Summerland Key FL Real Estate & Homes for Sale

181 Properties Found

Sort Results:
1–25 of 181 properties displayed
Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 of 8    Prev | Next
Beds:
2
Baths:
2.00
Sq.Ft.:
816
Status:
NEW LISTING
MLS#:
618979
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.05 Acres
Year built:
1993
Courtesy: Bluescape Real Estate 305-375-3799
View additional info

ADDITIONAL INFORMATION

Owner says ''Bring All Offers''Charming Coastal Retreat: 2 Bedroom, 2 Bath home with 35' concrete seawall. Nightly Rentals allowed.Welcome to your perfect getaway or investment opportunity! This delightful home built in 1993, offers 816 sq. ft. of comfortable living space, fully furnished and turn-key, making it an ideal choice for both relaxation and income generation. Step inside to discover a cozy and inviting interior, complete with all the essentials for a seamless transition. The open-concept living area flows effortlessly, providing a warm atmosphere for gatherings or quiet evenings. Outside, you'll find a concrete seawall, perfect for fishing enthusiasts and water lovers alike. The included fish cleaning station makes it easy to prepare your catch right at home. With ample outdoor storage space underneath the house, you'll have plenty of room for kayaks, fishing gear, or seasonal decorations. Located in a prime area that allows for nightly rentals, this property is not only a fantastic home but also a lucrative investment opportunity. Whether you're looking to enjoy your own slice of paradise or generate rental income, this home has it all. Don't miss your chance to own this charming coastal retreat. As part of the Venture Out community, you'll enjoy an array of amenities at your doorstep. Dip into the massive saltwater swimming pool overlooking the ocean, or take advantage of the marina store and fuel station. Sports enthusiasts will love the two lighted tennis courts, pickleball, basketball, and bocce courts. The recreation hall and community pavilion host a variety of activities and events, making it easy to connect with neighbors and make new friends. This golf cart-friendly community also features a boat ramp, giving you direct access to the stunning waters of the Florida Keys. Whether you're looking for a vacation home, rental investment, or a permanent paradise, this property has it all!

Beds:
2
Baths:
1.00
Sq.Ft.:
768
Status:
NEW LISTING
MLS#:
618961
Type:
Single Family
Subdivision:
Torchwood West (25.5)
Lot size:
0.28 Acres
Year built:
1977
Courtesy: Island Welcome Real Estate 305-923-9161
View additional info

ADDITIONAL INFORMATION

Charming 2 bed, 1 bath home in Big Torch Key featuring hardiplank siding, impact windows throughout, and a metal roof. The 12,000 sq ft lot offers 120 ft of waterfront, including 60 ft along the canal cleared for dockage. The spacious yard provides room to add a pool, tiki hut, outdoor entertaining areas, and still have ample space for boat, trailer or RV parking. Located on a deep-water canal with boating access to both the Gulf and Atlantic via Niles Channel. This home is a great opportunity to enjoy the Lower Keys boating lifestyle with convenient water access at an attainable price point.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,440
Status:
NEW LISTING
MLS#:
A11977423
Type:
Single Family
Subdivision:
CUTTHROAT HARBOR ESTS
Lot size:
0.16 Acres
Year built:
1982
Courtesy: Coldwell Banker Schmitt R.E. Lauren Dunn 305-394-3717
View additional info

ADDITIONAL INFORMATION

This striking 4-bedroom, 3-bathroom home is a testament to coastal architecture, blending rustic design with open, light-filled living spaces that showcase a breathtaking oceanfront setting. Situated on a double lot totaling .32 acres, the property offers an impressive 120 feet of frontage overlooking Cudjoe Bay—creating a rare and commanding presence along the shoreline. Broad covered balconies and generous outdoor living spaces capture the essence of Keys waterfront living, while large impact glass doors and windows frame sweeping ocean views and invite natural light throughout. Soaring ceilings with dark wood beams enhance the open-concept layout and add dramatic architectural character. The main living level features a fully renovated kitchen, dining area, expansive living room, laundry, two bedrooms, and two bathrooms. Upstairs, a third bedroom sits at the top of the stairs, while a catwalk leads to the fourth bedroom with an ensuite bath and walkout deck positioned to capture the home’s most spectacular panoramic views. Throughout the residence, thoughtful design blends contrasts—modern lines with traditional warmth, cozy intimacy within spacious rooms. Whimsical and eclectic touches pair with bold architectural elements, creating a home that feels both artistic and inviting while celebrating its extraordinary oceanfront setting.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,995
Status:
NEW LISTING
MLS#:
618915
Type:
Single Family
Subdivision:
Breezeswept Bch Est (27.5)
Lot size:
0.14 Acres
Year built:
1992
Courtesy: Internet Realty of the Florida Keys 305-745-9088
View additional info

