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Middletown, CT Houses for Sale

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  • /30

    $549,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,813 Sq Ft

    16 Snow Ridge S, Middletown, CT 06457

    Welcome to Westfield Hills; a well sought-after neighborhood in desirable Middletown, formerly surrounded by historical farmland! This now extensive Colonial home welcomes you in this cul-de-sac neighborhood, adjacent to other similar neighborhoods seeking that serene feel complimented with that iconic neighborhood feel. As you approach, experience the modern colonial style accompanied with high

    Agent Photo

    Justin Marino

    Marino Realty LLC

    (860) 650-1923

    16 Snow Ridge S, Middletown, CT 06457
  • /33

    $429,900

    • 3 Beds
    • 2 Baths
    • 1,537 Sq Ft

    95 Training Hill Rd, Middletown, CT 06457

    Discover comfort, space, and modern updates in this beautifully renovated ranch-style home, ideally located in one of Middletown's most sought-after neighborhoods. Featuring 4 spacious bedrooms and 2 full bathrooms, this home offers the perfect balance of style and functionality for today's lifestyle. Step into a bright, open-concept layout that flows seamlessly-perfect for both everyday living

    Agent Photo

    Guillermo Araujo

    Five Stars Realty

    (860) 901-0519

    95 Training Hill Rd, Middletown, CT 06457
  • /38

    $399,900

    • 4 Beds
    • 2 Baths
    • 1,980 Sq Ft

    106 Lorraine Terrace, Middletown, CT 06457

    COMPLETELY RENOVATED WOODLAND OASIS IN SOUGHT-AFTER WESTFIELD! This stunning split-level home sits on a private 0.47-acre lot blending modern luxury with natural charm. Freshly painted inside and out with new architectural roof and high-efficiency central AC. The showstopping kitchen features white-shaker cabinetry, granite countertops, stainless appliances, and herringbone blue tile backsplash.

    Agent Photo

    Romanee Ives

    Cornerstone Homes Plus, Inc.

    (860) 901-1342

    106 Lorraine Terrace, Middletown, CT 06457
  • /39

    $575,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 3 Baths
    • 2,310 Sq Ft

    80 Elizabeth Ln, Middletown, CT 06457

    Built in 2000 and beautifully reimagined, this home has been extensively remodeled to blend modern style with everyday comfort. Step inside and be wowed by the all-new kitchen, featuring propane cooking, sleek finishes, and plenty of space to unleash your inner chef. The updated baths continue the fresh, contemporary feel. Smart home technology runs throughout, with Google smart dimmers and new

    Agent Photo

    Amy Rio

    Executive Real Estate Inc.

    (860) 544-5895

    80 Elizabeth Ln, Middletown, CT 06457
  • /40

    $550,000

    • 5 Beds
    • 2 Baths
    • 5,678 Sq Ft

    1066 Washington St, Middletown, CT 06457

    This remarkable home is one of Middletown's most valuable treasures. It is considered to be one of the best examples of Georgian architecture and quite the mansion in it's day. It was built in 1742 for Judge Seth Wetmore, a very successful merchant and considered one of the CT Valley elite River Gods, It has exceptional appointments, including stunning wall panelling, refinished original wide

    Agent Photo

    Donna-Jean Dargie

    Eagle Eye Realty PLLC

    (860) 421-4629

    1066 Washington St, Middletown, CT 06457
  • /35

    $439,900

    • 3 Beds
    • 2.5 Baths
    • 2,031 Sq Ft

    101 Morning Glory Dr, Middletown, CT 06457

    A Riverbend beauty! This home boasts large rooms, front vaulted living room, center dining room, large eat-in kitchen with granite counters and oversized family room with fireplace. This floor plan also offers 1st floor laundry. The upstairs of this abode includes a large loft area with cabinetry, 2 generously-sized bedrooms and an oversized primary with en suite. Some additional features include

    Mark Toledo Berkshire Hathaway NE Prop.

