42 New Listings Just Hit the Market in the Florida Keys—Here’s What You Should Know

Thinking of buying in the Florida Keys? You're not alone—and this past week proves it.  42 new listings came on the market, giving home shoppers plenty of fresh options from Key Largo to Key West.

Whether you’re searching for a cozy canal-front cottage, a modern condo with views, or a spacious oceanfront estate, there’s something for everyone right now. It’s a great time to explore what’s new, especially if you've been waiting for the perfect place to pop up.

💡 Quick Market Snapshot:
This week’s listings range in price from the low $400s to several million, with styles that run the gamut—Old Florida charmers, sleek remodels, and turn-key investment properties. There's also a nice mix of single-family homes, condos, and townhomes.

Spotlight Listing: Modern, Move-in Ready, and Oceanfront Perks

One of our favorite new listings this week is in the gated community of Plantation by the Sea, located right in the heart of Islamorada.

This beautifully remodeled 2-bedroom, 2-bathroom condo is all about comfort and style. The gourmet kitchen is a standout, with granite countertops, stainless steel appliances, and an open layout perfect for entertaining. The unit also features travertine floors, crown molding, a tankless water heater, and newer A/C—nice upgrades that make a difference.

But the best part? The amenities. You’ll enjoy assigned covered parking, a private storage unit, and access to a heated oceanfront pool, fitness center, clubhouse, sauna, and even a dock/fishing pier with stunning Atlantic views. It’s low-maintenance living with high-end touches—ideal for full-time residents or as a vacation retreat.

You're also just minutes from 5-star dining, shopping, and everything Islamorada has to offer. This one’s easy to fall in love with.

Final Thoughts

The market is moving—and fresh listings like these don’t always last. If you’ve been thinking about making your move in the Keys, now’s a smart time to explore your options.

Want to tour one of the new listings or get a list tailored to your needs? I’m happy to help! Click here to see the new listings.

New Real Estate Listings: A Home for Every Budget and Lifestyle

The real estate market is buzzing with new listings, and whether you’re a first-time homebuyer, looking to downsize, or dreaming of luxury waterfront living, there’s something for everyone! Here’s a quick look at the diverse range of properties that just hit the market.

Adorable Tiny Home – $375,000

If cozy charm is what you’re after, this tiny home is perfect! With its efficient design and quaint character, it’s ideal for those seeking simplicity, affordability, or a weekend getaway. Located in a desirable area, this property proves that great things truly come in small packages.

Magnificent Bayfront Estate – $7,495,000

On the other end of the spectrum, luxury awaits at this breathtaking Bayfront estate. Priced at $7,495,000, this property offers unparalleled waterfront living. With stunning views, expansive indoor and outdoor spaces, and top-of-the-line finishes, it’s the epitome of elegance and sophistication. Whether you’re hosting lavish gatherings or simply enjoying the sunset from your private dock, this estate is a dream come true.

A Home for Every Lifestyle

Between these two extremes are a variety of homes catering to different needs, budgets, and preferences. From family-friendly neighborhoods close to schools and shopping to waterfront properties with easy ocean access, the options are endless.

If you’re considering buying a home in the Florida Keys or beyond, now is the time to explore these new listings. Whether you’re seeking the charm of a tiny home or the grandeur of a luxury estate, I’m here to help you find the perfect fit for your lifestyle.

Ready to learn more? Click here to view the listings. See something you like? Contact me today to schedule a private showing or discuss your real estate goals!

Buying Property Under $500,000 in Key West: A Guide to Affordable Paradise

Key West has long been famous for its laid-back lifestyle, rich history, and beautiful island scenery. For many, the dream of owning a slice of paradise here seems out of reach, especially with home prices rising. But you don’t have to be a millionaire to buy property in Key West. While $500,000 is on the modest side for this market, with some local insight and smart choices, it’s possible to find your perfect Key West getaway within budget.

1. Set Realistic Expectations

Key West is small, so demand for real estate is high. While $500,000 might not buy a sprawling oceanfront mansion, it can get you a cozy condo, a charming cottage, or even a small single-family home in an attractive neighborhood. Condo units and townhouses are often more affordable options within city limits, and many come with amenities like pools, gated security, or community spaces.

