Key West Real Estate Update: Navigating the Evolving Market – October 2025 Insights

Colorful Old Town Key West houses representing the local housing market update

Florida Keys Waterfront Real Estate Near The Infamous Jumping Bridge: 17245 Jamaica Lane is ACTIVE!

905 Grinnell Street is Now for Sale

Key West Real Estate Update: Navigating the Evolving Market – August 2025 Insights

key west market report

Colorful Old Town Key West houses representing the local housing market update

Key West Real Estate Update: Navigating the Evolving Market – July 2025 Insights

Colorful Old Town Key West houses representing the local housing market update

Key West Real Estate Update: Navigating the Evolving Market – June 2025 Insights

Key West Real Estate Update: Navigating the Evolving Market – May 2025 Insights

3-YEAR MARKET COMPARISON

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TESTIMONIALS
“TeamKaufelt was absolutely outstanding - They went well beyond the call of duty.”
NICK E.

“TeamKaufelt were the perfect realtor partners at every step.”
ROSE & JEFF W.

“They managed the process carefully and professionally to closing."
SCOTT N. & GREGORY L.

“From day one to closing, the process was smooth and issue-free, thanks to everyone on Team Kaufelt.”

LUIS C.

Key West Real Estate

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Key West Market Pulse: A Season of Stability – April 2025 Insights

As April comes to a close, the Key West real estate market is showing signs of welcome stability—an encouraging shift after several years of volatility. The sharp price surges of 2021 and 2022 have given way to a more balanced, sustainable environment in 2025, offering both buyers and sellers a clearer, more predictable landscape. Compared to this time last year, the market is moving at a steadier, more thoughtful pace. While demand remains healthy, the intense urgency that once defined the post-pandemic period has notably eased. Properties with architectural charm, historical significance, or prime locations continue to command attention, but decisions are being made with more strategy and less haste. This more deliberate tone is reshaping how both sides of the transaction engage. Buyers are taking the time to evaluate long-term value, while sellers are leaning into pricing and presentation to stand out. The market is no longer about who moves fastest—it’s about who moves smartest.

In short: Key West continues to offer compelling opportunities, but success today is built on preparation, patience, and precision.

FEATURED LISTING

913 Watson Street, Key West

Tucked away on one of Key West’s most private and secluded streets—seriously, if you’ve never been to 913 Watson Street, you’ve probably never been on this block—this meticulously reimagined historic home, built prior to 1912, is the epitome of island living.

TESTIMONIALS

“How do we begin to thank you all-firstly, Lynn and Jackson, who were such good friends to Dad and whose company brought him so much pleasure-and then to you, Ted, for your super-hard work? I know it’s been a challenging time in real estate, and we feel so lucky and grateful to have had TEAMKAUFELT to take us through it. It’s extra hard selling something with multiple owners who live far away, and y’all were totally valiant keeping us informed and giving us your best instincts to find the right buyer.”

NENNA & NICK E.

“Team Kaufelt were the perfect realtor partners at every step – from taking the most fabulous photos and video for marketing, to prepping our property for showing, vetting the prospective buyers, keeping us informed at every stage right up to the successful selling of our home. We could not recommend them highly enough!”

ROSI & JEFF W.

“Ted Stewart was professional, very responsive, and was always a step ahead. Old Town Fitness was the first business we bought in Florida and we are very happy with the service we received from TEAMKAUFELT. From rides to the airport to specific details pertaining to closing the deal, everything was smooth. Looking forward to our next commercial and/or residential deal with you in the future!”

AL F. & JOHN M.

“How do we begin to thank you all–firstly, Lynn and Jackson, who were such good friends to Dad and whose company brought him so much pleasure–and to you, Ted, for your super-hard work. I know it’s been a challenging time in Florida real estate, and we feel so lucky and grateful to have Team Kaufelt to take us through it.”

FERNANDA E.