ADDITIONAL INFORMATION

Nestled on the picturesque shores of Ramrod Key, this stunning waterfront property is the epitome of tropical luxury. With 3 bedrooms, 2 bathrooms, and 2,229 square feet of thoughtfully designed living space, this home offers an ideal blend of comfort and high-end amenities on a spacious 9,000 square foot lot. Completely remodeled in 2018, including a new roof, this property is ready for immediate enjoyment.Step into an open-concept living area featuring 10-foot ceilings, while the master bedroom boasts soaring cathedral ceilings with beautiful whitewashed cypress, adding a coastal charm to the elegant interior. The kitchen is a chef's dream, featuring quartz countertops, cherry hardwood cabinets with self-closing doors, a gas cooktop, and a convection oven. The master bathroom includes a luxurious 6-foot jetted tub with an on-demand water heater, creating the perfect place to unwind.Outdoor living is equally impressive, with a heated pool, two tiki huts featuring custom bars, and a spacious wrap-around deck offering panoramic open-water and sunset views. Boaters will appreciate the property's 14,000-pound boat lift, excellent boating access, and 50-amp shore power along with RV hookup complete with sewer connection. Relax by the gas fire pit, pick fresh fruit from the yard, and entertain with ease thanks to the exterior and interior sound systems.This fenced property, perfect for pets, also includes underground power, Wi-Fi, a 50-amp RV hookup, and plenty of storage. For the avid angler there's a fish-cleaning station and an outdoor shower. Combining privacy, luxury, and functionality, this Ramrod Key Oceanside gem is a slice of paradise waiting to be enjoyed. Easy and fun to show!!!

Beds:
2
Baths:
2.00
Sq.Ft.:
980
Status:
NEW LISTING
MLS#:
618882
Type:
Single Family
Subdivision:
Cutthroat Harbor Est (23.0)
Lot size:
0.13 Acres
Year built:
1986
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
View additional info

ADDITIONAL INFORMATION

Open House:

Tuesday, 3/10 4:00-6:30PM

More Open House Info >

Beds:
3
Baths:
2.00
Sq.Ft.:
2,170
Status:
Active
MLS#:
618874
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.36 Acres
Year built:
2000
Courtesy: Coldwell Banker Schmitt Lower Keys (KW) 305-872-3050
View additional info

ADDITIONAL INFORMATION

Experience breathtaking sunsets over Sugarloaf Sound from this 2-story CBS open water estate offering 3 bedrooms, 2 baths, and 2,170 sq ft of elevated coastal living just 20 minutes from Key West. Situated on a generous 15,650 sq ft lot, this meticulously maintained home features impact doors and windows, metal roof, exterior elevator, and lush tropical landscaping including a dedicated orchid house for the gardening enthusiast. The main living level showcases a stunning Great Room with soaring tongue-and-groove ceilings and panoramic water views. The open kitchen overlooks Sugarloaf Sound and offers bar seating, stainless appliances, and gas range. A dining area with Dade County Pine accent wall adds warmth and character. The entire second floor is devoted to the private Primary Suite retreat, complete with walk-in closet, sitting room, and spectacular water views for morning coffee with the sunrise and evenings watching the Keys' famous sunsets. Outdoor living is exceptional with a waterfront heated and chilled pool, covered lanai for entertaining, outdoor shower, tiki hut, and private dock with 12,000 lb boat lift offering easy open water access. Every evening, the sky ignites in gold and crimson as the sun melts into Sugarloaf Sound. This is not just a home, it is a front-row seat to one of the Florida Keys' most extraordinary natural performances.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,227
Status:
Active
MLS#:
618871
Type:
Single Family
Subdivision:
Misc Big Torch Key (28.0)
Lot size:
2.84 Acres
Year built:
1998
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
View additional info

ADDITIONAL INFORMATION

Discover a rare offering in the Florida Keys--an exceptional 2.84-acre waterfront estate on Big Torch Key, where serenity, seclusion, and world-class boating converge. Gracefully positioned on a coveted point lot, this remarkable property delivers sweeping open-water views, a private beach with boat launch, and protected dockage, offering an unparalleled coastal lifestyle.From sunrise to sunset, the setting is nothing short of spectacular. Enjoy unobstructed water views from the shoreline, while canal frontage provides secure, deep-water dockage--ideal for boating enthusiasts seeking both convenience and protection.The updated modern elegant 2-bedroom, 2-bath residence is thoughtfully designed with an open-concept floor plan and soaring 9-foot ceilings, creating a light-filled, sophisticated retreat. Expansive windows frame breathtaking sunset panoramas, seamlessly blending indoor comfort with the beauty of the surrounding seascape. A gourmet kitchen with ample space to make any chef delighted.Whether envisioned as a private island escape, a luxury second home, or the foundation for a future waterfront masterpiece, this tranquil estate offers privacy, prestige, and timeless Keys beauty--an extraordinary opportunity to own one of Big Torch Key's most captivating waterfront settings. Lots of cleared land to build your own dream home if desired or room to expand the existing property. Architectural plans for expanding the current home and for either building a new one are included.The property has two legal electrical meters and charging hookup for your RV on the premises. Big Torch Key is 28 miles from Key West. With easy access by boat to the Atlantic Ocean and Gulf. Niles Channel is considered a boaters dream.A must see property to appreciate the true beauty and privacy.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,728
Status:
Active
MLS#:
618866
Type:
Single Family
Subdivision:
Ramrod Shores (27.0)
Lot size:
0.31 Acres
Year built:
2002
Courtesy: Coldwell Banker Schmitt Lower Keys (KW) 305-872-3050
View additional info

