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Middletown, NY Homes for Sale with Garage

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  • /42

    $475,000

    • 3 Beds
    • 3 Baths
    • 2,542 Sq Ft

    138 Reinhardt Rd, Middletown, NY 10940

    Nestled on 1.5 park like acres with lots of privacy in the back, built in 1969 and lovingly cared for by the same family for over 56 years is this unique front back split level with four levels in the home. Step through the front door to find a half bath, home office with lots of shelving already in place, and second room used as a craft room, play room,or additional home office conveniently

    Agent Photo

    Lynelle Alessi

    Keller Williams Hudson Valley

    (845) 447-9473

    138 Reinhardt Rd, Middletown, NY 10940
  • /25

    $420,000

    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft

    71 Commonwealth Ave, Middletown, NY 10940

    Welcome to the perfect blend of comfort, character, and location. Nestled in the vibrant heart of Middletown, NY—just 70 miles from NYC—this beautifully updated home offers a peaceful retreat without sacrificing proximity. Whether you’re commuting for work or play, nearby transportation options, including the Metro-North train and major highways, make travel to the city a breeze. And when you're

    Agent Photo

    Brian Caplicki

    Keller Williams Hudson Valley

    (845) 436-3953

    71 Commonwealth Ave, Middletown, NY 10940
  • /26

    $410,000

    • 4 Beds
    • 2 Baths
    • 1,668 Sq Ft

    31 Beattie Ave, Middletown, NY 10940

    Great 2 family home in the city of Middletown. Each apartment features 2 bedrooms, 1 bathroom. This property is located in a zoning that requires one of the apartments is occupied by the owner. House is well maintained and cared for. Large lot offers plenty of yard and parking. Walk-up attic offers plenty of storage. Each tenant has their own washer and dryer hook-up. Detached 2 car garage ideal

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (845) 286-4605

    31 Beattie Ave, Middletown, NY 10940
  • /24

    $380,000

    • 3 Beds
    • 2.5 Baths
    • 1,593 Sq Ft

    568 County Route 49 Unit 2C, Middletown, NY 10940

    For investors or anyone interested in taking on tenants until 9/30/26 and at that time can take possession of the unit. Tenants have a lease expiration date of 9/30/26 and must remain there until that time. Tenants pay $2850 a month and pay for oil and electric. They are excellent tenants. New townhouse on right side (Unit 2C) available in the Minisink Valley School District. This home

    Agent Photo

    Hazel Cello

    Keller Williams Hudson Valley

    (845) 328-4272

    568 County Route 49 Unit 2C, Middletown, NY 10940
  • /50

    $889,000

    • 4 Beds
    • 2.5 Baths
    • 3,437 Sq Ft

    3 Kings Dr, Middletown, NY 10941

    Luxury Living in Hamptonburgh. Nestled in the prestigious Windsor Estates enclave, within the sought-after Goshen School District, this exceptional Contemporary residence offers a rare blend of elegance, comfort, and convenience. With nearly 3,500 sqft of thoughtfully designed living space, this striking home features 4 spacious bedrooms, 3 bathrooms, and a 3-car garage. Step into a grand

    Agent Photo

    Christina Rowan

    Howard Hanna Rand Realty

    (845) 393-3879

    3 Kings Dr, Middletown, NY 10941
  • /21

    $599,000

    • 4 Beds
    • 3 Baths
    • 2,552 Sq Ft

    125 Whipple Rd, Middletown, NY 10940

    Discover the perfect blend of serenity and comfort in this stunning 4-bedroom, 3-bathroom raised ranch nestled on a sprawling 1.5-acre lot in the heart of Middletown, NY. As you step inside, the heart of the residence, a spacious and sunlit living area, invites family gatherings and effortless entertaining. Culinary enthusiasts will delight in the modern kitchen, boasting sleek appliances and

    Eboni Navas Julia B Fee Sothebys Int. Rlty

    125 Whipple Rd, Middletown, NY 10940
  • /36

    $625,000

    • 4 Beds
    • 3.5 Baths
    • 2,760 Sq Ft

    214 Phillips St, Middletown, NY 10940

    Welcome to this beautiful newly built 4-bedroom, 3.5-bath home featuring a spacious 2,760 sqft layout across three levels of living space. The gourmet kitchen features an island with a breakfast bar and flows seamlessly into a large dining area. The luxurious primary suite includes a full ensuite bath with dual vanities, a shower, and a separate soaking tub, all highlighted by expansive windows.