    101 Morning Glory Dr, Middletown, CT 06457
  • /40

    $689,900

    • 6 Beds
    • 5 Baths
    • 4,096 Sq Ft

    34 Apple Ln, Middletown, CT 06457

    WOW! Do not miss out on this stately home with modern flare. This is a beautiful home. You will be greeted by a dramatic 2-story entry with spectacular, dramatic staircase. Large formal dining room, front office, center classic living room with gas fireplace and an amazing great room with vaulted ceilings with new skylights that boast an oversized family room, dining room and open kitchen concept

    Mark Toledo Berkshire Hathaway NE Prop.

    34 Apple Ln, Middletown, CT 06457
  • /19

    $477,800

    • 3 Beds
    • 2.5 Baths
    • 1,890 Sq Ft

    77 Lindsey Rd, Middletown, CT 06457

    Sought After Location! 3 BR, 2 1/2 BA Colonial at the end of a cul de sac. .42 Acre setting w/ large rear deck, private rear yard, 2 car garage, eat-in kitchen, Living room with fireplace plus family room. Conveniently located close to schools, Rt 9, Medical Facilities and shopping. Don't delay as school is starting and the holidays are coming.

    Sandy Orsie Berkshire Hathaway NE Prop.

    77 Lindsey Rd, Middletown, CT 06457
  • /40

    $439,900

    • 5 Beds
    • 2 Baths
    • 1,965 Sq Ft

    85 Spencer Dr, Middletown, CT 06457

    Welcome to 85 Spencer Dr. a quiet street on a cul-de-sac which offers 5 bedrooms, 2 full bathrooms. Relax on the enormous deck and take a dip in the in-ground pool! A new pool liner was put in in the begining of the summer. Roof is 8 years old. Solar panels are also in place. This home features a large eat-in granite kitchen with maple cabinets, tile backsplash, stainless steel appliances,

    Andrea Thomas SB Realty Group, LLC

    85 Spencer Dr, Middletown, CT 06457
  • /40

    $614,900

    • 5 Beds
    • 2.5 Baths
    • 2,760 Sq Ft

    23 Falmouth Ct, Middletown, CT 06457

    Tucked away on a quiet cul-de-sac in one of Middletown's most desirable neighborhoods, 23 Falmouth Court offers comfort, space, and unexpected luxury. The open-concept main floor is perfect for entertaining, featuring a cozy fireplace with stunning custom built-ins that add both charm and function. The interior was freshly painted in 2023, giving the space a clean, modern feel. But the real

    Kristin Callahan eXp Realty

    23 Falmouth Ct, Middletown, CT 06457
  • /24

    $599,900

    • 4 Beds
    • 3.5 Baths
    • 3,833 Sq Ft

    120 Scenic View Dr, Middletown, CT 06457

    Stately, custom-built Colonial nestled on a level lot with sweeping countryside views! This home offers a flexible floor plan and quality features throughout. The upper level includes a spacious bonus room that serves as the 4th bedroom, and a serene primary suite with a large en suite bath and walk-in closet. The main level boasts an open layout with hardwood floors, a formal dining room, a

    Meghan Hess Real Broker CT, LLC

    120 Scenic View Dr, Middletown, CT 06457
  • /20

    $455,000

    • 4 Beds
    • 1 Bath
    • 1,075 Sq Ft

    35 Boston Rd, Middletown, CT 06457

    Welcome to 35 Boston Ave, Middletown, a classic 4-bedroom Cape Cod-style home with great potential! This home offers a functional layout with two bedrooms on the first floor and two additional bedrooms upstairs, making it ideal for a variety of living arrangements. Featuring hardwood floors throughout, an eat-in kitchen, and a full unfinished basement, this home is ready for your personal touch.

