Monroe County, FL Homes

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

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 impact-resistant windows and doors, new stainless steel

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(855) 528-3127

29048 Iris Dr, Big Pine Key, FL 33043
/7
$2,500 per month
- 2 Beds
- 1 Bath
- 870 Sq Ft
- House for Rent
900 66th St Unit A, Marathon, FL 33050

This property at 900 66th St features 2 bedrooms and 1 bathroom within a total of 870 square feet. The living room offers ample space for relaxation and entertainment, while the bedrooms provide comfortable sleeping areas. The bathroom is equipped with standard fixtures for everyday use. Additional amenities include cable readiness and designated storage space for convenience. The exterior of the

900 66th St Unit A, Marathon, FL 33050
/8
$906,300 Sold Apr 30, 2025

0000 Dorn Rd, Big Torch Key, FL 33042
- Land
- 35.5 Acres
- $25,530 per Acre
Last Sold Summary
- 43% Below List Price
- 103 Days On Market
Last Listing Agent Lindsay Ryan EXP Realty LLC

0000 Dorn Rd, Big Torch Key, FL 33042

/2
Not Listed For Sale
- 2 Beds
- 1 Bath
- 672 Sq Ft
170 Mars Ln, Key West, FL 33040

170 Mars Ln, Key West, FL 33040

/17
$999,000
- Land
21082 6th Ave, Summerland Key, FL 33042

An exceptional opportunity awaits in one of the Lower Keys' most desirable neighborhoods. This oversized corner lot is ROGO exempt and comes with approved building plans already on file with Monroe County, allowing you to skip the waiting line and begin building your dream home immediately. The existing structure has been demolished, clearing the way for a seamless transition from vision to

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(645) 300-6302

21082 6th Ave, Summerland Key, FL 33042
/25
$4,500 per month
- 2 Beds
- 2 Baths
- 1,416 Sq Ft
- Property for Rent
728 Ashe St, Key West, FL 33040

Charming Historic Home in Old Town Key West - Annual Lease RequiredStep into the charm of Old Town Key West with this spacious and beautifully maintained historic home. This two-bedroom, one-and-a-half-bath residence blends classic island character with modern comfort.Both bedrooms are generously sized, each offering ample closet space. The primary bedroom features direct access to the full bath

Jody Clark Key West Luxury Real Estate Inc (KW)

728 Ashe St, Key West, FL 33040
/5
$380,000 Sold Jul 21, 2025

3312 Northside Dr Unit 109, Key West, FL 33040
- 2 Beds
- 1 Bath
- 631 Sq Ft
- Built 1980
Last Sold Summary
- $602/SF
- 0 Days On Market
Current Estimated Value $381,699

Last Listing Agent Baris Leyla Coastal Collection Real Estate Inc.

3312 Northside Dr Unit 109, Key West, FL 33040

/44
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,232 Sq Ft
81200 Overseas Hwy Unit 5, 6, Islamorada, FL 33036

81200 Overseas Hwy Unit 5, 6, Islamorada, FL 33036

/63
$2,450,000
- 3 Beds
- 3 Baths
- 2,486 Sq Ft
30468 Oleander Blvd, Big Pine Key, FL 33043

Discover the easygoing charm of the Lower Keys at this .81-acre waterfront estate, featuring a two-bedroom, two-bath main house and a one-bedroom, one-bath guest cottage with views over Bogie Channel. Enjoy leisurely days entertaining under the large poolside tiki hut or on the covered platform at the end of the 463-foot pier--perfect for relaxing with family and friends while watching sunsets

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(877) 796-4209

30468 Oleander Blvd, Big Pine Key, FL 33043
/5
$1,700 per month
- Studio
- 1 Bath
- 450 Sq Ft
- Condo for Rent
14 Sunset Rd Unit Downstairs Studio, Key Largo, FL 33037

INVITING OUTDOOR PATIOBeautiful 1 Bed / 1 Bath Downstairs Studio Key Largo (MM 95, Bayside)Enjoy the true island lifestyle in this spacious and bright 1 Bed / 1 Bath downstairs studio located in one of Key Largo's most desirable neighborhoods.Just steps from a peaceful park and with a beach around the corner, this cozy and private studio offers the perfect blend of comfort,

14 Sunset Rd Unit Downstairs Studio, Key Largo, FL 33037
/47
$1,000,000 Sold Dec 30, 2024

220 Jasmine St, Tavernier, FL 33070
- 3 Beds
- 3 Baths
- 2,200 Sq Ft
- Built 1967
Last Sold Summary
- 5% Below List Price
- $455/SF
- 33 Days On Market
Current Estimated Value $1,054,909

