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Homes for Sale near May Sands Montessori School

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  • /27

    $1,950,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 3 Baths
    • 1,672 Sq Ft

    1311 Atlantic Dr, Key West, FL 33040

    Midtown West Retreat - Elevated Island Elegance with Pool & PrivacyDiscover island living at its finest in this elevated TURNKEY 3BD/3BA single-family home, perfectly positioned in the desirable Midtown West neighborhood.Built in 2014, the home offers a smart layout with one bedroom and full bath on the main level--ideal for guests or flexible living--and two upstairs bedrooms, each with its own

    Elizabeth Chamberlain Truman & Co. (KW)

    1311 Atlantic Dr, Key West, FL 33040
  • /39

    $769,000

    • 3 Beds
    • 2 Baths
    • 1,080 Sq Ft

    2429 Linda Ave, Key West, FL 33040

    Quaint single-family home on nice sized lot (over 7,300 sq ft), situated on quiet street in Midtown Key West. Has some mature palms & other trees that were transplanted to the lot. Three bedrooms, two full baths, den & kitchen under barrel tiled roof with some vaulted ceilings. CBS construction boosts airport project doors & windows (with panel shutters). Has attached, CBS laundry / utility room

    Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

    2429 Linda Ave, Key West, FL 33040
  • /48

    $3,700,000 Open Sun 1PM - 3PM

    • 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
  • /22

    $719,000 Open Sun 10AM - 12PM

    • 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
  • /59

    $2,650,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,841 Sq Ft

    3620 Sunrise Dr, Key West, FL 33040

    Welcome to 3620 Sunrise Drive in Key West - a rare find on the Riviera Canal! This 3-bedroom, 2-bathroom home blends modern updates with unbeatable canal access and privacy. There are several ways to expand this property if you need more room or even want to add a pool! A detached, air-conditioned workshop with sink presents an excellent opportunity to create a fourth bedroom, studio, or

    Zainya Zimmerer Berkshire Hathaway HomeServices Knight & Gardner Realty

    3620 Sunrise Dr, Key West, FL 33040
  • /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
  • /36

    $499,000

    • 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
  • /37

    $3,700,000

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

    400 Aronovitz Ln, Key West, FL 33040

    Welcome to Zen Villa! Located in the heart of Old Town, Key West, and 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 redefines

    Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

    400 Aronovitz Ln, Key West, FL 33040
  • /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
  • /16

    $450,000

    • 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
  • /36

    $1,999,000

    • 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
  • /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
  • /19

    $1,375,000

    • 3 Beds
    • 2 Baths
    • 1,225 Sq Ft

    1012 Howe St, Key West, FL 33040

    PRICE IMPROVEMENT!!! Bring your offers to this Historic Bahama Village Ranch Gem - Corner LotNestled in the heart of Key West's iconic Bahama Village, this thoughtfully maintained ranch-style home captures the essence of classic island living. Preserved with original features including terrazzo flooring, cedar-lined closets, custom kitchen cabinetry, and a stunning floor-to-ceiling bay window

    Tanikki Jones Fathom Realty NC

    1012 Howe St, Key West, FL 33040
  • /25

    $629,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 810 Sq Ft

    8 Kestral Way, Key West, FL 33040

    Impact windows and doors are on order. Installation by October 31st. 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

    The Behmke Group Keller Williams Key West Compass Realty

    8 Kestral Way, Key West, FL 33040
  • /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
  • /29

    $1,057,500

    • 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
  • /18

    $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
  • /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
  • /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
  • /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
  • /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. This home features a completely private top-floor guest quarters offering ultimate flexibility--perfect as a

    Steven Koleno Beycome of Florida, LLC

    3 Evergreen Ave, Key West, FL 33040
  • /26

    $1,299,000

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

    55 Coral Way, Key West, FL 33040

    $151,000 PRICE REDUCTION! 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

    Christopher Santry Last Key Realty, Inc (KW)

    55 Coral Way, Key West, FL 33040
  • /35

    $169,000

    • Land
    • 0 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
  • /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

    $749,900

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

    30F Cross St, Stock Island, FL 33040

    Lowest priced home built to current code in the Key West zip code! 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

    Jimmy Lane Island Life Realty Experts

    30F Cross St, Stock Island, FL 33040
  • /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
  • /33

    $550,000

    • 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
  • /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
  • /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
  • /41

    $2,378,000

    • 8 Beds
    • 8 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, 2-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
  • /62

    $3,000,000

    • 3 Beds
    • 3 Baths
    • 1,514 Sq Ft

    215 Whitehead St, Key West, FL 33040

    Welcome to 215 Whitehead Street, a captivating Mediterranean Revival home that artfully blends historic charm with sophisticated updates in one of Old Town Key West's most iconic locations. Once the beloved residence of Burt and Hazel Burnett, the property carries a rich legacy. Burt Burnett, a renowned artist, actor, and passionate supporter of the local theatre scene, infused the home with a

    Tommy Mack Coastal Collection Real Estate Inc.