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Key West Open Houses

TEAMKAUFELT EXCLUSIVE OPEN HOUSE: 913 WATSON STREET, KEY WEST

SUNDAY APRIL 27th FROM 1-3PM

Key West Open House: Tucked away on one of Old Town’s most secluded streets, 913 Watson Street is a masterfully reimagined historic gem blending timeless charm with modern luxury. Fully revitalized in 2025 with impact-rated windows, new systems, and rich hardwood floors, this one-bedroom main house plus guest cottage offers serene garden and pool views throughout. Enjoy seamless indoor-outdoor living with a saltwater cocktail pool, water feature, and private composite deck—all just steps from Key West’s best dining, nightlife, and beaches.

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EVERY OPEN HOUSE HAPPING IN KEY WEST THIS WEEKEND BELOW:

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A LEGENDARY ADDRESS, NOW AVAILABLE: 802 SOUTHARD STREET, KEY WEST

802 SOUTHARD STREET, KEY WEST

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THE MOST ICONIC CORNER IN THE HISTORIC DISTRICT

At the corner of William Street and Southard Street, in the X-500 Flood Zone,
sits a home that doesn’t whisper elegance—it declares it.

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HISTORIC ANTIQUITY UPDATED WITH MODERN FINISHES AND FEATURES

Built before 1892 and crafted to last, this architectural beauty blends the warmth of the past
with today’s refined comforts.

CLASSIC KEY WEST VERANDAS OVERLOOKING THE RYTHYM OF OLD TOWN

Those oversized verandas? They’re not just for show. Whether you’re sipping Cuban coffee or
watching the Old Town rhythm roll by, this is front-row living at its finest.

DETAILS THAT SPEAK VOLUMES

Inside, you’ll find rich Dade County pine, original windows that flood the home with light,
and a staircase that has gracefully aged better than most Hollywood icons.

THE PERFECT GUEST HOUSE

A fully equipped guest cottage offers total independence with its own kitchen, bath, and living room.

UNBELIEVABLE OFF STREET PARKING

In a town where parking feels like a full-contact sport, 802 Southard delivers the unicorn:
multiple off-street spaces and an electric gate.

SAY LOCATION THREE TIMES…

Located in the X-500 flood zone (the highest-rated in Key West), this home pairs
historic details with peace of mind.

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TEAMKAUFELT | Marketing Your Key West Real Estate to the World

Key West Real Estate Market Comparison for August 2023

Key West Real Estate, Key West Market, Key West Realtor,

Key West Real Estate

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TEAMKAUFELT | Key West Real Estate and Beyond

Key West Real Estate Market Comparison for July 2023

July 2023 Key West Real Estate Market statistics

July 2023 Key West Real Estate statistics

TEAMKAUFELT Exclusive Listings

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Top 10 Key West Sights You Can’t Miss: A Comprehensive Guide

Key West, the southernmost city in the United States, is a tropical paradise that offers a unique blend of history, culture, and natural beauty. The laid-back atmosphere, coupled with its vibrant Real Estate and Lifestyle opportunities, make it a must-visit destination for travelers. In this post, we’ve rounded up 10 of the top attractions you can’t miss while exploring this charming island. So pack your bags and get ready to embark on an unforgettable adventure!

1. Hemingway House

The Ernest Hemingway Home and Museum is an essential stop for any literary enthusiast. The late American author lived here from 1931 to 1939, where he penned some of his most famous works. Tour the house and marvel at the extensive collection of Hemingway memorabilia, and make friends with the property’s famous six-toed cats.

2. Key West Lighthouse

Climb the 88 steps of the Key West Lighthouse for magnificent panoramic views of the island. Completed in 1848, this historic monument offers a unique glimpse into Key West’s maritime history, as well as its perseverance in the face of numerous hurricane destructions throughout the years.

3. Butterfly Conservatory

https://www.instagram.com/p/Cr3MhB2MSbb/?utm_source=ig_web_copy_link&igshid=MzRlODBiNWFlZA==

Step into a tropical paradise at the Key West Butterfly and Nature Conservatory. Home to over 50 different species of butterflies and 20 species of exotic birds, this magical haven of tranquility is the perfect place to lose yourself for an hour or two.

