Monroe, FL Homes

/46
$697,000 Open Fri 1PM - 3PM
- 2 Beds
- 2 Baths
- 1,447 Sq Ft
178 E Sandy Cir, Big Pine Key, FL 33043

CHARMING HOME NESTLED IN THE TREES ... if you love nature and a bit of privacy, this 14,000 sq. ft. property is not to missed. The conveniences and amenities that Big Pine Key offers are easily accessible by foot, bicycle and car. Look in any direction and all you see are trees! Custom-built, the home has wonderful porch spaces on two levels ... it's light and bright inside with abundant

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(855) 528-9308

178 E Sandy Cir, Big Pine Key, FL 33043
/20

$3,950 - $4,200 per month

Little Torch Cottages

2 Beds

28501 Channel View Dr, Little Torch Key, FL 33042

In Little Torch Key, near Mile Marker 28 on US Highway 1, Little Torch Cottages features 48 homes for those looking for something special. This beautiful property has 400 feet of open water views on Pine Channel, and also offers 22 foot boat slips at a discounted monthly rate for community residents. You will also be able to enjoy a community Clubhouse, park, BBQ areas, Paddle Board and Kayak

28501 Channel View Dr, Little Torch Key, FL 33042
/3
$65,000 Sold Aug 04, 2025
- Land
- 54 Days On Market
0 Spanish Channel Dr, No Name Key, FL 33043

This is two vacant lots. Tier 1 lots in a Platted Subdivision . As per Planning office a house can be built there .End of the street property so great water access.

Barbara Eads Barbara Eads Realty

0 Spanish Channel Dr, No Name Key, FL 33043

/26
Est $413,740 Not Listed For Sale
- 1 Bed
701 Spanish Main Dr Unit 229, Cudjoe Key, FL 33042

701 Spanish Main Dr Unit 229, Cudjoe Key, FL 33042

/41
$1,199,000
- 2 Beds
- 1 Bath
- 1,144 Sq Ft
237 La Fitte Rd, Summerland Key, FL 33042

Located in Little Torch Key, this 2-Bedroom, 1144 sq ft waterfront home boasts breathtaking open water views offering a front-row seat to mesmerizing sunrises and tranquil ocean breezes. Enter into the bright and airy Great Room where a wall of impact glass windows look out to picture perfect water views. The open Kitchen features top-grade appliances, sleek wood and granite countertops, ample

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 937-0738

237 La Fitte Rd, Summerland Key, FL 33042
/17
$3,600 per month
- 2 Beds
- 1 Bath
- 774 Sq Ft
- Property for Rent
29654 Constitution Ave, Big Pine Key, FL 33043

Wonderful renovated waterfront 1/2 Duplex for rent! This one is the left side of duplex and has spacious 2 bedrooms and 1 full bath with open floor plan for living. Completely renovated and gorgeous inside! Beautiful Quartz countertops and stainless appliances in kitchen, all new fixtures and flooring thru-out. Stylish barn doors in both bedrooms with ample closet space. Screened in back porch

Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

29654 Constitution Ave, Big Pine Key, FL 33043
/40
$825,000 Sold Aug 04, 2025
- 918 Sq Ft
- $899/SF
- 157 Days On Market
- 2 Beds
- 2 Baths
- Built 1959
260 Airport Dr S, Summerland Key, FL 33042

Attention pilots & boaters: Park your private plane in the front and your boat in the back! This 2 bedroom home in the highly sought-after Summerland Key Cove Airport Community offers the perfect low-maintenance retreat in the Florida Keys. Located at Mile Marker 24, this property boasts 60 feet of dockage, complete with a 14,000 lb boat liftThe unique layout of this home features one bedroom,

Francesca Santiago Keller Williams Realty Professionals (KW)

260 Airport Dr S, Summerland Key, FL 33042

/63
Est $1,999,379 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,366 Sq Ft
17057 Bonita Ln W, Sugarloaf Key, FL 33042

17057 Bonita Ln W, Sugarloaf Key, FL 33042

/21
$1,495,000
- 1 Bed
- 2 Baths
- 1,234 Sq Ft
27001 Overseas Hwy, Ramrod Key, FL 33042

