Monroe County, FL Homes

/55
$925,000
- 3 Beds
- 2.5 Baths
- 1,320 Sq Ft
2600 Overseas Hwy Unit 85, Marathon, FL 33050

A Proven Performer - Direct Gulf-Front Townhome at Tranquility Bay ResortSet against open bay waters in the heart of Marathon, this direct gulf-front 3-bedroom, 2.5-bath townhome at Tranquility Bay Resort delivers the rare combination of relaxed Keys living and consistent, high-demand rental performance. With unobstructed bay views and a well-established rental history, this property stands out

Lorie Leal

American Caribbean Real Estate, Christie's International Real Estate

(855) 503-5193

2600 Overseas Hwy Unit 85, Marathon, FL 33050
/17
$2,500 per month
- 3 Beds
- 2 Baths
- 2,196 Sq Ft
- House for Rent
174 Corrine Place Unit 1, Key Largo, FL 33037

FOR RENT...DOWNSTAIR UNIT ONLY Beautiful 2-bedroom, 1-bath, (First Floor only) waterfront home located on a wide canal with direct ocean access in Key Largo! This well-maintained property features an open floor plan, white kitchen with stainless steel appliances , spacious bedrooms, and plenty of natural light, washer and dryer, Private parking, the rent includes water and electricity, Enjoy

Carlos Napuri The Keyes Company

174 Corrine Place Unit 1, Key Largo, FL 33037
/55
$3,210,000 Sold Jun 18, 2025

128 W Plaza Del Sol, Islamorada, FL 33036
- 6 Beds
- 3.5 Baths
- 2,843 Sq Ft
- Built 1986
Last Sold Summary
- 7% Below List Price
- $1,129/SF
- 61 Days On Market
Current Estimated Value $3,423,212

Last Listing Agent Jessica Pinder

128 W Plaza Del Sol, Islamorada, FL 33036

/54
Est $1,244,843 Not Listed For Sale

777 63rd Street Ocean W, Marathon, FL 33050
- 3 Beds
- 1 Bath
- 1,200 Sq Ft
- Built 1977
777 63rd Street Ocean W, Marathon, FL 33050

Last Sold Summary
- 2% Above List Price
- $1,021/SF
- 38 Days On Market
Last Sold Price $1,225,000

Last Listing Agent David Grego Island Breeze Realty, LLC

/87
$850,000 Under Contract
- 3 Beds
- 2 Baths
- 1,320 Sq Ft
15 Kestral Way, Key West, FL 33040

PRICE IMPROVEMENT! Step into a world of island charm & relaxing comfort, nestled within the exclusive Key West Golf Club. Ease of parking & the lagoon-shaped community pool is just across the way. This beautiful 3-bedroom/2-bathroom townhome w/larger lot welcomes you w/an extended boardwalk-style walkway, creating a dramatic, private arrival experience framed by lush tropical landscaping. Inside,

Robin Mitchell

Keller Williams Key West Compass Realty

(645) 225-1154

15 Kestral Way, Key West, FL 33040
/8
$2,400 per month
- 1 Bed
- 1 Bath
- 550 Sq Ft
- Condo for Rent
127 Monroe Dr Unit 1, Tavernier, FL 33070

Property Id: 1434602Spacious one bedroom one bath full kitchen living room bathroom and washer dryer. Includes all appliances freshly renovated with new cabinets counters floors bathroom vanity sink toilet shower. AC units located in all bedrooms and main living room. Screened patio area overlooking a spacious yard, tiki and Canal cut in beautiful Tavernier.

127 Monroe Dr Unit 1, Tavernier, FL 33070
/35
$1,499,900 Sold May 27, 2025

1082 Bay Dr, Summerland Key, FL 33042
- 4 Beds
- 2.5 Baths
- 1,440 Sq Ft
- Built 1980
Last Sold Summary
- 25% Below List Price
- $1,042/SF
- 602 Days On Market
Current Estimated Value $1,850,819

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

1082 Bay Dr, Summerland Key, FL 33042

/53
Est $1,279,942 Not Listed For Sale

201 Dexter Ct, Tavernier, FL 33070
- 3 Beds
- 2 Baths
- 1,134 Sq Ft
- Built 1986
201 Dexter Ct, Tavernier, FL 33070

Last Sold Summary
- 8% Above List Price
- $1,041/SF
- 94 Days On Market
Last Sold Price $1,180,000

