Summerland Key FL Real Estate & Homes for Sale

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Beds:
2
Baths:
1.00
Sq.Ft.:
960
Status:
NEW LISTING
MLS#:
618395
Type:
Single Family
Subdivision:
Summerland Key Cove (25.0)
Lot size:
0.14 Acres
Year built:
1981
Courtesy: Island Real Estate Company Florida Keys
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ADDITIONAL INFORMATION

Waterfront Home in Summerland Key. Quick access to both Ocean & Gulf. Partial open water view. 60' concrete seawall with deep water dockage up to + - 50' Boats. Room for an RV. Great location with a private airstrip on the island. Close to the walking, biking Heritage Trail. Minutes to Key West. Home could use a little TLC. No HOA, No Lock Box. Easy to show. Call today to preview. Please don't walk the property without the listing agent.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,508
Status:
NEW LISTING
MLS#:
618382
Type:
Single Family
Subdivision:
Cudjoe Cove (22.0)
Lot size:
0.05 Acres
Year built:
2000
Courtesy: Coldwell Banker Schmitt Lower Keys (KW) 305-872-3050
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ADDITIONAL INFORMATION

Discover a serene escape nestled in the heart of the Lower Florida Keys. Located in Cudjoe Cove, a boutique gated community of just nine homes, this 3-bedroom, 2-bath conch cottage offers unbeatable views and direct access to the ocean. Built of durable concrete with a standing seam metal roof and impact-rated windows, the home is designed for coastal resilience. A long tropical walkway leads you to your deeded dock equipped with water and electric, giving you effortless ocean access just steps from your door. The interior is light, open, and welcoming, with a focus on bringing the outside in. Enjoy a wraparound porch that frames panoramic views of the Atlantic, while inside you'll find an open floor plan with tile floors and island-inspired charm throughout. The entire second level is dedicated to a spacious primary suite, complete with a cozy sitting area overlooking the sea. Cudjoe Cove offers low HOA dues, a resort-style pool with waterfall, and trailer storage. Just 20 minutes from Key West and moments from restaurants, a marina, and conveniences -- this home is ideal as a full-time residence, a second home, or a vacation getaway.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,203
Status:
NEW LISTING
MLS#:
618377
Type:
Single Family
Subdivision:
Cutthroat Harbor Est (23.0)
Lot size:
0.14 Acres
Year built:
1997
Courtesy: Coldwell Banker Schmitt Lower Keys (KW) 305-872-3050
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ADDITIONAL INFORMATION

Super quick ocean access and 60' of concrete dockage from this 3 Bedroom 2 Bath canal front home located just 2 canals over from open water! Plenty of room for all your toys in the oversized 2-Car Garage with overhead doors on both sides. Inside you will find an open floor plan leading out to a full-length Porch overlooking the water for morning coffee or evening cocktails with family and friends. The spacious Kitchen offers stainless appliances and center island with seating. Porch access is enjoyed from the Primary Suite and Guest Bedroom. Plenty of room to entertain outside on the covered lanai or in the large yard where you will find lots of fruit trees including papaya, key lime, avocado and banana. Metal roof and lots of tropical landscaping complete this Florida Keys home.

Beds:
1
Baths:
1.00
Sq.Ft.:
833
Status:
NEW LISTING
MLS#:
618353
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.05 Acres
Year built:
2004
Courtesy: Coldwell Banker Schmitt RE Co. 305-872-3050
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ADDITIONAL INFORMATION

This charming and meticulously maintained property is perfect for anyone looking to start enjoying the tropical paradise of the Florida Keys. It comes fully furnished with a cozy coastal style and features 1 bedroom, 1 bathroom, and an enclosed patio area with a pull-out bed and living area. The living room is bright and spacious, while the kitchen is open and easily accessible for entertaining on the patio. The garden patio at the entrance is an ideal spot to admire the beautiful mornings and evenings outside.Conveniently located in the popular Venture Out Park, this property offers all the amenities you could want. This includes a ships store, marina with fuel docks, boat ramp, large, heated pool with a saltwater filtration system, spa, showers, kiddie pool, tennis courts, pickleball courts, and even a post office, all within a secure, guard-gated entrance. Additionally, Venture Out allows for daily, weekly, and monthly rentals, making it a true paradise!

