Homes in ZIP Code 33042

/19
$225,000
- 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

(786) 761-5180

701 Spanish Main Dr Unit 610, Cudjoe Key, FL 33042
/8
$340,000 Sold Dec 11, 2025

0 Overseas Hwy, Summerland Key, FL 33042
- Land
- 0.29 Acre
- $1,184,832 per Acre
Last Sold Summary
- 3% Below List Price
- 328 Days On Market
Last Listing Agent Stacy Shahan Island Real Estate Company Florida Keys

0 Overseas Hwy, Summerland Key, FL 33042

/3
Est $498,667 Not Listed For Sale
0 Disturbed Pine Rd Unit A11375753, Cudjoe Key, FL 33042

0 Disturbed Pine Rd Unit A11375753, Cudjoe Key, FL 33042

/39
$1,499,000
- 3 Beds
- 2 Baths
- 1,944 Sq Ft
20838 5th Ave W, Summerland Key, FL 33042

Discover the ultimate boating lifestyle in the Florida Keys with this beautiful Deep Draft Canal Front Pool Home in the exclusive waterfront enclave of Cudjoe Gardens. Set on an expansive 11,000 sq ft lot with 100 feet of waterfront, this ground-level, above-flood concrete ranch home offers seamless access to the Pool and water. Inside, enjoy nearly 2,000 square feet of living space with 3

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 952-7261

20838 5th Ave W, Summerland Key, FL 33042
/21
$380,000 Sold Jun 24, 2025

27848 Lobster Tail Trail, Little Torch Key, FL 33042
- 2 Beds
- 1 Bath
- 552 Sq Ft
- Built 1971
Last Sold Summary
- 24% Below List Price
- $688/SF
- 248 Days On Market
Last Listing Agent Derrick Johnson Coco Plum Real Estate

27848 Lobster Tail Trail, Little Torch Key, FL 33042

/2
Est $502,153 Not Listed For Sale
- Studio
- 1 Bath
27418 Jamaica Ln, Ramrod Key, FL 33042

27418 Jamaica Ln, Ramrod Key, FL 33042

/60
$490,000
- 2 Beds
- 1 Bath
- 667 Sq Ft
701 Spanish Main Dr Unit 602, Cudjoe Key, FL 33042

Oceanfront Paradise Awaits!Unit 602 in Venture OutExperience the epitome of Florida living in this charming Two-bedroom, one-bathroom mid-rise mobile home nestled within an exclusive gated community.This beautiful canal front home with ocean views from the backyard home boasts:* Prime Canal front Location: Enjoy breathtaking ocean views and direct access to the water from your private 35 ft

Ian Calderwood

Bluescape Real Estate

(786) 981-9841

701 Spanish Main Dr Unit 602, Cudjoe Key, FL 33042
/58
$760,000 Sold Aug 19, 2025

640 Carolyn Ave, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 848 Sq Ft
- Built 2021
Last Sold Summary
- 2% Below List Price
- $896/SF
- 66 Days On Market
Current Estimated Value $765,572

Last Listing Agent Tommy Mack Coastal Collection Real Estate Inc.

640 Carolyn Ave, Summerland Key, FL 33042

/2
Not Listed For Sale
13 Red Legs Ln, Cudjoe Key, FL 33042

13 Red Legs Ln, Cudjoe Key, FL 33042

/66
$799,000
- 2 Beds
- 2 Baths
- 842 Sq Ft
701 Spanish Main Dr Unit 172, Cudjoe Key, FL 33042

Canal Front Oasis w/ Ocean Views & Resort Amenities | Income Producing Gem Escape to your own slice of paradise in the highly sought-after, gated resort community of Venture Out on Cudjoe Key! This stunning 2-bedroom, 2-bathroom high-rise home offers the ultimate Florida Keys lifestyle, combining tranquil canal-front living with breathtaking ocean views and an incredible array of world-class

