Monroe, FL Homes

/50
$1,699,000
- 4 Beds
- 3 Baths
- 1,967 Sq Ft
1068 Buttonwood Dr E, Summerland Key, FL 33042

Tucked away in the prestigious Sugarloaf Shores neighborhood this exceptionally private canal front retreat sits high on the ground sprawling over 1/2 acre of lushly landscaped fenced and gated grounds. Step inside the Living Room where large impact windows greet you boasting picturesque pool and garden views while flooding the space with natural light, creating an airy, welcoming atmosphere.

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 751-6658

1068 Buttonwood Dr E, Summerland Key, FL 33042
/29
$3,500 per month
- 2 Beds
- 2 Baths
- 810 Sq Ft
- House for Rent
148 Golf Club Dr, Key West, FL 33040

Welcome to your tropical retreat at the Key West Golf Club! This updated 2-bedroom, 1.5-bathroom townhome offers a unique blend of comfort, style, and stunning views of the picturesque Hole #2.Property Highlights:Spacious Upstairs Bedrooms: Both bedrooms feature vaulted ceilings and access to private porches, creating serene outdoor spaces perfect for morning coffee or sunset relaxation.Fully

148 Golf Club Dr, Key West, FL 33040
/32
$450,000 Sold Aug 20, 2025
- 814 Sq Ft
- $553/SF
- 283 Days On Market
- 2 Beds
- 2 Baths
- Built 2016
701 Spanish Main Dr Unit 22, Cudjoe Key, FL 33042

Charming Florida Keys Retreat at Venture Out on Cudjoe Key: Your Slice of Paradise Awaits! Welcome to your dream getaway nestled in the vibrant Venture Out community! This beautifully designed 2 BR, 2 BA home, built in 2016, is perfect for those seeking a blend of relaxation and adventure. Fully furnished and ready for you to move in or rent out nightly, this property is a true gem in the heart

Kelly Gardner Bluescape Real Estate

701 Spanish Main Dr Unit 22, Cudjoe Key, FL 33042

/2
Est $629,955 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,156 Sq Ft
140 Coral Ave, Tavernier, FL 33070

140 Coral Ave, Tavernier, FL 33070

/28
$280,000
- Land
94825 Overseas Hwy Unit 68, Key Largo, FL 33037

BUILD YOUR DREAM HOME! Exclusive New Community! Plans included for a 3 story all concrete home with roof top deck and space for an elevator. 3-bedroom, 2.5 bath with open parking and storage below.Key Largo Ocean Resort offers an exceptional blend of luxury, convenience, and island living, all with remarkably low HOA fees. This exclusive, 22-acre gated community boasts top-tier amenities,

Terry Canto

American Caribbean Real Estate, Christie's International Real Estate

(786) 550-0130

94825 Overseas Hwy Unit 68, Key Largo, FL 33037
/17
$3,650 per month
- 2 Beds
- 2 Baths
- Property for Rent
726 Eaton St, Key West, FL 33040

Step into Key West history with this beautifully updated two-bedroom, two-bathroom first-floor home tucked away behind the serene Freeman-Curry House, circa 1865, on Eaton Street. The Carriage House offers a quiet, private retreat while still being in the heart of Old Town.This apartment features two spacious bedrooms and two full bathrooms and includes a washer and dryer, refrigerator,

Megan Mcdowell eXp Realty LLC

726 Eaton St, Key West, FL 33040
/61
$1,636,000 Sold Aug 19, 2025
- 1,260 Sq Ft
- $1,298/SF
- 6 Days On Market
- 2 Beds
- 3 Baths
- Built 1982
227 La Fitte Rd, Summerland Key, FL 33042

The ONE you've been waiting for.. Blink & you'll miss this beauty! OPEN Waterfront w/ DEEP DRAFT- 60' dock, 15K lb boat lift, NEW POOL, CBS construction, Fully updated home located in coveted Jolly Rogers Estates on Little Torch Key. Unbeatable fishing, lobstering & diving from BOTH Ocean & Gulf at this PRIME location! ThurFlow covered dock on open water! This gorgeous home boasts 2 BR, 2 BA on

