357

Homes for Sale near Monroe County School District Virtual Instruction Program

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  • /38

    $1,799,000

    • 7 Beds
    • 5 Baths
    • 2,349 Sq Ft

    800 Elizabeth St, Key West, FL 33040

    Tucked into one of Old Town's most peaceful and charming pockets, this unique multi-unit property offers the perfect blend of classic Key West character and flexible living. At 800 Elizabeth Street, you'll find a quintessential two-story Conch home featuring 5 bedrooms and 3 bathrooms, soaring ceilings, and timeless architectural details. Start your mornings on the inviting front porch and wind

    Jenny Perry Preferred Properties (KW)

    800 Elizabeth St, Key West, FL 33040
  • /33

    $780,000

    • 2 Beds
    • 2.5 Baths
    • 900 Sq Ft

    25 Kingfisher Ln, Key West, FL 33040

    Tucked away on a quiet private cul-de-sac in the highly sought-after Key West Golf Club community, 25 Kingfisher Lane offers a rare blend of privacy, convenience, and island charm. With easy parking and an exceptional setting, this light-filled residence stands out from the rest.This beautifully positioned home features an expansive wraparound deck, larger than most, along with additional windows

    Terri Spottswood Truman & Co. (KW)

    25 Kingfisher Ln, Key West, FL 33040
  • /43

    $2,595,000

    $205K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,049 Sq Ft

    508 Grinnell St, Key West, FL 33040

    Traditional key West home impeccably maintained, boasts three bedrooms, three full baths with plenty of closets throughout the home. Large private lot with a heated pool featuring a waterfall. Nice size cabana room that has a/c and heat with ample closet space can be a fourth bedroom. This home has large rooms for entertaining, quaint front porch and off street parking. A true treasure.

    Marc Ulanowski Equestrian Sotheby's International Realty

    508 Grinnell St, Key West, FL 33040
  • /18

    $3,450

    • 2 Beds
    • 2 Baths
    • 1,175 Sq Ft

    Unlisted Address

    Fully furnished La Brisa condo available through September 30, 2026. Electric, water and wi-fi included up to $200 per month. Washer and dryer in the unit. Covered carport, storage unit, central a/c, salt ponds view. Secured entry and building. La Brisa has an EV charging station, car wash area, tennis/pickleball court, barbecues, heated pool and hot tub and saunas No smoking, no pets, background

    Suzanne Washburn Coldwell Banker Schmitt Real Estate Co. (KW)

    Unlisted Address
  • /50

    $1,695,000

    • 2 Beds
    • 2 Baths
    • 1,077 Sq Ft

    907 Frances St, Key West, FL 33040

    Renovated beauty in the heart of Old Town Key West has 2b/2b. Late-1800s Conch house with detached guest cottage were gutted and restored in 2021. New roof, infrastructure and new state-of-the-art chef's kitchen. Casement windows open to the back garden that has 8 varieties of bananas. And what a fine garden it is: Orchids and herbs. Flowers and fruit. Salvaged Dade County pine walls light up

    Barbara Bowers Preferred Properties (KW)

    907 Frances St, Key West, FL 33040
  • /14

    $1,196,000

    $103K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 943 Sq Ft

    719 Elizabeth St, Key West, FL 33040

    Location, Location, Location! Old Town in X-Flood Zone on Solaris Hill with Off Street Parking! Quintessential conch cottage has a cozy front porch & has been in the same family for decades. All wood structure shows a glimpse of wood boards behind the existing interior paneling. This is believed to be the much-desired Dade County Pine. Roof and main electrical panel replaced (w/ permits) in 2014.

    Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

    719 Elizabeth St, Key West, FL 33040
  • /9

    $20,000

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft

    3675 S Roosevelt Blvd Unit week 43, Key West, FL 33040

    Selling week 42 and 43. High Tourist season. Fantasy Fest and Halloween. These weeks can be sold as deeded weeks or as points to add to an existing portfolio. Across from Smathers beach. There is an ocean view and amazing Sunrise views. Princess Balcony. 2 Bedroom Villa.