2. Look Beyond Old Town

Old Town Key West is beautiful, historic, and convenient—but it’s also among the priciest areas. To find more affordable options, consider other neighborhoods just outside Old Town, like New Town, Midtown, or Stock Island (just a short drive over the bridge). These areas offer more space, lower prices, and access to the same gorgeous scenery and island charm.

3. Consider Condos and Townhouses

Condos are an excellent choice if you want low maintenance and extra amenities. Key West has numerous condo complexes offering units in the $400,000-$500,000 range. Some even include perks like boat slips, swimming pools, and fitness centers. Although you’ll need to budget for monthly association fees, the convenience and facilities often make up for it. Townhouses can also offer a bit more privacy and space while remaining relatively affordable.

4. Be Prepared to Act Quickly

With Key West’s limited space and high demand, affordable properties tend to go fast. Have your financing pre-approved and ready to go so you can make an offer quickly. It’s also helpful to work with a local real estate agent who specializes in the area and knows when new listings hit the market.

5. Explore Investment Opportunities

If you’re open to the idea of a fixer-upper, you may find properties under $500,000 that need some TLC. With the right improvements, a property in a good location can become a lucrative vacation rental or increase in value over time. Just be sure to factor in renovation costs and any permitting regulations, as Key West has specific rules for property improvements, especially in historic areas.

6. Think Small but Smart

With a smaller budget, focus on quality over quantity. Key West is all about the outdoor lifestyle, so properties with a balcony, patio, or small yard can make up for a smaller indoor space. Think of these as an extension of your home—a little outdoor area with tropical plants can feel like your personal oasis!

7. Take Advantage of First-Time Buyer Programs

If this will be your primary residence, you might qualify for programs and incentives that make home ownership more affordable. Federal programs, as well as those specific to Florida, can help with down payments or offer tax incentives.

Final Thoughts

Buying a home in Key West under $500,000 is a realistic goal with the right approach. Whether you’re looking for a primary residence, a second home, or an investment property, Key West’s charm, vibrant culture, and natural beauty make it a fantastic choice. A piece of paradise may be closer than you think!

Interested in what’s on the market? Click Here

New Listing at Moon Bay in Key Largo - Offered at $430,000

Moon Bay . . . a gated, private condo community located in the heart of Key Largo at mile marker 104.3. This complex has a resort feel to it, with landscaped grounds and ample dockage in the private marina.

Amenities at Moon Bay include a large heated swimming pool and adjacent wading/children's pool, two lighted tennis courts, marina with deeded slips and bayfront tiki, spacious club house with rooftop deck, boat ramp, as well as picnic & BBQ areas. 

The complex is located on the Overseas Highway and has an electronic gate for added security.  Each unit has assigned parking.

Located just an hour south of Miami, some of the best-known restaurants, dive shops, and snorkeling and deep-sea fishing charters in all the Keys can be found within a 1 mile radius of Moon Bay.  It is also the closest private resort to the most popular park in all the Keys, John Pennekamp Coral Reef State Park which offers boat rentals, scuba and snorkeling tours, glass bottom boat tours, and more. 

Weekly rentals are allowed in the complex, making this a perfect investment in the Keys that can use to generate income.

This Moon Bay condo has it all – deeded boat slip, covered parking and a solid rental income history! Offered totally turn-key, including well established website with bookings already in place, you’ll be earning income as soon as you purchase. Split bedroom floor plan with a beautifully remodeled kitchen. Resort-like amenities include gated entry, pool, clubhouse, tennis, marina and more!

Looking for an affordable vacation rental? Kawama Yacht Club in Key Largo, Florida Keys

Here's an investment you can use for your own enjoyment and earn income from vacation rentals when you're not.

Kawama Yacht Club in Key Largo is a gated and private complex located on the edge of the Atlantic, and weekly vacation rentals are allowed.

This townhome, C1, is a two bedroom, one and a half bath unit.  It has been nicely updated and overlooks the tranquil lagoon in the center of the complex. The huge community tiki and the swimming pool are just steps away outside your back door. An expansive nature preserve is located across from your front door - with no building to ever be allowed on it.

