Monroe County, FL Homes

/55
$579,000

Under Contract
- 3 Beds
- 2 Baths
- 1,056 Sq Ft
31054 Avenue J, Big Pine Key, FL 33043

If you've been searching for an affordable stilted home in the Lower Keys that doesn't feel dated or compromised, this is one of the best values on the market. Built in 2000 and set on a beautifully fenced 5,000 sq. ft. corner lot with large mature trees, this 3 bedroom, 2 bath home offers the elevated Florida Keys lifestyle at a price point that's hard to find. Inside, the home features a great

Coby Taylor

Expert Realty LLC (HQ)

31054 Avenue J, Big Pine Key, FL 33043
/25
$3,995 Per Month
- 1 Bed
- 1 Bath
- 744 Sq Ft
- Condo for Rent
1215 97th Street Ocean Unit 11, Marathon, FL 33050

Stunning turnkey Atlantic Ocean waterfront condo with dockage, which can fit up to a 24 ft boat! Storm impact windows, sliding glass doors, new kitchen with stainless steel appliances. Quart's countertops, soft close drawers, glass backsplash, under counter lighting. All new bathroom cabinet, large anti-fog mirror cabinet, new tiled shower. All brand-new flooring, paint throughout with coastal

Natalia Boltz PA Power Net Realty.com Inc.

1215 97th Street Ocean Unit 11, Marathon, FL 33050
/50
$4,250,000

Sold May 28, 2026

1320 Grinnell St, Key West, FL 33040
- 3 Beds
- 3.5 Baths
- 2,833 Sq Ft
- Built 2006
Last Sold Summary
- 1% Below List Price
- $1,500/SF
- 27 Days On Market
Current Estimated Value $4,153,630

Last Listing Agent Elizabeth Chamberlain Truman & Co. (KW)

1320 Grinnell St, Key West, FL 33040

/22
Not Listed For Sale

133 Freedom Ln, Big Pine Key, FL 33043
- 2 Beds
- 1.5 Baths
- 720 Sq Ft
- Built 1972
133 Freedom Ln, Big Pine Key, FL 33043

Last Sold Summary
- 49 Days On Market

/120
$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 with private interior elevator accessing all floors . Completely reimagined, this one-of-a-kind residence showcases exceptional craftsmanship, sophisticated design, and effortless waterfront living. Offering

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

1616 Atlantic Blvd Unit 11, Key West, FL 33040
/32
$4,000 Per Month
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
- Townhouse for Rent
138 N Indies Dr Unit B, Marathon, FL 33050

Waterfront Living in Duck Key!Enjoy the Florida Keys lifestyle from this charming 2-bedroom, 2-bath half duplex located on a quiet canal in the highly desirable community of Duck Key. Offering comfortable island living with beautiful waterfront views, this home is perfect for anyone looking to enjoy the relaxed Keys lifestyle.The open living and dining areas provide a bright, inviting

Nate Bartlett Berkshire Hathaway HomeServices Keys Real Estate

138 N Indies Dr Unit B, Marathon, FL 33050
/58
$2,300,000

Sold Dec 12, 2025

209 Bruce Ct, Marathon, FL 33050
- 4 Beds
- 2 Baths
- 1,852 Sq Ft
- Built 2020
Last Sold Summary
- 3% Below List Price
- $1,242/SF
- 4 Days On Market
Current Estimated Value $2,326,984

Last Listing Agent Kim Show Coldwell Banker Schmitt Real Estate Co.

209 Bruce Ct, Marathon, FL 33050

/26
Not Listed For Sale

6800 Maloney Ave Unit 103, Stock Island, FL 33040
- 2 Beds
- 2 Baths
- 748 Sq Ft
- Built 1987
6800 Maloney Ave Unit 103, Stock Island, FL 33040

Last Sold Summary
- 109 Days On Market

/45
$1,050,000

Pending
- 2 Beds
- 2.5 Baths
- 1,266 Sq Ft
96000 Overseas Hwy Unit S3. 29' Boat slip, Key Largo, FL 33037

Tropical Island Getaway l Exceptional Waterfront Living with Private Dock. Enjoy effortless Florida Keys living from this beautifully remodeled 2-bedroom, 2.5-bath townhome in the sought-after Buttonwood Bay community. Perfectly positioned with your private 29' boat slip located directly behind the unit, this rare setup offers exceptional convenience for quick and easy boating adventures, sunset

Terry Canto

American Caribbean Real Estate, Christie's International Real Estate

96000 Overseas Hwy Unit S3. 29' Boat slip, Key Largo, FL 33037
/32
$1,650 Per Month
- 1 Bath
- Apartment for Rent
103365 Overseas Hwy Unit A, Key Largo, FL 33037

End Unit A Newly Remodeled Studio Apartment featuring Brand New White Appliances. Conveniently located close to shopping, schools, restaurants, and more. Move -In Ready.

