Summerland Key, FL Homes

/2
Est $905,913 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,144 Sq Ft
1581 State Rd Unit 4A, Little Torch Key, FL 33042

1581 State Rd Unit 4A, Little Torch Key, FL 33042

/47
$1,099,000
- 3 Beds
- 3 Baths
- 1,344 Sq Ft
29051 Magnolia Ln, Big Pine Key, FL 33043

Welcome to 29051 Magnolia Ln, Big Pine Key, FL! This home offers a 2-bedroom, 2-bath main area and a pre-FIRM permitted 480 sq. ft. studio/MIL suite with a full bath. Nestled on a 5,100 sq. ft. lot, this concrete home is ideal for island living. The chef's kitchen features stainless steel appliances, premium counters, and breakfast bar. Enjoy a screened porch overlooking the canal, complete with

Yvette Toledo-Baste

Compass Florida, LLC

(866) 971-5749

29051 Magnolia Ln, Big Pine Key, FL 33043
/64
$815,422 Sold Nov 06, 2025

554 W Shore Dr, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,407 Sq Ft
- Built 1963
Last Sold Summary
- 9% Below List Price
- $580/SF
- 34 Days On Market
Last Listing Agent Jimmy Lane Island Life Realty Experts

554 W Shore Dr, Summerland Key, FL 33042

/2
Not Listed For Sale
0 Vacant Unit 607262, Saddlebunch, FL 33040

0 Vacant Unit 607262, Saddlebunch, FL 33040

/38
$1,699,000 Under Contract
- 3 Beds
- 2 Baths
- 1,666 Sq Ft
27314 Saint Lucie Ln, Ramrod Key, FL 33042

Brand new concrete waterfront pool home on a corner canal lot with an exceptional 204' of water frontage, including the main canal, and just moments from open ocean access! This stunning home is built to withstand 180 mph winds, featuring impact-rated doors and windows, a metal roof, and solid concrete construction.Enjoy Florida Keys boating with a 40' composite dock, 15,000 lb boat lift, and

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 783-4784

27314 Saint Lucie Ln, Ramrod Key, FL 33042
/42
$1,900,000 Sold Jun 29, 2025

20867 5th Ave W, Cudjoe Key, FL 33042
- 3 Beds
- 2 Baths
- 1,702 Sq Ft
- Built 2011
Last Sold Summary
- 5% Below List Price
- $1,116/SF
- 17 Days On Market
Current Estimated Value $1,886,599

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

20867 5th Ave W, Cudjoe Key, FL 33042

/2
Est $525,938 Not Listed For Sale
- Studio
17172 Marlin Dr, Sugarloaf Shores, FL 33042

17172 Marlin Dr, Sugarloaf Shores, FL 33042

/12
$789,900
- Land
0 Dominica Ln Unit 615842, Ramrod Key, FL 33042

Gorgeous Open Ocean location totaling 4 lots, boasting over a quarter acre of land with sheltered canal and private beach; an incredible investment opportunity! Build your dream home in paradise with a transferable building right, which are readily available on the market and provide an easy path to development. This unique opportunity is in the ideal location, on one of the last remaining Open

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 744-6884

0 Dominica Ln Unit 615842, Ramrod Key, FL 33042
/75
$950,000 Sold Apr 30, 2025

529 W Shore Dr, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 960 Sq Ft
- Built 1991
Last Sold Summary
- 21% Below List Price
- $990/SF
- 75 Days On Market
Current Estimated Value $1,024,611

Last Listing Agent Everett Smith Ocean Sotheby's International Realty

529 W Shore Dr, Summerland Key, FL 33042

/2
Not Listed For Sale
- 2 Beds
- 1 Bath
- 897 Sq Ft
701 Spanish Main Dr Unit 137, Cudjoe Key, FL 33042

701 Spanish Main Dr Unit 137, Cudjoe Key, FL 33042

/36
$750,000
- Land
- 9.26 Acres
- $80,995 per Acre
0 Niles Rd, Summerland Key, FL 33042

Discover the perfect opportunity to build your dream home in the Lower Keys on this desirable parcel located on Summerland Key, FL. Set within a peaceful residential neighborhood, this property offers an inviting blend of tranquility and convenience—just minutes from US-1, local marinas, boat ramps, dining, beaches, and world-class fishing. Enjoy the relaxed island lifestyle, tropical breezes,

Javier Santana

Sunland Real Estate, LLC.