Prime Highway front property on Ramrod Key in the heart of the Lower Florida Keys. Located at Mile Marker 27 on Ramrod Key, this exceptional property encompasses three spacious lots with premium frontage on the Overseas Highway. With 28,132 square feet of land and street access on three sides, the property offers high visibility and excellent exposure on US 1. Zoned Suburban Commercial, this

Sandra Tuttle

Island Welcome Real Estate

(855) 970-3203

27001 Overseas Hwy, Ramrod Key, FL 33042
/9
$2,400 per month
- 1 Bed
- 1 Bath
- 528 Sq Ft
- House for Rent
31020 Avenue B, Big Pine Key, FL 33043

Property Id: 2043481Cozy 1 Bedroom, 1 Bath Mobile Home This well-maintained mobile home features laminate flooring, a screened-in back porch, and a small fenced side and backyard. It includes washer/dryer hookups and an on-demand water heater. The home is unfurnished, and utilities are not included. Lease Terms: Maximum 2 people $2,400.00/ per month 12-month lease First month, last month,

31020 Avenue B, Big Pine Key, FL 33043
/44
$930,000 Sold Aug 01, 2025
- 1,280 Sq Ft
- $727/SF
- 96 Days On Market
- 2 Beds
- 2 Baths
- Built 1982
3761 Gumbo Limbo St, Big Pine Key, FL 33043

THIS IMPECCABLY RENOVATED CBS home is situated on a 7,350 sq. ft. lot with 70' concrete seawall, step-down dock and a recently added 10,000 lb. boat lift. Once inside, your eyes are drawn to the impressive new kitchen with quartz counters and the high cathedral ceiling throughout this 1,280 sq. ft. 2BD/2BA home. Numerous updates have been made since 2021, including renovations to both bathrooms,

Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

3761 Gumbo Limbo St, Big Pine Key, FL 33043

/9
Not Listed For Sale
Lot 8 Overseas Hwy, Summerland Key, FL 33042

Lot 8 Overseas Hwy, Summerland Key, FL 33042

/38
$865,000
- 3 Beds
- 2 Baths
- 1,068 Sq Ft
3611 S Seas St, Big Pine Key, FL 33043

Start Living the Keys Life in this well maintained 3-Bedroom Waterfront Home! With vacant land protected on three sides from building, your privacy and tranquility at this home have been established. The peaceful surroundings provide a perfect retreat, ensuring your ultimate relaxation. Inside, the home features pocket sliders that open up to a screened porch, blending the indoors with the lush

Scott Brisson

KeyIsle Realty

(855) 706-4078

3611 S Seas St, Big Pine Key, FL 33043
/19
$4,200 per month
- 3 Beds
- 2 Baths
- 1,048 Sq Ft
- Property for Rent
29267 Cypress Dr, Big Pine Key, FL 33043

Located in the Eden Pines community, this unfurnished single-family home offers 2 bedrooms plus a bonus room previously used as a third bedroom. Enjoy canal-front living with a boat lift and plenty of storage, including an enclosed downstairs area and separate shed. Washer and dryer included. Pet-friendly with deposit. 6-8 month lease preferred. Utilities not included. Background and credit check

Melissa Gibbins Expert Realty LLC (HQ)

29267 Cypress Dr, Big Pine Key, FL 33043
/51
$975,000 Sold Aug 01, 2025
- 1,200 Sq Ft
- $812/SF
- 101 Days On Market
- 3 Beds
- 2 Baths
- Built 2023
527 Heck Ave, Little Torch Key, FL 33042

This immaculate 3-bedroom, 2-bath custom home was site built by the owner for himself in 2023. Located on Little Torch Key, this home boasts the best of both worlds with picturesque views of the sunsets over the ponds on one side and excellent canal front dockage on the other offering quick access to the open water. The coastal-style home features an open concept floor plan with porcelain plank

Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

527 Heck Ave, Little Torch Key, FL 33042

/2
Not Listed For Sale
0000 Watson Blvd, Big Pine Key, FL 33043

0000 Watson Blvd, Big Pine Key, FL 33043

/5
$285,000
- Land
21731 Asturias Rd, Summerland Key, FL 33042

Private Acre on Cudjoe Key - Lush, Tropical, and Near the WaterEscape 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 watersports.

