Monroe County, FL Homes

/16
$9,198,000

Pending
- Land
- 2.1 Acres
- $4,380,000 per Acre
721 W Ocean Dr, Key Colony Beach, FL 33051

Fantastic Oceanfront Development Opportunity in the heart of the Florida Keys! 2+ acres of prime oceanfront boasting 225' of beach front with dock permit in Key Colony Beach. A total of 3 lots with endless possibilities. Previous use was a 22 unit condominium. Or look into separating the lots to build 3 new luxury beach homes which are in very hot demand and rare to find. One house on this street

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

721 W Ocean Dr, Key Colony Beach, FL 33051
/41
$3,200 Per Month
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- House for Rent
803 Brown St, Key Largo, FL 33037

3 BEDROOM 2 BATH WITH FENCED YARD! CBS concrete block home with coastal flair, ideally located in the highly desirable Twin Lakes community of Key Largo. All floor levels are above flood !PETS OK - APPROVED ON CASE BY CASE. NO SMOKING. BOAT RAMPBuilt for lasting quality and peace of mind, this home features solid concrete block construction, impact-resistant windows and doors, and a new

Sally Stribling Coldwell Banker Schmitt Key Largo

803 Brown St, Key Largo, FL 33037
/45
$640,000

Sold Sep 23, 2025

1615 Harbor Dr, Marathon, FL 33050
- 2 Beds
- 2 Baths
- 954 Sq Ft
- Built 1990
Last Sold Summary
- 2% Below List Price
- $671/SF
- 49 Days On Market
Current Estimated Value $667,640

Last Listing Agent Karen Raspe, PA Ocean Sotheby's International

1615 Harbor Dr, Marathon, FL 33050

/26
Est $253,545

Not Listed For Sale

701 Spanish Main Dr Unit 6, Cudjoe Key, FL 33042
- Built 1978
701 Spanish Main Dr Unit 6, Cudjoe Key, FL 33042

Last Sold Summary
- 74 Days On Market
Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

/31
$495,000

$40K PRICE DROP
- 2 Beds
- 2 Baths
- 832 Sq Ft
917 Plantation Rd, Key Largo, FL 33037

Double Lot Property with plenty of room to roam.Charming, quaint and inviting best describes this 2-bedroom, 2-bath home offering two spacious lots, 10,000 sf offering endless possibilities for island living and future potential. Designed with a desirable split-bedroom floor plan, the home provides comfort and privacy while embracing the relaxed Keys lifestyle. Move-in ready.Enjoy

Terry Canto

American Caribbean Real Estate, Christie's International Real Estate

917 Plantation Rd, Key Largo, FL 33037
/9
$3,000 Per Month
- 2 Beds
- 1 Bath
- 750 Sq Ft
- Condo for Rent
1315 First St Unit 1315-2, Key West, FL 33040

This 2nd floor, 2 bedroom/1 bath apartment is centrally located in Mid Town and conveniently located near shops, restaurants, and beaches. This apartment features central AC, an updated kitchen with custom cabinets, microwave, and 1 assigned off-street parking space. Approx. 750 sq. ft. Available in August for a 12 month rental. $3,000/mo plus water & electric. First/Last/Security. 3 person

1315 First St Unit 1315-2, Key West, FL 33040
/2
$245,000

Sold Feb 25, 2026

1361 Overseas Hwy, Marathon, FL 33050
- 2 Beds
- 2 Baths
- 1,152 Sq Ft
- Built 1974
Last Sold Summary
- 11% Below List Price
- $213/SF
- 103 Days On Market
Last Listing Agent Samuel Williams Coldwell Banker Schmitt Real E

1361 Overseas Hwy, Marathon, FL 33050

/34
Not Listed For Sale

59753 Paradise Place, Marathon, FL 33050
- 3 Beds
- 2 Baths
- 1,562 Sq Ft
- Built 1977
59753 Paradise Place, Marathon, FL 33050

Last Sold Summary
- 20 Days On Market
Last Listing Agent Natalie Ardis Coldwell Banker Schmitt Real Estate Co.

