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Newest Homes for Sale in Cudjoe Key, FL

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  • /41

    $949,000

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    342 Spanish Main Dr, Summerland Key, FL 33042

    Welcome to 342 Spanish Main Drive, a beautiful canal-front home in the heart of Cudjoe Key, offering the perfect combination of waterfront living, modern comfort, and laid-back Florida Keys charm. This two-story residence features 3 bedrooms and 2 full bathrooms, thoughtfully designed for both everyday living and relaxing island escapes. The bright, open interior is move-in ready and includes a

    Monika Rydzak eXp Realty LLC KW Branch

    342 Spanish Main Dr, Summerland Key, FL 33042
  • /2

    $985,000

    • Land
    • 6,098 Sq Ft
    • $7,035,714 per Acre

    Unlisted Address

    ROGO EXEMPT CANALFRONT WITH GREAT SUNSETS AND OPEN WATER VIEWS READY FOR YOU TO BRING YOUR BOAT WITH STEP DOWN DOCK. DOCK NEEDS SOME TLC. ACTIVE WATER METER ON SITE, SEWER STUBBED IN AND READY FOR CONNECTION AS A PRIOR HOME WAS DEMOLISHED. BUYER TO VERIFY ALL INFORMATION. POWER IN FRONT. SURVEY AVIALABLE. TWO STORY HOME WOULD PROVIDE SPECTACULAR VIEWS AND A TREMENDOUS OPPORTUNITY FOR YOUR VISION,

    Unlisted Address
  • /19

    $215,000

    • Land
    • 2,178 Sq Ft
    • $4,300,000 per Acre

    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

    Agent Photo

    Ian Calderwood

    Bluescape Real Estate- Venture

    701 Spanish Main Dr Unit 610, Cudjoe Key, FL 33042
  • /40

    $1,449,000

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

    22872 Buccaneer Ln, Cudjoe Key, FL 33042

    *SWIMMING POOL BEING BUILT NOW! Construction process underway. * 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

    Nick Boumerhi Meyer and Boumerhi Realty LLC

    22872 Buccaneer Ln, Cudjoe Key, FL 33042
  • /62

    $1,499,000

    • 2 Beds
    • 2 Baths
    • 1,587 Sq Ft

    22410 Jolly Roger Dr, Summerland Key, FL 33042

    Welcome to your oceanfront retreat on Cudjoe Key, where panoramic wide open ocean views, exceptional outdoor living, and easy boating access come together to create the quintessential Florida Keys lifestyle. Built on a lot and a half with durable CBS construction, this inviting 2-bedroom, 2-bath, 1,587 sq. ft. home is perfectly positioned to take advantage of its spectacular waterfront setting.

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    22410 Jolly Roger Dr, Summerland Key, FL 33042
  • /64

    $1,499,000

    • 3 Beds
    • 3 Baths
    • 1,596 Sq Ft

    21007 4th Ave, Summerland Key, FL 33042

    Wake up to breathtaking Florida Keys sunrises from this exceptional oceanside waterfront home in Cudjoe Key. Offering 1,596 square feet of living space on an 8,920-square-foot lot, this CBS-built residence features 3 bedrooms and 3 bathrooms, + Office/beddroom,combining durability, comfort, and the relaxed island lifestyle you've been dreaming of.Designed for both everyday living and

    Diane Corliss Coldwell Banker Schmitt RE Co.

    21007 4th Ave, Summerland Key, FL 33042
  • /6

    $1,775,000

    • 4 Beds
    • 4 Baths
    • 1,671 Sq Ft

    193 Galleon Ln, Cudjoe Key, FL 33042

    Brand new waterfront in the Keys, built for you from the ground up. This is a preconstruction home in Cutthroat Harbor Estates. You buy now and it gets built for you, delivered turnkey. Picture it: your boat at the private dock on approx. 102 ft of canal seawall, a pool and jacuzzi below, coffee on the rooftop deck. Elevated 4 bed, 4 bath, outdoor kitchen, solar and efficient systems, brand new

