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Chesapeake Beach, MD Homes for Sale

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  • /69

    $782,000

    • 4 Beds
    • 3.5 Baths
    • 2,700 Sq Ft

    8229 Bayside Rd, Chesapeake Beach, MD 20732

    Open House Sat 2/21, 1PM - 3PM! Welcome to 8229 Bayside Road, where elevated bayside living meets everyday convenience in the heart of Chesapeake Beach. This beautifully maintained four-bedroom, 3.5-bath residence offers views of the Chesapeake Bay and an unbeatable walkable lifestyle along the water. Spanning four finished levels and serviced by a private elevator reaching every floor, this home

    Farrah Fuchs Redfin Corp

    8229 Bayside Rd, Chesapeake Beach, MD 20732
  • /16

    $699,999 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,802 Sq Ft

    8314 Bayside Rd, Chesapeake Beach, MD 20732

    TO BE BUILT HOME in the sought-after Chesapeake Beach community. This exceptional NEW CONSTRUCTION opportunity co-marketed with Schaefer Homes allows you to build your dream home on a prime lot with views of the Chesapeake Bay. The featured Eastport model blends Colonial and Coastal architectural elements with an open-concept layout. The main level offers a spacious family room flowing seamlessly

    Erin Roccapriore JPAR Real Estate Professionals

    8314 Bayside Rd, Chesapeake Beach, MD 20732
  • /67

    $780,000

    • 4 Beds
    • 3.5 Baths
    • 4,018 Sq Ft

    7005 Napa Dr, Chesapeake Beach, MD 20732

    Welcome to 7005 Napa Drive in Chesapeake Beach, Maryland, a beautiful and modern 4-bedroom, 3.5-bathroom rambler offering the convenience of main-level living in Calvert County with space for guests, entertaining, and everyday comfort. This spacious Chesapeake Beach home features a thoughtful layout with generous living areas, comfortable bedrooms, and a primary ensuite that is an oasis. The

    Brenda Huelle EXP Realty, LLC

    7005 Napa Dr, Chesapeake Beach, MD 20732
  • /60

    $649,999

    • 4 Beds
    • 3.5 Baths
    • 3,180 Sq Ft

    2425 Woodland Ct, Chesapeake Beach, MD 20732

    Welcome to Northern Calvert County’s Richfield Station! This approximately 3,200 sq ft home combines comfort, updates, and community perks on a cul-de-sac in the Town of Chesapeake Beach—where weekly trash, recycling, bulk pick-up, and snow removal are provided. A welcoming foyer opens to hardwood floors, a formal dining room with bay window, and a spacious family room with custom wall-to-wall

    Stephanie Glaubitz Home Towne Real Estate

    2425 Woodland Ct, Chesapeake Beach, MD 20732
  • /44

    $725,000

    • 4 Beds
    • 2 Baths
    • 1,600 Sq Ft

    8223 C St, Chesapeake Beach, MD 20732

    Imagine waking up to the sound of gentle waves and stepping outside with your morning coffee to watch the sun rise over the Chesapeake Bay. Welcome to your waterfront retreat in the heart of Chesapeake Beach. Perfectly situated on C Street, just a short stroll to the Veterans Memorial, this charming two-story home offers 4 bedrooms, 2 full bathrooms, and approximately 1,600 square feet of

    Danny Martin Keller Williams Flagship

    8223 C St, Chesapeake Beach, MD 20732
  • /39

    $599,900

    • 4 Beds
    • 2 Baths
    • 2,857 Sq Ft

    8236 Bayside Rd, Chesapeake Beach, MD 20732

    Beach living at its best in the heart of Chesapeake Beach! Embrace the coastal lifestyle in this spacious home offering over 2,800 square feet, four well-appointed bedrooms, and the convenience of an elevator. The property also features a fully fenced yard, a two-car garage, and a versatile detached outbuilding that can easily serve as a gym, workshop, office, guest space, creative studio or

