Monroe County FL Homes for Sale

/200
$14,995,000
- 11 Beds
- 8.5 Baths
- 8,515 Sq Ft
57733 Morton St, Marathon, FL 33050

Welcome to Morton Manor, an exceptional gulf-side waterfront estate set on 2.82 private acres where luxury, privacy, and resort-style living come together in this extraordinary Florida Keys compound. Encompassing 8,515 sq. ft. of living space, this property features a 5-bedroom, 4.5 bath CBS main residence accompanied by two detached guest homes and a garage apartment, offering a total of 11

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

57733 Morton St, Marathon, FL 33050
/12
$2,500,000
- Land
- 14,374 Sq Ft
- $7,575,758 per Acre
36 Cannon Royal Dr, Big Coppitt Key, FL 33040

Don't miss this rare and exceptional opportunity to build your dream home in the prestigious, gated community of Shark Key —without the wait! 36 Cannon Royal is an extraordinary west-facing lot that spans nearly 14,500 square feet and boasts approximately 130 feet of waterfront, delivering breathtaking sunset views over the Gulf waters. The sale of this vacant lot conveys the completed engineered

Brenda Donnelly Brenda Donnelly Real Estate LLC

36 Cannon Royal Dr, Big Coppitt Key, FL 33040
/13
$595,000
- Land
- 6,969 Sq Ft
- $3,718,750 per Acre
28597 Peg Leg Rd, Little Torch Key, FL 33042

Canal-front with Open Water Views on a corner lot vacant land with a building permit already in process -- Permit #SFDUP-2025-0111, holding 41.5 ROGO points. Plans are drawn for a 3,809 square-foot, four-bedroom, four-bathroom residence with open water views. A separate dock permit is also in process -- Permit #R-DOCK-2025-0302 -- along with full architectural plans, all included in the purchase.

Claudette Mell Century 21 Circle- Islamorada

28597 Peg Leg Rd, Little Torch Key, FL 33042
/66
$1,525,000
- 2 Beds
- 2.5 Baths
- 2,004 Sq Ft
8401 Gulf of Mexico Blvd Unit 401, Marathon, FL 33050

Introducing 8401 Gulf of Mexico Blvd #8401, an exceptional waterfront penthouse with Boat Slip #23, located in the prestigious Seawatch community of Marathon, Florida. Renovated in 2023 and meticulously maintained since, this top floor residence offers an impressive combination of comfort, style, boating access and one of the most captivating open water views in the community. From the moment you

Jesus Parra Coldwell Banker Schmitt Real Estate Co.

8401 Gulf of Mexico Blvd Unit 401, Marathon, FL 33050
/49
$979,000
- 2 Beds
- 2 Baths
- 1,040 Sq Ft
28 Jade Dr Unit 1, Key West, FL 33040

Key West Lifestyle awaits at this rare waterfront opportunity in the exclusive gated community at 28 Jade Drive. One of only eight resort-style townhomes, this beautifully maintained 2-bedroom, 2-bath residence offers an exceptional waterfront setting with protected seawall and boat dockage on one side and breathtaking open bay views on the other. Enjoy spectacular sunrises, refreshing ocean

Michael Petro Expert Realty LLC (HQ)

28 Jade Dr Unit 1, Key West, FL 33040
/17
$725,000
- 1 Bed
- 1 Bath
- 420 Sq Ft
308 Margaret St Unit 3, Key West, FL 33040

''Seaport Sanctuary'' Located within the Land's End compound steps away from the Historic Key West Seaport and Harbor Walk. This 1 bedroom 1 bath conch cottage features an open floor plan with a storage loft, cathedral ceilings and hardwood floors. Nestled down a brick pathway across from the residents only heated pool. Professionally maintained landscaping surrounds this 6 freestanding conch

Wendy Zintsmaster Truman & Co. (KW)

308 Margaret St Unit 3, Key West, FL 33040
/27
$849,000
- 3 Beds
- 2 Baths
- 1,160 Sq Ft
65821 Overseas Hwy, Long Key, FL 33001