4. Key West Golf Club

Tee off at the tropical Key West Golf Club, an 18-hole championship course designed by renowned golf course architect Rees Jones. Surrounded by pristine mangroves and natural wetlands, this challenging course promises a one-of-a-kind golfing experience.

5. Scuba Diving

https://www.instagram.com/p/Cr8L0RGO2rA/?utm_source=ig_web_copy_link&igshid=MzRlODBiNWFlZA==

Dive into the crystal-clear waters of Key West and explore the fascinating underwater world. With its diverse marine life and an array of shipwrecks, this thriving ecosystem is a scuba diver’s paradise.

6. Deep Sea Fishing

Test your fishing skills against the likes of marlin, tuna, and wahoo on a deep-sea fishing expedition. The waters surrounding Key West are teeming with fish, making it an angler’s dream destination.

7. Flats Fishing

For a more serene and intimate fishing experience, try your hand at flats fishing in the shallow waters of Key West’s backcountry. Here, you’ll have the chance to catch elusive species like bonefish, permit, and tarpon.

8. Custom’s House Museum: A Look Back in Time

Step back in time with a visit to the Custom’s House Museum, one of Key West’s most prominent landmarks. With its stunning red brick facade and striking architecture, this 19th-century building houses masterfully curated exhibits, showcasing Key West’s rich history and culture.

Gain an insight into the lives of famous residents like Ernest Hemingway and learn about the island’s maritime heritage, pirate legends, and the influence of African-American culture. With ever-changing exhibits and engaging tours, the Custom’s House Museum is a must for history buffs and curious travelers alike.

9. Mallory Square Sunset: A Key West Tradition

No trip to Key West is complete without witnessing the legendary Mallory Square sunset. This bustling hotspot comes alive every evening as visitors gather to catch a glimpse of the sun dipping below the horizon.

Surrounding the square, you’ll find a spirited community of performers, artists, and food vendors, making it the perfect place to immerse yourself in the local culture. This nightly celebration is a testament to the laid-back and welcoming atmosphere for which Key West is famous – so grab a tropical cocktail, join the crowd, and soak in the magic of a Key West sunset.

10. Skydive Key West: An Unforgettable Adventure

While technically not in Key West proper, Skydive Key West offers an unforgettable experience that’s well worth the short journey. With breathtaking panoramas of the sparkling turquoise waters, lush mangroves, and the iconic Seven Mile Bridge, there’s no better place to take the plunge.

Whether you’re a seasoned skydiver or a first-timer, Skydive Key West’s expert team will ensure you have a safe and exhilarating experience. Take the leap with tandem skydiving or opt for more advanced training courses – either way, this is one adventure you won’t want to miss.

Conclusion

With its vibrant history, stunning sunsets, and adrenaline-pumping adventures, Key West offers something for everyone. We hope our roundup of the top attractions has inspired you to plan your next trip to this beautiful island.

We’d love to hear about your experiences in Key West, so please leave a comment below or share your own #KeyWestAdventures on social media. And as always, remember to live your journey and embrace the island lifestyle!

Key West Real Estate For Sale | 603 Angela Street, Key West

SAY HELLO to Casa Maribel! A picture-perfect home in the exclusive Gardens of Key West community of the Historic District, this bright and elegant haven offers the best in leisurely living! Located on Solares Hill just one block away from World Famous Duval Street, the island’s best restaurants, and attractions, this residence has the perfect combination of tranquil resort-like living while having the best of Key West amenities at your fingertips. Greeted by a lovely lush garden, step inside to find a user friendly floor plan with an open living space with sliding glass doors flowing out to the partially covered patio and heated pool. Upstairs includes cathedral ceilings, a large primary bedroom and en suite bathroom, plus the guest bedroom and bathroom, and laundry closet. This is a wonderful tropical residence in Prime Old Town, Key West that includes a driveway for one off-street parking spot, an X-Flood Zone location, and island living! Listed exclusively by TEAMKAUFELT of TRUMAN & COMPANY REAL ESTATE in Key West, FL.

