Summerland Key FL Real Estate & Homes for Sale

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Beds:
1
Baths:
1.00
Sq.Ft.:
340
Status:
NEW LISTING
MLS#:
619935
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.04 Acres
Year built:
1979
Courtesy: Bluescape Real Estate 305-203-2537
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ADDITIONAL INFORMATION

Welcome to Coconut Cottage #653, a charming island retreat located in the gated waterfront community of Venture Out on Cudjoe Key. This cozy 1BD/1BA home is the perfect Florida Keys getaway, ideal as a vacation rental investment, seasonal escape, or personal retreat. Turn-key and ready to enjoy or rent immediately, this property offers excellent income potential with nightly rentals allowed in the community. Inside, you'll find a bright and comfortable layout with an in-home washer and dryer and inviting living spaces designed for easy island living. Step outside to your private backyard oasis with tropical landscaping, perfect for relaxing after a day on the water. Located just a short walk from Venture Out's incredible resort-style amenities including an 80' heated saltwater pool, marina store with fuel, boat ramp, saltwater swimming lagoon, tennis, pickleball, bocce, basketball courts, and more. Venture Out is a golf cart-friendly, 24-hour gated community at MM 23 offering quick access to both the Atlantic Ocean and backcountry waters. Just minutes from local favorites like Square Grouper, Mangrove Mama's, Kiki's Sandbar, and only about 20 minutes from Key West. Whether you're looking to unwind, boat, fish, or generate rental income, Coconut Cottage delivers the ultimate Florida Keys lifestyle.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,100
Status:
NEW LISTING
MLS#:
B26029208
Type:
Single Family
Subdivision:
CUTTHROAT HARBOR ESTS
Lot size:
0.17 Acres
Year built:
1990
Courtesy: Florida Keys Realty Group 305-923-5658
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ADDITIONAL INFORMATION

Discover your personal island sanctuary in the heart of Cudjoe Key, where every day feels like Margaritaville. This stunning 2-bedroom, 2-bathroom single-family home has been thoughtfully updated to offer the ultimate waterfront lifestyle, featuring a sleek kitchen with a central island, 2025 updated appliances and two beautifully remodeled bathrooms. The interior glows with natural light, highlighted by impact-resistant windows and elegant French doors that lead to an open balcony. The floor plan is designed for effortless living, including a versatile bonus room and a separate dining area that provides a front-row seat to the tranquil canal. For added convenience, the spacious walk-in closet features an integrated 2025 washer and dryer, while a temperature-controlled thermostat and security system ensure year-round comfort and peace of mind. The exterior of the home is just as impressive, boasting brand-new Hardie Board siding updated within the last year and a full privacy fence that creates a secluded tropical retreat. Step outside to find a backyard oasis complete with swaying palm trees and an inground concrete pool featuring decorative tiling and a stylish paver deck. Boaters will fall in love with the concrete dock slip, which comes equipped with a 10,000 lbs elevator boat lift, offering ocean access in just minutes. Beneath the home, you'll find ample garage parking and massive storage space for your kayaks, grill, and water toys, along with a refreshing outdoor shower. Perfectly capturing that sought-after "Keys feel," this home is the ideal blend of relaxation and adventure.

Beds:
5
Baths:
5.00
Sq.Ft.:
2,258
Status:
NEW LISTING
MLS#:
619914
Type:
Single Family
Subdivision:
Torchwood West (25.5)
Lot size:
0.27 Acres
Year built:
1986
Courtesy: Keyisle Realty 305-926-8559
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ADDITIONAL INFORMATION

Waterfront living meets comfort and functionality in this move-in ready canal front home. Offering 120 feet of concrete dockage in a deep water canal. Quick boating access to Niles Channel. Designed for the ultimate Florida Keys lifestyle, this property combines spacious indoor living with exceptional outdoor entertaining areas. The main home features 2 bedrooms and 2 bathrooms with an open-concept floor plan ideal for entertaining. The modern kitchen is equipped with quartz countertops, stainless steel appliances, and plenty of space for gathering with family and friends. An additional guest wing offers 3 separate bedrooms, each with its own ensuite bathroom, providing privacy and flexibility for guests or extended family. Enjoy seamless indoor-outdoor living from the large screened-in porch breezeway -- the perfect place for morning coffee, evening dinners, or relaxation. Outside, the concrete swimming pool creates a true tropical retreat, while the spacious outdoor areas offer plenty of room for entertaining. The ground level includes an expansive enclosed garage with room for multiple vehicles, storage, and all your boating and fishing gear. The fully fenced property offers abundant parking for cars, boats, RVs, and trailers, making it ideal for full-time living or a Keys getaway. Located in a quiet neighborhood, this property delivers the best of waterfront living with easy boating access, generous space, and move-in ready convenience.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,344
Status:
NEW LISTING
MLS#:
619901
Type:
Single Family
Subdivision:
Orchid Park Sub (17.0)
Lot size:
0.18 Acres
Year built:
2000
Courtesy: Coldwell Banker Schmitt Real Estate Co 305-809-1400
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ADDITIONAL INFORMATION

