Sugarloaf, FL Homes for Sale

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  /62

  $5,200,000

  • 4 Beds
  • 3.5 Baths
  • 2,660 Sq Ft

  17013 Coral Dr, Sugarloaf Key, FL 33042

  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

  

  Lisa Ferringo

  Coldwell Banker Schmitt RE Co.

  (866) 531-8155

  17013 Coral Dr, Sugarloaf Key, FL 33042
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  /72

  $3,899,000

  $100K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,096 Sq Ft

  17015 Wahoo Ln W, Sugarloaf Key, FL 33042

  Positioned on a rare west facing point lot with 270 ft of sparkling open water frontage on Sugarloaf Sound, this fully reimagined 3 Bedroom 3 Bathroom estate captures breathtaking sunset views across endless turquoise waters. Privately set on a gated 17,000 SF lot, the property lives like a private island compound framed by swaying palms, lush tropical landscaping, and the endless blue waters of

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (833) 754-7970

  17015 Wahoo Ln W, Sugarloaf Key, FL 33042
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  /71

  $2,795,000

  $200K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,913 Sq Ft

  20920 5th Ave W, Summerland Key, FL 33042

  Florida Keys luxury island living at its finest. Welcome to your private slice of tropical island living in coveted Cudjoe Gardens—a true boater's dream set on an oversized double canal-front lot (approx. 15,200 sq. ft.) with an impressive close to 200 feet of concrete seawall. This beautifully designed CBS home offers 4 bedrooms, 3 baths, and nearly 3,000 sq. ft. of living space, thoughtfully

  

  Miriam Novotny

  Compass Florida, LLC

  (877) 939-4083

  20920 5th Ave W, Summerland Key, FL 33042
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  /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

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (855) 799-5158

  21640 Overseas Hwy, Summerland Key, FL 33042
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  /69

  $3,500,000

  • 3 Beds
  • 3 Baths
  • 2,295 Sq Ft

  1083 Labat Ln, Cudjoe Key, FL 33042

  Experience elevated island living in this striking modern residence in Cudjoe Key, where sleek design meets the raw beauty of the Atlantic. This white contemporary home showcases a dramatic wall of glass along the oceanfront, creating a seamless connection between indoor living and the endless horizon beyond. The open-concept living space is flooded with natural light and anchored by breathtaking

  

  Sandra Tuttle

  Island Welcome Real Estate

  (645) 233-0155

  1083 Labat Ln, Cudjoe Key, FL 33042
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  /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

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (645) 666-1284

  21012 6th Ave, Summerland Key, FL 33042
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  /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

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (866) 401-6074

  21090 5th Ave, Cudjoe Key, FL 33042
• 

  

  /19

  $215,000

  $35K PRICE DROP

  • 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

  

  Ian Calderwood

  Bluescape Real Estate- Venture

  (645) 229-8475

  701 Spanish Main Dr Unit 610, Cudjoe Key, FL 33042
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  /44

  $1,200,000

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  17286 Jamaica Ln, Summerland Key, FL 33042

  Just a short boat ride to popular Lower Keys sandbars, coral heads, and fishing grounds, this Sugarloaf Shores canal-front home is made for the buyer who wants boating, fishing, and the easygoing Keys lifestyle right at their doorstep. Set on a quiet street just 15 minutes from Key West, this sturdy concrete 2 bedroom, 2 bath home offers southern exposure overlooking the canal, quick access to

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (833) 702-3934

  17286 Jamaica Ln, Summerland Key, FL 33042
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  /54

  $1,099,000

  • 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.