Ian Calderwood

Bluescape Real Estate

(786) 841-6970

701 Spanish Main Dr Unit 172, Cudjoe Key, FL 33042
/43
$1,700,000 Sold Jan 30, 2026

22562 Jolly Roger Dr, Summerland Key, FL 33042
- 4 Beds
- 2 Baths
- 2,074 Sq Ft
- Built 1987
Last Sold Summary
- 12% Below List Price
- $820/SF
- 140 Days On Market
Last Listing Agent Krystal Thomas eXp Realty LLC

22562 Jolly Roger Dr, Summerland Key, FL 33042

/2
Not Listed For Sale
12 Red Legs Ln, Cudjoe Key, FL 33042

12 Red Legs Ln, Cudjoe Key, FL 33042

/55
$1,500,000 Under Contract
- 3 Beds
- 2 Baths
- 1,467 Sq Ft
21855 & 21865 Spain Blvd, Cudjoe Key, FL 33042

Majestically positioned at the end of Spain Blvd, within the Prestigious Cudjoe Acres neighborhood. Discover 21855 & 21865 Spain Blvd. A Property that offers the kind of privacy that's almost impossible to find in the Florida Keys. Set on over 3 acres of land, this one-of-a-kind property is surrounded by naturally occurring native plants, mature trees, and freshwater ponds that encourage local

Matthew Sheehan

Ocean Sotheby's International Realty

(866) 528-5667

21855 & 21865 Spain Blvd, Cudjoe Key, FL 33042
/26
$239,000 Sold Jun 30, 2025

701 Spanish Main Dr Unit 6, Cudjoe Key, FL 33042
- Land
Last Sold Summary
- 2% Below List Price
- 74 Days On Market
Current Estimated Value $245,086

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

701 Spanish Main Dr Unit 6, Cudjoe Key, FL 33042

/2
Not Listed For Sale
0 Crane Blvd, Sugarloaf Key, FL 33042

0 Crane Blvd, Sugarloaf Key, FL 33042

/61
$2,150,000 Under Contract
- 3 Beds
- 2 Baths
- 1,674 Sq Ft
743 Pattison Dr, Summerland Key, FL 33042

Welcome to your slice of paradise in the Florida Keys! This stunning 3-bedroom, 2-bath canal-front home in desirable Cudjoe Gardens celebrates everything we love about island life -- in shades of blue. From the moment you arrive, you'll feel the calm, coastal vibe this home radiates.Beautifully remodeled in 2021 with full permits, this residence offers an open-concept living area with soaring

Sandra Tuttle

Island Welcome Real Estate

(786) 756-9163

743 Pattison Dr, Summerland Key, FL 33042
/57
$2,800,000 Sold Oct 30, 2025

22967 Redfish Ln, Cudjoe Key, FL 33042
- 3 Beds
- 4 Baths
- 3,747 Sq Ft
- Built 2019
Last Sold Summary
- 7% Below List Price
- $747/SF
- 37 Days On Market
Current Estimated Value $2,811,102

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

22967 Redfish Ln, Cudjoe Key, FL 33042

/2
Est $650,181 Not Listed For Sale
- Studio
17162 Starfish Ln W, Sugarloaf Shores, FL 33042

17162 Starfish Ln W, Sugarloaf Shores, FL 33042

/18
$750,000
- Land
27941 Porgie Path, Summerland Key, FL 33042

Located on Little Torch Key, this ROGO EXEMPT 6,221 sq. ft. lot boasts spectacular stunning sunset views over the gulf. Fantastic Gulf access from the back yard boat ramp allowing easy access to get out on the water, whether you're heading out for a day of fishing or a sunset kayak and paddle board tour. This Little Torch Key property offers stunning Gulf side sunset views and a prime location in

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 745-7897

27941 Porgie Path, Summerland Key, FL 33042
/25
$310,000 Sold Mar 13, 2025

28232 Dorothy Ave, Summerland Key, FL 33042
- 2 Beds
- 1.5 Baths
- 1,064 Sq Ft
- Built 1986
Last Sold Summary
- 9% Below List Price
- $291/SF
- 49 Days On Market
Last Listing Agent Lanny Gardner Bluescape Real Estate

28232 Dorothy Ave, Summerland Key, FL 33042

/2
Est $512,243 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,426 Sq Ft
390 W Indies Dr, Ramrod Key, FL 33042