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 open water, and inviting outdoor spaces designed for relaxing after a day on the water. Spend mornings on the screened porch, enjoy afternoon breezes from the private balcony off the primary bedroom, and make the most of a waterfront setting that brings the best of island living together in one place. Inside, the home features an open floor plan with tile floors, high ceilings, a bright living and dining area, and a kitchen with a breakfast bar. The main bedroom includes a walk-in closet and direct balcony access, creating a private spot to enjoy the tropical surroundings. Outside, boaters and water lovers will appreciate the approximately 40-foot dock, dedicated skiff launch/ramp, canal frontage, and quick route to open water. The dock and waterfront setup provide a convenient place to keep a boat, launch a skiff, or head out for a day on the water with ease. The property also offers a garage and carport area, giving plenty of room for parking, storage, and Keys gear. Located in Sugarloaf Shores, this home offers peaceful island living with convenient access to dining, entertainment, and world-class recreation in nearby Key West.

Beds:
3
Baths:
2.00
Sq.Ft.:
960
Status:
NEW LISTING
MLS#:
A12018522
Type:
Single Family
Subdivision:
TORCHWOOD WEST UNIT 2
Lot size:
0.14 Acres
Year built:
1974
Courtesy: Luxe Properties Dylan Calhoun 305-310-3983
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ADDITIONAL INFORMATION

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**

Beds:
4
Baths:
4.00
Sq.Ft.:
2,409
Status:
NEW LISTING
MLS#:
B26028168
Type:
Single Family
Subdivision:
SUGARLOAF SHORES PLAT #2 SEC C
Lot size:
0.36 Acres
Year built:
2021
Courtesy: Coldwell Banker Schmitt RE Co 305-743-5181
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ADDITIONAL INFORMATION

Welcome to Morning Glory - The Dolphin House, a rare direct oceanfront retreat in the Florida Keys. Situated on an oversized oceanfront lot, this 4BR/3.5BA home offers 2,478 SqFt of coastal elegance, breathtaking Atlantic views, and the peaceful lifestyle buyers dream about. Wake up to stunning sunrises, relax by the pool beneath swaying palms, enjoy waterfront dining with guests and friends, or unwind by the fire pit under the stars. Every space was designed to feel warm, inviting, and effortlessly luxurious. More than a home, this is a private sanctuary where memories are made and life slows down.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,548
Status:
Active
MLS#:
619875
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.3 Acres
Year built:
1981
Courtesy: Berkshire Hathaway HomeServices Knight & Gardner Realty 305-294-5155
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ADDITIONAL INFORMATION

On a quiet dead-end street in the highly sought-after Sugarloaf Shores community, sits this fully renovated tropical retreat thats reminiscent of something straight out of a secret garden. Set on an oversized, gated and partially fenced parcel spanning over a quarter acre, this rare non-waterfront property offers the kind of lush green space that's nearly impossible to find in the Florida Keys. Towering old-growth foliage, vibrant established plantings, fresh new landscaping, and newly laid sod create a private, enchanted oasis where every corner invites you to slow down and stay awhile. Built in 1981 of solid concrete block construction and elevated on slab, this beautifully reimagined 3-bedroom, 2-bathroom home offers 1,548 square feet of airy, light-filled living space with bright neutral finishes and thoughtful details throughout. Every inch has been meticulously renovated, blending modern comfort with effortless island charm. Designed to embrace indoor-outdoor living, the property features multiple lanais and entertaining spaces perfect for morning coffee beneath the palms, sunset dinners with friends, or quiet afternoons surrounded by tropical serenity. The expansive lot offers endless opportunity for future enhancements -- envision a resort-style pool and tiki hut, a greenhouse, outdoor kitchen, play space for the kids, or all of the above. There's room here to truly create your dream Keys compound. Downstairs, nearly 400 additional square feet of enclosed storage and utility space adds incredible flexibility, while the paved 3-car carport with lighting and built-in workspace could easily be transformed into the ultimate outdoor entertaining kitchen or hobby space. Beloved Sugarloaf Shores provides peaceful island living with a scenic miles-long paved path, a laid-back Lower Keys atmosphere, and sought-after school district -- all just 15 minutes from exciting Key West. Rare Keys privacy, greenery, and possibility you may never want to leave.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,782
Status:
Active
MLS#:
619877
Type:
Single Family
Subdivision:
Breezeswept Bch Est (27.5)
Lot size:
0.28 Acres
Year built:
1973
Courtesy: Action Keys Realty of the Lower FL Keys LLC 305-304-7680
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ADDITIONAL INFORMATION

