$2,389 - $4,210 per month
Ocean Walk
Studio - 3 Beds
3900 S Roosevelt Blvd, Key West, FL 33040
277
Monroe County, FL Rentals
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3900 S Roosevelt Blvd, Key West, FL 33040
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$2,250 - $2,935 per month
106003 Overseas Hwy, Key Largo, FL 33037Keys Lake Villas
2 - 3 Beds
106003 Overseas Hwy, Key Largo, FL 33037
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$2,950 - $3,650 per month
6973 Overseas Hwy, Marathon, FL 33050Tarpon Harbour
2 - 3 Beds
6973 Overseas Hwy, Marathon, FL 33050
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$2,748 - $3,967 per month
10 Betty Rose Dr, Key West, FL 33040The Quarry
1 - 3 Beds
10 Betty Rose Dr, Key West, FL 33040
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$1,999 - $3,096 per month
21 1st Ave, Key Largo, FL 33037Playa Apartments
1 - 2 Beds
21 1st Ave, Key Largo, FL 33037
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$4,000 per month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Apartment for Rent
63 Bass Ave Unit 2, Key Largo, FL 33037
63 Bass Ave Unit 2, Key Largo, FL 33037KEY LARGO RETREAT WITH PRIVATE BEACH ACCESS – PRIME LOCATION MINUTES FROM JOHN PENNEKAMP CORAL REEF STATE PARK – 2 Beds 2 FULL Baths – 1200 sqft – Spacious open layout – Exclusive access to private beach – Private Patio – BBQ Area – Tile flooring throughout – Launch a kayak, relax in the sun, or unwind to ocean breezes – Peaceful and quiet yet close to everything. Restaurants, shops, and marinas
Nicholas Valdes United Realty Group Inc
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$3,500 per month
- 2 Beds
- 2 Baths
- 912 Sq Ft
- House for Rent
30612 23rd Ln, Big Pine Key, FL 33043
30612 23rd Ln, Big Pine Key, FL 33043Property Id: 2240886Discover the beauty of Big Pine Key from this delightful 2-bedroom house. With a king bed and a queen bed, guests can relax in comfort. Enjoy the convenience of WiFi, AC, and a washing machine during your stay. The 2 bathrooms are equipped with all of the conveniences of home. Located between the Back Bay and the Ocean. Property sits on an acre lot, enjoy the breezy,
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$2,300 per month
- 1 Bed
- 1 Bath
- 500 Sq Ft
- Condo for Rent
3314 Northside Dr Unit 21A, Key West, FL 33040
3314 Northside Dr Unit 21A, Key West, FL 330401 bedroom condo available in Solano Village. W/D in unit, $2300+utilities. No pets or smoking.1st month+equal deposit to move in. Please message me for more info and pictures/video tour.
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$6,000 per month
- 3 Beds
- 2 Baths
- 1,080 Sq Ft
- House for Rent
130 Plantation Ave Unit Upper, Tavernier, FL 33070
130 Plantation Ave Unit Upper, Tavernier, FL 33070Furnished 3 Bed / 2 Bath - All Utilities IncludedBeautifully furnished upper-level unit featuring 3 bedrooms and 2 bathrooms. Rent includes utilities, cable, lawn care, and pool service for a truly hassle-free living experience. Located in a quiet neighborhood close to restaurants, shopping, and top-rated schools.Interested in more space? The entire house (6 Bed / 4 Bath) is also available for
Tracey Petrusha Venture Realty Group
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$6,460 per month
- 3 Beds
- 2 Baths
- 1,402 Sq Ft
- House for Rent
1618 Laird St, Key West, FL 33040
1618 Laird St, Key West, FL 33040Property Id: 2235843Welcome to this beautiful home with a luxury kitchen, delightful sunroom, new ductless a/c units, brand new swimming pool (heated and cooling), landscaping, off street covered parking. located in the midtown area close to beaches, White Street Pier, restaurants and just a short bike ride to Old Town.Create your own Key West Lifestyle relaxing in your pool or many
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$8,500 per month
- 3 Beds
- 2 Baths
- 2,208 Sq Ft
- House for Rent
2 Snipe Rd, Key Largo, FL 33037
2 Snipe Rd, Key Largo, FL 33037Seasonal rental in Key Largo. Newly renovated 3-story home with a clean, modern design. This spacious property offers 3 bedrooms, 2 bathrooms, and waterfront canal access with dockage included in the rental price. As a corner lot, it provides parking. Each floor features large terraces ideal for enjoying the outdoors. The top level includes a second living/entertainment room, providing extra
