33042, FL homes for sale & real estate

165 homes

Sort:

Recommended

3D WALKTHROUGH

ABOUT THIS HOME
33042, FL Homes for Sale
Introducing Blue Sky Pointe - the crown jewel of Sugarloaf Key. Perched on a gated 33,750 sq. ft. peninsula with approximately 730 feet of waterfront, this spectacular 4 Bed, 3.5 Bath modern coastal showpiece is surrounded by glistening water and enjoys Keys famous sunset views over Sugarloaf Sound. Fully renovated with premium craftsmanship, the home features a standing seam metal roof, PGT impact windows/doors, and Hardi board siding. Inside, enjoy a sunlit open-concept floor plan with soaring ceilings, a gourmet kitchen with quartz counters, premium stainless appliances, gas stove, a hidden butler's pantry, and a waterfront Bedroom wing, all oriented to frame the water from every room. S

$5,200,000

4 beds3.5 baths2,660 sq ft

Hardi board siding • Gourmet kitchen • Pgt impact windows

17013 Coral Dr, Sugarloaf Key, FL 33042

ABOUT THIS HOME
33042, FL Homes for Sale
TRANSIENT LICENSE * NIGHTLY RENTALS * PROVEN RENTAL INCOME * IDEAL 1031 EXCHANGE OPPORTUNITY Casa De Las Palmas Rarely does a Florida Keys property combine proven income, privacy, and future potential like this. Situated on nearly two acres spanning four lots, this unique compound offers a coveted transient license allowing nightly rentals and a well-established vacation rental business with a strong history of performance. Historically generating over $200,000 annually, with recent projections ranging from $250,000 to $300,000, this is an outstanding opportunity for investors, vacation rental operators, or buyers seeking a premier 1031 Exchange replacement property. More than just a re

$2,195,000

5 beds3 baths1,903 sq ft

Proven rental income • Nightly rentals • Relaxing pool

125 Colson Dr, Cudjoe Key, FL 33042

ABOUT THIS HOME
33042, FL Homes for Sale
Canal-front opportunity in Venture Out! This 1 bedroom / 1 bath property offers a 17' seawall and endless potential for future use. Whether you're envisioning a personal Keys retreat or re-imagining the space as an RV lot, this property provides flexibility in a highly desirable, gated waterfront community. Enjoy all Venture Out amenities including marina access, boat ramp, pools, recreational facilities, and 24-hour security. A great chance to create your own slice of island living.

$320,000

2 beds1 bath672 sq ft

24 hour security • Marina access • Boat ramp

701 Spanish Main Dr #566, Cudjoe Key, FL 33042

3D WALKTHROUGH

ABOUT THIS HOME
33042, FL Homes for Sale
Discover your personal island sanctuary in the heart of Cudjoe Key, where every day feels like Margaritaville. This stunning 2-bedroom, 2-bathroom single-family home has been thoughtfully updated to offer the ultimate waterfront lifestyle, featuring a sleek kitchen with a central island, 2025 updated appliances and two beautifully remodeled bathrooms. The interior glows with natural light, highlighted by impact-resistant windows and elegant French doors that lead to an open balcony. The floor plan is designed for effortless living, including a versatile bonus room and a separate dining area that provides a front-row seat to the tranquil canal. For added convenience, the spacious walk-in clo

$1,269,000

2 beds2 baths1,100 sq ft

Versatile bonus room • Open balcony • Sleek kitchen

116 Spanish Main Dr, Cudjoe Key, FL 33042

ABOUT THIS HOME
33042, FL Homes for Sale
Welcome to your slice of the Florida Keys lifestyle! This charming beach-themed retreat is the perfect blend of cozy comfort and coastal style. This 2-bedroom, 1-bathroom turnkey home is move-in ready — whether you're looking for a full-time residence, vacation getaway, or income-producing rental. Step inside to a fresh, inviting living space designed for relaxed island living. The bright white kitchen pops with marble countertops and a stunning blue tile backsplash, bringing those breezy ocean vibes right into your home. It's light, cheerful, and perfect for entertaining friends and family after a day on the water. And here's the best part — even though this property sits on a