Charming 3BR 2BA home in a sought after Florida Keys community! Enjoy resort style amenities, pool, tennis court, private beach, gym, kids' splash pool, and marina with boat ramp to enjoy easy access to open waters. On site gas pump for boats and jet skis and boat slips for rent. The community also features a tiki area perfect for relaxing or fishing. Home offers bright, open living and plenty of

Thalia Caro Realty One Group Royal Oaks

65821 Overseas Hwy, Long Key, FL 33001
/12
$6,200,000

New Construction
- 5 Beds
- 4.5 Baths
- 4,624 Sq Ft
36 Cannon Royal Dr, Big Coppitt Key, FL 33040

Don't miss this rare and exceptional opportunity to have your dream waterfront masterpiece begin construction in 2026! Located in the prestigious, gated community of Shark Key, 36 Cannon Royal is an extraordinary west-facing lot that spans nearly 14,500 square feet and boasts approximately 130 feet of waterfront, delivering breathtaking sunset views over the Gulf waters. The sale of this property

Brenda Donnelly Brenda Donnelly Real Estate LLC

36 Cannon Royal Dr, Big Coppitt Key, FL 33040
/71
$2,399,000
- 4 Beds
- 5 Baths
- 1,800 Sq Ft
211 Bruce Ct, Marathon, FL 33050

Experience the best of Florida Keys waterfront living in this stunning canal-front home, built in 2019 and thoughtfully designed for both luxury and comfort. This fully furnished 4-bedroom, 5-bath residence offers an open-concept floor plan with a beautifully appointed kitchen featuring stainless steel appliances, ample cabinetry, and generous space for entertaining. Step outside to your private

Katie Carrillo LPT Realty, LLC

211 Bruce Ct, Marathon, FL 33050
/44
$649,000

$50K PRICE DROP
- 2 Beds
- 3 Baths
- 1,292 Sq Ft
80 Le Grand Dr, Key Largo, FL 33037

PRICE REDUCTION - DROPPED TO SELL - - -A beautiful CBS Home in Pirates Cove. $4000 OFFER OF CREDIT TO BUYER TOWARDS CLOSING COSTS. A great weekend get away or full time home, with the community features including a private boat ramp and clubhouse and a voluntary HOA of $250 yearly. The home was built in 2017. This 1292 sq ft home offers a great ambiance of coastal charm The living space is on

Jane Wasmund Coldwell Banker Schmitt Key Largo

80 Le Grand Dr, Key Largo, FL 33037
/22
$4,900,000
- Land
- 32,234 Sq Ft
- $6,621,622 per Acre
74900 Overseas Hwy, Islamorada, FL 33036

A truly once in a generation opportunity to build your dream estate in the heart of Islamorada's coveted Lower Matecumbe. This exceptional vacant homesite is one of the few remaining parcels of its size available in all of Islamorada, offering an incredibly rare combination of breathtaking ocean views and expansive wide canal views. Encompassing over 32,000 square feet, this extraordinary

Dominic Rivera Pine River Realty, LLC.

74900 Overseas Hwy, Islamorada, FL 33036
/19
$215,000
- Land
- 2,178 Sq Ft
- $4,300,000 per Acre
701 Spanish Main Dr Unit 610, Cudjoe Key, FL 33042

Ocean ''peeks'' on this corner lot adds to the serenity you will get here at Lot 610 in the gated community of Venture Out on Cudjoe Key. Easy access on 2 sides of the lot.This property can do transient rentals!!As part of the Venture Out community, you'll enjoy an array of amenities at your doorstep. Dip into the massive saltwater swimming pool overlooking the ocean, or take advantage of

Ian Calderwood

Bluescape Real Estate- Venture

701 Spanish Main Dr Unit 610, Cudjoe Key, FL 33042
/24
$610,000
- 2 Beds
- 2 Baths
- 1,032 Sq Ft
3201 Pearl Ave, Key West, FL 33040

Updated home in a prime central Key West location! Perfect for a local buyer or as an affordable second home in a quieter part of town, this move-in-ready property offers comfort, convenience, and tropical charm. The home features two generously sized bedrooms, two full bathrooms, and is situated on a corner lot in New Town. Warm wood flooring runs throughout, while the kitchen and dining area