    Jenny Murphy Keller Williams Key West Compass Realty

    3675 S Roosevelt Blvd Unit week 43, Key West, FL 33040
  • /33

    $839,000

    • 2 Beds
    • 2 Baths
    • 944 Sq Ft

    1124 Olivia St Unit 321, Key West, FL 33040

    *** BEST PRICED 2/2 CONDO IN OLD TOWN *** Lionsgate community, heart of Old Town, one of Key West's most coveted small communities, known for its heated saltwater pool, lush tropical landscaping, and neighbors who actually know each other.Unit 321 sits on the second floor with vaulted ceilings, exposed beams, and an open layout that lives significantly larger than 944 sq ft. The kitchen and

    Juan Benitez Benitez Keller Williams Key West Compass Realty

    1124 Olivia St Unit 321, Key West, FL 33040
  • /28

    $1,299,000

    $100K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,434 Sq Ft

    928 United St, Key West, FL 33040

    FLIP FLOPS INLCUDED! Some homes are just addresses. This one is a lifestyle. Tucked into the heart of Old Town Key West, this beautiful historic Conch home is wrapped in the warmth of original Dade County pine and rich hardwood floors -- the kind of craftsmanship that simply isn't built anymore. The main house offers three bedrooms and a fully renovated bath, anchored by a large kitchen with

    Dawn McComish LPT Realty, LLC

    928 United St, Key West, FL 33040
  • /7

    $899,000

    • 1 Bed
    • 1 Bath

    2330 Staples Ave, Key West, FL 33040

    Discover a rare investment opportunity in the heart of Key West. This spacious corner duplex lot at 2330 Staples St and 1428 6th St offers incredible potential with two separate addresses and alley access for three convenient side entrances. The large lot features a charming, spacious cottage complete with a full kitchen, a bedroom with ample closet space, a stylish bathroom, and an attached

    Giancarlo Espinosa Virtual Realty Group FL Keys Inc

    2330 Staples Ave, Key West, FL 33040
  • /38

    $699,000

    $51K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 780 Sq Ft

    1825 Venetia St, Key West, FL 33040

    If you've been searching for a move-in ready slice of Key West in the heart of Midtown, 1825 Venetia Street delivers. This renovated 2-bedroom, 1-bath concrete block home sits on a fully fenced lot with a private tropical backyard designed for island living -- complete with a covered deck, lanai, outdoor shower, fruit trees, and multiple sitting areas that make the outdoors feel like an extension

    Jimmy Lane Island Life Realty Experts

    1825 Venetia St, Key West, FL 33040
  • /3

    $300,000

    6000 Peninsular Ave, Key West, FL 33040

    Exceptional opportunity to own a dry rack boat slip accommodating vessels up to 35 feet at sought-after Stock Island Marina, offering some of the best boating access in the Florida Keys with quick, direct entry to the Atlantic Ocean. This covered, secure rack storage provides convenient launch and retrieval along with well-maintained marina facilities designed for ease and protection. Ideal for

    Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

    6000 Peninsular Ave, Key West, FL 33040
  • /74

    $2,199,000

    $100K PRICE DROP
    • 6 Beds
    • 5 Baths
    • 2,570 Sq Ft

    1609 United St, Key West, FL 33040

    This versatile 3-family property offers a rare blend of privacy & income potential. Designed as 3 distinct residences, each with a private entrance and it's own kitchen and w/d, the property is ideal for an owner-occupant seeking rental income or an investment for long term, vacation rentals or family compound. Main Level - Primary Residence: The spacious downstairs layout features a 2 bed, 2

    Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

    1609 United St, Key West, FL 33040
  • /20

    $159,900

    $9K PRICE DROP
    • Land
    • 0 Sq Ft

    1801 N Roosevelt Blvd, Key West, FL 33040

    The ultimate waterfront living in the middle of Key West with this 34' 1987 Corker Holiday Mansion Houseboat on a state of the art floating dock at the City's Garrison Bight Marina. Fully furnished and new air conditioning. Low slip fee of $ 680 per month includes 2 parking passes, 2 clean laundry and shower facilities, free pump out and patrolled security. Very favorable Lease terms and

