Homes for Sale near May Sands Montessori School

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  /31

  $1,249,000

  • 3 Beds
  • 2 Baths
  • 2,040 Sq Ft

  2824 Patterson Ave, Key West, FL 33040

  Beautiful New Town home in Key West awaits your enjoyment! This updated 3-bedroom, 2-bathroom home has a spacious open floor plan, vaulted ceilings, tile floors and a desired split floor plan for indoor privacy. The expansive kitchen has stainless steel appliances, granite counters and a large island with seating. A custom built-in banquet provides a welcoming space for family meals. French doors

  Terri Spottswood Truman & Co. (KW)

  2824 Patterson Ave, Key West, FL 33040
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  /48

  $3,700,000

  • 4 Beds
  • 5 Baths
  • 4,102 Sq Ft

  33 Cypress Ave, Key West, FL 33040

  Enjoy sweeping water views from this exceptional Key Haven home overlooking Cypress Lake. With 4 spacious bedrooms and 4.5 baths, the residence blends comfort and luxury in every detail. Built in 2007 with superior materials and craftsmanship, highlights include a standing seam copper roof, Saturnia stone, and hickory wood floors throughout.From the grand foyer, water views unfold throughout the

  Terri Spottswood Truman & Co. (KW)

  33 Cypress Ave, Key West, FL 33040
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  /28

  $1,609,000

  • 3 Beds
  • 3 Baths
  • 1,992 Sq Ft

  1209 Truman Ave Unit 1 & 2, Key West, FL 33040

  Live & Work in the Heart of Old Town Key West!An exceptional opportunity to own both a commercial space and a residential condo in one of Key West's most vibrant and high-visibility locations. Located directly on bustling Truman Avenue across from the historic Harvey Government Center, this concrete-constructed commercial condo features large storefront windows, flexible interior space, and four

  Ellen Gvili Ocean Sotheby's International Realty

  1209 Truman Ave Unit 1 & 2, Key West, FL 33040
• 

  

  

  /22

  $719,000

  • 1 Bed
  • 2 Baths
  • 836 Sq Ft

  1209 Truman Ave Unit 2, Key West, FL 33040

  Charming Old Town Condo in the Heart of Key West! Don't miss this beautifully updated and move-in ready 1-bedroom condo perfectly situated in the vibrant White Street Gallery District. This charming residence offers easy, low-maintenance living in one of the most walkable and desirable neighborhoods of Old Town Key West.Step outside your front door and enjoy being just moments away from local

  Ellen Gvili Ocean Sotheby's International Realty

  1209 Truman Ave Unit 2, Key West, FL 33040
• 

  

  

  /10

  $599,000

  • 3 Beds
  • 2 Baths
  • 2,099 Sq Ft

  2433 Linda Ave, Key West, FL 33040

  Unique opportunity to acquire a larger than normal (over 9,900 sq ft), corner lot on quiet street in New Town KW. Most lots in this area are not this big. No open or expired building permits & no code violations. Being sold As-Is with no repair & no clean up. House not livable in current condition & probably should be demo'd. Do not ask to enter house. Looking for cash buyer, probably not

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  2433 Linda Ave, Key West, FL 33040
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  /47

  $3,999,000

  • 7 Beds
  • 7 Baths
  • 3,015 Sq Ft

  919 Thomas St Unit A,1-3, Key West, FL 33040

  This is the entire four-unit Lighthouse View Condominium Association. It is currently four lucrative long-term rentals. Enter thru the electric gate to a bricked courtyard with parking for several cars and many bicycles and access to a covered carport. The main residence is secluded in the rear with its own private heated pool, hot tub and expansive garden with brick terrace. A free-standing two

  Mabry Binnicker Preferred Properties (KW)

  919 Thomas St Unit A,1-3, Key West, FL 33040
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  /40

  $1,097,500

  • 1 Bed
  • 1 Bath
  • 666 Sq Ft

  1445 S Roosevelt Blvd Unit 412, Key West, FL 33040

  Fully furnished TRANSIENT LICENSED condos in Coconut Mallory Marina & Resort -- listed separately but offered together as a rare investment package. Known as The Poolside Cottages (Units #412 & #411), these charming 1BR/1BA cottages sit steps from the pool with private patios, vaulted ceilings, updated interiors, and sleeping space for up to six guests per unit. Each comes turnkey and ready for