Coby Taylor

Expert Realty LLC (HQ)

(786) 398-5093

21731 Asturias Rd, Summerland Key, FL 33042
/12
$3,100 per month
- 3 Beds
- 2 Baths
- 1,528 Sq Ft
- House for Rent
31167 Ave G, Big Pine Key, FL 33043

Property Id: 2043505If your between homes, or construction, or here for a shorter period, here is a fully furnished home. Available now, 6mos + few days rental. Nice spacious, furnished home on a double lot, with fenced back yard. Utilities not included. Above ground pool. Close to local amenities. 3bd/2bth 1528 sq. ft. home with laundry room. Central AC & Heat. Monthly yard care

31167 Ave G, Big Pine Key, FL 33043
/19
$505,000 Sold Jul 30, 2025
- 1,056 Sq Ft
- $478/SF
- 4 Days On Market
- 3 Beds
- 2 Baths
- Built 1988
134 Tortuga Ln, Summerland Key, FL 33042

Waterfront Fixer-Upper with Endless Potential on Cudjoe Key in the Magical Lower Keys!Embrace the opportunity to transform this waterfront gem into your Florida Keys dream retreat! Nestled in the desirable community behind the famous Square Grouper Restaurant this property offers direct boating access to the Atlantic Ocean--no bridges, no hassle, just open water in mere minutes.Situated on a

Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

134 Tortuga Ln, Summerland Key, FL 33042

/2
Est $226,971 Not Listed For Sale
- Studio
701 Spanish Main Dr Unit 396, Cudjoe Key, FL 33042

701 Spanish Main Dr Unit 396, Cudjoe Key, FL 33042

/51
$1,500,000
- 4 Beds
- 2.5 Baths
- 2,166 Sq Ft
30985 Hibiscus Dr, Big Pine Key, FL 33043

NEARLY 1/2 ACRE OF CANAL-FRONT TROPICAL PARADISE! Boaters will appreciate 133 ft. of frontage; can dock mutliple boats along the 50 ft. wide canal and 25 ft. across the end of the canal. Approximately 60 ft. of concrete seawall with boat davits and fish cleaning station. Completely furnished, this 2,166 sf., 4-bedroom, 2.5-bath, CBS pool home is nestled on an impressive,19,762 sq. ft. double lot

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(844) 629-4607

30985 Hibiscus Dr, Big Pine Key, FL 33043
/25
$3,650 per month
- 3 Beds
- 2 Baths
- 1,285 Sq Ft
- House for Rent
3717 Palmetto St, Big Pine Key, FL 33043

Nice remote 3/2 in the heart of big pine key with a canal in the back where you would be able to dock your boat; beautiful location, a relaxing getaway, close to the open water, less than an hour away from Key West, minutes away from shopping, schools, and park. Call Now. Background and Credit Report (we will provide you with a link, and your customer will pay for the fee), Proof of employment,

George Assal ASLO Real Estate

3717 Palmetto St, Big Pine Key, FL 33043
/5
$725,000 Sold Jul 30, 2025
- 1,394 Sq Ft
- $520/SF
- 3 Days On Market
- 3 Beds
- 2 Baths
- Built 1990
19462 Canal Dr, Summerland Key, FL 33042

Discover peace and privacy in this charming, elevated home nestled on a generous 14,000 sq ft lot on Sugarloaf Key. With a massive covered deck perfect for relaxing or entertaining, this 2-story stilt home offers 3 bedrooms, 2 full bathrooms, plus a versatile bonus room ideal for a home office, guest space, or playroom.Enjoy the convenience of covered parking for multiple vehicles, ample storage

Jacqui Norman Berkshire Hathaway HomeServices Knight & Gardner Realty

19462 Canal Dr, Summerland Key, FL 33042

/5
Est $1,344,463 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,881 Sq Ft
354 Airport Dr S, Summerland Key, FL 33042

354 Airport Dr S, Summerland Key, FL 33042

/50
$1,699,000
- 4 Beds
- 3 Baths
- 1,967 Sq Ft
1068 Buttonwood Dr E, Summerland Key, FL 33042

Tucked away in the prestigious Sugarloaf Shores neighborhood this exceptionally private canal front retreat sits high on the ground sprawling over 1/2 acre of lushly landscaped fenced and gated grounds. Step inside the Living Room where large impact windows greet you boasting picturesque pool and garden views while flooding the space with natural light, creating an airy, welcoming atmosphere.