Last Listing Agent Lidia Yoham Anchor Realty of FL, LLC

/35
$1,099,000 Under Contract
- 2 Beds
- 2 Baths
- 1,269 Sq Ft
590 9th St, Key Colony Beach, FL 33051

Welcome to your dream getaway in the heart of Key Colony Beach! This immaculate 2 Bedroom, 2 Bath waterfront half duplex sits along a 100' wide crystal-clear canal with deep draft boating access to both the Atlantic and Gulf. Boaters will love the approximate 35' dock with 5' control depth allowing for larger vessels. Inside, enjoy the soaring tongue-and-groove wood ceilings, expansive

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(645) 225-2977

590 9th St, Key Colony Beach, FL 33051
/29
$4,600 per month
- 3 Beds
- 3 Baths
- 1,491 Sq Ft
- House for Rent
203 Mohawk St, Tavernier, FL 33070

UNFURNISHED YEARLY RENTAL. This 3/3 on the canal. Enjoy impact doors and windows, a brand-new AC system, a refreshed kitchen with stainless steel appliances, and a washer/dryer. The spacious laundry/storage room is a bonus. Outside, you'll find 34 feet of concrete dock with a 10,000 lb lift, fully fenced. Separate storage building and a massive Tikihut, perfect for outdoor entertaining! The

Cecilia Martin EXP Realty LLC

203 Mohawk St, Tavernier, FL 33070
/35
$1,165,000 Sold Mar 09, 2026

34 Coco Plum Dr, Marathon, FL 33050
- 3 Beds
- 3.5 Baths
- 2,354 Sq Ft
- Built 1975
Last Sold Summary
- 27% Below List Price
- $495/SF
- 112 Days On Market
Last Listing Agent Cadmier Rodriguez Brickell Realty Group, LLC

34 Coco Plum Dr, Marathon, FL 33050

/40
Est $1,207,908 Not Listed For Sale

29541 Flying Cloud Ave, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 988 Sq Ft
- Built 1988
29541 Flying Cloud Ave, Big Pine Key, FL 33043

Last Sold Summary
- 3% Above List Price
- $1,189/SF
- 134 Days On Market
Last Sold Price $1,175,000

Last Listing Agent Nira Tocco Coldwell Banker Schmitt RE Co.

/7
$399,000
- Land
2 Dolphin Rd, Key West, FL 33040

ROGO Exempt lot just 10 minutes from Key West! This spacious lot is ideal for a family home or an investor looking to capitalize on strong rental potential due to its prime location.Enjoy close proximity to Geiger Key Marina & Restaurant, Geiger Key Beach, and convenient access to Big Coppitt Boat Ramp--less than a mile away! From there, it's a straight shot to local favorites like Snipes Key and

Austin Kimbler

Expert Realty LLC (HQ)

(305) 686-2245

2 Dolphin Rd, Key West, FL 33040
/12
$3,000 per month
- 3 Beds
- 2 Baths
- 1,528 Sq Ft
- House for Rent
31167 Ave G, Big Pine Key, FL 33043

Property Id: 2043505If your between homes, or construction, or here for a shorter period, here is a fully furnished home. Available now, 6mos + few days rental. Nice spacious, furnished home on a double lot, with fenced back yard. Utilities not included. Above ground pool. Close to local amenities. 3bd/2bth 1528 sq. ft. home with laundry room. Central AC & Heat. Monthly yard care

31167 Ave G, Big Pine Key, FL 33043
/60
$1,850,000 Sold Oct 27, 2025

1015 Adams Dr, Key Largo, FL 33037
- 3 Beds
- 2.5 Baths
- 2,380 Sq Ft
- Built 1999
Last Sold Summary
- 16% Below List Price
- $777/SF
- 156 Days On Market
Current Estimated Value $1,814,257

Last Listing Agent Brooke Vega American Caribbean Real Estate, Christie's International Real Estate

1015 Adams Dr, Key Largo, FL 33037

/40
Est $2,265,518 Not Listed For Sale

827 Elizabeth St, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,444 Sq Ft
- Built 1889
827 Elizabeth St, Key West, FL 33040