    Randy Moss Coldwell Banker Schmitt RE Co

    1801 N Roosevelt Blvd, Key West, FL 33040
  • /30

    $2,100,000

    • 3 Beds
    • 2 Baths
    • 1,665 Sq Ft

    1119 Whitehead St, Key West, FL 33040

    Tucked into the heart of Old Town, this beautifully restored residence pairs Key West's historic character with thoughtful modern updates--all just one block off Duval Street and three blocks from the iconic Southernmost Point. Taken down to the studs and fully renovated in 2018, the three-bedroom, two-bath home delivers high-end finishes throughout, plus the rare bonuses of a private gated

    Logan Guevremont Berkshire Hathaway HomeServices Knight & Gardner Realty

    1119 Whitehead St, Key West, FL 33040
  • /33

    $800,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 648 Sq Ft

    906 Truman Ave Unit 2, Key West, FL 33040

    Old Town First floor 2 Bedroom, 2 Bath condo, pool side!. Great Old Town location, close to Restaurants, '' Walk on White' , Grocery store, and a short walk or bicycle ride to Duval street. This wonderful 2 bedroom, 2 bath condo is one of 4 units and is located steps from the shared pool. Unique to this condo is an outside covered area with a Grill, wet-bar, and seating, exclusively for use with

    Elaine Coyle Keller Williams Key West Compass Realty

    906 Truman Ave Unit 2, Key West, FL 33040
  • /13

    $3,100

    • 2 Beds
    • 1 Bath

    1421 2nd St Unit 1425, Key West, FL 33040

    Ready for immediate occupancy, grab this 2/1 unfurnished apartment while it's still available. New kitchen, new flooring, central air, impact windows for safety. Washer/dryer hookups. Potential for a nice garden courtyard in front. No pets, please.

    Everett Watkins Keller Williams Key West Compass Realty

    1421 2nd St Unit 1425, Key West, FL 33040
  • /20

    $3,395,000

    6810 Front St Unit Four Large100' Slips, Stock Island, FL 33040

    LARGE YACHT COUNTRY * Four Boat Slips - Perfect for large boats and wide beam catamarans. Rare opportunity to purchase four liveaboard boat slips side by side as a package at Safe Harbour Marina on Stock Island. Slip sizes: 1A 100' x 39', 1B 100' x 27', 1C 100' x 34' and 1D 100' x 25'.Each slip can accommodate up to 125' boat. (each slip has 20'' steel pylons approximately 60' from

    Jerry Hughes Beach Club Brokers (KW)

    6810 Front St Unit Four Large100' Slips, Stock Island, FL 33040
  • /28

    $2,395,000

    $100K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,136 Sq Ft

    1104 Truman Ave, Key West, FL 33040

    FOUR UNIT Property in a Prime Old Town Key West Location with LOTS of OPTIONS! 1104 Truman Avenue is a legal four-unit property with multiple use possibilities. Generous off-street parking; a rare and valuable feature in Old Town, enhances desirability for business and/or residential occupants. Classic Conch-style construction with covered porches adds to the property's island appeal and

    Nancy Swift Location 3 Real Estate of KW Inc (KW)

    1104 Truman Ave, Key West, FL 33040
  • /29

    $1,350,000

    • 4 Beds
    • 4.5 Baths
    • 2,750 Sq Ft

    1503 Atlantic Blvd, Key West, FL 33040

    THIS IS THE PLAY. Big lot. Big upside. Atlantic Boulevard address. 1503 Atlantic Boulevard brings together the pieces that matter most in Key West: land, location, pool, and multi-unit flexibility.Atlantic Boulevard has only a handful of true residential opportunities, and this one brings the rare combination of land, pool, and multi-unit upside. Set on an approximately 8,050 square foot lot,

    Team Kaufelt Truman & Co. (KW)

