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Newest Homes for Sale in Middletown, MD

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  • 7442 Dogwood Ln, Middletown, MD 21769
    7442 Dogwood Ln, Middletown, MD 21769
    7442 Dogwood Ln, Middletown, MD 21769
    /57

    $739,000

    • 5 Beds
    • 4 Baths
    • 4,125 Sq Ft

    7442 Dogwood Ln, Middletown, MD 21769

    Welcome to 7442 Dogwood Lane — a serene Lindal post-and-beam retreat with sweeping sunset views over the Middletown Valley. Lovingly built and cared for by the original owners, this 2001 custom home offers approximately 4,126 finished square feet, including a finished lower level and an attached three-car garage with a private in-law suite above. Set on six peaceful acres of partially wooded

    Bobbi Prescott RE/MAX Results

    7442 Dogwood Ln, Middletown, MD 21769
  • 1936 Old National Pike, Middletown, MD 21769
    1936 Old National Pike, Middletown, MD 21769
    /2

    $465,000 Coming Soon

    • 4 Beds
    • 2 Baths
    • 2,824 Sq Ft

    1936 Old National Pike, Middletown, MD 21769

    Historic elegance meets expansive acreage in this one-of-a-kind property at 1936 Old National Pike, Middletown, MD. Spanning nearly 4 acres, this brick home exudes old-world charm while offering a blank canvas for personalization and modern living. Discover a rare find: a historic, brick-constructed home built around the turn of the last century, situated on nearly 4 acres along Old National Pike

    Ellen Keyser Mackintosh, Inc.

    1936 Old National Pike, Middletown, MD 21769
  • 8423 Palmer Rd, Middletown, MD 21769
    8423 Palmer Rd, Middletown, MD 21769
    /2

    $590,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,350 Sq Ft

    8423 Palmer Rd, Middletown, MD 21769

    This sprawling ranch-style home offers exceptional privacy on 5.8 scenic acres, backing to peaceful farmland. The spacious layout includes a large sunroom/family room, a welcoming living room with a charming fireplace and custom bookcases, and a generous primary suite formerly used as an art studio. An additional flex room provides the option for a fourth bedroom. Walls of windows throughout the

    Agent Photo

    Jim Bass

    Real Estate Teams, LLC

    (240) 821-5578

    8423 Palmer Rd, Middletown, MD 21769
  • 2439 Old National Pike, Middletown, MD 21769
    2439 Old National Pike, Middletown, MD 21769
    2439 Old National Pike, Middletown, MD 21769
    /107

    $1,695,000

    • 8 Beds
    • 8 Baths
    • 6,194 Sq Ft

    2439 Old National Pike, Middletown, MD 21769

    “Marameade” circa 1790 embraces its history in the Middletown Valley. Located on 27 acres this gracious home has seen many uses over the years and is ready for its next chapter. Over 7,000 sq ft on 3 finished levels the home has served as General McClellan’s headquarters during the Battle of South Mountain, a nursing home, a country inn and a family home for the current owner. Originally a

    Toni Koerber Long & Foster Real Estate, Inc.

    2439 Old National Pike, Middletown, MD 21769
  • 7129 Limestone Ln, Middletown, MD 21769
    7129 Limestone Ln, Middletown, MD 21769
    7129 Limestone Ln, Middletown, MD 21769
    /37

    $420,000 Coming Soon

    • 4 Beds
    • 1.5 Baths
    • 1,396 Sq Ft

    7129 Limestone Ln, Middletown, MD 21769

    Nestled in the charming Middletown community, this delightful split foyer home offers a perfect blend of comfort and convenience. Located on a corner lot, there is ample space for guest parking and outdoor activities. The exterior of the home has been updated with beautiful new siding, gutters and downspouts in 2019. The well-maintained interior boasts 1,396 sq. ft. of living space, featuring

    Daniel Wallace Keller Williams Realty Centre

    7129 Limestone Ln, Middletown, MD 21769
  • 6527 Morningside Ct, Middletown, MD 21769
    6527 Morningside Ct, Middletown, MD 21769
    6527 Morningside Ct, Middletown, MD 21769
    /42

    $574,900

    • 3 Beds
    • 3 Baths
    • 2,275 Sq Ft

    6527 Morningside Ct, Middletown, MD 21769

    This charming brick rancher is located at the end of a cul-de-sac in sought after Middletown and sits on a peaceful 1.72 acre level lot. The first floor features an open floor plan complete with hardwood floors throughout, formal living room, formal dining room, family room with brick fireplace, breakfast nook leads to a relaxing Trex deck and patio overlooking the large backyard. 1st floor

    Timothy O'Boyle Mackintosh, Inc.

