Summerland Key, FL Homes for Sale

/23
$3,750,000
- 4 Beds
- 4.5 Baths
- 3,228 Sq Ft
22815 Port Royal Ln, Summerland Key, FL 33042

DIRECT OCEAN FRONT 323FT of Water Frontage- BOATERS PARADISE FOUND with room for 3 Boats on unobstructed sunset view over open water - oversized corner lot with water on 2 sides at end of a private road offering picture perfect sunsets in a protected bay! INCOME PRODUCING!, includes 175' of open water and 148' of canal frontage featuring a 90' concrete dock, and a private kayak launch. The main

Rhonda Gailey Gailey Enterprises Real Estate

22815 Port Royal Ln, Summerland Key, FL 33042
/34
$645,000
- 3 Beds
- 2 Baths
- 1,170 Sq Ft
31036 Avenue J, Big Pine Key, FL 33043

This newer home with a great floor plan is located only a short 2 block walk to the one of the premier parks in Monroe County that offers a variety on actives for the entire family and only a few blocks to Boggie Channel. Close to shopping and restaurants too.Comfortable open floor plan this 3/2 home uses its space wisely while keeping utilities and maintenance costs low with a metal roof, impact

John Nazzaro Keller Williams Realty Premier Properties - Kendall

31036 Avenue J, Big Pine Key, FL 33043
/18
$849,000
- 3 Beds
- 1 Bath
- 1,043 Sq Ft
550 Pine Ln, Big Pine Key, FL 33043

This newly remodeled 3-bedroom, 1-bathroom home is perfectly positioned on a spacious lot in the heart of Big Pine Key, offering 10,275 sq ft of land and an incredible 75 feet of waterfrontage, with a concrete seawall. With quick access to the ocean via Spanish Harbor Channel, this is a boater's dream come true.Inside, enjoy peace of mind with impact-rated windows and doors, a sturdy metal roof,

Justyn Ewald Expert Realty LLC (HQ)

550 Pine Ln, Big Pine Key, FL 33043
/98
$2,695,000
- 3 Beds
- 3 Baths
- 3,013 Sq Ft
680 Cruikshank Island, Summerland Key, FL 33042

Welcome to 680 Cruikshank Isle, an extraordinary waterfront estate in the heart of Summerland Key that captures the essence of Florida Keys luxury living. Offering over 3,000 sq. ft. of interior space, this three-bedroom, three-bath residence is thoughtfully designed for both elegance and comfort, blending open living areas with timeless architectural details.Inside, soaring ceilings and

Barbara Crespo Keller Williams Key West Compass Realty

680 Cruikshank Island, Summerland Key, FL 33042
/41
$685,000
- 3 Beds
- 2 Baths
- 1,076 Sq Ft
31240 Avenue H, Big Pine Key, FL 33043

This beautifully updated 3-bedroom, 2-bath home is truly move-in ready, featuring thoughtful upgrades throughout. The renovated kitchen offers quartz countertops, soft-close cabinetry, and premium finishes, while new luxury vinyl plank flooring runs throughout the home for durability and coastal style.The open-concept layout flows seamlessly into the living and dining areas, with sliding glass

Charity Coffman Buy The Keys

31240 Avenue H, Big Pine Key, FL 33043
/12
$725,000
- Land
17230 Angelfish Ln, Sugarloaf Shores, FL 33042

Build Your Dream Home in Sugarloaf Shores! Don't miss this rare opportunity to own a waterfront lot in the desirable Sugarloaf Shores! This high and dry, cleared 8,165 sq. ft. parcel offers a fresh canvas for your vision of paradise in the Florida Keys. The property features a brand-new concrete seawall, perfect for the boating enthusiast, with direct access to both the Atlantic Ocean and the

The Spottswood Team Truman & Co. (KW)

17230 Angelfish Ln, Sugarloaf Shores, FL 33042
/43
$1,785,000
- 3 Beds
- 3 Baths
- 1,837 Sq Ft
30363 Flamingo Ln, Big Pine Key, FL 33043