Last Sold Summary
- 1% Above List Price
- $1,558/SF
- 118 Days On Market
Last Sold Price $2,250,000

Last Listing Agent John Zaharakis Coldwell Banker Schmitt Real Estate Co. (KW)

/92
$3,799,000 Pending
- 3 Beds
- 3 Baths
- 1,728 Sq Ft
493 Coral Ave, Summerland Key, FL 33042

There are homes in the Florida Keys... and then there are legacy properties. Conceived and built by internationally recognized Keys architect Glenn Gray as his personal residence, 493 Coral Avenue is a rare architectural offering positioned on a premier point lot with open Gulf frontage and protected canal dockage. With water on two sides and panoramic sunrise-to-sunset views, the setting is

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(645) 300-3164

493 Coral Ave, Summerland Key, FL 33042
/32
$3,000 per month
- 3 Beds
- 2 Baths
- 1,345 Sq Ft
- House for Rent
963 69th Street Ocean, Marathon, FL 33050

This charming 3-bedroom, 2-bath home is surrounded by beautiful tropical greenery and lush plants, creating a peaceful and private setting. The home offers a comfortable layout with bright living spaces and plenty of storage throughout, making it both practical and inviting. Pets are welcome with a deposit, and the property is available for immediate occupancy. Offered as a 6-12 month rental,

Saara Staten Engel & Volkers Marathon

963 69th Street Ocean, Marathon, FL 33050
/35
$295,000 Sold Jul 02, 2025

439 83rd Street Ocean, Marathon, FL 33050
- 2 Beds
- 2 Baths
- 1,018 Sq Ft
- Built 1961
Last Sold Summary
- 1% Below List Price
- $290/SF
- 20 Days On Market
Last Listing Agent Mallory Pinto Keys Ocean Realty Inc.

439 83rd Street Ocean, Marathon, FL 33050

/40
Est $854,772 Not Listed For Sale

22994 Anne Bonny Ln, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,184 Sq Ft
- Built 2004
22994 Anne Bonny Ln, Summerland Key, FL 33042

Last Sold Summary
- 2% Above List Price
- $707/SF
- 62 Days On Market
Last Sold Price $837,000

Last Listing Agent Bascom Grooms Bascom Grooms Real Estate (KW)

/32
$625,000
- 2 Beds
- 1 Bath
- 850 Sq Ft
29961 Pine Channel Rd, Big Pine Key, FL 33043

Welcome to your perfect Florida Keys getaway in the heart of Big Pine Key. This charming 2-bedroom, 1-bath home offers an inviting open-concept layout that flows seamlessly between the living, dining, and kitchen areas. Natural light pours in through large windows, creating a bright, airy feel that complements the relaxed island setting.The kitchen features stainless steel appliances and a

Terrance Sullivan

Ocean Sotheby's International Realty

(833) 583-1227

29961 Pine Channel Rd, Big Pine Key, FL 33043
/19
$4,495 per month
- 2 Beds
- 2 Baths
- 1,348 Sq Ft
- Townhouse for Rent
202 Sanctuary Dr, Key Largo, FL 33037

Beautiful Waterfront, FULLY FURNISHED One-Level FLAT, 2 Bedroom, 2 Bath Townhome for Rent at The Sanctuary at Key Largo, MM 100, Bayside. This rare rental opportunity offers the perfect combination of nature, history, and coastal living. Enjoy a serene lifestyle in one of Key Largo's most unique, treasured and Gated communities. Nestled on 24 acres of lush tropical hardwood hammock, this historic

202 Sanctuary Dr, Key Largo, FL 33037
/44
$1,125,000 Sold Jan 16, 2026

283 Golf Club Dr, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,600 Sq Ft
- Built 1999
Last Sold Summary
- 13% Below List Price
- $703/SF
- 37 Days On Market
Current Estimated Value $1,195,194

Last Listing Agent Dan Serban Key West Luxury Real Estate Inc (KW)

283 Golf Club Dr, Key West, FL 33040

/56
Est $2,311,063 Not Listed For Sale

966 Shaw Dr, Key Largo, FL 33037
- 3 Beds
- 2 Baths
- 2,237 Sq Ft
- Built 1994
966 Shaw Dr, Key Largo, FL 33037

Last Sold Summary
- $1,028/SF
- 49 Days On Market
Last Sold Price $2,300,000

Last Listing Agent Patricia de la Torre Waterfront Realty Group Inc

/48
$1,399,000 Open Sat 10AM - 12PM
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
823 Indies Rd, Ramrod Key, FL 33042