Sebastian Zamudio Keller Williams Eagle Realty
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$35,000 per month
- 4 Beds
- 4.5 Baths
- 5,348 Sq Ft
- House for Rent
133 Severino Dr, Islamorada, FL 33036
133 Severino Dr, Islamorada, FL 33036Experience luxury living at its finest in this completely renovated four-bedroom, four-bathroom home nestled in one of the most prestigious neighborhoods in the upper Keys. This stunning residence showcases exceptional craftsmanship by a renowned local builder, creating an extraordinary retreat where sophisticated design meets tropical paradise. The home features two separate living areas and
Pete Riveiro The Firm Realty Group
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$1,500 per month
- 1 Bed
- 1 Bath
- 450 Sq Ft
- Apartment for Rent
195 Gardenia St Unit 4, Tavernier, FL 33070
195 Gardenia St Unit 4, Tavernier, FL 33070Great unit part of a unique canal front property in the heart of the Florida Keys, nestled in the sought-after Plantation Key Colony neighborhood. There is 30ft of dock space available for an additional monthly fee. The unit comes unfurnished. Water/Sewer/Trash are included. Coin Washer/Dryer on premises. Located just minutes from marinas, dining, and shopping. Sorry no pets.
Ada Rodriguez Better Homes and Gardens Real Estate Destinations
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$8,000 per month
- 4 Beds
- 3 Baths
- 2,378 Sq Ft
- House for Rent
316 E Seaview Dr, Marathon, FL 33050
316 E Seaview Dr, Marathon, FL 33050Amazing Duck Key Ocean access home with four bedrooms and three full bathrooms. Seasonal rental property 30 days or more! The enchanting canals and this waterfront residence redefine luxuryliving in the Florida Keys. Your paradise awaits in the pool area, with a concrete swimming pool illuminated by underwater lights and gas-heated. This stunning property features open spaces to entertain, a
Raquel Orellana All American Realty LLC
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$1,975 per month
- Studio - 1 Bed
- 1 Bath
- 300 Sq Ft
- Condo for Rent
1703 Johnson St, Key West, FL 33040
1703 Johnson St, Key West, FL 33040Do not disturb tenants, 300 SF studio unit, small kitchenette, AC, Washer/Dryer connection, large living/bedroom area with closet, large bathroom with glass shower enclosure. New Tile flooring. Renovated in last five years. First floor unit, with rear fenced deck . On site parking, 24 hour notice to show. Please text me if interested in seeing the unit, available November 20th, 6 months or
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$2,900 per month
- 2 Beds
- 2 Baths
- Condo for Rent
127 Monroe Dr Unit 3, Tavernier, FL 33070
127 Monroe Dr Unit 3, Tavernier, FL 33070Property Id: 1434603This property offers a recently updated kitchen with all appliances, refrigerator, dishwasher, microwave, stove / oven. It has a very spacious eating area/ prep Island and living room. Two separate full size bedrooms and bathrooms. Both bedrooms offer two very spacious closets and additional storage in the hallways. In unit washer and dryer. Fully screened in
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$5,499 per month
- 2 Beds
- 2.5 Baths
- 1,350 Sq Ft
- Townhouse for Rent
202 Sanctuary Dr Unit 202, Key Largo, FL 33037
202 Sanctuary Dr Unit 202, Key Largo, FL 33037Beautiful Waterfront FULLY FURNISHED One-Level FLAT 2 Bedroom, 2 Bath Condo for Rent at The Sanctuary at Key Largo, MM 100, Bayside. This rare rental opportunity offers the perfect combination of nature, history, and coastal living. Enjoy a serene lifestyle in one of Key Largo's most unique, treasured and Gated communities. Nestled on 24 acres of lush tropical hardwood hammock, this historic and
John U. Darden John U. Darden, R.E. Broker
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$2,349 - $2,849 per month
96 Coco Plum Dr, Marathon, FL 33050CoCo Vista
1 - 3 Beds
96 Coco Plum Dr, Marathon, FL 33050
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$5,500 per month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Condo for Rent
1800 Atlantic Blvd, Key West, FL 33040
1800 Atlantic Blvd, Key West, FL 33040Property Id: 2136484Fully furnished two bedroom, two bath. It can sleep six with a pull out couch. Very quiet and picturesque ocean view from the west facing balcony. The sunsets are amazing. All condominium amenities included Jacuzzi spa sauna