Beds:
5
Baths:
6.00
Sq.Ft.:
3,000
Status:
NEW LISTING
MLS#:
618350
Type:
Single Family
Subdivision:
Summerland Key Cove (25.0)
Lot size:
0.23 Acres
Year built:
1977
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
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ADDITIONAL INFORMATION

Welcome to an unparalleled coastal lifestyle, where modern luxury meets the ultimate boater's paradise. This extraordinary compound, nestled along a prime stretch of the Florida Keys waterfront, has been completely reimagined for the discerning owner who demands both sophisticated living spaces and robust functionality. This pristine oceanfront estate is situated on a manicured one-acre gated parcel with unobstructed water views whereby the view is the daily art. The main residence has undergone a high-end, bespoke remodel focused entirely on the surrounding seascape. The interior architecture is a masterclass in biophilic design. Inside the main residence features four spacious bedrooms each with a private ensuite bathroom, three full and one half on the main level, and the primary bedroom with an open office on the second level. Dual level laundry for convenience. The property's functionality extends to a private guest cottage--complete with its own kitchen and laundry that provides one bedroom, bathroom, and a ground level utility room. The property is a mariner's dream, featuring an exceptional infrastructure, from the concrete dockage with ramp and three boat lifts, headlined by a massive 120,000 lb Hi-Tide 8-post lift with concrete piling. Too many features to list, however, adding to its exclusivity, the property is located on Summerland Key that features a nearby private airstrip and bike path. Every day brings a new masterpiece of scenery with mesmerizing water colors that shift under breathtaking sunrise and sunset views. Peaceful yet dramatic. This estate perfectly balances world-class marine with the finest, serene island comforts. This is more than a home; it's a self-contained luxury ecosystem built for the ultimate Florida Keys lifestyle.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,280
Status:
NEW LISTING
MLS#:
618340
Type:
Single Family
Subdivision:
Jolly Roger Estates (28.5)
Lot size:
0.14 Acres
Year built:
2001
Courtesy: Lokation Real Estate 954-545-5583
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ADDITIONAL INFORMATION

Welcome to this beautifully updated canal-front home in the highly desirable Jolly Roger Estates on Little Torch Key! Offering 3 bedrooms, 2 baths, 1,170 sq ft of living space plus a 110 sq ft flex/office area, this meticulously maintained waterfront home features a desirable split floor plan with an open layout, remodeled kitchen with quartz countertops and LG ThinQ refrigerator and range, large pantry/storage closet, extra built-in cabinets, updated bathrooms with new vanities, fixtures and flooring, new light fixtures and ceiling fans, new luxury vinyl plank flooring throughout, office/flex space overlooking the canal, master suite w/ huge 9'x7' closet, guest room with built-in queen Murphy bed and storage, multiple washer/dryer hookups, and five individual mini-split A/C units for room-by-room comfort. Outdoor features include a metal roof (2017), 60' concrete seawall with 14,000 lb boat lift, deep and wide flow-through canals, no bridges to open water with an under five-minute idle zone out, large outdoor bar and kitchen with built-in KitchenAid grill, screened porch, outdoor shower, privacy-fenced yard, large storage area, oversized parking, 50 amp RV hookup, generator-ready setup, and plenty of room for a pool. Enjoy endless sunset views over the protected salt ponds with no front neighbors (ever!) and an east-facing backyard perfect for sunrise coffees and cooler afternoons! Ideal as a primary residence, vacation home, or investment. Low-cost transferable flood insurance available. Owner is a licensed Florida Realtor(r). No sign on property.

Beds:
2
Baths:
2.00
Sq.Ft.:
816
Status:
NEW LISTING
MLS#:
618300
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.05 Acres
Year built:
1994
Courtesy: Bluescape Real Estate 305-375-3799
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ADDITIONAL INFORMATION

Canal-front Paradise Awaits! Incredible view from your back deck!Unit 453 in Venture Out.Experience the epitome of waterfront Florida Keys living in this charming two-bedroom, two-bathroom mid-rise mobile home nestled within an exclusive gated community.This beautiful canal front home boasts:* Prime Canal front Location: Enjoy direct access to the water from your private 17 ft seawall.* Community Boat Ramp and boat washdown station.* Community Amenities: Indulge in a resort-style lifestyle with access to a huge heated pool, spa, clubhouse, pickleball courts, tennis courts, basketball courts, bocce courts, ocean swimming area and more!* Well-Maintained: This home has been very well cared for and updated and is ready for you to move in and enjoy.* Gated Community: Cruise around the property in your golf cart to the community store or to join in on the numerous community activities.Live with peace of mind in a secure and exclusive gated community.Don't miss this rare opportunity to own a piece of paradise!* Exclusivity: The gated community adds a sense of security and prestige.* Nightly Rentals Allowed!* Excellent rental income potential!!