Tranquility meets coastal living, discover this stunning concrete constructed home built in 1993. Located in the desirable subdivision of Tropical Bay Estates this elevated waterfront residence offers unparalleled access to both the ocean and bay, just 15 minutes by boat. The iconic No Name Pub is just a 2-minute drive or a 15-minute walk away for some of the best pizza in the Keys. A few

Jo Ann Cook Ocean Sotheby's International

30363 Flamingo Ln, Big Pine Key, FL 33043
/21
$575,000
- 2 Beds
- 2 Baths
- 861 Sq Ft
701 Spanish Main Dr Unit 444, Cudjoe Key, FL 33042

Affordable piece of paradise! Fully furnished, 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

Mary Conklin Action Keys Realty of the Lower FL Keys LLC

701 Spanish Main Dr Unit 444, Cudjoe Key, FL 33042
/64
$850,000
- 3 Beds
- 3 Baths
- 1,592 Sq Ft
19611 Tequesta St, Summerland Key, FL 33042

Relaxed living at its finest on Sugarloaf Key. This peacefully landscaped 10,000 sq ft double parcel offers a 3 bedroom, 2.5 bath, 1564 sq ft stilted home, with in ground pool, generous off street parking, storage and sheds. Enjoy your morning coffee or afternoon cocktail on one of 3 sprawling porches this home offers. This open concept home provides endless natural light, high ceilings, wooden

Jessica Forsythe eXp Realty LLC

19611 Tequesta St, Summerland 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
/15
$250,000
- Land
27057 Angelfish Rd, Ramrod Key, FL 33042

6000 square foot lot with a building permit IN-PROCESS for a 3 bedroom / 2 bath stilted single family residence. 1320 square feet. The plans are for an Affinity home with features that include impact doors and windows and built to 180 mph with a cistern and designed using the Green Building code. Great for the environment, great for your insurance rates.Located a bike ride away from Boondocks

Donna Pezzi Keller Williams Key West Compass Realty

27057 Angelfish Rd, Ramrod Key, FL 33042
/7
$4,375,000 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
/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
/17
$450,000
- Land
132 Blackbeard Rd, Little Torch Key, FL 33042

This beautiful oversized lot is located in Jolly Rogers Estates, Little Torch Key. Corner lot with two sides of canal front with some open water views. The seller is in the process of obtaining a building permit for a 1227 sq ft 3 bedrooms & 2 baths, Modular Home. The building department has the property ranked with 41 points. Buyer to finish the permitting process. Enjoy quick boating access to

Halley Haack Coldwell Banker Schmitt RE Co.

132 Blackbeard Rd, Little Torch Key, FL 33042
/11
$480,000
- Land
701 Spanish Main Dr Unit 432, Cudjoe Key, FL 33042

Discover the ultimate escape! This highly sought-after waterfront RV lot offers everything the coastal enthusiast dreams of, combining luxury amenities with unparalleled nautical access. Located on a wide street this lot is easily accessible for larger RV's and 5th wheels. Features a newer separate concrete parking area for your vehicle and a large level concrete pad for the Rv. Comes complete

Carmen Brake Waterfront Keys Realty Inc.

701 Spanish Main Dr Unit 432, Cudjoe Key, FL 33042
/19
$1,750,000 New Construction
- 3 Beds
- 3 Baths
- 1,500 Sq Ft
29558 Ranger Ave, Big Pine Key, FL 33043

Experience the Ultimate Keys Lifestyle - New Construction with 75' of Waterfront on a Wide Boating CanalComing Fall 2025 - Nestled on a spacious 7,500 sqft lot (75x100) along a deep, wide boating canal, this brand new 1,500 sqft home offers the perfect blend of modern coastal living and exceptional boating access. With quick entry to Pine Channel, you're just minutes from both the Atlantic Ocean

Nick Boumerhi Meyer and Boumerhi Realty LLC

29558 Ranger Ave, Big Pine Key, FL 33043
/26
$259,000
- 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
/25
$349,000
- 2 Beds
- 1 Bath
- 756 Sq Ft
27944 Tarpon Terrace, Little Torch Key, FL 33042

