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Longboat Key, FL Open Houses

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  • /45

    $590,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    2301 Gulf of Mexico Dr Unit 54, Longboat Key, FL 34228

    ****Creatively coined “Studio 54,” located at The Islander Club on Longboat Key Beach, this 2-bedroom, 2-bathroom condominium has an enormous lanai that brings the beautiful island breezes in all year long. Located in an upgraded and modern building directly on the beach, this disco pad is fresh, light, bright and happening. The front of this condo faces east, overlooking the lush grounds and the

    Agent Photo

    Meredith Van Vaals

    COLDWELL BANKER REALTY

    (941) 220-0872

    2301 Gulf of Mexico Dr Unit 54, Longboat Key, FL 34228
  • /57

    $1,100,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,409 Sq Ft

    1050 Longboat Club Rd Unit 301, Longboat Key, FL 34228

    Imagine waking up every morning to the sound of gentle waves and stepping onto your balcony to enjoy uninterrupted, straight-on Gulf views—this rarely available 01-stack residence delivers beachfront living exactly the way it should be. Perfectly positioned behind the private gates of the Longboat Key Club and nestled between the iconic Resort at Longboat Key Club and the spectacular new St.

    Agent Photo

    Greg Martin

    STERLING REALTY

    (941) 369-9007

    1050 Longboat Club Rd Unit 301, Longboat Key, FL 34228
  • /76

    $675,000 Open Sun 1AM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft

    4540 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

    Welcome to your island retreat, an impeccably renovated 2-bedroom, 2-bath residence offering luxury Longboat Key living at its finest with preserved mangrove and Sarasota Bay views. Every detail has been thoughtfully updated ,this home has been renovated from top to bottom, featuring new flooring, new plumbing, new electrical, new lighting, hurricane-impact windows with shutters for peace of mind

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    Paulina Vasiliev

    KELLER WILLIAMS ON THE WATER S

    (941) 759-9957

    4540 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
  • /38

    $1,097,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,395 Sq Ft

    2323 Harbour Oaks Dr, Longboat Key, FL 34228

    Welcome to 2323 Harbour Oaks Drive, a light-filled villa with a wide-open layout and peaceful vistas overlooking the Longboat Key Club golf course and a serene pond. Positioned to capture gorgeous natural light throughout the day, this residence lives effortlessly with soaring ceilings, generous room sizes, and seamless indoor–outdoor connection. An inviting great room and dining area open to the

    Agent Photo

    Steven Moore

    MICHAEL SAUNDERS & COMPANY

    (941) 369-9008

    2323 Harbour Oaks Dr, Longboat Key, FL 34228
  • /60

    $1,699,999 Open Sun 1PM - 4PM

    • 2 Beds
    • 3 Baths
    • 3,171 Sq Ft

    3210 Bayou Sound, Longboat Key, FL 34228

    Welcome to this elevated retreat in the sought-after Bayou section of Bay Isles—a seamless blend of sophisticated design and relaxed coastal elegance. Encompassing nearly 2,100 sq. ft. of sunlit interiors, this residence offers an open-concept floor plan with soaring vaulted ceilings, creating an airy, inviting ambiance ideal for both everyday living and effortless entertaining. The expansive

    Julie Lojacono Mackie COLDWELL BANKER REALTY

    3210 Bayou Sound, Longboat Key, FL 34228
  • /51

    $829,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,104 Sq Ft

    4725 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228

    Welcome to Sand Cay Beach Resort—one of Longboat Key’s premier vacation destinations. This rarely available third-floor condo truly impresses with soaring vaulted ceilings exclusive to top-floor residences, a beautifully updated kitchen, and tasteful coastal-inspired finishes throughout. A well-established vacation rental with a strong income history, this property is an ideal opportunity for

    Michael Albano, PA COLDWELL BANKER REALTY

    4725 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228
  • /86

    $749,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,316 Sq Ft

    4350 Chatham Dr Unit 208, Longboat Key, FL 34228

    NEWLY REMODELED • COASTAL LUXURY RESIDENCELongboat Harbour • Unit 208 | Corner End Unit • Bay & Harbour Views.Welcome to an exquisite, newly remodeled second-floor corner residence in the highly sought-after Longboat Harbour community. Reimagined with sophisticated coastal design, this light-filled home captures sweeping views of Sarasota Bay and Longboat Harbour—creating a serene