Tracey Petrusha LoKation

103365 Overseas Hwy Unit A, Key Largo, FL 33037
/46
$2,000,000

Sold Jul 14, 2026

1330 Sugarloaf Blvd, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,624 Sq Ft
- Built 1979
Last Sold Summary
- 9% Below List Price
- $1,232/SF
- 62 Days On Market
Current Estimated Value $2,152,594

Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

1330 Sugarloaf Blvd, Summerland Key, FL 33042

/6
Est $337,885

Not Listed For Sale

101551 Overseas Hwy Unit 161, Key Largo, FL 33037
101551 Overseas Hwy Unit 161, Key Largo, FL 33037

Last Sold Summary
- 36 Days On Market

/40
$649,000

$50K PRICE DROP
- 2 Beds
- 2 Baths
- 1,092 Sq Ft
342 Boundary Ln, Key West, FL 33040

Unpack and unwind at this gorgeous canal-front property nestled in peaceful Geiger Key! Tastefully renovated with quality finishes and thoughtful upgrades throughout, this spectacular property is a rare find. A stunning open-concept main living space evokes immediate relaxation with loads of natural light, canal views, and partial open water views. The beautifully designed kitchen, with every

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

342 Boundary Ln, Key West, FL 33040
/23
$4,000 Per Month
- 3 Beds
- 2 Baths
- 1,050 Sq Ft
- Townhouse for Rent
3314 Northside Dr Unit 55, Key West, FL 33040

Rent - $4,000/Month3BR/2BA Townhome in Solana Village, Key WestRent: $4,000 per monthLease: Long-term preferredPlease note: This townhouse is currently listed for sale. The future tenant must be willing to accommodate reasonable showing requests with advance notice. Every effort will be made to schedule showings at convenient times and to minimize any disruption.For additional

Yulia Vakhtenko Keys Top Realty LLC

3314 Northside Dr Unit 55, Key West, FL 33040
/44
$900,000

Sold May 22, 2026

109 Costa Bravo Dr, Islamorada, FL 33036
- 2 Beds
- 1.5 Baths
- 1,322 Sq Ft
- Built 1974
Last Sold Summary
- 10% Below List Price
- $681/SF
- 79 Days On Market
Last Listing Agent Courtney Conley Serhant Florida LLC - Coconut Grove

109 Costa Bravo Dr, Islamorada, FL 33036

/2
Not Listed For Sale

1800 Atlantic Blvd Unit 220C, Key West, FL 33040
- 2 Beds
- 2 Baths
- 1,424 Sq Ft
- Built 1984
1800 Atlantic Blvd Unit 220C, Key West, FL 33040

/23
$499,000

Pending
- 4 Beds
- 3 Baths
- 1,488 Sq Ft
41G Miriam St, Stock Island, FL 33040

Stock Island opportunity! This mobile home is a 4 bedroom 3 bathroom -it is divided into several lock out rooms that are currently rented If you are looking for housing for employees or good income potential call for more info. Cute front porch, 4 off street parking spaces, fenced yard, shared laundry. The structure has T1-11 siding and frame around the original mobile home in good condition.

Sandra Tuttle

Island Welcome Real Estate

41G Miriam St, Stock Island, FL 33040
/2
$2,600 Per Month
- 2 Beds
- 1 Bath
- 800 Sq Ft
- Apartment for Rent
710 Barcelona Rd Unit Bottom, Key Largo, FL 33037

WONDERFUL 2/1 ALL UTILITIES INCLUDED NO HOA IN KEY LARGO.

Roger Schaeffler Florida Realty of Miami Corp

710 Barcelona Rd Unit Bottom, Key Largo, FL 33037
/49
$650,000

Sold Aug 20, 2025

27317 Cayman Ln, Summerland Key, FL 33042
- 2 Beds
- 1.5 Baths
- 1,029 Sq Ft
- Built 2012
Last Sold Summary
- 28% Below List Price
- $632/SF
- 262 Days On Market
Current Estimated Value $715,382

Last Listing Agent Diana Fiddes Coldwell Banker Schmitt Key Largo

27317 Cayman Ln, Summerland Key, FL 33042

/14
Not Listed For Sale

1639 Pine Channel Dr, Little Torch Key, FL 33042
- 2 Beds
- 1 Bath
- 6,725 Sq Ft
- Built 1975
1639 Pine Channel Dr, Little Torch Key, FL 33042

Last Sold Summary
- 7 Days On Market

/41
$42,000
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
617 Front St Unit B41 Week 1, Key West, FL 33040

Views of the famous Key West Sunset, Gulf of Mexico and pool await you when you arrive at this 4th-floor end- deeded timeshare unit. The live music from the Tiki bar saunters up to the balconies. This highly desirable winter week is magical enjoy the warm weather and Christmas boat parades while Key West is all dressed up for the holidays. Enjoy the private beach, pool, hot tub, sauna, outdoor

Stephanie Herrmann

Truman & Co. Real Estate

617 Front St Unit B41 Week 1, Key West, FL 33040
/33
$6,000 Per Month
- 3 Beds
- 3 Baths
- 1,760 Sq Ft
- House for Rent
2309 Patterson Ave, Key West, FL 33040

Available immediately- Three bedroom three baths. One bedroom is a lockout, providing a complete and separate unit. Fantastic mid-town property with room to spread out. Other features include central air, washer/dryer, storage and off-street parking.

