Monroe, FL Homes

/40
$300,000
- Land
701 Spanish Main Dr Unit 403, Cudjoe Key, FL 33042

Transient (1 Day Rental) Rentals Opportunity in the Lower Keys! Buildable RV Lot. Nestled in a serene, well-maintained community, this RV lot offers the ideal spot for your home on wheels, or the opportunity to build your dream home. Boasting a private lot with new landscaping, pea rock and concrete parking pad and is equipped with full hookups including water, sewer, and 30, and 50 amp electric

Kim Babenzien Expert Realty LLC (HQ)

701 Spanish Main Dr Unit 403, Cudjoe Key, FL 33042
/30
$2,100,000 Sold Mar 26, 2025
- 1,548 Sq Ft
- $1357/SF
- 154 Days On Market
- 2 Beds
- 3 Baths
- Built 2006
15800 Old State Road 4a, Summerland Key, FL 33042

Discover one of the rare properties offering over 300 feet of stunning beach frontage in the beautiful Lower Keys. This CBS home boasts expansive balconies on every level and a rooftop deck, perfect for enjoying breathtaking, unobstructed water views. If you're seeking privacy and serene ocean vistas, this is the ideal retreat. Conveniently located near walking and biking trails, marinas, and

Rodrigo Kirilauscas K & A Realty

15800 Old State Road 4a, Summerland Key, FL 33042

/34
Not Listed For Sale
- 1 Bed
- 1 Bath
- 384 Sq Ft
701 Spanish Main Dr Unit 649, Cudjoe Key, FL 33042

701 Spanish Main Dr Unit 649, Cudjoe Key, FL 33042

/78
$950,000
- 2 Beds
- 1 Bath
- 1,500 Sq Ft
19512 Aztec St, Summerland Key, FL 33042

Motivated seller! Bring all Reasonable offers 2 bedrooms, 1.5 baths with a 500sq ft screened lanai in the main building. There are 2 additional buildings that could be used as offices or bedrooms. Custom Pool with jacuzzi and swim jet. Completely remodeled in 2020 with new roof, new A/C. Located in the established Indian Mound Estates neighborhood w/ Access to private boat ramp with cabana and

Nick Boumerhi Meyer and Boumerhi Realty LLC

19512 Aztec St, Summerland Key, FL 33042
/32
$450,000 Sold Mar 19, 2025
- Land
- 256 Days On Market
701 Spanish Main Dr Unit 609, Cudjoe Key, FL 33042

A Fisherman's Paradise for the Big Boaters! This 40' seawall RV site located in the coveted Venture Out community is the perfect vacation and or income producing property for nightly/weekly rentals. The 60' wide canal is one of the best in the park providing deep draft clear water with ample maneuverability for the big boats. The canal provides a straight shot out to Kemp Channel and the open

Paul Rogers Coldwell Banker Schmitt RE Co. Lower Keys Office

701 Spanish Main Dr Unit 609, Cudjoe Key, FL 33042

/97
Est $2,288,048 Not Listed For Sale
- 4 Beds
- 4 Baths
- 2,693 Sq Ft
1124 Labat Ln, Cudjoe Key, FL 33042

1124 Labat Ln, Cudjoe Key, FL 33042

/19
$250,000
- Land
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 the

Ian Calderwood Bluescape Real Estate

701 Spanish Main Dr Unit 610, Cudjoe Key, FL 33042
/47
$312,500 Sold Mar 17, 2025
- 520 Sq Ft
- $601/SF
- 194 Days On Market
- 1 Bed
- 1 Bath
- Built 2000
701 Spanish Main Dr Unit 537, Cudjoe Key, FL 33042

OPEN WATER VIEWS with TRANSIENT RENTAL. This home is well cared for with newer construction (2000) offers a inviting opportunity to soak up Florida Keys sunshine with amenities readily available. Turnkey features allow you to move right in or get immediately into the rental market. Upgraded vinyl plank flooring, newly added stackable washer and dryer, all new drywall, accordion hurricane