On-site amenities include two pools, saltwater lagoon, tennis courts, boat launch, playground, boat & trailer storage and more.  Located off US1, there is no highway noise here.

Tastefully furnished, and with a solid rental history, this unit is offered at $289,000.

Iconic Key West Hotel for Sale

Pier House Resort and Caribbean Spa, one of Key West's most recognized resort hotels, is up for sale.

Opened in 1968, this 142 room resort has a long history in Key West, and many credit the resort with transforming Key West from a military Navy post into the popular tourist destination it is today.

The property was built in stages and each building has unique characteristics and personality.  Currently run as an independent hotel (not associated with any brand or chain, this could easily be branded by an luxury hotel or resort chain.

The price has not yet been determined. A New York based firm has been selected to market and sell the six acre property.  The property has a private beach, pool, three bars, restaurant, spa, fitness area and conference center, and is located at the very end of Duval Street, affording the resort beautiful water views and year round sunsets.

For more information, click here.

Read more here: http://www.miamiherald.com/2013/01/15/3182503/key-wests-landmark-pier-house.html#emlnl=Five_Minute_Herald#storylink=cpy

Market Update - January 1st to the 15th, 2012. New listings, pending sales and closed transactions

The New Year has certainly began with a good start, with over 200 new listings, 104 pending contracts and 52 closed sales in the first two weeks.

Sunset Key - offered at $5,400,000

Among the new listings there is a stunning island home on the exclusive Sunset Key off Key West. This home has been featured in many national magazines and has everything, right down to the private beach just steps from your backdoor. It is offered at $5,400,000.

REO in Tavernaero - pending

Pending sales include an unfinished home in a private gated community that features a private airstrip (see my article about other homes on this airstrip).  There is also a private boat ramp and slips in the marina on Tavernier Creek. This home is bank owned and received multiple offers prior to going under contract.

224 Treasure Harbor - sold for $820,000

Sold sales include on of my listings at 224 Treasure Harbor Road in Islamorada.  This island home was immaculate inside and out and was totally remodeled with new kitchen and impact doors and windows. It offered 70 of dockage on a protected harbor just minutes from Snake Creek. It sold for $820,000.

To view the listings, follow the links below:

New Listings
Pending Sales
Closed Sales


Listing information gathered from the Florida Keys Multiple Listing Service.  Listing links will automatically expire after 2/16/2012.

Just Reduced! Two great condos at Ocean Pointe - both with excellent rental history!

#4312 - $299,000

Just Reduced! Beautiful oceanfront unit with endless ocean views. New remodeling just completed, including all new stainless appliances, new kitchen cabinets, granite counters, fresh paint & more. Use it yourself while you’re here, rent it out when you’re not. Amenities include manned gate, swimming pool, tennis, sandy beach, marina, boat ramp, & year round boat storage. Solid rental history.

#4416 - $359,000

Priced to sell! Top floor end unit with incredible ocean views! End units have no neighbors adjacent to bedrooms, bay windows and larger floorplan. Upgraded with new baths, granite kitchen, tile floors & more with delightful Keys charm. Amenities include 24 hour manned gate, Olympic pool, clubhouse, tennis, boat storage, boat ramp, marina & sandy beach. Rental history makes for a great investment.

December Market Activity - December 5th to December 25th, 2011

Christmas has come and gone, but the visitors to the Florida Keys are still here, with more arriving every day. The Overseas Highway is bustling with traffic. The last week of 2011 is certainly going to be a busy one!

The real estate market the past 3 weeks has been just as busy. 211 new listings came on the market, 105 properties went under contract and 100 properties sold.

Waterfront pool home in Key West - $349,000

Of the new listings, there is a rare find in Key West being offered for $439,000. This 3 bedroom 2 bath home is on a canal and also has a large swimming pool. Waterfront homes on the island of Key West are not that common, since there are very few canals in Key West and most open water property is either commercial (hotels, etc) or condos.

224 Treasure Harbor - pending sale

Pending sales include one of my listings in Islamorada. 224 Treasure Harbor is under contract and is scheduled to close early in 2012. This home features 2 bedrooms and 2 baths on the upper level and a legal 2 bedroom, 1 bath apartment downstairs.  Multi-family zoning makes renting the apartment completely legal.  It was offered at $899,000 at time of contract.