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Search all active Key West listings at: www.teamkaufelt.com/realestateandhomes-search-key-west_fl/

View all of our Active and Sold Key West Real Estate listings at: www.teamkaufelt.com

Follow the Leaders in Key West real estate, Team Kaufelt of Truman & Co. Over 52 Million sold in 2019 and over a 1/4 Billion sold in our career. By working with our team, we will provide local expertise, real estate knowledge, creativity, and greater responsiveness as our entire team is available to you 24/7.

A Case Study in Harmony Between Old & New

A case study in harmony between old and new, 1019 Elgin Lane, Key West is a one-of-a-kind historic home that has been renovated from the ground up with 20/20 vision. Step inside to discover beautiful interior finishes, updated kitchen, and a living room featuring cathedral ceilings combined with a wall of Impact doors looking out to the charming 180sf patio and 5 x 8′ cocktail pool. A charming guest bedroom and guest bathroom complete the downstairs. An irresistible Master bedroom, located on the second floor, features an ensuite bathroom and walk in closet. Take the stairs to find an additional guest bedroom with amazing treetop views. Private parking, low maintenance materials, and walking or biking distance to all Key West has to offer make 1019 Elgin Lane the perfect house to live the island life.

View the 3D tour, photos, video, and more at:

1019 Elgin Lane, Key West, FL | MLS #593439

Exclusively Listed by TeamKaufelt of Truman & Company Real Estate in Key West, FL. 33040

Allegiant announces new flights to Key West from CVG as low as $59

Key West, FL. 33040 – A low cost carrier at Cincinnati/Northern Kentucky International Airport just announced new flights to Key West International Airport (EYW).

With the launch of the new service, Allegiant Airlines is offering one-way fares on the new route as low as $59.

The twice-weekly flights to Key West International Airport will begin June 9, 2021.

Flight days, times and the lowest fares can be found only at Allegiant.com.

“This low-cost direct flight to Key West is the only one in our region,” said Candace McGraw, chief executive officer, CVG. “Key West’s tagline is ‘Close to Perfect, Far from Normal’ and we’ve been living in far from normal times. I hope travelers will take advantage of this flight to such a unique and fun destination as well as Allegiant’s 20 other destinations from CVG. We are grateful for our partnership with Allegiant.”

View more Key West news and real estate information at:

THE KAUFELT REPORT

2021 Monroe County Annual Report Now Available Online

Monroe County, FL. | The 2021 State of the County Annual Report and Information Guide is now available online at www.monroecounty-fl.gov/stateofthecounty

The annual report highlights Monroe County’s accomplishments in 2020 and the County’s goals for 2021. It features information about the Board of County Commissioners, the County’s administration and 24 departments, ways to stay connected with Monroe County, budget information, hurricane preparedness, the 2020 response to COVID-19, and more. The guide also includes contact information for the five Constitutional Offices and a variety of government agencies, utilities, and schools in Monroe County. Bookmark the guide to be kept as a reference all year. It is filled with information about the entire County to help citizens and business owners better navigate all the government agencies and other entities that serve them.

In addition, Monroe County Mayor Michelle Coldiron and County Administrator Roman Gastesi are making the annual State of the County addresses for local chambers, rotaries, and other organizations throughout February and March. Check with your local organizations to see if they have one scheduled. The presentation can be found at www.monroecounty-fl.gov/stateofthecounty.

View more articles about the Florida Keys and Key West below:

THE KAUFELT REPORT

A Key West Work of Love, Built by a Builder.