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

220 Jasmine St, Tavernier, FL 33070

/2
Est $2,225,684 Not Listed For Sale
- 4 Beds
- 5 Baths
- 1,800 Sq Ft
211 Bruce Ct, Marathon, FL 33050

211 Bruce Ct, Marathon, FL 33050

/51
$499,000
- 2 Beds
- 2 Baths
- 864 Sq Ft
55 Boca Chica Rd Unit 447, Key West, FL 33040

Welcome to Seaside Resort, a gated, waterfront community just 10 minutes from the heart of Key West! This bright, cheerful 2 bed, 2 bath home with 864 sq ft of updated living space is move-in ready and offered turn-key furnished. Step inside this impeccably kept home to discover an open-concept layout filled with natural light, coastal charm, and a spacious feel. The kitchen features crisp white

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(645) 230-1331

55 Boca Chica Rd Unit 447, Key West, FL 33040
/33
$4,000 per month
- 2 Beds
- 2 Baths
- 1,278 Sq Ft
- Condo for Rent
96000 Overseas Hwy Unit W44, Key Largo, FL 33037

Top Floor Condo in desirable Buttonwood Bay in Key Largo Florida. Unit offers great views of Florida Bay and the marina basin from the expansive screened balcony. Featuring two bedrooms and two bathrooms, kitchen with granite countertops, bamboo flooring in the bedrooms, a new a/c and stainless steel refrigerator. Amenities include 5 tennis courts, pickle ball courts, 3 heated swimming pools, a

Omar Bonnin Prestige Realty Group, LLC

96000 Overseas Hwy Unit W44, Key Largo, FL 33037
/35
$900,000 Sold Apr 07, 2025

1404 Suffolk Cir, Key Largo, FL 33037
- 3 Beds
- 2 Baths
- 1,024 Sq Ft
- Built 1966
Last Sold Summary
- 10% Below List Price
- $879/SF
- 39 Days On Market
Last Listing Agent TEAM Walters Gloria, Rachel and Michae Ocean Sotheby's International Realty

1404 Suffolk Cir, Key Largo, FL 33037

/42
Est $364,709 Not Listed For Sale
- 1 Bed
- 1 Bath
- 756 Sq Ft
200 Wrenn St Unit 602, Tavernier, FL 33070

200 Wrenn St Unit 602, Tavernier, FL 33070

/66
$539,000
- 2 Beds
- 2 Baths
- 836 Sq Ft
701 Spanish Main Dr Unit 154, Cudjoe Key, FL 33042

Coastal Paradise with Income Potential! Stunning 2BR/2BA Home Steps from the Ocean.Embrace the ultimate coastal lifestyle in this beautifully maintained 2-bedroom, 2-bathroom home, perfectly positioned directly across the street from the ocean. Wake up to serene water views and the soothing sound of the waves from your spacious, private decka"an ideal spot for your morning coffee or evening

Ian Calderwood

Bluescape Real Estate

(786) 882-1915

701 Spanish Main Dr Unit 154, Cudjoe Key, FL 33042
/34
$5,100 per month
- 3 Beds
- 3 Baths
- 1,945 Sq Ft
- Townhouse for Rent
96 Ave C Unit 6, Marathon, FL 33050

Fully Furnished Long Term Rental (no short-term or subletting requests please). Beautiful, fully-furnished townhome in Bonefish Yacht Club next to Bonefish Marina. The home overlooks the marina. This 3-story townhome, end unit, has been thoughtfully updated and curated for a tranquil living experience with all the comforts of home. 1st Level: Entry WayEnter with a sense of

96 Ave C Unit 6, Marathon, FL 33050
/45
$1,400,000 Sold Oct 22, 2025

851 Narragansett Ln, Key Largo, FL 33037
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 1982
Last Sold Summary
- 7% Below List Price
- $1,042/SF
- 27 Days On Market
Last Listing Agent Robert Valenzuela Century 21 Circle- Islamorada

851 Narragansett Ln, Key Largo, FL 33037

/14
Est $359,667 Not Listed For Sale
27391 W Indies Dr, Ramrod Key, FL 33042

27391 W Indies Dr, Ramrod Key, FL 33042

/58
$3,750,000
- 3 Beds
- 2 Baths
- 1,851 Sq Ft
755 & 744 Sawyer Dr, Cudjoe 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