Jennifer Chaney Chaney Homes

227 La Fitte Rd, Summerland Key, FL 33042

/63
Est $4,864,667 Not Listed For Sale
- 6 Beds
- 7 Baths
- 4,200 Sq Ft
17129 Amberjack Ln, Sugarloaf Shores, FL 33042

17129 Amberjack Ln, Sugarloaf Shores, FL 33042

/37
$315,000
- 1 Bed
- 1 Bath
- 756 Sq Ft
55 Boca Chica Rd Unit 93, Key West, FL 33040

Welcome to Your Slice of Paradise in the Florida Keys! Unit #93 offers many windows, one bedroom and one bath, a living room, kitchen/dining area and is located just 10 miles from downtown Key West. Seaside Resort Condominium is a charming, gated community, it is beautifully maintained and packed with amenities.🏊 Two Pools (one heated) 🏡 Clubhouse, Library, Gym & Mail Room

Margarita Villoch

Island Group Realty (KW)

(786) 650-1791

55 Boca Chica Rd Unit 93, Key West, FL 33040
/5
$2,000 per month
- 1 Bed
- 1 Bath
- 587 Sq Ft
- Condo for Rent
19 Sombrero Blvd, Marathon, FL 33050

This room has a full living room with TV, Full kitchen, a King size bed and a full bathroom with shower. Also, in addition to the interior room, there is a balcony and full use of our large swimming pool. Ample parking available on property's parking lot. The apartment is located walking distance from Publix, Walgreens, Bank of America, and UPS drop off store. Less than a mile drive from Home

19 Sombrero Blvd, Marathon, FL 33050
/22
$650,000 Sold Aug 19, 2025
- 888 Sq Ft
- $732/SF
- 28 Days On Market
- 2 Beds
- 2 Baths
- Built 1988
27384 Saint Lucie Ln, Summerland Key, FL 33042

Tucked away in Breezeswept Beach Estates, this charming 2-bedroom, 2-bath waterfront retreat offers easy access to both the Gulf and Atlantic--ideal for boaters and water lovers alike. Step inside to a bright, open-concept living space with soaring ceilings and lush tropical views from nearly every window and door. The spacious living and dining areas flow seamlessly into the kitchen and out

Madeleine Lowe Expert Realty LLC (HQ)

27384 Saint Lucie Ln, Summerland Key, FL 33042

/17
Est $591,539 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,070 Sq Ft
3930 S Roosevelt Blvd Unit W404, Key West, FL 33040

3930 S Roosevelt Blvd Unit W404, Key West, FL 33040

/54
$3,699,000
- 4 Beds
- 4 Baths
- 3,222 Sq Ft
82 Tingler Ln, Marathon, FL 33050

Sprawling Sombrero Beach newly renovated retreat on an oversized lot with pool, private sandy beach and Open Water Views! Currently utilized as a successful vacation rental this home boasts loads of space and elevated amenities for a family or income-producing investment opportunity! An expansive dock allows for frequent, deep-draft boating adventures with ease, just minutes to excellent fishing

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(844) 959-4222

82 Tingler Ln, Marathon, FL 33050
/11
$25,000 per month
- 5 Beds
- 3 Baths
- House for Rent
7760 Aviation Blvd, Marathon, FL 33050

Welcome to Paradise!!!! Immerse yourself in Luxury!!!! This 5 Bedroom/3 Bathroom sleeps 12. Modern kitchen with open living room waterfront view floor plan. Huge Pool including Jacuzzi - Margarita machine, Barbecue, wine cooler, washer, dryer, dishwasher. Flat-screen TV with CABLE TV in all rooms with High-speed internet.Jet Skiing - Boating -Fishing on the dock, a Basketball hoop, bean bag

Tracey Petrusha Venture Realty Group

7760 Aviation Blvd, Marathon, FL 33050
/58
$760,000 Sold Aug 19, 2025
- 848 Sq Ft
- $896/SF
- 66 Days On Market
- 2 Beds
- 2 Baths
- Built 2021
640 Carolyn Ave, Summerland Key, FL 33042

640 Carolyn Avenue is a modern coastal retreat designed for comfort, privacy, and effortless outdoor living. Built-in 2021, this 4-year-old Affinity modular home blends high-quality construction with thoughtful design for the carefree lifestyle that defines island living.Set on an oversized canal-front lot with a 320 sq ft composite dock and fish cleaning station, this 2BD/2BA home invites you to

Tommy Mack Coastal Collection Real Estate Inc.

