Summerland Key, FL Homes for Sale

/34
$1,789,000
- 4 Beds
- 3 Baths
- 2,323 Sq Ft
31450 Avenue G, Big Pine Key, FL 33043

This expansive 4 bedroom, 3 bathroom home offers over 2,300 sq ft of solid concrete construction, built in 2023 with hurricane impact windows/doors and a metal roof for total peace of mind.Step inside to a bright, open-concept floor plan with sleek tile flooring throughout. Prepare your Keys Fresh Catch in your Chef's Kitchen with custom cabinets and quartz countertops. The massive master suite

Solaris Gregory Expert Realty LLC (HQ)

31450 Avenue G, Big Pine Key, FL 33043
/17
$249,000
- Land
29859 Overseas Hwy Unit A-19, Big Pine Key, FL 33043

Your Florida Keys getaway and make some money too. RV lot and RV is staying. Owner has had it on Airbnb and HomeAway with good reviews. At current income/expense it can pay for itself in 8 years. Brings in $40K+ numbers work unlike most in the Keys. Net approximately $31K + per year. Breezy Pines is a RV park located in Big Pine Key with club house, kitchen, laundry facilities, bathrooms with

Rose Dell Keller Williams Key West Compass Realty

29859 Overseas Hwy Unit A-19, Big Pine Key, FL 33043
/32
$1,689,000
- 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
/15
$397,000
- Land
- 0.28 Acre
- $1,441,110 per Acre
1650-1660 Gardenia Ln, Big Pine Key, FL 33043

Lot 2 AND Lot 3 on Gardenia Lane are CANAL front lots located in the subdivision of Eden Pines on Big Pine Key. A total of 12,000 square feet. 2nd and 3rd lots on the right. As of Jan 2025, #8 on the ROGO list. Merge the two lots for extra building points. Buyer to verify. Modulars are allowed.

Donna Pezzi Keller Williams Key West Compass Realty

1650-1660 Gardenia Ln, Big Pine Key, FL 33043
/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
/30
$975,000
- 3 Beds
- 3 Baths
- 1,492 Sq Ft
31490 Avenue F, Big Pine Key, FL 33043

This all-concrete, meticulously designed 3-bedroom, 2.5-bath home offers both luxury and functionality. Featuring impact windows and doors and a durable metal roof, this home provides peace of mind and protection for years to come. The open-concept living area is perfect for both relaxation and entertaining, with a modern kitchen boasting quartz countertops and stainless steel appliances. The

Austin Kimbler Expert Realty LLC (HQ)

31490 Avenue F, Big Pine Key, FL 33043
/18
$1,275,000
- 3 Beds
- 1 Bath
- 1,043 Sq Ft
550 Pine Ln, Big Pine Key, FL 33043

This newly remodeled 2-bedroom, 1-bathroom home is perfectly positioned on two spacious lots in the heart of Big Pine Key, offering over 20,000 sq ft of land and an incredible 297 feet of waterfront. With 75 feet of concrete dockage and 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

Justyn Ewald Expert Realty LLC (HQ)

550 Pine Ln, Big Pine Key, FL 33043
/98
$2,800,000
- 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
/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
$1,795,000
- 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
/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
/11
$199,000
- Land
0 Spanish Channel Dr, No Name Key, FL 33043

Adjacent house for sale if lot purchase total of 140 feet of dock frontage. Lot is Cleared a few beautiful trees . Newly added signature hedge over 90 plants nicely landscape could put your R/V if purchase house next door could have a pool add another 70' dock with a boat lift ,Direct Ocean in the open water in 2 minutes. Fenced360 views. Rare gem* Sunrise to sunset views Very Private! Seller is

Anne Press Lokation Real Estate

0 Spanish Channel Dr, No Name Key, FL 33043
/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
$4,325,000 New Construction
- 5 Beds
- 5.5 Baths
- 3,119 Sq Ft
231 E Shore Dr Unit 3, Summerland Key, FL 33042

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

Stephanie Muzzillo Serhant Florida LLC - Delray Beach Office

231 E Shore Dr Unit 3, Summerland Key, FL 33042
/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
/9
$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
$1,499,999 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
$268,000
- 2 Beds
- 1 Bath
- 664 Sq Ft
701 Spanish Main Dr Unit 457, Cudjoe Key, FL 33042

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

Deirdre Praught Florida Keys Realty, Inc.

701 Spanish Main Dr Unit 457, Cudjoe Key, FL 33042
/54
$899,000
- 2 Beds
- 2 Baths
- 998 Sq Ft
2123 Spanish Channel Dr, Big Pine Key, FL 33043

Ocean Views, Direct canal frontage , in the ocean water in 2 minutes. Concrete Dock, Solid pour concrete column house is ready for making your own . Beautiful trees, planted newly landscaped with custom design fencing. Wildlife is amazing, quiet location near end of the road. Grocery store 1 mile away close to Key West or Marathon Roof replaced in 2018 also all new hurricane window, doors,

Anne Press Lokation Real Estate

2123 Spanish Channel Dr, Big Pine Key, FL 33043
/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
$742,000
- 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

Kristen Brenner/Margie Casey T Florida Keys Real Estate Group

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 Open Sat 11AM - 1PM
- 3 Beds
- 2 Baths
- 1,764 Sq Ft
16640 Cypress Rd, Summerland Key, FL 33042