Don't miss this amazing opportunity to own a great piece of waterfront property on a clean plugged canal. Excellent for swimming, kayaking, paddle boarding, fishing and snorkeling in your own backyard. This well maintained updated home has stainless steel appliances with an ample amount of cabinets in the kitchen and a nice bright open living room. Just a few steps down the hall, is your comfy

Tracy Shields KeyIsle Realty

27944 Tarpon Terrace, Little Torch Key, FL 33042
/22
$715,000
- 2 Beds
- 2 Baths
- 936 Sq Ft
3943 Venna Rd, Big Pine Key, FL 33043

Welcome to your island retreat in the sought-after community of Port Pine Heights on Big Pine Key. This charming stilted waterfront home offers quick boating access to Pine Channel, perfect for those who love life on the water. Families are drawn to this serene neighborhood for its privacy, friendly Key Deer, and close proximity to No Name Key, as well as the sparkling beaches and crystal-clear

Thomas Carden Keys to the Coast Real Estate LLC

3943 Venna Rd, Big Pine Key, FL 33043
/13
$895,000
- Land
- 0.34 Acre
- $2,643,849 per Acre
30988 Witters Ln, Big Pine Key, FL 33043

Beautiful extra large lot with open water view and full active building permit. The lot also has an active permit for in-ground pool. Plans are included for single level elevated CBS 4 Bedroom 4.5 Bathroom luxury home over parking, with superb boating access to both the Atlantic Ocean and Gulf of Mexico.

Banks Prevatt Coldwell Banker Schmitt RE Co.

30988 Witters Ln, Big Pine Key, FL 33043
/86
$1,939,000
- 3 Beds
- 2 Baths
- 1,764 Sq Ft
16640 Cypress Rd, Summerland Key, FL 33042

RARE Solar-Powered Waterfront Tropical Gem with TESLA Solar Storage Banks on Prestigious Sugarloaf Key! A rare opportunity to own a fully solar-powered waterfront residence featuring 26 solar panels and two Tesla Solar Powerwall storage banks, offering exceptionally low energy costs, backup power, and the potential to earn credits by supplying excess energy back to the grid. This elevated 3 BD, 2

Lisa Swanson The Agency Florida Keys

16640 Cypress Rd, Summerland Key, FL 33042
/40
$300,000
- Land
701 Spanish Main Dr Unit 403, Cudjoe Key, FL 33042

Transient (1 Day Rental) Rentals Opportunity in the Lower Keys! Buildable RV Lot. Nestled in a serene, well-maintained community, this RV lot offers the ideal spot for your home on wheels, or the opportunity to build your dream home. Boasting a private lot with new landscaping, pea rock and concrete parking pad and is equipped with full hookups including water, sewer, and 30, and 50 amp electric

Kim Babenzien Expert Realty LLC (HQ)

701 Spanish Main Dr Unit 403, Cudjoe Key, FL 33042
/32
$999,000
- 3 Beds
- 2 Baths
- 1,392 Sq Ft
17137 Bonita Ln W, Summerland Key, FL 33042

Enjoy this ideal custom built Keys home located in beautiful Sugarloaf Shores! A very welcoming home with 3 bedrooms, 2 baths and a lovely enclosed porch with a captivating tong and groove ceiling. Attractive wood flooring throughout the living room, dining area and bedrooms with tile in the kitchen and baths. Two solid wide staircases lead up to the main entrance and another descending to

Tommy Gomez Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

17137 Bonita Ln W, Summerland Key, FL 33042
/4
$245,000
- Land
30921 Bailey Rd, Big Pine Key, FL 33043

Ready..Set.. Build!! Welcome to the future home site in the sought-after neighborhood of Big Pine Key! There are two ROGO-exempt vacant lots available for $245,000 each that offer a rare opportunity to build your dream home in paradise. No waiting for permit allocation!!

