enjoy unforgettable sunsets and relax in your outdoor kitchen and barbecue area This home

Sandra Fernandez Lifestyle International Realty

214 Normandy Dr, Tavernier, FL 33070
/34
$600,000 Sold Sep 22, 2025

19557 Mayan St, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 989 Sq Ft
- Built 1958
Last Sold Summary
- 5% Below List Price
- $607/SF
- 186 Days On Market
Current Estimated Value $606,004

Last Listing Agent Lola McKee eXp Realty LLC

19557 Mayan St, Summerland Key, FL 33042

/19
Est $405,255 Not Listed For Sale
- 2 Beds
- 2 Baths
- 315 Sq Ft
325 Calusa St Unit 94, Key Largo, FL 33037

325 Calusa St Unit 94, Key Largo, FL 33037

/62
$2,600,000 Under Contract
- 3 Beds
- 3 Baths
- 1,514 Sq Ft
215 Whitehead St, Key West, FL 33040

Welcome to 215 Whitehead Street, a captivating Mediterranean Revival home that artfully blends historic charm with sophisticated updates in one of Old Town Key West's most iconic locations. Once the beloved residence of Burt and Hazel Burnett, the property carries a rich legacy. Burt Burnett, a renowned artist, actor, and passionate supporter of the local theatre scene, infused the home with a

Tommy Mack

Coastal Collection Real Estate Inc.

(786) 833-7580

215 Whitehead St, Key West, FL 33040
/26
$3,500 per month
- 2 Beds
- 1 Bath
- Apartment for Rent
60 SE Marlin Ave Unit 2, Key Largo, FL 33037

Escape to paradise at Ocean Breeze Retreat Key Largo, your serene getaway in the Florida Keys. This charming second-floor home offers two cozy bedrooms, one modern bathroom, a fully equipped kitchen, and a welcoming living area for complete relaxation. Step outside to enjoy a spacious balcony with a grill and an outdoor dining area, perfect for al fresco meals. You'll also have exclusive access

Jacqueline Urroz One Stop Realty

60 SE Marlin Ave Unit 2, Key Largo, FL 33037
/33
$1,075,000 Sold Jan 17, 2025

1737 Laird St, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,250 Sq Ft
- Built 1989
Last Sold Summary
- 13% Below List Price
- $860/SF
- 81 Days On Market
Current Estimated Value $1,115,721

Last Listing Agent Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

1737 Laird St, Key West, FL 33040

/27
Est $1,090,000 Not Listed For Sale
- 1 Bed
- 1 Bath
- 1,877 Sq Ft
56 Sweeting Rd, Key Largo, FL 33037

56 Sweeting Rd, Key Largo, FL 33037

/101
$8,499,000
- 4 Beds
- 5 Baths
- 4,888 Sq Ft
205 15th Cir, Key Colony Beach, FL 33051

Located within exclusive Key Colony Beach, nestled on a lushly landscaped, oversized lot, lies a stunning Oceanfront estate of unrivaled opulence. Boasting in-ground saltwater pool and spa, private sandy beach, firepit, built-in outdoor kitchen, and sprawling composite dock with 40K boat lift, this home caters to elevated Florida Keys living, and the 13,659 Sq. Ft. manicured lot across the street

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(645) 666-0421

205 15th Cir, Key Colony Beach, FL 33051
/33
$3,500 per month
- 2 Beds
- 1 Bath
- Apartment for Rent
60 SE Marlin Ave Unit 1, Key Largo, FL 33037

Retreat to tranquility at Sunset Haven Key Largo, your peaceful escape in the heart of the Florida Keys. This inviting a home / apartment features two cozy bedrooms, one modern bathroom, a fully equipped kitchen, and a welcoming living space designed for ultimate comfort and relaxation. Outside, immerse yourself in paradise with a spacious terrace equipped with a grill, and an al fresco dining

Jacqueline Urroz One Stop Realty

60 SE Marlin Ave Unit 1, Key Largo, FL 33037
/31
$775,000 Sold Aug 11, 2025

182 Adobe Casa Ct Dr Unit 182-184, Key Largo, FL 33037
- 4 Beds
- 2 Baths
- 1,782 Sq Ft
- Built 2006
Last Sold Summary
- 6% Below List Price
- $435/SF
- 28 Days On Market
Current Estimated Value $786,273