    Donna Gray Redfin Real Estate

    214 Phillips St, Middletown, NY 10940
  • /28

    $649,900 Open Sun 12PM - 2PM

    • 3 Beds
    • 3 Baths
    • 3,021 Sq Ft

    34 Feiertag Rd, Middletown, NY 10941

    Let your dreams begin with large colonial home located on a Cul-de-Sac in the Pine Bush School District. Step inside to a large and open foyer with high ceilings which creates a welcoming atmosphere. The main level features a formal dining room, den/office, cozy family room with woodburning fireplace, open eat in kitchen with breakfast area, full bath and enclosed screened deck overlooking the

    Julianna Cotthaus 1st Independent Realty Grp

    34 Feiertag Rd, Middletown, NY 10941
  • /35

    $589,000

    • 4 Beds
    • 3 Baths
    • 2,732 Sq Ft

    24 3rd St, Middletown, NY 10940

    BETTER THAN NEW! SPACIOUS 4-Bedroom, 3-Full Bath Bi-Level ColonialWelcome to this meticulously maintained home offering over 2,700 sq ft of beautifully finished living space that blends modern style with timeless charm.Step into the gorgeous eat-in kitchen, thoughtfully designed with:A large center island with ample seatingGleaming hardwood floorsVaulted

    Jane Panico Realty Promotions Inc

    24 3rd St, Middletown, NY 10940
  • /40

    $725,000

    • 5 Beds
    • 3.5 Baths
    • 3,358 Sq Ft

    339 Kirbytown Rd, Middletown, NY 10940

    Nestled gracefully amidst more than thirteen acres of lush, undisturbed countryside, this remarkable colonial-style residence stands as a testament to elegance, comfort, and thoughtful practicality. A rare offering in today’s market, the property invites you to experience the best of both worlds: resplendent rural seclusion and immediate access to the conveniences of modern life. Conceived as a

    Annie Hansen Howard Hanna Rand Realty

    339 Kirbytown Rd, Middletown, NY 10940
  • /38

    $599,900

    • 4 Beds
    • 2.5 Baths
    • 2,144 Sq Ft

    10 Frederick St, Middletown, NY 10941

    Move in ready 4 bedroom/2.1 Bath with so many updates. Elegant entrance with rod iron spindles, Modern chandelier, Picture Window, Slate stone landing. Gourmet Kitchen offers Custom designed Kraftmaid collection cabinets with Chef grade range hood, Porcelain backsplash, Pot Filler, Large Island/Waterfall with built in space for microwave, Quartz countertops, Samsung Stainless steel appliances,

    Angelo Acierno Keller Williams Realty

    10 Frederick St, Middletown, NY 10941
  • /43

    $635,000

    • 4 Beds
    • 3 Baths
    • 3,328 Sq Ft

    58 White Bridge Rd, Middletown, NY 10940

    Welcome to your own Alpine retreat in the heart of the Hudson Valley and in the Minisink school district! Inspired by traditional German design, this warm and inviting home offers a harmonious blend of rustic charm and modern functionality. Nestled on 1.2 acres of beautifully manicured grounds, the property exudes pride of ownership and has been meticulously maintained by its current owners. Step

    Patricia Sassi RE/MAX Benchmark Realty Group

    58 White Bridge Rd, Middletown, NY 10940
  • /30

    $550,000

    • 4 Beds
    • 2.5 Baths
    • 2,633 Sq Ft

    306 S Centerville Rd, Middletown, NY 10940

    Staycation in the Country – An Entertainer’s Dream! Discover the perfect blend of comfort, beauty, and functionality in this spacious 4-bedroom, 2.5-bath colonial nestled on a serene 1.6-acre lot in Minisink School District. With room to spread out, incredible indoor and outdoor spaces, this home is your year-round getaway—without ever leaving your driveway. The heart of the home is a show