This three bedroom , two bathroom home sits on an expansive 12,200 square foot piece of property in the highly sought after Breezeswept Beach Estates neighborhood on Ramrod Key. Upstairs there are two bedrooms and one bath, and a large kitchen and living room. Downstairs is a one bedroom, one bathroom bungalow with a complete kitchen! The exterior of the property has several updates, including storage sheds, 90 feet of brand new docks with water, electric and a brand new built in fish cleaning table. A new roof was installed in 2023. Plenty of room to stretch out on this property, lots of parking, room for boat trailers, and totally fenced in for your pets. Excellent location for open water access, short canal ride and a couple minutes to picnic island for a relaxing afternoon and sunset!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,800
Status:
Active
MLS#:
619870
Type:
Single Family
Subdivision:
Cudjoe Ocean Shores (23.0)
Lot size:
0.17 Acres
Year built:
1996
Courtesy: Berkshire Hathaway HomeServices Knight & Gardner Realty 305-294-5155
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ADDITIONAL INFORMATION

Experience elevated island living in this beautifully renovated concrete home located in the heart of Cudjoe Key. Situated on desirable Privateer Drive, this stunning 4-bedroom, 1,800 square-foot residence perfectly combines modern upgrades, durable construction, and tropical outdoor luxury. Thoughtfully redesigned with stylish finishes and an open-concept layout, the home offers spacious living areas filled with natural light and designed for effortless entertaining. The elevated concrete construction provides both peace of mind and practicality, while the lushly landscaped grounds create a private resort-style atmosphere. The show-stopping backyard oasis features a large in-ground concrete saltwater pool surrounded by mature tropical landscaping, expansive lounging areas, and multiple spaces to relax or entertain in complete privacy. Whether enjoying quiet mornings poolside or hosting sunset gatherings, this property captures the very best of Florida Keys living. Move-in ready, this exceptional home is ideal as a primary residence or income-producing investment property. Property Features 4 Bedrooms 2 Bathrooms Approximately 1,800 SF of renovated living space Elevated concrete construction Beautifully updated interior Open-concept living, kitchen, and dining areas Spacious renovated kitchen with modern cabinetry and upgraded appliances Updated bathrooms with designer finishes Large primary suite with private bath Durable metal roof Central air conditioning Extensive covered outdoor living space Resort-style in-ground concrete saltwater pool Lush tropical landscaping creating exceptional privacy Multiple outdoor entertaining and lounging areas Ample storage space Covered parking and plenty of room for vehicles, boats, or trailers Low-maintenance tropical property Enjoy living in Paradise island style!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,372
Status:
Active
MLS#:
619865
Type:
Single Family
Subdivision:
Cudjoe Gardens (21.0)
Lot size:
0.2 Acres
Year built:
1995
Courtesy: Coldwell Banker Schmitt Real Estate Co 305-809-1400
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ADDITIONAL INFORMATION

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 private island atmosphere while the standing seam galvanized roof and concrete construction provide lasting durability and peace of mind. Inside, the home radiates warmth and coastal character. Vaulted wood tongue-and-groove ceilings draw your eyes upward and create an airy, open feel throughout the living spaces. The thoughtfully designed floor plan flows seamlessly between the kitchen, dining, and living areas, making the home ideal for entertaining family and friends after a day on the water. The kitchen is both stylish and functional with updated stainless appliances, generous cabinetry, pantry and a large dining bar for casual dining. Picturesque pool and water views are enjoyed from the living areas and primary suite. Outside is where this property truly shines. The new waterfront pool creates a resort-style centerpiece from the living area and is surrounded by multiple lounging and entertaining spaces. Relax beneath the tiki hut with a morning coffee, gather around the waterfront firepit at sunset, or enjoy evenings under the stars with the gentle breeze coming off the canal. For boating enthusiasts the deep-draft canal accommodates larger boats with a new 17K boat lift and quick ocean access. The nearby full-service marina offers fuel, bait, refreshments and boat ramp access while the neighborhood waterfront restaurant adds another layer of convenience and charm. Plenty of room for of your gear and toys in the 2-car attached garage. Located 20 minutes from Key West offering the perfect balance between peaceful island living and access to world-class dining and culture.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,375
Status:
Active
MLS#:
619845
Type:
Single Family
Subdivision:
Summerland Key Cove (25.0)
Lot size:
0.14 Acres
Year built:
2024
Courtesy: Island Welcome Real Estate 305-923-9161
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ADDITIONAL INFORMATION

