Monroe County FL Homes for Sale

/15
$599,000
5950 Peninsular Ave Unit 674, Key West, FL 33040

Great opportunity to own a 60' x 20' deep-water boat slip in the highly sought-after Oceans Edge Resort & Marina on Stock Island. This premier marina offers approximately 8' controlled depth with easy access to both the Atlantic Ocean and the Gulf of Mexico. Owners enjoy access to the resort's exceptional amenities, including six swimming pools, a fitness center, open parking, a fuel dock, dog

Keys Team Bryant and Kat Expert Realty LLC (HQ)

5950 Peninsular Ave Unit 674, Key West, FL 33040
/48
$729,000

$20K PRICE DROP
- 2 Beds
- 2.5 Baths
- 1,352 Sq Ft
12690 Overseas Hwy Unit 413, Marathon, FL 33050

Wake up to wide-open Gulf views from this beautifully maintained residence in Gulfpointe Two, a sought-after waterfront community in the heart of Marathon. Designed to make the most of its coastal setting, the home offers multiple private balconies, bright open living spaces, and water views that create a relaxing backdrop throughout the day.The main living level features a spacious

Sam Williams Coldwell Banker Schmitt Real Estate Co.

12690 Overseas Hwy Unit 413, Marathon, FL 33050
/46
$799,000

$50K PRICE DROP
- 3 Beds
- 2 Baths
- 1,980 Sq Ft
30937 Baileys Ln, Big Pine Key, FL 33043

It's your lucky day! The last buyers had to cancel their contract for personal reasons prior to inspections. Whether you enjoy fishing and diving or prefer kayaking and paddle boarding through the beautiful waters of the Lower Keys, this updated 'Old Keys' home offers the perfect base for quick access to Bogie Channel, the Atlantic, and the backcountry. Situated on a 50' x 100' lot, the 2-story,

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

30937 Baileys Ln, Big Pine Key, FL 33043
/81
$1,950,000
- 4 Beds
- 3 Baths
- 2,668 Sq Ft
87851 Old Hwy Unit P3, Islamorada, FL 33036

Welcome to Ocean Harbour, one of Islamorada's premier communities! This unique 4 Bedroom, 3 Bathroom expansive 2668sqft condominium offers a desirable split floor plan with an open kitchen, dining room and living area, impact windows and doors, new a/c and water heater along with an enclosed air-conditioned porch, all overlooking breathtaking views of the Atlantic Ocean. Enjoy the convenience of

Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

87851 Old Hwy Unit P3, Islamorada, FL 33036
/53
$4,750,000
- 7 Beds
- 5 Baths
- 3,118 Sq Ft
901 Eisenhower Dr, Key West, FL 33040

A rare opportunity to own one of Key West's most captivating waterfront properties, where history, character, and endless potential come together. Nestled along the historic Trumbo Point waterfront, this remarkable estate has remained in the same family for generations and reflects a rich connection to one of the island's most significant maritime neighborhoods. Thought to have origins dating

Sarah Dolson Keller Williams Key West Compass Realty

901 Eisenhower Dr, Key West, FL 33040
/54
$849,000
- 3 Beds
- 2 Baths
- 1,364 Sq Ft
8302 Marina Villas Dr, Marathon, FL 33050

Seller has this property listed with VRBO. Rental income for 2025 was over $100,000 for the year. Wide water views from this beautiful renovated furnished condo boasting a fantastic floor plan compared to other condos, is attractively decorated with an updated and modern coastal look. Many windows for natural light and a huge L-shaped balcony boasting pocket sliding doors for indoor/outdoor

Caroline Barca Berkshire Hathaway Florida Realty - Stuart

8302 Marina Villas Dr, Marathon, FL 33050
/30
$561,500
- 2 Beds
- 2 Baths
- 826 Sq Ft
500 Burton Dr Unit 1305, Tavernier, FL 33070

Spectacular ocean view 2BD/2BA apartment at Ocean Pointe Condo. Enjoy as a vacation home, rental, or full-time residence. Ocean Pointe is a gated, resort-style community with 24/7 security and top-tier amenities: heated pool/spa, poolside cafe, oceanfront restaurant, marina with dockage, sandy beach, tennis/pickleball courts, trailer storage, playground, and more.