Epperly - Celli Epperly - Celli Engel & Voelkers Key West

3201 Pearl Ave, Key West, FL 33040
/33
$1,699,000
- 3 Beds
- 3.5 Baths
- 1,796 Sq Ft
809 Washington St Unit 102, Key West, FL 33040

Experience the best of Key West living at 809 Washington Street #102, located in the exclusive Casa Marina neighborhood. This exquisite 3-story townhome offers a 3-bedroom, 3.5-bath residence (sleeps 8-10) showcasing nearly 1,800 sq ft of sophisticated island style, featuring high-end finishes, bright open living spaces, a gourmet kitchen with stainless steel Viking appliances, seamless

Bernice Schafer

Vested Palm Real Estate and Home Services

809 Washington St Unit 102, Key West, FL 33040
/36
$1,350,000

Open Sun 11AM - 1PM
- 3 Beds
- 2 Baths
- 2,192 Sq Ft
103 Key Haven Rd, Key West, FL 33040

Welcome to 103 Key Haven Road! This home is on an over-sized lot, which overlooks a small bay, and has mangrove and sunset views. The expansive back yard feels very private and has a large patio area. There is plenty of room for your boat along the seawall, and it is the perfect spot to watch sunset. The 3 bedroom home is livable as it is, or you can add your own current updates.

Elaine Coyle Keller Williams Key West Compass Realty

103 Key Haven Rd, Key West, FL 33040
/8
$2,300
- 1 Bed
- 1 Bath
507 Frances St Unit 2, Key West, FL 33040

One bedroom one bath apartment in Old Town. Great floor plan with dual access to bathroom and kitchen between living room and bedroom. Enclosed front porch features washer and dryer. Small semi-covered deck in rear with tiny garden area. Utilities not included. Ready for immediate occupancy.

Everett Watkins Keller Williams Key West Compass Realty

507 Frances St Unit 2, Key West, FL 33040
/36
$1,350,000
- 2 Beds
- 2.5 Baths
- 960 Sq Ft
564 Porter Ln, Key West, FL 33040

President's Walk townhome in the Truman Annex. This is a two-bedroom, 2.5-bathroom unit that also includes a deeded carport. It is a great location close to the community pool and all the downtown attractions that Key West has to offer. It features an open floor plan with kitchen, half bath, dining and living areas that open to the rear and side yard! Upstairs are two-bedroom ensuites with

Behmke The Compass Realty (KW)

564 Porter Ln, Key West, FL 33040
/72
$5,999,000
- 5 Beds
- 7 Baths
- 5,153 Sq Ft
430 Palm Dr, Islamorada, FL 33036

Experience modern coastal luxury in Islamorada, where elevated design meets premier waterfront living. Built in 2017, this custom contemporary estate offers over 5,100sf of thoughtfully designed living space, set just 2 lots from the bay and across from a tranquil mangrove preserve that enhances both privacy and natural beauty.Boaters will love the setup - 100' of dockage with 2 elevator boat

Claire Johnson Exit Realty Florida Keys TAV

430 Palm Dr, Islamorada, FL 33036
/41
$799,000
- 2 Beds
- 1 Bath
- 600 Sq Ft
925 83rd Street Ocean, Marathon, FL 33050

This charming 2-bedroom- 1-bath home in Marathon Keys offers the perfect blend of comfort and island living. With a spacious layout, modern amenities, and a prime location, it s an ideal spot for those seeking a relaxing retreat or a cozy year-round residence. Whether you re enjoying the tranquil surroundings or exploring nearby attractions, this property is a true gem in the heart of the Keys!

Gisselle Morejon Goldpen Realty Group

925 83rd Street Ocean, Marathon, FL 33050
/66
$2,750,000
- 3 Beds
- 2 Baths
- 1,711 Sq Ft
41 Mutiny Place, Key Largo, FL 33037

Stunning bayfront living in Key Largo's sought-after Buccaneer Point! This 3BD/2.5BA home boasts breathtakingopen water views with direct ocean access via the bay—perfect for boaters. The main living area is on the 2ndfloor, featuring soaring wood-beamed ceilings, a modern kitchen with quartz countertops, and light-filled spaceswith panoramic water views. The large primary suite on