Set against a spectacular open water backdrop with unforgettable sunset views modern, waterfront home was designed for both luxury living and serious boating. Built in 2022 with an exceptional design, the residence features solid concrete construction, polished concrete floors, impact-rated windows and doors, and a strong elevated build that delivers peace of mind in the Florida Keys lifestyle. The thoughtfully designed floorplan offers 4 bedrooms and 4 baths with ideal separation for owners and guests alike. The main living level features 2 bedrooms and 2 baths, living and kitchen while the upper level provides an additional 2 bedrooms, 2 baths, and a sitting area perfect for hosting family, friends, or fishing guests after a day on the water. For boaters and anglers, this property is a true dream setup. The 60' concrete seawall offers easy direct boating access with room to accommodate a large sportfish, center console, or tower boat with ease. Just minutes from world-class offshore fishing, reef diving, and backcountry adventures, this location is built for those who want to live the ultimate Lower Florida Keys boating lifestyle. Outside, enjoy a beautiful pool, storage, and breathtaking west-facing open water views where every evening ends with stunning sunset skies over the ocean. This is the complete package for luxury waterfront living, serious boating, and unforgettable island adventures.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,434
Status:
Active
MLS#:
619835
Type:
Single Family
Subdivision:
Cutthroat Harbor Est (23.0)
Lot size:
0.14 Acres
Year built:
1999
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
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ADDITIONAL INFORMATION

Welcome to your ROOFTOP RETREAT - a beautifully remodeled waterfront home at 22939 Gasparilla Lane in Cudjoe Key, where panoramic ocean views and relaxed Keys elegance come together in perfect harmony. From the spectacular rooftop deck to the light-filled interior, shimmering turquoise water creates a breathtaking backdrop throughout the home. This thoughtfully updated 3-bedroom, 2-bath concrete block residence offers 1,434 square feet of refined coastal living, enhanced by rich wooden ceilings that add warmth, character, and timeless island charm. The open living spaces flow effortlessly to the screened porch overlooking the canal -- the ideal setting for morning coffee, sunset cocktails, or unwinding after a day on the water. Designed with both comfort and functionality in mind, the property features a new metal roof, covered parking, fenced grounds, and a spacious downstairs utility/workshop area perfect for boating gear, paddleboards, fishing equipment, or hobbies. Perfectly positioned on a canal in the Lower Keys with easy boating access, Rooftop Retreat captures the essence of waterfront living with unforgettable ocean vistas and an inviting coastal atmosphere. Whether you're searching for a private island getaway, a second home, or an exceptional investment opportunity, this property delivers the very best of the Keys lifestyle.

Beds:
3
Baths:
2.00
Sq.Ft.:
834
Status:
Active
MLS#:
A12008608
Type:
Single Family
Subdivision:
CUTTHROAT HARBOR ESTS
Lot size:
0.14 Acres
Year built:
1981
Courtesy: Luxe Properties Judith Exposito 786-370-1950
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ADDITIONAL INFORMATION

Canal-front opportunity in desirable Cudjoe Key! Charming 3-bedroom, 2-bath home with boating access to open water, offering incredible potential for renovation, investment, vacation retreat, or primary residence. Situated in sought-after Cutthroat Harbor Estates on a canal, this property offers the true Florida Keys lifestyle. Ready for updates and priced for buyers looking to add value and make it their own.

Beds:
2
Baths:
2.00
Sq.Ft.:
927
Status:
Active
MLS#:
619868
Type:
Single Family
Subdivision:
Jolly Roger Estates (28.5)
Lot size:
0.15 Acres
Year built:
1980
Courtesy: Keller Williams Realty Premier Properties - Kendall 305-595-2844
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ADDITIONAL INFORMATION

Location, location, location. This home has stunning sunrise and ocean views from this one- of-a kind Open Water property. Picture perfect views from theFrench Doors off of the living room leading onto a sprawling deck overlooking the turquoise water. This home has a pool and is a spacious 2 Bedroom 1.5 Bath with a loft. Dock with 7,000lb. boat lift and storage enclosure.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,500
Status:
Active
MLS#:
619792
Type:
Single Family
Subdivision:
Ramrod Shores (27.0)
Lot size:
0.13 Acres
Year built:
2025
Courtesy: Meyer and Boumerhi Realty LLC 305-587-0268
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ADDITIONAL INFORMATION