Everett Watkins Keller Williams Key West Compass Realty

2309 Patterson Ave, Key West, FL 33040
/57
$1,150,000

Sold Feb 26, 2026

94825 Overseas Hwy Unit 174, Key Largo, FL 33037
- 3 Beds
- 3 Baths
- 1,569 Sq Ft
- Built 2025
Last Sold Summary
- 45% Below List Price
- $733/SF
- 62 Days On Market
Current Estimated Value $1,167,232

Last Listing Agent Erin Sykes SYKES

94825 Overseas Hwy Unit 174, Key Largo, FL 33037

/44
Not Listed For Sale

88540 Overseas Hwy Unit 104 and Boat Slip 46, Tavernier, FL 33070
- 2 Beds
- 2 Baths
- 853 Sq Ft
- Built 1985
88540 Overseas Hwy Unit 104 and Boat Slip 46, Tavernier, FL 33070

Last Sold Summary
- 58 Days On Market

/37
$1,100,000
- 2 Beds
- 2 Baths
- 1,288 Sq Ft
350 11th St, Key Colony, FL

Welcome to your own slice of paradise in the heart of Key Colony Beach! This well-maintained 2-bedroom, 2-bath half duplex offers the ideal blend of comfort, convenience, and the coveted Florida Keys boating lifestyle. The bright, open floor plan creates an inviting space for entertaining and everyday living, while the wraparound balcony provides the perfect place to enjoy the island breeze and

Natalie Ardis

Coldwell Banker Schmitt Real Estate Co.

350 11th St, Key Colony, FL
/16
$1,900 Per Month
- 1 Bed
- 1 Bath
- 500 Sq Ft
- Property for Rent
6099 Overseas Hwy Unit LOT 46W, Marathon, FL 33050

Unit 46W is Available now with a month-to-month option. Fully furnished, On a 6 month lease the price is $1,900.00 per month. First and Last, and Security is required. Utilities included Boat Ramp in the community. Laundry stations in the park. Background check required by the community to occupy. Available July 1st . If lease is less than 6 months there is a 12.5% tax and cleaning fee charged.

Kristen Brenner Duck Key Realty, Inc.

6099 Overseas Hwy Unit LOT 46W, Marathon, FL 33050
/49
$990,000

Sold Aug 18, 2025

192 E Ridge Rd, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,152 Sq Ft
- Built 1965
Last Sold Summary
- 17% Below List Price
- $859/SF
- 251 Days On Market
Current Estimated Value $1,049,549

Last Listing Agent Pierre-Marc Bellion Ocean Sotheby's International Realty

192 E Ridge Rd, Islamorada, FL 33036

/29
Not Listed For Sale

1693 Bayview Dr, Little Torch Key, FL 33042
- 2 Beds
- 2 Baths
- 917 Sq Ft
- Built 1976
1693 Bayview Dr, Little Torch Key, FL 33042

Last Sold Summary
- 60 Days On Market

/45
$799,000
- 2 Beds
- 2 Baths
- 1,216 Sq Ft
3715 Flagler Ave, Key West, FL 33040

Welcome to this charming 2-bedroom, 2-bath Conch house offering 1,216 sq. ft. of comfortable living space in one of Key West's most convenient locations. The home is filled with warmth and character, highlighted by vaulted wood ceilings with exposed beams that create an inviting coastal atmosphere. Natural light pours through the impact windows and full wall of sliding glass doors, while the

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

3715 Flagler Ave, Key West, FL 33040
/33
$4,500 Per Month
- 3 Beds
- 1 Bath
- 1,095 Sq Ft
- House for Rent
3817 Flagler Ave, Key West, FL 33040

Adorable renovated home with beautiful tropical oasis perfect for entertaining! This charming home is perfect for a family or couple wanting to be near the beaches, shopping, and schools, and not too far from Old Town. 3 beds, 1 bath, hurricane impact windows and doors, top of line stainless appliances, washer and dryer, mature fruit trees with wonderful yard! 1st and last months rent and

Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

3817 Flagler Ave, Key West, FL 33040
/29
$1,075,000

Sold Oct 07, 2025

1127 Packer St, Key West, FL 33040
- 2 Beds
- 1 Bath
- 840 Sq Ft
- Built 1928
Last Sold Summary
- 14% Below List Price
- $1,280/SF
- 108 Days On Market
Current Estimated Value $1,096,387

Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

1127 Packer St, Key West, FL 33040

/2
Not Listed For Sale

735 26th, Marathon, FL 33050
- 2 Beds
- 1 Bath
- 1,091 Sq Ft
- Built 1967
735 26th, Marathon, FL 33050

/61
$1,250,000
- 2 Beds
- 2 Baths
- 1,119 Sq Ft
1911 Seidenberg Ave, Key West, FL 33040

With only two owners in its history, this well-maintained two-story property presents a rare investment opportunity in Key West. Configured as a legal duplex with two separately metered 1-bedroom, 1-bath units, it offers exceptional flexibility--ideal for investors seeking strong rental potential, business owners looking for employee housing, or owner-occupants wanting to offset costs by renting

Everett Smith

Ocean Sotheby's International Realty

1911 Seidenberg Ave, Key West, FL 33040
/67
$15,000 Per Month
- 3 Beds
- 2 Baths
- 1,180 Sq Ft
- House for Rent
235 Tavernier Dr, Tavernier, FL 33070

Florida Keys Oceanfront "Fisherman’s Paradise" with breathtaking Atlantic Views and Private Dockage. This fully renovated 3BR/2BA home features an open layout, Dade County Pine woodwork, and floor-to-ceiling impact windows that frame endless ocean vistas. The lower level includes a workshop with full bath and laundry—perfect for guests or gear. Boaters and anglers will love the 50’ seawall, 30’

235 Tavernier Dr, Tavernier, FL 33070
/59
$2,775,000

Sold May 22, 2026

226 S Coconut Palm Blvd, Plantation Key, FL 33070
- 4 Beds
- 4 Baths
- 2,853 Sq Ft
- Built 2025
Last Sold Summary
- 6% Below List Price
- $973/SF
- 138 Days On Market
Current Estimated Value $2,813,388

Last Listing Agent AJ Vetter Palm House Real Estate

226 S Coconut Palm Blvd, Plantation Key, FL 33070

/56
Est $3,138,742

Not Listed For Sale

1507A Sombrero Blvd Unit A, Marathon, FL 33050
- 5 Beds
- 3.5 Baths
- 2,928 Sq Ft
- Built 2024
1507A Sombrero Blvd Unit A, Marathon, FL 33050

Last Sold Summary
- 100 Days On Market

/46
$315,000

$74K PRICE DROP
- 2 Beds
- 1 Bath
- 885 Sq Ft
55 Boca Chica Rd Unit 85, Key West, FL 33040

Motivated Seller. Updated and ready for you. This 2 Br/1 Bath unit is spacious and now looks like a million dollars! Fresh paint throughout, new floors in DR, Kitchen, bedrooms & bath, new plumbing and water heater, new bath vanity. The spacious Florida Room is the place to be, it invites you to relax, get comfortable and enjoy the day or evening. Check the Document Tab above and see much more

Margarita Villoch

Island Group Realty (KW)

55 Boca Chica Rd Unit 85, Key West, FL 33040
/46
$15,000 Per Month
- 5 Beds
- 3 Baths
- House for Rent
7760 Aviation Blvd, Marathon, FL 33050

Private Estate Waterfront Home ---- Weekly $6000 7 Night Min. - Monthly $20,000 --$500 Clean Fee. Newly Remolded-5 Bedroom - 3 Bathroom sleeps 12+++--- Miami Modern Design Throughout - Open Bay Front Style Huge Pool and Jacuzzi - Margarita machine, Barbecue, Wine Cooler, washer, dryer, dishwasher. New Big Ice Machine Flat-screen TV with CABLE TV in all rooms with High-speed internet.Jet

Tracey Petrusha LoKation

7760 Aviation Blvd, Marathon, FL 33050
/73
$1,390,000

Sold Nov 10, 2025

840 62nd Street Ocean, Marathon, FL 33050
- 3 Beds
- 3 Baths
- 1,380 Sq Ft
- Built 1981
Last Sold Summary
- 13% Below List Price
- $1,007/SF
- 63 Days On Market
Current Estimated Value $1,392,184

Last Listing Agent Courtney Conley Serhant Florida LLC - Coconut Grove

840 62nd Street Ocean, Marathon, FL 33050

/37
Not Listed For Sale

299 Anglers Dr N Unit A, Marathon, FL 33050
- 2 Beds
- 1 Bath
- 950 Sq Ft
- Built 1980
299 Anglers Dr N Unit A, Marathon, FL 33050

Last Sold Summary
- 83 Days On Market

Showing Results 521 - 560, Page 14 of 18

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