ADDITIONAL INFORMATION

There are homes in the Florida Keys... and then there are legacy properties. Conceived and built by internationally recognized Keys architect Glenn Gray as his personal residence, 493 Coral Avenue is a rare architectural offering positioned on a premier point lot with open Gulf frontage and protected canal dockage. With water on two sides and panoramic sunrise-to-sunset views, the setting is nothing short of extraordinary. The 13,400 square foot parcel unfolds into a curated tropical landscape featuring a private sandy beach, heated and chilled Gulf-front pool, putting green, tiki hut lounge, and expansive waterfront decking. This is resort-level living--without leaving home. For the boating enthusiast over 80' of dockage with two boat lifts (20,000 lb and 7,000 lb) provide secure dockage, while immediate access to the Gulf and Atlantic via Niles Channel ensures effortless days on the water. Inside, the South Pacific-inspired design showcases soaring vaulted ceilings, exposed architectural details and walls of glass framing the water. The Hansen & Bringle-designed kitchen blends custom craftsmanship with refined coastal style. The main-level primary suite offers privacy and comfort, while a loft-style guest bedroom and attached guest cottage provide flexible accommodations. Impact doors and windows, elevator access, and thoughtful renovations preserve the integrity of the original design while elevating modern comfort. Offered Turn-Key. This is not simply a Gulf Front Pool Home. It is a one-of-a-kind Keys estate.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,800
Status:
Active
MLS#:
618860
Type:
Single Family
Subdivision:
Breezeswept Bch Est (27.5)
Lot size:
0.14 Acres
Year built:
2020
Courtesy: KeyIsle Realty 305-923-6159
View additional info

ADDITIONAL INFORMATION

**OPEN HOUSE* Today,Sunday March 8 from 12:00to 2:00 PMOffered for the first time, this custom-built 4 bedroom, 3 bathroom waterfront residence on Ramrod Key showcases refined coastal design, exceptional craftsmanship, and magnificent ocean views. Completed in 2020, the two-story stilted home was thoughtfully designed to maximize light, views, and seamless indoor-outdoor living, with one master bedroom ensuite on each level for comfort and privacy.Built with Hardie board siding, a metal roof, and full impact windows and doors, the home blends strength and sophistication. Clean architectural lines are enhanced by sleek glass exterior railings and expansive water views. Inside, custom finishes define the space, including recycled glass countertops, curated materials, and high-end detailing throughout. The downstairs primary suite offers a spa-inspired retreat featuring a private steam room.Outdoor living is equally impressive. A wraparound porch captures sweeping ocean views, while the landscaped grounds feature a striking waterfall element and paved driveway. The canal-front dock is equipped with a boat lift, kayak ramp, and integrated cut-out for effortless access to the water.A rare opportunity to own a newer construction waterfront home in the Lower Keys -- never before offered on the market.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,492
Status:
Active
MLS#:
618854
Type:
Single Family
Subdivision:
Breezeswept Bch Est (27.5)
Lot size:
0.2 Acres
Year built:
2016
Courtesy: Expert Realty LLC 305-587-7330
View additional info

ADDITIONAL INFORMATION

Pride of ownership makes this house a home buyer's dream. This 3 bed, 2 bath, 1492sf home sits on an oversized fully fenced lot with beautiful landscaping, 14x32 heated, saltwater pool, large screened porch w/stairs to the pool & outdoor living space offering a private retreat for you to enjoy the laid-back Florida Keys lifestyle. Located in Breezeswept Beach Estate in Ramrod Key, this home is walking distance to restaurants, shopping and a short drive into famous Key West and all that it has to offer! Built in 2016 and beautifully maintained 2018 updates: porcelain tile floors, kitchen/bathroom cabinets, granite counters & stainless appliances. Large kitchen w/center island, dedicated dining area, bonus bar seating and laundry room with utility sink and washer/dryer tucked behind the kitchen. This unique floorplan has a private master suite with separate water closet, dual sinks, and walk-in closet. Two additional bedrooms on the opposite side of the house with a walk-in closet and lots of natural light. Large guest bathroom with jacuzzi tub and upgraded cabinets/countertops. Open concept living is ideal for entertaining in your large family room open to the kitchen and dining area and access to the screened porch and pool area. Custom blinds, plantation shutters, freshly painted exterior, parking for your cars, boats and water toys. 299sf enclosure offers plenty of storage. This home can be fully furnished for vacation rentals, or choose to furnish with your own style. Ramrod Key & the Florida Keys offer many activities such as snorkeling, scuba diving, fishing, & boating from your private dock. Minutes to the Atlantic Ocean and the Gulf and home to the most amazing blue waters and abundant sea life. 23' center console 2018 SeaHunt sport fisher with Yamaha 250 and Continental trailer are available. Metal roof, impact windows/doors, Hardie-board siding and a 10,000lb boat lift makes this house a must see!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,968
Status:
Active
MLS#:
618853
Type:
Single Family
Subdivision:
Sugarloaf Acres (19.5)
Lot size:
1.01 Acres
Year built:
1978
Courtesy: Expert Realty LLC (HQ) 305-587-7330
View additional info