400 Aronovitz Lane + 621 and 623 Whitehead Street, Key West | ‘Key West Work of Love” built by a builder. Completely reimagined from the ground up, this zoned live-work home is like walking into an island paradise. Sophisticated style and a neutral organic palette are juxtaposed with hidden pops of color, pattern, and texture in the 5 bedrooms and 6 bathrooms and over 3,500SF of living space. This well sited 5,868SF Corner Lot is a triplex, comprised of a main home including 3 bedrooms and 4 bathrooms plus an attached Historic Duplex, each unit containing 1 bedroom/1 bathroom. Tropical landscaping and mahogany doors have been elevated in design to welcome you inside this well designed home. Using only the best of materials and high end finishes.

Step inside to the designer lounge featuring 16FT cathedral ceilings with exposed beams, wet bar, granite countertops and a beverage cooler and ice maker. The open concept living and dining areas seamlessly flow to the outdoor living spaces, allowing uninterrupted sight lines through multiple sliding impact door systems. A tropical poolside patio is complete with a Craig Reynolds designed heated pool and water feature, lush landscaping and lighting, and an outdoor shower. There’s a ground floor bedroom and ensuite bathroom with white marble finishes and an enclosed steam shower. The Chef’s Kitchen includes a granite island, custom lighting, plenty of cabinetry, and Sub-Zero and Thermador appliance suite. The upper level is home to the Master Suite with a wall of sliding glass doors opening to the large inviting covered porch. The Suite includes cathedral ceilings and a beautiful bathroom with a frameless shower and dual shower heads. Opposite the Master is the upstairs Guest Bedroom highlighted by a gorgeous bathroom, soaking bathtub, and private covered patio. The Historic Duplex can be entered via a hallway off of the kitchen and each of the units has their own separate entrance. Each unit includes hardwood floors, high ceilings, kitchen, washer/dryer, finished loft space, and beautiful porches surrounded by landscaping for privacy. 621 Whitehead Street is ADA compliant and is a zoned live-work space. Currently the bedroom of this unit is setup as an office and can be locked off from all other living spaces with its own ADA entrance. Endless rental opportunities with this duplex! Ideally located in the X-Flood Zone on a hidden lane just 1 block from Duval Street, dining and shopping, and blocks away from the Truman Waterfront Park and Fort Zachary Taylor National Park. 4 off-street parking spaces make life easy! Schedule your private viewing now.

View the 3D tour, photos, video, and more at:

400 Aronovitz Ln, Key West, FL 33040 | MLS #593498

Exclusively Listed by TeamKaufelt of Truman & Company Real Estate in Key West, FL. 33040

Arts Advocate and Patron Lynn Kaufelt Presented with 2021 Golden Mango Award

Three Cheers for Lynn Kaufelt!

We couldn’t be happier to announce Lynn Kaufelt as the receipient of this year’s Golden Mango award! Ever gracious, with the help of her son Jackson, Lynn accepted the award from her home as part of our Patron Brunch on January 6, held this year as a virtual event.

Her ongoing support of The Studios since even before it’s inception makes her tops in our book, but Lynn has also worked tirelessly to support Monroe County arts and service organizations over the years. She’s been involved with Key West Literary Seminar, KWAHS, Wesley House, Take Stock in Children and the Tennessee Williams Fine Art Center, among other organizations.

Presented annually to an outstanding leader who has benefitted Key West through significant contributions to the Arts, the winner receives a striking contemporary sculpture designed by artist Helen Harrison.

Read the full press release here: tskw.org/arts-advocate-and-patron-lynn-kaufelt-presented-with-2021-golden-mango-award/ and find more Key West Lifestyle news at:teamkaufelt.com

The Key West Literary Pantheon

Celebrate the Key West Literary Pantheon

Books & Books @ The Studios of Key West honors Key West’s extraordinary literary legacy with the Key West Literary Pantheon, a frieze wrapping around the store above its bookshelves. The frieze celebrates the names of forty-four distinguished and nationally recognized authors, all of whom have lived and/or worked in our island paradise.

This amazing group includes eleven Pulitzer Prize winners (some multiple times), six National Book Award winners, and three winners of the prestigious Bollingen Poetry Prize. These literary artists have drawn sustenance from the Key West muse which in some subtle way drew out creativity in a manner that an intellectual hot-bed like New York could not.