391 Fourth St., Key Colony - sold for $360,000

Sold sales include a unique A-Frame home in Key Colony. This 3 bedroom, 2 bath home has a lot of Keys character to it and has been recently remodeled.  It is also located on a nice canal in a great neighborhood.  It was originally listed at $428,500 and sold for $360,000

Follow the links below to see the listings:

New Listings
Pending Sales
Closed Sales

Listing information gathered from the Florida Keys MLS. Listing links will automatically expire after 1/28/2012.

Just Reduced! Waterfront Home in Islamorada on Protected Harbor

224 Treasure Harbor Drive - $899,000

OPEN HOUSE - Stop by and preview!
Nov. 26, 2011 -  1:00 PM to 4:00 PM

This impeccable home, located in the Village of Islamorada, has been substantially renovated and remodeled to allow for wonderful island living. Founder's Park is within walking distance.

Located on a protected harbor just minutes from the Atlantic Ocean, the home features two bedrooms and two bath upstairs and a separate two bedroom, one bath guest quarters downstairs, complete with its own kitchen. Multi-family zoning allows for the property to be used as either a large single family home or as a legal duplex.

Boating access is easy, with a private community boat ramp.  70 feet of dockage accommodates your boats with a 15,000# boat lift and a pair of davits. The spacious backyard is landscaped with tropical plants and trees and a paver courtyard. Across the front of the property, a gate provides privacy for the home.

The upstairs floor plan features a large open living area with new kitchen. Granite countertops, stainless steel appliances, ample cabinets, small pantry and a wine refrigerator make for easy entertaining. The master suite has a private bath with walk-in shower, granite counter and custom tile. The bedroom overlooks the harbor and opens onto a screened porch that runs the length of the house.  A guest bedroom and  guest bath complete this level.

Downstairs you’ll find a separate apartment with two bedrooms and private bath, perfect for extended families or visiting friends. The zoning of this property makes this space entirely legal, including the second kitchen. 

Learn more at www.224TreasureHarborDrive.com

 

Just Listed - Waterfront lot with active permits and approved plans!

66 S. Andros Road

Get ready to build your Florida Keys Dream Home!

Just one lot from the open water, this location will offer gorgeous ocean views from your new home. The lot is cleared and comes with active permits & approved plans for an incredible 5/3.5 home. Just minutes to great fishing & diving spots in the Keys, including Elbow Reef, Carysfort Lighthouse & the famous Spiegel Grove. Close to the 18 Mile Stretch, making this a perfect choice for commuting to and from the Florida Keys from South Florida.

Artist's Rendering

A full set of plans are available for this new home - call for more details and to get building! 

Click the link below for the MLS printout for this listing.

MLS Data Sheet

Just Reduced! Islamorada Waterfront Home on Protected Harbor

224 Treasure Harbor Drive

This is a great piece of property located in the heart of Islamorada, in the Florida Keys.

Large, open great room upstairs

Featuring four bedrooms and three full baths, this home offers island living on two levels.  The lower level has a large two bedroom, one bath apartment - perfect for extended families or for visiting guests. The apartment has it's onw private bath, full kitchen and opens onto the paver courtyard.

Paver courtyard in the rear of the home

Upstairs, you'll find two bedrooms and two full baths as well as a large open great room with living, dining and kitchen overlooking the protected harbor. A wide screened veranda provides large outdoor living space with views of the harbor and the paver courtyard.

Dockage is provided by a 15,000# boat lift and by an additional set of davits on 70' of concrete seawall. There is instant ocean access and bay access is mere minutes away via Snake Creek, making this an ideal location for the avid boater. The community boat ramp is just two houses away.

The home can be used as a large single family home or as a multi-family home with two units due to it's unique and rare multi-family zoning. You can live in one section and rent the other section.

Easy to show, call today to arrange for a private appointment.

For more photos and additional information, visit www.224TreasureHarborDrive.com

Florida Keys Market Update - September 12th, 2011 to September 18th, 2011

You can tell it is the end of summer here in the Florida Keys. Many restaurants have started closing at least one day a week, if not closed completely for a temporary reprieve. The roads are much quieter right now as well, with the exception of this past weekend when we had the annual Poker Run with motorcycle enthusiasts from all over riding the Overseas Highway to Key West.