Terrance Sullivan

Ocean Sotheby's International Realty

(786) 465-7217

755 & 744 Sawyer Dr, Cudjoe Key, FL 33042
/18
$2,000 per month
- 2 Beds
- 1 Bath
- Property for Rent
325 Calusa St Unit 118, Key Largo, FL 33037

NOW AVAILABLE! Welcome to Calusa, a sought after community located in Key Largo. Calusa is an exclusive, guard-gated community that offers a lifestyle of comfort & convenience. Residents enjoy a range of amenities, including a large pool, well-maintained play grounds, tennis courts, & cozy fire pits for relaxing evenings. Situated on a quiet street without rear neighbors providing an exceptional

Annie Bello RE/MAX Advance Realty

325 Calusa St Unit 118, Key Largo, FL 33037
/23
$600,000 Sold Jul 15, 2025

651 William St Unit 1, Key West, FL 33040
- 1 Bed
- 1 Bath
- 599 Sq Ft
- Built 1933
Last Sold Summary
- 28% Below List Price
- $1,002/SF
- 191 Days On Market
Current Estimated Value $639,159

Last Listing Agent Barbara Bowers Preferred Properties (KW)

651 William St Unit 1, Key West, FL 33040

/4
Est $247,978 Not Listed For Sale
- 2 Beds
18 Hibiscus Ln, Key Largo, FL 33037

18 Hibiscus Ln, Key Largo, FL 33037

/11
$2,950,000
- Land
- 0.5 Acre
- $5,895,128 per Acre
246 & 248 Pescayo Ave, Marathon, FL 33050

Ready to Build Your Dream Florida Keys Estate? This rare opportunity includes two large adjacent, cleared parcels, totaling 21,798 sq ft, in the heart of Marathon, already vested with a City of Marathon Market Rate Transferable Building Right, (TBR) -- meaning no wait, no red tape - start building immediately! Positioned on a deepwater canal with 7.9' controlling depth, this location is ideal for

Joshua Mothner

Coldwell Banker Schmitt Real Estate Co.

(786) 982-6772

246 & 248 Pescayo Ave, Marathon, FL 33050
/63
$3,700 per month
- 2 Beds
- 2 Baths
- 778 Sq Ft
- Condo for Rent
98202 Windward Ave Unit 202 and Boatslip, Key Largo, FL 33037

CONDO W/ BOATSLIP FOR RENT 2/2KEY LARGOEscape to a bayside retreat with this updated 2-bedroom, 2-bathresidence, privately set on the second floor and only steps from the water's edge. A light-filled interior opens to a screened balcony, the perfect spot to unwind while taking in the tropical breeze. What truly sets this property apart is its 30 ft deeded boat slip--a coveted

98202 Windward Ave Unit 202 and Boatslip, Key Largo, FL 33037
/29
$489,000 Sold Feb 10, 2025

6518 5th St, Key West, FL 33040
- 2 Beds
- 2 Baths
- 840 Sq Ft
- Built 1988
Last Sold Summary
- 1% Below List Price
- $582/SF
- 65 Days On Market
Last Listing Agent Bascom Grooms Bascom Grooms Real Estate (KW)

6518 5th St, Key West, FL 33040

/14
Not Listed For Sale
00 Cayman Ln, Key Largo, FL 33037

00 Cayman Ln, Key Largo, FL 33037

/20
$540,000
- Land
5950 Peninsular Ave Unit 631, Key West, FL 33040

A beautiful 50' live aboard slip at Oceanside Marina (Oceans Edge Resort). Direct deep water access to the Atlantic Ocean make this a perfect Key West getaway for a passionate boater, vacation or permanent Key West home on a boat, or for a charter boat captain. Owners have full access to the resort facilities at Oceans Edge Resort, including six pools, a fitness center, full bath house with

Cardenas & Krug Team

Ocean Sotheby's International Realty

(786) 772-7942

5950 Peninsular Ave Unit 631, Key West, FL 33040
/44
$5,800 per month
- 3 Beds
- 3 Baths
- 1,300 Sq Ft
- Property for Rent
228 Orchid St, Tavernier, FL 33070

Introducing a 3/2 home located in the serene Tavernier. this hideaway is situated in a tranquil block with only a few properties providing you with the perfect opportunity to comfort of a home with a fully furnished open plan living area, well-equipped kitchen, the location is unbeatable, the property is walking distance, to the mall, and hospital,all local shops, supermarkets. Make the most