NEW CONSTRUCTION! This charming 1,500 sqft home is a true retreat, perfectly positioned in the Lower Keys, just a moments walk from the popular Looe Key Tiki Bar and Boondocks restaurants. Tucked away in a quiet, low-traffic neighborhood, this property offers the ideal combination of peace and convenience, allowing you to embrace the relaxed Keys lifestyle. Inside, you'll find: A spacious, open floor plan that provides ample room to customize and make it your own. Effortless flow between the indoor living areas and the outdoor spaces, making it easy to take full advantage of Florida's year-round sunshine. A huge covered side porch great for entertaining and catching afternoon breeze! Additional features include: A newly constructed home built to the latest codes, ensuring lower insurance rates and added protection from tropical weather. This property seamlessly blends comfort, convenience, and the laid-back Florida Keys lifestyle. Seller's contractor can install pool and downstairs full sized garage, ask for details in pricing. Plans for both already obtained, and permit can be started right away. 12x22 Pool quote for $60,000! 1100 sqft garage for $30,000! Plugged swimming canal, no boating. Tenant occupied, please allow notice to schedule showings. Seller is licensed FL real estate agent.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,196
Status:
Active
MLS#:
619769
Type:
Single Family
Subdivision:
Mates Beach (28.5)
Lot size:
0.34 Acres
Year built:
2019
Courtesy: RE/MAX Keys Connection (KW) 305-296-1400
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ADDITIONAL INFORMATION

Built in 2019 on a Double Lot! This modern home features three (3) bedrooms and two (2) bathrooms, offering everything you need. It's low maintenance yet packed with amenities. Enjoy a pool, a double lot, an extra-long dock, affordable insurance, a quiet, peaceful neighborhood, and excellent fishing opportunities. Step inside to an open-concept design that boasts a bright & fantastic living room and kitchen, both overlooking the pool and canal. Step out into your screened-in porch for lovely backyard views. The primary bedroom is spacious and includes an ensuite bathroom with walk-in shower. Two additional guest bedrooms allow for visitors and family. The pool area is perfection, complete with a charming tiki hut for shade or a spot to enjoy a refreshing drink. Relax by the pool and soak up the Florida Keys sunshine, with plenty of shaded spots for everyone to enjoy. Don't forget the outdoor shower, a must-have in the Florida Keys! This property is elevated/lifted and all windows are impact-rated, ensuring total protection and peace of mind. The double lot is fully graveled and offers ample open space to park all your toys. Speaking of toys, there's approximately a 100' dock available for your watercraft, perfect for those with multiple boats or for welcoming friends and family via the water. Visit 559 Powell Ave in Little Torch Key today; you won't be disappointed!!

Beds:
2
Baths:
2.00
Sq.Ft.:
960
Status:
Active
MLS#:
619732
Type:
Single Family
Subdivision:
Summerland Key Cove (25.0)
Lot size:
0.13 Acres
Year built:
1981
Courtesy: Berkshire Hathaway HomeServices Knight & Gardner Realty 305-294-5155
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ADDITIONAL INFORMATION

Rare opportunity to own a canal-front home directly on the private Summerland Cove Airport--where you can fly in, dock up, and be on open water in minutes. This solid CBS home offers 960 sq ft of elevated living space, currently configured as a spacious 1-bedroom, 1-bath upstairs (originally a 2-bedroom--easily converted back). Downstairs features a fully enclosed, permitted bonus area with an additional full bathroom, plus a one-car garage and storage. Aviation enthusiasts will appreciate airplane tie-downs and a large driveway overlooking the runway, offering true fly-in/fly-out convenience. For boaters, the property delivers 60 feet of concrete seawall, a boat ramp, and a 20,000 lb boat lift with deep water access and no bridges to open water--ideal for both ocean and Gulf access. The home offers a solid foundation and is ready for your personal touch--an excellent opportunity for buyers with vision to elevate and customize their ideal Keys retreat. Additional features include a durable metal roof and expansive front and rear porches designed for outdoor living and entertaining.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,320
Status:
Active
MLS#:
619731
Type:
Single Family
Subdivision:
Breezeswept Bch Est (27.5)
Lot size:
0.13 Acres
Year built:
2025
Courtesy: Expert Realty LLC (HQ) 305-587-7330
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ADDITIONAL INFORMATION