    6527 Morningside Ct, Middletown, MD 21769
  • 2730 Marker Rd, Middletown, MD 21769
    2730 Marker Rd, Middletown, MD 21769
    2730 Marker Rd, Middletown, MD 21769
    /12

    $1,500,000 Coming Soon

    • 5 Beds
    • 2 Baths
    • 3,112 Sq Ft

    2730 Marker Rd, Middletown, MD 21769

    COMING SOON! Large 5 bedroom farmhouse with new, top-of-the-line gourmet kitchen, original stone house circa 1803, working greenhouses, bank barn, dairy barn with working offices, kitchen and bathrooms, machine shed, fields, pastures and more, all on 37+ acres of prime Middletown real estate!

    Michelle Hodos Long & Foster Real Estate, Inc.

    2730 Marker Rd, Middletown, MD 21769
  • 3105 Sumantown Rd, Middletown, MD 21769
    3105 Sumantown Rd, Middletown, MD 21769
    3105 Sumantown Rd, Middletown, MD 21769
    /45

    $999,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,544 Sq Ft

    3105 Sumantown Rd, Middletown, MD 21769

    MOVE-IN READY! This newly built home offers a rare opportunity to enjoy modern living on a 3-acre homesite in the highly regarded Middletown School District. Thoughtfully designed with both comfort and style in mind, it makes a striking first impression with its wide covered front porch and scenic wooded surroundings. Inside, the main level features an inviting, open layout filled with natural

    Christina Poss Verdant Realty Group LLC

    3105 Sumantown Rd, Middletown, MD 21769
  • 5 Stone Springs Ln, Middletown, MD 21769
    5 Stone Springs Ln, Middletown, MD 21769
    5 Stone Springs Ln, Middletown, MD 21769
    /147

    $1,350,000

    • 5 Beds
    • 4.5 Baths
    • 6,167 Sq Ft

    5 Stone Springs Ln, Middletown, MD 21769

    This exceptional brick colonial, located on a premium lot in the prestigious Glenbrook golf course community overlooks the 15th and 16th greens and is adjacent to the 17th fairway. This home is situated in a boutique community consisting of 350 brick front homes with panoramic mountain views. Offering over 6,800 square feet of meticulously crafted living space, including 5 bedrooms, 5 bathrooms,

    Reed Jimenez Verdant Realty Group LLC

    5 Stone Springs Ln, Middletown, MD 21769
  • 5916 Cloudberry Ct, Middletown, MD 21769
    5916 Cloudberry Ct, Middletown, MD 21769
    5916 Cloudberry Ct, Middletown, MD 21769
    /6

    $1,328,015 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,956 Sq Ft

    5916 Cloudberry Ct, Middletown, MD 21769

    Lot 203 is the last remaining lot in the Estates of Old Middletown, Section 2—an exclusive five-lot subdivision located on Sumantown Road within the Middletown School District. This 1.348-acre homesite is ideally situated at the end of a private common driveway and offers sweeping views of the Appalachian Mountains. Home packages are available through Grossnickle Construction, or you may bring

    Andrew Brown CPG Realty, LLC.

    5916 Cloudberry Ct, Middletown, MD 21769
  • 10 Linden Blvd, Middletown, MD 21769
    10 Linden Blvd, Middletown, MD 21769
    10 Linden Blvd, Middletown, MD 21769
    /74

    $349,000

    • 3 Beds
    • 1.5 Baths
    • 2,104 Sq Ft

    10 Linden Blvd, Middletown, MD 21769

    CHARMING RANCHER IN MIDDLETOWN, MD! Welcome home to this delightful 3-bedroom, 1.5-bath rancher in an excellent location. This well-maintained home features a cozy living room with fireplace, a kitchen, and a full basement with fireplace providing ample space for storage, hobbies, or future expansion. Hardwood floors extend through nearly the entire home! Enjoy the convenience of a paved driveway

    Kaleb Hurley Hurley Real Estate & Auctions

    10 Linden Blvd, Middletown, MD 21769
  • 1246 Mountain Church Rd, Middletown, MD 21769
    1246 Mountain Church Rd, Middletown, MD 21769
    1246 Mountain Church Rd, Middletown, MD 21769
    /17