/36
$810,000

Under Contract
- 4 Beds
- 2 Baths
- 1,964 Sq Ft
160 Ridge St, Tavernier, FL 33070

This home is special and just waiting for the next family to make memories here. Tucked among lush tropical landscaping, this inviting Islamorada home offers the perfect blend of privacy, convenience and relaxed Keys Living. Inside, you'll find bright, comfortable living spaces with classic Saltillo tile, an updated kitchen featuring white cabinetry and stainless steel appliances, and plenty of

Lorie LaLonde

American Caribbean Real Estate, Christie's International Real Estate

160 Ridge St, Tavernier, FL 33070
/15
$4,500 Per Month
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
- House for Rent
813 Hawksbill Ln, Summerland Key, FL 33042

If you want to Rent a home with Canal View that leads to the Bay. This is your perfect home. Has a Lift and a great view from the second story Porch, Fishing is always near

Miguel Riveron Douglas Elliman

813 Hawksbill Ln, Summerland Key, FL 33042
/28
$650,000

Sold Sep 03, 2026

1412 Calder Rd, Key Largo, FL 33037
- 2 Beds
- 2 Baths
- 660 Sq Ft
- Built 1973
Last Sold Summary
- 19% Below List Price
- $985/SF
- 81 Days On Market
Last Listing Agent Philip Kravitz Coldwell Banker Schmitt Key Largo

1412 Calder Rd, Key Largo, FL 33037

/51
Not Listed For Sale

55 Boca Chica Rd Unit 111, Key West, FL 33040
- 1 Bed
- 1 Bath
- 816 Sq Ft
- Built 1993
55 Boca Chica Rd Unit 111, Key West, FL 33040

Last Sold Summary
- 74 Days On Market
Last Listing Agent Caroline Bauer Key West Sales, LLC

/42
$763,000
- 4 Beds
- 2 Baths
- 2,136 Sq Ft
30374 Oleander Blvd, Big Pine Key, FL 33043

This spacious Big Pine Key home is situated on a lushly landscaped 12,500 sq. ft. double lot and offers 2,136 sq. ft. of living area with 4 bedrooms, 2 baths, fresh interior colors and decor, solid bamboo and tile flooring. The expansive layout has plenty of room for family and guests, including a breakfast room, a walk-through dressing room off the primary bedroom, and laundry/utility room. The

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

30374 Oleander Blvd, Big Pine Key, FL 33043
/14
$3,693 Per Month
- 2 Beds
- 2.5 Baths
- 1,080 Sq Ft
- Townhouse for Rent
28508 Channel View Dr, Little Torch Key, FL 33042

This is a 3 story 2 bedroom 2.5 bathroom unfurnished townhome for rent.It is located in the community of Little Torch Cottages in Little Torch Key between Marathon and Key West. It has stainless steel appliances, stackable washer and dryer, hurricane windows and doors, two balconies, 2 heated and chilled community pools, gym, sauna, marina with boat ramp, outdoor games, bbq, kayaks and paddle

Joseph Danieli AKT Realty LLC

28508 Channel View Dr, Little Torch Key, FL 33042
/60
$3,000,000

Sold Jul 20, 2026

82 Tingler Ln, Marathon, FL 33050
- 4 Beds
- 4 Baths
- 2,547 Sq Ft
- Built 1986
Last Sold Summary
- 19% Below List Price
- $1,178/SF
- 96 Days On Market
Current Estimated Value $3,194,446

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real E

82 Tingler Ln, Marathon, FL 33050

/29
Not Listed For Sale

6 Verde Dr, Key West, FL 33040
- 3 Beds
- 2 Baths
- 810 Sq Ft
- Built 1954
6 Verde Dr, Key West, FL 33040

Last Sold Summary
- 62 Days On Market
Last Listing Agent Margarita Villoch Island Group Realty (KW)

/21
$799,000
- 2 Beds
- 2 Baths
- 1,304 Sq Ft
75 Lobstertail Rd, Big Pine Key, FL 33043

Enjoy easy island living in this beautifully updated 2BD/2BA elevated home set along a peaceful plugged canal--perfect for paddleboarding and enjoying the waterfront ambiance (no boating access).Inside, the open living space features vaulted ceilings, luxury plank vinyl flooring throughout, and great natural light, flowing out to a screened porch overlooking the canal. The standout chef's

Sandra Tuttle

Island Welcome Real Estate

75 Lobstertail Rd, Big Pine Key, FL 33043
/9
$5,800 Per Month
- 3 Beds
- 2 Baths
- House for Rent
14 Aster Terrace, Key West, FL 33040

This beautiful Key Haven home is situated on one of the area's most desirable boating and swimming canals, offering a peaceful setting on a quiet residential street just a few homes from open water and less than a mile from Key West.The seawall is in excellent condition, making this an ideal property for boating and enjoying the surrounding waterways. Inside, the home features a formal dining

Daniel Coll Coll & Coll Inc

14 Aster Terrace, Key West, FL 33040
/61
$1,400,000

Sold Jan 28, 2026

5669 Man o War Dr, Marathon, FL 33050
- 4 Beds
- 3 Baths
- 2,312 Sq Ft
- Built 1973
Last Sold Summary
- 44% Below List Price
- $606/SF
- 236 Days On Market
Current Estimated Value $1,382,149

Last Listing Agent Sam Williams Coldwell Banker Schmitt Real Estate Co.