    Michael Calabro Coldwell Banker Calabro

    35 Boston Rd, Middletown, CT 06457
  • /20

    $425,000

    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft

    6 Bidwell Terrace, Middletown, CT 06457

    Beautiful new construction property in Middletown CT. 3 bedrooms, 3 bathrooms. Large back yard. 1 car automated garage and additional spaces for a car. Corner lot. House comes with 1 year warranty, transferable to new owner. Brand new stainless steel appliances. Central air. Only carpet in bedrooms, rest is beautiful hard wood floors. Close to Middlesex hospital, downtown, and Wesleyan

    Derek Greene Derek Greene

    6 Bidwell Terrace, Middletown, CT 06457
  • /3

    $449,900 New Construction

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

    00 Villa St, Middletown, CT 06457

    DON"T SETTLE on Your Home: Take this opportunity to get the House of your Dreams... This lot has a picturesque view with over 100 feet of secluded River views (No Flood Ins. Needed) on a cul-de-sac with 120 ft. of road frontage. This lot already has an ideal home option with 3bd, 2 bath, open concept custom Kitchen (quartz countertops, Island, Tile floor), Dining room with sliders to deck area,

    Lisa Sherman My Realtor, LLC

    00 Villa St, Middletown, CT 06457
  • /39

    $375,000 Coming Soon

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

    311 Long Ln, Middletown, CT 06457

    Beautiful 3-bedroom, 2.5-bath Colonial with a fantastic layout inside and out. The updated kitchen features granite counters, stainless steel appliances, and ample cabinetry. The main level is highlighted by hardwood floors throughout and a bright and airy living room with a wood fireplace. The second level offers a spacious primary suite with a full bath and walk-in closet, along with two

    Sara Etienne eXp Realty

    311 Long Ln, Middletown, CT 06457
  • /29

    $575,000

    • 2 Beds
    • 1.5 Baths
    • 1,613 Sq Ft

    50 Dublin Hill Rd, Haddam, CT 06441

    Situated more than 500 feet off a quiet country road on 2.34 private acres, this unique residence offers over 1,600 square feet of finished living space, with east-facing living room and upstairs bedrooms walled in windows that frame sweeping Connecticut River vistas and vibrant seasonal foliage. The 32X13 foot sunroom, featuring sliders that open fully, invites summer breezes and winter

    Cortney Emshwiller-Swokla Coldwell Banker Realty

    50 Dublin Hill Rd, Haddam, CT 06441
  • /30

    $324,900 Open Sun 1PM - 3PM

    • 3 Beds
    • 1.5 Baths
    • 1,288 Sq Ft

    281 George St, Middletown, CT 06457

    Welcome to 281 George Street in Middletown, a charming Ranch home offering comfort, convenience, and potential on a spacious .52-acre lot. With 1,288 sq. ft. on the main level plus a partially finished basement, this home provides flexible living space that's perfect for today's needs. Inside, you'll find a bright living room with a cozy fireplace, an eat-in kitchen, and 2 bedrooms with 1.1

    Robert Perriello Century 21 AllPoints Realty

    281 George St, Middletown, CT 06457
  • /19

    $285,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 1.5 Baths
    • 1,039 Sq Ft

    66 Durant Terrace, Middletown, CT 06457

    Well-kept home featuring an updated kitchen, dining room, and second-floor primary bedroom newer mechanical. Extra room above the garage adds extra living space. Located in a peaceful neighborhood close to shopping, medical facilities, and major highways. Enjoy nearby attractions such as, historic downtown Middletown, Wadsworth state park and the Connecticut River. This property is subject to

    Santo Gulino William Raveis Real Estate

    66 Durant Terrace, Middletown, CT 06457
  • /33

    $364,900

    • 4 Beds
    • 1.5 Baths
    • 2,005 Sq Ft

    175 Lincoln St, Middletown, CT 06457

    Timeless Colonial rich with historic charm, minutes from downtown Middletown, Wesleyan University & Middlesex Hospital, this home offers the perfect blend of convenience & character. Featuring 4 nice sized bedrooms, high ceilings, original woodwork & a warm inviting layout. The detached garage adds extra storage or workshop potential & the walk-up attic offers endless possibilities for expansion

    Michelle Mazzotta eXp Realty

    175 Lincoln St, Middletown, CT 06457
  • /27

    $349,900

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    31 Westfield Terrace, Middletown, CT 06457

    This charming original one-owner home, nestled in a welcoming neighborhood, presents a wonderful opportunity for those seeking comfort, value, and the chance to infuse their own style. The kitchen and bath await your modern updates to truly make this home shine. While updates await in those areas the owner, over time, gave particular attention to important updates that continue to contribute to