    $224,900

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    1246 Mountain Church Rd, Middletown, MD 21769

    Charming Cape Cod on 3.56 Acres with Bonus Guest Home – Endless Potential Near the Appalachian Trail!Nestled on a picturesque 3.56-acre lot, this single-family Cape Cod offers the perfect blend of seclusion and convenience. Just minutes from town yet surrounded by nature, this property borders the scenic Potomac Appalachian Trail and Bear Spring cabins—ideal for outdoor enthusiasts seeking

    Deric Beckett Berkshire Hathaway HomeServices PenFed Realty

    1246 Mountain Church Rd, Middletown, MD 21769
  • 3226 Bidle Rd, Middletown, MD 21769
    3226 Bidle Rd, Middletown, MD 21769
    3226 Bidle Rd, Middletown, MD 21769
    /49

    $649,000

    • 3 Beds
    • 3 Baths
    • 1,820 Sq Ft

    3226 Bidle Rd, Middletown, MD 21769

    Imagine relaxing on an refinished deck, listening to the birds, and watching wildlife as you take in the serene rolling hills and distant mountains of the Middletown Valley. Despite the peaceful surroundings, you’re only minutes from Main Street Middletown’s restaurants, schools, shops, and all the charm of small-town USA!This beautiful ranch home sits on 3.59 acres and offers 3 bedrooms

    Joseph McDonnell Corner House Realty

    3226 Bidle Rd, Middletown, MD 21769
  • 2431 Quebec School Rd, Middletown, MD 21769
    2431 Quebec School Rd, Middletown, MD 21769
    2431 Quebec School Rd, Middletown, MD 21769
    /56

    $725,000

    • 4 Beds
    • 3.5 Baths
    • 2,917 Sq Ft

    2431 Quebec School Rd, Middletown, MD 21769

    Matthew McLeod Stewart Real Estate, LLC

    2431 Quebec School Rd, Middletown, MD 21769
  • 1 Keller Ln, Middletown, MD 21769
    1 Keller Ln, Middletown, MD 21769
    1 Keller Ln, Middletown, MD 21769
    /35

    $574,900

    • 3 Beds
    • 2.5 Baths
    • 3,161 Sq Ft

    1 Keller Ln, Middletown, MD 21769

    Welcome to this beautifully maintained Dulaney model by ADMAR Custom Homes, located in the sought-after 55+ section of the Foxfield subdivision in picturesque Middletown. Pride of ownership is evident throughout this home, lovingly cared for by its original owner. Step inside to a welcoming ceramic-tiled foyer, offering easy access to the attached two-car garage and a conveniently placed powder

    Amy Reeder Long & Foster Real Estate, Inc.

    1 Keller Ln, Middletown, MD 21769
  • 25 Chester Ct, Middletown, MD 21769
    25 Chester Ct, Middletown, MD 21769
    25 Chester Ct, Middletown, MD 21769
    /38

    $449,900

    • 3 Beds
    • 3.5 Baths

    25 Chester Ct, Middletown, MD 21769

    Welcome to 25 Chester Court in Middletown, MD, a stunning end unit townhome. This spacious home offers 2472 square feet of modern living across three floors, featuring 3 bedrooms and 3.5 bathrooms. The main level boasts a contemporary kitchen with white quartz countertops, stainless steel appliances, and a large deck perfect for entertaining. The expansive open walkout basement includes a full

    Gayle Bailey Keller Williams Realty

    25 Chester Ct, Middletown, MD 21769
  • 6838 Mountain Church Rd, Middletown, MD 21769
    6838 Mountain Church Rd, Middletown, MD 21769
    6838 Mountain Church Rd, Middletown, MD 21769
    /51

    $649,900

    • 4 Beds
    • 3 Baths
    • 2,488 Sq Ft

    6838 Mountain Church Rd, Middletown, MD 21769

    Tucked away on over 5 private acres, this chalet-style retreat feels like living in your own treehouse. Soaring ceilings, expansive windows, and skylights bathe the open interior in natural light, highlighting the warmth of hardwood floors and a striking fireplace centerpiece. The wraparound deck is perfect for morning coffee or evening sunsets, surrounded by nature. The oversized, detached

    Kathryn Royer Royer Select Realty

    6838 Mountain Church Rd, Middletown, MD 21769
  • Lot 2 Sumantown Rd, Middletown, MD 21769
    Lot 2 Sumantown Rd, Middletown, MD 21769
    Lot 2 Sumantown Rd, Middletown, MD 21769
    /5