    Billie Chipain COLDWELL BANKER REALTY

    4350 Chatham Dr Unit 208, Longboat Key, FL 34228
  • /55

    $880,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,257 Sq Ft

    2089 Gulf of Mexico Dr Unit G1105, Longboat Key, FL 34228

    Wake up in This Resort-Style Living Condo located on a Barrier Island Paradise! Positioned just steps from the Gulf of Mexico on exclusive Longboat Key—where sugar-white sand beaches stretch endlessly and dolphins play in turquoise waters—this professionally redesigned ground-floor residence in Seaplace's coveted G1 building offers the rare combination of coastal luxury, modern sophistication,

    Beverly Perez FINE PROPERTIES

    2089 Gulf of Mexico Dr Unit G1105, Longboat Key, FL 34228
  • /45

    $950,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 884 Sq Ft

    2721 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228

    Rare Gulf-Front Opportunity! This is the only listing currently available at The Beachcomber on Longboat Key. Perfectly positioned on the 4th floor, this corner residence is filled with natural light from multiple windows and offers unobstructed, direct Gulf-front views. The beautifully updated two-bedroom, two-bath condominium provides the ultimate in coastal living, with the flexibility of

    Jo James COLDWELL BANKER REALTY

    2721 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228
  • /100

    $2,950,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 3.5 Baths
    • 2,276 Sq Ft

    598 Lyons Ln, Longboat Key, FL 34228

    Experience the pinnacle of coastal luxury in this exceptional custom estate, completed in 2021 by renowned Mason Martin Builders. Designed and sparingly used by the original owners who crafted it with precision and care, this like-new residence has since been thoughtfully reimagined by the current owner with an elevated level of designer finishes and enhancements throughout. Situated near the

    Kim Ogilvie MICHAEL SAUNDERS & COMPANY

    598 Lyons Ln, Longboat Key, FL 34228
  • /82

    $3,980,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 3 Baths
    • 3,341 Sq Ft

    3488 Mistletoe Ln, Longboat Key, FL 34228

    Discover an exceptional opportunity to live behind the gates of the Longboat Key Club in the highly coveted Corey’s Landing neighborhood — one of the island’s premier bayfront addresses. Set within an intimate, established enclave of just 61 single-family homes and villas, this free-standing residence welcomes you through double doors into a showplace of light, style, and space. Step outside to

    Kim Ogilvie MICHAEL SAUNDERS & COMPANY

    3488 Mistletoe Ln, Longboat Key, FL 34228
  • /32

    $750,000 Open Sun 12:30PM - 2:30PM

    • 3 Beds
    • 2 Baths
    • 1,474 Sq Ft

    450 Gulf of Mexico Dr Unit B207, Longboat Key, FL 34228

    Where can you get an exquisite 3 BEDROOM Waterfront Condo on the Coveted South End of Longboat Key under 800,000? Discover the ultimate island lifestyle in this END unit beautifully furnished condo located in the highly sought-after Bay Harbour community with a desired southern exposure. With LOWER maintenance fees and a PET-friendly policy, this condo is the perfect blend of comfort, luxury, and

    Mairead Smialek COLDWELL BANKER REALTY

    450 Gulf of Mexico Dr Unit B207, Longboat Key, FL 34228
  • /40

    $3,595,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 3,166 Sq Ft

    3540 Mistletoe Ln, Longboat Key, FL 34228

    This spectacular direct bayfront three-bedroom plus den home is offered fully furnished and meticulously updated to reflect modern coastal luxury. With sweeping views of Sarasota Bay and a deep-water dock with a lift, this residence is a boater’s dream. Every detail has been thoughtfully refined, from the new oak hardwood flooring throughout to impact-rated glass windows and sliders that flood

    Roger Pettingell COLDWELL BANKER REALTY

    3540 Mistletoe Ln, Longboat Key, FL 34228
  • /53

    $775,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft

    4500 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

    Spectacular, unobstructed Bay views over the marina and mangrove islands and the rare opportunity for two pets, a feature seldom available among condominiums on Longboat Key! This light and bright, two-bedroom, two-bath condominium spans 1,312 square feet and features a remodeled kitchen with quartz countertops and an open design that highlights the water views. The open-concept living room is

    Sharon Austin PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4500 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
  • /56

    $745,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2.5 Baths
    • 1,590 Sq Ft