Beds:
1
Baths:
1.00
Sq.Ft.:
690
Status:
NEW LISTING
MLS#:
618299
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.05 Acres
Year built:
1976
Courtesy: Expert Realty LLC (HQ) 305-587-7330
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ADDITIONAL INFORMATION

Welcome to your slice of Paradise in the florida Keys! This cozy one bed/one bath mobile home is located in the highly desirable Venture Out gated community on Cudjoe Key. Thoughtfully designed and fully furnished, this home comfortably sleeps four and is in move-in ready. Enjoy the bright and inviting Florida room featuring durable Hardie board siding, along with a covered tile patio outback, perfect for relaxing after a day on the water. Additional features include central A/C, a brand-new refrigerator, washer, dryer, and a fully equipped eat in kitchen.Venture Out is a private, oceanfront residential condominium community offering 24 gated security with an incredible list of amenities. Residents and guests enjoy an oceanfront heated saltwater pool, jacuzzi, large marina with fuel dock, ships store and boat launch, pickleball and tennis courts, basketball, bocce, playground and kids pool, plus an active calendar for community events. This property allows transient rentals with daily rentals permitted, making it an excellent investment opportunity or vacation getaway. Additional perks include parking for one vehicle, no age restrictions and two pets allowed. Conveniently located just 19 miles from the vibrant city of Key West, where you'll have easy access to world class dining, entertainment and island adventures.

Beds:
2
Baths:
1.00
Sq.Ft.:
672
Status:
NEW LISTING
MLS#:
618297
Type:
Mobile Home
Subdivision:
Ladies Acre, The (28.5)
Lot size:
0.14 Acres
Year built:
1971
Courtesy: Keller Williams Capital Realty - Coral Gables
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ADDITIONAL INFORMATION

Opportunity to purchase for land value in Little Torch Key. Large lot with existing mobile home on site that is not habitable. Property is being marketed as land only. Lot is zoned IS (Improved Subdivision District), which typically allows for single-family residential construction subject to Monroe County Land Development Code and applicable ROGO requirements. Conveniently located less than 5 minutes from a public boat ramp. Buyer to verify zoning, building rights, and development potential with Monroe County. Do not enter structure. Sold AS-IS.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,645
Status:
NEW LISTING
MLS#:
618295
Type:
Single Family
Subdivision:
Cudjoe Gardens (21.0)
Lot size:
0.27 Acres
Year built:
1995
Courtesy: Coldwell Banker Schmitt Lower Keys (KW) 305-872-3050
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ADDITIONAL INFORMATION

Exceptional waterfront living awaits at 56 Colson Drive in Cudjoe Gardens on Cudjoe Key--a fully renovated 3 Bedroom 2 Bathroom home offering 1,645 sq. ft. of thoughtfully planned interior space on a sprawling 11,900 sq. ft. lot. Built with CBS construction and impact doors and windows, this property combines durability with modern coastal appeal and is designed to take full advantage of the Florida Keys lifestyle. The inviting interior showcases a desirable split floor plan with a spacious Great Room that is highlighted by a gorgeous Chef's Kitchen boasting beautiful quartz counters, Viking gas stove, stainless appliances and a large center island with seating for four, as well as a separate dining area for meals and gatherings. Outside, enjoy abundant outdoor space including a newly built pool and lots of room to entertain in the sunshine on the large lanai. Boaters will love the incredible waterfront featuring 100 feet of concrete dockage, a 15,000 lb and a 10,000 lb boat lift all offering quick and easy access to open water. Plenty of room for all of your toys in the attached garage or on the large gated yard. New AC was installed just a few months ago. Cudjoe Gardens is an upscale waterfront community just 20 minutes outside of Key West where ground level homes are above base flood elevation, a rarity in the Florida Keys, and is home to the Cudjoe Gardens Marina offering fuel, bait, refreshments and boat ramp and The Bent Prop waterfront restaurant. This is an ideal property for full-time living (no steps to climb!), a second home, or the ultimate boating retreat.

Open House:

Saturday, 1/31 1:00-5:00PM

More Open House Info >

Beds:
3
Baths:
3.00
Sq.Ft.:
2,022
Status:
NEW LISTING
MLS#:
618272
Type:
Single Family
Subdivision:
Summerland Cove Isle (25.5)
Lot size:
0.17 Acres
Year built:
1974
Courtesy: Realty Executives Florida Keys Summerland Branch 305-440-3250
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ADDITIONAL INFORMATION

