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Homes for Sale near May Sands Montessori School

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  • /54

    $1,350,000

    • 5 Beds
    • 3 Baths
    • 1,488 Sq Ft

    2922 Flagler Ave, Key West, FL 33040

    With five bedrooms and three bathrooms, it seems perfect for families or hosting guests. The location ensures easy access to fantastic dining, coffee shops, and shopping, along with recreational options like sports venues and schools. The emphasis on beautiful finishes and an inviting floor plan suggests a luxurious yet comfortable living space, ideal for entertaining. Plus, the proximity to the

    Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

    2922 Flagler Ave, Key West, FL 33040
  • /11

    $549,900

    • 1 Bed
    • 1 Bath
    • 368 Sq Ft

    1318 Duncan St Unit 3, Key West, FL 33040

    Great opportunity to own your own home or have an excellent source of rental income. Currently the least expensive detached residence in Key West. This renovated one bedroom condo cottage overlooking the large communal pool is just one block 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

    Rob Severin Rob Severin Real Estate Co

    1318 Duncan St Unit 3, Key West, FL 33040
  • /30

    $1,499,000

    • 3 Beds
    • 2 Baths
    • 1,148 Sq Ft

    1122 Margaret St, Key West, FL 33040

    Behind the quintessential white picket fence you will find this delightful historic cottage currently set up as a duplex with off street parking and pool. Lots of opportunity with the ability to generate income and have your own slice of Paradise to enjoy, or marry the spaces and convert to a single family dream home. Each unit enjoys privacy from the other including separate outdoor living

    Wendy Zintsmaster Truman & Co. (KW)

    1122 Margaret St, Key West, FL 33040
  • /42

    $2,499,000

    • 4 Beds
    • 4 Baths
    • 1,940 Sq Ft

    1341 Tropical St, Key West, FL 33040

    This stunning Florida ranch-style home has been completely remodeled to offer a blend of modern luxury and comfortable living. From the moment you step inside, you'll be captivated by the expansive open floor plan, which creates a seamless flow between the living spaces, ideal for both everyday living and entertaining.The heart of the home is the chef's kitchen, featuring high-end Cafe appliances

    Derek Epperly Keys Atlantic Realty

    1341 Tropical St, Key West, FL 33040
  • /23

    $1,299,000

    • 2 Beds
    • 2 Baths
    • 952 Sq Ft

    1120 Stump Ln, Key West, FL 33040

    This beautifully renovated home greets you with a charming front porch perfect for enjoying the serenity of lane living. Step inside and you will find gorgeous vaulted ceilings and an open floor plan with top of the line finishes throughout. Custom cabinetry, quartz counters and stainless appliance package finish the open concept kitchen with bar seating. New electric, plumbing, impact

    Wendy Zintsmaster Truman & Co. (KW)

    1120 Stump Ln, Key West, FL 33040
  • /4

    $1,600,000

    • 3 Beds
    • 2 Baths
    • 1,690 Sq Ft

    524 White St, Key West, FL 33040

    This Conch House is filled with Key West Charm that all starts with the covered front porch perfect for relaxing. Entertain with ease in today's kitchen with its marble countertops, stainless steel appliances, and farmer's sink. The open dining and living room continue to flow through French Doors to the outdoor living area with a private wraparound porch, sun deck, and heated dipping pool. A

    Kelli Houze Berkshire Hathaway HomeServices Knight & Gardner Realty

    524 White St, Key West, FL 33040
  • /68

    $2,950,000

    • 4 Beds
    • 5 Baths
    • 2,449 Sq Ft

    1332 Duncan St, Key West, FL 33040

    Not a duplex! This beautiful property consists of two single family homes surrounded by tropical foliage. This one-of-a-kind compound blends island charm and character. Offering a 3 bedroom 4-bath Conch house with a large separate 1 bedroom 1 bath home with a full kitchen. The 3 bedrooms, 4 bath home has wall-to-wall Dade County pine with an open floor plan and a chef's kitchen. The open concept

    Derek Epperly Keys Atlantic Realty

    1332 Duncan St, Key West, FL 33040
  • /27

    $563,000

    • 2 Beds
    • 2 Baths
    • 772 Sq Ft

    3635 Seaside Dr Unit 314, Key West, FL 33040

    Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo, perfectly positioned to capture breathtaking sunset (and even ocean!) views from your private balcony on the third floor. It comes with a coveted carport right next to the elevator and a separate storage unit. The split floor plan adds privacy to each ensuite bedroom and new screened sliders let you easily enjoy fresh island air.