In the real estate market, there were 91 new listings, 29 pending sales and 25 closed sales.

The Townhomes of Sister's Creek - Marathon

Of the new listings, there are 12 bank owned properties on the market now in a subdivision called The Townhomes of Sister's Creek.  This development is located at Mile Marker 48.5 in Marathon on the ocean side.  The 12 new REO's listed are 3 bedrooms, 2.5 baths and all listed at $199,500.

HGTV Dream Home, 2008 - Islamorada

Pending sales include 139 Gimpy Gulch Drive - better known as the HGTV Dream Home in Islamorada from 2008.  This house has been on the market for over 700 days. The last time it was on the market it sold for $1,650,000 in April of 2009. It was listed at $925,000 when it went under contract this past week.

3 Madeira Drive - Sold for $160,000

Sold listings include the listing I shared at 3 Madeira Drive. This two bedroom, 1 bath home was listed at $179,000 and sold for $160,000. It had a new bath and new kitchen cabinets, as well as new windows and doors. Located in Key Largo at Mile Marker 101, the neighborhood features a great waterfront homeowners park.

Follow the links below to view the listings:

New Listings
Pending Sales
Closed Sales


Listing information gathered from the Florida Keys MLS. Listing links will automatically expire after October 20, 2011

Florida Keys Real Estate Market - September 5th to September 11th, 2011

This is the time of year in the Florida Keys when things start to slow down. Restaurants usually close or limit their hours, many businesses temporarily close so the owners can go on vacation, and the real estate market begins to slow down.

This year has been no exception.  There were fewer pending contracts and fewer sales than we've seen over the last few weeks, but new listing activity is still strong.

This past week, 69 new listings came on the market, 28 listings went under contract and 25 listings sold.

Canalfront on Plantation Key - $349,000

Of the new listings, there is a canalfront home on Plantation Key in Tavernier that is now on the market for just $349,000. This home needs some work, but it is in one of the Upper Keys favorite neighborhoods - Plantation Key Colony - and is on a canal.  It is a 4 bedroom home with 3 baths and is being marketed as a short sale.

A-502 Moon Bay - Pending Sale

Pending listings include my listing at Moon Bay in Key Largo - A502. This 2 bedroom, 1.5 bath condo comes fully furnished, and includes a deeded boat slip.  It is on the top floor and offers nice views of Florida Bay. Listed at $268,000, it was on the market just 50 days before going under contract.

1421 Eliza - Key West - sold for $385,000

Closed sales include a gorgeous Key West home in the heart of Old Town.  This is a great home and features many decorator exclusive touches. It has large sundeck which surround the pool, which is heated and also features jets for a whirlpool effect. Listed at $360,000, it sold for $385,000.

Follow the link s below to view all of the listings:

New Listings
Pending Sales
Closed Sales

Listing information is gathered from the Florida Keys Multiple Listing Service. Listing links will automatically expire after 10/14/2011

Market Activity for the week of August 8th to August 14th, 2011 - Keyswide from Key Largo to Key West

To remain true to our blogs name - Florida Keys Market Update - we're now including market activity for the entire Florida Keys on a weekly basis. 

This week there were 66 new listings, 59 pending listings and 356 sold listings - not bad for the dig days of summer, which is slowly winding down.

1219 20th Terrace - Key West - $394,500

Of the new listings, a beautiful bank owned home in Key West came on the market for $394,500. Located in the "New Town" part of Key West, this home has 3 bedrooms, 2.5 baths and an in-ground pool.  The kitchen has high-end appliances and granite counters.

1851 Long Beach Dr - Big Pine Pending Sale

Pending sales included a very private home with over 400' of ocean frontage on Big Pine Key.  This has preserve lands on either side of it, ensuing it will alwyas stay private.  It was offered at $1,390,000 at time of contract.

102 Iroquois Street - Sold for $75,000

Sold listings include a ground level bank owned hom in Tavernier. This home is in need of a considerable amount of repairs, but went under contract in just one  day. Listed for $79,000 it sold for $75,000.

Follow the links below to view the listings:

New Listings
Pending Listings
Sold Listings

Rates are low, inventory is plentiful, making it an ideal time to invest in Florida Keys real estate.  From Key Largo to Key West, we can help you find you're place in the Keys.

If you're thinking of selling, it's a great time to get your property ready for the upcoming season. Let us start marketing your property today to have everything in place once season starts. Call to learn more about our exclusive seller services.

Listing information gathered from the Florida Keys MLS. Links automatically expire after September 15th.

Florida Keys Homes with Possible Seller Financing

Many banks have started using more rigorous approval methods, making it difficult for some buyers to obtain financing despite being "qualified" for a loan.  For a variety of reason, many buyers are now looking for properties that might consider owner financing.

Follow the link below to preview a list of homes throughout the Florida Keys from Key Largo to Key West that are currently being marketed with possible owner financing.  Please note, most owners will have certain criteria they expect a buyer to meet such as putting a percentage of the purchase price down, shorter loan lengths and more.

If you'd like to find out what each particular sellers details are for owner financing, don't hesitate to call or send me an email.

(Note: Search results will take a moment to fully load on the next page)

Waterfront Single Family Homes in the Upper Keys

The purchase of Century 21 Keysearch by Schwartz Property Sales to create the new company called Century 21 Schwartz Realty has created a new leader in waterfront single family homes in the Upper Keys. A quick look at the numbers this morning reveals that Century 21 Schwartz Realty is now holds a higher inventory in both number of listings and in dollar volume in the Upper Keys.

Click on the chart below for a closer look.

Source: Flex MLS - Florida Keys Board of Realtors Multiple Listing Service. Parameters: Property type of Single Family Waterfront Homes; Status of 'Active'; Listing Board Florida Keys Board of Realtors. Graph represents active listings as of July 20, 2011

New Listings, Closed Sales and Pending Sales in the Florida Key - July 11th to July 17th, 2011

New Listing - Offered at $299,000

It's definitely summer here in the Florida Keys!  Temperatures are up, people are out on the boat fishing and diving and live is good! It's a great time to be living in the Florida Keys!

Pending Sale - Offered at $1,300,000

For the first time in a long time the number of closed sales dropped, but pending listings and new listings continue.

Sold Listing - Sold for $150,000

This past week, we had 20 new listings come on the market, 18 properties go under contract and just 6 closings.

New listings include a well-maintained dry lot home in Key Largo offered at $299,000. This 3/2 home is fairly new and move-in ready.  Pending sales included a 4 bedroom, 3 bath home on Adam's Cut.  This home features over 100 feet on the cut and offers immediate access to both bay and ocean. It was offered at $1,300,000.

Most of the properties that sold or went pending this past week were single family dry lot homes.  Priced right, dry lot homes are selling very well. They have become the "gateway" to owning a home in the Keys. Buyers have realized that dry lot homes can be comparable in price to condos, but without the monthly association fees. Most neighborhoods provide some sort of boating access, with some neighborhoods having fairly elaborate homeowner's parks with boat ramps, picnic areas, even small beaches. 

To see the listing activity from this past week, follow the links below:

New Listings
Pending Sales
Closed Sales

Listing information gathered from the Florida Keys MLS.  Listing links will expire on August 18, 2011.

Not what You're looking for? Click Here to Search the entire Florida Keys MLS. No sign-up required!

Single Family Homes in the Florida Keys Under $250,000

Prices in today's market are making it more affordable than ever to own a home in the Florida Keys.  Whether it is a year round residence you are looking for or a weekend getaway, there is plenty of inventory to choose from. Attractive financing rates make this a perfect time to invest in the Florida Keys.

Here is a list to single family homes in the Upper Keys, all priced under $250,000.  One of them might just be perfect for you!

Waterfront Homes in the Florida Keys Under $500,000

 

In years past, a waterfront home in the Florida Keys was often out of reach for most buyers.  Today's market has changed that. Now there are amble opportunities to live on the water for under $500,000 - a price that was once a starting point for waterfront homes.

The link below will take you to a full list of properties in the Upper Keys, including Key Largo, Tavernier and Islamorada that are all priced under $500,000.  Some of these are brand new listings that are priced so low, they will not last, so if you see something you like, contact me and I'll let you know if it is still available.