As James Leo Herlihy, author of Midnight Cowboy put it “The town excited …. I spent all my time exploring, walking the streets. The place was mysterious, funky, indescribably exotic. It had much of the charm of a foreign country, but you had the post office and the A&P and the phone worked, so life was easy.” John Dewey, perhaps the leading philosopher of the last century, confirmed “the mañana mood develops very easily here,” but it made words flow. William Gaddis heard it was a lazy retreat popular with artists and writers. Looking for a quiet place to finish the novel he was working on, he found the perfect shady porch to set up his rickety Olympia typewriter, completing the novel J R, a winner of the National Book Award for Fiction.

Perhaps the best explanation comes from David Kaufelt, founder of the Key West Literary Seminar: “I have a theory why we all live here. It’s called the Peter Pan theory. Freud said that we are at our most creative when we are in our very early youth, before we’re five years old. That’s where we are here. We wear shorts, we ride bicycles, we have the water, a great symbol of the unconscious, and we’re free to be children here and let our spirits go. There’s nobody in suits and ties telling us what we have to do.”

Although our Pantheon is limited to deceased writers, there is no doubt that the Key West magic continues to this day. Among our current residents are many of equal stature: Pulitzer Prize
winners including Annie Dillard and Alison Lurie, National Book Award nominee Phyllis Rose, many members of the American Academy of Arts and Letters — including Anne Beattie, Joy Williams and Edmund White, the inestimable Laurent de Brunhoff, and Library of Congress Living Legend Judy Blume.

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	2023	2022	2021
NUMBER OF SALES	214	365	501
AVG. LISTING PRICE	$1,572,454	$1,419,973	$1,183,492
AVG. SOLD PRICE	$1,450,582	$1,320,309	$1,122,302
DAYS ON MARKET	53	44	82
AVG. LISTING PRICE/SF	$1,058	$922	$749
AVG. SOLD PRICE/SF	$1,019	$909	$724

	2023	2022	2021
NUMBER OF SALES	214	365	501
AVG. LISTING PRICE	$1,572,454	$1,419,973	$1,183,492
AVG. SOLD PRICE	$1,450,582	$1,320,309	$1,122,302
DAYS ON MARKET	53	44	82
AVG. LISTING PRICE/SF	$1,058	$922	$749
AVG. SOLD PRICE/SF	$1,019	$909	$724

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Key West Market Pulse: A Season of Stability – April 2025 Insights

TESTIMONIALS

GAIN A COMPETITIVE EDGE

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TEAMKAUFELT EXCLUSIVE OPEN HOUSE: 913 WATSON STREET, KEY WEST

EVERY OPEN HOUSE HAPPING IN KEY WEST THIS WEEKEND BELOW:

802 SOUTHARD STREET, KEY WEST

THE MOST ICONIC CORNER IN THE HISTORIC DISTRICT

CLICK ABOVE TO VIEW THE 3D TOUR

HISTORIC ANTIQUITY UPDATED WITH MODERN FINISHES AND FEATURES

CLASSIC KEY WEST VERANDAS OVERLOOKING THE RYTHYM OF OLD TOWN

DETAILS THAT SPEAK VOLUMES

THE PERFECT GUEST HOUSE

UNBELIEVABLE OFF STREET PARKING

SAY LOCATION THREE TIMES…

VIEW THE VIDEO, 3D TOUR, PHOTOS & MORE AT:

SCHEDULE YOUR PRIVATE VIEWING NOW

VIEW ALL OF THIS WEEKENDS OPEN HOUSES IN KEY WEST BELOW

1. Hemingway House

2. Key West Lighthouse

3. Butterfly Conservatory

4. Key West Golf Club

5. Scuba Diving

6. Deep Sea Fishing

7. Flats Fishing

8. Custom’s House Museum: A Look Back in Time

9. Mallory Square Sunset: A Key West Tradition

10. Skydive Key West: An Unforgettable Adventure

Conclusion

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