5669 Man o War Dr, Marathon, FL 33050

/26
Not Listed For Sale

27873 Coral Shores Rd, Little Torch Key, FL 33042
- 2 Beds
- 1 Bath
- 686 Sq Ft
- Built 1985
27873 Coral Shores Rd, Little Torch Key, FL 33042

Last Sold Summary
- 70 Days On Market
Last Listing Agent Tracy Shields KeyIsle Realty

/69
$4,950,000

$300K PRICE DROP
- 4 Beds
- 4 Baths
- 3,304 Sq Ft
210 W Seaview Cir, Marathon, FL 33050

Discover a luxurious oceanfront haven on Duck Key, Florida, listed at $5,250,000. This 4-bed, 4-bath, 3,417 sq ft home on a 10,070 sq ft lot in Plantation Island blends elegance with island charm. Built in 1965 and exquisitely updated in 2019 with brand new AC, Electric and Plumbing. It features shell stone-wrapped walls, iceberg marble floors on the first level, and onyx marble upstairs, with a

Joseph Suarez

Trustpoint Realty, LLC

210 W Seaview Cir, Marathon, FL 33050
/22
$4,100 Per Month
- 2 Beds
- 2.5 Baths
- 1,000 Sq Ft
- Townhouse for Rent
208 Olivia St, Key West, FL 33040

Offered for yearly rental in one of Key West's most iconic and desirable neighborhoods. This charming two-story townhouse features 2 bedrooms and 2½ bathrooms, storage attic, along with a welcoming front porch perfect for enjoying the relaxed island lifestyle. Located in a quiet Old Town residential neighborhood, the property is surrounded by Key West's history, character, and timeless charm.

Maria Sanchez LoKation Real Estate

208 Olivia St, Key West, FL 33040
/25
$1,550,000

Sold Dec 01, 2025

1311 Pine St, Key West, FL 33040
- 3 Beds
- 2.5 Baths
- 1,368 Sq Ft
- Built 1938
Last Sold Summary
- 3% Below List Price
- $1,133/SF
- 13 Days On Market
Current Estimated Value $1,631,385

Last Listing Agent Sabrina Acevedo Internet Realty of the Florida Keys Inc

1311 Pine St, Key West, FL 33040

/42
Not Listed For Sale

88181 Old Hwy Unit C-44 & 50' Slip 7, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,593 Sq Ft
- Built 1979
88181 Old Hwy Unit C-44 & 50' Slip 7, Islamorada, FL 33036

Last Sold Summary
- 45 Days On Market
Last Listing Agent Kelly Shaw Pa American Caribbean Real Estate, Christie's International Real Estate

/11
$665,000
- 4 Beds
- 2 Baths
- 1,314 Sq Ft
664 Colson Dr, Key Largo, FL 33037

Your outstanding Opportunity in the Heart of Key Largo. Discover this spacious 4-bedroom, 2-bath single-family home with room for a mother-in-law or guest room. Located in the highly desirable Twin Lakes neighborhood -- one of Key Largo's most loved and centrally positioned communities. Offering 1,314 sq ft of comfortable living space on a generous 6,390 sq ft lot, this property delivers the

Joe Vigo, P.A.

RE/MAX All Keys Real Estate

664 Colson Dr, Key Largo, FL 33037
/11
$3,400 Per Month
- 2 Beds
- 2 Baths
- 696 Sq Ft
- Condo for Rent
3312 Northside Dr Unit 107, Key West, FL 33040

Annual rental available for immediate occupancy. Ground floor 2 bedroom and 2 bath unfurnished apartment in the recently updated Santa Clara Condominium community. Onsite coin operated laundry facilities, pool and tennis courts with gated keyed access parking. First, last and security deposit. Tenant pays utilities. Sorry, NO pets and NO smoking.

Tonya Cabanas Truman & Co. (KW)

3312 Northside Dr Unit 107, Key West, FL 33040
/3
$510,000

Sold Jun 18, 2026

57 Pelican Ln, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 948 Sq Ft
- Built 1990
Last Sold Summary
- 7% Below List Price
- $538/SF
- 23 Days On Market
Current Estimated Value $532,401

Last Listing Agent Veronica Garoufalias Zorzi Engel & Voelkers West Palm Beach

57 Pelican Ln, Big Pine Key, FL 33043

/34
Est $806,275

Not Listed For Sale

88181 Old Hwy Unit 2B Slip 45, Islamorada, FL 33036
- 2 Beds
- 2 Baths
- 1,224 Sq Ft
- Built 1979
88181 Old Hwy Unit 2B Slip 45, Islamorada, FL 33036