(786) 504-0768

0 Niles Rd, Summerland Key, FL 33042
/71
$3,150,000 Sold Aug 28, 2025

225 Colson Dr, Summerland Key, FL 33042
- 6 Beds
- 7 Baths
- 4,976 Sq Ft
- Built 2010
Last Sold Summary
- 10% Below List Price
- $633/SF
- 118 Days On Market
Current Estimated Value $3,187,918

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

225 Colson Dr, Summerland Key, FL 33042

/6
Not Listed For Sale
2 ROGO pts Gulf Blvd, Big Pine Key, FL 33043

2 ROGO pts Gulf Blvd, Big Pine Key, FL 33043

/43
$2,000,000
- 3 Beds
- 2 Baths
- 1,767 Sq Ft
22892 Jolly Roger Dr, Summerland Key, FL 33042

Open water views of Cudjoe Bay and the Atlantic. Enjoy gorgeous sunsets right in front of your dock. Spacious 3BR/2B, laundy room with a ton of storage. Lush landcaping, sandy beach great for launching paddleboards & kayaks. Modular, newly built in 2020. Spacious room sizes, open floorplan & high ceilings fill this home with light and create a relaxing flow. Close to the sandbars, Looe Key reef

Michelle Howerton

Brenda Donnelly Real Estate LLC

(855) 548-0123

22892 Jolly Roger Dr, Summerland Key, FL 33042
/32
$450,000 Sold Mar 19, 2025

701 Spanish Main Dr Unit 609, Cudjoe Key, FL 33042
- Land
Last Sold Summary
- 4% Below List Price
- 256 Days On Market
Current Estimated Value $442,277

Last Listing Agent Paul Rogers Coldwell Banker Schmitt RE Co.

701 Spanish Main Dr Unit 609, Cudjoe Key, FL 33042

/2
Est $234,482 Not Listed For Sale
- Studio
825 Hawksbill Ln, Sugarloaf Key, FL 33042

825 Hawksbill Ln, Sugarloaf Key, FL 33042

/19
$250,000
- Land
701 Spanish Main Dr Unit 610, Cudjoe Key, FL 33042

Ocean ''peeks'' on this corner lot adds to the serenity you will get here at Lot 610 in the gated community of Venture Out on Cudjoe Key. Easy access on 2 sides of the lot.This property can do transient rentals!!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

Ian Calderwood

Bluescape Real Estate

(786) 761-5180

701 Spanish Main Dr Unit 610, Cudjoe Key, FL 33042
/32
$1,830,000 Sold Apr 02, 2025

17023 Allamanda Dr W, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 1,104 Sq Ft
- Built 1979
Last Sold Summary
- 8% Below List Price
- $1,658/SF
- 77 Days On Market
Current Estimated Value $1,786,598

Last Listing Agent Lisa Swanson The Agency Florida Keys

17023 Allamanda Dr W, Summerland Key, FL 33042

/2
Est $3,304,233 Not Listed For Sale
- 3 Beds
- 4 Baths
- 3,531 Sq Ft
999 Flagship Dr, Summerland Key, FL 33042

999 Flagship Dr, Summerland Key, FL 33042

/39
$1,599,000
- 3 Beds
- 2 Baths
- 1,944 Sq Ft
20838 5th Ave W, Summerland Key, FL 33042

Discover the ultimate boating lifestyle in the Florida Keys with this beautiful Deep Draft Canal Front Pool Home in the exclusive waterfront enclave of Cudjoe Gardens. Set on an expansive 11,000 sq ft lot with 100 feet of waterfront, this ground-level, above-flood concrete ranch home offers seamless access to the Pool and water. Inside, enjoy nearly 2,000 square feet of living space with 3