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (645) 241-8464

  22953 John Silver Ln, Summerland Key, FL 33042
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  /33

  $5,500

  $1K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 999 Sq Ft

  32 Beach Dr, Key West, FL 33040

  RENT ONLY!!!August 1st to November 1st, 2026. Stunning open water views from this beautiful oceanfront home. You can enjoy quiet mornings and spectacular sunsets.The home features 2 bedrooms 2 bathrooms and the main bedroom has a king and an en-suite. The guest bedroom is furnished with a queen size bed. Second bathroom can be accessed from the main living/kitchen area, as well as from

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (645) 215-2883

  32 Beach Dr, Key West, FL 33040
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  /66

  $799,000

  $50K PRICE DROP

  • 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- Venture

  (645) 230-0325

  701 Spanish Main Dr Unit 172, Cudjoe Key, FL 33042
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  /10

  $499,000

  • Land
  • 14,706 Sq Ft
  • $1,478,066 per Acre

  63 Sugarloaf Dr, Sugarloaf Key, FL 33042

  Welcome to the lowest priced waterfront lot with an active building permit on prestigious Sugarloaf Key. This oversized 14,706 sq. ft. canal-front property features no-bridge ocean access, granting you instant entry to world-class fishing, diving, and boating. Located in the premier residential enclave of the Sugarloaf Shores, this lot includes an active building permit for a custom 2,120 sq.

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (855) 917-4422

  63 Sugarloaf Dr, Sugarloaf Key, FL 33042
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  /90

  $975,000

  $215K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,284 Sq Ft

  22748 Blackbeard Ln, Cudjoe Key, FL 33042

  Welcome home to this impressively spacious 2-bedroom, 2-bath Keys retreat, offering an elevated blend of comfort, functionality, and coastal living. The outdoor living space is a dream with an in-ground concrete saltwater pool (2021) & waterfall feature, 12k lb boat lift (2021), 60' concrete seawall, & an expansive 10' deep back porch (nearly 700 sq ft of porches), all perfect for outdoor dining,

  

  Lindsay Ryan

  EXP Realty LLC

  (645) 251-6583

  22748 Blackbeard Ln, Cudjoe Key, FL 33042
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  /38

  $1,399,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

  51 Drost Dr, Summerland Key, FL 33042

  Originally built as the developer of Cudjoe Gardens personal residence, this exceptional Mid-Century Modern waterfront Turn-Key home captures the effortless glamour of Palm Springs design blended with the laid-back sophistication of the Florida Keys. Offered fully furnished with 3 Bedrooms and 2 Baths, the residence has been beautifully remodeled with meticulous attention to detail, honoring its

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (786) 808-1276

  51 Drost Dr, Summerland Key, FL 33042
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  /43

  $1,799,000

  • 3 Beds
  • 2.5 Baths
  • 2,456 Sq Ft

  51 Sawyer Dr, Cudjoe Key, FL 33042

  Tucked into the sought-after waterfront enclave of Cudjoe Gardens, 51 Sawyer Drive offers the rarest of Florida Keys luxuries: ground-level living above base flood elevation. Built with integrity from solid concrete block and enhanced by Pella windows and a standing seam metal roof, this residence delivers peace of mind and timeless appeal. Boaters will appreciate the 80-foot concrete dock,

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (866) 618-8489

  51 Sawyer Dr, Cudjoe Key, FL 33042
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  /73

  $2,999,000

  • 3 Beds
  • 2 Baths
  • 2,170 Sq Ft

  17041 Marlin Dr, Sugarloaf Key, FL 33042

  Experience breathtaking sunsets over Sugarloaf Sound from this 2-story CBS open water estate offering 3 bedrooms, 2 baths, and 2,170 sq ft of elevated coastal living just 20 minutes from Key West. Situated on a generous 15,650 sq ft lot, this meticulously maintained home features impact doors and windows, metal roof, exterior elevator, and lush tropical landscaping including a dedicated orchid

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (855) 684-0921

  17041 Marlin Dr, Sugarloaf Key, FL 33042
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  /18

  $599,900

  • Land
  • 27,878 Sq Ft
  • $937,344 per Acre

  17215 Keystone Rd, Sugarloaf Key, 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 Real Estate Co

  (844) 747-8360

  17215 Keystone Rd, Sugarloaf Key, FL 33042
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  /5

  $285,000

  • Land
  • 1.01 Acres
  • $282,178 per Acre

  Unlisted Address

  Private Acre on Cudjoe Key. Lush, Tropical, and Near the Water Escape to your own secluded paradise in the Lower Keys! This just over an acre lot on Cudjoe Key is surrounded by beautiful equestrian properties and dense tropical foliage, offering unmatched privacy and tranquility. Located just seconds from a public boat ramp, you'll have easy access to world-class fishing, boating, and