    Joaquin Merlo-Garzon CRANELUXE

    193 Galleon Ln, Cudjoe Key, FL 33042
  • /46

    $769,000

    $6K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    19543 Navajo St, Cudjoe Key, FL 33042

    3 bed 2 bath stilt home built in 2018 in sought after Sugarloaf Key. Open concept floor plan, large kitchen with an abundance of large white cabinets, kitchen island overlooking living area, stainless steel appliances, light and stylish colors throughout. Wood-look tile plank flooring, crown molding, 9-ft ceilings, recessed lighting and ceiling fans in all bedrooms and living room. Full size

    Pamela Stangler Expert Realty LLC

    19543 Navajo St, Cudjoe Key, FL 33042
  • /16

    $549,000

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    701 Spanish Main Dr Unit 424, Cudjoe Key, FL 33042

    Canal-front Paradise Awaits! Incredible view from your back deck!Unit 424 in Venture Out.Experience the epitome of waterfront Florida Keys 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 17 ft

    Agent Photo

    Ian Calderwood

    Bluescape Real Estate- Venture

    701 Spanish Main Dr Unit 424, Cudjoe Key, FL 33042
  • /8

    $365,000

    • Land
    • 2,178 Sq Ft
    • $7,300,000 per Acre

    701 Spanish Main Dr Unit 557, Cudjoe Key, FL 33042

    Discover your own piece of paradise in Venture Out! This beautifully maintained waterfront lot offers 17 feet of seawall and a private tropical setting enhanced by mature landscaping and thoughtful care. Whether you're looking for the perfect RV getaway, seasonal retreat, or future homesite, this property provides the ideal blend of privacy, beauty, and waterfront living.Located within the

    Jenifer Hirsch Bluescape Real Estate

    701 Spanish Main Dr Unit 557, Cudjoe Key, FL 33042
  • /16

    $2,195,000

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

    125 Colson Dr, Summerland Key, FL 33042

    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

    Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

    125 Colson Dr, Summerland Key, FL 33042
  • /3

    $275,000

    • Land
    • 0 Sq Ft

    0 Disturbed Pine Rd Unit 620297, Cudjoe Key, FL 33042

    Take a look at this 24 point lot that has a letter from Monroe County to be used toward building in the ROGO system. Contact Monroe County Building Department and/or the Monroe County Planning Department to verify use of this point lot. A great deal for anyone needing points to be competitive in the ROGO system.

    Pamela Stangler Expert Realty LLC

    0 Disturbed Pine Rd Unit 620297, Cudjoe Key, FL 33042
  • /60

    $2,699,999

    • 4 Beds
    • 2.5 Baths
    • 2,452 Sq Ft

    20833 4th Ave W, Cudjoe Key, FL 33042

    Welcome to one of Cudjoe Gardens' most desirable waterfront addressesBuilt in 2018, 20833 4th Avenue West is an exceptional CBS waterfront estate offering 4 bedrooms, 3 bathrooms, and more than 2,400 square feet of thoughtfully designed living space. Perfectly positioned on an oversized waterfront lot, this home combines outstanding boating amenities, resort-style outdoor living, and

    Diane Corliss Coldwell Banker Schmitt RE Co.

    20833 4th Ave W, Cudjoe Key, FL 33042
  • /36

    $5,995,000

    $295K PRICE DROP
    • 13 Beds
    • 7 Baths
    • 5,022 Sq Ft

    21470 Overseas Hwy, Cudjoe Key, FL 33042

    Rare income-producing open-water compound on Cudjoe Key featuring 5 cottages plus a spacious main house. This gated, turnkey waterfront property offers direct open-water views, private dockage with ample boat space, on-site boat ramp, swimming pool, and lush tropical landscaping. Ideal for vacation rental income, corporate retreat, or private family compound. Each unit is well-appointed for guest

