197

Homes for Sale in 33042

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  • /2

    $80,000

    • Land

    248 Yardarm Rd, Cudjoe Key, FL 33042

    This is a listing for two transferable lots. lots # 35 & 36 each lot is 6000 sq. ft.

    Joseph Ordini Keller Williams Key West Compass Realty

    248 Yardarm Rd, Cudjoe Key, FL 33042
  • /9

    $849,000

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    22920 Privateer Dr, Summerland Key, FL 33042

    Mariner's Dream - Your Waterfront Paradise Awaits! Welcome to this elevated, stilted two-story home offering 1,560 SqFt of living space and a versatile 4th bedroom that doubles as a den. Situated on a deep, wide, and pristine canal in the desirable Cutthroat Harbor Estates of Cudjoe Key, this home provides the perfect canvas for renovation. With new windows and siding (Completed 2023), much of

    Robin Nilsson Keller Williams Key West Compass Realty

    22920 Privateer Dr, Summerland Key, FL 33042
  • /61

    $595,000

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

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

    Charming Coastal Retreat: 2 Bedroom, 2 Bath home with concrete seawall and investment potential.Welcome to your perfect getaway or investment opportunity! This delightful two-bedroom, two-bathroom home, built in 1993, offers 816 sq. ft. of comfortable living space, fully furnished and turn-key, making it an ideal choice for both relaxation and income generation. Step inside to discover a cozy and

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 604, Cudjoe Key, FL 33042
  • /7

    $225,000

    • Land
    • 1.02 Acres
    • $220,589 per Acre

    0 Lot 15 Blk 2 Rd Unit 613920, Sugarloaf Key, FL 33042

    Build your dream home. Imagine waking up to the natural beauty of the Florida Keys on this 44,431sqft lot. It is a special lot that features mature trees. Near Sugarloaf School. 25 minutes to Key West.

    Elizabeth Greco-DeGrenier Florida Keys Realty, Inc.

    0 Lot 15 Blk 2 Rd Unit 613920, Sugarloaf Key, FL 33042
  • /79

    $1,999,999

    • 4 Beds
    • 3.5 Baths
    • 2,422 Sq Ft

    17054 Coral Dr, Summerland Key, FL 33042

    Waterfront retreat in prestigious Sugarloaf Key, just 20 mins from Key West! This 4BD/3BA home sits on a 12,500 sq ft lot with 100' of seawall, davits, and wide canal access—just one in from open water. Enjoy a split-bedroom layout with two primary suites, an open kitchen with stainless appliances, and a theater room. Outdoor living shines with covered entertaining space, custom bar, fire pit,

    Will Langley Berkshire Hathaway Knight & Gardner Realty

    17054 Coral Dr, Summerland Key, FL 33042
  • /30

    $470,000

    • 1 Bed
    • 1 Bath
    • 748 Sq Ft

    701 Spanish Main Dr Unit 342, Cudjoe Key, FL 33042

    Welcome to your tropical paradise at Venture Out, a gated community on Cudjoe Key, located at Mile Marker 23 in the stunning Florida Keys! This charming, fully furnished 1-bedroom, 1-bath retreat is perfect for enjoying the sun-drenched lifestyle you've been dreaming of. Step into your cozy getaway, featuring a spacious 35' concrete seawall that invites you to explore the waters. Unwind on the

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 342, Cudjoe Key, FL 33042
  • /39

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 2,198 Sq Ft

    21073 7th Ave, Summerland Key, FL 33042

    Florida Keys Waterfront Paradise - 80' Dock & No Bridges to Open Water!Nestled in a boater's paradise, this 2,198 sq. ft. 3-bed, 2-bath home offers a split floor plan for privacy and comfort. Inside, the spacious kitchen boasts stainless steel appliances, generous cabinet space, and ample corian counter space perfect for cooking up your fresh catch. The open-concept living and dining area flows

    Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

    21073 7th Ave, Summerland Key, FL 33042
  • /34

    $890,000

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    726 Jamaica Ln, Summerland Key, FL 33042

    Boater's Dream & Handyman's Haven: Restore This Coastal Gem!Calling all boaters, handy enthusiasts, and investors! This 3-story home with a tool-lover's garage is brimming with potential and ready to shine again. Located on a prime waterfront lot, complete with a concrete seawall and davits, this property is perfect for anyone looking to create their dream home or secure a profitable investment.