    Heather Carruthers Berkshire Hathaway HomeServices Knight & Gardner Realty

    3635 Seaside Dr Unit 314, Key West, FL 33040
  • /23

    $699,000

    • 3 Beds
    • 3 Baths
    • 1,344 Sq Ft

    5435 5th Ave, Key West, FL 33040

    NEW LISTING! This beautiful 3-bedroom, 3-bath home offers a perfect blend of character and convenience n Stock Island location. With 10ft ceilings and an inviting layout, it feels open and airy, while lush, mature mango trees create a private tropical retreat. A unique feature of this home is its front and back entrances on two separate streets, adding extra accessibility and ease. One of the

    Britannie Wesley Bascom Grooms Real Estate (KW)

    5435 5th Ave, Key West, FL 33040
  • /39

    $2,500,000

    • 3 Beds
    • 4 Baths
    • 1,724 Sq Ft

    1109 Stump Ln, Key West, FL 33040

    Nestled on a tranquil lane in Old Town Key West, this classic Conch home offers an ideal blend of historic charm and modern amenities. The property features multiple entertainment spaces both indoors and outdoors, seamlessly connecting the expansive living area & kitchen to a covered patio & spacious pool deck. This home includes 3 bedrooms plus a poolside cottage. The gourmet kitchen is

    Terri Spottswood Truman & Co. (KW)

    1109 Stump Ln, Key West, FL 33040
  • /13

    $459,900

    • 2 Beds
    • 2 Baths
    • 696 Sq Ft

    3312 Northside Dr Unit 316, Key West, FL 33040

    Experience island living at its finest in this beautiful 2-bedroom, 2-bathroom condo located on the third floor in a secure, gated community in Key West. Enjoy breathtaking views from your private balcony, perfect for watching sunsets or simply relaxing while soaking in the island atmosphere.This well-maintained unit features spacious living areas with plenty of natural light, offering both

    Marc Spivey Keller Williams Key West Compass Realty

    3312 Northside Dr Unit 316, Key West, FL 33040
  • /29

    $3,150,000

    • 5 Beds
    • 4 Baths
    • 3,105 Sq Ft

    1400 1st St, Key West, FL 33040

    Expect the unexpected at 1400 1st Street, an exquisite retreat where unmatched craftsmanship meets island luxury. This custom-built 5-bedroom, 4-bathroom home offers a perfect balance of sophistication and quality. From the moment you step inside, the rich Brazilian cherry floors guide you through this elegant home, exuding warmth and elegance The chef's kitchen is a culinary dream, featuring

    Brenda Donnelly Brenda Donnelly Real Estate LLC

    1400 1st St, Key West, FL 33040
  • /52

    $2,300,000

    • 6 Beds
    • 4 Baths
    • 2,671 Sq Ft

    506 Frances St, Key West, FL 33040

    Nestled on one of the most coveted blocks in Key West, this exceptional property in the Historic District is brimming with character and untapped potential. Currently configured as four distinct apartments - (A) 2BR/1BA, (B) 2BR/2BA, (C) Studio/1BA, and (D) 1BR/1BA - totaling 2,671 sq. ft., each unit features its own private outdoor space, a well-appointed kitchen, ample storage, and high

    Team Kaufelt Truman & Co. (KW)

    506 Frances St, Key West, FL 33040
  • /25

    $1,099,000

    • 3 Beds
    • 2 Baths
    • 1,510 Sq Ft

    1227 20th Terrace, Key West, FL 33040

    A perfect family 3/1 home in one the best New Town neighborhoods. This fully gated home sits on a massive oversized lot and is completely move-in ready. The home boasts three large bedrooms and a large family bath. The floor plan in the kitchen and living area flows perfectly for open living. Glass French doors open to the back patio (that could be enclosed for Florida room) and look out at the