Reina Canosa Ramos Atlas Realty Company, Inc.

500 Burton Dr Unit 1305, Tavernier, FL 33070
/32
$374,000
- 2 Beds
- 2 Baths
- 1,151 Sq Ft
40 High Point Rd Unit 703, Tavernier, FL 33070

Turn key furnished condo in Islamorada! This beautifully appointed 2 bedroom, 2 bath condo features an open floor plan, abundant natural light and a rare balcony. Remodeled unit which includes impact windows and doors, crown molding, wood engineered laminate flooring, and a full size washer and dryer. The open-chef's kitchen boasts a spacious breakfast bar, extra tall hardwood cabinets, granite

Claire Johnson Exit Realty Florida Keys TAV

40 High Point Rd Unit 703, Tavernier, FL 33070
/52
$1,050,000

$149K PRICE DROP
- 3 Beds
- 2 Baths
- 1,424 Sq Ft
2240 Yellowtail Dr, Marathon, FL 33050

This east facing, solid concrete 3-bedroom, 2-bathroom vacation rental is furnished and designed for both relaxation and aquatic adventure. As you arrive, the paved driveway leads you to a home that is wrapped in the warmth of the Florida sun. This home is in excellent condition and offers a keyless system that ushers you into the living space where the natural light floods through plantation

Sam Williams Coldwell Banker Schmitt Real Estate Co.

2240 Yellowtail Dr, Marathon, FL 33050
/43
$540,000

$10K PRICE DROP
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
915 Plantation Rd, Key Largo, FL 33037

Spacious Key Largo Living! Welcome to this well-maintained double-wide mobile home located in a desirable Key Largo neighborhood. Offering a 3 bedroom and 2 bathroom home featuring a spacious primary bathroom and large closets in every room along with an open floor plan with a generously sized kitchen and living area, creating a comfortable space for everyday living and entertaining.Step

Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

915 Plantation Rd, Key Largo, FL 33037
/48
$3,995,000
- 4 Beds
- 4 Baths
- 2,669 Sq Ft
802 Bonito Ln, Key Largo, FL 33037

This resort-style oceanfront home is the perfect vacation home or primary residence, offering unparalleled views of the Atlantic Ocean along with a heated pool and hot tub, beach area with wood fire pit, propane tiki torches, pavilion, and deep water dockage with a boat lift. The spacious interior features 4 bedrooms and 4 bathrooms across three levels. The main living area on the second floor

Natalie Bevis Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

802 Bonito Ln, Key Largo, FL 33037
/59
$1,199,000
- 3 Beds
- 2.5 Baths
- 1,600 Sq Ft
11600 1st Avenue Gulf Unit 26, Marathon, FL 33050

Rarely available end-unit townhome in the highly coveted, gated community of Indigo Reef! Because Unit 26 is a premium end-unit, it is bathed in abundant natural light and offers an expansive, airy feel that feels more like a private single-family home. This meticulously maintained 3-bedroom, 2.5-bathroom retreat features beautiful, durable LVT flooring throughout the downstairs living areas,

Amy Puto Coldwell Banker Schmitt Real Estate Co.

11600 1st Avenue Gulf Unit 26, Marathon, FL 33050
/7
$1,325,000
- 2 Beds
- 2 Baths
- 782 Sq Ft
956 Shaw Dr, Key Largo, FL 33037

Deep water Canal front home, on large lot in nice neighborhood, it faces an environmentally protected 10-acre lake across the street affording forever views and privacy. Currently the property has a small wooden dock, and building a new customized concrete or wood T-dock with boat lifts should be possible. If purchasing this property solely for the land, having an existing home by-passes the long

Stephen Hachey Flat Fee MLS Realty

956 Shaw Dr, Key Largo, FL 33037
/37
$2,100,000
- 4 Beds
- 2 Baths
- 1,542 Sq Ft
309 Calzada de Bougainville, Marathon, FL 33050