640 Carolyn Ave, Summerland Key, FL 33042

/2
Est $204,596 Not Listed For Sale
- 1 Bed
- 44 Sq Ft
100 Morris Ln Unit E-8, Key Largo, FL 33037

100 Morris Ln Unit E-8, Key Largo, FL 33037

/54
$3,999,000
- 4 Beds
- 4 Baths
- 3,222 Sq Ft
Unlisted Address

Sprawling Sombrero Beach newly renovated retreat on an oversized lot with pool, private sandy beach and Open Water Views! Inside, this home boasts two spacious floors. Downstairs, a guest bedroom and a multi-purpose room used as fourth bedroom are just off the recreational room with access to a large covered porch and pool. A newly designed kitchen features quartz counters, new cabinetry &

Lisa Ferringo

Coldwell Banker Schmitt Real E

(786) 692-5730

Unlisted Address
/18

$3,600 per month

Sunset Marina Apts

2 Beds

5555 College Rd, Key West, FL 33040

5555 College Rd, Key West, FL 33040
/62
$3,475,000 Sold Aug 19, 2025
- 4,008 Sq Ft
- $867/SF
- 37 Days On Market
- 4 Beds
- 6 Baths
- Built 2004
140 Stromboli Dr, Islamorada, FL 33036

Welcome to Your Waterfront Oasis in Venetian Shores. Discover the ideal blend of luxury and laid-back island living in this elegant three-story canal-front home, perfectly situated in the coveted community of Venetian Shores. Boasting 100 feet of dockage and a 14,000 lb. boat lift, this property offers effortless access to both the Atlantic Ocean and Florida Bay via scenic Snake Creek--making it

Alina Davis Coldwell Banker Schmitt Islamorada

140 Stromboli Dr, Islamorada, FL 33036

/4
Est $680,599 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 825 Sq Ft
64 Seaside Ct N, Key West, FL 33040

64 Seaside Ct N, Key West, FL 33040

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

SITUATED ON A 50 FT. WIDE CANAL, this updated 3 bedroom / 2 bath home offers very good boat access to Pine Channel, the Atlantic and back country. The great room is bright and airy with a cathedral ceiling, south facing picture window and French doors that lead to the covered porch overlooking the canal. Updates include impact-resistant windows and doors, new stainless steel kitchen appliances,

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(855) 528-3127

29048 Iris Dr, Big Pine Key, FL 33043
/14
$2,575 per month
- 2 Beds
- 1 Bath
- 936 Sq Ft
- Townhouse for Rent
13 Bass Ave, Key Largo, FL 33037

Adorable cottage style home available right away for rent in the Largo Sound neighborhood. This neighborhood has a wonderful HOA park with a pavilion, beach and boat ramp! This house is 2 bedrooms 1 bath. Comes furnished with everything pictured. Covered parking and lush landscaping. Rent includes water, electric, garbage, yard service and internet! 1 Small pet okay with landlords approval.

Kelly Randin RE/MAX All Keys Real Estate

13 Bass Ave, Key Largo, FL 33037
/41
$861,700 Sold Aug 19, 2025
- 610 Sq Ft
- $1,413/SF
- 56 Days On Market
- 2 Beds
- 1 Bath
- Built 1928
611 Grinnell St Unit 6, Key West, FL 33040

Old Town Key West, welcome to this adorable 2 Bedroom, 1 Bath historic cottage Tucked away in one of the most enchanting neighborhoods, 611 Grinnell Street,Home #6, is full of warmth, charm, and island character. A true hidden gem, this 610 sq ft home is part of a small, peaceful compound just a short stroll to Duval Street and the Historic Seaport. Close to wonderful restaurants, live music,

Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

611 Grinnell St Unit 6, Key West, FL 33040

/2
Not Listed For Sale
- 1 Bed
Lot 6 Gulf of Mexico Blvd Unit BU-8, Marathon, FL 33050

Lot 6 Gulf of Mexico Blvd Unit BU-8, Marathon, FL 33050

/34
$690,999
- 2 Beds
- 2.5 Baths
- 1,365 Sq Ft
87200 Overseas Hwy Unit 8, Islamorada, FL 33036

Executive Bay Club - Bay Front in Islamorada $6,500/Monthly in Season Rental Potential!Fully furnished 2BR + large loft, 2.5BA townhome in Islamorada most desirable bayfront community. Comfortably sleeps 7+ and features a remodeled kitchen with quartz counters, upscale stainless appliances, updated tile floors, and custom wood/steel staircase (no spirals here!). Spacious outside patio with garden

Krissy Carnahan

Realty ONE Group Destination (ISL)

(786) 802-7757

87200 Overseas Hwy Unit 8, Islamorada, FL 33036
/20

$2,800 per month

Tarpon Harbour

2 - 3 Beds

6973 Overseas Hwy, Marathon, FL 33050

Call Today to Book Your Appointment, we are eager to connect with you in Person!Tarpon Harbour is located in Monroe County, the 33050 ZIP Code, and the Monroe attendance zone.

6973 Overseas Hwy, Marathon, FL 33050
/61
$875,000 Sold Aug 19, 2025
- 1,161 Sq Ft
- $754/SF
- 77 Days On Market
- 3 Beds
- 2 Baths
- Built 1995
1612 Monmouth Ln, Key Largo, FL 33037

Tastefully remodeled, double wide, canal front home with 12,000lb lift on 40' dock. Perfectly located just minutes to the open bay and Adams Cut, for quick ocean access! Enjoy peace of mind of a newer metal roof and new plumbing just completed. Sale includes all furniture.

Gilbert Betancourt Keller Williams International Lifestyles

1612 Monmouth Ln, Key Largo, FL 33037

/2
Not Listed For Sale
0000 Watson Blvd, Big Pine Key, FL 33043

0000 Watson Blvd, Big Pine Key, FL 33043

/34
$670,000
- 2 Beds
- 2.5 Baths
- 1,063 Sq Ft
200 Harborview Dr Unit 101, Tavernier, FL 33070

Pack your toothbrush, grab your boat, and get ready to live the ultimate Keys lifestyle! This beautiful 2-bedroom, 2.5-bathroom condo offers everything you need for a stress-free retreat or a permanent piece of paradise.Step inside to a light and bright interior filled with upgrades and thoughtful finishing touches. Two screened lanais provide the perfect spot to relax, unwind, and soak in the

Krissy Carnahan

Realty ONE Group Destination (ISL)

(786) 841-2361

200 Harborview Dr Unit 101, Tavernier, FL 33070
/13
$4,000 per month
- 1 Bed
- 1 Bath
- 645 Sq Ft
- House for Rent
11456 5th Avenue Ocean, Marathon, FL 33050

Welcome to Paradise in the Florida Keys!This fully furnished Little Venice gem will be available starting October 7, 2025. The home features a spacious king-size bedroom with TV, along with a living room sectional that converts into a comfortable full-size bed and a second TV. Showcasing the charm of the original Keys Conch Cottage design, it boasts stunning Dade Pine wood beam ceilings,

Paulette Thompson PA Ocean Sotheby's International

11456 5th Avenue Ocean, Marathon, FL 33050
/50
$1,450,000 Sold Aug 19, 2025
- 1,699 Sq Ft
- $853/SF
- 115 Days On Market
- 3 Beds
- 3 Baths
- Built 1992
16 Corrine Place, Key Largo, FL 33037

Waterfront living at its finest in this immaculate 3-bedroom, 3-bathroom canal-front home with 70 feet of dockage. Equipped with a 10,000 lb boat lift and a set of davits, there's ample space for multiple boats. At night, underwater fish lights create a mesmerizing display, attracting baitfish and enhancing the coastal ambiance.Direct ocean access from two directions, with excellent water flow in

