Homes for Sale in 33042

/50
$1,675,000
- 3 Beds
- 2 Baths
- 1,995 Sq Ft
643 Indies Rd, Summerland Key, FL 33042

Nestled on the picturesque shores of Ramrod Key, this stunning waterfront property is the epitome of tropical luxury. With 3 bedrooms, 2 bathrooms, and 2,229 square feet of thoughtfully designed living space, this home offers an ideal blend of comfort and high-end amenities on a spacious 9,000 square foot lot. Completely remodeled in 2018, including a new roof, this property is ready for

Greg MacLaren Internet Realty of the Florida Keys

643 Indies Rd, Summerland Key, FL 33042
/49
$1,499,000
- 4 Beds
- 3 Baths
- 1,800 Sq Ft
27372 W Indies Dr, Summerland Key, FL 33042

Offered for the first time, this custom-built 4 bedroom, 3 bathroom waterfront residence on Ramrod Key showcases refined coastal design, exceptional craftsmanship, and magnificent ocean views. Completed in 2020, the two-story stilted home was thoughtfully designed to maximize light, views, and seamless indoor-outdoor living, with one master bedroom ensuite on each level for comfort and

Sandra Dolowy KeyIsle Realty

27372 W Indies Dr, Summerland Key, FL 33042
/38
$1,490,000
- 2 Beds
- 2 Baths
- 1,127 Sq Ft
1113 de Lussan Ln, Summerland Key, FL 33042

Breathtaking Open Water Home in Cudjoe Key - Comes FULLY FURNISHED!Welcome to paradise! This stunning 2-bedroom, 2-bath home captures magnificent open water views and embodies the ultimate Florida Keys lifestyle.Main Living Area:Step inside to an open-concept kitchen, living room, and dining area bathed in natural light. Every detail is designed to highlight the beauty of the surrounding water

Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

1113 de Lussan Ln, Summerland Key, FL 33042
/32
$1,649,000
- 3 Beds
- 2 Baths
- 2,144 Sq Ft
1151 Sugarloaf Blvd, Summerland Key, FL 33042

Truly unique and private estate property on the desired Sugarloaf Blvd. in Sugarloaf Shores. Ground level CBS house sits on 2 waterfront lots. Totaling over 1.3 acres of land and approx. 400 ft. of canal front. Amazing view up the canal to the open water. The large floor plan featuring 3 bedrooms, 2 baths, den/office and fireplace. Kitchen has stainless appliances, quartz countertops and lots of

Wendy Zintsmaster Truman & Co. (KW)

1151 Sugarloaf Blvd, Summerland Key, FL 33042
/21
$1,099,990 New Construction
- 3 Beds
- 2 Baths
- 1,320 Sq Ft
325 Pirates Rd, Summerland Key, FL 33042

*POOL PLANS IN HAND FOR 12X22 POOL, WITH POOL QUOTE*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

Nick Boumerhi Meyer and Boumerhi Realty LLC

325 Pirates Rd, Summerland 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
/37
$275,000
- Land
701 Spanish Main Dr Unit 146, Cudjoe Key, FL 33042

Buildable RV Lot. Transient (1 Day Rental) Rentals Opportunity in the Lower Keys! Located in a serene, well-maintained gated community at Mile Marker 23. This RV/Buildable lot offers the ideal spot for your home on wheels, or the opportunity to build your dream home. Boasting a private lot with landscaping, pea rock, storage box and concrete parking pad. Lot is equipped with full hookups

Kim Babenzien Expert Realty LLC (HQ)

701 Spanish Main Dr Unit 146, Cudjoe Key, FL 33042
/4
$400,000
- Land
- 1,400 Acres
- $286 per Acre
27378 Jamaica Ln, Summerland Key, FL 33042

ROGO and Building permit in hand! allows for immediate construction 6,000sq.ft lot on Ramrod Key, 60 feet of waterfront canal with quick access to ocean. Permit approved al Monroe County for a 1,400 sq.ft CBS 3 bedroom, 2.5 bath residence. Connected to water and sewer on site. ACOE and DEP mitigation paid. Permit for dock and lift submitted.Correct address: 27378 JAMAICA LN RAMROD KEY, FL