This 3-bedroom, 3-bath concrete fortress on a deep water canal (5' draft) is located in the highly sought-after Summerland Cove with quick access to both the Gulf and Atlantic--just a 15-minute boat ride to open ocean--this home is a true boater's paradise. Additionally, enjoy Airstrip rights as part of the Summerland Airport community. Set on a generous 75' x 100' corner lot, the property offers exceptional dockage, thoughtful upgrades, and wonderful potential to further customize your Keys dream home.Designed for the boating lifestyle, featuring:A 50' wide deep-water canal allows for larger boats15,000 lb boat lift, two-8,000 lb davits, and 75 ft seawall with swim ladderA concrete boat launch that has been decked for easy access. Parking for 5 vehicles with a three-bay carport + Garage / Workshop space with full bath and 11' ceiling heightRV Parking with 45' concrete runnersA 75' x 100' corner lot with plenty of room for a poolPull in the garage, protected from the rain and bring your groceries up the inside stairwell.Inside, you'll find a welcoming blend of coastal charm and modern updates:Renovated kitchen with stainless steel appliances and built in double drawer freezerAir-conditioned screened porch with sunrise viewsBuilt-in propane pizza oven with vent -- perfect for entertainingNew water heater (2025), new epoxy walkway flooring (2025), and unique aluminum railings (2025)Recent exterior paint, metal roof (2018), hurricane shutters, and hurricane-impact windows to be installed prior to closingAirport communityAs a final bonus, a Key West 244 Bluewater center console with 250 Suzuki is available for separate purchase -- making it even easier to step straight into the Keys boating lifestyle.This is a rare opportunity to own a beautiful home in one of the Lower Keys' most desirable neighborhood.Seller is Licensed Florida Realtor and listing agent

Beds:
2
Baths:
1.00
Sq.Ft.:
832
Status:
NEW LISTING
MLS#:
618266
Type:
Single Family
Subdivision:
Breezeswept Bch Est (27.5)
Lot size:
0.14 Acres
Year built:
1980
Courtesy: Island Welcome Real Estate 305-923-9161
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ADDITIONAL INFORMATION

Welcome to 27438 Haiti Ln, Ramrod Key, a canal-front retreat offering the ultimate Florida Keys lifestyle. Situated on a peaceful canal with convenient boating access, this property is ideal for water lovers and those seeking a relaxing island escape. A cargo lift makes transporting supplies effortless, and additional storage ensures plenty of room for all your gear.Start your mornings on the open, screened-in porch, sipping coffee as gentle breezes roll in and the water glistens just steps away. The outdoor living space invites you to slow down, unwind, and fully embrace the laid-back rhythm of the Keys.Whether you're boating, fishing, or simply enjoying the serenity of canal-front living, this home offers the perfect setting for coastal living. With vacation rental potential, it's well-suited as a personal getaway, income-producing investment, or full-time residence.Located in the heart of Ramrod Key, you're just minutes from world-class fishing, diving, and island-style dining, while still enjoying the quiet charm of a desirable Lower Keys neighborhood.This is your opportunity to own a slice of paradise--where mornings begin with coffee by the water and every day feels like a vacation.Note: Hurricane windows & doors. But 2 windows are not hurricane standard, they have shutters instead.

Beds:
2
Baths:
2.00
Sq.Ft.:
816
Status:
Active
MLS#:
618239
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.07 Acres
Year built:
1994
Courtesy: Expert Realty LLC (HQ) 305-587-7330
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ADDITIONAL INFORMATION

This Truly Spectacular Oceanfront Property offers the ultimate waterfront lifestyle and is a one of a kind, featuring an impressive 98' seawall. Designed to capture the best of coastal living, the property combines 72' of concrete seawall along a protected canal with 26' of direct Atlantic Ocean Frontage, delivering both tranquility and open-ocean beauty. A waterfront lovers dream, the canal side is fully equipped with six heavy duty dock posts and cleats, ideal for boating, fishing, and easy water access. This beautifully maintained home features two bedrooms and two full bathrooms, with tile flooring throughout, a metal roof, central air conditioning and abundant storage. The bright, open interior is surrounded by windows galore in the living area, perfectly framing the stunning outdoor scenery and flooding the home with natural light. The primary bedroom opens directly to a large covered porch, where you can wake up to breathtaking sunrises over the Atlantic. Outside, enjoy a spacious patio perfect for evening gatherings, moonrises and watching the incredible sealife. Additional features include accordion shutters and a full line of appliances, making this home as functional as it is beautiful.Located in Venture Out on Cudjoe Key, a private and gated community. Residents enjoy 24 hr gated security and patrol, two pets allowed and transient rentals permitted.The community amenities are unmatched and include: Oceanfront heated saltwater pool, hot tub, marina with ship store, fuel dock, two boat ramps, two tennis courts, two pickleball courts, basketball, bocce ball and playground for the kids. This is a rare opportunity to find your happy place in paradise.