    Johan Tola Keller Williams Realty Group

    306 S Centerville Rd, Middletown, NY 10940
  • /42

    $799,900

    • 5 Beds
    • 3 Baths
    • 3,731 Sq Ft

    93 Elise Dr, Middletown, NY 10941

    You will adore this stately 3725sf, 10 room ,5 bedroom, 3 full baths colonial, called the Woodbury model, with a dramatic open floor plan, just recently beautifully refreshed and loaded with custom features & upgrades situated on 1.6 parklike acres in the premier subdivision Stone Ridge Estates. It features a fabulous 2 story great room w floor to ceiling stone fireplace with Harmon pellet stove

    Marion Bruhns Howard Hanna Rand Realty

    93 Elise Dr, Middletown, NY 10941
  • /16

    $649,900

    • 4 Beds
    • 3 Baths
    • 2,444 Sq Ft

    744 Mount Hope Rd, Middletown, NY 10940

    A beautiful colonial home sitting on 10.80 acres with open layout is being built in the town of Wallkill. Offering about 2400 SQFT living space including the finished basement with 4 bedrooms, 3 full bathroom and a one car garage. From the living room to a dining area and it's open to a beautiful kitchen with Quartz countertops, an island and stainless appliances. This gorgeous home will have 1

    Anita S. Cristiano HomeSmart Homes & Estates

    744 Mount Hope Rd, Middletown, NY 10940
  • /32

    $539,000

    • 3 Beds
    • 2.5 Baths
    • 2,994 Sq Ft

    43 Last Rd, Middletown, NY 10941

    Stunning large ranch zoned 215 - 1 Family Res w/Apt, many updates set up for extended family...two kitchens! Come see this beautifully maintained home features master bedroom with bath, walking closet, sunken living room, large open kitchen featuring dining area with sliding door to huge deck overlooking a fenced in level yard and shed. This cedar sided home has been meticulously maintained,

    Mary Jo Coleman Curasi Realty, Inc.

    43 Last Rd, Middletown, NY 10941
  • /31

    $589,900

    • 4 Beds
    • 2.5 Baths
    • 2,628 Sq Ft

    658 Ingrassia Rd, Middletown, NY 10940

    Welcome to this beautifully maintained Cape Cod-style home offering 2,628 square feet of versatile living space set on a private and picturesque 2.3-acre lot. This charming residence blends classic design with modern comfort, featuring generous room sizes, abundant natural light, and timeless appeal. The main level boasts a thoughtfully designed floor plan, ideal for both daily living and

    Rebecca Matta-Candela Keller Williams Realty

    658 Ingrassia Rd, Middletown, NY 10940
  • /32

    $549,000

    • 3 Beds
    • 2.5 Baths
    • 2,929 Sq Ft

    1 Parkview Dr, Middletown, NY 10940

    Welcome to 1 Parkview Dr. in beautiful Presidential Park in Middletown, NY. Located on a corner lot, this expanded raised ranch shines. Gleaming hardwood floors and spacious room size are only some if it's great features. Eat in kitchen boasts an atrium that looks out to its lovely landscaped backyard. Spend time in this space and you'll feel like you're on vacation. Beautiful inground pool

    Marie Altieri Howard Hanna Rand Realty

    1 Parkview Dr, Middletown, NY 10940
  • /36

    $599,000

    • 4 Beds
    • 2.5 Baths
    • 1,825 Sq Ft

    708 Kirbytown Rd, Middletown, NY 10940

    Such a peaceful setting for this immaculate 4 BR, 2.5 bath Colonial in the heart of The Minisink School District. This home is a dream for pet owners! The fenced backyard keeps your pets safe and secure while they play, and the underground dog fence lets them roam worry-free. There is a woodstove that is perfect for chilly evenings that will help with your heating costs during the cold winter

    Debbie Walsh SHAHAR Management LLC

    708 Kirbytown Rd, Middletown, NY 10940
  • /18

    $565,000

    • 3 Beds
    • 2 Baths
    • 2,321 Sq Ft

    3 Parkview Dr, Middletown, NY 10940

    Welcome to your next chapter—this 3-bedroom, 2-bathroom home offers both comfort and convenience. Nestled in a peaceful Middletown neighborhood, this home keeps you connected to everything that matters. Spend weekends at nearby Watts Memorial and Fancher-Davidge Parks, both just a short distance away. Schools like Northern Academy and those in the Middletown City School District are also