$350,000

2 beds1 bath726 sq ft

Gated community • Bright white kitchen • Marble countertops

701 Spanish Main Dr #536, Cudjoe Key, FL 33042

(888) 883-8509

Property at 22939 Gasparilla Ln, Cudjoe Key, FL 33042, 3 beds, 2 baths

$1,399,000

3 beds2 baths1,434 sq ft

22939 Gasparilla Ln, Cudjoe Key, FL 33042

Property at 706 E Caribbean Dr, Summerland Key, FL 33042, 3 beds, 2 baths

$1,185,000

3 beds2 baths1,188 sq ft

706 E Caribbean Dr, Summerland Key, FL 33042

Property at 27403 Antigua Ln, Ramrod Key, FL 33042, 3 beds, 2.5 baths

$1,050,000

3 beds2.5 baths1,954 sq ft

27403 Antigua Ln, Ramrod Key, FL 33042

(305) 329-1470

Property at 667 E Caribbean Dr, Summerland Key, FL 33042, 2 beds, 2 baths

$1,100,000

2 beds2 baths1,095 sq ft

667 E Caribbean Dr, Summerland Key, FL 33042

Property at 205 S Point Dr, Sugarloaf Key, FL 33042, 5 beds, 4 baths

$2,375,000

5 beds4 baths2,772 sq ft

205 S Point Dr, Sugarloaf Key, FL 33042

Property at 643 Indies Rd, Ramrod Key, FL 33042, 3 beds, 2 baths

$1,595,000

3 beds2 baths1,995 sq ft

643 Indies Rd, Ramrod Key, FL 33042

Property at 24348 Caribbean Dr, Summerland Key, FL 33042, 3 beds, 3 baths

$3,295,000

3 beds3 baths2,870 sq ft

24348 Caribbean Dr, Summerland Key, FL 33042

Property at 701 Spanish Main Dr #604, Cudjoe Key, FL 33042, 2 beds, 2 baths

$595,000

2 beds2 baths816 sq ft

701 Spanish Main Dr #604, Cudjoe Key, FL 33042

Property at 21250 Conch Dr, Cudjoe Key, FL 33042, 3 beds, 2 baths

$1,399,000

3 beds2 baths1,508 sq ft

21250 Conch Dr, Cudjoe Key, FL 33042

Property at 4276 Dorn Rd, Big Torch Key, FL 33042, 3 beds, 1.5 baths

$1,100,000

3 beds1.5 baths960 sq ft

4276 Dorn Rd, Big Torch Key, FL 33042

(305) 809-7650

Property at 360 W Shore Dr, Summerland Key, FL 33042, 3 beds, 1 bath

$749,500

3 beds1 bath1,562 sq ft

360 W Shore Dr, Summerland Key, FL 33042

Property at 19267 Hansen Trl, Sugarloaf Key, FL 33042, 3 beds, 2 baths

$899,000

3 beds2 baths1,968 sq ft

19267 Hansen Trl, Sugarloaf Key, FL 33042

Property at 28571 Buccaneer Rd, Little Torch Key, FL 33042, 3 beds, 2 baths

$894,000

3 beds2 baths1,034 sq ft

28571 Buccaneer Rd, Little Torch Key, FL 33042

Property at 22865 Redfish Ln, Cudjoe Key, FL 33042, 3 beds, 2 baths

$1,575,000

3 beds2 baths1,667 sq ft

22865 Redfish Ln, Cudjoe Key, FL 33042

Property at 51 Sawyer Dr, Cudjoe Key, FL 33042, 3 beds, 2.5 baths

$1,799,000

3 beds2.5 baths2,456 sq ft

51 Sawyer Dr, Cudjoe Key, FL 33042

Property at 21025 3rd Ave, Cudjoe Key, FL 33042, 3 beds, 2 baths

$1,299,000

3 beds2 baths1,741 sq ft

21025 3rd Ave, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #265, Cudjoe Key, FL 33042, 2 beds, 2 baths