    Jennifer Weeks Select Properties of NWFL

    21470 Overseas Hwy, Cudjoe Key, FL 33042
  • /38

    $1,390,000

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

    174 Tortuga Ln, Cudjoe Key, FL 33042

    Florida Keys Living at Its Best! Welcome to 174 Tortuga Lane, a beautifully maintained waterfront home in the heart of Cudjoe Key, where world-class fishing, boating, and island living are in your backyard. With 37 feet of dockage, you'll have quick access to the Atlantic, backcountry waters, and some of the best fishing the Florida Keys has to offer. Seller is in the process of permitting and

    Sarah Bixby eXp Realty LLC

    174 Tortuga Ln, Cudjoe Key, FL 33042
  • /2

    $235,000

    $20K PRICE DROP
    • Land
    • 7.09 Acres
    • $33,145 per Acre

    Lot 7 Parcel 10, Cudjoe Key, FL 33042

    This 24 point offshore lot has been evaluated by Monroe County and is eligible for dedication back to Monroe County so you can use those 24 points to add to your ROGO points to assist in receiving a building permit through the ROGO system.

    Pamela Stangler Expert Realty LLC

    Lot 7 Parcel 10, Cudjoe Key, FL 33042
  • /15

    $895,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    135 Tortuga Ln, Summerland Key, FL 33042

    Waterfront living meets peace of mind in this exceptionally well-maintained canal-front home offering direct boating access to the Atlantic Ocean. Designed for the Florida Keys lifestyle, this property features a 60-foot dock with ample space for your boat and easy access to world-class fishing, diving, and cruising. Imagine being just a 30 minute drive from either the conveniences of Marathon or

    Kathleen Reed Bruno Realty Group, Inc

    135 Tortuga Ln, Summerland Key, FL 33042
  • /52

    $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 ComfortWelcome to your island escape in the heart of the Lower Keys! This beautifully furnished two-bedroom, two-bath stilt home is located within the gated waterfront community of Venture Out on Cudjoe Key.Inside, you'll find a bright, open-concept layout featuring a spacious living area that flows seamlessly into a thoughtfully designed

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 659, Cudjoe Key, FL 33042
  • /14

    $265,000

    $265K PRICE INCREASE
    • Land
    • 2,178 Sq Ft
    • $5,300,000 per Acre

    701 Spanish Main Dr Unit LOT 399, Cudjoe Key, FL 33042

    Welcome to island living at its best in the gated waterfront community of Venture Out on Cudjoe Key. Lot 399 is a desirable 35' x 69' corner RV lot offering ocean peeks, full hookups, and endless possibilities. Whether you're looking for a personal Florida Keys retreat, an income-producing investment, or the perfect spot to build your future island home, this ROGO-exempt property checks all the

    Monika Rydzak eXp Realty LLC KW Branch

    701 Spanish Main Dr Unit LOT 399, Cudjoe Key, FL 33042
  • /60

    $799,000

    $88K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 806 Sq Ft

    701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042

    ********Nightly Licensed Transient Rental!!!******** This amazing, two bedroom / one bathroom, open water front views , nightly transient rental is ready for you to enjoy both the beauty of this location and the income off the nightly rental license. The floor plan makes the open water views as its main focus. Cook the catch of the day overlooking the waters that you just caught that prized fish

    Bobby Coe RE/MAX Keys Connection (KW)

    701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042
  • /65

    $2,499,000

    • 4 Beds
    • 2 Baths
    • 2,739 Sq Ft

    21023 2nd Ave, Summerland Key, FL 33042

    Experience the ultimate Florida Keys boating lifestyle at this exceptional waterfront residence in prestigious Cudjoe Gardens. Situated on a rare double lot encompassing 16,827 square feet, this CBS-built, ground-level home sits above the flood plain and offers approximately 225 feet of waterfront on two sides, deep-water dockage, and remarkably quick ocean access. Designed for comfort and

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    21023 2nd Ave, Summerland Key, FL 33042
  • /3

    $275,000

    • Land
    • 6,969 Sq Ft
    • $1,718,750 per Acre

    1155 Thatch Ln, Cudjoe Key, FL 33042

    Build your Florida Keys dream in Cudjoe Key just 3 lots from open water. Dock has already been approved and house plans are ready to submit to the county to begin the ROGO process.