Last Listing Agent Jeannine Cook Rook Realty

182 Adobe Casa Ct Dr Unit 182-184, Key Largo, FL 33037

/19
Not Listed For Sale
- 2 Beds
- 1 Bath
- 917 Sq Ft
Unlisted Address

Unlisted Address

/16
$9,198,000 Pending
- Land
721 W Ocean Dr, Key Colony Beach, FL 33051

Fantastic Oceanfront Development Opportunity in the heart of the Florida Keys! 2+ acres of prime oceanfront boasting 225' of beach front with dock permit in Key Colony Beach. A total of 3 lots with endless possibilities. Previous use was a 22 unit condominium. Or look into separating the lots to build 3 new luxury beach homes which are in very hot demand and rare to find. One house on this

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 783-6269

721 W Ocean Dr, Key Colony Beach, FL 33051
/20
$3,700 per month
- 3 Beds
- 2.5 Baths
- 1,580 Sq Ft
- House for Rent
94825 Overseas Hwy Unit 58, Key Largo, FL 33037

KEY LARGO OCEAN RESORT furnished custom-built, solid concrete block structure home featuring stainless steel appliances, quartz kitchen countertops, porcelain plank floors, marble bathrooms, keystone detailed wall, built in closets with wood cabinets, cemented/quartz stairs, impact doors and windows, metal roof, and washer and dryer. Storage area on the first level with a three-car parking

Norma Lorenzo United Real Estate Advisors

94825 Overseas Hwy Unit 58, Key Largo, FL 33037
/57
$1,880,000 Sold Apr 02, 2025

264 S Coconut Palm Blvd, Tavernier, FL 33070
- 3 Beds
- 2 Baths
- 2,070 Sq Ft
- Built 1997
Last Sold Summary
- 5% Below List Price
- $908/SF
- 127 Days On Market
Current Estimated Value $1,938,174

Last Listing Agent Leslie Leopold Ocean Sotheby's International Realty

264 S Coconut Palm Blvd, Tavernier, FL 33070

/2
Est $1,180,904 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,278 Sq Ft
96000 Overseas Hwy Unit W4 + 36ft Slip, Key Largo, FL 33037

96000 Overseas Hwy Unit W4 + 36ft Slip, Key Largo, FL 33037

/19
$1,695,000
- 3 Beds
- 2 Baths
- 2,364 Sq Ft
141 Ocean Dr, Tavernier, FL 33070

Motivated Seller!! Great investment opportunity in the Upper Keys. Enjoy your own private waterfront getaway with a zero-entry pool and spa, colorful local murals, and custom tiki bars--perfect for relaxing or entertaining day or night.Boaters will love the 70' concrete dock with direct ocean access and quick bay access through Tavernier Creek, ideal for larger boats and easy trips on the

Sandra Spaulding

Coldwell Banker Schmitt Islamorada

(844) 668-8028

141 Ocean Dr, Tavernier, FL 33070
/10
$4,500 per month
- 3 Beds
- 2 Baths
- 1,306 Sq Ft
- House for Rent
1013 Snapper Ln, Key Largo, FL 33037

Beautiful & Convenient 3 Bed / 2 Bath Upstairs Property in Key LargoFreshly painted and move-in ready! This spacious upstairs unit offers the perfect blend of comfort and convenience. Enjoy an open layout, bright interiors, and a large private patio—ideal for entertaining friends and family or simply relaxing in the Florida Keys breeze. Located in a desirable neighborhood close to the water,

Mayelin Gomez Miami Partnership Investment

1013 Snapper Ln, Key Largo, FL 33037
/43
$1,100,000 Sold Nov 21, 2025

1190 91st Court Ocean, Marathon, FL 33050
- 3 Beds
- 2 Baths
- 1,056 Sq Ft
- Built 2005
Last Sold Summary
- 8% Below List Price
- $1,042/SF
- 176 Days On Market
Last Listing Agent Maria Nazur La Costa Homes Realty

1190 91st Court Ocean, Marathon, FL 33050

/2
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,553 Sq Ft
88181 Old Hwy Unit A1 and 50' slip 2, Islamorada, FL 33036

88181 Old Hwy Unit A1 and 50' slip 2, Islamorada, FL 33036

Showing Results 641 - 680, Page 17 of 18

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