Open House:

Saturday, 1/31 11:00-2:00PM

More Open House Info >

Beds:
2
Baths:
2.00
Sq.Ft.:
1,060
Status:
Active
MLS#:
618229
Type:
Single Family
Subdivision:
Snug Harbor Sub (25.0)
Lot size:
0.09 Acres
Year built:
1983
Courtesy: Home Sold Realty, LLC 833-700-2782
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ADDITIONAL INFORMATION

Location, Location and Location Enter the Palm Tree Stained-glass Impact door to 24-inch Travertine floors and Nine-foot ceilings throughout. The Master Bedroom has double French doors With a Tropical Stained-glass Floral Design. 1060 sq-ft 2 Bedroom 2 Bath, nine-foot ceilings, All Travertine/Tile Bathrooms with Skylights, heaters and extra storage, finished closets and two waterside triple sliders. A Beautifully Appointed Canal Front Fortress. All Concrete: Floors, Walls, Stairs, Walk Around, Ramp, Driveway, Deck and Seawall. All Glazed and Insulated Impact windows. A mile from the Highway, 600' to open water. Many Extras Including: Screened 40 x 8 Porch, Power Metal Roof Stainless Appliances, Granit Counters/ Backsplashes, Solid wood Cabinets Built in 30 Cubic Ft. Sub Zero Refrigerator/ Freezer 8-foot-long Granit Center Kitchen Island with Full Storage Multiple Individually Switched/ Dimmed Lights, receptacles and fans. 500 Gallon Cistern tank with collection, pump and multi point distribution 2 - 4500 lb. Fully Operational Davits for up to a 24-foot boat on the deck EIGHT-foot Boat/ SUP/ Kayak Ramp Carport Shade Roll Out Shade Awnings Fish Station with Water and Electric. AND... over 450 Sq. Ft. of Enclosed Space on the Ground Level

Beds:
1
Baths:
1.00
Sq.Ft.:
672
Status:
Active
MLS#:
618228
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.05 Acres
Year built:
1975
Courtesy: Bluescape Real Estate 305-375-3799
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ADDITIONAL INFORMATION

Canal-front opportunity in Venture Out! This 1 bedroom / 1 bath property offers a 17' seawall and endless potential for future use. Whether you're envisioning a personal Keys retreat or re-imagining the space as an RV lot, this property provides flexibility in a highly desirable, gated waterfront community. Enjoy all Venture Out amenities including marina access, boat ramp, pools, recreational facilities, and 24-hour security. A great chance to create your own slice of island living.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,440
Status:
Active
MLS#:
618209
Type:
Single Family
Subdivision:
Summerland Cove Isle (25.5)
Lot size:
0.18 Acres
Year built:
1980
Courtesy: Berkshire Hathaway HomeServices Knight & Gardner Realty 305-294-5155
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ADDITIONAL INFORMATION

Rare Yacht-Ready Waterfront? It doesn't get better than this in the Lower Florida Keys! Embraced by the emerald waters of the American Caribbean, pristine, wide and flow-through canals, and nearly 200 feet of concrete seawall sits this extraordinary opportunity to own prime waterfront. A prized combination coveted by the most discerning boating enthusiasts. Sitting on an oversized 7,900 sq. ft. lot, the home features 4 bedrooms and 2.5 baths, with decks on every side capturing breezes and Atlantic glimpses from above. The outdoor space is all about lifestyle -- a sparkling pool with new equipment, multiple new tiki huts, brand-new fillet table, and 17,000 lb. boat lift with new motors alongside 7,500 lb. davits. Whether you're rinsing off the day's catch or gathering with friends, it's built for Keys living at its best.The refreshed interior provides modern bathroom finishes, impact-rated windows and doors, Hardie board siding, all under a metal roof -- solid, stylish, and ready for the elements. Recent structural upgrades add peace of mind, while the open layout keeps the vibe easy and coastal.It's the kind of place where mornings start with coffee by the water, and evenings end with the glow of sunset off the decks. Private, solid, and made for the salt life -- where the only traffic are boats and sea life - a move-in-ready retreat today, and the foundation for an exceptional waterfront estate tomorrow.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,660
Status:
Active
MLS#:
618184
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.77 Acres
Year built:
1981
Courtesy: Coldwell Banker Schmitt Lower Keys (KW) 305-872-3050
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ADDITIONAL INFORMATION