    Kevin Sanabria eRealty Advisors, Inc

    3 Parkview Dr, Middletown, NY 10940
  • /18

    $600,000

    • 4 Beds
    • 3 Baths
    • 2,162 Sq Ft

    77 Upper Rd, Middletown, NY 10940

    Beautiful Ranch Style Home, with 4 spacious bedrooms, 3 upgraded Bathrooms, beautiful Hardwood floor recently painted, lots of Entertainment space, Full finish basement with lots of space that fits laundry, gym, and more entertainment space. Property has a huge tennis court, above ground pool, hot tub and extra yard space. A new septic tank was installed, brand new water system. Perfect Home for

    Yajaira Silva Madison Allied LLC

    77 Upper Rd, Middletown, NY 10940
  • /34

    $610,000

    • 4 Beds
    • 3.5 Baths
    • 2,188 Sq Ft

    26 Kyleigh Way, Middletown, NY 10940

    Welcome to this stunning, 5-year-young home located in the desirable Sunrise Hills development.This beautifully maintained residence offers 4 spacious bedrooms, 3 full bathrooms, and 1 half bathroom. The grand cathedral entryway features an elegant chandelier that can be admired from both inside and out, highlighting the top landing of the staircase.The large fourth bedroom is

    Delroy Smith List 4 Less Realty

    26 Kyleigh Way, Middletown, NY 10940
  • /23

    $619,900

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

    11 Vista View Terrace, Middletown, NY 10941

    Welcome to Vista View Terrace - This stunning colonial home is being built and nestled on the cul-de-sac of a beautiful neighborhood in Scotchtown area in the town of Wallkill. Offering about 2400 SQFT living space including the finished basement with 4 bedrooms, 3 full bathroom and a one car garage. From the living room to a dining area and it's open to a beautiful kitchen with granite

    Anita S. Cristiano HomeSmart Homes & Estates

    11 Vista View Terrace, Middletown, NY 10941
  • /25

    $579,000

    • 3 Beds
    • 2.5 Baths
    • 2,205 Sq Ft

    30 Daly Rd, Middletown, NY 10940

    New Construction. This 3-bedroom, 2.5-bath colonial is situated on a 2-acre level/partially wooded lot. The first floor offers an oversized living room, dining room, a kitchen with granite countertops and stainless appliances, and sliders leading to a backyard deck. Also on the first floor, you'll find a den/study, a laundry room, and a good-sized 1/2 bath. The second floor features a large loft

    Jonathon Lee Keller Williams Hudson Valley

    30 Daly Rd, Middletown, NY 10940
  • /36

    $579,000

    • 4 Beds
    • 2.5 Baths
    • 2,316 Sq Ft

    360 New Vernon Rd, Middletown, NY 10940

    Welcome to 360 New Vernon Rd in Middletown, Recently painted beautifully maintained home nestled on 2 acres of serene land—perfect for those seeking space, comfort, and privacy. This spacious 4-bedroom, 2.5-bath home offers over 2,300 square feet of living space with modern upgrades throughout, including a brand-new central air system, new washer & dryer, and a whole-home water purification

    Felix Pena RE/MAX Benchmark Realty Group

    360 New Vernon Rd, Middletown, NY 10940
  • /45

    $615,000

    • 4 Beds
    • 3 Baths
    • 2,434 Sq Ft

    94 Fair Oaks Rd, Middletown, NY 10940

    *AVAILABLE* NEW CONSTRUCTION BILONIAL BEAUTY ON 10+ ACRES! Welcome to your dream home – a stunning, newly built bilonial-style residence that redefines upscale living with modern aesthetic and thoughtful design in every inch. 4 Spacious Bedrooms | 3 Full Designer Bathrooms. Featuring cathedral ceilings in the living room, this open-concept home is flooded with natural light from the

    Valeria Rios HomeSmart Homes & Estates

    94 Fair Oaks Rd, Middletown, NY 10940
  • /25

    $535,000

    • 1 Bed
    • 1 Bath
    • 1,088 Sq Ft

    727 Route 17m, Middletown, NY 10940

    Single Family home and mix-use property in prime location. Live on the property and have your business or use entirely for commercial purposes. This unique property offers incredible potential for various business or residential opportunities in a highly commercial area. Zoned Light Enterprise, this property provides flexibility for special uses, making it ideal for entrepreneurs,

    AnnaMarie O'Brien Curasi Realty, Inc.