4/2 renovated waterfront home boasts private pool-new cutting edge technology (heater/chiller) for your enjoyment all year long, boat slip for vessels up to 50 ft. & parking! A TikiHut custom bar for making and enjoying libations al fresco. A tropical tree shaded fire pit area only steps from Award Winning Sombrero Beach. Mature vegetation that produces delicious coconuts, mouth watering mangoes

Thania Moses AAA Realty Group Inc

309 Calzada de Bougainville, Marathon, FL 33050
/2
$195,000
- Land
- 6,098 Sq Ft
- $1,392,857 per Acre
657 Colson Dr, Key Largo, FL 33037

Build your dream home in the desirable Twin Lakes subdivision! This vacant homesite is nestled within an established residential community and offers a fantastic opportunity to create a beautiful home. Conveniently located near shopping, restaurants, dive shops, marinas, and local entertainment, you'll enjoy easy access to everything that makes the Florida Keys lifestyle so desirable.

Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

657 Colson Dr, Key Largo, FL 33037
/30
$665,000
- 2 Beds
- 2 Baths
- 841 Sq Ft
500 Burton Dr Unit 4208, Tavernier, FL 33070

The lowest-priced condo currently available in highly desirable Building 4 This beautifully updated 2-bedroom, 2-bath D-model at Ocean Pointe is an exceptional opportunity. Featuring two private balconies-a rare and highly sought-after feature. You'll enjoy extra outdoor living space along with beautiful ocean views, tropical breezes, and breathtaking Keys sunrises. Offered fully furnished and

Jamie Gunthner Real Estate Sales Force, Inc.

500 Burton Dr Unit 4208, Tavernier, FL 33070
/63
$3,695,000

$755K PRICE DROP
- 4 Beds
- 3.5 Baths
- 3,479 Sq Ft
362 E Seaview Dr, Marathon, FL 33050

If you're searching for the look, feel, and scent of brand-new construction—complete with soaring vaulted ceilings—on exclusive Duck Key, this is the one.This solid concrete waterfront home has been completely reimagined from top to bottom by the current owner, with no expense spared and uncompromising attention to detail throughout. Every major system and finish is brand new, including

Shane Wilson

Cypress Realty, Inc.

362 E Seaview Dr, Marathon, FL 33050
/53
$739,000
- 2 Beds
- 2 Baths
- 841 Sq Ft
500 Burton Dr Unit 4206, Tavernier, FL 33070

Two Oceanfront Balconies comes with this updated D model at Ocean Pointe. Remarkable Kitchen remodeling job , both baths too with Impact windows and sliders. Wow factor Ocean Views with all the amenities owners and guest want. Jr. Olympic pool with 14 person Spa, Pool Bar, Direct ocean access Marina with dry boat storage. Lighted Tennis & Pickle ball courts. Oceanfront Cafe & Lounge. No

Tom Rodriguez

American Caribbean Real Estate, Christie's International Real Estate

500 Burton Dr Unit 4206, Tavernier, FL 33070
/39
$2,200,000

$200K PRICE DROP
- 3 Beds
- 2 Baths
- 2,129 Sq Ft
273 W Seaview Dr, Duck Key, FL 33050

Welcome to 273 W Seaview Dr, a private retreat in the heart of Duck Key, home to Hawks Cay Resort and some of the best boating and fishing waters in the Florida Keys. Built in 2020 on a 15,247 SF lot, this concrete home is elevated on concrete pilings and engineered to withstand hurricane force winds, with impact windows and doors throughout for lasting peace of mind and favorable insurance

Joseph Suarez

Trustpoint Realty, LLC

273 W Seaview Dr, Duck Key, FL 33050
/5
$259,000
35 Sombrero Blvd Unit B31, Marathon, FL 33050

Live aboard boat slip offered in Sombrero Marina is 50' long accommodating up to 55' length boat; includes one allocated parking space. With beautiful views from your boat, enjoy all that Marathon has to offer. This slip is centrally located, and nearby you can play golf, go fishing and kayaking, spend a day at the beach, and more! End your days with a meal or a drink and some entertainment at

Cheryl Billings Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

35 Sombrero Blvd Unit B31, Marathon, FL 33050
/39
$1,139,000

$10K PRICE DROP
- 3 Beds
- 2 Baths
- 1,685 Sq Ft
1708 South St, Key West, FL 33040