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$4,150 per month
- 2 Beds
- 2 Baths
- 1,265 Sq Ft
- Condo for Rent
1700 Flagler Ave Unit 1, Key West, FL 33040
1700 Flagler Ave Unit 1, Key West, FL 33040Property Id: 1485104This 2 bed / 2 bath ensuite unit offers comfort and convenience in a charming setting. Enjoy generous living areas, ample closets, in unit washer/dryer, and a spacious yard with decks and spa. Onsite parking. The property's traditional Key West style exterior creates a welcoming home in a prime Midtown location. A must see! F/L/S required. Background checks on all
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$4,900 per month
- 3 Beds
- 2.5 Baths
- 1,804 Sq Ft
- House for Rent
94825 Overseas Hwy Unit 237, Key Largo, FL 33037
94825 Overseas Hwy Unit 237, Key Largo, FL 33037Only at Key Largo Ocean Resort can you be close to the bay and minutes from all. Your 1800+ ft luxury vacation property has been meticulously and elegantly presented with dramatic large living spaces, fabulous Chef’s kitchen, tile floors thru-out with lux master and spa bath. All-inclusive and fully equipped in every way imaginable with the best of everything to enjoy true resort style living.
Gustavo Lopez Village Realty of S. Florida
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$4,500 per month
- 2 Beds
- 2 Baths
- 726 Sq Ft
- House for Rent
325 Calusa St Unit 320, Key Largo, FL 33037
325 Calusa St Unit 320, Key Largo, FL 33037Key Largo Waterfront Paradise Awaits!Step into your dream escape with this stunning 2-bedroom, 2-bath, canal-front gem in the coveted Calusa subdivision. Panoramic open water views and direct access to the Florida Keys Bay. This community is your gateway to endless adventure and relaxation with activities like children playground, tennis & basketball court, pool and boat ramp & dock. The
Jose Vigo RE/MAX All Keys Real Estate
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$5,000 per month
- 3 Beds
- 2 Baths
- 1,322 Sq Ft
- House for Rent
4 Pelican Rd, Key Largo, FL 33037
4 Pelican Rd, Key Largo, FL 33037Available for 1-6 months starting December 1stExperience waterfront living in this beautifully maintained 3-bedroom, 2-bathroom home situated directly on the canal. This partially furnished residence offers an inviting blend of comfort and convenience, featuring a spacious open-concept floor plan ideal for both relaxation and entertaining.Enjoy direct water access with a 45-foot dock and boat
Vanessa Santana Miami New Realty
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$4,500 per month
- 2 Beds
- 2 Baths
- 1,416 Sq Ft
- Property for Rent
728 Ashe St, Key West, FL 33040
728 Ashe St, Key West, FL 33040Charming Historic Home in Old Town Key West - Annual Lease RequiredStep into the charm of Old Town Key West with this spacious and beautifully maintained historic home. This two-bedroom, one-and-a-half-bath residence blends classic island character with modern comfort.Both bedrooms are generously sized, each offering ample closet space. The primary bedroom features direct access to the full bath
Jody Clark Key West Luxury Real Estate Inc (KW)
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$4,000 per month
- 2 Beds
- 2 Baths
- 1,278 Sq Ft
- Condo for Rent
96000 Overseas Hwy Unit W44, Key Largo, FL 33037
96000 Overseas Hwy Unit W44, Key Largo, FL 33037Top Floor Condo in desirable Buttonwood Bay in Key Largo Florida. Unit offers great views of Florida Bay and the marina basin from the expansive screened balcony. Featuring two bedrooms and two bathrooms, kitchen with granite countertops, bamboo flooring in the bedrooms, a new a/c and stainless steel refrigerator. Amenities include 5 tennis courts, pickle ball courts, 3 heated swimming pools, a
Omar Bonnin Prestige Realty Group, LLC
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$2,750 per month
- 2 Beds
- 1 Bath
- Property for Rent
325 Calusa St Unit 118, Key Largo, FL 33037
325 Calusa St Unit 118, Key Largo, FL 33037NOW AVAILABLE! Welcome to Calusa, a sought after community located in Key Largo. Calusa is an exclusive, guard-gated community that offers a lifestyle of comfort & convenience. Residents enjoy a range of amenities, including a large pool, well-maintained play grounds, tennis courts, & cozy fire pits for relaxing evenings. Situated on a quiet street without rear neighbors providing an exceptional