ADDITIONAL INFORMATION

Set on over an acre of land, 19267 Hansen Trail is a truly one-of-a-kind property where modern luxury meets refined homestead living.Offering nearly 2,000 square feet of beautifully remodeled living space, this 3-bedroom, 2-bathroom residence has been thoughtfully upgraded with high-end finishes and smart-home conveniences throughout.The open-concept design creates a seamless flow from the spacious living room into the designer kitchen and adjoining bonus space -- perfect for entertaining, working from home, or creating a private retreat -- all leading effortlessly to the expansive backyard.The oversized primary suite serves as a true sanctuary, complete with a spa-inspired en suite bathroom and a generous walk-in closet. Every detail has been carefully considered, including towel warmers in both bathrooms, automatic blinds on every window, and a smart refrigerator integrated into the modern kitchen.Built with durability and peace of mind in mind, the home features a whole-house generator and three large propane tanks -- ensuring reliability and comfort year-round.With ample space to expand, garden, entertain, or simply enjoy the privacy of acreage living, this property offers a rare opportunity to enjoy both luxury upgrades and the freedom of wide-open space.Schedule your private showing today and experience everything 19267 Hansen Trail has to offer.

Beds:
1
Baths:
2.00
Sq.Ft.:
735
Status:
Active
MLS#:
618837
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.05 Acres
Year built:
1985
Courtesy: Bluescape Real Estate 305-375-3799
View additional info

ADDITIONAL INFORMATION

Welcome to your opportunity in the gated waterfront community of Venture Out! This 1 bedroom, 1.5 bath property offers 35 feet of concrete seawall and direct canal access -- making it a true gem for boating enthusiasts and water lovers alike.Whether you're an investor searching for your next income-producing property or a creative buyer ready to design your own slice of paradise, this home offers incredible potential. With its flexible layout and waterfront setting, it's the perfect blank canvas to update, personalize, and transform into a charming Keys retreat.Step outside and you're just minutes from open water access to both the Atlantic and Gulf -- ideal for fishing, diving, or sunset cruises. The 35' seawall provides the space you need for your boat right outside your back door.Venture Out is a 24-hour gated community offering a private marina, boat ramp, heated pool, saltwater lagoon, pickleball and tennis courts, clubhouse, and a vibrant calendar of community activities. Whether you're looking for seasonal enjoyment, full-time living, or rental potential, this property delivers location, lifestyle, and opportunity all in one.Come see the possibilities and make it your own piece of the Florida Keys.

Beds:
2
Baths:
2.00
Sq.Ft.:
758
Status:
Active
MLS#:
618828
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.05 Acres
Year built:
1981
Courtesy: Bluescape Real Estate 305-375-3799
View additional info

ADDITIONAL INFORMATION

MOTIVATED SELLER! Turn-key 2BR/2BA waterfront fully furnished home with 35' concrete dock and patio furniture included, Front door paver patio, impact slider doors and windows, gas stove, and ample storage including outdoor dock box. Enjoy direct, deep-water access to the Ocean & Gulf, perfect for boating, fishing, and breathtaking sunrises & sunsets. Located in Venture Out, a gated, golf cart-friendly community with 24-hour security, oceanfront heated pool & hot tub, ocean swimming area, marina, boat ramp, pickleball & tennis courts, kids' pool, and playground. Join in daily community activities at rec hall or pavilion. Move-in/rent-out ready, with nightly rentals allowed -- your Keys paradise awaits! Boat and Golf cart also available. Please inquire with Realtor

Beds:
3
Baths:
2.00
Sq.Ft.:
1,467
Status:
Active
MLS#:
618820
Type:
Single Family
Subdivision:
Cudjoe Acres (21.5)
Lot size:
3.3 Acres
Year built:
1985
Courtesy: Coldwell Banker Schmitt Lower Keys (KW) 305-872-3050
View additional info