  Jonathan Minerick Homecoin.com

  1445 S Roosevelt Blvd Unit 412, Key West, FL 33040
• 

  

  /40

  $1,097,500

  • 1 Bed
  • 1 Bath
  • 666 Sq Ft

  1445 S 1445 Roosevelt Blvd Unit 411, Key West, FL 33040

  Fully furnished TRANSIENT LICENSED condos in Coconut Mallory Marina & Resort -- listed separately but offered together as a rare investment package. Known as The Poolside Cottages (Units #411 & #412), these charming 1BR/1BA cottages are conveniently located near the pool and feature private patios, vaulted ceilings, updated interiors, and sleeping space for up to six guests per unit. Each unit is

  Jonathan Minerick Homecoin.com

  1445 S 1445 Roosevelt Blvd Unit 411, Key West, FL 33040
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  /5

  $950,000

  • Land

  5645 Macdonald Ave, Stock Island, FL 33040

  A rare opportunity to purchase a buildable 50x125 vacant lot that is located directly in the prime commercial corridor of Stock Island. The liberal zoning of Mixed Use (MU) is ideal for redevelopment and allows for many different uses. This lot conveys with (3) three residential unit vested rights and a minimum of 2754 square feet of commercial NROGO building rights that can be either developed

  Terry Garcia Keller Williams Key West Compass Realty

  5645 Macdonald Ave, Stock Island, FL 33040
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  /36

  $525,000

  • 1 Bed
  • 1 Bath
  • 442 Sq Ft

  1220 Newton St Unit 1, Key West, FL 33040

  Welcome to 1220 Newton St #1 -- an elegant, beautifully appointed condo tucked away in The Meadows, one of the most coveted neighborhoods in all of Key West. This stunning 442 sq ft residence underwent a complete down-to-the-studs renovation in 2018, transforming it into a sophisticated, modern oasis that is truly move-in ready. The thoughtfully designed interior showcases high-end Samsung

  Tommy Mack Coastal Collection Real Estate Inc.

  1220 Newton St Unit 1, Key West, FL 33040
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  /37

  $3,750,000

  • 5 Beds
  • 6 Baths
  • 3,666 Sq Ft

  400 Aronovitz Ln, Key West, FL 33040

  Zen Villa represents a rare opportunity in the heart of Old Town, Key West, comprised of three homes on a spacious 5,891 SF lot. The main residence at 400 Aronovitz Lane is a luxurious 3-bedroom, 4-bathroom contemporary island estate and an active vacation rental, while 621 and 623 Whitehead Street offer two charming 1-bedroom, 1-bathroom cottages, currently rented long-term.The main home

  Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

  400 Aronovitz Ln, Key West, FL 33040
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  /37

  $1,299,000

  • 2 Beds
  • 1 Bath
  • 749 Sq Ft

  1116 Eaton St, Key West, FL 33040

  Charming Key West Cottage with Pool, Rooftop Deck & Prime Old Town Location.Discover the ultimate island lifestyle in this lovely Key West cottage located in the vibrant heart of Old Town. Perfectly sized for effortless living, this beautifully maintained home offers all the charm, comfort, and convenience you could dream of--without the hassle of high-maintenance upkeep.From the moment you

  Margarita Villoch Island Group Realty (KW)

  1116 Eaton St, Key West, FL 33040
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  /15

  $485,000

  5950 Peninsular Ave Unit 643, Key West, FL 33040

  Exceptional opportunity to own one of the few 50' x 22' liveaboard boat slips in all of Key West, located in the prestigious Oceanside Marina at Ocean's Edge Resort. This premium, deeded deep-water slip offers direct access to the Atlantic Ocean with a 9' control depth ideal for accommodating larger vessels and luxury yachts. Enjoy spectacular open water views in a secure, full-service marina