    Tommy Mack Coastal Collection Real Estate Inc.

    1155 Thatch Ln, Cudjoe Key, FL 33042
  • /54

    $1,049,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 960 Sq Ft

    22953 John Silver Ln, Summerland Key, FL 33042

    Where boating lifestyle and modern coastal design align, this fully renovated 3-bedroom, 2-bathroom home in Cudjoe Key delivers exceptional waterfront living. This completely reimagined residence is ideally positioned on a premier corner canal lot, offering approximately 190 feet of concrete seawall and dockage along two waterways, an exceptional setting for boating and waterfront enjoyment.

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    22953 John Silver Ln, Summerland Key, FL 33042
  • /51

    $425,000

    • 2 Beds
    • 1 Bath
    • 748 Sq Ft

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

    Enjoy the Salty Air from this Key Lime Gem in the Florida Keys! This furnished, 2 bedroom, 1 bathroom manufactured home has high ceilings that allow great entertaining from the kitchen, dining room, and living room area. Features a large master bedroom, full size bathroom with new vanity and new stackable washer/dryer, well stocked kitchen with a full line of appliances, metal roof, and tile

    Justyn Ewald Expert Realty LLC

    701 Spanish Main Dr Unit 639, Cudjoe Key, FL 33042
  • /50

    $289,000

    • 1 Bed
    • 1 Bath
    • 340 Sq Ft

    701 Spanish Main Dr Unit 653, Cudjoe Key, FL 33042

    Welcome to Coconut Cottage #653, a charming island retreat located in the gated waterfront community of Venture Out on Cudjoe Key. This cozy 1BD/1BA home is the perfect Florida Keys getaway, ideal as a vacation rental investment, seasonal escape, or personal retreat. Turn-key and ready to enjoy or rent immediately, this property offers excellent income potential with nightly rentals allowed in

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 653, Cudjoe Key, FL 33042
  • /45

    $1,269,000

    Open Sun 11AM - 2PM
    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft

    116 Spanish Main Dr, Summerland Key, FL 33042

    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,

    Tina Fingerman Beaches MLS

    116 Spanish Main Dr, Summerland Key, FL 33042
  • /61

    $1,449,000

    • 2 Beds
    • 2 Baths
    • 1,372 Sq Ft

    21012 6th Ave, Summerland Key, FL 33042

    Island living becomes effortless at this beautifully maintained waterfront retreat in the heart of Cudjoe Gardens. Located on a deep-water canal with quick ocean access, this CBS pool home offers the rare combination of ground-level convenience while above the flood plain. From the moment you arrive the property feels inviting and relaxed. Tropical landscaping and manicured grounds create a

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    21012 6th Ave, Summerland Key, FL 33042
  • /48

    $1,399,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,434 Sq Ft

    22939 Gasparilla Ln, Summerland Key, FL 33042

    Welcome to your ROOFTOP RETREAT - a beautifully remodeled waterfront home at 22939 Gasparilla Lane in Cudjoe Key, where panoramic ocean views and relaxed Keys elegance come together in perfect harmony. From the spectacular rooftop deck to the light-filled interior, shimmering turquoise water creates a breathtaking backdrop throughout the home. This thoughtfully updated 3-bedroom, 2-bath concrete

    Donna Pezzi Keller Williams Key West Compass Realty

    22939 Gasparilla Ln, Summerland Key, FL 33042
  • /16

    $895,900

    $94K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    22961 John Avery Ln, Summerland Key, FL 33042

    Reduced over 100k for a quick sale. Boater's Paradise in Cudjoe Key under 1 million!Bring your boat, jet skis, and sense of adventure! This upgraded two-story coastal retreat is designed for water lovers, featuring over 60 feet of dock space complete with shore power, plumbing, and brand-new dual jet ski davits plus a boat lift -- perfect for launching into the Florida Keys lifestyle.The

    Rayden Vega Casa Miami Real Estate

    22961 John Avery Ln, Summerland Key, FL 33042
  • /41

    $590,000

    $200K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    22920 Privateer Dr, Summerland Key, FL 33042