    Natallie Liz Expert Realty LLC (HQ)

    726 Jamaica Ln, Summerland Key, FL 33042
  • /43

    $559,000

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

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

    Welcome to your tropical retreat! This 2-bed, 1.5-bath canal-front mobile home in Cudjoe Key offers open ocean access and the perfect blend of comfort and affordability. Located in the desirable Venture Out community, this property is also a proven income-producing vacation rental, making it a fantastic investment opportunity.Venture Out is a residential condominium community with 24-hour gated

    Justyn Ewald Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 453, Cudjoe Key, FL 33042
  • /26

    $268,000

    • 2 Beds
    • 1 Bath
    • 664 Sq Ft

    701 Spanish Main Dr Unit 457, Cudjoe Key, FL 33042

    2 bedroom 1 bath mobile home located at 701 Spanish Main Dr Lot #457 Cudjoe Key FL in Venture Out, an individually owned residential condominium community with 24hr gated security located 20 miles from world famous Key West. This mobile home is on a non-waterfront lot w/ a peek-a-boo view of eastern facing canal. Other ideal use as a ROGO exempt buildable lot for a new elevated home. No age

    Deirdre Praught Florida Keys Realty, Inc.

    701 Spanish Main Dr Unit 457, Cudjoe Key, FL 33042
  • /47

    $1,150,000

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    43 Venetian Way, Summerland Key, FL 33042

    Beautifully updated 3 bedroom 2 bath home, with effective build date of 2015 and completely renovated in 2018 including New Electrical, Plumbing, HVAC, Roof, Tankless Water heater, Flooring, Kitchen, Bathrooms, Windows, & Doors, landscaping/sprinkler system, TESLA charging station and an amazing new paved driveway installed in 2021. This is a split floor plan for privacy with amazing screened in

    Lori Cameron Buy The Keys

    43 Venetian Way, Summerland Key, FL 33042
  • /19

    $329,000

    • 2 Beds
    • 1 Bath
    • 756 Sq Ft

    701 Spanish Main Dr Unit 62, Cudjoe Key, FL 33042

    NIGHTLY RENTALS ALLOWED! Welcome to this immaculate 2-bedroom, 1-bathroom vacation retreat nestled at the picturesque southern tip of Venture Out, where the land gracefully meets the sea. The attention to detail is evident with luxurious travertine flooring added to this home. Don't let the square footage fool you. This home offers an open floor plan with an open kitchen over looking the family

    Susan Halligan Live Local Realty of the Florida Keys

    701 Spanish Main Dr Unit 62, Cudjoe Key, FL 33042
  • /42

    $1,299,000

    • 3 Beds
    • 2 Baths
    • 2,081 Sq Ft

    27038 Angelfish Rd, Summerland Key, FL 33042

    Owner financing possible **Stunning 3-Bedroom, 2-Bath Home on 15,000 Sq Ft Lot with Resort-Style Pool and Spa**Welcome to your dream home! This spacious 3-bedroom, 2-bathroom property offers everything you need for comfortable living and entertaining. Nestled on a generous 15,000 sq ft lot, you'll enjoy plenty of space both indoors and outdoors. The centerpiece of this property is the luxurious

    Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

    27038 Angelfish Rd, Summerland Key, FL 33042
  • /46

    $487,000

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    701 Spanish Main Dr Unit 659, Cudjoe Key, FL 33042

    Seller is motivated!Coastal Charm Meets Modern Comfort -Welcome to your ideal island escape in the heart of the Lower Keys! This beautifully furnished two-bedroom, two-bath stilt home is located in the welcoming gated residential community of Venture Out on Cudjoe Key--a neighborhood that embraces coastal living and a strong sense of community for all ages.Inside, you'll find a bright and airy