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 952-7261

20838 5th Ave W, Summerland Key, FL 33042
/43
$1,150,000 Sold Sep 22, 2025

1032 Caribbean Dr E, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,380 Sq Ft
- Built 1990
Last Sold Summary
- 18% Below List Price
- $833/SF
- 175 Days On Market
Current Estimated Value $1,142,264

Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

1032 Caribbean Dr E, Summerland Key, FL 33042

/17
Est $303,114 Not Listed For Sale
662 Blackbeard Rd, Little Torch Key, FL 33042

662 Blackbeard Rd, Little Torch Key, FL 33042

/60
$529,000
- 2 Beds
- 1 Bath
- 667 Sq Ft
701 Spanish Main Dr Unit 602, Cudjoe Key, FL 33042

Oceanfront Paradise Awaits!Unit 602 in Venture OutExperience the epitome of Florida living in this charming Two-bedroom, one-bathroom mid-rise mobile home nestled within an exclusive gated community.This beautiful canal front home with ocean views from the backyard home boasts:* Prime Canal front Location: Enjoy breathtaking ocean views and direct access to the water from your private 35 ft

Ian Calderwood

Bluescape Real Estate

(786) 981-9841

701 Spanish Main Dr Unit 602, Cudjoe Key, FL 33042
/37
$705,000 Sold Aug 21, 2025

27312 Anguila Ln, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 1,148 Sq Ft
- Built 1989
Last Sold Summary
- 15% Below List Price
- $614/SF
- 127 Days On Market
Current Estimated Value $720,194

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

27312 Anguila Ln, Summerland Key, FL 33042

/34
Not Listed For Sale
- 2 Beds
- 2 Baths
- 864 Sq Ft
701 Spanish Main Dr Unit 196, Cudjoe Key, FL 33042

701 Spanish Main Dr Unit 196, Cudjoe Key, FL 33042

/66
$849,000
- 2 Beds
- 2 Baths
- 842 Sq Ft
701 Spanish Main Dr Unit 172, Cudjoe Key, FL 33042

Canal Front Oasis w/ Ocean Views & Resort Amenities | Income Producing Gem Escape to your own slice of paradise in the highly sought-after, gated resort community of Venture Out on Cudjoe Key! This stunning 2-bedroom, 2-bathroom high-rise home offers the ultimate Florida Keys lifestyle, combining tranquil canal-front living with breathtaking ocean views and an incredible array of world-class

Ian Calderwood

Bluescape Real Estate

(786) 841-6970

701 Spanish Main Dr Unit 172, Cudjoe Key, FL 33042
/39
$912,250 Sold Apr 03, 2025

22879 Blackbeard Ln, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 2002
Last Sold Summary
- 8% Below List Price
- $679/SF
- 43 Days On Market
Current Estimated Value $909,369

Last Listing Agent Sandra Tuttle Island Welcome Real Estate

22879 Blackbeard Ln, Summerland Key, FL 33042

/2
Est $1,219,070 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,344 Sq Ft
29565 Ranger Ave, Big Pine Key, FL 33043

29565 Ranger Ave, Big Pine Key, FL 33043

/55
$1,500,000
- 3 Beds
- 2 Baths
- 1,467 Sq Ft
21865 Spain Blvd, Summerland Key, FL 33042

Majestically positioned at the end of Spain Blvd, within the Prestigious Cudjoe Acres neighborhood. Discover 21855 & 21865 Spain Blvd. A Property that offers the kind of privacy that's almost impossible to find in the Florida Keys. Set on over 3 acres of land, this one-of-a-kind property is surrounded by naturally occurring native plants, mature trees, and freshwater ponds that encourage local

Matthew Sheehan

Ocean Sotheby's International Realty

(645) 215-8837

21865 Spain Blvd, Summerland Key, FL 33042
/29
$800,000 Sold Feb 27, 2025

701 Spanish Main Dr Unit 478, Cudjoe Key, FL 33042
- 2 Beds
- 2 Baths
- 828 Sq Ft
- Built 2001
Last Sold Summary
- 3% Below List Price
- $966/SF
- 14 Days On Market
Last Listing Agent Susan Rich Select Properties of NWFL