Patricia Borges Borges Realty Group LLC

27378 Jamaica Ln, Summerland Key, FL 33042
/51
$1,250,000
- 1 Bed
- 3 Baths
- 1,234 Sq Ft
27001 Overseas Hwy, Ramrod Key, FL 33042

Prime Lower Keys Commercial Property for sale on Ramrod Key. 3 Lots total 28,132 sf. or .65 acres with nearly 189' of frontage on Overseas Hwy aka Jimmy Buffett Memorial Hwy.!! Excellent visibility from the highway going both North and Southbound. This is a Corner lot at Coral Ave and Overseas Hwy with additional rear access off Old State Rd. 4A. Three sides with roads give this property ample

Bobby Coe RE/MAX Keys Connection (KW)

27001 Overseas Hwy, Ramrod Key, FL 33042
/17
$265,000
- Land
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

Bea Evelyn Citron Compass Florida, LLC

701 Spanish Main Dr Unit 643, Cudjoe Key, FL 33042
/129
$6,200,000
- 5 Beds
- 6 Baths
- 3,000 Sq Ft
24200 Overseas Hwy, Summerland Key, FL 33042

Welcome to an unparalleled coastal lifestyle, where modern luxury meets the ultimate boater's paradise. This extraordinary compound, nestled along a prime stretch of the Florida Keys waterfront, has been completely reimagined for the discerning owner who demands both sophisticated living spaces and robust functionality. This pristine oceanfront estate is situated on a manicured one-acre gated

Sylvia Werling Keller Williams Key West Compass Realty

24200 Overseas Hwy, Summerland Key, FL 33042
/45
$7,000,000
- 3 Beds
- 4 Baths
- 2,851 Sq Ft
0 Melody Key Unit 616249, Summerland Key, FL 33042

An unparalleled opportunity to own your own private island in the Florida Keys. Melody Key is a true rarity--an off-grid sanctuary offering complete privacy, turquoise waters in every direction, and now a brand-new boat dock and observation deck that set the stage for its next chapter.The property is currently undergoing a full renovation with permits and detailed architectural drawings already

Scott Forman Royal Palms Realty (KW)

0 Melody Key Unit 616249, Summerland Key, FL 33042
/49
$280,000
- 1 Bed
- 1 Bath
- 690 Sq Ft
701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042

Welcome to your slice of Paradise in the florida Keys! This cozy one bed/one bath mobile home is located in the highly desirable Venture Out gated community on Cudjoe Key. Thoughtfully designed and fully furnished, this home comfortably sleeps four and is in move-in ready. Enjoy the bright and inviting Florida room featuring durable Hardie board siding, along with a covered tile patio outback,

Kim Babenzien Expert Realty LLC (HQ)

701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042
/43
$1,125,000
- 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
/2
$52,000
- Land
0 Bk 2 Lt 24 Windward Beach Estate Unit 615586, Little Torch Key, FL 33042

ROGO lot worth 2 points for DEDICATION purposes. Seller has county ROGO Letter of Land Dedication verifying lot is eligible for land dedication/2 points. Want to build quicker? This is a path. Buyer to verify points and process with Monroe County. See Documents tab for letter.

Donna Pezzi Keller Williams Key West Compass Realty

0 Bk 2 Lt 24 Windward Beach Estate Unit 615586, Little Torch 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
/24
$350,000
- Land
701 Spanish Main Dr Unit 181, Cudjoe Key, FL 33042

The Ultimate Canal-Front RV Oasis in Venture Out at Cudjoe KeySeller says bring offers..Escape to your own slice of paradise with this prime waterfront RV lot in the sought-after, gated community of Venture Out on Cudjoe Key. This lot is built for the avid water enthusiast and provides a perfect base for exploring the best of the Lower and Middle Florida Keys.Fully Prepped RV Pad: Bring your rig

Carmen Brake Waterfront Keys Realty Inc.