Maryann Warren Coldwell Banker - Ft. Lauderdale

30921 Bailey Rd, Big Pine Key, FL 33043
/53
$1,175,000
- Land
2950 Overseas Hwy Unit 63, Key West, FL 33040

Rare Platinum RV Lot in Prestigious Bluewater Key - Bayside Lot #63Opportunities like this are truly rare. Located in the highly sought-after Bluewater Key RV Resort in Saddlebunch Key, Bayside Lot #63 offers an exceptional luxury RV lifestyle just minutes from Key West, within one of the top-ranked RV resorts in the United States.This Platinum Lot is among the most extensively improved sites in

Oleksandr Khiznichenko Keller Williams Key West Compass Realty

2950 Overseas Hwy Unit 63, Key West, FL 33040
/60
$1,050,000
- Land
2950 Overseas Hwy Unit 37, Key West, FL 33040

Exceptional luxury RV site located within the exclusive, gated Bluewater Key Luxury RV Resort. This rare oversized Platinum Plus double lot offers an unparalleled level of privacy, surrounded by lush tropical landscaping and positioned in one of the resort's most coveted locations--just steps from the elegant clubhouse and resort-style pool.Designed for elevated outdoor living, the property

Oleksandr Khiznichenko Keller Williams Key West Compass Realty

2950 Overseas Hwy Unit 37, Key West, FL 33040
/18
$109,000
- 1 Bed
- 1 Bath
- 357 Sq Ft
38801 Overseas Hwy Unit 153, Big Pine Key, FL 33043

This is your chance to own your very own vacation cottage at a top rated Florida Keys RV resort. This cottage is fully set-up onsite and comes fully furnished. The Island Cottage features a fully equipped kitchenette, LED SmartTVs, central air conditioning, and a full bath. Enjoy your island view of paradise from your covered porch. You'll have access to top notch amenities and activities: Scuba

Michael Weber

38801 Overseas Hwy Unit 153, Big Pine Key, FL 33043
/45
$4,375,000 New Construction
- 5 Beds
- 5.5 Baths
- 4,103 Sq Ft
231 E Shore Dr Unit 3, Key West, FL 33040

Introducing Seven Palms Cove, a one-of-a-kind new construction community that redefines luxury island living. With only seven exclusive residences available—each starting at $4 million—this private enclave offers a rare opportunity to own a slice of paradise just minutes from the heart of Key West. Each state-of-the-art home spans over 4,000 square feet and features 5 spacious bedrooms, 5.5

Stephanie Muzzillo Serhant

231 E Shore Dr Unit 3, Key West, FL 33040
/41
$825,000
- Land
2950 Overseas Hwy Unit 2, Key West, FL 33040

Oceanside Elegance Awaits - Your Ultimate Waterfront RetreatDiscover an unparalleled waterfront escape with this brand-new Luxury Canal-front Platinum RV Lot 2, thoughtfully designed to accommodate RVs of all sizes. This premium lot boasts an expansive Tiki Hut, adorned with custom handcrafted wooden cabinets and modern Trex decking, creating an inviting outdoor sanctuary.Indulge in top-tier

Oleksandr Khiznichenko Keller Williams Key West Compass Realty

2950 Overseas Hwy Unit 2, Key West, FL 33040
/48
$689,000
- Land
2950 Overseas Hwy Unit 24, Key West, FL 33040

**Welcome to Lot 24 at Bluewater Luxury RV Resort - a premier destination for upscale RV living in the Florida Keys.**This deeded Tropical Luxury RV lot offers the perfect blend of comfort, convenience, and elegance in a lush tropical setting. Spacious and level, the lot easily accommodates an RV or motorhome and is surrounded by vibrant landscaping, swaying palms, and colorful flowers.Designed

Oleksandr Khiznichenko Keller Williams Key West Compass Realty

2950 Overseas Hwy Unit 24, Key West, FL 33040
/16
$4,375,000 New Construction
- 5 Beds
- 5.5 Baths
- 4,103 Sq Ft
231 E Shore Dr Unit 5, Key West, FL 33040

Introducing Seven Palms Cove, a one-of-a-kind new construction community that redefines luxury island living. With only seven exclusive residences available—each starting at $4 million—this private enclave offers a rare opportunity to own a slice of paradise just minutes from the heart of Key West. Each state-of-the-art home spans over 4,000 square feet and features 5 spacious bedrooms, 5.5