Looking for brand-new waterfront construction with excellent boating access to both the Atlantic and Gulf? This custom home, completed in fall 2025 on the southern end of Ramrod Key, puts you exactly where you want to be; close to deep, open water and far enough from US-1 to enjoy true peace and quiet. Built with hurricane impact-rated construction for added peace of mind, the home offers 3 bedrooms and 2 bathrooms, 9-foot ceilings, and oversized windows and doors that bring in natural light and frame the tropical surroundings. The spacious open living, dining, and kitchen areas flow seamlessly together, creating a comfortable, functional space for everyday living or entertaining. Granite countertops run throughout the kitchen and baths, both bathrooms feature fully tiled showers (no plastic inserts here!), and durable LVP flooring extends throughout the home. Step outside to a generous size balcony, perfect for enjoying the breeze and sunset skies. Boaters will appreciate the quick, deep-water access to open water, while the home's location far from US-1 ensures peace and quiet without road noise (trust me, it makes a difference!). Additional features include all composite decking, downstairs enclosure for storage, covered parking, concrete slab, and ample space for RVs, boat trailers, etc.

Beds:
2
Baths:
2.00
Sq.Ft.:
960
Status:
Active
MLS#:
619710
Type:
Single Family
Subdivision:
Cutthroat Harbor Est (23.0)
Lot size:
0.14 Acres
Year built:
1990
Courtesy: Casa Miami Real Estate 305-345-3315
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ADDITIONAL INFORMATION

Reduced over 100k for a quick sale. Boater's Paradise in Cudjoe Key under 1 million! Bring your boat, jet skis, and sense of adventure! This upgraded two-story coastal retreat is designed for water lovers, featuring over 60 feet of dock space complete with shore power, plumbing, and brand-new dual jet ski davits plus a boat lift -- perfect for launching into the Florida Keys lifestyle. The lower level offers a bonus unit, storage and covered porch. Upstairs, the main residence features a bright, open-concept living space with large impact-resistant windows and doors installed by the previous owners, offering both natural light and storm protection. The home is energy-efficient and move-in ready. Located in a quiet and highly desirable neighborhood in Cudjoe Key, this fully furnished gem is a rare opportunity to own a true Keys boater's dream home. Whether you're an avid fisherman or just looking for the ultimate waterfront lifestyle, this property is a must-see!

Beds:
2
Baths:
2.00
Sq.Ft.:
960
Status:
Active
MLS#:
B26022409
Type:
Other
Subdivision:
CORAL SHORES EST MOBILE HOME SEC 2
Lot size:
0.15 Acres
Year built:
1982
Courtesy: Xcellence 866-595-6025
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ADDITIONAL INFORMATION

Great chance to own waterfront paradise with this elevated double-wide home situated on a rare double lot. Corner lot allows you to enjoy water on two sides of the property (plugged canals) —perfect for swimming, kayaking, paddle boarding, and relaxing by the water. Tucked away on a quiet cul-de-sac with lovely views, this property offers both privacy and charm, enhanced by mature landscaping. Inside, the home has been completely remodeled from top to bottom, providing a fresh, move-in-ready space. There's ample parking for all your needs, including room for an RV or boat trailer. Plus, a community boat ramp is located less than a mile away, making it easy to get out on the water anytime. Don't miss this unique waterfront property with endless potential!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,232
Status:
Active
MLS#:
619679
Type:
Single Family
Subdivision:
Dobie's Sub (24.0)
Lot size:
0.58 Acres
Year built:
2002
Courtesy: Island Real Estate Company Florida Keys 305-395-0696
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ADDITIONAL INFORMATION

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 quintessential Florida Keys lifestyle. The thoughtfully designed home features bright, open-concept living space. Expansive windows, oversized glass doors, and multiple covered porches that flood the interior with natural light while showcasing sweeping ocean views. The chef's kitchen includes stainless steel appliances, tall custom wood cabinetry and generous granite counter space-perfect for entertaining. Outdoors, enjoy your own private resort setting with a custom built in ground lagoon-style pool, cascading waterfall, hot tub, lush mature tropical landscaping, fruit trees, butterfly plants and a poolside tiki hut. Relax under the palms on the beach, or entertain on beautifully paved travertine marble grounds. For boaters, this property is a rare gem. The 62 ft concrete dock offers quick, direct access to both the Ocean and Gulf, along with protected dockage. Features a new 17,000 LB boat lift, 3 additional davits, and approximately 300 ft of bay bottom frontage. This extraordinary oceanfront offering seamlessly blends privacy, tropical elegance, boating convenience, and stunning sunrise-to-sunset views. Walking & biking-Florida Keys Heritage Trail just foot steps away. A private airstrip on the island, excellent local restaurants, and close proximity to both Key West & Marathon make this home ideal for year-round living or a luxurious island escape.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,610
Status:
Active
MLS#:
619662
Type:
Single Family
Subdivision:
Jolly Roger Estates (28.5)
Lot size:
0.14 Acres
Year built:
1995
Courtesy: Coldwell Banker Schmitt Real Estate Co 305-809-1400
View additional info