Tucked into the leafy heart of Midtown, just a quick bike ride from Smathers Beach, Higgs Beach and the energy of downtown, 1708 South St. offers something increasingly rare in Key West: a property with nothing to do but move in and enjoy.With its classic stone facade, this 1952 residence captures the distinctive architectural style that defined post-war Key West, delivering 1,445 sq. ft. of

Suzanne Moore Suzanne Moore Real Estate

1708 South St, Key West, FL 33040
/30
$450,000
- 2 Beds
- 2 Baths
- 696 Sq Ft
3312 Northside Dr Unit 607, Key West, FL 33040

2 BEDROOMS 2 BATHROOMS WITH BALCONY, GATED COMMUNITY, HUGE POOL, TENNIS COURT ,PLENTY OF PARKING AND WALKING DISTANCE OF SHOPPING, GROCERIES, RESTAURANTS AND MOVIE THEATRE.

Bigya Niroula (Rihanna) eXp Realty LLC KW Branch

3312 Northside Dr Unit 607, Key West, FL 33040
/8
$650,000
- 1 Bed
- 1 Bath
- 1,429 Sq Ft
226 Lignumvitae Dr, Key Largo, FL 33037

A smart buy in the heart of the Upper Keys. This 1,429-square-foot single-family home sits on an oversized double lot (50x107 each) totaling 10,700 square feet -- a rare amount of land for Key Largo, offering room to expand, add a pool, or simply enjoy extra space that's increasingly hard to find on the island. Priced at a point that's tough to beat, it's ideal for an investor, first-time buyer,

Kristin Harold Coldwell Banker Schmitt Islamorada

226 Lignumvitae Dr, Key Largo, FL 33037
/25
$1,500,000
- 3 Beds
- 2 Baths
- 1,419 Sq Ft
119 Peace Ave, Tavernier, FL 33070

Single Family Residential Key Largo property with canal view. With FEMA MAP actualized and currently active since 02/18/2005. C3 Kitchen updated, bathrooms updated. Satisfactory condition for the age and type of structure. With canal frontage with dockage and inmediate open water access. Three bedrooms and two bathrooms and covered rear deck with canal view.

Steven Koleno Beycome of Florida, LLC

119 Peace Ave, Tavernier, FL 33070
/43
$549,500
- 1 Bed
- 1 Bath
- 358 Sq Ft
81801 Overseas Hwy Unit 716, Islamorada, FL 33036

Exquisite Oceanfront Historic Cheeca Lodge Resort and Spa in Islamorada! Welcome to your unparalleled opportunity to own an exceptional income-producing property in the heart of Islamorada, the Sportfishing Capital of the World. This double queen bed condotel, situated in the renowned Cheeca Lodge Resort and Spa, offers the perfect blend of luxury, convenience, and investment potential. Beautiful

Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

81801 Overseas Hwy Unit 716, Islamorada, FL 33036
/40
$1,059,000
- 2 Beds
- 2 Baths
- 936 Sq Ft
305 50th Street Ocean, Marathon, FL 33050

A true Marathon canal-front classic, thoughtfully renovated for easy Keys living. This updated waterfront home offers 75 feet of dockage, a solar-powered boat lift, and no-bridge access to Boot Key Harbor and the Atlantic Ocean, making it an ideal setup for boaters, anglers, and anyone ready to enjoy the Florida Keys lifestyle. Upstairs, the bright open-concept living area features 2 bedrooms and

Sam Williams Coldwell Banker Schmitt Real Estate Co.