    $940,865 New Construction

    • 3 Beds
    • 2.5 Baths
    • 3,200 Sq Ft

    Lot 2 Sumantown Rd, Middletown, MD 21769

    PDR Homes is offering house packages at Americus Manor, a private subdivision featuring three lots within the Middletown school district. The subdivision is adjacent to over 135 acres of parkland, ensuring serenity and seclusion. The pricing shown is for the Lexington model, elevation 4 on Lot 2, a 2.37-acre partially wooded lot with an approved septic and existing well. PDR Homes is the

    Christina Poss Verdant Realty Group LLC

    Lot 2 Sumantown Rd, Middletown, MD 21769
  • 8109 Old Hagerstown Rd, Middletown, MD 21769
    8109 Old Hagerstown Rd, Middletown, MD 21769
    8109 Old Hagerstown Rd, Middletown, MD 21769
    /53

    $459,000

    • 3 Beds
    • 2 Baths
    • 1,752 Sq Ft

    8109 Old Hagerstown Rd, Middletown, MD 21769

    Beautifully renovated oversized farmhouse in the heart of Middletown Valley. Blending timeless character with modern updates, this 3-bedroom, 2-full bath home is move-in ready and full of charm. Step inside to find spacious living areas filled with natural light, a thoughtfully updated kitchen with quality finishes, and two full bathrooms that have been tastefully remodeled. Original farmhouse

    Robert Frey Hyatt & Company Real Estate LLC

    8109 Old Hagerstown Rd, Middletown, MD 21769
  • 3130 Bidle Rd, Middletown, MD 21769
    3130 Bidle Rd, Middletown, MD 21769
    3130 Bidle Rd, Middletown, MD 21769
    /16

    $1,186,202 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,500 Sq Ft

    3130 Bidle Rd, Middletown, MD 21769

    Lot 1 East at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 339-2429

    3130 Bidle Rd, Middletown, MD 21769
  • 417 W Main St, Middletown, MD 21769
    417 W Main St, Middletown, MD 21769
    417 W Main St, Middletown, MD 21769
    /52

    $299,990

    • 3 Beds
    • 1 Bath
    • 1,392 Sq Ft

    417 W Main St, Middletown, MD 21769

    Welcome to this delightful 3-bedroom, 1-bath single-family home nestled on Main St. in the heart of historic Middletown. Full of character and timeless appeal, this vintage gem is brimming with potential.Situated on a generous lot, the home boasts a spacious backyard—perfect for outdoor entertaining, gardening, or future expansion. Inside, you'll find original details that speak to the home's

    Vicki Reyes RE/MAX Realty Centre, Inc.

    417 W Main St, Middletown, MD 21769
  • 3120 Bidle Rd, Middletown, MD 21769
    3120 Bidle Rd, Middletown, MD 21769
    3120 Bidle Rd, Middletown, MD 21769
    /14

    $1,578,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,871 Sq Ft

    3120 Bidle Rd, Middletown, MD 21769

    Lot 2 East at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 734-3188

    3120 Bidle Rd, Middletown, MD 21769
  • 3150 Bidle Rd, Middletown, MD 21769
    3150 Bidle Rd, Middletown, MD 21769
    3150 Bidle Rd, Middletown, MD 21769
    /27

    $1,990,900 New Construction

    • 5 Beds
    • 6 Baths
    • 5,153 Sq Ft

    3150 Bidle Rd, Middletown, MD 21769

    Lot 3 East at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 771-1321

    3150 Bidle Rd, Middletown, MD 21769
  • 7460 Heritage Oak Terrace, Middletown, MD 21769
    7460 Heritage Oak Terrace, Middletown, MD 21769
    7460 Heritage Oak Terrace, Middletown, MD 21769
    /30

    $1,664,378 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,782 Sq Ft

    7460 Heritage Oak Terrace, Middletown, MD 21769

    Lot 2 West at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 860-1680

    7460 Heritage Oak Terrace, Middletown, MD 21769
  • 7452 Heritage Oak Terrace, Middletown, MD 21769
    7452 Heritage Oak Terrace, Middletown, MD 21769
    7452 Heritage Oak Terrace, Middletown, MD 21769
    /11