  Greg Dully RE/MAX All Keys Real Estate

  5950 Peninsular Ave Unit 643, Key West, FL 33040
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  /16

  $560,000

  • 2 Beds
  • 3 Baths
  • 1,100 Sq Ft

  3314 Northside Dr Unit 46, Key West, FL 33040

  This is a POTENTIAL SHORT SALE and is subject to lender approval. BRING ALL OFFERS!!Opportunity for you to have an island of Key West lifestyle! Whether a primary home or investment, this condo should be on your list -- great location, multi-level living, and covered deeded parking. Located near the center of the island conveniently located close to shopping plazas, movie theater, schools and

  Gwendolyn Esbensen Berkshire Hathaway HomeServices Knight & Gardner Realty

  3314 Northside Dr Unit 46, Key West, FL 33040
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  /10

  $1,844,900

  • 9 Beds
  • 7 Baths
  • 3,687 Sq Ft

  1821 Harris Ave, Key West, FL 33040

  Triplex with Stunning Rent Roll ($187,200/year)- This income-producing triplex features three well-maintained units, each offering 3 bedrooms and 2 bathrooms. The front unit, originally larger than the rear units and spans one level--ideal for tenants seeking single-story living. The rear units are two-story layouts, with bedrooms and baths upstairs and kitchen/living areas on the main level.

  Kayley Arn Coldwell Banker Realty - Aventura

  1821 Harris Ave, Key West, FL 33040
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  /36

  $2,199,000

  • 4 Beds
  • 3 Baths
  • 1,738 Sq Ft

  1015 Eaton St, Key West, FL 33040

  Nestled in the highly desirable Historic Seaport neighborhood, 1015 Eaton Street is a thoughtfully renovated 4 bedroom, 3 bathroom Historic Eyebrow home that perfectly blends timeless Key West architecture with modern luxury. Behind the white picket fence, a welcoming front porch sets the tone for effortless island living. Open the front door, crowned with a stained-glass transom, and be welcomed

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1015 Eaton St, Key West, FL 33040
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  /10

  $4,300,000

  • 4 Beds
  • 6 Baths
  • 3,400 Sq Ft

  1314 Johnson St, Key West, FL 33040

  Step into sophisticated, maintenance-free living with this pristine newly-constructed home, where luxury, comfort, and design converge in perfect harmony. Spanning 3,400 square feet of interior living space and 2,892 square feet of outdoor decking, this gated residence offers an exceptional indoor-outdoor lifestyle. This thoughtfully designed turnkey home features four spacious bedrooms, each

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1314 Johnson St, Key West, FL 33040
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  /25

  $629,000

  • 2 Beds
  • 2 Baths
  • 810 Sq Ft

  8 Kestral Way, Key West, FL 33040

  Impact windows and doors are on order. Key West Golf Club townhouse is now available for sale and immediate occupancy. This home features 2 bedrooms and 1.5 baths. Open floor plan opens to the rear porch and yard. Upstairs there are two bedrooms, each with their own private covered porch. The Key West Golf Club offers 2 community pools and a fitness center. Owner is a Florida Realtor.

  The Behmke Group Keller Williams Key West Compass Realty

  8 Kestral Way, Key West, FL 33040
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  /65

  $2,700,000

  • 2 Beds
  • 3 Baths
  • 1,418 Sq Ft

  413 Emma St Unit A, Key West, FL 33040

  Welcome to 413 Emma Street, Unit A - a rare opportunity to own a piece of Key West history in the prestigious Truman Annex. This elegant two-story, 2-bedroom, 2.5-bath villa is located in the exclusive Mills Place Condominiums, a unique enclave of just 20 residences, thoughtfully designed within charming bungalows and the original 1844 hospital by architect Robert Mills. This beautifully

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

  413 Emma St Unit A, Key West, FL 33040
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  /15

  $604,900

  • 3 Beds
  • 2 Baths
  • 1,071 Sq Ft

  3930 S Roosevelt Blvd Unit N304, Key West, FL 33040

  Experience the easygoing charm of island life in this thoughtfully updated 3-bedroom, 2-bath condo, in the desirable resort-style living in Las Salinas. 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 center. The modern