305 50th Street Ocean, Marathon, FL 33050
/34
$549,500
- 1 Bed
- 1 Bath
- 358 Sq Ft
81801 Overseas Hwy Unit 715, Islamorada, FL 33036

Exquisite Oceanfront Historic Cheeca Lodge Resort and Spa in Islamorada! Welcome to your unparalleled opportunity to own an exceptional income-producing property in the heart of Islamorada, the Sportfishing Capital of the World. This king bed condotel, situated in the renowned Cheeca Lodge Resort and Spa, offers the perfect blend of luxury, convenience, and investment potential. Beautiful

Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

81801 Overseas Hwy Unit 715, Islamorada, FL 33036
/35
$600,000
- 2 Beds
- 2.5 Baths
- 930 Sq Ft
7103 Harbor Village Dr, Marathon, FL 33050

Don't miss this remodeled property with cheerful tropical touches that brighten every stay in the Florida Keys. This spacious two-story townhome offers 930 SF square of living space, approximately 30 additional SF than the typical 2 bedroom, 2 ½ bathroom properties in the area, making it an exceptional choice for a vacation getaway, investment property, or both.The home features a bright,

Pamela Nada-Caley Coldwell Banker Schmitt Real Estate Co.

7103 Harbor Village Dr, Marathon, FL 33050
/18
$1,300,000

$50K PRICE DROP
- 2 Beds
- 2.5 Baths
- 1,376 Sq Ft
104 Anglers Way, Islamorada, FL 33036

Exclusive Anglers Reef Resort-style oceanfront home in Islamorada -- a rare coastal gem. Nestled inside a gated community with resort-caliber amenities, a private marina and two sandy beaches, this fully furnished two-story single-family retreat offers 2 bedrooms and 2.5 baths -- ideal for saltwater lovers or savvy investors.Thoughtfully upgraded with elegant, durable finishes: impact-rated

Rayden Vega Casa Miami Real Estate

104 Anglers Way, Islamorada, FL 33036
/24
$1,549,000
- 3 Beds
- 3 Baths
- 1,704 Sq Ft
135 Tequesta St, Tavernier, FL 33070

Waterfront 3/3 Canal Home located in the Best Islamorada Plantation key Location. Great Vacation Rental is being sold furnished . Turnkey with 5 star reviews ! Large bedrooms with King Beds. Metal Roof , Smart TVs, Quartz countertops , Split level living layout which works great as in law quarters ,open kitchen , Modern bathrooms, Great living room with open kitchen, Washer & Dryer, Screened in

Jonathan Minerick Homecoin.com

135 Tequesta St, Tavernier, FL 33070
/31
$470,000

$19K PRICE DROP
- 2 Beds
- 2.5 Baths
- 1,343 Sq Ft
601 W Ocean Dr Unit 312D, Key Colony Beach, FL 33051

Discover breathtaking views from this stunning 2-story beach condo in The Cay, your private oceanfront community on Key Colony Beach. Nestled in a beautifully manicured, lushly landscaped courtyard, this well-maintained unit offers the perfect blend of luxury and low maintenance island living.Step inside to find a spacious living area with a convenient half bath on the first floor.

Brenner Scheel Casey Florida Keys Real Estate Group

601 W Ocean Dr Unit 312D, Key Colony Beach, FL 33051
/44
$1,875,000
- 4 Beds
- 4 Baths
- 2,544 Sq Ft
126 N Indies Dr, Marathon, FL 33050

Rare canal-front duplex on Duck Key's prestigious Indies Canal with 70 feet of new composite dockage, sweeping canal views, and deep-water access to both the Gulf and Atlantic. New roof, new AC, and precast concrete construction throughout -- this is a solid, storm-ready build with significant insurance advantages over at-grade alternatives and no deferred maintenance surprises. Two

Brenner Scheel Casey Florida Keys Real Estate Group

126 N Indies Dr, Marathon, FL 33050
/35
$594,000

$5K PRICE DROP
- 2 Beds
- 2 Baths
- 1,031 Sq Ft
310 3rd St, Key West, FL 33040

Beautifully updated and move-in ready, this elevated Key Colony Beach half duplex is the perfect blend of island charm, comfort, and value! Step inside to a bright, inviting main living area featuring an updated kitchen with stunning new granite countertops, creating the ideal space for gathering with family and friends. Priced at just $599,000, this is one of the best opportunities to own in one

Brenner Scheel Casey Florida Keys Real Estate Group

310 3rd St, Key West, FL 33040
/43
$1,049,500
- 3 Beds
- 2 Baths
- 1,711 Sq Ft
157 Navajo St, Tavernier, FL 33070