  

  Coby Taylor

  Expert Realty LLC (HQ)

  (645) 219-1669

  Unlisted Address
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  /77

  $12,999,999

  $1M PRICE DROP

  • 31 Beds
  • 19 Baths

  21470 Overseas Hwy, Cudjoe Key, FL 33042

  Located on Cudjoe Key, only 20 miles from Key West. Transient use property, over 3.5 acres, 15 units (15 ROGO exemptions), over 300 feet of water frontage, boat basin, 3 concrete docks, one wooden dock, boat ramp. Shared coin laundry, 2 swimming pools, 3 private driveways. 2 parcels on US 1 are zoned Sub Urban Commercial, excellent rental history. Property spans from US 1 to the Atlantic Ocean.

  

  Jennifer Weeks

  Select Properties of NWFL

  (786) 882-8127

  21470 Overseas Hwy, Cudjoe Key, FL 33042
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  /49

  $1,399,000

  $200K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft

  21250 Conch Dr, Cudjoe Key, FL 33042

  Discover a serene escape nestled in the heart of the Lower Florida Keys. Located in Cudjoe Cove, a boutique gated community of just nine homes, this 3-bedroom, 2-bath conch cottage offers unbeatable views and direct access to the ocean. Built of durable concrete with a standing seam metal roof and impact-rated windows, the home is designed for coastal resilience. A long tropical walkway leads you

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (855) 959-3732

  21250 Conch Dr, Cudjoe Key, FL 33042
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  /2

  $40,000

  $10K PRICE DROP

  • Land
  • 6,969 Sq Ft
  • $250,000 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

  

  Terry Canto

  American Caribbean Real Estate, Christie's International Real Estate

  (844) 484-2446

  0 Bk 15 Lt 5 Unit 619550, Cudjoe Key, FL 33042
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  /65

  $2,499,000

  • 3 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

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (877) 838-6010

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

  $40,000

  $10K PRICE DROP

  • Land
  • 6,969 Sq Ft
  • $250,000 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

  

  Terry Canto

  American Caribbean Real Estate, Christie's International Real Estate

  (844) 526-4158

  0 Bk 15 Lt 13 Unit 619551, Cudjoe Key, FL 33042
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  /39

  $485,000

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

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

  Oceanfront Paradise Awaits!Unit 182 in Venture OutExperience the epitome of Florida living in this charming one-bedroom, one-bathroom mobile home with Florida Room nestled within an exclusive gated community.This beautifully maintained home boasts:* Prime Canal front Location: Enjoy breathtaking ocean views and direct access to the water from your private 35 ft seawall.*

  

  Ian Calderwood

  Bluescape Real Estate- Venture

  (645) 241-8287

  701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042
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  /71

  $1,379,000

  $16K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,700 Sq Ft

  16941 Driftwood Ln, Summerland Key, FL 33042

  There are homes that check boxes, and then there are homes that speak to you the moment you step inside. This custom, meticulously crafted 3BR/3BA, 1,700 sq ft CBS masterpiece in the heart of Sugarloaf Shores is the latter, where thoughtful design, quiet elegance, and a touch of whimsy blend into a living experience that feels both luxurious and deeply personal.Set just 19 minutes from Key

  

  Coby Taylor

  Expert Realty LLC (HQ)

  (645) 228-9075

  16941 Driftwood Ln, Summerland Key, FL 33042
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  /97

  $1,199,000

  • 3 Beds
  • 2 Baths
  • 1,522 Sq Ft

  17151 Marlin Dr, Sugarloaf Key, FL 33042

  This beautifully remodeled waterfront bungalow is nestled in the heart of Sugarloaf Shores ,one of the Lower Florida Keys' most desirable boating communities. Set on an expansive 12,500 sq ft lot surrounded by lush tropical landscaping, this elevated two-story home offers the perfect blend of privacy, comfort, and island charm. With 3 Bedrooms plus a Loft and 2 Bathrooms, the layout is