Anne Press Lokation Real Estate

701 Spanish Main Dr Unit 537, Cudjoe Key, FL 33042

/65
Est $276,104 Not Listed For Sale
- 1 Bed
701 Spanish Main Dr Unit 620, Cudjoe Key, FL 33042

701 Spanish Main Dr Unit 620, Cudjoe Key, FL 33042

/49
$1,140,000
- 2 Beds
- 2 Baths
- 1,248 Sq Ft
701 Spanish Main Dr Unit 587, Cudjoe Key, FL 33042

Welcome to your piece of paradise! This stunning high-rise is the largest square footage home in the exclusive gated community of Venture Out on Cudjoe Key. This property embodies the perfect blend of modern luxury and island life. As you step inside, you are greeted by an inviting atmosphere that captures the essence of coastal living. The master bedroom boasts an en suite bathroom, offering a

Ian Calderwood Bluescape Real Estate

701 Spanish Main Dr Unit 587, Cudjoe Key, FL 33042
/41
$1,375,000 Sold Mar 13, 2025
- 1,499 Sq Ft
- $917/SF
- 77 Days On Market
- 2 Beds
- 2 Baths
- Built 1990
20785 5th Ave W, Summerland Key, FL 33042

Welcome to your waterfront paradise in Cudjoe Gardens! This exceptional 2-bedroom, 2-bathroom home boasts a stunning outdoor oasis and stylish interior, perfect for relaxation and entertaining. Step outside to a beautiful paver pool deck surrounding a sparkling pool, ideal for sunbathing and gatherings. Enjoy the convenience of a fillet station for your catch of the day, and take advantage of the

Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

20785 5th Ave W, Summerland Key, FL 33042

/55
Est $1,310,469 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,943 Sq Ft
266 Colson Dr, Summerland Key, FL 33042

266 Colson Dr, Summerland Key, FL 33042

/16
$989,999
- 3 Beds
- 3 Baths
- 960 Sq Ft
22961 John Avery Ln, Summerland Key, FL 33042

Boater's Paradise in Cudjoe Key under 1 million! Priced to Sell! Bring all offers!Bring your boat, jet skis, and sense of adventure! This upgraded two-story coastal retreat is designed for water lovers, featuring over 60 feet of dock space complete with shore power, plumbing, and brand-new dual jet ski davits plus a boat lift -- perfect for launching into the Florida Keys lifestyle.The lower

Rayden Vega CASA MIAMI REAL ESTATE

22961 John Avery Ln, Summerland Key, FL 33042
/40
$837,000 Sold Mar 12, 2025
- 1,184 Sq Ft
- $707/SF
- 62 Days On Market
- 3 Beds
- 2 Baths
- Built 2004
22994 Anne Bonny Ln, Summerland Key, FL 33042

Canal home on a corner lot offers amazing water views and boating access to the Atlantic and Gulf. This Cudjoe Key home is just 21 miles from Key West. Elevated home on a cul-de-sac boasting tropical landscape and stunning views. This well-maintained home has been owner occupied and features three bedrooms, two baths including an updated en suite primary bathroom, spacious kitchen with gorgeous

Bascom Grooms Bascom Grooms Real Estate (KW)

22994 Anne Bonny Ln, Summerland Key, FL 33042

/37
Est $1,737,385 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,920 Sq Ft
1008 Buttonwood Dr E, Summerland Key, FL 33042

1008 Buttonwood Dr E, Summerland Key, FL 33042

/26
$999,965
- 2 Beds
- 2 Baths
- 840 Sq Ft
701 Spanish Main 369 370 Dr Unit 369, Cudjoe Key, FL 33042

Boater's Paradise with Expansive Waterfront Views!Rare opportunity to own one of only three double lots in Venture Out on Cudjoe Key! This 2-bedroom, 2-bath home offers unbeatable waterfront living with a newer 70-ft concrete seawall equipped with davits, bumpers, swim ladder, fish cleaning station, and upgraded dock posts and cleats--perfect for accommodating your large boats. Enjoy sweeping

Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

701 Spanish Main 369 370 Dr Unit 369, Cudjoe Key, FL 33042
/40
$785,000 Sold Mar 12, 2025
- 1,155 Sq Ft
- $680/SF
- 184 Days On Market
- 2 Beds
- 2 Baths
- Built 1974
17236 Keystone Rd, Summerland Key, FL 33042

Nestled on a generous 20,000 square-foot lot with tranquil canal frontage, this charming two-bedroom, two-bathroom home invites your personal touch. The downstairs area includes a screened-in porch, providing additional living space; buyers should verify its permitted use.The upstairs features an open floor plan that harmoniously connects the kitchen, living, and dining areas, complemented by a

Everett Watkins Keller Williams Key West Compass Realty

17236 Keystone Rd, Summerland Key, FL 33042

/46
Est $2,865,904 Not Listed For Sale
- 3 Beds
- 4 Baths
- 2,371 Sq Ft
661 Sugarloaf Blvd, Summerland Key, FL 33042

661 Sugarloaf Blvd, Summerland Key, FL 33042

/48
$850,000
- 2 Beds
- 2 Baths
- 842 Sq Ft
701 Spanish Main Dr Unit 172, Cudjoe Key, FL 33042

Beautiful canal front home with open water views from your spacious open-air porch. Located in a gated community with TRANSIENT RENTALS and tons of amenities. 35' custom-tiled concrete seawall and covered carport w/storage room. Beautiful kitchen with double oven, stainless appliances, Corian countertops and lots of cabinets for all your storage needs. Open floor plan w/dedicated dining area,

Kim Babenzien Expert Realty LLC (HQ)

701 Spanish Main Dr Unit 172, Cudjoe Key, FL 33042
/14
$225,000 Sold Mar 07, 2025
- Land
- 246 Days On Market
701 Spanish Main Dr Unit 646, Cudjoe Key, FL 33042

Transient RV/Buildable lot in the much sought after Venture Out at Cudjoe Key. This is your chance to own a piece of paradise at an affordable price! The Venture Out Community is located only 19 miles from Key West, but with all of the amenities here you may never want to leave! There is a heated pool, hot tub, fuel docks, boat ramps, fish cleaning stations, bocce ball and tennis courts, pickle

Mary Conklin Action Keys Realty of the Lower FL Keys LLC

701 Spanish Main Dr Unit 646, Cudjoe Key, FL 33042

/69
Est $6,650,810 Not Listed For Sale
- 6 Beds
- 5.5 Baths
- 5,208 Sq Ft
16750 Old State Road 4a, Summerland Key, FL 33042

16750 Old State Road 4a, Summerland Key, FL 33042

/34
$1,050,000
- 3 Beds
- 2 Baths
- 1,488 Sq Ft
17287 Cayman Dr, Summerland Key, FL 33042

Nestled in the heart of Sugarloaf Key, this charming 3-bedroom, 2-bath canal-front home offers the perfect blend of privacy and adventure. Situated on an oversized lot and surrounded by the serene beauty of a national wildlife preserve, this property is a true Florida Keys gem.Enjoy 30 feet of seawall--ideal for boating enthusiasts--and quick access to open water. The home features a durable

Halley Haack Coldwell Banker Schmitt RE Co. Lower Keys Office

17287 Cayman Dr, Summerland Key, FL 33042
/2
$144,000 Sold Mar 04, 2025
- Land
- 2 Days On Market
Lot 15 Aztec St, Sugarloaf Key, FL 33042

Best priced lot in popular Indian Mount Estates, Sugarloaf Key! Priced for only $149,250, take advantage of this opportunity to develop this Tier III (infill lot located in a developed subdivision with adequate infrastructure), 50 x 100 platted lot convenient to the community boat ramp and near the Sugarloaf School for elementary through middle school grades and the associated recreation venues.