Introducing Blue Sky Pointe - the crown jewel of Sugarloaf Key. Perched on a gated 33,750 sq. ft. peninsula with approximately 730 feet of waterfront, this spectacular 4 Bed, 3.5 Bath modern coastal showpiece is surrounded by glistening water and enjoys Keys famous sunset views over Sugarloaf Sound.Fully renovated with premium craftsmanship, the home features a standing seam metal roof, PGT impact windows/doors, and Hardi board siding. Inside, enjoy a sunlit open-concept floor plan with soaring ceilings, a gourmet kitchen with quartz counters, premium stainless appliances, gas stove, a hidden butler's pantry, and a waterfront Bedroom wing, all oriented to frame the water from every room. Step outside and immerse yourself in resort-style living with a heated and chilled waterfront pool, soothing spa, hot tub, invigorating cold plunge, and a fire pit encircled by flickering tiki torches to gather with friends and family while sipping cocktails as the sun melts into the horizon. Lounge on the expansive covered porch while enjoying views of the peaceful nature preserve for incredible bird watching, and a setting that offers total privacy and serenity. Boaters will love the protected canal access with 2 boat lifts (8K & 12K lbs), just minutes from open water. Additional features include a 4-car garage with EV charger, covered RV Tiki with 50 amp service, whole-house 35kW generator (750-gal tank), whole house water softening system and Sonos throughout, including garage and outdoor zones. Whether you're seeking a private sanctuary, a trophy lot, or the ultimate Florida Keys lifestyle, Blue Sky Pointe delivers. This is the most premiere lot on Sugarloaf Key -- a once-in-a-lifetime opportunity.

Beds:
2
Baths:
2.00
Sq.Ft.:
816
Status:
Active
MLS#:
618106
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.05 Acres
Year built:
1985
Courtesy: Bluescape Real Estate 305-375-3799
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ADDITIONAL INFORMATION

This is the house for your boat!ENDLESS OCEANFRONT LIVING - 47' SEAWALLWake up every morning to sweeping sunrises & unobstructed views of the turquoise Atlantic at this extraordinary one-of-a-kind, oceanfront residence. The 'Crown Jewel of the Ocean' located just 19 miles from Key West, this beautifully appointed 2-bedroom, 2-bath mid-rise home offers front-row seats to the water & an unmatched boating lifestyle.Designed with serious boaters in mind, the property features a 47-foot concrete seawall with over 4 feet of control depth, allowing for larger vessels. The dock is fully equipped with heavy-duty padded dock posts, cleats, a fish cleaning table, swim ladder, & mooring whips, with quick & easy access to BOTH the Atlantic Ocean & the Gulf in just minutes.Inside, the home is bright, spacious, & impeccably maintained. The open living area is framed by oversized hurricane impact windows, flooding the space with natural light while showcasing stunning, unobstructed Atlantic Ocean views. Inside is a relaxed coastal atmosphere while maintaining a clean, sophisticated feel.The fully updated kitchen features white cabinetry, stainless steel appliances, Corian countertops, & a translucent glass tile backsplash. The home was completely remodeled in 2016, with every detail thoughtfully updated, & new AC systems installed in 2024.Step out from the living area onto a large covered oceanfront porch, an ideal setting for entertaining, dining, or simply watching dolphins play & pelicans glide by.The primary suite offers generous storage & a private en-suite bath with an oversized tiled walk-in shower featuring double shower heads & a built-in bench. The guest bedroom enjoys convenient access to the second full bathroom, which mirrors the same high-end tiled walk-in shower. The community amenities elevate the lifestyle even further with a massive saltwater swimming pool overlooking the ocean, a community marina with fuel station, boat ramp, & on-site boat wash.

Beds:
4
Baths:
4.00
Sq.Ft.:
1,804
Status:
Active
MLS#:
618105
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.26 Acres
Year built:
1985
Courtesy: The Agency Florida Keys 305-916-1105
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ADDITIONAL INFORMATION

Stunning open water views from this fabulous waterfront home! A truly rare and highly coveted point lot on prestigious Sugarloaf Key, offering breathtaking panoramic open water views, exceptional privacy, and unmatched boating access. These point lots are extremely limited and among the most sought-after properties on Sugarloaf, prized for their expansive water frontage and commanding views of sunrise, sunset, and moonrise. Set on a massive, fenced, and lushly landscaped lot, this extraordinary waterfront retreat enjoys no bridges to open water, making it ideal for boaters with T-tops and tuna towers. The open water side remains unobstructed, while the canal side features three boat lifts a"a 10,000-lb lift, a 5,000-lb lift, and a 5,000-lb jet ski lifta"thoughtfully positioned to preserve the spectacular open water views. The private sandy beach is perfect for launching paddleboards, kayaks, and water toys, while the pool creates a serene resort-style setting for relaxation and entertaining. The property is configured as a charming coastal compound, featuring a main residence with 2 bedrooms and 2 bathrooms, complemented by two separate studio cottages, each with its own bathrooma"ideal for guests, extended family, or a private retreat feel. Nestled within a quiet, upscale waterfront neighborhood, Sugarloaf Shores is known for its pristine canals, biking and hiking trails, and relaxed island atmosphere, all while being just minutes to shops and restaurants and only 20 minutes from the magic of Key West. This is an incredible opportunity to own one of Sugarloaf Key's most exceptional and rare point lotsa"where privacy, open water beauty, and effortless boating come together in perfect harmony.