ADDITIONAL INFORMATION

Imagine owning a pool home and 3.3 private acres in the Florida Keys - this rare opportunity is in Cudjoe Acres, an equestrian area just 20 miles from Key West, with two equestrian facilities just around the corner. The home sits on one secluded acre surrounded by a botanical garden of impressive plantings including rare palm trees, buttonwoods, orchids, dragon fruit cactus, fragrant Joe wood, a Valencia Pride Mango tree. The custom-built, 1467 sq. ft., 3-bedroom, 2-bath CBS/frame home offers island charm with pineapple railings and multiple porches. An expansive open area below the home provides options to enclose for storage, use for covered parking, sitting areas and poolside entertaining. 21855 Spain Blvd. (the home) is offered with 21865 Spain Blvd. which is comprised of two adjacent parcels (W & V) that ensure seclusion and privacy; Parcel V has two gates that open to a road on east side. The 3.3 acres offer exceptional trees, a couple of natural ponds, a chicken coop, shed, covered pole structure, two cisterns, and more. One would never guess that it's possible to be this close to excellent local restaurants, an international airport and the arts and culture of Key West.... yet feel as if you're truly away from it all.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,467
Status:
Active
MLS#:
618817
Type:
Single Family
Subdivision:
Cudjoe Acres (21.5)
Lot size:
1.01 Acres
Year built:
1985
Courtesy: Coldwell Banker Schmitt Lower Keys (KW) 305-872-3050
View additional info

ADDITIONAL INFORMATION

Situated on a secluded acre just 20 minutes from Key West, this 3-bedroom, 2-bath pool home is surrounded by a botanical garden of impressive plantings including rare palm trees, buttonwoods, orchids, dragon fruit cactus, fragrant Joe wood, a Valencia Pride Mango tree. The custom-built, 1467 sq. ft., 3-bedroom, 2-bath CBS/frame home offers island charm with pineapple railings and multiple porches. An expansive open area below the home provides options to enclose for storage, covered parking, sitting areas and poolside entertaining. Located around the corner from two equestrian facilities in Cudjoe Acres, one would never guess that it's possible to be this close to excellent local restaurants, an international airport and the arts and culture of Key West.... yet feel as if you're truly away from it all. ** Ensure your seclusion and purchase the home on Parcel X with adjacent Parcels W and V for a total of 3.3 acres, offered at $1,200,000. Refer to MLS# 618820.

Beds:
2
Baths:
2.00
Sq.Ft.:
960
Status:
Active
MLS#:
618809
Type:
Single Family
Subdivision:
Cutthroat Harbor Est (23.0)
Lot size:
0.14 Acres
Year built:
1987
Courtesy: Expert Realty LLC 305-587-7330
View additional info

ADDITIONAL INFORMATION

Beautifully updated 2 bedroom, 2 bathroom home with spacious covered, screened porch overlooking the canal with access to both the Gulf of Mexico and the Atlantic Ocean in just a few minutes. With pride of ownership, this house has been upgraded and well maintained. Many upgrades include: 2024 - New fence with double gates and an entrance gate, gutters, landscaping, tile flooring, freshly painted interior and new vanities and mirrors. 2020: - New A/C and Granite countertops. 2021 - New hot water heater. 2018 - New metal roof, impact windows and Hardie-plank concrete siding. Large primary suite with large closet, full size tub and new vanity/mirror. Spacious guest bedroom with large closet and lots of light! Guest bathroom has full tub with new vanity and mirror. Kitchen is well equipped with Whirlpool stainless appliances, granite countertops, large kitchen island and dedicated dining room. Open concept living with access to the covered, screened porch from both the dining room and family rooms. Fully fenced yard, 504sf storage downstairs, beautifully landscaped, room for RV's, boats, trailers and your outdoor toys! Walking distance to restaurants, bars, convenience stores, shopping and just 19 miles to Key West! Come take a look and make Cudjoe Key and the Florida Keys your new home.

Beds:
2
Baths:
2.00
Sq.Ft.:
816
Status:
Active
MLS#:
618805
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.05 Acres
Year built:
1997
Courtesy: Bluescape Real Estate 305-375-3799
View additional info

ADDITIONAL INFORMATION

OCEANFRONT TRANSIENT RENTAL IN VENTURE OUT - CUDJOE KEYAmazing open water views of the sparkling Atlantic set the tone the moment you arrive. From this premier waterfront location, you'll enjoy sweeping vistas of the marina, lagoon, Tiki hut, and the iconic Bird Point sanctuary. Sunrise glows over endless blue water, creating a peaceful and ever-changing coastal backdrop.Positioned on a 35-foot concrete seawall, this property is a true boater's paradise. Within minutes you're in deep offshore waters for exceptional fishing or heading to the reef for world-class diving. The location offers immediate access to both the Atlantic and backcountry, making every day on the water effortless.This well maintained 1997 Palm Harbor home features two bedrooms and two bathrooms and is offered fully furnished. With transient rentals permitted, it presents an outstanding opportunity for consistent rental income while also serving as your private island retreat.Inside, cathedral ceilings elevate the main living area, creating a bright, open floor plan designed to capture water views. The living space flows seamlessly onto a covered porch perched directly at the water's edge, where the breeze, the boats, and the seabirds become part of daily life. Updates include laminate flooring, an updated bathroom, a durable metal roof, and generous storage throughout.Venture Out at Cudjoe Cay is a private, gated residential condominium community on the oceanside of Cudjoe Key with 24-hour security, a heated oceanfront saltwater pool and hot tub, marina store/market with fuel station, two boat ramps, fish cleaning station, water rinse down area, tennis and pickleball courts, bocce ball, basketball, playground, recreation hall, pavilion, owner storage lot, overflow parking, and over four miles of wide paved streets perfect for biking or cruising by golf cart. A year-round calendar of community events adds to the vibrant island lifestyle.Call today for your showing in paradise