  Kayley Arn Coldwell Banker Realty - Aventura

  3930 S Roosevelt Blvd Unit N304, Key West, FL 33040
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  /5

  $1,079,000

  • 6 Beds
  • 2 Baths
  • 1,694 Sq Ft

  1916 Seidenberg Ave, Key West, FL 33040

  Duplex with Solid Rent Roll ($91,800/year) - This income-producing duplex features 2 well-maintained units, each offering 3 bedrooms and 1 bathrooms. Units are rented for $3,850 and $3,800 per month on long-term leases ($91,800/year). Perfectly positioned near the coast and only a short ride from the energy of downtown.

  Kayley Arn Coldwell Banker Realty - Aventura

  1916 Seidenberg Ave, Key West, FL 33040
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  /29

  $1,175,000

  • 3 Beds
  • 3 Baths
  • 1,596 Sq Ft

  1708 Duncan St, Key West, FL 33040

  Discover the epitome of island living in this fully renovated 3-bedroom, 3-bathroom home, ideally located in Midtown--the vibrant center of Key West. This stylish residence blends timeless charm with sleek, modern design, offering comfort, efficiency, and stunning outdoor amenities.Step inside to an open floor plan enhanced by impact doors and windows, a new metal roof, and abundant natural

  Melva Borley Sunshine State Realty Services

  1708 Duncan St, Key West, FL 33040
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  /16

  $2,200,000

  • 2 Beds
  • 3 Baths
  • 1,210 Sq Ft

  105 Front St Unit 119, Key West, FL 33040

  SOLD TURN KEY! This beautiful two bedroom, 2.5 bath Harbour Place condominium is located on the desirable first level with one of the largest decks which includes plenty of room for entertaining, relaxing and watching the sunsets and boats coming in out of the Key West harbor. There are gorgeous views of the open water from the living and dining rooms as well as the kitchen. The spacious

  The Behmke Group Keller Williams Key West Compass Realty

  105 Front St Unit 119, Key West, FL 33040
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  /18

  $1,450,000

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

  101 Front St Unit 8, Key West, FL 33040

  This beautifully updated Foundry townhome in the exclusive gated Truman Annex community is a dream come true! The floor to ceiling windows and doors at the entry allow sunshine to filter into the main floor living space creating a bright and airy space. The main floor has 11 foot ceilings and double French doors that open to the private front courtyard and porch. The open floor plan allows for an

  Shannon Maska Last Key Realty, Inc (KW)

  101 Front St Unit 8, Key West, FL 33040
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  /60

  $7,995,000

  • 11 Beds
  • 11 Baths
  • 3,034 Sq Ft

  525 Simonton St, Key West, FL 33040

  A Rare Investment Opportunity in the Heart of Old Town Key West. NIGHTLY rentals allowed. Introducing The Watson House--one of the largest and most versatile TRANSIENTLY licensed estates in Key West. Situated just one block off Duval Street on iconic Simonton Street, this 11-bedroom, 11-bath compound spans two distinct residences: a stately 7-bedroom mansion and a sleek, modern 4-bedroom

  Paige Bethel Island Home Realty Inc.

  525 Simonton St, Key West, FL 33040
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  /43

  $995,000

  • 4 Beds
  • 2 Baths
  • 1,593 Sq Ft

  1608 Venetian Dr, Key West, FL 33040

  New Bathrooms. New Kitchen with all new appliances. New interior doors. Fresh paint inside and outside. Quiet neighborhood. Two mango trees, palm trees, other trees. Room for pool and hot tub. Large open floor plan living-dining area opens to the kitchen with view to the concrete patio in the rear. New V-Crimp metal roof completed December 2021. Larger than average lot in the neighborhood,

  Dave Lewis Key West Real Estate Sales & Rentals, LLC (KW)