    Lanny Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 659, Cudjoe Key, FL 33042
  • /31

    $750,000

    • 2 Beds
    • 2 Baths
    • 814 Sq Ft

    701 Spanish Main Dr Unit 333,334, Cudjoe Key, FL 33042

    Calling All Boating Enthusiasts! Experience the ultimate in waterfront living with this stunning 2-bedroom, 1.5 -bathroom house nestled on a spacious double lot, this gem boasts a 70-foot concrete seawall with davits -- perfect for your big boat! Plus, enjoy the convenience of two-car parking right at your doorstep. Step onto the large covered porch and soak in the breathtaking water views that

    Monika Turek Karem Kramer Realty (KW)

    701 Spanish Main Dr Unit 333,334, Cudjoe Key, FL 33042
  • /15

    $644,500

    • Land

    132 Sugarloaf Dr, Summerland Key, FL 33042

    Looking for your ROGO exempt slice of paradise. Look no further, build your dream home now. Large lush private lot. access from two streets to drive through. ROGO Exempt letter in hand, no waiting!! Community Marina and Ramp across the road.Great boating access to both Gulf and Atlantic. This beautiful lot awaits you to build your dream home. There is plenty space for Pool, storage, garage,

    Heather Mason Coastal Collection Real Estate Inc.

    132 Sugarloaf Dr, Summerland Key, FL 33042
  • /43

    $625,000

    • 2 Beds
    • 2 Baths
    • 861 Sq Ft

    701 Spanish Main Dr Unit 444, Cudjoe Key, FL 33042

    Affordable piece of paradise! Move in ready, open concept, bright and airy, and freshly painted interior! This 2 bedroom 2 bath home is so spacious you'll be amazed. All new furnishings included! It has a very large kitchen and living area that looks out over the canal, with sliding glass doors out on to the newly painted deck. Minisplits in each room that cool, heat and dehumidify! Plus, a 5

    Mary Conklin Action Keys Realty of the Lower FL Keys LLC

    701 Spanish Main Dr Unit 444, Cudjoe Key, FL 33042
  • /24

    $265,000

    • Land

    701 Spanish Main Dr Unit 69, Cudjoe Key, FL 33042

    RV Lot or Build your home here in the private, gated community of Venture Out on Cudjoe Key. 35' x 69' paved and cleared lot. Nightly rentals allowed here! Many amenities on-site including a boat ramp, marina store and fuel station. Basketball, bocce, tennis and pickleball courts. Heated saltwater swimming pool right by the ocean. Venture Out is a golf cart friendly community. There are always

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 69, Cudjoe Key, FL 33042
  • /43

    $1,135,000

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    22837 Calico Jack Cir, Summerland Key, FL 33042

    Seller says Bring Offers ! Open Water Views & Sunset Skies with great boating access describes this Concrete Block Construction Home with pre-stress concrete beams holding up a poured concrete floor. Home features open floor plan with vaulted ceilings, tile floors throughout, partial walk-around, storm shutters, 2018 A/C, impact front door and metal roof. Storage room below and ample parking

    Beata Sharpe Coldwell Banker Vanguard Realty

    22837 Calico Jack Cir, Summerland Key, FL 33042
  • /9

    $3,500,000

    • Land

    19657 Seminole St, Sugarloaf Key, FL 33042

    Unique Waterfront Property with Opportunity to Build Your Dream MansionWelcome to your once-in-a-lifetime opportunity to own a truly exceptional waterfront property in the Florida Keys. This expansive property boasts a total of 3 lots ensuring unparalleled potential for building your waterfront mansion.Property comes with build back letter. There's not another property like this south of