701 Spanish Main Dr Unit 478, Cudjoe Key, FL 33042

/14
Not Listed For Sale
0 Lan Horvath Rd, Big Pine, FL 33043

0 Lan Horvath Rd, Big Pine, FL 33043

/61
$2,250,000
- 3 Beds
- 2 Baths
- 1,674 Sq Ft
743 Pattison Dr, Summerland Key, FL 33042

Welcome to your slice of paradise in the Florida Keys! This stunning 3-bedroom, 2-bath canal-front home in desirable Cudjoe Gardens celebrates everything we love about island life -- in shades of blue. From the moment you arrive, you'll feel the calm, coastal vibe this home radiates.Beautifully remodeled in 2021 with full permits, this residence offers an open-concept living area with soaring

Sandra Tuttle

Island Welcome Real Estate

(786) 756-9163

743 Pattison Dr, Summerland Key, FL 33042
/35
$817,500 Sold Dec 01, 2025

22878 Privateer Dr, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 948 Sq Ft
- Built 1989
Last Sold Summary
- 7% Below List Price
- $862/SF
- 133 Days On Market
Last Listing Agent Pamela Stangler Expert Realty LLC

22878 Privateer Dr, Summerland Key, FL 33042

/2
Est $946,686 Not Listed For Sale
- 1 Bed
- 1 Bath
- 1,008 Sq Ft
18954 Acosta Trail, Summerland Key, FL 33042

18954 Acosta Trail, Summerland Key, FL 33042

/18
$750,000
- Land
27941 Porgie Path, Summerland Key, FL 33042

Located on Little Torch Key, this ROGO EXEMPT 6,221 sq. ft. lot boasts spectacular stunning sunset views over the gulf. Fantastic Gulf access from the back yard boat ramp allowing easy access to get out on the water, whether you're heading out for a day of fishing or a sunset kayak and paddle board tour. This Little Torch Key property offers stunning Gulf side sunset views and a prime location

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 745-7897

27941 Porgie Path, Summerland Key, FL 33042
/83
$3,300,000 Sold Jul 11, 2025

16705 Tamarind Rd, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 3,086 Sq Ft
- Built 2015
Last Sold Summary
- 27% Below List Price
- $1,069/SF
- 299 Days On Market
Current Estimated Value $3,272,103

Last Listing Agent Lisa Swanson The Agency Florida Keys

16705 Tamarind Rd, Summerland Key, FL 33042

/2
Est $548,504 Not Listed For Sale
- Studio
520 Blackbeard Rd, Little Torch Key, FL 33042

520 Blackbeard Rd, Little Torch Key, FL 33042

/33
$299,000
- 1 Bed
- 1 Bath
- 690 Sq Ft
701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042

Cozy 1-Bedroom 1-bathroom Mobile Home with Enchanting Florida RoomLocated inside the very desirable Venture Out Gated Community.This charming and very well kept mobile home offers a comfortable and affordable living space. Key Features:* Fully tiled.* Comfortable Bedroom: With plenty of large windows. * Fully equipped kitchen with table, chairs and a built in desk.* Full Bathroom: Includes

Ian Calderwood

Bluescape Real Estate

(786) 550-7131

701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042
/3
$75,000 Sold Oct 10, 2025

0 Asturias Rd, Cudjoe Key, FL 33042
- Land
- 1.01 Acres
- $74,124 per Acre
Last Sold Summary
- 62% Below List Price
- 41 Days On Market
Last Listing Agent Maryann Warren Coldwell Banker - Ft. Lauderdale

0 Asturias Rd, Cudjoe Key, FL 33042

/2
Not Listed For Sale
Lot 6 Mad Bob Rd Unit 1, Sugarloaf Key, FL 33042

Lot 6 Mad Bob Rd Unit 1, Sugarloaf Key, FL 33042

Showing Results 121 - 160, Page 4 of 18

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