ADDITIONAL INFORMATION

Stunning 3 Bedroom 2 Bath waterfront retreat in sought-after Jolly Rogers subdivision featuring a deep flow-through canal with quick boating access, a Trex dock, 15,000 lb boat lift, permitted cargo lift. Built for durability and peace of mind with impact windows and doors, Hardie board siding, aluminum railings, and low-maintenance Trex decking throughout, standing seam metal roof. Inside, the home offers vaulted wood ceilings, a spacious upstairs primary suite with his-and-her walk-in closets, vaulted ceilings in the primary bedroom and bath, Berber carpet upstairs, and abundant closet space throughout. The updated 2025 kitchen features granite countertops, deep stainless sink, and new dishwasher, refrigerator, and microwave. Additional highlights include a new 4-ton A/C (2025), washer and dryer, Enjoy outdoor living from the front and rear wraparound porches, plus a screened front porch with fans, Coolaroo shades, and vaulted ceiling. The low-maintenance rock yard is beautifully landscaped with pink frangipani, gorgeous orchids nestled in palm trees, and double bougainvillea. Enclosed garage, and covered parking for two vehicles.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,368
Status:
Active
MLS#:
619645
Type:
Single Family
Subdivision:
Breezeswept Bch Est (27.5)
Lot size:
0.13 Acres
Year built:
1985
Courtesy: Coldwell Banker Schmitt Real Estate Co. 305-743-5181
View additional info

ADDITIONAL INFORMATION

Professional photos coming soon! Welcome to your piece of paradise in Breezeswept Beach Estates, where laid-back island living meets premier canal-frontage. From here, it's an easy cruise to open water--perfect for early morning fishing runs, sunset sails, or spontaneous sandbar days. Inside, this bright and breezy retreat has been thoughtfully updated with stainless steel appliances, sleek Silestone countertops, and warm hickory cabinetry--bringing that effortless coastal style to life. Step outside and the vibe continues: low-maintenance artificial turf and durable Trex decking, ready for paddleboards, kayaks, or just dangling your feet in the water. With 60 feet of concrete seawall, there's plenty of room to dock your boat and head out whenever the mood strikes. A two-car garage and generous downstairs storage mean all your gear--from fishing rods to beach cruisers--has its place. The fully fenced yard offers the perfect setting for private entertaining, backyard barbecues, and easy island nights under the stars. Breezeswept Beach Estates features a voluntary association that fosters a friendly, connected community and maintains a neighborhood website for just $25/year. The only thing missing... is you.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,398
Status:
Active
MLS#:
619637
Type:
Single Family
Subdivision:
Vacation Harbor (19.5)
Lot size:
0.14 Acres
Year built:
1987
Courtesy: Coastal Collection Real Estate Inc. 305-731-7910
View additional info

ADDITIONAL INFORMATION

Recently updated canal-front home in highly desirable Upper Sugarloaf Key with direct boating access to the world famous Florida Keys back-country and Gulf of America. Located at 885 Hawksbill Lane, this waterfront property sits on a 6,120 sq ft lot and features a concrete seawall with boat davits, pavers and a heated swimming pool and spa completed in 2022. Enjoy canal and mangrove views plus easy access for fishing, kayaking, and boating right from your backyard. Inside, the home offers an open-concept living area with soaring 20-foot cathedral ceilings and abundant natural light. The updated kitchen includes Samsung stainless steel appliances, marble countertops, and a breakfast bar, creating a great space for cooking and entertaining. Glass sliders open to a spacious balcony, ideal for sunrise views, outdoor dining, and relaxing by the water. The flexible floor plan includes a large downstairs guest bedroom, an additional upstairs guest bedroom and a generous master suite with water views. Ample parking, a garage, and dedicated space for an RV or boat trailer provide the storage and convenience that Florida Keys boaters are looking for. This move-in-ready canal-front home is located in an upscale coastal community just about 20 minutes from downtown Key West, offering the perfect blend of privacy, waterfront lifestyle, and easy access to restaurants, shopping, and nightlife.