Gorgeous 3 bedroom 2 bathroom home on a spacious corner lot, with plenty of room for boats and RVs. Updated and remodeled bathrooms, open concept kitchen, laundry room and stainless steel appliances . This property is situated in one of the highest elevations in the area, Property is surrounded by beautiful mature trees and it has an in-ground heated pool, lots of space to enjoy the open air,

Armando Roig Xcellence

157 Navajo St, Tavernier, FL 33070
/102
$4,995,000
- 4 Beds
- 4.5 Baths
- 4,224 Sq Ft
1616 Atlantic Blvd Unit 11, Key West, FL 33040

Welcome to an extraordinary oceanfront residence in the exclusive Casa Caselles community, where two townhomes have been masterfully combined into one spectacular 4,224 sq. ft. luxury retreat. Completely reimagined, this one-of-a-kind home features a private interior elevator with automatic doors accessing all floors, exceptional craftsmanship, and effortless oceanfront and poolside living.

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

1616 Atlantic Blvd Unit 11, Key West, FL 33040
/29
$1,225,000

$125K PRICE DROP
- 4 Beds
- 4.5 Baths
- 2,750 Sq Ft
1503 Atlantic Blvd, Key West, FL 33040

THIS IS THE PLAY. Big lot. Big upside. Atlantic Boulevard address. 1503 Atlantic Boulevard brings together the pieces that matter most in Key West: land, location, pool, and multi-unit flexibility.Atlantic Boulevard has only a handful of true residential opportunities, and this one brings the rare combination of land, pool, and multi-unit upside. Set on an approximately 8,050 square foot lot,

Team Kaufelt Truman & Co. (KW)

1503 Atlantic Blvd, Key West, FL 33040
/10
$300,000

$15K PRICE DROP
96 Madeira Rd Unit 10, Islamorada, FL 33036

50' X 22' boat slip at the World famous Lor E Lei marina. Excellent in-town location, you know you're going to boat over here anyway so you might as well tie up for the night! Enjoy the sunsets, unwind, Uber home, or use for your fishing business, so many possibilities. A rare find.

The Florida Keys Sold Sisters Ocean Sotheby's International Realty

96 Madeira Rd Unit 10, Islamorada, FL 33036
/45
$989,000
- 2 Beds
- 2 Baths
- 1,062 Sq Ft
440 11th St, Key Colony Beach, FL 33051

TURNKEY CANAL-FRONT RETREAT IN KEY COLONY BEACH! Welcome to your slice of paradise. Don't miss this incredible opportunity to own a fully furnished 2-bedroom, 2-bath half duplex on a desirable canal in Key Colony Beach. Whether your searching for the perfect vacation retreat, a full-time residence, or a high-demand investment property, this home offers it all Perfect for entertaining, the home

Lynny Thompson Key Colony Beach Realty

440 11th St, Key Colony Beach, FL 33051
/94
$4,300,000

Open Sun 11AM - 1PM $650K PRICE DROP
- 4 Beds
- 5.5 Baths
- 3,092 Sq Ft
600 Elizabeth St, Key West, FL 33040

**31 photos have been virtually staged and enhanced to assist buyers in visualizing design and decor options for this home.**Casa Sapodilla introduces itself with the kind of presence that feels both storied and serene. Built in 1996 and set at 13' elevation on Solares Hill, the residence pays homage to the architectural romance of Old Town's most celebrated homes.. broad verandas, intricate

Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

600 Elizabeth St, Key West, FL 33040
/64
$645,000
- 1 Bed
- 2 Baths
- 850 Sq Ft
10877 Overseas Hwy Unit 111, Marathon, FL 33050

Oceanfront Luxury at Ocean Isles Fishing Village! Private Marina and Boat Ramp. Welcome to Unit 111--a masterclass in elevated condo island living. Built brand-new in 2022, this stunning 1-bedroom, 2-full bathroom, 850 sq ft oceanfront condo delivers the ultimate Florida Keys lifestyle. With the gated complex prime due-south orientation, you'll wake up to expansive, views of the Atlantic Ocean

Mark Gable Engel & Völkers Marathon

10877 Overseas Hwy Unit 111, Marathon, FL 33050

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