    Greg Beckman Coldwell Banker Realty

    8236 Bayside Rd, Chesapeake Beach, MD 20732
  • /2

    $524,700 Coming Soon

    • 3 Beds
    • 3 Baths
    • 1,952 Sq Ft

    3305 Chesapeake Beach Rd, Chesapeake Beach, MD 20732

    Welcome to this expansive 3BR, 3BA split-foyer in Chesapeake Beach! The light-filled upper level boasts a seamless flow between the living area and an updated kitchen with granite countertops and stainless steel appliances. Step into the stunning sunroom off the kitchen—your private sanctuary for morning coffee with views of the fully fenced-in backyard that backs to trees! The finished lower

    Mike Benton Home Towne Real Estate

    3305 Chesapeake Beach Rd, Chesapeake Beach, MD 20732
  • /65

    $499,900

    • 4 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    2972 Tartan Ln, Chesapeake Beach, MD 20732

    Nestled in the charming community of The Highlands, this delightful Colonial-style home offers a perfect blend of comfort and convenience. This well-maintained residence boasts 1,860 square feet of inviting living space, featuring four spacious bedrooms and two and a half bathrooms. The heart of the home is a cozy living area with a warm fireplace, ideal for creating lasting memories with loved

    Kelly DePaulo Keller Williams Capital Properties

    2972 Tartan Ln, Chesapeake Beach, MD 20732
  • /3

    $530,000

    • 5 Beds
    • 3 Baths
    • 1,872 Sq Ft

    3907 16th St, Chesapeake Beach, MD 20732

    5 bedrooms, 3 full bathrooms, 4 car garage, 3 attics, no HOA, parking for RV's, boats, trailers, large deck, near boardwalk and beach, near grocery store and restaurants, near casino, City water and sewer, refurbishing completed years ago, current rental.

    Pamela Debnam Houwzer, LLC

    3907 16th St, Chesapeake Beach, MD 20732
  • /91

    $730,000 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 4,660 Sq Ft

    3339 Cannoncade Ct Unit 29, Chesapeake Beach, MD 20732

    Welcome to 3339 Cannoncade Ct., a beautifully updated multigenerational Colonial home tucked away on a quiet street bordering a cul-de-sac in sought-after Chesapeake Village in Chesapeake Beach, Maryland. This inviting Colonial is five bedrooms and 3.5 baths. It has a charming front porch, finished basement and a spacious two-car garage on a private lot with a stunning backyard retreat that

    Tom Walsh RE/MAX One

    3339 Cannoncade Ct Unit 29, Chesapeake Beach, MD 20732
  • /2

    $55,000

    • Land
    • 0.23 Acre
    • $239,130 per Acre

    4200 Chesapeake Ave, Chesapeake Beach, MD 20732

    This Does have a old well on it. It will need to be perc for septic. Nice flat lot to build on close to the beach in Randle Cliff area. Close to shopping/beach/ waterpark.

    Debbie Buckingham Samson Properties

    4200 Chesapeake Ave, Chesapeake Beach, MD 20732
  • /2

    $15,000

    • Land
    • 0.51 Acre
    • $29,412 per Acre

    4115 Calvert Dr, Chesapeake Beach, MD 20732

    Build your dream home on this .51 +/-acre wooded lot in an established subdivision. Peaceful setting with mature trees and convenient access to nearby amenities. Great opportunity to design and build your ideal home in a desirable community. Buyer to complete own due diligence with County and Planning & Zoning.

    Katie Mister Keller Williams Select Realtors of Cambridge

    4115 Calvert Dr, Chesapeake Beach, MD 20732
  • /36

    $439,900

    • 4 Beds
    • 2 Baths
    • 1,850 Sq Ft

    3617 30th St, Chesapeake Beach, MD 20732

    NEW ROOF INSTALLED!! NEW EXTERIOR PAINT!!This well-maintained home offers bright, open living spaces within the Chesapeake Beach town limits. Natural light, hardwood floors, and an easy flow between the living, dining, and kitchen areas create a comfortable setting for everyday living and entertaining.The updated kitchen features a center island, ample cabinetry, and an open dining area

    Susan Reinhart Compass

    3617 30th St, Chesapeake Beach, MD 20732
  • /2

    $39,000

    • Land
    • 1.2 Acres
    • $32,500 per Acre

    0 10th St, Chesapeake Beach, MD 20732

    Great opportunity in Chesapeake Beach!Vacant 1.2-acre lot within walking distance to the beach and less than an hour from Washington, DC. Buyer must verify all zoning, utility access, and building requirements. Lot includes wetland area and may require additional approvals prior to construction. Buyer is fully responsible for all due diligence regarding use, access, and permits.