Beds:
3
Baths:
2.00
Sq.Ft.:
1,356
Status:
Active
MLS#:
618798
Type:
Single Family
Subdivision:
Cutthroat Harbor Est (23.0)
Lot size:
0.14 Acres
Year built:
1998
Courtesy: Expert Realty LLC (HQ) 305-587-7330
View additional info

ADDITIONAL INFORMATION

Experience true Keys living in this beautifully renovated waterfront home located in desirable Cudjoe Key -- just minutes from local favorites like Square Grouper, 420 Lounge, and The Morning Joint.Enjoy excellent boating access with a concrete dock and a 10,000 lb boat lift, making this property ideal for serious boaters.One of the standout features of this home is its privacy. The neighboring lot is vacant land, and there is no home directly across the street -- offering a rare buffer and added seclusion compared to many homes in the area.Inside, the home has been thoughtfully redone with a warm, inviting feel. Soaring cathedral ceilings reaching nearly 12 feet create an immediate sense of space and openness upon entry. The kitchen features a very large kitchen island, gas stove, granite countertops, custom cabinetry, a deep farmhouse sink overlooking the canal, and recessed lighting throughout. Neutral paint tones and abundant natural light enhance the clean, coastal aesthetic.All windows and doors are hurricane-impact rated for peace of mind. And, the exterior is finished with durable Hardi-plank siding, combining classic Keys charm with long-lasting performance.The bedrooms are generously sized, with most offering walk-in closets -- a valuable feature in the Florida Keys. After a day on the water, rinse off in the private outdoor shower. The yard is well-proportioned, and the home is positioned to maximize usable space. There is ample parking for multiple vehicles, boat trailers, and even an RV.This is beautiful, functional Keys living -- priced competitively and ready to enjoy.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,156
Status:
Active
MLS#:
618773
Type:
Single Family
Subdivision:
Breezeswept Bch Est (27.5)
Lot size:
0.14 Acres
Year built:
1980
Courtesy: Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key 305-735-4962
View additional info

ADDITIONAL INFORMATION

Experience waterfront living in the highly desirable Breezeswept Beach Estates. This beautifully updated 2 bedroom, 2 bathroom home captures sweeping open water views and unforgettable sunrises right from your living room.Inside, the home features an airy open layout highlighted by vaulted wood beam ceilings and expansive impact windows that frame the water from nearly every angle. Both bedrooms offer private en suite baths, creating a comfortable and functional design. Automatic blinds, updated flooring throughout, and fresh interior paint complete the recent improvements.The kitchen has been thoughtfully renovated with high end appliances and a striking copper farmhouse sink, blending style and practicality for everyday living or entertaining.Outdoor spaces are designed to fully embrace the Keys lifestyle. Cool off in the waterfront pool with cork decking for temperature control, along with new pool equipment and a heater. Gather around the custom coral grill or fire up the outdoor pizza oven for casual evenings with friends and family. Relax beneath the tiki hut, unwind on the covered patio overlooking open water, or rinse off in the fully enclosed outdoor shower after a day on the water.Launch kayaks and paddleboards directly from your private beach launch and enjoy shallow draft boating. A swim dock provides the perfect place to fish or take in the sunrise. A large dredge completed decades ago enhances fishing right off your dock.Downstairs, an enclosed storage area offers flexible space for gear, hobbies, or additional storage, seamlessly connected to the outdoor living area. There is also an additional storage closet off the covered parking. The driveway accommodates up to a 42 foot RV and includes a 50 amp hookup for guests.Additional features include a metal roof, impact windows, resurfaced piles, and a new tankless water heater.Move in ready. This is the only property on the coastline with no mangroves obstructing water access.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,812
Status:
Active
MLS#:
618746
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.29 Acres
Year built:
1978
Courtesy: The Agency Florida Keys 305-916-1105
View additional info