Stephanie Muzzillo Serhant

231 E Shore Dr Unit 5, Key West, FL 33040
/36
$799,000
- Land
2950 Overseas Hwy Unit 36, Key West, FL 33040

Welcome to the epitome of luxury RV living at the Bluewater Luxury RV Resort, where the Tropical Luxury RV lot 36 offers a prime deeded piece of real estate designed to offer discerning travelers a luxurious and comfortable stay amidst a tropical oasis.This spacious and well-appointed lot provides an ideal setting for an RV or motorhome, with premium amenities and services to cater to the needs

Oleksandr Khiznichenko Keller Williams Key West Compass Realty

2950 Overseas Hwy Unit 36, Key West, FL 33040
/47
$4,250,000 New Construction
- 5 Beds
- 5.5 Baths
- 4,103 Sq Ft
231 E Shore Dr Unit 2, Key West, FL 33040

Introducing Seven Palms Cove, a one-of-a-kind new construction community that redefines luxury island living. With only seven exclusive residences available—each starting at $4 million—this private enclave offers a rare opportunity to own a slice of paradise just minutes from the heart of Key West. Each state-of-the-art home spans over 4,000 square feet and features 5 spacious bedrooms, 5.5

Stephanie Muzzillo Serhant

231 E Shore Dr Unit 2, Key West, FL 33040
/116
$1,999,999
- 4 Beds
- 4 Baths
- 2,454 Sq Ft
78 Bay Dr, Key West, FL 33040

Set on a quater-acre lot in Bay Point, a quiet residential enclave celebrated for its natural surroundings, water views, and relaxed tropical lifestyle, this waterfront estate embodies the very best of Keys living. Residents enjoy the serenity of a low-density neighborhood framed by mangroves and open water, while remaining just minutes from the world-class dining, shopping, and entertainment of

Jenny Benson Coastal Collection Real Estate Inc.

78 Bay Dr, Key West, FL 33040
/54
$1,599,000
- 4 Beds
- 3 Baths
- 1,633 Sq Ft
34 Bay Dr, Key West, FL 33040

Experience refined Florida Keys living in this fully renovated canal-front residence offering privacy, quality craftsmanship and effortless coastal elegance. Located just 15 minutes from Key West this ground- level home is set on an expansive 15,047 sq. ft. lot with a fully fenced yard creating a serene and private setting.Designed for the flats fisherman boating enthusiast the property features

Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

34 Bay Dr, Key West, FL 33040
/19
$694,000
- 2 Beds
- 2 Baths
- 1,010 Sq Ft
4 Shore Dr, Key West, FL 33040

Million dollar views! Ocean and Gulf views make this an affordable waterfront gem. Situated in the quiet and peaceful Bay Point neighborhood, this home is only 17 miles from Key West allowing quick city access and return to waterfront bliss. This Keys-style fish camp offers a waterfront manufactured home with 2 bedrooms and 2 baths. The side yard was once an orchid house and could be returned as

Elizabeth Jolin Coldwell Banker Schmitt Islamorada

4 Shore Dr, Key West, FL 33040
/49
$1,175,000
- Land
2950 Overseas Hwy Unit 64, Key West, FL 33040

Platinum opportunities in Bluewater Key are rare -- and Bayside Lot #64 is truly one of the finest. Located in the highly sought-after Bluewater Key Luxury RV Resort on Saddlebunch Key, this bayside property delivers an elevated RV lifestyle just minutes from Key West within one of the nation's most celebrated RV resort communities.Designated as a Platinum Lot, this is one of the resort's

Oleksandr Khiznichenko Keller Williams Key West Compass Realty

2950 Overseas Hwy Unit 64, Key West, FL 33040
/39
$4,375,000 New Construction
- 5 Beds
- 5.5 Baths
- 4,103 Sq Ft
231 E Shore Dr Unit 6, Key West, FL 33040

Introducing Seven Palms Cove, a one-of-a-kind new construction community that redefines luxury island living. With only seven exclusive residences available—each starting at $4 million—this private enclave offers a rare opportunity to own a slice of paradise just minutes from the heart of Key West. Each state-of-the-art home spans over 4,000 square feet and features 5 spacious bedrooms, 5.5

Stephanie Muzzillo Serhant

231 E Shore Dr Unit 6, Key West, FL 33040

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