Open House:

Friday, 1/30 11:00-1:00PM

More Open House Info >

Beds:
2
Baths:
2.00
Sq.Ft.:
1,175
Status:
Active
MLS#:
618103
Type:
Single Family
Subdivision:
Misc Little Torch KE (28.0)
Lot size:
2.38 Acres
Year built:
1991
Courtesy: KeyIsle Realty 305-923-6159
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ADDITIONAL INFORMATION

***OPEN HOUSE*** Friday January 30th 11am-1pm. Location Location Location! This property offers lots of space, tons of privacy and stunning views. This home is situated on 2.38 acres of land with breathtaking open water views. Walk on to your newly refinished composite stairs to a walk around porch. Making access to the exterior of the home super easy. Interior layout is a large open floor plan living room with an abundance of space for entertaining or just relaxing. The lovely kitchen boasts plenty of cabinets, an eat in island, stainless steel appliances and granite countertops. The main living area seamlessly flows to large sliding glass pocket doors onto your 50' covered tiled porch. Where you can experience the open water view. Just a few paces down the hall the master suite shares the same spectacular view. Additional highlights include the laundry room on the porch with space for extra storage. Downstairs, a storage enclosure provides ample space for fishing gear, bicycles and all your extras. There is also plenty of covered parking beneath the house keeping vehicles cool and shaded. The yard provides more than enough room for your RV, boat and all your other toys. Add a pool and tiki hut to make this your tropical oasis. RV hookup is also available on the property. Located on a very quiet road with only one neighbor. You are just minutes from a public boat ramp, local restaurants, and a shopping center. Don't miss out on this rare opportunity to own your own generous amount of private property in the Florida Keys.

Beds:
1
Baths:
1.00
Sq.Ft.:
668
Status:
Active
MLS#:
618098
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.05 Acres
Year built:
1989
Courtesy: Bluescape Real Estate 305-375-3799
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ADDITIONAL INFORMATION

Ocean-View Retreat in Gated Waterfront Community on Cudjoe Key!NIGHTLY RENTALS ALLOWEDWelcome to your slice of paradise in the heart of the Florida Keys. This well-maintained 1-bedroom, 1-bathroom waterfront home is located inside the highly desirable, gated community of Venture Out, offering ocean views, direct boating access, and a plethora of amenities just steps away.The home features thoughtful upgrades throughout, including a new roof (2018), new AC (2020), and a new hot water heater (2025). All windows are newer impact-resistant. There are also Bahama shutters and powder-coated panels for both style and storm protection. Mobile home tie-downs have also been redone for added peace of mind.Outside, enjoy a 35-foot concrete seawall with dock whips, ideal for boaters, plus a concrete slab beneath the home that provides excellent additional storage space. Whether you're storing gear, kayaks, or all the toys that come with Keys living, you'll appreciate the functionality.The community amenities elevate the lifestyle even further. Residents enjoy a massive saltwater swimming pool overlooking the ocean, a community marina with fuel station, boat ramp, and on-site boat wash-down. Sports lovers will appreciate lighted tennis courts, pickleball, basketball, and bocce courts, while the recreation hall and pavilion host regular activities and events. The neighborhood is golf-cart friendly, making it easy to get around and soak in the surroundings.This location is a dream for anglers and boaters, offering some of the best fishing on Cudjoe Key, with quick access to the backcountry, offshore waters, and the Atlantic Ocean.Whether you're searching for a vacation home, a rental investment, or a full-time residence, this property delivers the complete Florida Keys lifestyle in one exceptional package.Schedule your private showing today and see why this location, this community, and this home are so special.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,320
Status:
Active
MLS#:
618087
Type:
Single Family
Subdivision:
Jolly Roger Estates (28.5)
Lot size:
0.14 Acres
Year built:
2025
Courtesy: Meyer and Boumerhi Realty LLC
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ADDITIONAL INFORMATION

**PRICE INCREASE REFLECTS INSTALLATION OF 8'X20' SWIMMING POOL, TO BE COMPLETED BY SUMMER 2026.***Escape to paradise with this incredible waterfront property located on a deep boating canal in the heart of the Lower Florida Keys. Perfectly suited for boating enthusiasts and water lovers, this home offers dockage and a boat lift, and direct, easy access to the open waters of the Atlantic Ocean and Gulf of Mexico, making it a dream come true for those who enjoy fishing, cruising, or simply relaxing by the water. Featuring a spacious layout with multiple outdoor living areas (around 540 sqft of porches), this property is designed to maximize your waterfront lifestyle. Enjoy breathtaking sunset views over the salt ponds, tranquil breezes, and the peaceful surroundings of this serene neighborhood. Whether you're looking for a weekend getaway or a year-round retreat, this is the ultimate location for enjoying all that the Florida Keys have to offer. Built to the latest building code, this home provides peace of mind with robust construction that makes insurance a breeze - the lowest rates possible. 15,000 pound boat lift, perfect for any kind of boating needs! Long term rental. Tenant occupied.