Luis Ruiz EXP Realty, LLC

41 Mutiny Place, Key Largo, FL 33037
/51
$3,500,000
- 5 Beds
- 3 Baths
- 3,434 Sq Ft
555 70th Street Gulf, Marathon, FL 33050

Gulf Views with lots of living indoors and out! Looking for a spacious home with 5 bedrooms and 3 baths, a very large pool, easy boating access and 112' of concrete dockage. House is U shaped and takes advantage of pool views from practically every room. Located in the exclusive Roosevelt Point subdivision on a quiet Gulf side street. Situated on two lots that can be separated. This property is

Brenner Scheel Casey Florida Keys Real Estate Group

555 70th Street Gulf, Marathon, FL 33050
/46
$695,000
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
29172 Rose Dr, Big Pine Key, FL 33043

Remodeled waterfront home! Located in a lovely neighborhood with a boat ramp right around the corner! Exterior of property has open parking as well as covered parking for multiple vehicles. Below home is surrounded by lattice to give additional shade and privacy. So much potential downstairs for outdoor entertainment.The main living area has gone through a full renovation. Kitchen boast sleek

Deni Heintzelman KeyIsle Realty

29172 Rose Dr, Big Pine Key, FL 33043
/43
$1,399,000
- 2 Beds
- 2 Baths
- 1,144 Sq Ft
101 Coral Ln, Key Colony Beach, FL 33051

Turnkey and income-producing, this beautifully updated waterfront half-duplex is the perfect opportunity to own a slice of paradise while continuing its successful vacation rental legacy. Ideally situated on a quiet canal with stunning water views in the highly desirable Key Colony Beach, this 2-bedroom 2-bath stilted CBS construction half-duplex offers the ideal blend of relaxation, boating, and

Milly Perez Seafarer Realty LLC

101 Coral Ln, Key Colony Beach, FL 33051
/44
$899,000
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
25 Puerta Dr, Key West, FL 33040

Calling all Boaters! Elevated 3 bed, 2 bath home with 50 FT concrete seawall boasting fantastic views straight down the canal. Even has davits. Impact rated sliding glass doors (two sets) lead from dining & kitchen areas onto covered balcony at rear of home that faces North into the Gulf of Mexico with view of the underside of Snipes! Location provides easy boating to many of the lower Keys

Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

25 Puerta Dr, Key West, FL 33040
/8
$2,400
- 2 Beds
- 1 Bath
23 Tortuga Dr Unit 4, Key Largo, FL 33037

Spacious 2 bedroom, 1 bath apartment available for a long term rental. Unfurnished and updated, second floor apartment with a large porch, laundry in unit, open layout, parking on site. Great location at MM 98 in Key Largo, close to restaurants, stores, parks and more. Pets considered with a non refundable pet fee. $2,400 per month includes water. Available immediately for move in. F/L/S plus

Seanna Lindback Sea Haven Realty, Inc.

23 Tortuga Dr Unit 4, Key Largo, FL 33037
/13
$1,649,000
- 3 Beds
- 4 Baths
- 2,640 Sq Ft
239 W Seaview Dr, Duck Key, FL 33050

DUCK KEY Showpiece. 2023 CBS home with high-end finishes features 3 bedrooms, 4 baths, large pool overlooking tropical island foliage in a private setting. Open floor plan, gourmet kitchen equipped with quartz countertops, custom cabinetry, and a distinctive full-wall ceramic backsplash. An additional 750+/- sqft of lower-level living includes a full bath that is perfect for a 4th bedroom, guest

239 W Seaview Dr, Duck Key, FL 33050
/43
$1,199,000
- 3 Beds
- 2.5 Baths
- 1,350 Sq Ft
2600 Overseas Hwy Unit 5, Marathon, FL 33050

This 3 bedroom Beach Home is found in a PRIME location at Tranquility Bay Resort. Additionally this property offers the largest floor plan with an extended dining space with natural light flowing in from all around the surrounding sandy beaches. Beautifully designed and located directly on the WHITE SANDY BEACH- an excellent choice for families or groups. With spacious layouts and modern