ADDITIONAL INFORMATION

OPEN WATER ELEGANCE on prestigious Southpoint, Sugarloaf Key. This exceptional 4-bedroom, 3-bath concrete waterfront residence captures breathtaking open water views from nearly every room and delivers the ultimate Florida Keys lifestyle.Positioned on a generous, beautifully landscaped lot with mature palms and established tropical greenery, the property welcomes you with a paved circular driveway, garage, expansive storage area, and pristine curb appeal. Inside, soaring cathedral ceilings elevate the open-concept living and dining area, where walls of glass frame endless turquoise water views and natural light pours in.The thoughtfully designed floor plan offers flexibility for luxury living and hosting. The second level features a spacious guest suite ideal as an alternate primary, 2 guest bedrooms, while the entire third level is dedicated to an enormous primary retreat. This private sanctuary includes a separate sitting area, panoramic open water vistas, and a stunning spa-inspired bathroom with soaking tub and refined finishes.Outdoor living is where this home truly shines. A screened-in porch overlooks the sparkling pool and unobstructed open water, creating the perfect setting for sunset cocktails or morning coffee. The expansive waterfront patio, low-maintenance turf, and fenced yard provide both privacy and ease of upkeep. Boaters will appreciate the concrete seawall and boat lift with immediate access to world-class fishing, diving, and offshore adventures.Concrete block construction, generous interior storage, dedicated laundry room, and meticulous landscaping complete this exceptional home.Rarely does a true open water pool home in this coveted Southpoint location combine views, elevation, lot size, and boating access so seamlessly.

Open House:

Sunday, 3/15 11:00-1:00PM

More Open House Info >

Beds:
2
Baths:
2.00
Sq.Ft.:
1,520
Status:
Active
MLS#:
618733
Type:
Single Family
Subdivision:
Orchid Park Sub (17.0)
Lot size:
0.18 Acres
Year built:
1987
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
View additional info

ADDITIONAL INFORMATION

Welcome to your slice of Lower Keys paradise--just 17 miles from Key West yet worlds away from the hustle. This elevated 2-bedroom, 2-bath home sits on a generous lot in a fantastic neighborhood, offering the perfect blend of comfort, style, and island living.Inside, vaulted ceilings and impact windows fill the home with natural light and breezy tropical charm. An elevator makes access effortless, and a whole-home generator keeps life running smoothly no matter the weather. Enjoy the peace of mind of the newer AC! Downstairs, you'll find an expansive storage area ideal for a workshop, gear room, or the ultimate hobby space--plenty of room for tools, toys, and all the essentials of Keys life.Step outside and access the convenience clean canal water surrounded by lush, vibrant landscaping that feels like your own private botanical garden. Enjoy gorgeous views of the natural protected preserve right across the canal allowing for phenomenal sunsets. The all-weather decking is made for morning coffee, sunset cocktails, and everything in between. Boaters and water lovers will appreciate the dedicated skiff launch, making it easy to slip out for a day on the water whenever the mood strikes.Whether you're relaxing under the palms, tinkering in your workshop, or heading out for a quick trip to Key West or Marathon, this home delivers the laid-back tropical lifestyle people dream about. It's island living--comfortable, convenient, and full of character. Make it yours today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,120
Status:
Active
MLS#:
618732
Type:
Single Family
Subdivision:
Cutthroat Harbor Est (23.0)
Lot size:
0.14 Acres
Year built:
1981
Courtesy: Coldwell Banker Schmitt Lower Keys (KW) 305-872-3050
View additional info

ADDITIONAL INFORMATION

Welcome to Cudjoe Key - A prime location in the Lower Florida Keys. If you're looking for the ultimate ''Island Life'' this tropical canal-front home in sought-after Cutthroat Harbor Estates is exactly what you need. Perfectly positioned to embrace the laid-back Keys lifestyle, this property offers the ideal blend of waterfront living, privacy, and island charm. This 2 Bedroom 2 Bath home is located on the ocean side with excellent boating access to the Atlantic & Gulf. This home includes a #10,000 pound boat lift, and a full concrete seawall, making it a perfect fit for the fishing and diving enthusiasts. The huge 400 sq. ft. screened back porch overlooking the canal is the perfect spot to enjoy your morning coffee, or dinner and cocktails al fresco while talking about your incredible day on the water. This property has a fully fenced yard, and a large downstairs enclosure. Nestled in a tranquil little neighborhood, this inviting Cudjoe Key home offers quiet streets lined with swaying palms and lush tropical foliage, creating the perfect setting for leisurely strolls or evening bike rides taking in the sunset. The interior is full of Keys character, and has been very well maintained. The living area is bright and spacious and well thought out with large bedrooms and a nice sized dining area right off of the kitchen. The Florida Keys offers world class fishing and diving, as well as the most beautiful pristine backcountry islands with reef patches, sand flats, and channels to explore. You're just a short drive to Key West, where you'll discover fabulous restaurants, world famous bars with nightly entertainment, and the rich culture of Old Town with a lively art scene including several intimate theaters. There is something for everyone.