    $1,180,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,618 Sq Ft

    7452 Heritage Oak Terrace, Middletown, MD 21769

    Lot 1 West at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 219-6882

    7452 Heritage Oak Terrace, Middletown, MD 21769
  • 7452 Heritage Oak Terrace, Middletown, MD 21769
    7452 Heritage Oak Terrace, Middletown, MD 21769
    7452 Heritage Oak Terrace, Middletown, MD 21769
    /24

    $1,326,574 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,252 Sq Ft

    7452 Heritage Oak Terrace, Middletown, MD 21769

    Lot 1 West at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 817-3574

    7452 Heritage Oak Terrace, Middletown, MD 21769
  • 4311 Zircon Rd, Middletown, MD 21769
    4311 Zircon Rd, Middletown, MD 21769
    4311 Zircon Rd, Middletown, MD 21769
    /76

    $599,000

    • 6 Beds
    • 4.5 Baths
    • 3,072 Sq Ft

    4311 Zircon Rd, Middletown, MD 21769

    Step inside-You'll love it! This is a home designed to impress and it can be your new home before the Holidays! Spacious and beautifully updated 6-bedroom is perfect for multigenerational living. A rare find- two master suites, dual family rooms and high-end upgrades throughout. The home offers flexible space ideal for large families, guests, or home offices. Recent updates include a new roof,

    Karen Reda Todays Realty, Inc.

    4311 Zircon Rd, Middletown, MD 21769
  • 8511 Rosebud Ct, Middletown, MD 21769
    8511 Rosebud Ct, Middletown, MD 21769
    8511 Rosebud Ct, Middletown, MD 21769
    /6

    $339,000

    • Land
    • 8.2 Acres
    • $41,341 per Acre

    8511 Rosebud Ct, Middletown, MD 21769

    Dream Homesite, Discover your perfect escape on this wooded, well installed and septic approved and engineered and ready to build, Nestled high above Middletown Valley the lot has a cleared homesite. views privacy and tranquility and minutes from town.

    Nancy Bowlus RE/MAX Results

    8511 Rosebud Ct, Middletown, MD 21769
  • 8842 Hawbottom Rd, Middletown, MD 21769
    8842 Hawbottom Rd, Middletown, MD 21769
    8842 Hawbottom Rd, Middletown, MD 21769
    /63

    $2,200,000

    • 3 Beds
    • 4 Baths
    • 3,477 Sq Ft

    8842 Hawbottom Rd, Middletown, MD 21769

    Welcome home to 8842 Hawbottom Road! This breathtaking property features a stunning custom built three bedroom two full and two half bath main house, two car detached garage and workshop (approximately 1,400 square feet), plus a secondary three bedroom two full bath tenant house, situated on over 82 acres with 360 views, plus Frederick County approved subdivision rights - need we say more!

    Agent Photo

    Jim Bass

    Real Estate Teams, LLC

    (240) 916-1366

    8842 Hawbottom Rd, Middletown, MD 21769
Maryland Frederick County Middletown

Newest Listings for Sale in Middletown, MD

Frequently Asked Questions

What is the average home price in Middletown, MD?
Homes for sale in Middletown, MD have an average home price of $728,048.
How many homes have sold over the last 12 months in Middletown, MD?
124 homes have sold in Middletown, MD over the last 12 months.
What are the most popular zip codes in Middletown, MD?
The most popular zip codes in Middletown, MD include 21769, 21702, 21703, 21755 and 21754.
How much do you need to make to afford a house in Middletown?
The median home price in Middletown is $621,950. If you put a 20% down payment of $124,400 and had a 30-year fixed mortgage with an interest rate of 6.26%, your estimated principal and interest payment would be $3,070 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $132K a year to afford the median home price in Middletown. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Middletown, MD?
Middletown, MD has highly rated public and private schools. Some of the best schools in Middletown based on Niche Grades are Myersville Elementary School, Middletown Elementary School and Middletown High School. Browse all the schools in Middletown, MD to learn more.

Home Trends in Middletown, MD

On average, homes in Middletown, MD sell after 27 days on the market compared to the national average of 53 days. The median sale price for homes in Middletown, MD over the last 12 months is $601,450, down 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$601,450
Median Single Family Sale Price
$641,500
Median Townhouse Sale Price
$390,000
Average Price Per Sq Ft
$200
Number of Homes for Sale
27
Last 12 months Home Sales
124
Months of Supply
2.60
Median List Price
$621,950
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-4%
How to Buy a Home How to Finance a Home How to Sell a Home

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