701 Spanish Main Dr Unit 181, Cudjoe Key, FL 33042
/34
$469,000
- 1 Bed
- 1.5 Baths
- 735 Sq Ft
701 Spanish Main Dr Unit 548, Cudjoe Key, FL 33042

Welcome to your opportunity in the gated waterfront community of Venture Out! This 1 bedroom, 1.5 bath property offers 35 feet of concrete seawall and direct canal access -- making it a true gem for boating enthusiasts and water lovers alike.Whether you're an investor searching for your next income-producing property or a creative buyer ready to design your own slice of paradise, this home offers

Bea Evelyn Citron Compass Florida, LLC

701 Spanish Main Dr Unit 548, Cudjoe Key, FL 33042
/32
$1,150,000
- 2 Beds
- 2 Baths
- 1,175 Sq Ft
27821 Leeward South Rd, Little Torch Key, FL 33042

Location Location Location! This property offers lots of space, tons of privacy and stunning views. This home is situated on 2.38 acres of land with breathtaking open water views. Walk on to your newly refinished composite stairs to a walk around porch. Making access to the exterior of the home super easy. Interior layout is a large open floor plan living room with an abundance of space for

Tracy Shields KeyIsle Realty

27821 Leeward South Rd, Little Torch Key, FL 33042
/24
$580,175
- 2 Beds
- 2 Baths
- 816 Sq Ft
701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042

Licensed Nightly Rental Property!! Discover island living at 701 Spanish Main Dr, Unit 79 in Cudjoe Key, FL. This charming property offers an unbeatable opportunity for investors or those seeking a tranquil retreat. Currently operating as a successful vacation rental, this home is perfectly positioned to generate income or serve as your own private oasis. This property promises both convenience

Sarah Dolson Keller Williams Key West Compass Realty

701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042
/76
$869,999
- 2 Beds
- 1.5 Baths
- 1,500 Sq Ft
19512 Aztec St, Summerland Key, FL 33042

Motivated seller! Bring all Reasonable offers 2 bedrooms, 1.5 baths with a 500sq ft screened lanai in the main building. There are 2 additional buildings that could be used as offices or bedrooms. Custom Pool with jacuzzi and swim jet. Completely remodeled in 2020 with new roof, new A/C. Located in the established Indian Mound Estates neighborhood w/ Access to private boat ramp with cabana and

Nick Boumerhi Meyer and Boumerhi Realty LLC

19512 Aztec St, Summerland Key, FL 33042
/10
$335,000
- Land
0 Indies Rd, Ramrod Key, FL 33042

Waterfront vacant lot located on Ramrod Key in an established canal community on the oceanside of the Lower Keys. This property offers boating access to the Atlantic with connectivity to Florida Bay. No building permit is currently in place; buyers may pursue development through ROGO or obtain a separate building right. Conveniently situated between Marathon and Key West, offering easy access to

Bea Evelyn Citron Compass Florida, LLC

0 Indies Rd, Ramrod Key, FL 33042
/4
$300,000
- Land
27426 Martinique Ln, Summerland Key, FL 33042

Vacant 6,000 SF lot in desirable Ramrod Key, ideally positioned near the world-class Looe Key Reef and just a five-minute boat ride to Picnic Island. This property offers an exceptional opportunity to build in one of the Lower Keys' most sought-after lifestyle locations. Walking distance to local favorites including The Tiki Bar and Boondocks Grille & Draft House. Buyer to obtain building permit

Kasey Fey Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

27426 Martinique Ln, Summerland Key, FL 33042
/12
$599,000
- Land
- 0.27 Acre
- $2,183,468 per Acre
16841 Driftwood Ln, Sugarloaf Shores, FL 33042

**Tier III Beautiful Buildable Canal Front Lot in Sugarloaf Shores!**Discover an exceptional opportunity in the prestigious Sugarloaf Shores neighborhood with this oversized canal front lot, boasting 11,950 square feet. This prime piece of real estate offers quick boating access to both the Gulf of Mexico and the Atlantic Ocean.Key features include:- **Unparalleled Location:** Just 14 miles from

Daiane Sardinas Carvalho Centennial Realty Group, LLC

16841 Driftwood Ln, Sugarloaf Shores, FL 33042
/65
$1,099,000
- 4 Beds
- 3 Baths
- 2,448 Sq Ft
165 Cutlass Ln, Summerland Key, FL 33042