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 751-6658

1068 Buttonwood Dr E, Summerland Key, FL 33042
/11
$5,000 per month
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- House for Rent
467 W Shore Dr, Summerland Key, FL 33042

Property Id: 1850307Welcome to your dream home in the heart of Summerland Key! Located at MM25 in the coveted Summerland Key Cove neighborhood conveniently located near restaurants, shopping, and boat ramps. This spacious property features modern amenities such as a stainless steel appliances, central AC, and in ground swimming pool. Extra large driveway with plenty of off street parking

467 W Shore Dr, Summerland Key, FL 33042
/23
$510,000 Sold Jul 30, 2025
- 1,120 Sq Ft
- $455/SF
- 176 Days On Market
- 2 Beds
- 2 Baths
- Built 1982
27390 Barbados Ln, Summerland Key, FL 33042

Nestled in Breezeswept Beach Estates on the Ocean side of the highway for those seeking tranquil waterfront living or escaping the winter snow.Opportunity Awaits, Lots of Potential!Fixer Upper, needs work & not updated. 2 Bedrooms/2 Baths. 1120 Sq. ft. Spacious Open floor plan. Living Dining & Kitchen area with sliding doors to 12 X 28 back covered patio. Wrap around balcony. 40 ft. wide clean

Rose Dell Keller Williams Key West Compass Realty

27390 Barbados Ln, Summerland Key, FL 33042

/11
Not Listed For Sale
0 4th St Unit A&B 608914, Summerland Key, FL 33042

0 4th St Unit A&B 608914, Summerland Key, FL 33042

/35
$870,000
- 2 Beds
- 1.5 Baths
- 816 Sq Ft
575 Caribbean Dr E, Summerland Key, FL 33042

Best Price for a canal home in Summerland Cove. Here is great opportunity to get a location with premier boating access- 60' concrete seawall on a canal that is 60' wide and has a 4' control depth. 10k boat lift. The home features 2 bedrooms 1.5 baths, with a metal roof and covered porch overlooking the canal. Cute Island cottage with long time owner. Offered FURNISHED including kayaks and

Sandra Tuttle

Island Welcome Real Estate

(855) 515-8896

575 Caribbean Dr E, Summerland Key, FL 33042
/12
$3,950 per month
- 2 Beds
- 3 Baths
- 1,100 Sq Ft
- Property for Rent
31111 Hibiscus Dr Unit lot 31, Big Pine Key, FL 33043

Come live the island life in this immaculately kept 2 bedroom 3 full bath with additional room on ground floor.If you love nature Big Pine is for you. Close enough to enjoy both Marathon and Key West for the nights where you want to see the local action but far enough away for peace and tranquility. Home sits on a spacious 60 ft of canal front lot with quick access to Gulf or Atlantic from Bogie

Kimberley Frazier Keller Williams Key West Compass Realty

31111 Hibiscus Dr Unit lot 31, Big Pine Key, FL 33043
/47
$1,075,000 Sold Jul 30, 2025
- 1,120 Sq Ft
- $960/SF
- 189 Days On Market
- 3 Beds
- 2 Baths
- Built 1999
128 Le Grand Ln, Summerland Key, FL 33042

Welcome to your stunning 3-bedroom, 2-bathroom oasis, nestled at the end of a peaceful cul-de-sac on a double canal. Surrounded by lush fruit trees, this home offers the perfect blend of tranquility and luxury. Step inside to find a spacious open floor plan that creates a bright and airy atmosphere, ideal for entertaining. The chef-friendly kitchen is equipped with modern appliances, making it a

Alain Majeau Berkshire Hathaway HomeServices Knight & Gardner Realty

128 Le Grand Ln, Summerland Key, FL 33042

/49
Est $762,782 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,456 Sq Ft
29765 Osprey Ln, Big Pine Key, FL 33043

29765 Osprey Ln, Big Pine Key, FL 33043

/36
$699,000
- 3 Beds
- 2 Baths
- 1,039 Sq Ft
29048 Iris Dr, Big Pine Key, FL 33043