Iliana Hernandez Urban Investments Realty LLC

228 Orchid St, Tavernier, FL 33070
/50
$875,000 Sold Feb 13, 2025

489 Pirates Rd, Little Torch Key, FL 33042
- 4 Beds
- 4 Baths
- 1,638 Sq Ft
- Built 1984
Last Sold Summary
- 20% Below List Price
- $534/SF
- 38 Days On Market
Current Estimated Value $814,339

Last Listing Agent Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

489 Pirates Rd, Little Torch Key, FL 33042

/23
Est $296,913 Not Listed For Sale
94825 Overseas Hwy Lot 10, Key Largo, FL 33037

94825 Overseas Hwy Lot 10, Key Largo, FL 33037

/73
$4,699,000
- 3 Beds
- 5 Baths
- 4,000 Sq Ft
58213 Morton St, Marathon, FL 33050

Nestled on a secluded 2-acre lot in Grassy Key, Marathon, this gated waterfront estate boasts 4,000 sq. ft. and is highlighted with a ton of amenities including two docks, 4 post boat lift, private sandy beach and an infinity-edge elevated pool blending seamlessly with the gulf and featuring a built-in table and chairs for relaxing or entertaining. Expansive covered areas by the pool offer shaded

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 751-7833

58213 Morton St, Marathon, FL 33050
/12
$2,950 per month
- 1 Bed
- 1 Bath
- 700 Sq Ft
- Condo for Rent
1209 Pearl St Unit upstairs, Key West, FL 33040

Lovely upstairs loft style apartment available now.Located in upper old town Key West, near Bayview Park. Apartment is completely furnished, private full size W/D, gas range, large tiled shower, and covered deck for tropical outside living! All utilities and internet are included in rent! First and last mo rent required to move in. Property is very well maintained, and suitable for a clean,

1209 Pearl St Unit upstairs, Key West, FL 33040
/2
$260,000 Sold Nov 03, 2025

94825 Overseas Hwy #265, Key Largo, FL 33037
- Land
- 0.04 Acre
- $6,842,105 per Acre
Last Sold Summary
- 26% Below List Price
- 188 Days On Market
Last Listing Agent Orian Levy Cromwell & Forbes Inc

94825 Overseas Hwy #265, Key Largo, FL 33037

/2
Est $296,913 Not Listed For Sale
- Studio
- 1,618 Sq Ft
94825 Overseas Hwy Unit 10, Key Largo, FL 33037

94825 Overseas Hwy Unit 10, Key Largo, FL 33037

/23
$349,000
- 2 Beds
- 2 Baths
- 860 Sq Ft
1129 Pebble Beach Ln Unit 11, Marathon, FL 33050

Discover one of the best-priced properties in the Florida Keys! A beautifully updated 2-bedroom, 2-bathroom top-floor condo on sought-after Duck Key. Offering a flexible layout, tasteful upgrades, and a brand-new air-conditioning system, this home delivers comfort and value in equal measure.The main living area features a renovated kitchen with quartz countertops, stainless steel appliances, and

Coby Taylor

Taylor & Assoc. RE, Inc.

(786) 442-3513

1129 Pebble Beach Ln Unit 11, Marathon, FL 33050
/42
$5,490 per month
- 2 Beds
- 2 Baths
- 816 Sq Ft
- House for Rent
31547 Avenue D, Big Pine Key, FL 33043

Come see this immaculate 2 Bedroom 2 Bath Big Pine Key Waterfront home with its Wonderful Water Views! It is available for a seasonal rental, so come on down and enjoy the Florida winter weather! It has a well equipped kitchen for your convenience and is only 5 years old. Please see the attached photos. You'll be glad you did! Only 30 miles to Key West and all of the other Points of Interest in

Philip Vias LoKation

31547 Avenue D, Big Pine Key, FL 33043
/35
$1,180,000 Sold Sep 17, 2025

12399 Overseas Hwy Unit 24, Marathon, FL 33050
- 3 Beds
- 2.5 Baths
- 1,440 Sq Ft
- Built 2007
Last Sold Summary
- 7% Below List Price
- $819/SF
- 289 Days On Market
Last Listing Agent Jessica Borraccino Coldwell Banker Schmitt Real Estate Co.

12399 Overseas Hwy Unit 24, Marathon, FL 33050

/33
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,328 Sq Ft
4302 Marina Villa Dr Unit 4302, Marathon, FL 33050

4302 Marina Villa Dr Unit 4302, Marathon, FL 33050

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