    727 Route 17m, Middletown, NY 10940
  • /38

    $619,900

    • 4 Beds
    • 3 Baths
    • 2,444 Sq Ft

    328 Stony Ford Rd, Middletown, NY 10941

    Dreaming about your beautiful brand new home??? This spacious and stunning COLONIAL home is under construction and it will be ready in less than 60 days. It is seated on 4 acres and located in the town of Wallkill with GOSHEN school district is offering about 2444 SQFT with 4 bedrooms, 3 full bathrooms and 2 car garages. The first floor is featuring an open layout from the living room with formal

    Anita S. Cristiano HomeSmart Homes & Estates

    328 Stony Ford Rd, Middletown, NY 10941
  • /25

    $550,000

    • 4 Beds
    • 2.5 Baths
    • 2,536 Sq Ft

    208 Grahamtown Rd, Middletown, NY 10940

    PRICE REDUCTION! Welcome to 208 Grahamtown Rd, this charming estate spanning 54+ acres is a nature lover's paradise with abundance in wildlife and mature trees offering immense potential and breathtaking views. The home features beautiful hardwood floors, a wood burning stove, 4 over-sized bedrooms, 2 full bathrooms, 1st floor office/den, multiple outbuildings, and 1 car attached garage. Whether

    Steven Cabrera Resort Realty

    208 Grahamtown Rd, Middletown, NY 10940
  • /2

    $525,000

    • 5 Beds
    • 4 Baths
    • 3,140 Sq Ft

    7 Highland View Place, Middletown, NY 10940

    Welcome home to this beautifully maintained 5-bedroom, 4-bathroom raised ranch, ideally situated near the highly-rated Presidential Park Elementary School in Middletown, NY. Perfect for growing families or multi-generational living, this expansive home offers generous living space, natural light throughout, and thoughtful updates that make it move-in ready.Step inside to discover an open-concept

    Hilary Hemans-Mensah Keller Williams Realty

    7 Highland View Place, Middletown, NY 10940
  • /19

    $369,000

    • 4 Beds
    • 1.5 Baths
    • 1,272 Sq Ft

    35 Woods Place, Middletown, NY 10940

    This charming four-bedroom, one-bathroom home offers comfortable living space with a versatile layout. The layout provides plenty of room with flexible living spaces. Located in a welcoming Middletown neighborhood, you'll enjoy easy access to quality schools, convenient public transportation, and shopping options just minutes away. Whether you're starting fresh or looking to upgrade, this

    Kevin Sanabria eRealty Advisors, Inc

    35 Woods Place, Middletown, NY 10940
  • /24

    $459,900

    • 1 Bed
    • 1 Bath
    • 2,400 Sq Ft

    652 New York 211 Unit 650, Middletown, NY 10940

    FOR SALE: Versatile Mixed-Use Building – Ideal for Owner-Operator | 650-652 Route 211 W, Middletown, NY 10940A rare opportunity to own a fully updated 2-unit standalone building in a prime high-visibility corner location at Route 211 West and California Drive in the Town of Wallkill.Property Overview:Total Building Size: Approx. 2,400 sq ftLot Size: Generous lot with

    Jonathon Lee Keller Williams Hudson Valley

    652 New York 211 Unit 650, Middletown, NY 10940
  • /5

    $399,900

    • 2 Beds
    • 1 Bath
    • 1,400 Sq Ft

    7 Bartlett Dr, Middletown, NY 10941

    None

    Vital Desvarieux All Century Realty

    7 Bartlett Dr, Middletown, NY 10941
  • /50

    $645,000

    • 3 Beds
    • 2.5 Baths
    • 2,548 Sq Ft

    8 Green Ct, Middletown, NY 10940

    This well-maintained 3-level townhome sits within a luxury gated community of The Fairways, right next to a golf course and just minutes from major highways, Garnet Health Medical Center, shopping, and restaurants. The home offers a 2-car garage, a finished basement with garage-level entry, and a practical layout designed for comfortable living. Hardwood floors span the main level, which features