  1608 Venetian Dr, Key West, FL 33040
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  /46

  $4,600,000

  • 4 Beds
  • 4 Baths
  • 2,458 Sq Ft

  3 Evergreen Ave, Key West, FL 33040

  Experience the ultimate Key West lifestyle in this new construction (2025) waterfront home in the exclusive Key Haven community. Situated on the coveted final canal, this 4BR+office/4BA entertainer's paradise offers 2,458 sqft of luxury living and 2,400 sqft of covered outdoor space across four outdoor decks. The open-concept design features a gourmet kitchen with Thermador appliances. Each

  Steven Koleno Beycome of Florida, LLC

  3 Evergreen Ave, Key West, FL 33040
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  /26

  $1,450,000

  • 3 Beds
  • 3 Baths
  • 1,420 Sq Ft

  55 Coral Way, Key West, FL 33040

  Here is your chance to purchase a TRUE TRANSIENT 3BR/3BA 1420 sq ft home. OCTOPUS'S GARDEN is one of only 8 stand alone units in the Coral Hammock gated community and has generated up to $157,000 in gross annual income. This income-producing home is being offered as a turnkey purchase, whimsically decorated with furnishings that reflect the laid-back, quirky island life style of Key West. You

  Christopher Santry Last Key Realty, Inc (KW)

  55 Coral Way, Key West, FL 33040
• 

  

  /20

  $169,000

  • Land
  • 0.00 Acre

  1801 N Roosevelt Blvd Unit Tarpon 15, Key West, FL 33040

  AFFORDABLE WATERFRONT LIVING IN KEY WEST !Very nice 32' Custom Built floating home moored in a live aboard slip on a state of the art floating dock in central Key West.Live safely ON the water in Key West without paying millions !Well maintained. one bedroom, one bath, kitchen/dining area, living room, bath & shower,. front a rear deck/landings. Sale contingent upon Leasehold Transfer approval.

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd Unit Tarpon 15, Key West, FL 33040
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  /48

  $1,750,000

  • 3 Beds
  • 5 Baths
  • 1,442 Sq Ft

  1001 United St Unit B, Key West, FL 33040

  Enjoy your tropical retreat in the heart of Old Town Key West with this stunning, fully remodeled, three-story corner lot island oasis. The first floor of this expansive attached home welcomes you with soaring vaulted ceilings, an open floor plan drenched in natural light, and seamless indoor-outdoor living. Throw open the French doors and lounge on your poolside veranda, or take a dip in the

  Michael Sorah Truman & Co. (KW)

  1001 United St Unit B, Key West, FL 33040
• 

  

  /5

  $775,000

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  30F Cross St, Stock Island, FL 33040

  Here's your chance to own a brand new 3 bedroom, 2 bathroom home with all the features you've been looking for--and then some. This home checks all the boxes: split floor plan, tile floors throughout, beautiful wood cabinets, quartz or granite countertops, and a full set of stainless steel appliances. It's the perfect blend of comfort, style, and durability.Enjoy Florida living with an 8' x 20'

  Jimmy Lane Island Life Realty Experts

  30F Cross St, Stock Island, FL 33040
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  /13

  $1,000,000

  • Land

  6810 Front St Unit S-LL-1C, Stock Island, FL 33040

  One of the largest slips in the Florida Keys.Perfect for large yachts and wide beam catamarans...Survey shows 100' long by 34' wide...but can accommodate up to 125' LOA boat.Safe Harbour Marina is a deep water (14' min.) protected port and recreational marina. Originally constructed in the late 1950's and located in the heart of the last vestiges of the commercial fishing and shrimping docks, it

  Jerry Hughes Old Town Realty

  6810 Front St Unit S-LL-1C, Stock Island, FL 33040
• 

  

  /21

  $560,000

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft

  3397 Northside Dr Unit 4, Key West, FL 33040

  Welcome to this delightful Key West townhouse offering comfort, convenience, and character in one of the island's most central locations! Just minutes from shopping, dining, theaters, and more, this 2-bedroom, 2-bath home is perfect for easy island living.The updated kitchen features granite countertops and opens to a spacious, fenced-in back deck--ideal for outdoor dining, relaxing, or rinsing