Annie Bello RE/MAX Advance Realty
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$6,000 per month
- 3 Beds
- 3 Baths
- 1,300 Sq Ft
- Property for Rent
228 Orchid St, Tavernier, FL 33070
228 Orchid St, Tavernier, FL 33070Introducing a 3/2 home located in the serene Tavernier. this hideaway is situated in a tranquil block with only a few properties providing you with the perfect opportunity to comfort of a home with a fully furnished open plan living area, well-equipped kitchen, the location is unbeatable, the property is walking distance, to the mall, and hospital,all local shops, supermarkets. Make the most
Iliana Hernandez Urban Investments Realty LLC
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$5,490 per month
- 2 Beds
- 2 Baths
- 816 Sq Ft
- House for Rent
31547 Avenue D, Big Pine Key, FL 33043
31547 Avenue D, Big Pine Key, FL 33043Come see this immaculate 2 Bedroom 2 Bath Big Pine Key Waterfront home with its Wonderful Water Views! It is available for a seasonal rental, so come on down and enjoy the Florida winter weather! It has a well equipped kitchen for your convenience and is only 5 years old. Please see the attached photos. You'll be glad you did! Only 30 miles to Key West and all of the other Points of Interest in
Philip Vias LoKation
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$14,000 per month
- 5 Beds
- 4 Baths
- 6,252 Sq Ft
- Apartment for Rent
112 Avenue D Unit 1, Marathon, FL 33050
112 Avenue D Unit 1, Marathon, FL 33050Experience coastal living at its finest in this brand-new luxury home in the heart of Marathon, Florida. Blending modern elegance with island charm, this residence offers 110 feet of direct water frontage and immediate ocean access, perfect for boating, fishing, and soaking in the views. Enjoy an open-concept layout with designer finishes, a chef’s kitchen with quartz countertops and premium
Andres Cepero Element Real Estate Group
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$14,900 per month
- 3 Beds
- 3 Baths
- 2,000 Sq Ft
- House for Rent
17 Poisonwood Rd, Key Largo, FL 33037
17 Poisonwood Rd, Key Largo, FL 33037FOR RENT - All Inclusive Winter Retreat with Ocean Views, 200-Ft Dock, Pool & Jacuzzi - A Keys Paradise!Experience the best of island living in this stunning private and gated waterfront home in the Florida Keys. Enjoy breathtaking ocean views, luxurious amenities, and the perfect blend of comfort and style.This beautifully designed home features 200 feet of dockage--ideal for boating, fishing,
Yvette Doherty Coldwell Banker Schmitt Key Largo
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$2,200 per month
- 1 Bed
- 1 Bath
- 660 Sq Ft
- House for Rent
219 S Bay Harbor Dr Unit B, Key Largo, FL 33037
219 S Bay Harbor Dr Unit B, Key Largo, FL 33037Annual Rental - Beautiful 1 Bedroom / 1 Bathroom ✨Elegantly remodeled and fully updated! This charming home comes fully furnished and tastefully decorated, featuring a Covered Balcony and ample parking.Move-in ready -- just bring your toothbrush! Conveniently located close to shopping, schools, restaurants, and more.Perfect for anyone looking for comfort, style, and convenience all in one
Tracey Petrusha Venture Realty Group
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$3,000 per month
- 2 Beds
- 1 Bath
- 815 Sq Ft
- House for Rent
219 S Bay Harbor Dr Unit A, Key Largo, FL 33037
219 S Bay Harbor Dr Unit A, Key Largo, FL 33037🏡 Annual Rental - Beautifully Remodeled 2 Bedroom / 1 Bathroom HomeStep into this elegantly remodeled and fully furnished 2-bedroom, 1-bathroom home -- move-in ready and waiting for you! Enjoy stylish decor, a covered patio, and plenty of parking space.This home offers everything you need -- just bring your toothbrush! Conveniently located close to shopping, schools, restaurants, and
Tracey Petrusha Venture Realty Group
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$4,800 per month
- 3 Beds
- 1.5 Baths
- 1,247 Sq Ft
- House for Rent
29283 Coconut Palm Dr, Big Pine Key, FL 33043
29283 Coconut Palm Dr, Big Pine Key, FL 33043Welcome to Coconut Palm Drive--a hidden gem in one of Big Pine Key's peaceful residential neighborhoods. This 3 bedroom, 1.5 bath island home offers vaulted ceilings, crown molding, and an open-concept layout that brings in natural light and a spacious feel. The tropical backyard is fully fenced for privacy and features mature banana trees. A generous downstairs storage area offers endless