    Following a monumental $200,000 price drop, this rare waterfront opportunity is available at an unbeatable price point. Launch your boat from your backyard for world-class access to the Atlantic Ocean and Gulf of Mexico. Unlock instant equity with virtual additions in the photos and below-market pricing; there is significant room to secure this property way below market value after completing

    Jeff Shapiro Global Luxury Realty LLC

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

    $639,000

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    701 Spanish Main Dr Unit 495, Cudjoe Key, FL 33042

    Spectacular peekaboo open water views abound with this updated 2 bed/2 bath canal front home with 35 foot seawall. Located in a gated community with tons of amenities. New kitchen w/Caesar quartz countertops, full backsplash, new stainless steel appliances, Koehler sink, modern, white cabinets with an abundance of storage, including a large center Island. Open concept floor plan with open water

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 495, Cudjoe Key, FL 33042
  • /70

    $2,800,000

    • 4 Beds
    • 3 Baths
    • 3,286 Sq Ft

    21640 Overseas Hwy, Summerland Key, FL 33042

    SPECIAL DAILY TRANSIENT LICENSE!!!Experience one of the Lower Keys' rarest offerings at 21640 Overseas Highway,an extraordinary 1.2 acre open-water estate with panoramic ocean views, resort style amenities, and true investment upside. Opportunities like this almost never come to market from Key West to Summerland. With 3,286 sq ft per appraisal, this 4-bedroom waterfront residence delivers

    Agent Photo

    Dan Serban

    Key West Luxury Real Estate Inc (KW)

    21640 Overseas Hwy, Summerland Key, FL 33042
  • /70

    $3,399,000

    • 3 Beds
    • 3 Baths
    • 3,056 Sq Ft

    21090 5th Ave, Cudjoe Key, FL 33042

    Welcome to a refined waterfront pool home in the highly desirable Cudjoe Gardens neighborhood, where luxury meets laid-back island living. Located on a corner canal with 235' of waterfront this home is designed with life on the water in mind. Featuring two boat lifts, 15,000 lb and 12,000 lb, providing flexibility for multiple vessels along with a 2-car Garage for additional storage for all of

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    21090 5th Ave, Cudjoe Key, FL 33042
  • /51

    $1,725,000

    $174K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,440 Sq Ft

    22542 Jolly Roger Dr, Summerland Key, FL 33042

    Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a testament to coastal architecture. Broad, covered balconies, generous outdoor spaces, and a private boat launch capitalize on Keys waterfront living. Large impact glass doors and windows frame ocean views and invite natural light into every room. Soaring, 26' ceilings enhance the open-concept layout with rich wood beams amplifying the

    Lauren Dunn Coldwell Banker Schmitt Islamorada

    22542 Jolly Roger Dr, Summerland Key, FL 33042
  • /6

    $499,000

    • Land
    • 6,969 Sq Ft
    • $3,118,750 per Acre

    22552 Jolly Roger Dr, Cudjoe Key, FL 33042

    Oceanfront lot in the Lower Keys overlooking Cudjoe Bay. Build your dream with expansive open-water views and ocean breezes. Prime waterfront setting with incredible potential. No current building permit; buyer to verify process and timelines. Rare opportunity to own a slice of paradise.

    Lauren Dunn Coldwell Banker Schmitt Islamorada

    22552 Jolly Roger Dr, Cudjoe Key, FL 33042
  • /2

    $30,000

    $20K PRICE DROP
    • Land
    • 6,969 Sq Ft
    • $187,500 per Acre

    0 Bk 15 Lt 5 Unit 619550, Cudjoe Key, FL 33042

    Still time to submit to receive 2 points into ROGO. Tier 3 lot in Cudjoe Key for ROGO Donation use. NO Building or RV allowed on this lot. Will receive 2 points - Letter attach 2 additional lots available each for $40,000