    Cristhian Huamani Tia Realty. LLC

    0 10th St, Chesapeake Beach, MD 20732
  • /50

    $869,900

    • 4 Beds
    • 4.5 Baths
    • 2,632 Sq Ft

    8047 Windward Key Dr, Chesapeake Beach, MD 20732

    Nestled along the tranquil shores of Chesapeake Beach, this stunning four-bedroom, four-and-a-half-bath waterfront townhouse offers 2,632 square feet of thoughtfully designed living space for those who appreciate the beauty of life by the water. Expansive decks on every level provide uninterrupted views, where you can savor gentle breezes and watch local crab boats set out at sunrise. Because of

    Greg Beckman Coldwell Banker Realty

    8047 Windward Key Dr, Chesapeake Beach, MD 20732
  • /40

    $360,000

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    8049 Forest Ridge Dr Unit 3, Chesapeake Beach, MD 20732

    Come see this spacious ground level entry condo located in Richfield Station. Open concept with hardwood floors throughout the main level. Living room, kitchen, breakfast bar, half bathroom, and garage access all on the first floor. Upstairs has a huge primary bedroom with a walk in closets and vaulted ceilings. Primary bathroom with tiled shower and dual vanities. Two more large sized bedrooms,

    Gary Durand CENTURY 21 New Millennium

    8049 Forest Ridge Dr Unit 3, Chesapeake Beach, MD 20732
  • /14

    $199,000

    • Land
    • 5.37 Acres
    • $37,058 per Acre

    6852 Old Bayside Rd, Chesapeake Beach, MD 20732

    LOT IS ACCESSED AT END OF 18TH STREET! Only 3 lots left in this community! Large, private wooded lot with several site options. Moments to the Chesapeake Bay/Beach and all its amenities: Water park, dining, crabbing, gambling, charter boats, fishing and endless fun. Previous Perc but will need new, buyer responsible for renewals and permitting. Seller to install street after sale.

    Robyn Day RE/MAX One

    6852 Old Bayside Rd, Chesapeake Beach, MD 20732
  • /9

    $95,000

    • Land
    • 0.48 Acre
    • $197,917 per Acre

    6510 18th St, Chesapeake Beach, MD 20732

    Three spacious lots remaining. Cleared and previous perc. Minutes to Chesapeake Bay amenities: Boardwalk, charter boat fishing, crabs, dining, gambling.

    Robyn Day RE/MAX One

    6510 18th St, Chesapeake Beach, MD 20732
  • /33

    $399,000

    • 4 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    3609 Dory Brooks Rd, Chesapeake Beach, MD 20732

    Welcome to 3609 Dory Books Rd! This charming rambler offers 3 bedrooms, kitchen, 1 full and 1 half bathrooms on the main level. In the fully finished basement you'll find a 4th bedroom, a 2nd full bathroom and a rec/den area, as well as laundry and storage space. Front door and all windows except the small one in the kitchen have been replaced. The large yard and deck offer plenty of space for

    Livia Brow RE/MAX Realty Group

    3609 Dory Brooks Rd, Chesapeake Beach, MD 20732
  • /11

    $355,000 Coming Soon

    • 1 Bed
    • 1.5 Baths
    • 862 Sq Ft

    8501 Bayside Rd, Chesapeake Beach, MD 20732

    Horizons On The Bay is a gated seaside community, with too many amenities to list! Relax at the rooftop pool, enjoy a meal at picnic point, work out along the bay in your new gym, or simply watch the tide from the pier. Walking distance to beaches, boardwalks, shops, dining, entertainment, and more! This unit has fantastic views from the deck. Features a 1 bedroom 1.5 bath. This community has