AJ Vetter Palm House Real Estate

16 Corrine Place, Key Largo, FL 33037

/80
Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,400 Sq Ft
104000 Overseas Hwy Unit 3-4, Key Largo, FL 33037

104000 Overseas Hwy Unit 3-4, Key Largo, FL 33037

/13
$340,000
- 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) 615-1782

94825 Overseas Hwy Unit 157, Key Largo, FL 33037
/14

$2,854 - $3,961 per month

Lofts at Bahama Village

1 - 3 Beds

750 Fort St, Key West, FL 33040

Discover your place in the heart of Key West's most historic and vibrant neighborhood. The Lofts at Bahama Village offers affordable housing options designed for locals, where homeownership and rental opportunities meet the warmth of a close-knit community.Live steps away from iconic Key West landmarks, while enjoying the charm and cultural heritage that make Bahama Village truly one of a

750 Fort St, Key West, FL 33040
/40
$575,000 Sold Aug 19, 2025
- 900 Sq Ft
- $639/SF
- 130 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1998
5035 Sunset Village Dr, Marathon, FL 33050

Reduced to SELL! Prime sunset views, nightly rentals, and an unbeatable Florida Keys resort lifestyle--what more could you ask for? Welcome to 5035 Sunset Village Drive, a beautifully updated two-bedroom, two-and-a-half-bathroom villa in the prestigious Hawk's Cay Resort. Whether you're looking for a serene vacation retreat or a highly desirable investment property, this villa checks all the

Ally Kelley Ocean Sotheby's International

5035 Sunset Village Dr, Marathon, FL 33050

/2
Est $226,971 Not Listed For Sale
- Studio
701 Spanish Main Dr Unit 396, Cudjoe Key, FL 33042

701 Spanish Main Dr Unit 396, Cudjoe Key, FL 33042

/29
$1,399,000
- 3 Beds
- 2 Baths
- 2,068 Sq Ft
1541 Sunrise Dr, Big Pine Key, FL 33043

Enjoy absolutely stunning open water views and spectacular sunrises every morning from this gorgeous open waterfront property in Tropical Bay Estates. This spacious 3-bedroom, 2-bath home was completely remodeled in 2020 with beautiful finishes throughout. Enjoy a chef's kitchen, with top of the line appliances, and an abundance of cabinets and counter space, ideal for entertaining. Flooded

Anneliese Dietrick

Coldwell Banker Schmitt Lower Keys (KW)

(888) 890-8953

1541 Sunrise Dr, Big Pine Key, FL 33043
/21
$4,500 per month
- 3 Beds
- 2.5 Baths
- 1,910 Sq Ft
- House for Rent
809 Miramar Dr, Key Largo, FL 33037

Welcome to your new home in the desirable Twin Lakes neighborhood. Built in 2021, this spacious two-story residence offers 3 bedrooms, 2.5 bathrooms, and a rare attached garage, a unique feature in the Keys that provides both storage and convenience. Nestled among a natural hammock of trees, the property offers privacy and a peaceful setting while still being close to everything you need.Inside,

Kimberly Hamilton Better Homes and Gardens Real Estate Destinations

809 Miramar Dr, Key Largo, FL 33037
/34
$833,350 Sold Aug 19, 2025
- 2,190 Sq Ft
- $381/SF
- 229 Days On Market
- 4 Beds
- 3 Baths
- Built 2005
247 Bay Dr, Key Largo, FL 33037

Like 2 homes for the price of one! This unique property offers a total of 4 bedrooms and 3 baths, featuring a 3 bedroom, 2 bathroom ground-level home paired with a 1 bedroom, 1 bathroom guest quarters situated above a spacious detached garage. Perfect for an extended family. Constructed entirely of CBS with durable concrete roofs, this home is built to last. Four X-zone lots are included totaling

Jim Signor LoKation Real Estate

247 Bay Dr, Key Largo, FL 33037

/2
Est $262,436 Not Listed For Sale
- 1 Bed
- 1 Bath
- 895 Sq Ft
40 High Point Rd Unit A101, Tavernier, FL 33070

40 High Point Rd Unit A101, Tavernier, FL 33070

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