Beds:
2
Baths:
2.00
Sq.Ft.:
864
Status:
Active
MLS#:
619635
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.05 Acres
Year built:
2002
Courtesy: Expert Realty LLC (HQ) 305-587-7330
View additional info

ADDITIONAL INFORMATION

Spectacular peekaboo open water views abound with this updated 2 bed/2 bath canal front home with 35 foot seawall. Located in a gated community with tons of amenities. New kitchen w/Caesar quartz countertops, full backsplash, new stainless steel appliances, Koehler sink, modern, white cabinets with an abundance of storage, including a large center Island. Open concept floor plan with open water views from the dining area and deck, dedicated dining nook and large porch off the dining room complete with balmy breezes and canal views. Large en-suite master bed/bath with ample size guest bed/bath. House comes furnished with a Keys vibe, just bring your swimsuit, your boat and get ready to enjoy the beautiful water and activities in the Florida Keys!

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Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Florida Keys Board of Realtors® Florida Keys MLS, Inc. Real Estate listings held by brokerage firms other than the owner of this site are marked with the MLS logo and detailed information about them includes the name of the listing broker's office. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate.


Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2026 BeachesMLS, Inc.


Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited. © 2026 MIAMI Association of REALTORS®, all rights reserved.




Summerland Key 33042 Real Estate

Summerland Key is located in Florida. Summerland Key, Florida 33042has a population of 6,609. Summerland Key 33042 is less family-centric than the surrounding county with 17.31% of the households containing married families with children. The county average for households married with children is 20.65%.

The median household income in Summerland Key, Florida 33042 is $95,365. The median household income for the surrounding county is $73,153 compared to the national median of $69,021. The median age of people living in Summerland Key 33042 is 50.4 years.

Summerland Key Weather

The average high temperature in July is 89.4 degrees, with an average low temperature in January of 63.4 degrees. The average rainfall is approximately 44.4 inches per year, with 0 inches of snow per year.

Summerland Key Map

Summerland Key Real Estate Market Conditions

  • Median sales price

    $957,500
    26.6%
    change since last quarter
  • # Active listings

    254
    30-day change

Summerland Key Schools and Demographics

Education near Summerland Key, FL

City County
High School Graduates 96.84 92.07
College Degree - 2 year 7.68 7.93
College Degree - 4 year 41.72 35.69
Graduate Degree 10.7 9.88
Expenditures per Student 20,907 20,907
Students per Teacher 14.7 14.7

Elementary Schools near Summerland Key, FL

Grades Students P/T Ratio ZIP
Big Pine Academy PK - 08 177 12.6 33043
Gerald Adams Elementary School PK - 05 544 13.3 33040
Horace O'Bryant School PK - 08 1,059 14.3 33040
Key Largo School PK - 08 847 14.1 33037
Key West Montessori Charter School KG - 08 149 16.6 33040
Monroe Virtual Instruction Program (District Provided) KG - 05 6 33040
Ocean Studies Charter KG - 05 104 11.2 33070
Plantation Key School PK - 08 435 12.8 33070
Poinciana Elementary School PK - 05 663 15.1 33040
Sigsbee Charter School KG - 08 478 17.1 33040
Stanley Switlik Elementary School PK - 05 566 14.2 33050
Sugarloaf School PK - 08 526 15 33042
Treasure Village Montessori Charter School PK - 08 213 14.2 33036

Middle Schools near Summerland Key, FL

Grades Students P/T Ratio ZIP
Glynn Archer Elementary School PK - 05 394 15.8 33040

High Schools near Summerland Key, FL

Grades Students P/T Ratio ZIP
Coral Shores High School 09 - 12 733 17.4 33070
Key West Collegiate School 09 - 12 78 15.3 33040
Key West High School 09 - 12 1,193 16.8 33040

Ungraded Schools near Summerland Key, FL

Grades Students P/T Ratio ZIP
* Keys Center 08 - 12 11 11 33040
Academic Connections for Excellence 06 - 12 11 33040
Adult/Vocational/Community Education AE - AE 0 33040
Hurricane Island Outward Bound 06 - 12 12 33037
Marathon School 06 - 12 667 18.5 33050
Monroe Virtual Academy (Course Offerings) 06 - 12 0 33040
Monroe Virtual Franchise 06 - 12 4 33040
Monroe Virtual Instruction Program KG - 12 0 33040

Demographics near Summerland Key, FL 33042

Zip Code City
Neighborhood Type Small town
Population 6,609 82,244
Population Density 259 84
Median Age 50.4 48
People per Household 2.4 2.4
Median Household Income 95,365 73,153
Average Income per Capita 61,118 50,050

Real estate near Summerland Key