Open House:

Tuesday, 3/10 4:00-6:30PM

More Open House Info >

Beds:
3
Baths:
3.00
Sq.Ft.:
2,096
Status:
Active
MLS#:
618713
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.39 Acres
Year built:
1968
Courtesy: Coldwell Banker Schmitt Lower Keys (KW) 305-872-3050
View additional info

ADDITIONAL INFORMATION

Positioned on a rare west facing point lot with 270 ft of sparkling open water frontage on Sugarloaf Sound, this fully reimagined 3 Bedroom 3 Bathroom estate captures breathtaking sunset views across endless turquoise waters. Privately set on a gated 17,000 SF lot, the property lives like a private island compound framed by swaying palms, lush tropical landscaping, and the endless blue waters of the sound. The CBS constructed residence is complemented by a new aluminum standing seam metal roof and a complete set of impact windows/doors, offering exceptional structural integrity paired with refined island sophistication. Walls of glass flood the expansive open concept living area with natural light and showcase panoramic water views from nearly every vantage point, immersing the home in its spectacular waterfront setting. The coastal modern interior features tile plank flooring throughout, clean architectural lines, and a serene coastal palette that reflects its tropical surroundings. The chef's kitchen is anchored by an oversized waterfall edge island, custom cabinetry, high end stainless appliances, wine refrigeration, and designer lighting, all positioned to embrace the open water backdrop. The spacious primary suite overlooks the sound and serves as a private retreat, featuring a spa inspired bath with dual vanities, custom tile work, and a frameless glass walk in shower. Two additional ensuite guest bedrooms are beautifully appointed, offering privacy and comfort for family and visitors. Outdoors, the brand new concrete pool and inviting tiki hut create a true resort style setting, complemented by expansive lawn space rarely found in the Keys. After a day of world class fishing and diving in the Lower Keys, dock your vessel on the 14,000 lb boat lift, an exceptional enhancement to the waterfront lifestyle. Completely renovated and move in ready, this extraordinary estate defines sophisticated island living at its finest.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,592
Status:
Active
MLS#:
618712
Type:
Single Family
Subdivision:
Breezeswept Bch Est (27.5)
Lot size:
0.13 Acres
Year built:
1989
Courtesy: LoKation Real Estate 954-545-5583
View additional info

ADDITIONAL INFORMATION

Rare opportunity to step into instant equity in this desirable Lower Keys boating community. Owner spared no expense hardening this waterfront home, delivering elevation, durability, & upside rarely found at this price point. One of the higher filled lots in the neighborhood. Major capital improvements already completed: Highly coveted concrete seawall poured to the maximum allowable height with a full 50' dock plumbed/ready for water/electric connection (2019), 14,000 lb boat lift (2019), full hardie board siding (2015), metal roof (2013), impact windows (2013), Class-A rated bahama shutters, and 2025 water heater- Infrastructure that would be costly & time consuming to replicate today, further reinforced by routine tenting every 10 years (2023). Inside, vaulted ceilings & an open floor plan make the nearly 1,600sqft living area feel even larger & ideal for entertaining, featuring dedicated dining space, true laundry room, + flex space that can easily convert to a 3rd/4th bedroom, additional bath, expanded suite, or Florida room. Downstairs offers substantial enclosed storage and a relaxed outdoor patio entertaining area. The home has seen only light seasonal use a few months per year. Enjoy rare privacy with two vacant canal lots across the water & 150' lot next door, while lush palms and shade trees create a calm island setting. No bridges to open water & just minutes to Looe Key Reef, world class fishing, Bahia Honda State Park, Picnic Island, waterfront dining by boat, and local sandbars, this hardened waterfront asset combines structural integrity, boating infrastructure, and true upside potential in the Florida Keys lifestyle. Insurance Quotes: HO & Wind $7,684, Assumable Flood $675 (primary), $1,118 (non-primary). FHA/VA ok. 2020-Cobia 237+trailer 4sale.

Beds:
2
Baths:
2.00
Sq.Ft.:
888
Status:
Active
MLS#:
618707
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.05 Acres
Year built:
2000
Courtesy: Expert Realty LLC (HQ) 305-587-7330
View additional info

ADDITIONAL INFORMATION

Panoramic Ocean Views W/ Transient Rental License! This beautifully updated and well-maintained stilt home offers 2 bedrooms and 2 bathrooms, large kitchen with all the necessities, panoramic ocean views, a private 35' concrete seawall for your boat and off street parking for your vehicle. This home has an open deck overlooking the crystal clear waters and a screened deck just waiting for you to come and relax. Perfect for the fishing enthusiasts, enjoy quick boating access to the Atlantic Ocean and Gulf of America. Boat, swim, snorkel or dive in the beautiful Florida Keys right from your 35-foot seawall, plus the added bonus of all that Venture Out gated community has to offer. Venture Out has 4 miles of paved secured streets to walk or bike. Amenities include oceanfront heated saltwater pool, jacuzzi, marina with fuel dock, boat launch, convenient store, tennis, pickleball, bocce, basketball, playground, fun activities and more! Close to restaurants, shopping, parks and local events, this property has something for everyone!

Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 of 8    Prev | Next
1–25 of 181 properties displayed
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

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

    $935,000
    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