Fabulous sunset views over the salt ponds at this concrete 3 Bedroom 2 Bath home in Breezeswept Beach Estates. Located towards the end of a very quiet street this home offers a lot of privacy with beautiful views of the bird estuary in front and long views of the canal in the back. Boaters will appreciate the immediate ocean access with no bridges and easy turn around from the 60' step-down dock

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(305) 614-6847

823 Indies Rd, Ramrod Key, FL 33042
/37
$3,400 per month
- 2 Beds
- 2 Baths
- 1,248 Sq Ft
- Property for Rent
806 S Jade Dr, Key Largo, FL 33037

AVAILABLE AUGUST 5TH, 2026! Welcome to your perfect retreat in the heart of Key Largo! Golf cart in photos included! Located in the vibrant 55+ community of Silver Shores, this fully furnished 2-bedroom, 2-bathroom home features tasteful modern coastal decor and an inviting open-concept layout. The spacious living room, kitchen, and dining area flow seamlessly together for comfortable everyday

Jessie Morales Lifestyle International Realty

806 S Jade Dr, Key Largo, FL 33037
/44
$1,675,000 Sold Jul 30, 2025

2605 Gulfview Dr, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,320 Sq Ft
- Built 1999
Last Sold Summary
- 7% Below List Price
- $1,269/SF
- 116 Days On Market
Current Estimated Value $1,662,535

Last Listing Agent Paige Bethel Island Home Realty Inc.

2605 Gulfview Dr, Key West, FL 33040

/3
Est $1,257,710 Not Listed For Sale

1605 Catherine St, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,593 Sq Ft
- Built 1952
1605 Catherine St, Key West, FL 33040

Last Sold Summary
- 4% Above List Price
- $760/SF
- 15 Days On Market
Last Sold Price $1,210,000

Last Listing Agent Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

/23
$1,299,999 Open Sun 12PM - 2PM
- 5 Beds
- 4 Baths
- 1,788 Sq Ft
311 Belmont Ln, Key Largo, FL 33037

Looking for your dream retreat home? Here it is. Direct waterfront home with boat lift and 40 ft. dock. Now is the time. The home features 4 bedrooms and a private loft that works as a 5th bedroom. Great property for investment or second home. Close to your favorite restaurants and minutes to Adam's Cut. Easy to preview. The lower-level bedroom features a separate entrance and direct access to

Joel Freis

Compass Florida, LLC

(645) 215-6316

311 Belmont Ln, Key Largo, FL 33037
/38
$7,920 per month
- 2 Beds
- 3 Baths
- 1,345 Sq Ft
- Condo for Rent
629 Elizabeth St Unit SI ID1297833P, Key West, FL 33040

The advertised rate of $7,920/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 8, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

629 Elizabeth St Unit SI ID1297833P, Key West, FL 33040
/60
$930,000 Sold Jan 23, 2026

27405 Guadaloupe Ln, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,288 Sq Ft
- Built 2008
Last Sold Summary
- 2% Below List Price
- $722/SF
- 51 Days On Market
Current Estimated Value $926,957

Last Listing Agent Mark Gable Engel & Volkers Marathon

27405 Guadaloupe Ln, Summerland Key, FL 33042

/32
Est $964,704 Not Listed For Sale

2506 Patterson Ave, Key West, FL 33040
- 4 Beds
- 2 Baths
- 1,572 Sq Ft
- Built 1948
2506 Patterson Ave, Key West, FL 33040

Last Sold Summary
- 2% Above List Price
- $604/SF
- 287 Days On Market
Last Sold Price $950,000

Last Listing Agent Robin Nilsson Keller Williams Key West Compass Realty

/62
$5,200,000
- 4 Beds
- 4 Baths
- 2,660 Sq Ft
17013 Coral Dr, Summerland Key, FL 33042