    1503 Atlantic Blvd, Key West, FL 33040
  • /17

    $4,200

    • 3 Beds
    • 2 Baths
    • 642 Sq Ft

    1120 Elgin Ln Unit A, Key West, FL 33040

    Experience Old Town Key West living in this charming home tucked away on a quiet lane just steps from restaurants, shops, and attractions. Enjoy the convenience of off-street parking, a private outdoor sitting area, and plenty of space to relax and enjoy the island lifestyle. Located in one of Key West's most desirable neighborhoods, this property offers privacy, character, and an unbeatable

    Justyn Ewald Expert Realty LLC

    1120 Elgin Ln Unit A, Key West, FL 33040
  • /22

    $799,000

    $99K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 568 Sq Ft

    1218 Packer St Unit Rear, Key West, FL 33040

    Nestled in an X flood zone in Old Town , this lovely conch cottage has been well cared for, meticulously maintained and lightly used as a seasonal getaway. The two-bedroom, one-bath residence is fully furnished and move-in ready, offering a perfect blend of charm, comfort, and thoughtful design. Behind the private gate, the home immediately feels welcoming and serene, creating a true island

    Robert Donahue Key West Luxury Real Estate Inc (KW)

    1218 Packer St Unit Rear, Key West, FL 33040
  • /59

    $4,495,000

    • 4 Beds
    • 4.5 Baths
    • 2,806 Sq Ft

    1614 Washington St, Key West, FL 33040

    Architect-designed and purpose-built for modern island living, 1614 Washington Street delivers a rare combination of durability, intelligence, and refined restraint. This is a luxury home defined not by excess, but by performance, longevity, and thoughtful design. Constructed with solid masonry, impact-rated windows and doors, and positioned above flood elevation, the home offers a level of

    Richard Patten Your Keys Real Estate, LLC

    1614 Washington St, Key West, FL 33040
  • /34

    $599,000

    $36K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 772 Sq Ft

    3675 Seaside Dr Unit 342, Key West, FL 33040

    Welcome to your private slice of paradise at 3675 Seaside Drive, Unit 342. This highly sought-after end unit offers exceptional privacy, abundant natural light, and a tranquil coastal setting. The bright, open-concept floor plan is designed for effortless island living, with a spacious living and dining area that flows seamlessly from the well-appointed kitchen.The split-bedroom layout

    Joanne Allen Berkshire Hathaway HomeServices Knight & Gardner Realty

    3675 Seaside Dr Unit 342, Key West, FL 33040
  • /39

    $1,799,765

    • 3 Beds
    • 3 Baths
    • 1,502 Sq Ft

    1523 Seminary St, Key West, FL 33040

    Discover the perfect blend of island charm, comfort, and versality in this exceptional Key West property featuring a main residence and a spacious guest house. The main home offers 2 bed, and 2 baths thoughtfully designed with bright, open living space and classic Key West character. Added value is the separate guest house featuring an open concept floor plan, a beautiful bathroom, with open

    Christine EckArt Berkshire Hathaway HomeServices Knight & Gardner Realty

    1523 Seminary St, Key West, FL 33040
  • /5

    $3,500

    • 2 Beds
    • 1 Bath

    1110 White St Unit 2, Key West, FL 33040

    2-bedroom,1-bath apartment in prime Key West location .Walking distance to Sandy's cafe ,Fausto's Food Palace ,and local shops ,and just minutes from the beach .Conveniently located near restaurants ,grocery stores ,and laundry facilities. Enjoy the convenience of having everything you need just steps away in one of Key West's most desirable areas

    Ernie Cruz Berkshire Hathaway HomeServices Knight & Gardner Realty

    1110 White St Unit 2, Key West, FL 33040
  • /28

    $930,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,286 Sq Ft

    1227 20th Terrace, Key West, FL 33040

    *Seller Motivated, told us to bring all reasonable Offers. 3/1 with a guest cottage/office space at rear of property with private full bath and kitchenette. 4/2 with cottage. All just awaiting a Buyers personal taste!. Huge lot with incredible area for big a beautiful pool! This is a perfect family 3/1 home in one of the best New Town neighborhoods. This fully gated home sits on a massive 7000 sf