    Wade Meyer Real Estate Management of Key West, LLC

    1227 20th Terrace, Key West, FL 33040
  • /25

    $394,000

    • 1 Bed
    • 1 Bath
    • 528 Sq Ft

    3312 Northside Dr Unit 405, Key West, FL 33040

    Excellent investment! Own in Key West under 400k. This one bed one bath condo is conveniently located in a shopping area with easy access to Duval and US 1. It is one of the few gated communities in Key West. You have ample parking, storage, pool, tennis courts, laundry, on site management, etc. The unit has new flooring, new AC unit, new electrical panel, updated kitchen, new appliances, even

    Karen Angle Coldwell Banker Schmitt Real Estate Co.

    3312 Northside Dr Unit 405, Key West, FL 33040
  • /44

    $1,699,000

    • 3 Beds
    • 3 Baths
    • 1,320 Sq Ft

    2605 Gulfview Dr, Key West, FL 33040

    Key West Waterfront Paradise - Private Dock & Pool!Welcome to one of the most exclusive waterfront homes in Key West, located in the prestigious gated community of Gulfview Pointe. This rare gem is one of the few properties in Key West offering both a private dock and private pool, making it the ultimate island retreat!Step inside to an open concept living and dining space, where ocean views of

    Paige Bethel Island Home Realty Inc.

    2605 Gulfview Dr, Key West, FL 33040
  • /60

    $1,620,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 3 Baths
    • 2,016 Sq Ft

    1616 Atlantic Blvd Unit 13, Key West, FL 33040

    ***$100,000 PRICE REDUCTION***Oceanfront luxury in gated Casa Caselles. Rare 2BR/2.5BA townhouse with breathtaking ocean views from all 4 private balconies. Spacious 2,016 sq. ft. layout with open-concept living, custom Hansen & Bringle cabinetry, and whole-house tile flooring. Unique to this unit: dedicated laundry room and contemporary wood staircases. Impact windows/doors, dual-zone A/C,

    Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

    1616 Atlantic Blvd Unit 13, Key West, FL 33040
  • /16

    $790,000

    • 2 Beds
    • 1 Bath
    • 604 Sq Ft

    620 Thomas St Unit 152, Key West, FL 33040

    This ground floor unit in the beautiful and gated Truman annex has been an extremely successful vacation rental for the past 11 years. It comes as no surprise that it has gained rave reviews and repeat guests over the years who delight in the ideal location, functionality, beautiful grounds , amazing pool and privacy!

    Robert Donahue Key West Luxury Real Estate Inc (KW)

    620 Thomas St Unit 152, Key West, FL 33040
  • /34

    $564,900

    • 2 Beds
    • 2 Baths
    • 780 Sq Ft

    161 Golf Club Dr, Key West, FL 33040

    Discover the perfect retreat in this inviting 2-bedroom, 1.5-bathroom townhome in the delightful Key West Golf Club community. Tucked within a lush, gated enclave, this residence offers the best of resort-style living while maintaining the relaxed charm of the Florida Keys.Step inside to find an open-concept living space filled with tons of natural light. The kitchen boasts modern appliances and

    Bobby Coe RE/MAX Keys Connection (KW)

    161 Golf Club Dr, Key West, FL 33040
  • /68

    $4,200,000

    • 4 Beds
    • 5 Baths
    • 2,177 Sq Ft

    810 Eisenhower Dr, Key West, FL 33040

    Hidden behind a lush, tropical paradise on a coveted corner lot, 810 Eisenhower Drive is an extraordinary Victorian Estate built prior to 1912, seamlessly blending Old Town's rich history with modern luxury. This meticulously restored home showcases timeless Dade County Pine, original windows, a grand front door, and a striking newel post that echo the craftsmanship of a bygone era. Beyond the

    Team Kaufelt Truman & Co. (KW)