Beds:
5
Baths:
5.00
Sq.Ft.:
3,700
Status:
Active
MLS#:
618059
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.23 Acres
Year built:
2026
Courtesy: Expert Realty LLC (HQ) 305-587-7330
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ADDITIONAL INFORMATION

Modern luxury seamlessly blends with relaxed tropical living in this oversized, brand-new construction home located on Sugarloaf Key. This elevated three-story residence features 5 bedrooms and 5 bathrooms all en suite, offering approximately 3,700 square feet of thoughtfully designed living space on a 10,000-square-foot lot. Designed with both lifestyle and functionality in mind, the home showcases top-of-the-line Sub-Zero and Wolf appliances, a full Smart Home system, and the largest residential elevator permitted, providing effortless access between levels. An enclosed garage and expansive storage areas beneath the home offer ample space for vehicles, toys, and fishing gear. The outdoor living is equally impressive. A large private heated pool sits along the side of the home, surrounded by artificial turf, professional landscape lighting, and outdoor speakers, creating a serene tropical setting ideal for entertaining or unwinding in complete privacy. Boaters will appreciate the 100 feet of canal frontage with a 3-foot control depth, making this an ideal property for everything from offshore fishing adventures to relaxed sandbar cruising. Whether you're a serious angler or simply enjoy life on the water, this home delivers. Just 20 minutes from Key West, Sugarloaf offers the perfect balance of convenience and tranquility--close enough to enjoy the energy of downtown, yet far enough to experience true seclusion. This exceptional waterfront home is a rare opportunity and a must-see. Listing Broker Owned / Interest.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,344
Status:
Active
MLS#:
618057
Type:
Single Family
Subdivision:
Cutthroat Harbor Est (23.0)
Lot size:
0.21 Acres
Year built:
1998
Courtesy: Coldwell Banker Schmitt RE Co. 305-872-3050
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ADDITIONAL INFORMATION

Are you dreaming of your own personal paradise? Look no further than this stunning property in the highly sought after Cutthroat Harbor Estates. With features that check off every box on your list, this home is truly a gem. Enjoy the luxury of CBS construction and a spacious 9000 sq. ft. lot. The 65' dock has been newly resurfaced with composite decking and comes equipped with a 10k lb boat lift and Jet ski dock. Take a dip in the heated pool with a saltwater filtration system and relax under the 10 x 16' thatched tiki hut overlooking the canal. Enjoy evenings by the firepit on the beach area or rinse off in the outdoor shower with hot/cold water. Take in the stunning sunset views from the 35' high observation deck while sipping on a drink during happy hour. You'll love the beautiful landscape, including a Zen garden, and the convenience of a circular drive with pavers and plenty of parking space under the house. Other features include a new metal roof (2017), glass outside elevator, and a large storage room. With easy access to world-class fishing and diving, this property won't last long!

Beds:
2
Baths:
1.00
Sq.Ft.:
415
Status:
Active
MLS#:
618053
Type:
Single Family
Subdivision:
Cudjoe Acres (21.5)
Lot size:
1.01 Acres
Year built:
1975
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
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ADDITIONAL INFORMATION

Acre of Privacy, your Keys cottage/bungalow in the woods. Artist retreat, man cave or maybe just because you love privacy and want an escape. Horse stables nearby and you can ride horses in this area. Connected to the house by sidewalk and decking is a Screen porch 13 X 18 plus a storge room 9 X 12. Additionally, there are 2 carports, 3 sheds. Space in yard to park your cars, boats, RV. Property is 'Rogo Exempt' if you want to build new and create your own dreams. Zoning allows for weekly rentals. Flood zone is AE 9, tier 1. Owner does not carry ins. Connected to central sewer, has grinder pump. 20 min to Key West. Boat ramp at end of Blimp road. NO 'owner finance'. Cash buyers, with proof of funds. Being sold ''As Is'' No trespassing. Showings by appointment. Pets on property. Price is not negotiable owner is selling AS IS and not doing anything to it. Title ins. to buyer.

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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.




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

    $900,000
    26.6%
    change since last quarter
  • # Active listings

    258
    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