    1928 Harbourside Dr Unit 1403, Longboat Key, FL 34228

    REDUCED PRICE! Are you looking for a RESORT home with spacious rooms, fine finishes, vaulted ceilings and the convenience of a condo community with bay and beach access? Look no further. Luxury and style await in this beautifully updated townhouse, located behind the gates of the exclusive Bay Isles resort. With 1,590 sq. ft. of meticulously designed and finished indoor living space plus another

    Debbie McHardy COLDWELL BANKER REALTY

    1928 Harbourside Dr Unit 1403, Longboat Key, FL 34228
  • /42

    $798,000 Open Sun 1:30PM - 3:30PM

    • 1 Bed
    • 1 Bath
    • 936 Sq Ft

    6701 Gulf of Mexico Dr Unit 311, Longboat Key, FL 34228

    LARGE PRICE REDUCTION - COASTAL ELEGANCE ON LONGBOAT KEY - DIRECT GULF FRONT PROPERTY:Welcome to a rare opportunity to embrace the BEST of coastal living on Longboat Key. Perched along the pristine shoreline, this meticulously maintained condo offers uninterrupted Gulf of Mexico views—where you can wake up to the gentle sound of waves and witness sunsets that transform the sky into a vibrant

    Ed Taaffe WAGNER REALTY

    6701 Gulf of Mexico Dr Unit 311, Longboat Key, FL 34228
  • /39

    $480,000 Open Sun 12AM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,072 Sq Ft

    4370 Chatham Dr Unit 104, Longboat Key, FL 34228

    Turnkey two-bedroom, two-bath residence in a first-floor, walk-out location. Freshly painted with updated baths and 1,172 square feet of living space. Enjoy direct access to the harborfront walking path and deeded beach access with bathrooms, outdoor shower and chair storage. Includes a covered, assigned parking space. Resort-style amenities include a renovated clubhouse with kitchen and

    Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4370 Chatham Dr Unit 104, Longboat Key, FL 34228
  • /61

    $1,425,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 2 Baths
    • 2,353 Sq Ft

    747 Marbury Ln, Longboat Key, FL 34228

    Welcome to Your Waterfront Paradise! Discover this coastal retreat in the highly desirable Sleepy Lagoon community, perfectly positioned on a deep-water, saltwater canal just seconds from the Intracoastal and the Gulf. This beautifully renovated single-story home features 3 bedrooms, 2 tastefully updated bathrooms, and an elegantly remodeled kitchen with quartz countertops and stainless steel

    Michael Busch COLDWELL BANKER REALTY

    747 Marbury Ln, Longboat Key, FL 34228
  • /40

    $698,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft

    4900 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

    Breathtaking full bay views greet you as you enter this delightful 2 Bedroom 2 bath condo at Windward Bay. The interior has been freshly painted and fully updated with brand new Luxury Vinyl Plank flooring and Moen plumbing fixtures. The Unit boasts granite countertops and Brookhill custom wood cabinets in kitchen and baths, GE Profile double oven, Bosch stacking washer/dryer, Hunter Douglas

    Richard Perlman MICHAEL SAUNDERS & COMPANY

    4900 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
  • /76

    $689,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft

    4500 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

    Experience breathtaking Sarasota Bay views from every room in this beautifully customized Windward Bay condominium. This coastal retreat offers a seamless blend of elegance and comfort, featuring designer upgrades and thoughtful touches throughout. The open-concept living area is centered around a stunning custom fireplace — a feature that adds warmth and character to the space.Walls of

    Marcela Terrell COLDWELL BANKER REALTY

    4500 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
  • /81

    $1,800,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 4 Baths
    • 2,804 Sq Ft

    569 Juan Anasco Dr, Longboat Key, FL 34228

    Live the ultimate Florida Waterfront lifestyle in this private, calm, secure, spacious and elegant large elevated coastal home. Located on the North end of Longboat Key less than a mile to Anna Maria Island in the relaxed Sleepy Lagoon neighborhood with deeded beach access just around the corner, leading you to never crowded stretches of sand. The home is located on a boating canal just three

    Marta Altizer MICHAEL SAUNDERS & COMPANY

    569 Juan Anasco Dr, Longboat Key, FL 34228
  • /30

    $249,000 Open Sun 12AM - 2PM

    • 1 Bed
    • 1 Bath
    • 640 Sq Ft

    3710 Gulf of Mexico Dr Unit A20, Longboat Key, FL 34228

    JUST STEPS FROM THE BEACH and FULLY FURNISHED! Discover this exceptional property located just one block from the shoreline. This charming one-bedroom, one-bath residence offers a spacious OPEN-CONCEPT living area and direct PRIVATE BEACH ACCESS. Perfectly positioned for easy access to GULF OF AMERICA, watch the sunrise over the bay and sunset over the ocean. Enjoy resort-style amenities in this