Margaret Crowley Florida Keys Realty Group LLC

2600 Overseas Hwy Unit 5, Marathon, FL 33050
/64
$750,000
- 3 Beds
- 3 Baths
- 1,596 Sq Ft
148 Sunrise Dr, Tavernier, FL 33070

Finally, a Florida Keys home that offers the perfect balance of island living and flexible space for family and guests. Ideally located in Tavernier between Key Largo and Islamorada, this solid concrete residence with concrete roof delivers everything buyers come to the Keys for: easy boating, a walkable neighborhood with Settlers park near by and a versatile floor plan designed for everyday

Kelly Randin RE/MAX All Keys Real Estate

148 Sunrise Dr, Tavernier, FL 33070
/28
$689,000
- 3 Beds
- 2 Baths
- 1,056 Sq Ft
711 State Rd Unit 4A, Little Torch Key, FL 33042

A Classic Keys Boating Cottage! Exceptional value for a 3 bedroom 2 bath waterfront home in the Lower Keys! With 60' of seawall, enjoy easy boating access to nearby hot spots in the gulf and ocean side. The State Road 4a boat ramp is just a few doors away which is so convenient to launch your boat. Plenty of parking out front and room for a pool. Featuring laminate floors, a dedicated laundry

Sandra Tuttle

Island Welcome Real Estate

711 State Rd Unit 4A, Little Torch Key, FL 33042
/42
$1,449,000

New Construction Open Wed 12PM - 2PM
- 3 Beds
- 3 Baths
- 1,500 Sq Ft
22872 Buccaneer Ln, Cudjoe Key, FL 33042

*SWIMMING POOL BEING BUILT NOW! Construction process underway. * Embrace the ultimate Keys lifestyle in this spacious 1,500 sqft home, ideally situated along a boating canal in the Lower Florida Keys, and close to Key West! Tucked away in a quiet, peaceful neighborhood. Inside, the home features generous living space, providing ample room to stretch out and make it your own. Indoor-outdoor living

Nick Boumerhi Meyer and Boumerhi Realty LLC

22872 Buccaneer Ln, Cudjoe Key, FL 33042
/44
$1,100,000

Pre-Foreclosure
- 3 Beds
- 2 Baths
- 1,872 Sq Ft
16 Fishermans Trail, Key Largo, FL 33037

Gorgeous, remodeled home in the epitome of the Florida Keys lifestyle where paradise is found. Plenty of room for the entire family with three bedrooms, two bathrooms. This fully furnished home features tile floors throughout, spacious gourmet kitchen with stainless steel appliances and much more. Amazing outdoor terrace where you can sit and enjoy the cool evening breeze and amazing pool during

Roxanna Roa Casa Simple LLC

16 Fishermans Trail, Key Largo, FL 33037
/82
$799,000
- 2 Beds
- 1 Bath
- 600 Sq Ft
925 83rd St Unit Ocean, Marathon, FL 33050

This charming 2-bedroom- 1-bath home in Marathon Keys offers the perfect blend of comfort and island living. With a spacious layout, modern amenities, and a prime location, it s an ideal spot for those seeking a relaxing retreat or a cozy year-round residence. Whether you re enjoying the tranquil surroundings or exploring nearby attractions, this property is a true gem in the heart of the Keys!

Gisselle Morejon Goldpen Realty Group

925 83rd St Unit Ocean, Marathon, FL 33050
/62
$1,499,000
- 2 Beds
- 2 Baths
- 1,587 Sq Ft
22410 Jolly Roger Dr, Summerland Key, FL 33042

Welcome to your oceanfront retreat on Cudjoe Key, where panoramic wide open ocean views, exceptional outdoor living, and easy boating access come together to create the quintessential Florida Keys lifestyle. Built on a lot and a half with durable CBS construction, this inviting 2-bedroom, 2-bath, 1,587 sq. ft. home is perfectly positioned to take advantage of its spectacular waterfront setting.