Introducing Blue Sky Pointe - the crown jewel of Sugarloaf Key. Perched on a gated 33,750 sq. ft. peninsula with approximately 730 feet of waterfront, this spectacular 4 Bed, 3.5 Bath modern coastal showpiece is surrounded by glistening water and enjoys Keys famous sunset views over Sugarloaf Sound.Fully renovated with premium craftsmanship, the home features a standing seam metal roof, PGT

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(786) 882-3659

17013 Coral Dr, Summerland Key, FL 33042
/14
$3,600 per month
- 2 Beds
- 2 Baths
- 1,063 Sq Ft
- Townhouse for Rent
200 Harborview Dr Unit 104, Tavernier, FL 33070

Beautiful Bayfront Townhome with Sunset Views & Boat Slip - MM 92Immaculate 2-bedroom, 2,5-bath townhome offering stunning open bay views and spectacular sunsets in a prime location at MM 92, perfectly situated between Key Largo and Islamorada.This beautifully maintained home features high-end finishes throughout and an open, light-filled living space designed to capture the incredible waterfront

Wiebke Westedt LoKation Real Estate - Pompano Beach

200 Harborview Dr Unit 104, Tavernier, FL 33070
/18
$380,000 Sold Mar 10, 2026

204 Ocean Blvd, Tavernier, FL 33070
- Land
- 0.28 Acre
- $1,368,000 per Acre
Last Sold Summary
- 20% Below List Price
- 169 Days On Market
Current Estimated Value $392,171

Last Listing Agent Katie Raskob Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

204 Ocean Blvd, Tavernier, FL 33070

/33
Est $793,264 Not Listed For Sale

1904 Staples Ave, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,160 Sq Ft
- Built 1948
1904 Staples Ave, Key West, FL 33040

Last Sold Summary
- $681/SF
- 280 Days On Market
Last Sold Price $790,000

Last Listing Agent Dawn McComish Lokation Real Estate

/58
$3,750,000
- 3 Beds
- 2 Baths
- 1,851 Sq Ft
755 Sawyer Dr, Summerland Key, FL 33042

In prestigious Cudjoe Gardens, this fully renovated Keys retreat feels more like a private sanctuary than a house. The main oceanfront lot is wrapped in lush, mature landscaping -- buttonwoods in the back, banyan trees along the side, orchids everywhere, irrigation, and low-voltage lighting that makes the property glow at night. It's the kind of tropical setting people move to the Keys for.

Terrance Sullivan

Ocean Sotheby's International Realty

(786) 204-2360

755 Sawyer Dr, Summerland Key, FL 33042
/2
$3,800 per month
- 2 Beds
- 1 Bath
- 612 Sq Ft
- Condo for Rent
2513 Staples Ave Unit B, Key West, FL 33040

Property Id: 1836419PERFECT OPPORTUNITY FOR MILITARY ROOMMATES!!!! This is the rear unit in a super cute ground level duplex. 2 bed / 1 bath. $3,800/month. ALL UTILITIES & EXTERIOR MAINTENANCE INCLUDED! (water, sewer, electric & internet) plus IN UNIT LAUNDRY! Shared lawn space perfect for enjoying evenings outside.Partially furnished and ready to move in now! Fully deep

2513 Staples Ave Unit B, Key West, FL 33040
/43
$600,000 Sold Feb 06, 2026

601 W Ocean Dr Unit 407, Key Colony Beach, FL 33051
- 2 Beds
- 2.5 Baths
- 1,475 Sq Ft
- Built 1975
Last Sold Summary
- 4% Below List Price
- $407/SF
- 78 Days On Market
Current Estimated Value $612,099

Last Listing Agent Tracy Chacksfield Berkshire Hathaway HomeServices Keys Real Estate

601 W Ocean Dr Unit 407, Key Colony Beach, FL 33051

/14
Est $2,047,508 Not Listed For Sale

1500 Atlantic Blvd Unit 403, Key West, FL 33040
- 2 Beds
- 3 Baths
- 1,910 Sq Ft
- Built 1984
1500 Atlantic Blvd Unit 403, Key West, FL 33040

Last Sold Summary
- 2% Below List Price
- $1,099/SF
- 194 Days On Market
Last Sold Price $2,100,000

Last Listing Agent Kelli Houze Berkshire Hathaway HomeServices Knight & Gardner Realty

Showing Results 201 - 240, Page 6 of 18

Florida Monroe County

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