Monroe County, FL Homes

/22
$900,000
- Land
313 Woods Ave, Tavernier, FL 33070

Beautiful Canal front lot with 50ft of water-frontage. Its a direct access out to the bay and quick ocean access via Tavernier Creek. Plans approved and already in BPAS since April 2022 with 15 points. Plans are for a very spacious 2 bedroom and 2.5 bath, 2 story home w/ over 2700 sf under A/C plus 3 verandas and a sundeck. Covered carport & room for a pool. Close to schools, shopping,

Terry Canto

American Caribbean Real Estate, Christie's International Real Estate

(786) 840-9617

313 Woods Ave, Tavernier, FL 33070
/41
$3,900 per month
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
- House for Rent
47 Bass Ave, Key Largo, FL 33037

AVAILABLE DECEMBER!Looking for a long-term rental that feels like a vacation every single day? Welcome to this stunning, fully furnished and beautifully remodeled home located on Bass Ave right on Adam's Cut, offering direct bay and ocean access from the homeowners park boat ramp.Vaulted wood ceilings, a bright and modern kitchen with stainless steel appliances, and updated spa-style

Samantha Arce Better Homes and Gardens Real Estate Destinations

47 Bass Ave, 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 $705,273

Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

226 Newfound Blvd, Big Pine Key, FL 33043

/21
Not Listed For Sale
- 2 Beds
- 1 Bath
- 770 Sq Ft
701 Spanish Main Dr Unit 83, Cudjoe Key, FL 33042

701 Spanish Main Dr Unit 83, Cudjoe Key, FL 33042

/26
$1,299,000 Under Contract
- 3 Beds
- 3 Baths
- 1,420 Sq Ft
55 Coral Way, Key West, FL 33040

$151,000 PRICE REDUCTION! Here is your chance to purchase a TRUE TRANSIENT 3BR/3BA 1420 sq ft home. OCTOPUS'S GARDEN is one of only 8 stand alone units in the Coral Hammock gated community and has generated up to $157,000 in gross annual income. This income-producing home is being offered as a turnkey purchase, whimsically decorated with furnishings that reflect the laid-back, quirky island life

Christopher Santry

Last Key Realty, Inc (KW)

(305) 224-8622

55 Coral Way, Key West, FL 33040
/48
$3,600 per month
- 3 Beds
- 2 Baths
- House for Rent
320 Sound Dr, Key Largo, FL 33037

Looking for a home in a fantastic neighborhoodin the fabulous Florida Keys for rent .this beautiful home 3 bedroom 2 bath home feature a open floor plan recently updated, impact window new roof beautiful bathroomsplenty of parking for both your boat and carsnext to John Pennekamp State ParkEven better the owners is not planning to sale

Martha Noval RE/MAX All Keys Real Estate

320 Sound Dr, 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

/17
Est $893,012 Not Listed For Sale
- 2 Beds
- 1 Bath
- 604 Sq Ft
620 Thomas St Unit 151, Key West, FL 33040

620 Thomas St Unit 151, Key West, FL 33040

/49
$2,299,000
- 4 Beds
- 3 Baths
- 2,440 Sq Ft
22542 Jolly Roger Dr, Summerland Key, FL 33042

Welcome to coastal living in one of the most desirable neighborhoods in Cudjoe Key. This beautifully renovated 4-bedroom, 3-bath oceanfront residence sits proudly on a rare double lot, offering unmatched space, privacy, and breathtaking open-water views. Step inside to discover a bright, airy living space with stylish coastal finishes, vaulted ceilings, and walls of windows that frame the

Emily Lombard

Ocean Sotheby's International Realty

(786) 952-5159

22542 Jolly Roger Dr, Summerland Key, FL 33042
/34
$3,400 per month
- 3 Beds
- 2 Baths
- 1,574 Sq Ft
- House for Rent
12 S Andros Rd, Key Largo, FL 33037

Come check out this beautiful family home, wonderfully located near the entrance of Key Largo. This home features 3 bedrooms and 2 bathrooms, along with a spacious den that can be utilized as a spare bedroom, den, family room, playroom, or office. This property features a fruit tree, ample outdoor space, and parking. The roof is brand new as of October 2025, and impact windows and doors as of

Ambar Marcelo The Keyes Company

12 S Andros Rd, Key Largo, FL 33037
/47
$1,400,000 Sold Feb 20, 2025

87851 Old Hwy Unit K36, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,813 Sq Ft
- Built 1989
Last Sold Summary
- 6% Below List Price
- $772/SF
- 66 Days On Market
Current Estimated Value $1,440,940