Last Sold Summary
- 30 Days On Market
Last Listing Agent Lindsey Stanton Berkshire Hathaway HomeServices Freewheeler Realty

/101
$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
/31
$2,125 Per Month
- 1 Bed
- 1 Bath
- 649 Sq Ft
- House for Rent
4 Transylvania Ave Unit B, Key Largo, FL 33037

Available immediately! Experience the ultimate Florida Keys lifestyle in this freshly painted, pet- and boat-friendly 1-bedroom, 1-bathroom single-family retreat in a highly desirable Key Largo neighborhood. Offered unfurnished or turnkey furnished for maximum flexibility.Step inside to find a stylishly updated interior featuring all-tile flooring, central A/C, and a brand-new kitchen equipped

Lina Carrera Carrera Consulting Group Inter

4 Transylvania Ave Unit B, Key Largo, FL 33037
/65
$4,000

Sold Jul 06, 2026

30361 Hardin Rd, Big Pine Key, FL 33043
- 3 Beds
- 2 Baths
- 888 Sq Ft
- Built 1963
Last Sold Summary
- 20% Below List Price
- $5/SF
- 79 Days On Market
Current Estimated Value $942,308

Last Listing Agent Maris Delgado LoKation Real Estate - Key Largo

30361 Hardin Rd, Big Pine Key, FL 33043

/10
Est $176,615

Not Listed For Sale

23 Bonita Ave, Key Largo, FL 33037
23 Bonita Ave, Key Largo, FL 33037

Last Sold Summary
- 61 Days On Market
Last Listing Agent Agustin Cantens Luxe International Realty

/40
$639,000

$60K PRICE DROP
- 2 Beds
- 2 Baths
- 1,092 Sq Ft
342 Boundary Ln, Geiger Key, 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, Geiger Key, FL 33040
/48
$6,250 Per Month
- 2 Beds
- 2 Baths
- 1,348 Sq Ft
- Townhouse for Rent
202 Sanctuary Dr Unit 202, Key Largo, FL 33037

Beautiful Waterfront FULLY FURNISHED One-Level FLAT 2 Bedroom, 2 Bath Condo for Rent at The Sanctuary at Key Largo, MM 100, Bayside. This rare rental opportunity offers the perfect combination of nature, history, and coastal living. Enjoy a serene lifestyle in one of Key Largo's most unique, treasured and Gated communities. Nestled on 24 acres of lush tropical hardwood hammock, this historic and

R. Scott Darden John U. Darden R.E. Broker

202 Sanctuary Dr Unit 202, Key Largo, FL 33037
/12
$155,000

Sold May 29, 2026

7025 Shrimp Rd, Key West, FL 33040
- Land
- 0 Sq Ft
Last Sold Summary
- 8% Below List Price
- 18 Days On Market
Last Listing Agent Randy Moss Coldwell Banker Schmitt Real E

7025 Shrimp Rd, Key West, FL 33040

/28
Est $695,433

Not Listed For Sale

210 Southard St Unit 2, Key West, FL 33040
- 1 Bed
- 1 Bath
- 580 Sq Ft
- Built 1991
210 Southard St Unit 2, Key West, FL 33040

Last Sold Summary
- 52 Days On Market
Last Listing Agent Stephen Hachey Flat Fee MLS Realty

/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
/11
$3,000 Per Month
- 2 Beds
- 2 Baths
- 630 Sq Ft
- Property for Rent
65821 Overseas Hwy Unit 105, Long Key, FL 33001

6+/- Month Rental--Come Fall in Love with this Little Gem nestled in the heart of Outdoor Resort. This vibrant gated community waterfront resort sits on 35 acres and has multiple amenities such as Pool, marina, boat ramp, boat trailer storage, private beach, bocce ball, tennis courts, club house, Laundry Facilities and more! Whether you're seeking relaxation or recreation, this resort has it

Tracey Petrusha Venture Realty Group

65821 Overseas Hwy Unit 105, Long Key, FL 33001
/58
$572,000

Sold May 27, 2026

175 E Cahill Ct, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
- Built 1991
Last Sold Summary
- 5% Below List Price
- $567/SF
- 40 Days On Market
Current Estimated Value $574,529

Last Listing Agent Darlene Alferes Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

175 E Cahill Ct, Big Pine Key, FL 33043

/41
Not Listed For Sale

1001 Hialeah Ln, Key Largo, FL 33037
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
1001 Hialeah Ln, Key Largo, FL 33037

Last Sold Summary
- 63 Days On Market
Last Listing Agent Yvette Doherty Coldwell Banker Schmitt Key Largo

Showing Results 401 - 440, Page 11 of 18

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