    215 Whitehead St, Key West, FL 33040
  • /31

    $1,150,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 3 Baths
    • 1,480 Sq Ft

    263 Golf Club Dr, Key West, FL 33040

    Impact windows and doors are on order. Installation by October 31st. Key West Golf Club single family home is now available for sale and immediate occupancy. Located in the Sanctuary, this home features 3 bedrooms and 2.5 baths. Enjoy your own private pool or relax at the community's large lagoon pool and fitness center. Open floor plan opens to the large rear deck with pool. Upstairs is the

    The Behmke Group Keller Williams Key West Compass Realty

    263 Golf Club Dr, Key West, FL 33040
  • /37

    $850,000 Open Sat 2PM - 4PM

    • 2 Beds
    • 3 Baths
    • 1,120 Sq Ft

    224 Golf Club Dr, Key West, FL 33040

    Located in the coveted Sanctuary enclave of the Key West Golf Club, this fully renovated, move-in ready home offers privacy, comfort, and resort-style living--just minutes from Old Town.This detached two-bedroom, two-and-a-half-bath home features a light-filled, open-concept layout. The sleek kitchen includes quartz countertops, a waterfall island with storage on both sides, and new high-end

    Jenna Stauffer Ocean Sotheby's International Realty

    224 Golf Club Dr, Key West, FL 33040
  • /21

    $2,450,000

    • 6 Beds
    • 5 Baths
    • 2,587 Sq Ft

    1122 Simonton St, Key West, FL 33040

    Excellent income producing rental property and/or employee housing with multiple units. All apartments are currently rented at below market rents. With its downtown location, low flood risk, and turn-key income, this property is perfectly positioned for savvy investors. Three 1bed 1bath units, One 2 bed 1 bath separate cottage. One studio. Please note that advanced notice is required to arrange

    Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

    1122 Simonton St, Key West, FL 33040
  • /34

    $1,250,000

    • 2 Beds
    • 3 Baths
    • 960 Sq Ft

    212 Southard St, Key West, FL 33040

    Take a look at this picture perfect townhouse located in the prestigious Truman Annex . Nice end unit located just off Southard St is in excellent condition with many renovations throughout the house. Kitchen has been nicely updated with stainless steel appliances, custom cabinetry and granite countertops. Bamboo flooring throughout the first level leads to a cozy back brick patio and the

    Mike Caron Keller Williams Key West Compass Realty

    212 Southard St, Key West, FL 33040
  • /60

    $4,850,000

    • 5 Beds
    • 4 Baths
    • 3,148 Sq Ft

    202 Admirals Ln, Key West, FL 33040

    Investment opportunity! Weekly rentals are allowed! Nestled within the highly sought-after Truman Annex in Old Town Key West, 202 Admirals Lane exudes coastal charm and luxury living at its finest. Boasting 5 bedrooms and 4 full bathrooms, this meticulously maintained residence showcases beautifully renovated bathrooms and a private pool oasis, offering an idyllic retreat for residents and

    Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

    202 Admirals Ln, Key West, FL 33040
  • /42

    $1,094,000 Open Sat 2PM - 4PM

    • 3 Beds
    • 3 Baths
    • 1,203 Sq Ft

    60 Golf Club Dr, Key West, FL 33040

    Welcome to 60 Golf Club Drive, Key West, FL - A Fully Furnished Tropical Retreat with Private Pool and Turnkey Rental OpportunityStep into island living at its finest in this beautifully appointed 3-bedroom, 2.5-bath home with well appointed den / office (could function as 4th bedroom) located in the sought-after Key West Golf Club community. This charming residence offers the perfect blend of

    Matthew Sheehan Ocean Sotheby's International Realty

    60 Golf Club Dr, Key West, FL 33040
  • /24

    $975,000

    • 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

Showing Results 121 - 160, Page 4 of 8

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