    Valerie Henderson Berkshire Hathaway HomeServices PenFed Realty

    8501 Bayside Rd, Chesapeake Beach, MD 20732
  • /102

    $850,000

    • 4 Beds
    • 5 Baths
    • 3,049 Sq Ft

    8074 Windward Key Dr, Chesapeake Beach, MD 20732

    Welcome to 8074 Windward Key Drive – a stunning four-level coastal townhome offering sweeping double sided water views, stylish updates, and exceptional outdoor living on every floor! Perfectly situated in the sought-after Windward Key community, this residence delivers the best of Chesapeake Bay living with resort-style amenities and thoughtful modern design throughout. Step inside to a bright,

    Pattee McInerney Scott McInerney RE/MAX One

    8074 Windward Key Dr, Chesapeake Beach, MD 20732
  • /2

    $220,000

    • 3 Beds
    • 2 Baths
    • 2,597 Sq Ft

    6231 8th St, Chesapeake Beach, MD 20732

    This property is being sold as-is and is perfect for investors, flippers, or buyers looking for a renovation opportunity. With solid bones and endless potential, this home is a blank canvas ready for your vision. Whether you’re looking to fix and flip, hold as a rental, or bring new life to a great location—this is the one. Cash, hard money, or renovation loan preferred. Don’t miss this chance to

    Teairra Jones Samson Properties

    6231 8th St, Chesapeake Beach, MD 20732
  • /43

    $449,900

    • 3 Beds
    • 2 Baths
    • 2,408 Sq Ft

    3632 Brookeside Dr, Chesapeake Beach, MD 20732

    Discover peaceful coastal charm in Chesapeake Beach, a delightful bayside community celebrated for its scenic Chesapeake Bay shores, beautiful beaches and boardwalks, laid-back beach town vibe with an emerging restaurant scene. This 3-bedroom, 2-bath split-level residence sits on a serene, wooded backyard lot overlooking Brookeside Dr. But don't let this split level home fool you... There are not

    Conor Stueckler Keller Williams Flagship

    3632 Brookeside Dr, Chesapeake Beach, MD 20732
  • /6

    $90,000

    • Land
    • 3 Acres
    • $30,000 per Acre

    3164 Dalrymple Rd, Chesapeake Beach, MD 20732

    Beautiful 3 acre lot borders Sunderland and Chesapeake Beach. Building site is cleared. Backs to trees. perced, but needs buyer to finish the building permit. An engineer will have to finish the "subdivision" platting, that will determine if any TDR's are needed. The engineer familiar with this property is Wilkerson and Assoc. They can finish the engineering work for a potential buyer.

    Scott Cleary RE/MAX One

    3164 Dalrymple Rd, Chesapeake Beach, MD 20732
  • /9

    $179,000

    • Land
    • 0.73 Acre
    • $245,205 per Acre

    6520 18th St, Chesapeake Beach, MD 20732

    Ready for your builder. Three lots remaining. Previous Perc. Moments to resort life at the beach. Antique stores, restaurants, pubs, quaint shops, charter fishing and fun in the sun.

    Robyn Day RE/MAX One

    6520 18th St, Chesapeake Beach, MD 20732
  • /2

    $324,900

    • 3 Beds
    • 1.5 Baths
    • 1,657 Sq Ft

    3800 28th St, Chesapeake Beach, MD 20732

    Step into the charm and potential of this Chesapeake Beach gem! This 3-bedroom, 1.5-bath home offers over 2,000 square feet of space, ready for your vision and creativity. Nestled on an oversized lot with a fenced backyard, it’s perfect for those seeking room to grow, entertain, or simply enjoy the outdoors. The location? Unbeatable. Imagine strolling to nearby restaurants, parks, and all the

    Chris Moore Compass

    3800 28th St, Chesapeake Beach, MD 20732
  • /4

    $399,990 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    7525 H St, Chesapeake Beach, MD 20732

    Privacy, nature, and Chesapeake Bay living — all on over an acre! This charming 3-story Colonial with a partially finished walk-out basement is lovingly maintained by its original owners. Its nestled on over an acre of wooded privacy with seasonal views of Fishing Creek. If you’ve been dreaming of peaceful living surrounded by nature — yet still close to beaches, restaurants, and marinas — this