    810 Eisenhower Dr, Key West, FL 33040
  • /35

    $879,000

    • 1 Bed
    • 2 Baths
    • 884 Sq Ft

    609 1/2 Margaret St, Key West, FL 33040

    Great location in the heart of Old Town, just off Southard Street. This updated single family home features an open floor plan with living area, dining area and kitchen. The full bath on the first floor is updated and features a shower and the washer/dryer. The open staircase has a high ceiling and leads to the bedroom and full bath on the second floor. Enjoy a peaceful wraparound-covered porch

    The Behmke Group Keller Williams Key West Compass Realty

    609 1/2 Margaret St, Key West, FL 33040
  • /28

    $869,000

    • 2 Beds
    • 1 Bath
    • 646 Sq Ft

    204 Southard St Unit 5, Key West, FL 33040

    Welcome to your perfect island retreat! This beautifully maintained 2-bedroom, 1-bathroom condo is ideally situated on the second floor, offering the best of Key West living. Step out onto one of the two private balconies--one in the front and one in the rear--which are perfect for enjoying the ocean breeze and tropical treetop views.Inside, you'll find an inviting layout, featuring a modern

    Stacy Stahl Realty ONE Group Destination

    204 Southard St Unit 5, Key West, FL 33040
  • /37

    $1,199,000

    • 2 Beds
    • 3 Baths
    • 1,824 Sq Ft

    86 Seaside Ct N, Key West, FL 33040

    Elegant townhome. Community is accessed by electronic gate. Spacious three-story floor plan includes covered entryway, 2 car enclosed garage, laundry room, private elevator, fenced yard, private covered patio on the ground floor. The first level features 2 bedrooms with ensuite baths and balconies. The top floor features soaring ceilings and floor to ceiling windows. The gourmet kitchen has

    Karleen Grant Beach Club Brokers (KW)

    86 Seaside Ct N, Key West, FL 33040
  • /21

    $499,999

    • 2 Beds
    • 1 Bath
    • 696 Sq Ft

    3312 Northside Dr Unit 607, Key West, FL 33040

    2 BEDROOMS 2 BATHROOMS WITH BALCONY, GATED COMMUNITY, HUGE POOL, TENNIS COURT ,PLENTY OF PARKING AND WALKING DISTANCE OF SHOPPING, GROCERIES, RESTAURANTS AND MOVIE THEATRE.

    Bigya Niroula (Rihanna) eXp Realty LLC KW Branch

    3312 Northside Dr Unit 607, Key West, FL 33040
  • /48

    $2,495,000

    • 2 Beds
    • 3 Baths
    • 1,350 Sq Ft

    105 Front St Unit 121, Key West, FL 33040

    Epitome of Paradise!There is an enveloping comfort, an ease and repose, that beckons one away from the world's cares and invites one to lounge, drift away, and dream in this gorgeous waterfront condominium.Enjoy a single level open floor plan with two bedrooms, two full baths and a convenient powder room.Exquisitely decorated to reflect the local island flavor with all new furniture and

    The Behmke Group Keller Williams Key West Compass Realty

    105 Front St Unit 121, Key West, FL 33040
  • /32

    $1,150,000

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    237 Southard St, Key West, FL 33040

    This beautifully renovated and furnished end unit townhouse in the award winning Truman Annex is now for sale. This 2 story 2 bedroom/ 1 1/2 bath townhouse has a wonderfully renovated kitchen with quartz countertops, new cabinets and stainless appliances. The dining and living area flow outside to a poolside deck area. The front porch is wonderful for people watching and a great spot for the

    Mike Caron Keller Williams Key West Compass Realty

    237 Southard St, Key West, FL 33040
  • /85

    $2,650,000

    • 2 Beds
    • 3 Baths
    • 1,681 Sq Ft

    68 Sunset Key Dr, Key West, FL 33040

    First Time on the Market! Surprising water views combined with maximum privacy are the signature advantages of this luxurious and well positioned Overlook home on the exclusive private island of Sunset Key. The original owners bought pre-construction and added many thoughtful upgrades and architectural improvements. This three story, 2 bedroom, 2 and a half bath home has been well maintained

    Dawn Thornburgh Beach Club Brokers (KW)