    Derek Epperly Keys Atlantic Realty

    19657 Seminole St, Sugarloaf Key, FL 33042
  • /64

    $2,000,000

    • 3 Beds
    • 2 Baths
    • 1,841 Sq Ft

    3127 Stewart Rd, Summerland Key, FL 33042

    Gorgeous Open Water home that has been beautifully remodeled on 1.65 Acres of private land with handicap accessibilty! Complete remodel done, including the concrete pilings completed by a licensed contractor. Huge downstairs enclosure with a 2-car garage, this is an incredible opportunity to own a piece of nature in the Florida Keys! Privacy abounds on 1.65 acres of beautifully preserved, natural

    Pamela Stangler Expert Realty LLC

    3127 Stewart Rd, Summerland Key, FL 33042
  • /31

    $740,000

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    4099 Egret Ln, Summerland Key, FL 33042

    Excellent Investment Opportunity! Classic waterfront home in quiet Big Torch Key. This home features 2 bedrooms, two bathrooms and a spacious open living/dining/kitchen area. Water from a 12k gallon cistern with a reverse osmosis system. City water is available and the home is connected to sewer. This home is being sold as a life estate. The homeowner will remain in place after purchase of the

    Banks Prevatt Coldwell Banker Schmitt RE Co.

    4099 Egret Ln, Summerland Key, FL 33042
  • /4

    $31,000

    • Land
    • 0.14 Acre
    • $227,941 per Acre

    0 Adams Rd, Sugarloaf, FL 33042

    No RV's, no camping, no clearing, and most likely unbuildable. No utilities to property. Not surveyed. ROGO LETTER IN HAND FOR 1 ROGO POINT. This lot is for dedication to receive 1 Rogo Point, Buyer Verify with County. Being sold as-is. Include extra time in offers to verify marketable title and conduct due diligence. Owner/Agent.

    Carmen David Xcellence Realty

    0 Adams Rd, Sugarloaf, FL 33042
  • /54

    $5,600,000

    • 4 Beds
    • 3.5 Baths
    • 5,608 Sq Ft

    974 Flagship Dr, Summerland Key, FL 33042

    Spectacular Open Water location, with fabulous views from this well-built Oceanfront concrete home. Direct Ocean access from the step down concrete seawall/dock that wraps around the waterside of the property, including the boat basin with two boat lifts and a fish cleaning station. Relax in large pool with over-spill hot tub & a big pool patio area and a covered patio for entertaining, which

    Lee Sanders KeyIsle Realty

    974 Flagship Dr, Summerland Key, FL 33042
  • /16

    $325,000

    • Land

    27935 Tarpon Terrace, Summerland Key, FL 33042

    Heather Mason Coastal Collection Real Estate Inc.

    27935 Tarpon Terrace, Summerland Key, FL 33042
  • /7

    $4,325,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 3,119 Sq Ft

    231 E Shore Dr Unit 7, Summerland Key, FL 33042

    Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences starting at $4M, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West.Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept

    Stephanie Muzzillo Serhant Florida LLC - Delray Beach Office

    231 E Shore Dr Unit 7, Summerland Key, FL 33042
  • /7

    $4,325,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 3,119 Sq Ft

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

    Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences starting at $4M, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West.Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept

    Stephanie Muzzillo Serhant Florida LLC - Delray Beach Office

    231 E Shore Dr Unit 6, Summerland Key, FL 33042
  • /7

    $4,275,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 3,119 Sq Ft

    231 E Shore Dr Unit 4, Summerland Key, FL 33042

    Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences starting at $4M, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West.Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept

    Stephanie Muzzillo Serhant Florida LLC - Delray Beach Office

    231 E Shore Dr Unit 4, Summerland Key, FL 33042
  • /7

    $4,150,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 3,119 Sq Ft

    231 E Shore Dr Unit 2, Summerland Key, FL 33042

    Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences starting at $4M, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West.Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept

    Stephanie Muzzillo Serhant Florida LLC - Delray Beach Office

    231 E Shore Dr Unit 2, Summerland Key, FL 33042
  • /7

    $4,400,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 3,119 Sq Ft

    231 E Shore Dr Unit 5, Summerland Key, FL 33042

    Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences starting at $4M, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West.Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept