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

Lot 15 Aztec St, Sugarloaf Key, FL 33042

/35
Est $1,149,415 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,735 Sq Ft
22977 Port Royal Ln, Cudjoe Key, FL 33042

22977 Port Royal Ln, Cudjoe Key, FL 33042

/55
$374,000
- 2 Beds
- 1.5 Baths
- 748 Sq Ft
701 Spanish Main Dr Unit 543, Cudjoe Key, FL 33042

Transient Rental Vacation Home.Welcome to your ultimate island getaway on Cudjoe Key! Step into this charming coastal oasis nestled on a spacious corner lot in the sought-after Venture Out community. This 2 bedroom, 1.5 bath retreat is the perfect blend of comfort and style that will transport you to a world of relaxation and tranquility. This income-producing home is an active vacation rental

Kelly Gardner Bluescape Real Estate

701 Spanish Main Dr Unit 543, Cudjoe Key, FL 33042
/22
$820,000 Sold Feb 28, 2025
- 1,307 Sq Ft
- $627/SF
- 60 Days On Market
- 3 Beds
- 3 Baths
- Built 2016
93 Palm Dr, Key West, FL 33040

Enjoy waterfront views of the canal from this beautiful home. The outdoor living areas are designed to embrace the beauty of paradise, with a covered balcony off the living room and a private balcony off the owner's suite, perfect for relaxing. The kitchen features granite countertops and stainless steel appliances. This home is in excellent shape and ready for you to enjoy coastal living.

Cliff Glansen FlatFee.com

93 Palm Dr, Key West, FL 33040

/2
Est $1,647,857 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
1931 Sugarloaf Blvd, Sugarloaf Key, FL 33042

1931 Sugarloaf Blvd, Sugarloaf Key, FL 33042

/42
$649,999
- 2 Beds
- 2 Baths
- 840 Sq Ft
701 Spanish Main Dr Unit 30, Cudjoe Key, FL 33042

Welcome to a stunning brand-new construction in the sought-after Venture Out community on Cudjoe Key. This turnkey investment property is designed for comfort and style offering high-quality upgrades and modern features. Built on 9-foot concrete columns with hardy board siding, metal roof and concrete stairs/decking, all meeting 2023 installation standards. Features open concept floor plan with

Kim Babenzien Expert Realty LLC (HQ)

701 Spanish Main Dr Unit 30, Cudjoe Key, FL 33042
/48
$940,000 Sold Feb 28, 2025
- 2,320 Sq Ft
- $405/SF
- 184 Days On Market
- 6 Beds
- 3 Baths
- Built 1963
184 Cutthroat Dr, Summerland Key, FL 33042

Welcome to 184 Cutthroat Drive, a wonderful income producing waterfront home on the peaceful Cudjoe Key. This home is being sold fully furnished and with kayaks! Has a spacious open floor plan with lots of natural light.Main Level (Upstairs):4 bedrooms, split for plenty of privacy2 full bathroomsLarge living, dining area, and kitchen with an open layout and tons of counter space and cabinets, and

Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

184 Cutthroat Dr, Summerland Key, FL 33042

/2
Est $932,897 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,326 Sq Ft
22842 Buccaneer Ln, Summerland Key, FL 33042

22842 Buccaneer Ln, Summerland Key, FL 33042

/53
$659,999
- 2 Beds
- 2 Baths
- 840 Sq Ft
701 Spanish Main Dr Unit 29, Cudjoe Key, FL 33042

Welcome to a stunning brand-new construction in the sought-after Venture Out community on Cudjoe Key. This turnkey investment property is designed for comfort and style offering high-quality upgrades and modern features. Built on 9-foot concrete columns with hardy board siding, metal roof and concrete stairs/decking, all meeting 2023 installation standards. Features open concept floor plan with

Kim Babenzien Expert Realty LLC (HQ)

701 Spanish Main Dr Unit 29, Cudjoe Key, FL 33042
/29
$800,000 Sold Feb 27, 2025
- 828 Sq Ft
- $966/SF
- 14 Days On Market
- 2 Beds
- 2 Baths
- Built 2001
701 Spanish Main Dr Unit 478, Cudjoe Key, FL 33042

Beautiful open water home with direct ocean access. Completely furnished, ready to rent, future bookings in place. 52 foot concrete seawall with dock posts. Downstairs locked storage for all your fishing gear and what not, open deck for sunning, covered area for grilling and entertaining, fishing off the seawall. Gorgeous sunrise and sunsets. Community offers full service marina, convenience