RARE Solar-Powered Waterfront Tropical Gem with TESLA Storage Banks on Prestigious Sugarloaf Key! A rare opportunity to own a fully solar-powered waterfront residence featuring 26 solar panels and two Tesla 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 BA, 1,764

Lisa Swanson The Agency Florida Keys

16640 Cypress Rd, Summerland Key, FL 33042
/42
$1,299,000
- 2 Beds
- 2 Baths
- 1,024 Sq Ft
29662 Independence Ave, Big Pine Key, FL 33043

Embrace the serene beauty of island living with this delightful 2-bedroom, 2-bathroom home nestled on a double-fenced lot in Big Pine Key. Perfectly positioned along a scenic canal, this property offers Southern charm, with an inviting wraparound porch to enjoy the gentle breeze and picturesque views. This home is ideal for both relaxation and entertaining.Step outside to a seawall that leads

Karen Haack Coldwell Banker Schmitt RE Co.

29662 Independence Ave, Big Pine Key, FL 33043
/32
$1,099,000
- 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
/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
/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
/27
$1,150,000
- 3 Beds
- 2 Baths
- 1,070 Sq Ft
18 W Circle Dr, Key West, FL 33040

This beautifully remodeled 3-bedroom, 2-bath stilted home sits canal-side behind Baby's Coffee, offering open water views and great opportunity. Built in 2000, it features a durable metal roof, impact windows, and sliding glass doors for comfort and great insurance options. Launch your boat from your own private ramp or use the community ramp nearby, then relax in the sparkling pool or tinker in

Dan Serban

Key West Luxury Real Estate Inc (KW)

(786) 783-6419

18 W Circle Dr, Key West, FL 33040
/9
$472,000
- 2 Beds
- 1 Bath
- 460 Sq Ft
6 Beach Dr, Key West, FL 33040

Rare DOUBLE LOT on OPEN WATER with BOATING ACCESS and ROGO EXEMPT LETTER IN HAND!! This lot can be cleared providing huge wide water sunset views and the ability to add dockage with shallow boating access. Located in the Saddlebunch Keys, just 10 minutes from all of the superior dining and nightlife of Key West, Florida. Repair trailer that is on site under the 50% rule, or build your dream home

Anneliese Dietrick

Coldwell Banker Schmitt Lower Keys (KW)

(786) 756-8747

6 Beach Dr, Key West, FL 33040
/44
$837,000
- 3 Beds
- 3 Baths
- 1,380 Sq Ft
57 Palm Dr, Key West, FL 33040

Tropical Waterfront Oasis - Affordable Island Living Just 15 Mins from Key West.Discover the perfect blend of adventure, comfort and peace of mind in this elevated 3-bedroom, 3 bath coastal retreat, located in one of the Lower Keys most affordable and family friendly neighborhoods. Just a short 15 min drive to Key West, this move-in ready home is freshly painted and waiting for your next chapter

Suzanne Moore Suzanne Moore Real Estate

57 Palm Dr, Key West, FL 33040
/38
$4,325,000 New Construction
- 5 Beds
- 5.5 Baths
- 4,103 Sq Ft
231 E Shore Dr Unit 7, 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 7, Key West, FL 33040
/15
$425,000
- 2 Beds
- 1 Bath
- 798 Sq Ft
69 Palm Dr, Key West, FL 33040

ROGO exempt! Opportunity to easily replace existing mobile with a hurricane-rated modular, wood frame or Concrete home in a relaxed Lower Keys community just 15 minutes from Key West. Located on a 60+ ft wide deep-water canal with a solid seawall that spans the width of the property, 35 feet--ideal for boating or fishing right from your backyard. Enjoy neighborhood amenities like tennis and

Natallie Liz Expert Realty LLC (HQ)

69 Palm Dr, Key West, FL 33040
/45
$4,250,000 New Construction
- 5 Beds
- 5.5 Baths
- 4,103 Sq Ft
231 E Shore Dr Unit 1, 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 1, Key West, FL 33040
/18
$119,000
- 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
/7
$32,000,000 New Construction
- 5 Beds
- 5.5 Baths
- 6,514 Sq Ft
231 E Shore Dr, Key West, FL 33040

Introducing Seven Palms Cove, a rare new construction oceanfront community in the Florida Keys that combines luxury living with unmatched investment potential. With only seven residences available--each spanning over 4,000 sq. ft. with 5 bedrooms, 5.5 baths, private infinity pools, rooftop decks, and assigned dockage--this gated enclave offers turn-key short-term rental flexibility. Unlike most

Stephanie Muzzillo Serhant

231 E Shore Dr, Key West, FL 33040
/45
$4,125,000 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
$699,000
- 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
$4,125,000 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
/51
$1,295,000 Open Sat 10AM - 12PM
- 3 Beds
- 2 Baths
- 1,372 Sq Ft
56 Bay Dr, Saddlebunch, FL

Island Life, unequalled waterfront sunsets, ocean breezes and crystal clear waters. And you can drive to your Caribbean Island Escape! This location is exceptional on all fronts, more than 2X the avg lot size, a craftsman remodeled 3/2 converted to a 2/2 with a spacious convertible home office, gorgeous high quality materials throughout, including Walnut Engineered Flooring, Brazilian Quartzite

Stephanie Wise Keller Williams Key West Compass Realty

56 Bay Dr, Saddlebunch, FL

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