    Ruth Santana SANTANA AND COMPANY REAL ESTATE

    3710 Gulf of Mexico Dr Unit A20, Longboat Key, FL 34228
  • /66

    $1,899,000 Open Thu 1PM - 4PM

    • 3 Beds
    • 2 Baths
    • 2,028 Sq Ft

    524 Ketch Ln, Longboat Key, FL 34228

    Discover the quintessential Longboat Key lifestyle in this classic masonry beach home located just “3” properties in from Sarasota Bay. Boasting 110 feet of canal frontage, your own private dock, a 7,500 lb. boatlift to complement this classic waterfront treasure it offers direct access for boating, fishing, and kayaking, with frequent visits from playful manatees and dolphins right in your

    Kathy Callahan MICHAEL SAUNDERS & COMPANY

    524 Ketch Ln, Longboat Key, FL 34228
  • /41

    $695,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    2301 Gulf of Mexico Dr Unit 45, Longboat Key, FL 34228

    Coastal Elegance on Longboat Key – Assessments Paid in Full!Beachfront Living RedefinedWelcome to an extraordinary beachfront retreat where the serene rhythm of the Gulf meets refined island living. This beautifully appointed two-bedroom, two-bath residence offersbeautiful views of the common grounds, entrance and tennis courts.A rare gem among beachfront properties, this home

    Paul Bachmann PREFERRED SHORE LLC

    2301 Gulf of Mexico Dr Unit 45, Longboat Key, FL 34228
  • /37

    $1,250,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,323 Sq Ft

    5320 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228

    Rarely Available at Longboat Landing! This 3-bedroom, 2-bath second-floor condo offers the ultimate in coastal living with only 9 total units/owners in the entire community—providing privacy, exclusivity, and a boutique feel. Enjoy full Sarasota Bay views from your living room, with the added peace of mind of being on the second floor (no flood concerns). Inside, you’ll find engineered hardwood

    Schuyler Burke KELLER WILLIAMS ON THE WATER S

    5320 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
  • /64

    $874,900 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,409 Sq Ft

    1050 Longboat Club Rd Unit 204, Longboat Key, FL 34228

    **Pirce Improvement ~ Motivated Seller** Step into the island lifestyle you’ve always imagined at Privateer North, located behind the gates of the Longboat Key Club. This CORNER residence with over 1,400 sq. ft. invites you to wake each morning to the sound of waves and natural light streaming through wide glass doors. Sip your coffee on the balcony as Gulf breezes drift in, and in the evening,

    Chris Carpenter COLDWELL BANKER SARASOTA CENT.

    1050 Longboat Club Rd Unit 204, Longboat Key, FL 34228
  • /65

    $675,000 Open Sun 1PM - 3:30PM

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    2295 Gulf of Mexico Dr Unit 64S, Longboat Key, FL 34228

    The lowest Gulf Front condo at this low price -Don't Wait any longer!Sought-After Beachfront Living at The Islander Club – Resort-Style Luxury on Longboat Key. Welcome to this beautifully updated 2-bedroom, 2-bath condo in the prestigious Islander Club, one of Longboat Key’s most desirable beachfront communities. Located on the 6th floor, this spacious residence spans over 40 feet along the

    Malihe Karimi MICHAEL SAUNDERS & COMPANY

    2295 Gulf of Mexico Dr Unit 64S, Longboat Key, FL 34228
  • /25

    $379,500 Open House 12/23

    • 2 Beds
    • 2 Baths
    • 1,375 Sq Ft

    730 Spanish Dr S Unit 99, Longboat Key, FL 34228

    Now is the time to buy this beautiful home in Spanish Main Yacht Club at an exceptionally low price. This attractively priced 2-bedroom, 2-bathroom villa has been renovated to code after Hurricane Helene. It is now ready for October occupancy. Once you move in, you will enjoy Spanish Main's low-maintenance Longboat Key lifestyle with many restaurants within a short distance, deeded beach across

    Adrienne Scott MICHAEL SAUNDERS & COMPANY

    730 Spanish Dr S Unit 99, Longboat Key, FL 34228
  • /47

    $4,300,000 Open House 12/28

    • 4 Beds
    • 4.5 Baths
    • 4,438 Sq Ft

    524 Schooner Ln, Longboat Key, FL 34228

    Significant price improvement on this beautifully maintained canal home in Country Club Shores, one of Longboat Key’s premier waterfront communities. This solid-block residence offers 4,438 sq. ft. of bright, open living with wide sailboat-water canal views and a layout ideal for full-time or seasonal living. Enjoy a spacious chef’s kitchen, generous living areas, and comfortable bedroom suites.