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (855) 679-9394

  17151 Marlin Dr, Sugarloaf Key, FL 33042
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  /15

  $424,000

  $75K PRICE DROP

  • Land
  • 4,791 Sq Ft
  • $3,854,545 per Acre

  6 Beach Dr, Key West, FL 33040

  Rare DOUBLE SIZE LOT on OPEN WATER with BOATING ACCESS and ROGO EXEMPT LETTER IN HAND!! This lot offers magnificent sunset views over the open water and has plenty of room to add a dock for your boat. There is a canal cut around the perimeter of Saddlebunch Key giving the property shallow boating access to the Atlantic and Gulf. This subdivision has a nice park with tennis & pickleball courts,

  

  Anneliese Dietrick

  Coldwell Banker Schmitt RE Co.

  (645) 230-0764

  6 Beach Dr, Key West, FL 33040
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  /71

  $525,000

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft

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

  Canal-front Paradise Awaits! Incredible view from your back deck!Unit 453 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

  

  Ian Calderwood

  Bluescape Real Estate- Venture

  (645) 231-3870

  701 Spanish Main Dr Unit 453, Cudjoe Key, FL 33042
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  /66

  $525,000

  $14K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 836 Sq Ft

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

  Coastal Paradise with Income Potential! Stunning 2BR/2BA Home Steps from the Ocean.Embrace the ultimate coastal lifestyle in this beautifully maintained 2-bedroom, 2-bathroom home, perfectly positioned directly across the street from the ocean. Wake up to serene water views and the soothing sound of the waves from your spacious, private deck—an ideal spot for your morning coffee or evening

  

  Ian Calderwood

  Bluescape Real Estate- Venture

  (645) 666-0297

  701 Spanish Main Dr Unit 154, Cudjoe Key, FL 33042
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  /73

  $2,775,000

  • 3 Beds
  • 2 Baths
  • 2,232 Sq Ft

  23941 Henry St, Summerland Key, FL 33042

  Beach House Oceanfront retreat with protected dockage & direct access to both the Ocean & Gulf. Wake each morning to breathtaking Atlantic sunrises and unwind beneath glowing sunsets in this custom-built, two-story CBS oceanfront home. Tucked away on a private street shared by only four residences, this exceptional island inspired sanctuary offers panoramic ocean views, unmatched privacy, and the

  

  Stacy Shahan

  Island Real Estate Company Florida Keys

  (645) 229-8331

  23941 Henry St, Summerland Key, FL 33042
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  /34

  $1,575,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,667 Sq Ft

  22865 Redfish Ln, Summerland Key, FL 33042

  The Best Boating Access in the Lower Keys, hands down!!! The 'Island Life' awaits you in this stunning well thought out custom designed canal front property. This solid CBS home, nestled in lush tropical landscaping, features 3 bedrooms and 2 baths on an oversized 10,200 sq.ft. lot located in the tranquil setting of sought after Cudjoe Ocean Shores. This subdivision is extremely desirable due to

  

  Anneliese Dietrick

  Coldwell Banker Schmitt RE Co.

  (645) 230-1445

  22865 Redfish Ln, Summerland Key, FL 33042
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  /59

  $599,000

  New Construction $45K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

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

  Welcome to your piece of paradise in the exclusive gated community of Venture Out on Cudjoe Key. This stunning high-rise, built in 2024, embodies the perfect blend of modern luxury and island life. As you step inside, you are greeted by an inviting atmosphere that captures the essence of coastal living. The master bedroom boasts an en suite bathroom, offering a serene retreat at the end of the

  

  Ian Calderwood

  Bluescape Real Estate- Venture

  (645) 220-2833

  701 Spanish Main Dr Unit 29, Cudjoe Key, FL 33042
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  /47

  $599,000

  New Construction $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

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

  Welcome to your piece of paradise in the exclusive gated community of Venture Out on Cudjoe Key. This stunning high-rise, built in 2024, embodies the perfect blend of modern luxury and island life. As you step inside, you are greeted by an inviting atmosphere that captures the essence of coastal living. The master bedroom boasts an en suite bathroom, offering a serene retreat at the end of the