    Jie Liu Keller Williams Hudson Valley

    8 Green Ct, Middletown, NY 10940
  • /38

    $499,999

    • 3 Beds
    • 2.5 Baths
    • 2,567 Sq Ft

    7 Avoncroft Ln, Middletown, NY 10940

    Discover the perfect balance of modern design and everyday comfort in this beautifully updated 3-bedroom, 3-bath corner townhouse, ideally located in one of Middletown’s most sought-after neighborhoods. Step inside and be welcomed by a bright, open-concept living space that feels both chic and inviting. The stylishly renovated kitchen is a true standout and it is complete with sleek countertops,

    Kewin Garabito eXp Realty

    7 Avoncroft Ln, Middletown, NY 10940
  • /21

    $519,000

    • 2 Beds
    • 2 Baths
    • 3,090 Sq Ft

    6 Broad St, Middletown, NY 10940

    Great two family duplex located in the City of Middletown. It's conveniently located walking distance to Touro College , I84 and I86, and also close to local shops and restaurants . Located approximately 70 miles North of New York City this property has a strong income potential with long term upside . At one time this was a triplex and is now a legal duplex. The 2nd floor apartment has 2

    Neal Kolze Curasi Realty, Inc.

    6 Broad St, Middletown, NY 10940
  • /15

    $465,000

    • 3 Beds
    • 2.5 Baths
    • 2,567 Sq Ft

    30 Avoncroft Ln, Middletown, NY 10940

    **Welcome to 30 Avoncroft Lane, Middletown, NY!**This beautifully maintained 3-bedroom, 2.5-bath townhouse is nestled in the desirable Woodside Knolls community. Step inside to discover updated flooring throughout and a bright, versatile layout perfect for modern living. The spacious finished basement offers endless possibilities—use it as a home gym, playroom, family room, or your own

    Cindy-Lee Dorcely Keller Williams Hudson Valley

    30 Avoncroft Ln, Middletown, NY 10940
  • /31

    $480,000

    • 3 Beds
    • 2 Baths
    • 1,222 Sq Ft

    295 Lybolt Rd, Middletown, NY 10941

    Spacious home with large yard on a quiet street - what more could you want? This beautiful contemporary home has had many upgrades over the last few years! The main level features an open kitchen, dining room and living room with partial wrap around deck - perfect for entertaining or just extended living space. Three large bedrooms and two full bathrooms complete the upper level. Downstairs

    Britanni Gaucher Keller Williams Realty

    295 Lybolt Rd, Middletown, NY 10941
  • /30

    $449,900

    • 3 Beds
    • 2 Baths
    • 2,558 Sq Ft

    14 Briarwood Dr, Middletown, NY 10940

    Welcome to 14 Briarwood Drive, a well maintained ranch-style home in the sought after Minisink Valley School District. Perfectly setback from the road giving off a high end presence. Beautiful landscaping and mature trees elevate the curb appeal even further. As you walk through the foyer, you are greeted by a cozy family room featuring a with a French door that opens to a beautiful worry free

    Frank Muccari Cronin & Company Real Estate

    14 Briarwood Dr, Middletown, NY 10940
  • /47

    $974,500

    • 4 Beds
    • 2.5 Baths
    • 3,245 Sq Ft

    28 Feiertag Rd, Middletown, NY 10941

    Welcome to this beautifully maintained Colonial nestled on more than 2 acres of serene, landscaped property. This stately home combines classic charm with modern comforts, featuring a grand front porch and exceptional curb appeal.Inside, you’ll find spacious living areas with abundant natural light, perfect for both everyday living and entertaining. The updated kitchen flows effortlessly

    Danielle Reese Christie's Int. Real Estate

    28 Feiertag Rd, Middletown, NY 10941

Showing Results 1 - 40, Page 1 of 3

Home Trends in Middletown, NY

Housing Trends

Median Sale Price
$420,000
Median Single Family Sale Price
$541,330
Median Townhouse Sale Price
$435,000
Median 2 Bedroom Sale Price
$309,500
Median 1 Bedroom Sale Price
$180,000
Average Price Per Sq Ft
$229
Number of Homes for Sale
12
Last 12 months Home Sales
124
Months of Supply
1.20
Median List Price
$442,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-12%
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