Last Listing Agent Cynthia Hughes Ocean Sotheby's International Realty

87851 Old Hwy Unit K36, Islamorada, FL 33036

/33
Est $1,029,201 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,130 Sq Ft
26G Roberta St, Stock Island, FL 33040

26G Roberta St, Stock Island, FL 33040

/6
$400,000
- Land
21865 Spain Blvd, Summerland Key, FL 33042

Over TWO acres of pristine land with native plants winding roads, storage sheds, and grassy areas. Natural Ponds and native wildlife greet you as you explore and walk through this expansive property. Birds, deer, turtle and natural hammock make this a one of kind spot, perfect for enjoying the untouched way the keys used to be! This offering is LAND only, Please also see home at 21855 Spain Blvd

Matthew Sheehan

Ocean Sotheby's International Realty

(305) 614-8634

21865 Spain Blvd, Summerland Key, FL 33042
/54
$2,600 per month
- 2 Beds
- 2 Baths
- 1,374 Sq Ft
- Property for Rent
606 N Silver Cir, Key Largo, FL 33037

BEAUTIFUL GATED 55 PLUS COMMUNITY. OPEN FLOOR PLAN WIITH VAULTED CEILINGS. COMMUNITY HAS POOL, TENNIS COURTS, BOCCE BALL, HORSESHOE PITS. THIS PROPERTY IS LOCATED AT THE END OF THE STREET FOR NICE PRIVACY. PLENY OF STORAGE.

Wendy Ives RE/MAX All Keys Real Estate

606 N Silver Cir, 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 $1,314,506

Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

1911 Fogarty Ave, Key West, FL 33040

/38
Est $1,288,891 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
17165 Wahoo Ln W, Upper Sugarloaf Key, FL 33042

17165 Wahoo Ln W, Upper Sugarloaf Key, FL 33042

/13
$475,000 Under Contract
- 4 Beds
- 3 Baths
- 1,620 Sq Ft
31052 Avenue H, Big Pine Key, FL 33043

Investment opportunity on 10,000 sq. ft. double lot near the Big Pine Community Park; the location offers easy access to US1, local shopping and more; Marathon and Key West are within easy reach. **DO NOT WALK THE PROPERTY WITHOUT APPOINTMENT** 2 units, 2 tenants; pets on premises. 1,060 sq. ft. mobile home has 3BD/2BA, exterior wood siding; interior has been updated. CBS garage has 560 sq. ft.

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(833) 646-1138

31052 Avenue H, Big Pine Key, FL 33043
/41
$6,700 per month
- 3 Beds
- 2.5 Baths
- 2,652 Sq Ft
- House for Rent
112 Seagull Ln, Tavernier, FL 33070

Escape to the Florida Keys and enjoy Bay Views, brilliant Sunsets, and effortless Boating Access from this stunning 3-bedroom, 2.5-bath canal-front home -- just one lot from Florida Bay. Designed for island living, the first level offers a spacious screened waterside patio perfect for entertaining or relaxing. Watch the game on the big-screen TV, cook in the outdoor kitchen, or unwind by the

Terri Bodker LoKation Real Estate

112 Seagull Ln, Tavernier, FL 33070
/22
$295,000 Sold Oct 24, 2025

201 Coppitt Rd Unit 102, Key West, FL 33040
- 1 Bed
- 1 Bath
- 536 Sq Ft
- Built 1974
Last Sold Summary
- $550/SF
- 54 Days On Market
Current Estimated Value $294,029

Last Listing Agent Jimmy Lane Island Life Realty Experts

201 Coppitt Rd Unit 102, Key West, FL 33040

/47
Est $1,128,234 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,760 Sq Ft
7204 Simran Ln, Duck Key, FL 33050

7204 Simran Ln, Duck Key, FL 33050

/43
$849,000
- 2 Beds
- 3 Baths
- 1,352 Sq Ft
12690 Overseas Hwy Unit 310, Marathon, FL 33050

Welcome to Gulfpointe II, a Gulf front community offering lots of amenities including great dockage, large heated and chilled pool and lots of parking. This spacious 2 Bedroom 2 Bath condo offers an open floor plan with panoramic views of the gulf from all angles. Enjoy morning coffee or evening cocktails watching the sunset over the water from one of your. two porches that face different angles

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 981-1192

12690 Overseas Hwy Unit 310, Marathon, FL 33050
/32
$2,950 per month
- 2 Beds
- 2 Baths
- 860 Sq Ft
- Condo for Rent
1129 Pebble Beach Ln Unit 6, Marathon, FL 33050