Lisa Cattran Engel & Volkers Marathon
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$3,525 per month
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
- House for Rent
29822 Frostproof Rd, Big Pine Key, FL 33043
29822 Frostproof Rd, Big Pine Key, FL 33043Property Id: 2218567Enjoy comfort and privacy in this elevated 2-bedroom, 2-bath home featuring an extra bedroom, open floor plan and vaulted ceilings for a bright, airy feel. The living room and master bedroom each open through French doors onto a balcony, while the bonus bedroom offers its own private sliding door access. Central A/C and heat keep the home comfortable year-round. Relax
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$2,800 per month
- 2 Beds
- 1 Bath
- 875 Sq Ft
- Apartment for Rent
184 Adobe Casa Court Dr Unit 184, Tavernier, FL 33070
184 Adobe Casa Court Dr Unit 184, Tavernier, FL 33070Find your perfect Keys retreat in this fully renovated 2-bedroom, 1-bath home in the heart of Tavernier. Bright, breezy, and beautifully updated, this property offers open living spaces, a modern kitchen, and a fresh contemporary bath. Step outside and enjoy tropical landscaping, nearby water access, and everything the Upper Keys has to offer—great dining, diving, and sunsets just minutes away.
George Daniel Brokers International Realty LLC
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$4,500 per month
- 3 Beds
- 2 Baths
- 1,100 Sq Ft
- House for Rent
504 Avenue E, Key West, FL 33040
504 Avenue E, Key West, FL 33040Completely Remodeled in 2023, New Kitchen, New bathrooms and living area. Tile in every room Master Bed will fit a King size bed. Will work with Military Families. AC and Roof is new also
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$4,100 per month
- 3 Beds
- 2 Baths
- 1,071 Sq Ft
- Condo for Rent
3930 S Roosevelt Blvd Unit N304, Key West, FL 33040
3930 S Roosevelt Blvd Unit N304, Key West, FL 33040Experience the easygoing charm of island life in this thoughtfully updated 3-bedroom, 2-bath condo, in the desirable resort-style living in Las Salinas. Fully Furnished, Light pours into the open-concept living space, creating a warm and inviting atmosphere that feels like home. The primary suite includes a private balcony that overlooks the pool and steps away from the newly updated fitness
Kayley Arn Coldwell Banker Realty - Aventura
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$4,850 per month
- 4 Beds
- 2 Baths
- 1,572 Sq Ft
- House for Rent
1735 Bahama Dr, Key West, FL 33040
1735 Bahama Dr, Key West, FL 33040Escape to paradise with this charming fully furnished, partially furnished or unfurnished rental in the heart of Key West, FL! Experience the ultimate getaway with all the comforts of home in this roomy 4-bedroom, 2-bathroom retreat with a large private landscaped and fenced backyard with backyard cottage. Can accommodate with 5 full-sized beds for a large family or business accomadations.
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$3,000 per month
- 2 Beds
- 2 Baths
- 630 Sq Ft
- Property for Rent
65821 Overseas Hwy Unit 105, Long Key, FL 33001
65821 Overseas Hwy Unit 105, Long Key, FL 330016+/- Month Rental--Come Fall in Love with this Little Gem nestled in the heart of Outdoor Resort. This vibrant gated community waterfront resort sits on 35 acres and has multiple amenities such as Pool, marina, boat ramp, boat trailer storage, private beach, bocce ball, tennis courts, club house, Laundry Facilities and more! Whether you're seeking relaxation or recreation, this resort has it
Tracey Petrusha Venture Realty Group
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$3,200 per month
- 2 Beds
- 2 Baths
- House for Rent
154 Cocoa Dr, Tavernier, FL 33070
154 Cocoa Dr, Tavernier, FL 33070Welcome to this charming 2-bedroom, 2-bath concrete home with concrete roof is located in a quiet, local neighborhood. This well-maintained property offers a versatile layout with the option to convert one of the existing spaces into a third bedroom, making it ideal for families or those in need of extra room. Enjoy a spacious fenced yard perfect for pets, gatherings, or simply relaxing in
Kelly Randin RE/MAX All Keys Real Estate
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