390 W Indies Dr, Ramrod Key, FL 33042

/26
$1,250,000 Open Sun 11AM - 1PM
- 2 Beds
- 2 Baths
- 1,364 Sq Ft
466 W Shore Dr, Summerland Key, FL 33042

Welcome to 466 W Shore Dr in prestigious Summerland Key. This 2 bedroom concrete home is situated on a 12,000 sg foot lot, located on a wide deep water boating canal. There is an RV hookup, as well as power at the dock. The home is a split bedroom and bathroom floor plan with beautiful terrazzo floors, updated kitchen, and baths. Enjoy the [Noseeum] screened porch off the living area, or the tiki

Christina Davis

Coldwell Banker Schmitt RE Co.

(786) 686-3066

466 W Shore Dr, Summerland Key, FL 33042
/44
$700,000 Sold Jan 09, 2026

701 Spanish Main Dr Unit 87, Cudjoe Key, FL 33042
- 2 Beds
- 2 Baths
- 864 Sq Ft
- Built 2000
Last Sold Summary
- 10% Below List Price
- $810/SF
- 23 Days On Market
Last Listing Agent Holly Burger RE/MAX Keys Connection (KW)

701 Spanish Main Dr Unit 87, Cudjoe Key, FL 33042

/9
Not Listed For Sale
22819 Blackbeard Ln, Cudjoe Key, FL 33042

22819 Blackbeard Ln, Cudjoe Key, FL 33042

/50
$1,599,000 Under Contract
- 3 Beds
- 2 Baths
- 1,645 Sq Ft
56 Colson Dr, Summerland Key, FL 33042

Exceptional waterfront living awaits at 56 Colson Drive in Cudjoe Gardens on Cudjoe Key--a fully renovated 3 Bedroom 2 Bathroom home offering 1,645 sq. ft. of thoughtfully planned interior space on a sprawling 11,900 sq. ft. lot. Built with CBS construction and impact doors and windows, this property combines durability with modern coastal appeal and is designed to take full advantage of the

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 841-7430

56 Colson Dr, Summerland Key, FL 33042
/2
$55,000 Sold Jun 02, 2025

0 Canal Dr, Sugarloaf Key, FL 33042
- Land
Last Sold Summary
- 11% Below List Price
- 32 Days On Market
Last Listing Agent Nate Meyer Meyer and Boumerhi Realty LLC

0 Canal Dr, Sugarloaf Key, FL 33042

/2
Est $219,242 Not Listed For Sale
- Studio
951 Hawksbill Ln, Sugarloaf Key, FL 33042

951 Hawksbill Ln, Sugarloaf Key, FL 33042

/52
$1,335,000
- 3 Beds
- 2 Baths
- 1,820 Sq Ft
28560 Doubloon Rd, Summerland Key, FL 33042

Enjoy indoor-outdoor living with multiple inviting porches and excellent, oceanside boat access to the Atlantic and back-country. Features include a gated entry to covered parking, garage, fenced backyard, outdoor shower, tropical landscaping, 60 ft. canal-frontage, and a composite dock. Inside the ground-level foyer an oak staircase leads up to the main living area and continues to the

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(786) 772-6030

28560 Doubloon Rd, Summerland Key, FL 33042
/14
$250,000 Sold Feb 24, 2025

1639 Pine Channel Dr, Little Torch Key, FL 33042
- 2 Beds
- 1 Bath
- 6,725 Sq Ft
- Built 1975
Last Sold Summary
- $37/SF
- 7 Days On Market
Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

1639 Pine Channel Dr, Little Torch Key, FL 33042

/8
Est $433,069 Not Listed For Sale
53 Sugarloaf Dr, Sugarloaf Shores, FL 33042

53 Sugarloaf Dr, Sugarloaf Shores, FL 33042

/17
$675,000
- Land
17215 Keystone Rd, Sugarloaf Shores, FL 33042

Cleared canal-front lot in Sugarloaf Shores with building permit in place and first inspection not due until December 2026! Positioned on the desirable no-bridge side, this expansive 27,716 sq. ft. residential parcel is surrounded by multi-million-dollar homes and offers easy access to the open water where days are enjoyed paddling and kayaking through mangrove-line creeks or heading out to