Furnished 2BR/2BA ground-floor corner unit in Duck Key with flexible lease terms. Annual lease at $2,950/month, 6-month lease at $3,150/month, and leases under 6 months at $3,950/month. Features brand-new furnishings, open living area, outdoor patio, and split-bedroom layout. Primary suite includes a king bed, en-suite bath, walk-in closet, and private entrance. Guest bedroom accommodates two

Jessie Morales Lifestyle International Realty

1129 Pebble Beach Ln Unit 6, Marathon, FL 33050
/15
$226,500 Sold Apr 03, 2025

915 S Emerald Dr, Key Largo, FL 33037
- 2 Beds
- 2 Baths
- 1,316 Sq Ft
- Built 1979
Last Sold Summary
- 43% Below List Price
- $172/SF
- 119 Days On Market
Last Listing Agent Ronda Thompson Coldwell Banker Schmitt Key Largo

915 S Emerald Dr, Key Largo, FL 33037

/8
Est $252,707 Not Listed For Sale
1135 Hakluyt Ln, Cudjoe Key, FL 33042

1135 Hakluyt Ln, Cudjoe Key, FL 33042

/13
$315,000
- Land
94825 Overseas Hwy Unit 157, Key Largo, FL 33037

ROGO EXEMPT VACANT LOT!!! EXCLUSIVE GATED COMMUNITY FEATURING A STATE OF THE ART CLUB HOUSE, MARINA, PLAYGROUND, SPORTS COURTS, BOAT RAMP. GREAT WEEKEND OR YEAR ROUND HOME. BUILD A BEAUTIFUL 3 STORY HOME. MOTIVATED SELLER, ALL OFFERS WILL BE CONSIDERED.

Joseph Suarez

Trustpoint Realty, LLC

(786) 947-5992

94825 Overseas Hwy Unit 157, Key Largo, FL 33037
/30
$3,600 per month
- 3 Beds
- 2 Baths
- 1,568 Sq Ft
- House for Rent
202 W Canal Dr, Key Largo, FL 33037

Discover this charming 3-bedroom, 2-bath furnished home tucked away on a private lot surrounded by trees, open spaces, and sandy areas. Enjoy the best of Florida Keys living with your own fishing dock, paddleboards, and kayaks included. There is a spacious kitchen with appliances. Also, there are three balconies with relaxing views. Property comes with Ample parking in the front. Just minutes

Fatemeh Sadeghi Coldwell Banker Realty

202 W Canal Dr, Key Largo, FL 33037
/26
$500,000 Sold Oct 29, 2025

1W & 2W Cooks Island, Cook Island Key, FL 33043
- 2 Beds
- 1 Bath
- 900 Sq Ft
- Built 2007
Last Sold Summary
- 26% Below List Price
- $556/SF
- 93 Days On Market
Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

1W & 2W Cooks Island, Cook Island Key, FL 33043

/2
Est $707,006 Not Listed For Sale
- 2 Beds
- 2 Baths
- 841 Sq Ft
500 Burton Dr Unit 4406, Tavernier, FL 33070

500 Burton Dr Unit 4406, Tavernier, FL 33070

/32
$3,699,000 Under Contract
- 3 Beds
- 3 Baths
- 1,663 Sq Ft
805 Shavers Ln, Key West, FL 33040

Income producing 300k+/yr - Tucked behind a classic white picket fence in the heart of Old Town Key West just steps from Duval St, 805 Shavers Lane is a completely restored historic 3 Bedroom 3 Bath residence that seamlessly blends timeless island architecture with refined modern luxury. From arrival, the cheerful island exterior, standing-seam metal roof and Bahama shutters set the tone for

Tommy Mack

Coastal Collection Real Estate Inc.

(305) 930-7583

805 Shavers Ln, Key West, FL 33040
/17
$5,000 per month
- 3 Beds
- 2 Baths
- 1,565 Sq Ft
- House for Rent
24840 Park Dr, Summerland Key, FL 33042

{ WOW } Try and find a rental in the Lower Florida Keys! Then, yet again, one with 3 bedrooms, 2 Full baths and spacious Kitchen, Livingroom, Dinning open concept layout. Welcome to living in Summerland Key Cove.Live where others vacation -- in Summerland Key Cove, just 25 miles from Key West. Whether you're a boater, pilot, fisherman, or someone who simply enjoys walking their dog by the water,

Thomas Murphy LAER Realty

24840 Park Dr, Summerland Key, FL 33042
/24
$485,000 Sold May 23, 2025

1923 Narcissus Ave, Big Pine Key, FL 33043
- 2 Beds
- 1.5 Baths
- 1,506 Sq Ft
- Built 1974
Last Sold Summary
- 22% Below List Price
- $322/SF
- 74 Days On Market
Current Estimated Value $559,379

Last Listing Agent Christopher Tanaka Coldwell Banker Schmitt RE Co.