$879,000

2 beds2 baths816 sq ft

701 Spanish Main Dr #265, Cudjoe Key, FL 33042

Property at 1481 Sugarloaf Blvd, Sugarloaf Key, FL 33042, 4 beds, 2 baths

$1,710,000

4 beds2 baths2,605 sq ft

1481 Sugarloaf Blvd, Sugarloaf Key, FL 33042

Property at 28560 Doubloon Rd, Little Torch Key, FL 33042, 3 beds, 2 baths

$1,299,999

3 beds2 baths1,820 sq ft

28560 Doubloon Rd, Little Torch Key, FL 33042

Property at 701 Spanish Main Dr #28, Cudjoe Key, FL 33042, 2 beds, 1 bath

$339,000

2 beds1 bath728 sq ft

701 Spanish Main Dr #28, Cudjoe Key, FL 33042

Property at 860 Lagoon Dr, Summerland Key, FL 33042, 3 beds, 3 baths

$1,950,000

3 beds3 baths1,797 sq ft

860 Lagoon Dr, Summerland Key, FL 33042

Property at 662 Blackbeard Rd, Little Torch Key, FL 33042, 5 beds, 4 baths

$2,100,000

5 beds4 baths2,886 sq ft

662 Blackbeard Rd, Little Torch Key, FL 33042

Property at 701 Spanish Main Dr #543, Cudjoe Key, FL 33042, 2 beds, 1.5 baths

$329,000

2 beds1.5 baths748 sq ft

701 Spanish Main Dr #543, Cudjoe Key, FL 33042

Property at 637 E Caribbean Dr, Summerland Key, FL 33042, 2 beds, 2 baths

$1,200,000

2 beds2 baths1,040 sq ft

637 E Caribbean Dr, Summerland Key, FL 33042

Property at 231 E Shore Dr #6, Summerland Key, FL 33042, 5 beds, 5.5 baths

$4,400,000

5 beds5.5 baths3,119 sq ft

231 E Shore Dr #6, Summerland Key, FL 33042

Property at 701 Spanish Main Dr #154, Cudjoe Key, FL 33042, 2 beds, 2 baths

$525,000

2 beds2 baths836 sq ft

701 Spanish Main Dr #154, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #639, Cudjoe Key, FL 33042, 2 beds, 1 bath

$425,000

2 beds1 bath748 sq ft

701 Spanish Main Dr #639, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #247, Cudjoe Key, FL 33042, 2 beds, 2 baths

$535,000

2 beds2 baths860 sq ft

701 Spanish Main Dr #247, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #29, Cudjoe Key, FL 33042, 2 beds, 2 baths

$649,000

2 beds2 baths840 sq ft

701 Spanish Main Dr #29, Cudjoe Key, FL 33042

Property at 333 Indies Rd, Ramrod Key, FL 33042, 4 beds, 5.5 baths

$2,795,000

4 beds5.5 baths3,224 sq ft

333 Indies Rd, Ramrod Key, FL 33042

Property at 231 E Shore Dr Unit 2, Summerland Key, FL 33040, 5 beds, 5.5 baths

$4,250,000

5 beds5.5 baths4,103 sq ft

231 E Shore Dr Unit 2, Summerland Key, FL 33040

Property at 701 Spanish Main Dr #453, Cudjoe Key, FL 33042, 2 beds, 1.5 baths

$525,000

2 beds1.5 baths816 sq ft

701 Spanish Main Dr #453, Cudjoe Key, FL 33042

Property at 3127 Stewart Rd, Middle Torch Key, FL 33042, 3 beds, 2 baths

$1,800,000

3 beds2 baths1,841 sq ft

3127 Stewart Rd, Middle Torch Key, FL 33042

Property at 701 Spanish Main Dr #30, Cudjoe Key, FL 33042, 2 beds, 2 baths

$649,000

2 beds2 baths840 sq ft

701 Spanish Main Dr #30, Cudjoe Key, FL 33042

Property at 701 Spanish Main Dr #182, Cudjoe Key, FL 33042, 1 bed, 1 bath

$485,000

1 bed1 bath754 sq ft

701 Spanish Main Dr #182, Cudjoe Key, FL 33042

Property at 24840 Park Dr, Summerland Key, FL 33042, 3 beds, 2 baths

$950,000

3 beds2 baths1,565 sq ft

24840 Park Dr, Summerland Key, FL 33042

Viewing page 3 of 5

Average home prices near 33042, FL

Cities

Zip Codes

33043 homes for sale
$899,000

33042, FL real estate trends

All Home Types trends in 33042, FL

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$1,099,756

+2.3% YoY | Jul 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jul 2026

Growth

% YoY

33042, FL

$1,099,756

+2.3%

See more 33042, FL market insights

More to explore in 33042, FL

How to buy a house in 33042, FL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Florida

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.