    Cathy Palmer DOUGLAS ELLIMAN

    524 Schooner Ln, Longboat Key, FL 34228
  • /69

    $684,900 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    4234 Gulf of Mexico Dr Unit Q2, Longboat Key, FL 34228

    Beautiful, custom 2024 renovated second floor two bedroom, two bathroom Pelican Harbour & Beach Club condo with panoramic Sarasota Bay views plus Deeded Beach access right across the street. Stunning water views across Sarasota Bay are yours from the Great Room, the Primary Bedroom & from your waterfront, covered & screened in Balcony. Entertain your guests here or enjoy your own private dining

    Maruta Miluns MICHAEL SAUNDERS & COMPANY

    4234 Gulf of Mexico Dr Unit Q2, Longboat Key, FL 34228
  • /33

    $1,299,999 Open Sun 1PM - 4PM

    • 3 Beds
    • 3 Baths
    • 2,462 Sq Ft

    2020 Harbourside Dr Unit 424, Longboat Key, FL 34228

    Welcome to 2,400+ square feet of refined living with breathtaking panoramic bay views. This residence offers an expansive open floor plan that includes two primary suites in a split configuration, ensuring privacy and comfort with a 3rd guest bedroom. With three full baths, three versatile entertaining areas, this home is ideal for hosting and relaxation and designed for those who seek both

    Claudia Pereira-Sanchez GULF SHORES REALTY

    2020 Harbourside Dr Unit 424, Longboat Key, FL 34228
  • /96

    $5,650,000 Open Sun 1PM - 4PM

    • 4 Beds
    • 6 Baths
    • 3,737 Sq Ft

    524 Halyard Ln, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Experience the ultimate in island living in this brand-new custom built waterfront residence located within the prestigious Country Club Shores community at the south end of Longboat Key. Designed with high performance and easy maintenance in mind, this solid all-block, two-story coastal contemporary residence blends timeless island elegance with

    Rob Hunt, Jr HUNT BROTHERS REALTY, INC.

    524 Halyard Ln, Longboat Key, FL 34228
  • /89

    $5,049,000 Open Sun 11AM - 4PM

    • 4 Beds
    • 6 Baths
    • 4,106 Sq Ft

    569 Bayview Dr, Longboat Key, FL 34228

    Under Construction. New Construction. Experience the pinnacle of waterfront luxury with this brand-new construction home in the heart of Longboat Key competitively priced and ready for its next owner. Situated on a private canal, this 4-bedroom plus den, 4,106 sqft residence offers the perfect blend of modern elegance and coastal charm. Designed for seamless indoor-outdoor living, the home

    Joshua Freed PREFERRED SHORE LLC

    569 Bayview Dr, Longboat Key, FL 34228
  • /92

    $4,199,000 Open Sun 11AM - 4PM

    • 5 Beds
    • 7 Baths
    • 4,176 Sq Ft

    597 Buttonwood Dr, Longboat Key, FL 34228

    GULF AND BAY VIEWS! THREE OUTDOOR PATIOS! Discover an extraordinary coastal contemporary masterpiece by Floridian Crafted Homes, perfectly positioned on Longboat Key with breathtaking Gulf and Bay views. This 13 FEET ELEVATED, hurricane-fortified residence offers 5 bedrooms, 5 full bathrooms, and 2 partial bathrooms across 4,176 square feet of luxurious living space. Home has elevator shaft

    Joshua Freed PREFERRED SHORE LLC

    597 Buttonwood Dr, Longboat Key, FL 34228

Home Trends in Longboat Key, FL

Housing Trends

Median Sale Price
$1,015,000
Median Single Family Sale Price
$1,697,000
Median Townhouse Sale Price
$2,800,000
Median 2 Bedroom Sale Price
$775,000
Median 1 Bedroom Sale Price
$629,000
Average Price Per Sq Ft
$800
Number of Homes for Sale
339
Last 12 months Home Sales
426
Months of Supply
9.50
Median List Price
$1,212,500
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
-15%
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