    Wendi Zuk Homes Plus of Connecticut

    31 Westfield Terrace, Middletown, CT 06457
  • /25

    $335,000

    • 3 Beds
    • 1 Bath
    • 1,260 Sq Ft

    304 E Ridge Rd, Middletown, CT 06457

    Welcome to 304 E Ridge Road! This inviting home offers the ease of one-floor living with hardwood floors in the bedrooms and living room, and tile flooring in the kitchen and bathroom for style and durability. The kitchen features a gas stove, perfect for those who love to cook. A breezeway/mudroom connects directly from the attached garage and also has its own private entrance-keeping clutter,

    Christina Bates Coldwell Banker Realty

    304 E Ridge Rd, Middletown, CT 06457
  • /9

    $219,609

    • 3 Beds
    • 1 Bath
    • 1,328 Sq Ft

    12 Inverness Ln, Middletown, CT 06457

    This 1,328-square-foot contemporary two-story home offers a wonderful opportunity to make it your own. Featuring durable vinyl siding and a functional layout, it includes three comfortable bedrooms and one full bath. Well-maintained but awaits your modern vision and smart design will provide the perfect canvas for updates and personal touches. Whether you're looking to create your dream residence

    Keith Murphy Innovative Properties

    12 Inverness Ln, Middletown, CT 06457
  • /20

    $179,000

    • 2 Beds
    • 1 Bath
    • 1,140 Sq Ft

    18 Bacon Ave, Middletown, CT 06457

    Welcome to 19 Bacon Ave located in a desirable neighborhood in Middletown! This home offers 2 great sized bedrooms and 1 full bath. This home was in the middle of renovations which gives you the perfect option to make it your very own style the rest of the way! Will be delivered cleared of all personal items at closing. Seller is motivated, bring ALL offers!!!

    Patrick Precourt Dorrance Realty

    18 Bacon Ave, Middletown, CT 06457
  • /31

    $175,000

    • 2 Beds
    • 1.5 Baths
    • 1,761 Sq Ft

    25 Clinton Ave, Middletown, CT 06457

    POTENTIAL SHORT SALE. A single family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Come check it out today!!

    Thomas Mele Dorrance Realty

    25 Clinton Ave, Middletown, CT 06457
  • /38

    $274,900

    • 2 Beds
    • 1 Bath
    • 1,008 Sq Ft

    120 Saybrook Rd, Middletown, CT 06457

    Step into timeless charm with this classic 2-bedroom, 1-bath home nestled on a spacious 0.26-acre lot in the heart of Middletown. Built in 1921, this home offers character and warmth complemented by city utilities for easy living. Inside, you'll find 1,008 square feet of living space featuring hardwood floors and original wood trim. Good sized closets add practical options for organized storage.

    Theresa Bitondo Berkshire Hathaway NE Prop.

    120 Saybrook Rd, Middletown, CT 06457
  • /18

    $318,000

    • 3 Beds
    • 1.5 Baths
    • 1,340 Sq Ft

    146 Liberty St, Middletown, CT 06457

    Renovated in 2023, this charming 3-bedroom, 1.5-bath home combines modern updates with timeless character. A large, bright screened-in 3-season front porch welcomes you. Step inside to an open floor plan featuring a quartz kitchen with stainless steel appliances, a spacious dining island, and two convenient access points - one from the front porch and another through a bright mudroom leading to

    Mike Sangapore KW Legacy Partners

    146 Liberty St, Middletown, CT 06457
  • /27

    $350,000

    • 4 Beds
    • 3 Baths
    • 2,089 Sq Ft

    80 Russell St, Middletown, CT 06457

    Welcome to 80 Russell Street! This charming home offers 2,890 sq ft of comfortable living space. Featuring 4 spacious bedrooms and 3 full bathrooms, with an open loft located on the third floor. The property boasts a bright and inviting layout with hardwood floors throughout. The updated kitchen includes stainless steel appliances, ample cabinet space, and a breakfast nook. Enjoy relaxing in the