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

  3397 Northside Dr Unit 4, Key West, FL 33040
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  /18

  $489,000

  • Land

  5555 College Rd Unit 9, Key West, FL 33040

  Discover an extraordinary opportunity to embrace the live aboard lifestyle at Sunset Marina with this spacious 60 ft x 20 ft boat slip with he ability to dock a 65ft boat, located on the coveted Barracuda Pier. This slip not only provides a comfortable living space but also serves as a profitable income-generating asset, making it an ideal investment for boating enthusiasts and investors

  Justyn Ewald Expert Realty LLC (HQ)

  5555 College Rd Unit 9, Key West, FL 33040
• 

  

  /25

  $945,000

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  12 Beechwood Dr, Key West, FL 33040

  Located in one of the most desirable neighborhoods, this beautifully maintained 3-bedroom, 2-bathroom home is move-in ready and situated on a quiet street in Key Haven. The home features a spacious, functional layout with abundant natural light and a large screened-in porch, perfect for indoor-outdoor living.Set on a great size lot, the property offers both a front and back yard, lush tropical

  Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

  12 Beechwood Dr, Key West, FL 33040
• 

  

  /12

  $299,000

  • Land

  5555 College Rd Unit 10, Key West, FL 33040

  Incredible chance to own a premier slip in the private/gated Sunset Marina. Located at the end of the Sailfish pier, this 50' by 20' slip allows stress free docking and direct open water access for a wide range of boats. The slip is equipped with its own metered water, electric, and a lockable dock box to store items. HOA fees cover access to parking, the heated pool, spa, and clubhouse. In the

  Mason Kelly Expert Realty LLC (HQ)

  5555 College Rd Unit 10, Key West, FL 33040
• 

  

  /29

  $549,000

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3635 Seaside Dr Unit 104, Key West, FL 33040

  Watch the sky transform into a masterpiece each evening from your private balcony, where spectacular Key West sunsets paint the horizon in hues of gold, pink, and violet. Welcome to 3635 Seaside Drive, Unit 104, a serene first-floor condo in the highly sought-after Salt Ponds community, where natural beauty and modern ease blend seamlessly.Surrounded by lush mangroves and peaceful salt ponds,

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  3635 Seaside Dr Unit 104, Key West, FL 33040
• 

  

  /40

  $2,495,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 3 Baths
  • 1,890 Sq Ft

  810 Terry Ln, Key West, FL 33040

  NEW PRICE IMPROVEMENT!!Experience the Best of Key West Living at 810 Terry LaneImagine owning a slice of paradise in the heart of Old Town, where every amenity on your wish list is not just met, but exceeded. This luxurious 1890 sq ft home puts you steps from Duval Street's renowned bars and restaurants, the Petronia St restaurant ''row'' and just a short stroll from Truman Waterfront Park, the

  Mike Caron Keller Williams Key West Compass Realty

  810 Terry Ln, Key West, FL 33040
• 

  

  /41

  $2,378,000

  • 8 Beds
  • 4 Baths
  • 3,532 Sq Ft

  909 & 913 Thomas St, Key West, FL 33040

  Situated in the heart of Old Town Key West, this exceptional multi-family property offers four well-maintained 2-bedroom, 1-bathroom apartments--perfectly positioned for strong, consistent rental income. Just a short stroll to Duval Street, renowned restaurants, the Truman Waterfront, and local attractions, this property is ideally located for long-term or monthly rentals.Each unit features a

  Richard Haskins Buy The Keys

  909 & 913 Thomas St, Key West, FL 33040
• 

  

  /10

  $1,699,000

  • 8 Beds
  • 10 Baths
  • 2,432 Sq Ft

  720 Emma St, Key West, FL 33040

  Unique opportunity for a creative buyer to own this 3 residential unit property. Would be a great for business owner looking for employee housing. Update all 3 homes for a family compound. Currently setup as roommate style living with a gross income of $15,000. a month. Don't miss this great location in Bahama Village steps from the Truman Waterfront, Ft. Zach beach, restaurants, galleries, shops

  Wendy Zintsmaster Truman & Co. (KW)

  720 Emma St, Key West, FL 33040

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