Susan Rich Select Properties of NWFL

701 Spanish Main Dr Unit 478, Cudjoe Key, FL 33042

/24
Est $1,044,549 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,482 Sq Ft
19453 Seminole St, Sugarloaf Key, FL 33042

19453 Seminole St, Sugarloaf Key, FL 33042

/44
$2,750,000
- 2 Beds
- 2 Baths
- 1,577 Sq Ft
1176 Thatch Ln, Summerland Key, FL 33042

Unobstructed Ocean views, your own Private Oasis! Whether you're seeking a full time residence, vacation getaway, or income-producing investment, this waterfront gem checks every box! Huge 24,829 Sqft LOT with plenty of room to add on. The home has consistent vacation rentals booked 4 months out of the year, every year!! (income producing property) Built in 1984 with a well-planned 1577 sqft

Jonathan Minerick Homecoin.com

1176 Thatch Ln, Summerland Key, FL 33042
/15
$165,000 Sold Feb 24, 2025
- Land
- 18 Days On Market
8 Calico Jack Circle Cir, Verifying, FL 33042

Great Cudjoe Key Location with good boating access and sunset skies views down the canal. This lot can be purchased with house next door 22837 Calico Jack Circle. Picture a pool, tiki hut, family fun with beautiful Florida Keys waters... See lot survey in documents tab. Property outline in pictures is approximate. There is a possibility of change to AE zone. Reach out for further information.

Beata Sharpe COLDWELL BANKER VANGUARD REALTY

8 Calico Jack Circle Cir, Verifying, FL 33042

/40
Est $2,190,274 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,184 Sq Ft
20995 2nd Ave W, Summerland Key, FL 33042

20995 2nd Ave W, Summerland Key, FL 33042

/46
$599,000
- 2 Beds
- 2 Baths
- 816 Sq Ft
701 Spanish Main Dr Unit 510, Cudjoe Key, FL 33042

Beautifully renovated 2 bedroom, 2 bathroom canal front home in a gated community with TRANSIENT RENTALS PERMITTED! Well appointed eat-in kitchen and open concept living with family room that opens onto your spacious outdoor porch overlooking the clear boating canal. 35-foot concrete seawall with quick boating access to the Gulf of Mexico and Atlantic Ocean. Home comes fully furnished and has

Kim Babenzien Expert Realty LLC (HQ)

701 Spanish Main Dr Unit 510, Cudjoe Key, FL 33042
/16
$165,000 Sold Feb 24, 2025
- Land
- 212 Days On Market
8 Calico Jack Cir, Cudjoe Key, FL 33042

Great Cudjoe Key Location with good boating access and sunset skies views down the canal. This lot can be purchased with house next door 22837 Calico Jack Circle. Picture a pool, tiki hut, family fun with beautiful Florida Keys waters... See lot survey in documents tab. Property outline in pictures is approximate. There is a possibility of change to AE zone. Reach out for further information.

Beata Sharpe Coldwell Banker Vanguard Realty

8 Calico Jack Cir, Cudjoe Key, FL 33042

/49
Est $7,217,597 Not Listed For Sale
- 10 Beds
- 11.5 Baths
- 10,607 Sq Ft
17279 Oleander Ln, Sugarloaf Key, FL 33042

17279 Oleander Ln, Sugarloaf Key, FL 33042

/58
$2,499,000
- 3 Beds
- 3 Baths
- 2,288 Sq Ft
17210 Angelfish Ln, Summerland Key, FL 33042

Experience the best of waterfront living in this brand-new home on Lower Sugarloaf Key. Thoughtfully designed and meticulously built, this 3-bedroom, 2.5-bath residence offers 2,288 square feet of modern coastal comfort.Situated on an expansive 16,445-square-foot lot, the property features a private seawall for direct boating access and a sparkling pool perfect for relaxing after a day on the

Team Spottswood/Vazquez Truman & Co. (KW)

17210 Angelfish Ln, Summerland Key, FL 33042

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