Discover Your Dream Waterfront Home in the Florida Keys! This stunning canal-front residence boasts 4 spacious bedrooms and 3 bathrooms. With 2,448 sq. ft. of thoughtfully laid-out living space, this home is perfect for accommodating large families and entertaining guests.Step onto the expansive covered balconies on both floors, where you can relax and take in the serene canal views. The generous

Justyn Ewald Expert Realty LLC (HQ)

165 Cutlass Ln, Summerland Key, FL 33042
/40
$899,000
- 3 Beds
- 2 Baths
- 1,034 Sq Ft
28571 Buccaneer Rd, Summerland Key, FL 33042

Embrace the ultimate Keys lifestyle in this charming waterfront hone, where every day feels like a vacation. Located just minutes from ocean access no bridges, this property is a fisherman's paradiseThis 3-bedroom, 2-bath home offers Hardie board Siding metal roof an open floor plan. The newly updated kitchen features exquisite granite countertops, stainless steel appliances, and a large island

Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

28571 Buccaneer Rd, Summerland Key, FL 33042
/2
$324,999
- 2 Beds
- 2 Baths
- 980 Sq Ft
37 Yardarm Rd Unit 1, Cudjoe Key, FL 33042

This sale is for one 6000 square foot lot with a home in need of repairs or replacement. The value of this property is in the ROGO EXEMPT status. All the utilities are there and I can give you clear title for this property upon closing.Adjacent to this property is lots #35 & 36. They are also available making a total parcel of 18,000 square feet.

Joseph Ordini Keller Williams Key West Compass Realty

37 Yardarm Rd Unit 1, Cudjoe Key, FL 33042
/2
$115,000
- Land
- 1.27 Acres
- $90,552 per Acre
Lot 5 Mira Rd, Sugarloaf Key, FL 33042

This lot is worth 4 points to be used towards obtaining a building permit in the ROGO system. Please contact Monroe County to verify information. Seller has several point lots for sale.

Pamela Stangler Expert Realty LLC

Lot 5 Mira Rd, Sugarloaf Key, FL 33042
/34
$980,000
- 3 Beds
- 2 Baths
- 1,456 Sq Ft
131 Doubloon Ln, Summerland Key, FL 33042

3BR/2BA waterfront home on Doubloon Lane offering classic Florida Keys living and relaxation. Features include a pool, large covered patio, sun deck, and a 10,000-lb boat lift, ideal for boating and outdoor enjoyment. Upstairs living area includes impact windows and a new hot water heater (2024).The downstairs area includes two large storage rooms, one of which features a fully functioning

Bea Evelyn Citron Compass Florida, LLC

131 Doubloon Ln, Summerland Key, FL 33042
/3
$60,000
- Land
Lot 10 Rainbow Beach, Big Torch Key, FL 33042

Tier 1 lot available for ROGO Donation use only. This property cannot be built on and no RV use is permitted. The sale includes a ROGO Dedication Letter valued at 2 points, providing a valuable advantage in the Monroe County permit allocation system.

Shanti Cope Coldwell Banker Schmitt Key Largo

Lot 10 Rainbow Beach, Big Torch Key, FL 33042
/5
$139,000
- Land
Lot 6 Date Palm Dr, Sugarloaf Key, FL 33042

Tier 3 Lot.Discover the potential of this expansive 15,000 sq ft dry lot in Sugarloaf Key, just 20 minutes from Key West, FL. Ideal for creating your dream island retreat, this property offers ample space.

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

Lot 6 Date Palm Dr, Sugarloaf Key, FL 33042
/74
$3,050,000
- 4 Beds
- 4 Baths
- 1,804 Sq Ft
17385 Keystone Rd, Summerland Key, FL 33042

Stunning open water views from this fabulous waterfront home! A truly rare and highly coveted 37,139 sqft lot point lot with A massive 362 FT OF WATERFRONTAGE on prestigious Sugarloaf Key, offering breathtaking panoramic open water views, exceptional privacy, and unmatched boating access. (24,662 sqft Upland & 12,477 submerged). These point lots are extremely limited and among the most

Lisa Swanson The Agency Florida Keys

17385 Keystone Rd, Summerland Key, FL 33042
/49
$985,000
- 2 Beds
- 2 Baths
- 888 Sq Ft
701 Spanish Main Dr Unit 51, Cudjoe Key, FL 33042