  

  Ian Calderwood

  Bluescape Real Estate- Venture

  (645) 225-2318

  701 Spanish Main Dr Unit 30, Cudjoe Key, FL 33042
• 

  

  /21

  $465,000

  • 1 Bed
  • 1 Bath
  • 799 Sq Ft

  701 Spanish Main Dr Unit 455, Cudjoe Key, FL 33042

  A place to live, winter or Airbnb. Daily rentals allowed. Waterfront view down the canal. 17 ft seawall. Covered back patio for grilling or lounging. Front covered balcony. and back covered patio deck with mini sink, mini fridge & mini freezer. 1993' Manufactured home with Florida Room totaling 799 sq. ft. approx. 1 Bedroom w/a bonus room. Updated Bathroom with walk in shower, glass doors, hand

  Rose Dell Keller Williams Key West Compass Realty

  701 Spanish Main Dr Unit 455, Cudjoe Key, FL 33042
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  /39

  $499,000

  • 2 Beds
  • 2 Baths
  • 618 Sq Ft

  701 Spanish Main Dr Unit 411, Cudjoe Key, FL 33042

  Affordable waterfront Living in the Lower Keys! This waterfront 2-bedroom, 2-bath mobile home is located in Venture Out, a gated, resort-style community offering endless activities and true Island living at a price point rarely found on the water.Enjoy direct boating to open water, just minutes from the Atlantic and Gulf, making this a boaters dream. Located at Mile Marker 23, you're only 20

  Suzanne Moore Suzanne Moore Real Estate

  701 Spanish Main Dr Unit 411, Cudjoe Key, FL 33042
• 

  

  /68

  $879,000

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

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

  This Truly Spectacular Oceanfront Property offers the ultimate waterfront lifestyle and is a one of a kind, featuring an impressive 98' seawall. Designed to capture the best of coastal living, the property combines 72' of concrete seawall along a protected canal with 26' of direct Atlantic Ocean Frontage, delivering both tranquility and open-ocean beauty. A waterfront lovers dream, the canal side

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 265, Cudjoe Key, FL 33042
• 

  

  /17

  $255,000

  $10K PRICE DROP

  • Land
  • 2,178 Sq Ft
  • $5,100,000 per Acre

  701 Spanish Main Dr Unit 643, Cudjoe Key, FL 33042

  Welcome to island living at its best! This 35'x 69' RV lot is ready for your rig with full hookups and all the perks of Venture Out—golf cart streets, 24-hour security, pool, tennis, pickleball, and a marina. Located minutes from local favorites Morning Joint, Square Grouper, and 420 Lounge, plus only 19 miles to Key West. Whether you're here for fishing, boating, or simply soaking in the Keys

  Jenifer Hirsch Bluescape Real Estate

  701 Spanish Main Dr Unit 643, Cudjoe Key, FL 33042
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  /58

  $276,900

  $18K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 316 Sq Ft

  701 Spanish Main Dr Unit LOT 423, Cudjoe Key, FL 33042

  INCOME PRODUCING POWERHOUSE! Welcome to 'Conch Hideaway' #423, a proven tropical retreat and turnkey business in the premier Venture Out community. This charming 1BD/1BA home is a high-performing vacation rental that grossed $30,705 in 2025! INVESTMENT HIGHLIGHTS: Already live with rentals for 2026, this property has 27 days currently booked with $2,085.05 in gross revenue transferring to the

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit LOT 423, Cudjoe Key, FL 33042
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  /46

  $2,200,000

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  1330 Sugarloaf Blvd, Summerland Key, FL 33042

  A quiet escape with million-dollar views. Situated on an expansive lot of over a quarter-acre, this three-bedroom, two-bathroom home is nestled within the sought-after shores of Sugarloaf Key--tucked away from the highway and just steps from scenic walking and bike paths. The interiors offer a crisp, modern take on coastal comfort, sold fully furnished with a curated collection of new decor and

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1330 Sugarloaf Blvd, Summerland Key, FL 33042

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