Summerland Key Real Estate

Summerland Key Real Estate

Welcome to Summerland Key, a hidden gem nestled in the heart of Florida's Monroe County! This enchanting island community is part of the beautiful Florida Keys, offering a unique blend of laid-back island life and vibrant coastal charm. With its stunning ocean views, lush tropical landscapes, and a warm, welcoming atmosphere, Summerland Key is the perfect destination for those seeking a tranquil escape or an idyllic place to call home.

Summerland Key boasts an impressive array of outdoor activities, making it a paradise for nature enthusiasts and adventure seekers alike. The azure waters surrounding the island are ideal for snorkeling, scuba diving, and boating, allowing residents and visitors to explore the vibrant coral reefs and abundant marine life that make this region so special. Fishing enthusiasts will find themselves in paradise, with world-class fishing opportunities just a short boat ride away.

For those who appreciate a relaxed lifestyle, Summerland Key offers a close-knit community with a variety of local shops, restaurants, and recreational facilities. Enjoy a leisurely stroll along the scenic waterfront or indulge in fresh seafood at one of the charming eateries. The island's rich history and culture can be explored through various local events and festivals, fostering a sense of belonging among residents.

With its picturesque surroundings and a strong sense of community, Summerland Key is not just a place to live; it’s a lifestyle. Whether you’re looking for a vacation home or a permanent residence, this idyllic island offers the perfect balance of relaxation and adventure. Come discover the magic of Summerland Key, where every day feels like a vacation!

Newest Listings in Summerland Key

27403 Antigua Lane, Summerland Key
$990,000
3 Beds ⋅ 3 Baths ⋅ A12106999 MLS
Waterfront value-add opportunity in the Florida Keys with direct ocean access and no fixed bridges - perfect for serious boaters with vessels up to 60 feet. Situated on an oversize 18,000 SF lot, this property offers rare space, flexibility and future potential not commonly found in the Keys. The elevated concrete home features a spacious layout, multiple balconies, and abundant natural light throughout. With kitchen and bathrooms ready for renovation, this is the perfect canvas to create a custom waterfront residence or maximize value through a strategic upgrade. Enjoy ample outdoor space with room for expansion, a pool, additional storage or enhanced landscaping - making this property uniquely versatile for both end-users and investors. Ideally located within close proximity to Key West, offering convenient access to world class dining, entertainment and boating, while still enjoying the privacy and tranquility of canal front living.

27403 Antigua Lane, Summerland Key
Gren Lane, Summerland Key
$27,900
A12098547 MLS
Vacant parcel being offered solely for potential ROGO purposes. Property is not being marketed as a buildable lot.Seller makes no representation or warranty regarding ROGO eligibility or the number or value of ROGO points, if any, that may be available through ownership, dedication, aggregation, transfer, or other use of this parcel.Buyer is solely responsible for conducting all due diligence directly with Monroe County Planning & Environmental Resources to determine whether the parcel qualifies for any ROGO points or other development rights/benefits and whether any such benefit may be used for Buyer's intended receiving parcel.Sold AS-IS. All ROGO eligibility, point value, dedication requirements and potential use to be independently verified by Buyer.

Gren Lane, Summerland Key
Kingston Lane, Summerland Key
$27,900
A12098520 MLS
Vacant parcel being offered solely for potential ROGO purposes. Property is not being marketed as a buildable lot.Seller makes no representation or warranty regarding ROGO eligibility or the number or value of ROGO points, if any, that may be available through ownership, dedication, aggregation, transfer, or other use of this parcel.Buyer is solely responsible for conducting all due diligence directly with Monroe County Planning & Environmental Resources to determine whether the parcel qualifies for any ROGO points or other development rights/benefits and whether any such benefit may be used for Buyer's intended receiving parcel.Sold AS-IS. All ROGO eligibility, point value, dedication requirements and potential use to be independently verified by Buyer.

Kingston Lane, Summerland Key
193 Galleon Lane, Summerland Key
$550,000
A12086167 MLS
LAND + PLANS + PERMITS, READY TO BUILD. Canal front lot in Cutthroat Harbor Estates, Cudjoe Key, sold with the approved architectural plans and the issued Monroe County building permit. ROGO allocation is already secured and transfers at closing, so the buyer skips the ROGO wait and can start construction right away. 8,638 SF corner lot at the end of the canal with approx. 102 ft of concrete seawall and a concrete dock already in place, ocean access for your boat. Permitted plans are for an elevated 4 bed, 4 bath home, approx. 1,671 SF living and 2,954 SF total, with rooftop deck, pool and jacuzzi, outdoor kitchen and ground level covered parking, designed as a green build with solar, 1,000 gallon cistern and gray water system for low operating costs. Build it with your own contractor or ask us about a turnkey build package. Quiet street between Marathon and Key West, about 25 minutes to Key West. Zoning IS, flood zone AE/VE. Renderings are design concept. Buyer to verify permit transfer, plan details and construction requirements with Monroe County.

193 Galleon Lane, Summerland Key
27378 Jamaica Lane, Summerland Key
$375,000
A12064574 MLS
Vacant lot with active building permit. Permit and plans include a fully designed green home with full concrete construction and concrete roof for 3 bedroom 2.5 bathrooms, large porch, storage and guest space, downstairs storm rated impact windows and doors, solar panel, gray water reclaim system plus rainwater system for irrigation and boat washing fish at Dawn cook your cat by dusk near Loki Tiki in lower ramrod key.