1923 Narcissus Ave, Big Pine Key, FL 33043

/36
Not Listed For Sale
- 2 Beds
- 2 Baths
- 807 Sq Ft
3930 S Roosevelt Blvd Unit S311, Key West, FL 33040

3930 S Roosevelt Blvd Unit S311, Key West, FL 33040

/36
$699,000 Open Sun 1PM - 3PM
- 3 Beds
- 2 Baths
- 1,039 Sq Ft
29048 Iris Dr, Big Pine Key, FL 33043

Great price for an entry-level canal-front home! Located on a 50-foot-wide canal, this updated 3-bedroom, 2-bath home provides good boating access to Pine Channel, the Atlantic Ocean, and the backcountry. The great room features a cathedral ceiling, abundant natural light from a south-facing picture window, and French doors opening to a covered porch with canal views. Upgrades include

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(855) 528-3127

29048 Iris Dr, Big Pine Key, FL 33043
/38
$3,600 per month
- 3 Beds
- 2 Baths
- 1,478 Sq Ft
- House for Rent
23 Jenny Ln, Key Largo, FL 33037

Utilities Included! LONG TERM/ANNUAL RENTAL. Unfurnished, 2nd Floor CBS Single Family House, Built 2021, Located @ mm 102/Ocean Side. 3 Spacious Bedroom, 2 Ample Bathrooms, Laundry Room w/Washer & Dryer. Open Concept Living Area with Spacious Kitchen. (Internet & Cable Not Included in Monthly Rent) Move-In Requirements: 1st MO + 2 MO Security Deposit, Complete Landlord's Application, Background &

Alfredo Perez Realty Plus, LLC

23 Jenny Ln, Key Largo, FL 33037
/42
$740,000 Sold Jun 02, 2025

58885 Overseas Hwy, Marathon, FL 33050
- 3 Beds
- 2 Baths
- 1,548 Sq Ft
- Built 1982
Last Sold Summary
- 7% Below List Price
- $478/SF
- 78 Days On Market
Current Estimated Value $788,736

Last Listing Agent Nate Bartlett Berkshire Hathaway HomeServices Keys Real Estate

58885 Overseas Hwy, Marathon, FL 33050

/4
Est $194,641 Not Listed For Sale
- 1 Bed
- 49 Sq Ft
100 Morris Ln Unit C-9, Key Largo, FL 33037

100 Morris Ln Unit C-9, Key Largo, FL 33037

/79
$2,600,000
- 4 Beds
- 3 Baths
- 2,321 Sq Ft
16 Azalea Dr, Key West, FL 33040

Welcome to 16 Azalea Drive, a completely reimagined home that embodies sophisticated coastal living, blending modern elegance with meticulous attention to detail at every turn. Thoughtfully redesigned from the ground up, this 4-bedroom, 3-bath property spans nearly 2,400 sq ft of refined living space. The open layout creates a seamless flow between the living, dining & kitchen areas, each curated

Tommy Mack

Coastal Collection Real Estate Inc.

(786) 957-4363

16 Azalea Dr, Key West, FL 33040
/8
$2,950 per month
- 2 Beds
- 1.5 Baths
- Townhouse for Rent
40 High Point Rd Unit C105, Tavernier, FL 33070

Move-in ready townhouse located in the heart of Islamorada! This 2-bedroom, 1.5-bath home has been well maintained and features impact windows and doors, fresh interior paint, a metal roof in 2024, newer AC, upgraded electrical throughout and a washer and dryer in the unit. The galley kitchen provides ample cabinet space, induction stove top, dishwasher and pantry. Enjoy convenient access to the

Sharon Kelly-Brown Sharon J. Kelly Realty, Inc.

40 High Point Rd Unit C105, Tavernier, FL 33070
/80
$2,150,000 Sold May 20, 2025

105 Buena Vista Ct, Islamorada, FL 33036
- 4 Beds
- 3 Baths
- 2,095 Sq Ft
- Built 1989
Last Sold Summary
- 25% Below List Price
- $1,026/SF
- 265 Days On Market
Current Estimated Value $2,238,859

Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

105 Buena Vista Ct, Islamorada, FL 33036

/14
Est $612,896 Not Listed For Sale
- 2 Beds
- 1 Bath
- 750 Sq Ft
86 Francis Drake Dr, Key Largo, FL 33037

86 Francis Drake Dr, Key Largo, FL 33037

Showing Results 601 - 640, Page 16 of 18

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