    Team Stueckler Keller Williams Flagship

    7525 H St, Chesapeake Beach, MD 20732
  • /15

    $423,700

    • 5 Beds
    • 3 Baths
    • 1,868 Sq Ft

    6572 12th St, Chesapeake Beach, MD 20732

    This 5-bedroom, 3-bathroom home is ready for new owners! Located on a quiet cul-de-sac with a huge fenced-in backyard and a spacious deck off the kitchen. Convenient Chesapeake Beach location, close to the Chesapeake Bay, and all the amenities that Chesapeake Beach has to offer! Bayfront Park, shopping, restaurants, the water park, ballparks, playgrounds, community center, marina, boardwalks, and

    Mike Benton Home Towne Real Estate

    6572 12th St, Chesapeake Beach, MD 20732
  • /10

    $149,999

    • Land
    • 1.75 Acres
    • $85,714 per Acre

    4685 Camp Roosevelt Dr, Chesapeake Beach, MD 20732

    Beach and pier access on the Chesapeake Bay. Wooded 1.75± acre homesite with a partial water view. Located in an established waterfront community offering natural privacy and coastal ambiance.

    Stephanie Glaubitz Home Towne Real Estate

    4685 Camp Roosevelt Dr, Chesapeake Beach, MD 20732
  • /30

    $450,000

    • 2 Beds
    • 2 Baths
    • 984 Sq Ft

    8501 Bayside Rd, Chesapeake Beach, MD 20732

    Stunning Chesapeake Bay panoramic water views from this luxury condominium. Features two bedrooms and 2 full baths kitchen with breakfast bar and a large balcony overlooking the Bay. Enjoy watching the Osprey, Bald Eagles, Dolphins, Sailboats, and other water sports . Wake up to the gorgeous sunrise, over the Bay, from the primary bedroom that has access to the balcony. The Primary suite has a

    Paulette Ladas RLAH @properties

    8501 Bayside Rd, Chesapeake Beach, MD 20732
  • /35

    $449,900

    • 3 Beds
    • 2 Baths
    • 1,666 Sq Ft

    8328 D St, Chesapeake Beach, MD 20732

    Prime One-Level Living in the Heart of Chesapeake Beach – Steps to Everything! Discover effortless coastal living in this charming 3-bedroom, 2-full-bathroom rambler perfectly positioned in desirable Chesapeake Beach. Enjoy true one-level convenience with no stairs to navigate and an open concept kitchen. This home sits on a desirable corner lot just steps from the vibrant heart of the Twin

    Conor Stueckler Keller Williams Flagship

    8328 D St, Chesapeake Beach, MD 20732
  • /38

    $315,000

    • 2 Beds
    • 1.5 Baths
    • 718 Sq Ft

    3916 26th St, Chesapeake Beach, MD 20732

    Enjoy Chesapeake Bay views and coastal charm at 3916 26th St in Chesapeake Beach. This 2-bedroom, 1.5-bath home features a welcoming front porch where you can relax and take in the water views and refreshing bay breezes. Inside, the home offers spacious rooms, an inviting layout, laminate flooring throughout, and a bright kitchen with granite countertops and stainless steel appliances. Recent

    Mary Eldridge Samson Properties

    3916 26th St, Chesapeake Beach, MD 20732
  • /2

    $405,000 Coming Soon

    • 5 Beds
    • 2 Baths
    • 2,080 Sq Ft

    6337 Dory Ct, Chesapeake Beach, MD 20732

    Genna Fleming Hyatt & Company Real Estate LLC

    6337 Dory Ct, Chesapeake Beach, MD 20732
  • /56

    $420,000

    • 2,139 Sq Ft

    7931 Delores Ct, Chesapeake Beach, MD 20732

    Welcome to this beautifully maintained Bayview Hills townhome, featuring 9-foot ceilings and bump-outs on every level. Step inside to a bright and spacious living room, with elegant columns framing the entry to the kitchen. Attention to detail is everywhere—from the seafoam blue pantry barn door to the custom molding —you’ll be delighted at every turn. The beautifully appointed kitchen offers