    68 Sunset Key Dr, Key West, FL 33040
  • /35

    $979,000

    • 3 Beds
    • 2 Baths
    • 1,513 Sq Ft

    1115 Varela St, Key West, FL 33040

    Nestled on a charming street in the heart of Old Town Key West, 1115 Varela Street is the renovation project that you have been waiting for. This historic treasure would be a perfect project for an investor, developer or anyone looking to restore a historic Key West gem. Currently configured as a 3BD/2BA with a large outside deck and an ideal positioned detached unfinished utility shed. The lot

    Terry Garcia Keller Williams Key West Compass Realty

    1115 Varela St, Key West, FL 33040
  • /72

    $1,999,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 3 Baths
    • 1,940 Sq Ft

    1616 Atlantic Blvd Unit 6, Key West, FL 33040

    Experience unparalleled luxury in this rare, three-story concrete oceanfront home overlooking the Atlantic. Nestled in an exclusive gated community, this stunning residence features 2 bedrooms, 3 full bathrooms, and breathtaking ocean views from all four balconies, the living room, and the primary suite. Designed for modern living, this exquisite home boasts impact windows and doors, upgraded

    Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    1616 Atlantic Blvd Unit 6, Key West, FL 33040
  • /36

    $2,788,000

    • 6 Beds
    • 6 Baths
    • 3,876 Sq Ft

    912 Pohalski St, Key West, FL 33040

    Unlock the potential of this exceptional multifamily complex nestled in the heart of Old Town Key West. With a total of six units offering a diverse mix of layouts, including three 1-bedroom/1-bathroom units, two 2-bedroom/1-bathroom units, and one 3-bedroom/1-bathroom unit, this property presents an unparalleled investment opportunity in one of the most coveted destinations in the Florida Keys.

    Richard Haskins Buy The Keys

    912 Pohalski St, Key West, FL 33040
  • /44

    $999,999

    • 2 Beds
    • 3 Baths
    • 1,108 Sq Ft

    32 Hilton Haven Rd Unit 9, Key West, FL 33040

    Remarkable Waterfront Retreat- 32 Hilton Haven #9, Key West, FLWelcome to an exclusive waterfront sanctuary in the private community of Bay Villas in Hilton Haven. This beautiful 2 bedroom, 2.5 bath residence offers direct water views making it a rare gem in Key West.The primary suite boasts panoramic water views and balcony. The peaceful setting is just minutes from Old Town Key West, This

    Barbara Crespo Keller Williams Key West Compass Realty

    32 Hilton Haven Rd Unit 9, Key West, FL 33040
  • /34

    $1,300,000

    • 3 Beds
    • 2 Baths
    • 1,966 Sq Ft

    1613 Bahama Dr, Key West, FL 33040

    PRICE ADJUSTMENT!!!!!THIS UPDATED 3-BEDROOM HOME OFFERS THE PERFECT BLEND OF MODERN COMFORT AND STYLISH LIVING. FEATURING A SPACIOUS FAMILY ROOM IDEAL FOR GATHERINGS OR RELAXATION. THE SLEEK, UPDATED KITCHEN OFFERS VIKING APPLIANCES, QUARTZ COUNTERS AND CUSTOM MAPLE CABINETS.PRIMARY BEDROOM ENSUITE IS LOCATED ON UPPER LEVEL WITH FRENCH DOORS LEADING TO WRAP AROUND COVERED PORCH.THE BEAUTIFULLY

    Kathleen Fitzsimmons Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

    1613 Bahama Dr, Key West, FL 33040
  • /47

    $1,450,000

    • 3 Beds
    • 4 Baths
    • 1,324 Sq Ft

    317 Virginia St, Key West, FL 33040

    Modern Elegance in the Heart of Old Town Key West - Fully Furnished & Move-In ReadyWelcome to 317 Virginia Street, a stunning two-story residence built in 2021, perfectly situated in the heart of Old Town Key West. Just a few blocks from iconic Duval Street and the Southernmost Point, this home offers the ultimate blend of luxury, comfort, and island living.Elevated above flood level and