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

22410 Jolly Roger Dr, Summerland Key, FL 33042
/18
$2,150,000
- 6 Beds
- 6 Baths
- 5,705 Sq Ft
5331 5th Ave, Key West, FL 33040

Attention Developers and Investors! This is a unique opportunity to acquire four parcels totaling 30,000 square feet of prime land just minutes from Key West. Ideally situated at Mile Marker 5, this property boasts a central location near some of the area's most sought-after resorts, dining establishments, and marinas. Whether you're looking to develop a new residential community, a commercial

Bascom Grooms Bascom Grooms Real Estate (KW)

5331 5th Ave, Key West, FL 33040
/57
$1,699,999

Open Sun 12PM - 2PM $197K PRICE DROP
- 4 Beds
- 4.5 Baths
- 2,226 Sq Ft
71 Coral Dr, Key Largo, FL 33037

Calling All Anglers! Experience the ultimate Florida Keys boating lifestyle with direct ocean access from this exceptional canal-front home. Designed with boaters in mind, the property features a 30-ft. cut-in boat slip, a 30,000-lb boat lift, a davit for your Jet Skis, a brand-new swim spa, a charming tiki hut, and a fully fenced yard surrounded by professionally designed tropical landscaping.

Diana Fiddes Coldwell Banker Schmitt Key Largo

71 Coral Dr, Key Largo, FL 33037
/32
$979,000
- 4 Beds
- 2 Baths
- 2,111 Sq Ft
1500 5th St, Key West, FL 33040

Substantial concrete 4-bedroom, 2-bath home featuring a dedicated office, offering an exceptional combination of comfort and functionality. Situated on an expansive 8,448-square-foot corner lot, the property provides 2,111 square feet of living space, two driveways, off-street parking with an attached carport, a Tesla charging station, and ample room to add a pool. Designed for easy living and

Epperly - Celli Epperly - Celli Engel & Voelkers Key West

1500 5th St, Key West, FL 33040
/64
$1,499,000
- 3 Beds
- 3 Baths
- 1,596 Sq Ft
21007 4th Ave, Summerland Key, FL 33042

Wake up to breathtaking Florida Keys sunrises from this exceptional oceanside waterfront home in Cudjoe Key. Offering 1,596 square feet of living space on an 8,920-square-foot lot, this CBS-built residence features 3 bedrooms and 3 bathrooms, + Office/beddroom,combining durability, comfort, and the relaxed island lifestyle you've been dreaming of.Designed for both everyday living and

Diane Corliss Coldwell Banker Schmitt RE Co.

21007 4th Ave, Summerland Key, FL 33042
/36
$950,000
- 2 Beds
- 2 Baths
- 1,469 Sq Ft
1800 Atlantic Blvd Unit 218B, Key West, FL 33040

Coastal Living at 1800 Atlantic - where everyday life is framed by ocean breezes and turquoise water. This highly sought-after oceanfront condominium community offers the rare privilege of walking distance to Smather's Beach on the Atlantic, minutes from the airport, and the effortless ease that makes Key West living so desirable. Stroll along the shoreline in the morning, watch boats drift along

Donna Pezzi Keller Williams Key West Compass Realty

1800 Atlantic Blvd Unit 218B, Key West, FL 33040
/78
$1,295,000
- 6 Beds
- 3 Baths
- 2,684 Sq Ft
81160 Old Hwy, Islamorada, FL 33036

3 plex ( 3 separate units) in the heart of downtown Islamorada. A total of 6 bedrooms and 3 baths. Two of the units are remodeled. Walk to Shopping, Boutiques, Bars, Restaurants, World Wide Sportsman/Bas Pro Shops, Florida Keys Brewery. Or take your street legal golf cart. Currently fully rented on annual leases. Would make great 30 days rentals or really great employee housing. Do not miss this

Shane Wilson

Cypress Realty, Inc.

81160 Old Hwy, Islamorada, FL 33036
/132
$5,499,000
- 5 Beds
- 5 Baths
- 3,458 Sq Ft
142 Guilford Ct, Tavernier, FL 33070

Welcome to 142 Guilford Court, a stunning bayfront home located in the highly desirable and sought out neighborhood of Hammer Point. Built in 2021 with solid concrete construction and a concrete roof, this luxury waterfront home was designed for effortless Florida Keys living with panoramic bay views from both the the living spaces and primary bedroom, exceptional outdoor spaces, and high-end

Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

142 Guilford Ct, Tavernier, FL 33070

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