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 957-7959

17215 Keystone Rd, Sugarloaf Shores, FL 33042
/29
$395,000 Sold May 19, 2025

701 Spanish Main Dr Unit 84, Cudjoe Key, FL 33042
- Land
Last Sold Summary
- 5% Below List Price
- 78 Days On Market
Current Estimated Value $392,764

Last Listing Agent Kim Babenzien Expert Realty LLC (HQ)

701 Spanish Main Dr Unit 84, Cudjoe Key, FL 33042

/2
Not Listed For Sale
430 Les Rohde Dr, Ramrod Key, FL 33042

430 Les Rohde Dr, Ramrod Key, FL 33042

/38
$1,200,000 Under Contract
- 3 Beds
- 3 Baths
- 2,016 Sq Ft
218 Spanish Main Dr, Summerland Key, FL 33042

Welcome to 218 Spanish Main Dr., a turnkey, recently renovated Florida Keys waterfront home offering the perfect blend of coastal charm and modern comfort. This 2-story, 3 bed, 3 bath fully fenced retreat boasts 2,016 sq ft of thoughtfully designed space with water views from nearly every room. Enjoy porches on both levels, ideal for morning coffee or sunset cocktails. The main level features an

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(305) 876-6037

218 Spanish Main Dr, Summerland Key, FL 33042
/2
$255,000 Sold Oct 20, 2025

150 Coral Ave, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,100 Sq Ft
- Built 1993
Last Sold Summary
- $232/SF
- 0 Days On Market
Current Estimated Value $457,000

Last Listing Agent Kristen Brenner/Margie Casey T Florida Keys Real Estate Group

150 Coral Ave, Summerland Key, FL 33042

/2
Est $544,100 Not Listed For Sale
- Studio
20874 4th Ave, Cudjoe Key, FL 33042

20874 4th Ave, Cudjoe Key, FL 33042

/47
$569,900
- 2 Beds
- 2 Baths
- 816 Sq Ft
701 Spanish Main Dr Unit 510, Cudjoe Key, FL 33042

Oceanfront Paradise Awaits!Unit 510 in Venture OutExperience the epitome of waterfront Florida living in this charming two-bedroom, two-bathroom mid-rise mobile home nestled within an exclusive gated community.This beautiful canal front home boasts:* Prime Canal front Location: Enjoy direct access to the water from your private 35 ft seawall.* Community Boat Ramp and boat washdown station.*

Ian Calderwood

Bluescape Real Estate

(786) 686-7983

701 Spanish Main Dr Unit 510, Cudjoe Key, FL 33042
/51
$420,000 Sold Nov 21, 2025

701 Spanish Main Dr Unit 280, Cudjoe Key, FL 33042
- 1 Bed
- 1 Bath
- 816 Sq Ft
- Built 1979
Last Sold Summary
- 8% Below List Price
- $515/SF
- 185 Days On Market
Last Listing Agent Kelly Gardner Bluescape Real Estate

701 Spanish Main Dr Unit 280, Cudjoe Key, FL 33042

/2
Not Listed For Sale
0 Vacant Land Unit 603907, Sugarloaf Key, FL 33042

0 Vacant Land Unit 603907, Sugarloaf Key, FL 33042

/30
$750,000
- 4 Beds
- 2 Baths
- 1,456 Sq Ft
26868 Mariposa Rd, Ramrod Key, FL 33042

Presenting a newly built 2023 home on a spacious 12,250 sq. ft. lot in Ramrod Shores, designed with both efficiency and style in mind. This four-bedroom, two-bathroom property features durable construction elements like a metal roof and impact-resistant windows, optimizing insurance costs, with all 3 insurances combined under $5,000 total. The interior boasts an open-concept floor plan with high

Dan Serban

Key West Luxury Real Estate Inc (KW)

(786) 783-4956

26868 Mariposa Rd, Ramrod Key, FL 33042

Showing Results 161 - 200, Page 5 of 18

Florida Monroe County Summerland Key 33042

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Monroe County Homes

Homes in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage