Summerland Key, FL Homes

/33
$995,000
- 3 Beds
- 2 Baths
- 1,494 Sq Ft
27417 Tobago Ln, Ramrod Key, FL 33042

This custom-built 3-bedroom, 2-bathroom residence on Ramrod Key offers a spacious, split floorplan, 1500 sq ft and is just 27 miles from Key West. The high quality 2010 construction features a hip metal roof, hardi plank siding, impact windows, and doors, ensuring durability and peace of mind. The heart of this home is its large kitchen, designed for both function and style. With an abundance of

Sandra Tuttle

Island Welcome Real Estate

(786) 822-7622

27417 Tobago Ln, Ramrod Key, FL 33042
/9
$3,000 per month
- 3 Beds
- 2 Baths
- 1,000 Sq Ft
- House for Rent
30965 Mercedes Rd, Big Pine Key, FL 33043

Property Id: 15316113 br/ 2 ba house in the Avenues area of Big Pine Key. GREAT neighborhood. Updated kitchen and baths. Freshly painted. Vinyl plank and ceramic flooring throughout. Large yard (5000 sf) has enough room for cars and boat. New central air system works great. It is not a mobile home. It is a well built modular home Please have verifiable employment history,

30965 Mercedes Rd, Big Pine Key, FL 33043
/42
$699,000 Sold Mar 27, 2025

29162 Camellia Ln, Big Pine Key, FL 33043
- 3 Beds
- 2 Baths
- 1,218 Sq Ft
- Built 1990
Last Sold Summary
- $574/SF
- 11 Days On Market
Current Estimated Value $702,368

Last Listing Agent Beata Sharpe Coldwell Banker Vanguard Realty

29162 Camellia Ln, Big Pine Key, FL 33043

/22
Est $558,086 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,594 Sq Ft
1133 Division St, Big Pine Key, FL 33043

1133 Division St, Big Pine Key, FL 33043

/43
$949,000
- 4 Beds
- 3 Baths
- 2,100 Sq Ft
25057 7th St, Summerland Key, FL 33042

Welcome to your private retreat in the Lower Keys! Nestled on an expansive 20,000 sq ft lot, this meticulously maintained one-owner home offers the perfect blend of privacy, comfort, and Keys-style living. Backing up to a protected nature preserve, you'll enjoy uninterrupted sunset views from your master bedroom and upstairs balcony - with the added bonus of a natural windbreak and guaranteed

Christopher Tanaka

Coldwell Banker Schmitt RE Co.

(786) 869-2251

25057 7th St, Summerland Key, FL 33042
/13
$8,000 per month
- 3 Beds
- 2 Baths
- 1,418 Sq Ft
- House for Rent
1540 Lantana Ln, Big Pine Key, FL 33043

Fishermans Dream House!Bring your boats to this beautiful canal front home in Big Pine Key. Secluded on a corner lot with 190 ft of seawall. Boat ramp is less than a mile away. Enjoy swimming in the pool, relaxing on the deck, cocktails at the outside bar, or meeting the adorable friendly Key Deer roaming the neighborhood.Sleeps 8Available February 1st for monthly rentalCall Andrea for bookings

Andrea Lennon Vylla Home

1540 Lantana Ln, Big Pine Key, FL 33043
/43
$1,300,000 Sold Mar 14, 2025

1050 Gulf Dr, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 1,171 Sq Ft
- Built 1985
Last Sold Summary
- 4% Below List Price
- $1,110/SF
- 24 Days On Market
Current Estimated Value $1,323,845

Last Listing Agent Michelle Howerton Brenda Donnelly Real Estate LLC

1050 Gulf Dr, Summerland Key, FL 33042

/41
Est $2,267,652 Not Listed For Sale
- 3 Beds
- 4 Baths
- 3,056 Sq Ft
20864 4th Ave W, Summerland Key, FL 33042

20864 4th Ave W, Summerland Key, FL 33042

/31
$750,000
- 2 Beds
- 1 Bath
- 832 Sq Ft
27448 Haiti Ln, Summerland Key, FL 33042

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

Brenda Thomas

Island Welcome Real Estate

(888) 488-3424

27448 Haiti Ln, Summerland Key, FL 33042
/16
$3,600 per month
- 2 Beds
- 1 Bath
- 795 Sq Ft
- House for Rent
757 La Fitte Rd, Summerland Key, FL 33042

We’re offering our Little Torch oceanside oceanfront home as a long-term rental.2 bedrooms, 1 bath.This is a comfortable, lived-in coastal home that reflects years of life by the water. It isn’t newly updated or polished, but it’s solid, welcoming, and easy to settle into. The home sits directly on the ocean, with wide-open water views that make everyday living feel

757 La Fitte Rd, Summerland Key, FL 33042
/2
$510,000 Sold Sep 08, 2025

Unlisted Address
- 3 Beds
- 2 Baths
- 972 Sq Ft
- Built 1989
Last Sold Summary
- $525/SF
Current Estimated Value $507,857

Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

Unlisted Address

/18
Est $1,685,729 Not Listed For Sale
- 7 Beds
- 4 Baths
- 3,538 Sq Ft
17042 Starfish Ln W, Summerland Key, FL 33042

17042 Starfish Ln W, Summerland Key, FL 33042

/30
$975,000
- 3 Beds
- 3 Baths
- 1,492 Sq Ft
31490 Avenue F, Big Pine Key, FL 33043

This all-concrete, meticulously designed 3-bedroom, 2.5-bath home offers both luxury and functionality. Featuring impact windows and doors and a durable metal roof, this home provides peace of mind and protection for years to come. The open-concept living area is perfect for both relaxation and entertaining, with a modern kitchen boasting quartz countertops and stainless steel appliances. The

Austin Kimbler

Expert Realty LLC (HQ)

(833) 691-1620

31490 Avenue F, Big Pine Key, FL 33043
/68
$4,500 per month
- 3 Beds
- 1 Bath
- 1,116 Sq Ft
- House for Rent
27316 Cayman Ln Unit 1,2, Summerland Key, FL 33042

House in the Lower Keys Seasonal Rental. Available Sept 15, 2025 – Villa Marquesa, Lower Keys waterfront retreat! Spacious furnished home ideal for families, multi-gen living, or work-from-paradise. Corner lot on 2 wide canals with deep water access & 2 private docks (45’ & 15’). Upstairs: 3BR/1BA, 1,200 SQF, open kitchen, dining, living & TV rooms, water views. You can also rent downstairs unit,

Hamlet Garcia Proxy Realty Group LLC

27316 Cayman Ln Unit 1,2, Summerland Key, FL 33042
/73
$2,925,000 Sold Jun 10, 2025

17018 Wahoo Ln, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,472 Sq Ft
- Built 1991
Last Sold Summary
- 25% Below List Price
- $1,987/SF
- 122 Days On Market
Current Estimated Value $2,839,775

Last Listing Agent Coby Taylor Taylor & Assoc. RE, Inc.

17018 Wahoo Ln, Summerland Key, FL 33042

/20
Est $687,742 Not Listed For Sale
- 2 Beds
- 3 Baths
- 1,131 Sq Ft
29132 Tulip Ln, Big Pine Key, FL 33043

29132 Tulip Ln, Big Pine Key, FL 33043

/44
$1,199,000
- 3 Beds
- 2 Baths
- 1,302 Sq Ft
30329 Heron Ln, Big Pine Key, FL 33043

Nature Lover's Waterfront Retreat on a Rare Double Canal Lot. Imagine living where the sky blazes with sunsets over a pristine bird sanctuary and gentle Key Deer roam freely through your yard. Welcome to 30329 Heron Lane, a beautifully maintained 3 bedroom, 2 bathroom elevated Conch Cottage perched on a 15,438 sq ft double corner canal lot with 268' of waterfront in Big Pine Key. From the moment

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(866) 665-8962

30329 Heron Ln, Big Pine Key, FL 33043
/13
$5,538 per month
- 2 Beds
- 2.5 Baths
- 1,080 Sq Ft
- Townhouse for Rent
28517 Channel View Dr, Little Torch Key, FL 33042

This is a waterfront 3 story, 2 bedroom, 2.5 bathroom unfurnished or furnished townhome for rent on a year lease. It is located in the community of Little Torch Cottages in Little Torch Key between Marathon and Key West. It has stainless steel appliances, full size front load stackable washer and dryer, tile floors, hurricane windows and doors, 3 balconies, 2 heated community pools, 24 hour

Joseph Danieli AKT Realty LLC

28517 Channel View Dr, Little Torch Key, FL 33042
/15
$165,000 Sold Feb 24, 2025

8 Calico Jack Circle Cir, Verifying, FL 33042
- Land
Last Sold Summary
- 18 Days On Market
Last Listing Agent Beata Sharpe COLDWELL BANKER VANGUARD REALTY

8 Calico Jack Circle Cir, Verifying, FL 33042

/33
Est $2,559,800 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,016 Sq Ft
17279 Pinetree Ln, Summerland Key, FL 33042

17279 Pinetree Ln, Summerland Key, FL 33042

/38
$1,499,000
- 3 Beds
- 2 Baths
- 1,356 Sq Ft
51 Drost Dr, Summerland Key, FL 33042

Originally built as the developer of Cudjoe Gardens personal residence, this exceptional Mid-Century Modern waterfront Turn-Key home captures the effortless glamour of Palm Springs design blended with the laid-back sophistication of the Florida Keys. Offered fully furnished with 3 Bedrooms and 2 Baths, the residence has been beautifully remodeled with meticulous attention to detail, honoring its

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 551-4933

51 Drost Dr, Summerland Key, FL 33042
/49
$5,800 per month
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- House for Rent
3770 Park Ave, Big Pine Key, FL 33043

Welcome to Caribbean Cove located in Big Pine Key. Located in the lower keys, 30 minutes from Key West. This stunning waterfront three bedroom/two bath home features an open floor plan, with a fully furnished living area and a modern kitchen. The kitchen is a culinary dream, equipped with stainless steel appliances and an oversized quartz island, surrounded by eight comfortable seats, perfect for

Mary Jo Selden DomainRealty.com LLC

3770 Park Ave, Big Pine Key, FL 33043
/8
$906,300 Sold Apr 30, 2025

0000 Dorn Rd, Big Torch Key, FL 33042
- Land
- 35.5 Acres
- $25,530 per Acre
Last Sold Summary
- 43% Below List Price
- 103 Days On Market
Last Listing Agent Lindsay Ryan EXP Realty LLC

0000 Dorn Rd, Big Torch Key, FL 33042

/38
Est $792,709 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 816 Sq Ft
29154 Cedar Dr, Big Pine Key, FL 33043

29154 Cedar Dr, Big Pine Key, FL 33043

/43
$1,799,000
- 3 Beds
- 3 Baths
- 2,456 Sq Ft
51 Sawyer Dr, Summerland Key, FL 33042

Tucked into the sought-after waterfront enclave of Cudjoe Gardens, 51 Sawyer Drive offers the rarest of Florida Keys luxuries: ground-level living above base flood elevation. Built with integrity from solid concrete block and enhanced by Pella windows and a standing seam metal roof, this residence delivers peace of mind and timeless appeal. Boaters will appreciate the 80-foot concrete dock,

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(844) 970-3222

51 Sawyer Dr, Summerland Key, FL 33042
/14
$3,900 per month
- 2 Beds
- 2.5 Baths
- 1,080 Sq Ft
- Townhouse for Rent
28532 Channel View Dr, Little Torch Key, FL 33042

Current resident moving out on 1/31/26.This is a 3 story 2 bedroom 2.5 bathroom unfurnished townhome for rent on a year lease.It is located in the community of Little Torch Cottages in Little Torch Key between Marathon and Key West. It has stainless steel appliances, stackable washer and dryer, hurricane windows and doors, two balconies, 2 heated and chilled community pools, gym, sauna, marina

Joseph Danieli AKT Realty LLC

28532 Channel View Dr, Little Torch Key, FL 33042
/50
$875,000 Sold Feb 13, 2025

489 Pirates Rd, Little Torch Key, FL 33042
- 4 Beds
- 4 Baths
- 1,638 Sq Ft
- Built 1984
Last Sold Summary
- 20% Below List Price
- $534/SF
- 38 Days On Market
Current Estimated Value $818,328

Last Listing Agent Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

489 Pirates Rd, Little Torch Key, FL 33042

/44
Est $744,718 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
28233 Helen Ave, Little Torch Key, FL 33042

28233 Helen Ave, Little Torch Key, FL 33042

/55
$2,300,000
- 3 Beds
- 3 Baths
- 2,010 Sq Ft
948 Gulf Dr, Summerland Key, FL 33042

Luxury coastal living meets unmatched boating convenience at this fully renovated canal-front stunner in prestigious Summerland Cove Islands. Situated on a 7,575 sq ft lot with 75 ft of concrete dockage, a 20K lb boat lift, and quick ocean access via wide, flow-through canals -- this 3 Bedroom, 3 Bathroom home is a dream for boating enthusiasts. Inside, this 2,010 sq ft two-story retreat

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 833-9579

948 Gulf Dr, Summerland Key, FL 33042
/9
$12,500 per month
- 4 Beds
- 3 Baths
- 2,855 Sq Ft
- House for Rent
28502 Channel View Dr, Little Torch Key, FL 33042

This is a 3 story furnished 4 bedroom 3 bathroom home with a water view of the gulf in the Little Torch Cottages community of townhomes. There are 2 heated and chilled community pools, a gym, a sauna, a marina with boat ramp, bbq, exterior yard games and boat slip available for an extra charge. Kayaks and paddle boards are available for community usage.

Joseph Danieli AKT Realty LLC

28502 Channel View Dr, Little Torch Key, FL 33042
/45
$780,000 Sold Jul 18, 2025

29025 Geranium Dr, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 912 Sq Ft
- Built 1981
Last Sold Summary
- 6% Below List Price
- $855/SF
- 44 Days On Market
Current Estimated Value $787,646

Last Listing Agent Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

29025 Geranium Dr, Big Pine Key, FL 33043

/22
Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 735 Sq Ft
27954 Tarpon Terrace, Little Torch Key, FL 33042

27954 Tarpon Terrace, Little Torch Key, FL 33042

/50
$1,600,000
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
947 Gulf Dr, Summerland Key, FL 33042

There's a certain feeling you get the moment you pull onto Summerland Cove Isle, quiet, breezy, and unmistakably upscale. The kind of street where every home has been cared for, every canal sparkles, and the water itself seems to move with purpose. This home sits on the most coveted stretch of the island, where the flow-through, crystal-clear, extra-deep canals are the heartbeat of the

Coby Taylor

Taylor & Assoc. RE, Inc.

(786) 983-9115

947 Gulf Dr, Summerland Key, FL 33042
/81
$12,000 per month
- 2 Beds
- 2 Baths
- 1,443 Sq Ft
- House for Rent
441 La Fitte Rd, Summerland Key, FL 33042

** SHORT-TERM RENTAL ** Stunning open water house with high ceilings, open floor plan, covered screen porch, and open deck for the sun lovers! New deck with a heavy-duty boat lift in place (15,000 pounds) in one of the cleanest waters in the FL Keys! Metal roof, New A/C, Water Heater, and a Front aluminum fence with beautiful landscaping This home is located in one of the best neighborhoods in

Carolina Gil Caralex Intl Realty Group Corp

441 La Fitte Rd, Summerland Key, FL 33042
/49
$650,000 Sold Aug 20, 2025

27317 Cayman Ln, Summerland Key, FL 33042
- 2 Beds
- 1.5 Baths
- 1,029 Sq Ft
- Built 2012
Last Sold Summary
- 28% Below List Price
- $632/SF
- 262 Days On Market
Current Estimated Value $694,955

Last Listing Agent Diana Fiddes Coldwell Banker Schmitt Key Largo

27317 Cayman Ln, Summerland Key, FL 33042

/45
Est $1,206,865 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,376 Sq Ft
27379 Jamaica Ln, Ramrod Key, FL 33042

27379 Jamaica Ln, Ramrod Key, FL 33042

/4
$285,000
- Land
Unlisted Address

Private Acre on Cudjoe Key. Lush, Tropical, and Near the Water Escape to your own secluded paradise in the Lower Keys! This just over an acre lot on Cudjoe Key is surrounded by beautiful equestrian properties and dense tropical foliage, offering unmatched privacy and tranquility. Located just seconds from a public boat ramp, you'll have easy access to world-class fishing, boating, and

Coby Taylor

Taylor & Assoc. RE, Inc.

(786) 876-6382

Unlisted Address
/2
$1,450 per month
- Property for Rent
29859 Overseas Hwy Unit A14, Big Pine Key, FL 33043

🌴 Big Pine Key Lot for Rent - RV or Tiny Home Ready! 🌴Enjoy the Florida Keys lifestyle in this beautiful lot located in a desirable condominium community in Big Pine Key, just off U.S. 1 and close to everything!🏝️ Community Features:Heated pool for year-round enjoymentWasher/dryer available for tenantsSafe, friendly neighborhoodSteps from the bus stop, shops,

Graciela Lozano KeysLifestyle Real Estate (KW)

29859 Overseas Hwy Unit A14, Big Pine Key, FL 33043
/59
$860,300 Sold May 02, 2025

701 Spanish Main Dr Unit 198, Cudjoe Key, FL 33042
- 2 Beds
- 2 Baths
- 864 Sq Ft
- Built 2000
Last Sold Summary
- 9% Below List Price
- $996/SF
- 76 Days On Market
Last Listing Agent Kelly Gardner Bluescape Real Estate

701 Spanish Main Dr Unit 198, Cudjoe Key, FL 33042

/42
Est $1,580,961 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,644 Sq Ft
27339 Saint Vincent Ln, Summerland Key, FL 33042

27339 Saint Vincent Ln, Summerland Key, FL 33042

Showing Results 41 - 80, Page 2 of 18

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