    Santo Gulino William Raveis Real Estate

    80 Russell St, Middletown, CT 06457
  • /28

    $179,000

    • 2 Beds
    • 1 Bath
    • 735 Sq Ft

    3 Prospect Place, Middletown, CT 06457

    Affordable Opportunity in a Prime Location! Perfect for first-time homebuyers, students, or investors, this charming residence offers exceptional value and comfort. The home features two bedrooms and two full bathrooms, including a generously sized primary suite on the upper level with a classic clawfoot bathtub-ideal for relaxing after a long day. Enjoy the partially fenced private yard, perfect

    Heather Fenn Sunset Creek Realty, LLC

    3 Prospect Place, Middletown, CT 06457
  • /15

    $249,900

    • 3 Beds
    • 1.5 Baths
    • 1,376 Sq Ft

    47 Ridge Rd, Middletown, CT 06457

    Opportunity awaits on one of Middletown's most quintessential streets! 47 Ridge Road offers solid potential with good bones and key updates already in place - including a newer roof, windows, and boiler. This 3-bedroom, 1.1-bath colonial is ready for your vision and creativity. Featuring a traditional layout with great natural light, this home provides the perfect canvas to renovate and build

    Carl Guild Carl Guild & Associates

    47 Ridge Rd, Middletown, CT 06457
  • /13

    $239,900

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft

    40 Batt St, Middletown, CT 06457

    Two Bedroom single level ranch for sale in desirable Middletown. Home being sold as-is, where-is. See the upside potential, see the resale value and/or rental value, and make your offer. Come see the tranquil neighborhood and nearby area, and fully enjoy. Investors, and those seeking a home that is not over-priced; come make this yours.

    Justin Marino Marino Realty LLC

    40 Batt St, Middletown, CT 06457
  • /10

    $225,000

    • 4 Beds
    • 2 Baths
    • 2,054 Sq Ft

    15 Wall St, Middletown, CT 06457

    Step into this generously sized Colonial, offering four spacious bedrooms and a flexible floor plan. The inviting living room flows seamlessly into a formal dining room-perfect for entertaining. Enjoy cooking in the large eat-in kitchen, complete with sliders that lead out to a private deck, ideal for outdoor dining and relaxation. Upstairs, you'll find four well-proportioned bedrooms, providing

    Lisa Sader-Goede Aspen Realty Group

    15 Wall St, Middletown, CT 06457
  • /21

    $289,999

    • 4 Beds
    • 1.5 Baths
    • 1,415 Sq Ft

    10 Silver St, Middletown, CT 06457

    Newly reduced and full of potential-10 Silver Street now comes with a $10,000 price improvement and buyers choice of $15,000 closing credit or full kitchen remodel. A sample rendering from Wren Kitchens is included to inspire your vision. Located in the heart of Middletown, this home offers charm, convenience, and flexible value-all just minutes from restaurants, shops, and Wesleyan University.

    Sacha Armstrong William Pitt Sotheby's Internatiomal Realty

    10 Silver St, Middletown, CT 06457
  • /5

    $719,000 New Construction

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

    462 Higby Rd, Middletown, CT 06457

    Price Reduced! 4 bedroom home in a country setting near elementary school. Close to highway. Propane fired hydro-air heating and cooling. On floor plan. Gas fireplace, oak flooring, walk-in closet, tile shower in master suite, main bath. lot size is a flat acre and half with city water. Under construction.

    David White OwnerEntry.com

    462 Higby Rd, Middletown, CT 06457
  • /28

    $669,995 New Construction

    • 2 Beds
    • 2 Baths
    • 1,555 Sq Ft

    123 Webster Ln, Middletown, CT 06457

    Founders' Ridge Award-Winning 55+ Adult Community! Introducing our model home, the "STOW IV," at 123 Webster Lane has 1,555 square feet of one-level living in the highly sought-after Westfield section of Middletown. This home features many high-end upgrades, including 9-foot ceilings, white wood cabinets with quartz countertops, hardwood floors in the living areas and bedrooms, and tile in the

    Phyllis Bysiewicz Berkshire Hathaway NE Prop.