    Michelle Zografos Compass

    7931 Delores Ct, Chesapeake Beach, MD 20732
  • /36

    $379,900

    • 2 Beds
    • 1 Bath
    • 1,230 Sq Ft

    3101 Burgess Rd, Chesapeake Beach, MD 20732

    Discover your private nature lover's sanctuary, where bald eagles and ospreys nest in your backyard. Nestled at the end of a secluded, county-maintained road, this fully renovated 2-bedroom, 1-bath retreat offers ultimate privacy just steps from the Chesapeake Bay—remote bliss with easy access to marinas, beaches, and amenities. Beachcomb for shark teeth along the shore, launch your boat nearby,

    Tracy Odell EXP Realty, LLC

    3101 Burgess Rd, Chesapeake Beach, MD 20732
  • /17

    $199,000

    • Land
    • 0.15 Acre
    • $1,326,667 per Acre

    8314 Bayside Rd, Chesapeake Beach, MD 20732

    Discover 8314 Bayside Road, a prime lot with views of the Chesapeake Bay. Build your custom dream home steps away from the Chesapeake Bay with water views and coastal charm. Relax on your new front porch soaking in the bay breeze and peaceful surroundings. Public water and sewer hookups and electric are available making your building process easier. Location offers convenient access to the North

    Erin Roccapriore JPAR Real Estate Professionals

    8314 Bayside Rd, Chesapeake Beach, MD 20732

Why Live in Chesapeake Beach

Chesapeake Beach, Maryland, is a growing destination on the shores of the Chesapeake Bay, offering a mix of residential and commercial development. The town features a variety of home styles, including contemporary townhouses, pastel-colored bungalows, and Dutch colonial split-levels, primarily situated on small lots. The northern end of Chesapeake Beach is more densely developed, while the southern end remains largely residential. The local schools, part of the Calvert County School District, are highly rated, with Beach Elementary, Windy Hill Middle, and Northern High all earning commendable scores and recognition for their teaching staff and green initiatives.

Residents enjoy private beach access at Brownie's Beach, a popular spot for picnics and searching for sharks' teeth and sea glass. Veterans Memorial Park offers stunning views of the Bay and a place to honor America's veterans. Fishing Creek provides freshwater angling opportunities and access to the Chesapeake Beach Railway Trail, which is set to offer 28 miles of scenic greenway across Southern Maryland once completed. Currently, sections of the Trail allow for biking through natural habitats.

Dining options in Chesapeake Beach are plentiful, with a recent boom in restaurants. Baia Coastal Italian Kitchen and Wine Bar offers bay views and Italian seafood dishes, while Abners Crab House is known for its soft-shell crab sandwich. Residents also benefit from Roland's Supermarket, which provides delivery and online ordering. With its active lifestyle, exciting amenities, and valuable investments, Chesapeake Beach is becoming a cultural hub on the upper Chesapeake Bay.

Frequently Asked Questions

What is the average home price in Chesapeake Beach, MD?
Homes for sale in Chesapeake Beach, MD have an average home price of $503,767.
How many homes have sold over the last 12 months in Chesapeake Beach, MD?
130 homes have sold in Chesapeake Beach, MD over the last 12 months.
What are the most popular zip codes in Chesapeake Beach, MD?
The most popular zip codes in Chesapeake Beach, MD include 20732, 20714, 20736, 20639 and 20758.
How much do you need to make to afford a house in Chesapeake Beach?
The median home price in Chesapeake Beach is $450,000. If you put a 20% down payment of $90,000 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $2,210 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $95K a year to afford the median home price in Chesapeake Beach. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Chesapeake Beach, MD?
Chesapeake Beach, MD has highly rated public and private schools. Some of the best schools in Chesapeake Beach based on Niche Grades are Northern High School, Huntingtown High School and Windy Hill Elementary School. Browse all the schools in Chesapeake Beach, MD to learn more.

Home Trends in Chesapeake Beach, MD

Housing Trends

Median Sale Price
$450,000
Median Single Family Sale Price
$487,400
Median Townhouse Sale Price
$408,000
Median 2 Bedroom Sale Price
$462,500
Median 1 Bedroom Sale Price
$355,000
Average Price Per Sq Ft
$220
Number of Homes for Sale
28
Last 12 months Home Sales
130
Months of Supply
2.60
Median List Price
$450,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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