    Monique Thiel Sunshine State Realty Services

    317 Virginia St, Key West, FL 33040
  • /7

    $1,200,000

    • Land

    2330 Staples Ave, Key West, FL 33040

    ONLY ROGO, no lot included. ROGO for Key West Residential unit

    Graciela Lozano KeysLifestyle Real Estate (KW)

    2330 Staples Ave, Key West, FL 33040
  • /35

    $1,788,900

    • 2 Beds
    • 3 Baths
    • 1,940 Sq Ft

    1616 Atlantic Blvd Unit 5, Key West, FL 33040

    Casa Caselles is a gated townhome community with a beautiful oceanfront swimming pool and only twenty residences. It is situated between two nature preserves. This particular unit is the only one with additional land on the side which provides a second parking space, an expanded garden and a wraparound covered porch and sundeck. Each of the four balconies has a view or a glimpse of the ocean.

    Mabry Binnicker Preferred Properties (KW)

    1616 Atlantic Blvd Unit 5, Key West, FL 33040
  • /71

    $2,795,000

    • 4 Beds
    • 3 Baths
    • 1,931 Sq Ft

    1501 Florida St, Key West, FL 33040

    Excellent opportunity to purchase a luxurious, modern, and refined single family home in one of the best neighborhoods in Key West. This 4bed/3bath completely renovated and modern home is being offered completely furnished with all new furniture and ready for new owners. Just over 1930 S.F. of beautiful living spaceand situated on a 5,896 S. F. corner lot. This CBS home has all hurricane impact

    Jason Barroso Century 21 All Keys Inc (KW)

    1501 Florida St, Key West, FL 33040
  • /45

    $799,000

    • 2 Beds
    • 3 Baths
    • 930 Sq Ft

    90 Golf Club Dr, Key West, FL 33040

    This charming Poolside Key West Golf Club home is ready for you to make your very own vacation retreat. Move in ready 2 bed, 3 bath Golf Club cottage has so much character. Come home to a cozy living space that opens to your large screened porch and paved back yard that walks you out to the pool perfect for entertaining. Enjoy morning coffee from your balcony off the master bedroom. Each bedroom

    Heather Mason Coastal Collection Real Estate Inc.

    90 Golf Club Dr, Key West, FL 33040
  • /42

    $1,675,000 Open Tue 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,612 Sq Ft

    2510 Fogarty Ave, Key West, FL 33040

    This luxury, elevated, one-level home, on a rare double lot with a lush, tropical resort-style pool area, fenced with complete privacy, is tucked in the heart of midtown Key West. This tropical oasis features a supersized primary bedroom suite, extra-large 2nd bedroom/guest bathroom, and built-in Murphy bed/bookcase for extra guests. All surrounded by mature landscaping, elegant landscape

    Stephanie Wise Keller Williams Key West Compass Realty

    2510 Fogarty Ave, Key West, FL 33040
  • /21

    $899,000

    • 3 Beds
    • 3 Baths
    • 1,216 Sq Ft

    1207 William St Unit 3, Key West, FL 33040

    Step inside this exceptional 3-bedroom condo, where modern living meets unmatched versatility. Each of the three bedrooms features its own en-suite bathroom, ensuring comfort and privacy for all. But the true standout feature? Three separate entrances, with two bedrooms featuring private exterior access! There is a door in the hallway that can be closed to separate the front and back of the house

    Sarah Bixby eXp Realty LLC

    1207 William St Unit 3, Key West, FL 33040
  • /49

    $1,975,000

    • 2 Beds
    • 3 Baths
    • 1,216 Sq Ft

    101 Front St Unit 23, Key West, FL 33040

    The Foundry #23 in Key West's exclusive Truman Annex is a rare masterpiece, blending history, modern luxury, and high-end craftsmanship. This beautifully renovated townhome offers the ultimate in island living.Exceptional Upgrades: Every detail has been thoughtfully updated. The kitchen features custom cabinetry from Hansen & Bringle, paired with sleek quartz countertops and brand-new appliances.

    Loren Rea Truman & Co. (KW)

    101 Front St Unit 23, Key West, FL 33040

Showing Results 161 - 200, Page 5 of 11

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