    Wade Meyer Real Estate Management of Key West, LLC

    1227 20th Terrace, Key West, FL 33040
  • /37

    $4,695,000

    $55K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 2,716 Sq Ft

    709 Eaton St, Key West, FL 33040

    Step into the enchanting world of Key West history at 709 Eaton Street, a meticulously preserved gem built circa 1847 in the iconic Seaport neighborhood. Historic charm and modern comfort, this home delivers 4 bedrooms, 4.5 baths, with 3 bedrooms, 3.5 baths conveniently located on the first level. The upstairs consists of the primary bedroom suite with an additional private study as well as a

    Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

    709 Eaton St, Key West, FL 33040
  • /16

    $2,033,000

    • 2 Beds
    • 1 Bath
    • 888 Sq Ft

    1 & 2 Aronovitz Ln, Key West, FL 33040

    Rare opportunity on desirable Aronovitz Lane in the heart of Key West! This unique offering includes two properties being sold together, creating exceptional flexibility for investors, builders, or lifestyle buyers.The package includes a vacant lot with the ability to rebuild its original two-unit footprint, a true rarity in Key West, presenting an exceptional chance to develop new construction

    Alexa Morgan Buy The Keys

    1 & 2 Aronovitz Ln, Key West, FL 33040
  • /17

    $3,995

    • 2 Beds
    • 1.5 Baths
    • 780 Sq Ft

    81 Golf Club Dr, Key West, FL 33040

    For Rent - Key West Golf Club Community Beautifully updated 2 bedroom, 1.5 bath townhome located in the highly desirable gated Key West Golf Club community on Stock Island. This 780 sq ft home offers a perfect blend of comfort, style and island living. This home features beautifully renovated kitchen and bathrooms, along with an open and inviting living space. Step outside to a spacious, private

    Nicole Gruenauer Key West Luxury Real Estate Inc (KW)

    81 Golf Club Dr, Key West, FL 33040
  • /40

    $950,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,411 Sq Ft

    3700 Northside Dr, Key West, FL 33040

    This move-in ready property offers the perfect blend of comfort, functionality, and island charm. Thoughtfully updated, the home features durable vinyl flooring throughout and energy-efficient mini-split systems in every room, providing individualized climate control and lower utility costs. The spacious layout is ideal for both full-time living and investment potential. A private driveway offers

    Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

    3700 Northside Dr, Key West, FL 33040
  • /31

    $1,100,000

    $199K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    414 Virginia St, Key West, FL 33040

    Price Reduced!!! Lovely 3 bedroom 2 bath home in the midst of Old Town just off Duval St. Central AC with nice room sizes and great lot size. Flood Zone Z500. Ready to sell As-Is. Seller motivated but firm on price. Please ask Listing Agent about historical significance of this property.

    Bernard Isler Isler Realty & Investments LLC

    414 Virginia St, Key West, FL 33040
  • /45

    $1,249,000

    $150K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,804 Sq Ft

    846 Olivia St, Key West, FL 33040

    Historic Old Town Key West home offering character, a prime location, and strong potential for a buyer looking to add value. Originally built in 1908 and positioned on a desirable corner lot, this 3-bedroom, 3-bath property is just moments from galleries, dining, the waterfront, and Key West's well-known sunsets. The interior features high ceilings, Dade County pine floors, and an open living and

    Tommy Mack Coastal Collection Real Estate Inc.