27378 Jamaica Lane, Summerland Key
Summerland Key
$985,000
A12049052 MLS
ROGO EXEMPT CANALFRONT WITH GREAT SUNSETS AND OPEN WATER VIEWS READY FOR YOU TO BRING YOUR BOAT WITH STEP DOWN DOCK. DOCK NEEDS SOME TLC. ACTIVE WATER METER ON SITE, SEWER STUBBED IN AND READY FOR CONNECTION AS A PRIOR HOME WAS DEMOLISHED. BUYER TO VERIFY ALL INFORMATION. POWER IN FRONT. SURVEY AVIALABLE. TWO STORY HOME WOULD PROVIDE SPECTACULAR VIEWS AND A TREMENDOUS OPPORTUNITY FOR YOUR VISION, NOW OR LATER. OWNER/AGENT SOLD AS IS.

Summerland Key
193 Galleon Lane, Summerland Key
$1,775,000
4 Beds ⋅ 4 Baths ⋅ A12042729 MLS
Brand new waterfront in the Keys, built for you from the ground up. This is a preconstruction home in Cutthroat Harbor Estates. You buy now and it gets built for you, delivered turnkey. Picture it: your boat at the private dock on approx. 102 ft of canal seawall, a pool and jacuzzi below, coffee on the rooftop deck. Elevated 4 bed, 4 bath, outdoor kitchen, solar and efficient systems, brand new and low maintenance. And the best part? The permit is already secured, so your home gets built now instead of years from now.

193 Galleon Lane, Summerland Key
Lot 27 Lot 27 Dorn Road, Summerland Key
$170,000
A12018646 MLS
If you love fishing, love the water, and hate the big crowds, this is the place for you! Upon arrival, the first thing you will notice is the peace and quiet. Easy access to the Gulf of America and Atlantic Ocean. This property is adjacent to my other listing which is owned by the same person. This would be an excellent opportunity to own a double lot on Big Torch Key! Adjacent property (blue house) MLS#A12018522; 4276 Dorn Rd.**Water photos at the end are for reference to show what the water looks like at the end of the canal. This property does not directly have this view**

Lot 27 Lot 27 Dorn Road, Summerland Key
701 Spanish Main Drive Unit 536, Summerland Key
$350,000
2 Beds ⋅ 1 Baths ⋅ A11979130 MLS
Welcome to your slice of the Florida Keys lifestyle! This charming beach-themed retreat is the perfect blend of cozy comfort and coastal style. This 2-bedroom, 1-bathroom turnkey home is move-in ready — whether you're looking for a full-time residence, vacation getaway, or income-producing rental. Step inside to a fresh, inviting living space designed for relaxed island living. The bright white kitchen pops with marble countertops and a stunning blue tile backsplash, bringing those breezy ocean vibes right into your home. It's light, cheerful, and perfect for entertaining friends and family after a day on the water. And here's the best part — even though this property sits on a dry lot, you still enjoy beautiful open water views. Venture Out is one of the most sought-after gated communities in the Lower Keys, known for its active lifestyle and incredible amenities: Heated community pool, Marina & boat ramp with direct ocean and Gulf access, Tennis & pickleball courts, Basketball courts, Private convenience store, Children's playground & pool, Recreation hall, 24-hour gated security. Bring your boat, your golf cart, and your flip-flops — this neighborhood was made for enjoying the water. Located just 20 miles from Key West, you're close enough for dining, nightlife, and the airport — but far enough away to enjoy peaceful island living. If you've been dreaming of a cozy, beach-inspired Keys escape with income potential and resort-style amenities... this is the one.

701 Spanish Main Drive Unit 536, Summerland Key
4276 Dorn Road, Summerland Key
$1,100,000
3 Beds ⋅ 2 Baths ⋅ A12018522 MLS
Welcome to your slice of paradise! Down in Big Torch Key, you'll feel a sense of solitude, satisfaction and serenity. Minimal, if any, noise or light pollution on this Key; look up at night and you will see stars you've never seen before! Quick and easy access to the Atlantic and Gulf of America, plenty of fishing spots and places to relax on the water without those big upper Key crowds. The adjacent vacant lot for sale is owned by the same person - a perfect opportunity to purchase two lots and transform into one! With this dock size already at 65', imagine how many more boats you could dock with both lots!Vacant land MLS#A12018646**Water photos at the end are for reference to show what the water looks like at the end of the canal. This home does not directly have this view**

4276 Dorn Road, Summerland Key
231 E Shore Drive Unit Unit 2, Summerland Key
$4,595,000
5 Beds ⋅ 6 Baths ⋅ R11113452 MLS ⋅ The Seven Palms - A Key West Oasis BLDG.
Welcome home to an exceptional new-construction residence in a private, gated community offering resort-style amenities, a boat slip and nightly rental opportunities. Conveniently located next to Summerland Key Airport, this fully upgraded home features a private elevator, a stunning infinity pool overlooking the water and an expansive rooftop deck perfect for enjoying breathtaking Florida Keys sunsets. Only have two homes remaining.

231 E Shore Drive Unit Unit 2, Summerland Key
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