Panoramic Ocean Views W/ Transient Rental License! This beautifully updated and well-maintained stilt home offers 2 bedrooms and 2 bathrooms, large kitchen with all the necessities, panoramic ocean views, a private 35' concrete seawall for your boat and off street parking for your vehicle. This home has an open deck overlooking the crystal clear waters and a screened deck just waiting for you to

Kim Babenzien Expert Realty LLC (HQ)

701 Spanish Main Dr Unit 51, Cudjoe Key, FL 33042
/27
$350,000
- 2 Beds
- 1 Bath
- 672 Sq Ft
701 Spanish Main Dr Unit 566, Cudjoe Key, FL 33042

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

Bea Evelyn Citron Compass Florida, LLC

701 Spanish Main Dr Unit 566, Cudjoe Key, FL 33042
/7
$800,000
- Land
- 0.18 Acre
- $4,444,444 per Acre
28525 Jolly Roger Dr, Little Torch Key, FL 33042

RARE opportunity to own a build ready canal front lot in the heart of Little Torch Key. Tucked away on a quiet dead end road near the end of the island, this prime waterfront parcel offers the best of both worlds! Open water views from the front and a deep canal with seawall along the back. Enjoy unobstructed ocean and sky views from your front porch with no homes across the street ever, creating

Fazana Haniff FHG Realty, LLC.

28525 Jolly Roger Dr, Little Torch Key, FL 33042
/50
$1,425,000
- 3 Beds
- 2 Baths
- 1,492 Sq Ft
27414 Guadaloupe Ln, Ramrod Key, FL 33042

Pride of ownership makes this house a home buyer's dream. This 3 bed, 2 bath, 1492sf home sits on an oversized fully fenced lot with beautiful landscaping, 14x32 heated, saltwater pool, large screened porch w/stairs to the pool & outdoor living space offering a private retreat for you to enjoy the laid-back Florida Keys lifestyle. Located in Breezeswept Beach Estate in Ramrod Key, this home is

Pamela Stangler Expert Realty LLC

27414 Guadaloupe Ln, Ramrod Key, FL 33042
/47
$445,000
- Land
701 Spanish Main Dr Unit LOT 496, Cudjoe Key, FL 33042

ROGO exempt RV Lot 496 - Waterfront Lot in Venture Out, Cudjoe Key, Mile Marker 23Bring your RV or build your Florida Keys dream home without the hassle of going through the ROGO process.Waterfront RV lot located in the gated community of Venture Out on Cudjoe Key. Lot 496 has a concrete pad, offering a durable, low-maintenance surface ideal for RV parking and outdoor living.The property features

Kelly Gardner Bluescape Real Estate

701 Spanish Main Dr Unit LOT 496, Cudjoe Key, FL 33042
/22
$1,150,000
- 2 Beds
- 2 Baths
- 1,060 Sq Ft
1331 Hudgins Dr, Summerland Key, FL 33042

Location, Location and Location Enter the Palm Tree Stained-glass Impact door to 24-inch Travertine floors and Nine-foot ceilings throughout. The Master Bedroom has double French doors With a Tropical Stained-glass Floral Design. 1060 sq-ft 2 Bedroom 2 Bath, nine-foot ceilings, All Travertine/Tile Bathrooms with Skylights, heaters and extra storage, finished closets and two waterside triple

Camilo Perez Home Sold Realty, LLC

1331 Hudgins Dr, 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 Engel & Volkers Key West

19657 Seminole St, Sugarloaf Key, FL 33042
/24
$849,000
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
853 Indies Rd, Summerland Key, FL 33042

Move right into this well-maintained 3-bedroom, 2-bath canal front home, built in 2006 and cared for with pride. The bright, open layout features a split floor plan that offers comfortable space for everyday living and entertaining.The primary bedroom includes an en-suite bath and a versatile bonus room -- ideal for a home office, nursery, or cozy retreat. Step outside to enjoy peaceful canal

Sarah Eckert Coldwell Banker Schmitt Real Estate Co. (KW)

853 Indies Rd, Summerland Key, FL 33042

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