    846 Olivia St, Key West, FL 33040
  • /37

    $2,990,000

    • 4 Beds
    • 3 Baths
    • 1,787 Sq Ft

    1327 Whitehead St, Key West, FL 33040

    Modern luxury meets historic charm at this ultimate Key West sanctuary! Experience the pinnacle of island living in this stunning multi-story home built in 2018. Situated on the largest and most private parcel within an exclusive gated community, this home offers a rare combination of space and privacy in an unbeatable location. Tucked away off Whitehead Street, you'll be just steps from the

    Rodney Culiver Last Key Realty, Inc (KW)

    1327 Whitehead St, Key West, FL 33040
  • /42

    $4,450,000

    $145K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 2,985 Sq Ft

    1113 Stump Ln, Key West, FL 33040

    Experience the ideal blend of historic charm and modern luxury in this fully renovated and expanded Key West residence, where no detail has been overlooked. Set on a quiet, one-way street in Old Town, this 4-bedroom, 4.5-bath home offers 2,985 square feet of thoughtfully designed living space. Inside, soaring cathedral ceilings and rich Dade County pine walls create a warm, timeless aesthetic.

    Terri Spottswood Truman & Co. (KW)

    1113 Stump Ln, Key West, FL 33040
  • /42

    $750,000

    • 3 Beds
    • 2 Baths
    • 1,135 Sq Ft

    26D 11th Ave, Key West, FL 33040

    Positioned perfectly on a corner lot with ample outdoor space & private driveway. Welcome to D26 11th Avenue on Stock Island! This three (3) bedroom and two (2) bath home offers a great opportunity for buyers looking to upgrade into a new property, or those simply trying to get into homeownership. Recently renovated and completely fenced-in this home sits on a corner lot with room for a pool if

    Bobby Coe RE/MAX Keys Connection (KW)

    26D 11th Ave, Key West, FL 33040
  • /25

    $749,000

    • 2 Beds
    • 2 Baths
    • 1,302 Sq Ft

    1618 Flagler Ave, Key West, FL 33040

    First time ever on the market! This is an excellent opportunity to own a charming single-family home in Key West. Lovingly maintained and custom-built for the current owners, this property has remained in the same family for over 60 years. This tranquil residence features 2 bedrooms and 2 bathrooms and sits on a spacious 5,016 sq. ft. lot. The home includes off-street, covered parking for one

    Jason Barroso Century 21 All Keys Inc (KW)

    1618 Flagler Ave, Key West, FL 33040
  • /24

    $895,000

    • 4 Beds
    • 2 Baths
    • 1,755 Sq Ft

    3746 Paula Ave, Key West, FL 33040

    This large home on an extra large 6300 sf corner lot is an excellent opportunity for a renovation project. The main home is just under 1600 sf and consists of 4 bedrooms and 2 bathrooms and there is also a good sized detached structure of almost 200 sf that could be turned in to, among other ideas, an extra bedroom, artist's studio or pool cabana.The home had the roof replaced in 2014 and has

    Rob Severin Rob Severin Real Estate Co

    3746 Paula Ave, Key West, FL 33040
  • /19

    $3,975

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    1901 S Roosevelt Blvd Unit 404W, Key West, FL 33040

    Owners are licensed real estate brokers. Beautifully redecorated condo on 4th floor facing tranquil nature preserve. Hurricane shutters. One covered parking space and storage locker. Easy to show. Occupancy date negotiable. Newer appliances & HVAC including washer/dryer. BBQ pits on premises, along with pool, Jacuzzi, tennis court... (see supplement for full remarks). Across the street from

    Douglas Miller Amerirealty Corp (KW)

    1901 S Roosevelt Blvd Unit 404W, Key West, FL 33040
  • /15

    $2,675

    • 1 Bed
    • 1 Bath
    • 368 Sq Ft

    1318 Duncan St Unit 3, Key West, FL 33040

    AVAILABLE NOW... Lease at $2675 per month for a yearly lease. Renovated detached pool view cottage with stainless range and fridge/freezer close to vibrant White St with its cafes and restaurants, gourmet food stores, galleries and yoga studios. A short walk or bike ride to the beaches and the heart of Old Town, the Historic Seaport and Duval Street.....The compound has a large pool shared with

    Rob Severin Rob Severin Real Estate Co

    1318 Duncan St Unit 3, Key West, FL 33040

Showing Results 281 - 320, Page 8 of 9

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