    123 Webster Ln, Middletown, CT 06457
  • /21

    $593,900 New Construction

    • 2 Beds
    • 2 Baths
    • 1,555 Sq Ft

    145 Webster Ln Unit 2-41, Middletown, CT 06457

    Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "KIRBY II," available for occupancy in late 2025! Located in the highly sought-after Westfield section of Middletown, this beautiful 1,555 sq. ft. home has the convenience of single-floor living with top-of-the-line features and Elegant Design: Enjoy the sophistication of white cabinetry with

    Phyllis Bysiewicz Berkshire Hathaway NE Prop.

    145 Webster Ln Unit 2-41, Middletown, CT 06457
  • /39

    $550,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,851 Sq Ft

    98 Cranberry Ln, Middletown, CT 06457

    CENTER HALL COLONIAL (4 bed,3.5 bath,walk-out lower level) on .38 acre lot next to 7+ acres of private Cranberry Lane Estates' woodlands. Two-story entry is flanked by formal dining room & front sitting room each with beautiful windows & hardwood floors.Enjoy the open layout & the casement window bay extension in the living room that capture the beauty of private yard & undevelopable land. Eat-in

    Gary Guyette Berkshire Hathaway NE Prop.

    98 Cranberry Ln, Middletown, CT 06457
  • /23

    $349,900

    • 3 Beds
    • 1.5 Baths
    • 2,064 Sq Ft

    6 Coles Rd, Cromwell, CT 06416

    Great opportunity to own this over-sized Ranch style home situated on over three quarters of an acre lot! Features include hardwood floors, large eat-in kitchen, living room with fireplace, separate office/den, main level laundry room, large three season porch and more. The home is located in a HB zone and has the potential for various home based businesses. Easy access to highways, shopping,

    Peter Carbutti Carbutti & Co., Realtors

    6 Coles Rd, Cromwell, CT 06416
  • /40

    $649,900

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

    96 Middle Haddam Rd, East Hampton, CT 06456

    Welcome to this beautiful home in the heart of historic Middle Haddam - a stunning 1918 barn thoughtfully transformed into a warm and character-filled home, nestled on a private, picturesque 5-acre lot complete with paddock for the equestrian's. This one-of-a-kind property seamlessly blends rustic charm with modern comforts. Step inside to find rich hardwood floors throughout and a show-stopping

    Margaret Wilcox William Raveis Real Estate

    96 Middle Haddam Rd, East Hampton, CT 06456

Why Live in Middletown

Middletown, Connecticut, a Hartford suburb with a population of nearly 50,000, boasts a rich history and a vibrant community along the Connecticut River. Originally inhabited by the Wangunk people and later an English settlement, Middletown was once Connecticut’s largest port. Today, it features a thriving downtown area with almost 200 locally owned businesses, including a variety of bars, boutiques, and international restaurants. Wesleyan University significantly contributes to the town's cultural diversity and lively atmosphere. Middletown offers a range of housing options, from historic homes near downtown to more spacious properties in suburban and rural areas like South Farms and Westfield. The town is known for its community events, such as the annual holiday tree lighting, weekly farmers market, and summer concert series on Union Green. Outdoor enthusiasts can enjoy Harbor Park on the Connecticut River, Wadsworth Falls State Park, and Crystal Lake for boating and swimming. Middletown's public schools receive high ratings, and the town is home to Wesleyan University and Middlesex Community College. Commuting is convenient with Interstate 91 providing access to Hartford (17 miles) and New Haven (27 miles), and regional bus services connecting to downtown Hartford. Violent crime rates in Middletown are below the national average, making it a relatively safe place to live. Future development plans include expanding access to the Connecticut Riverfront with mixed-use developments and green spaces.

Home Trends in Middletown, CT

Housing Trends

Median Sale Price
$325,000
Median Single Family Sale Price
$400,000
Median Townhouse Sale Price
$240,000
Median 2 Bedroom Sale Price
$230,000
Median 1 Bedroom Sale Price
$150,000
Average Price Per Sq Ft
$237
Number of Homes for Sale
33
Last 12 months Home Sales
341
Months of Supply
1.20
Median List Price
$324,900
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
4%
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