    Stephanie Muzzillo Serhant Florida LLC - Delray Beach Office

    231 E Shore Dr Unit 5, Summerland Key, FL 33042
  • /7

    $4,325,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 3,119 Sq Ft

    231 E Shore Dr Unit 3, Summerland Key, FL 33042

    Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West.Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept layouts with 10'

    Stephanie Muzzillo Serhant Florida LLC - Delray Beach Office

    231 E Shore Dr Unit 3, Summerland Key, FL 33042
  • /7

    $4,000,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 3,119 Sq Ft

    231 E Shore Dr Unit 1, Summerland Key, FL 33042

    Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences starting at $4M, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West.Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept

    Stephanie Muzzillo Serhant Florida LLC - Delray Beach Office

    231 E Shore Dr Unit 1, Summerland Key, FL 33042
  • /82

    $2,695,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,416 Sq Ft

    835 Gulf Dr, Summerland Key, FL 33042

    EXQUISITE WATERFRONT ESTATE in prestigious Summerland Cove Isles -- an upscale 4-bedroom, 3.5-bath concrete block residence featuring an internal elevator and rooftop terrace. Blending sleek modern design with timeless coastal elegance, this exceptional home is perfectly positioned on a desirable flow-through canal, offering direct access to both the Atlantic Ocean and Gulf --a dream for boating

    Donna Pezzi Keller Williams Key West Compass Realty

    835 Gulf Dr, Summerland Key, FL 33042
  • /38

    $1,250,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    335 Pirates Rd, Summerland Key, FL 33042

    Escape to paradise with this incredible waterfront property located on a deep boating canal in the heart of the Lower Florida Keys. Perfectly suited for boating enthusiasts and water lovers, this home offers dockage and a boat lift, and direct, easy access to the open waters of the Atlantic Ocean and Gulf of Mexico, making it a dream come true for those who enjoy fishing, cruising, or simply

    Nick Boumerhi Meyer and Boumerhi Realty LLC

    335 Pirates Rd, Summerland Key, FL 33042
  • /32

    $1,399,000 New Construction

    • 3 Beds
    • 3 Baths
    • 1,500 Sq Ft

    22872 Buccaneer Ln, Cudjoe Key, FL 33042

    Embrace the ultimate Keys lifestyle in this spacious 1,500 sqft home, ideally situated along a boating canal in the Lower Florida Keys, and close to Key West!Tucked away in a quiet, peaceful neighborhood.Inside, the home features generous living space, providing ample room to stretch out and make it your own. Indoor-outdoor living is at its best here, with a private swimming pool just steps from

    Nick Boumerhi Meyer and Boumerhi Realty LLC

    22872 Buccaneer Ln, Cudjoe Key, FL 33042
  • /67

    $2,249,000 Pre-Foreclosure

    • 5 Beds
    • 3 Baths
    • 1,903 Sq Ft

    125 Colson Dr, Summerland Key, FL 33042

    THIS PROPERTY IS A ONE OF A KIND! A TRUE ''UNICORN!'' TRANSIENT LICENSE FOR NIGHTLY RENTALS ALLOWED! OPEN WATER VIEWS! ALMOST 2 ACRES TOTAL WITH 4 LOTS! 5 bedrooms and 3 baths in this charming and OLD FLORIDA KEYS STYLE PROPERTY! Privacy, lush vegetation, stunning Open water views, balconies from almost every room! Original hardwood floor, tons of character and warmth in this lovely home! Large

    Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

    125 Colson Dr, Summerland Key, FL 33042
  • /6

    $225,000

    • Land

    124 Cutthroat Dr, Cudjoe Key, FL 33042

    Canal front lot in beautiful Cutthroat Harbor Estates. Excellent opportunity to be on the water in a great location. Property currently has concrete columns and slab in place. Possible short sale.

    Jimmy Lane Island Life Realty Experts

    124 Cutthroat Dr, Cudjoe Key, FL 33042

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