    Agent Photo

    Terry Canto

    American Caribbean Real Estate, Christie's International Real Estate

    0 Bk 15 Lt 5 Unit 619550, Cudjoe Key, FL 33042
  • /2

    $30,000

    $20K PRICE DROP
    • Land
    • 6,969 Sq Ft
    • $187,500 per Acre

    0 Bk 15 Lt 13 Unit 619551, Cudjoe Key, FL 33042

    Still time to submit to receive 2 points into ROGO. Tier 3 lot in Cudjoe Key for ROGO Donation use. NO Building or RV allowed on this lot. Will receive 2 points - Letter attach 2 additional lots available each for $40,000

    Agent Photo

    Terry Canto

    American Caribbean Real Estate, Christie's International Real Estate

    0 Bk 15 Lt 13 Unit 619551, Cudjoe Key, FL 33042
  • /37

    $1,195,000

    $94K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft

    22777 Jolly Roger Dr, Cudjoe Key, FL 33042

    Price Reduced! Motivated Seller... Stop dreaming and start packing. Situated on a massive, double-fenced corner lot, this 3-bed, 2-bath home is the ultimate playground. There is enough room to park all your toys, boats, cars, and RV. Your 4-legged family members will love their own large yard. With no HOA, you even have ample space for a chicken coop. A large saltwater pool is perfect for soaking

    Susan Halligan Live Local Realty of the Florida Keys

    22777 Jolly Roger Dr, Cudjoe Key, FL 33042
  • /45

    $1,150,000

    $100K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    20868 5th Ave W, Summerland Key, FL 33042

    Welcome to your cozy coastal retreat in Cudjoe Gardens in the beautiful Florida Keys! This well maintained 2bedroom, 2bath CBS home offers 1,344 sq ft of comfortable island living with thoughtful upgrades throughout. Step inside to find custom cabinetry, adding both style and functionality to the home's inviting interior. Outside is where this property truly shines, featuring a private, small man

    Karen Haack Coldwell Banker Schmitt RE Co.

    20868 5th Ave W, Summerland Key, FL 33042
  • /42

    $1,299,000

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,741 Sq Ft

    21025 3rd Ave, Summerland Key, FL 33042

    Experience the best of ocean-side living with no bridges to open water--a true boater's dream! This spacious 3-bedroom, 2-bath home offers 1,741 square feet of comfortable living designed for both relaxation and entertaining.A charming paver walkway welcomes you to elegant double-door entry, opening into a bright and expansive living area with soaring high ceilings. The open layout flows

    Diane Corliss Coldwell Banker Schmitt RE Co.

    21025 3rd Ave, Summerland Key, FL 33042

Showing Results 1 - 40, Page 1 of 2

Frequently Asked Questions

What is the average home price in Cudjoe Key, FL?
Homes for sale in Cudjoe Key, FL have an average home price of $1,717,249.
Are home prices dropping in Cudjoe Key?
Yes, home prices in Cudjoe Key are down 40% in the last 12 months.
How many homes have sold over the last 12 months in Cudjoe Key, FL?
18 homes have sold in Cudjoe Key, FL over the last 12 months.
What are the most popular zip codes in Cudjoe Key, FL?
The most popular zip codes in Cudjoe Key, FL include 33042, 33040 and 33043.
How much do you need to make to afford a house in Cudjoe Key?
The median home price in Cudjoe Key is $1,383,500. If you put a 20% down payment of $276,700 and had a 30-year fixed mortgage with an interest rate of 6.43%, your estimated principal and interest payment would be $6,940 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $297K a year to afford the median home price in Cudjoe Key. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Cudjoe Key, FL?
Cudjoe Key, FL has highly rated public and private schools. Some of the best schools in Cudjoe Key based on Niche Grades are Sugarloaf School and Key West High School. Browse all the schools in Cudjoe Key, FL to learn more.

Home Price Trends

Median Sale Price
$1,014,000
Median Single Family Sale Price
$1,300,000
Median 2 Bedroom Sale Price
$685,000
Average Price Per Sq Ft
$823
Number of Homes for Sale
12
Last 12 months Home Sales
18
Months of Supply
8.00
Median List Price
$1,383,500
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
-12%
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