SITUATED ON A 50 FT. WIDE CANAL, this updated 3 bedroom / 2 bath home offers very good boat access to Pine Channel, the Atlantic and back country. The great room is bright and airy with a cathedral ceiling, south facing picture window and French doors that lead to the covered porch overlooking the canal. Updates include impact-resistant windows and doors, new stainless steel kitchen appliances,

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(855) 528-3127

29048 Iris Dr, Big Pine Key, FL 33043
/32
$5,500 per month
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
- House for Rent
1655 Sunrise Dr, Big Pine Key, FL 33043

Your clients will love having their morning coffee in the family room and watching the Sun rise over No Name Key.This back yard pool is completely private and perfect for family and guests. Sit in the Tiki Bar, sip a Margarita and enjoy the ocean and pool views. The tropical trees and setting will make you feel like you are living at a Caribbean Resort. Dock you boat at the cut-in boat slip, and

Mark Peterson

1655 Sunrise Dr, Big Pine Key, FL 33043
/37
$765,000 Sold Jul 28, 2025
- 1,440 Sq Ft
- $531/SF
- 113 Days On Market
- 3 Beds
- 2 Baths
- Built 2019
27255 Mariposa Rd, Ramrod Key, FL 33042

Sellers are offering a 1% CREDIT towards Buyers closing cost based on purchase amount! Experience the tranquility of the Florida Keys in this meticulously maintained home, completed in 2019 and ready for your immediate enjoyment. This stunning property showcases thoughtful upgrades totaling over $50,000 by the current owner, designed to elevate your comfort and convenience. The interior offers a

Melissa Graham Bluescape Real Estate

27255 Mariposa Rd, Ramrod Key, FL 33042

/2
Est $295,661 Not Listed For Sale
- Studio
701 Spanish Main Dr Unit 40, Cudjoe Key, FL 33042

701 Spanish Main Dr Unit 40, Cudjoe Key, FL 33042

/41
$1,172,000
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
22946 Bluegill Ln, Summerland Key, FL 33042

If you are looking for the ''Island Life'' with the best boating access in the Keys, this is the property for you. This beautifully updated tropical Keys home on a lushly landscaped spacious 10,200 square foot lot, is located in the tranquil setting of sought after Cudjoe Ocean Shores. This subdivision is extremely desirable for its premier boating access to world class fishing and diving in both

Anneliese Dietrick

Coldwell Banker Schmitt Lower Keys (KW)

(305) 787-3949

22946 Bluegill Ln, Summerland Key, FL 33042
/36
$5,000 per month
- 3 Beds
- 1 Bath
- 1,116 Sq Ft
- House for Rent
27316 Cayman Ln Unit 1, Summerland Key, FL 33042

Presenting Villa Marquesa — the perfect opportunity to lease a charming private villa in the heart of Ramrod Key, located in the picturesque Lower Keys. This fully furnished 3-bedroom, 1-bath tropical retreat offers stylish South Florida beach decor, a fully equipped kitchen, and two spacious living areas for ultimate comfort. Ideal for tenants seeking privacy, relaxation, and a resort-style

Gilbert Garcia Proxy Realty Group LLC

27316 Cayman Ln Unit 1, Summerland Key, FL 33042
/3
$1,100,000 Sold Jul 25, 2025
- 2,400 Sq Ft
- $458/SF
- 43 Days On Market
- 5 Beds
- 2 Baths
- Built 1975
30830 Watson Blvd Unit A & B, Big Pine Key, FL 33043

Unique opportunity commercial mixed use (MU) zoning attached to this waterfront legal duplex with 3 bedrooms/1 bathroom (Unit B) and 2 bedrooms/1 bathroom (Unit A). Located in Mixed Use (MU) zoning which allows for many commercial business uses and 28 day vacation rental potential - buyer to verify. The over sized fenced lot @ 34,270' incorporates a boat ramp and protected boat basin. Quick

Dave Wiley Coldwell Banker Schmitt Real Estate Co. (KW)

30830 Watson Blvd Unit A & B, Big Pine Key, FL 33043

/2
Est $563,832 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,232 Sq Ft
27188 Dolphin Rd, Ramrod Key, FL 33042

27188 Dolphin Rd, Ramrod Key, FL 33042

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