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Explore Similar Homes Within 2 Miles of Highland, ME

  • /46

    $3,190,000

    • 2 Beds
    • 2.5 Baths
    • 2,370 Sq Ft

    547 Congress St Unit 6, Portland, ME 04101

    The best private rooftop in Portland - just in time for summer. This luxurious loft-style condo offers you a unique blend of modern elegance in the heart of downtown Portland. The home boasts an expansive open concept kitchen, living room and dining area, designed with high end finishes, a gas fireplace, custom woodwork, and stunning floor to ceiling windows that flood the space with natural

    Agent Photo

    David Banks

    RE/MAX By The Bay

    (833) 772-5790

    547 Congress St Unit 6, Portland, ME 04101
  • /65

    $2,095,000

    • 3 Beds
    • 2 Baths
    • 1,623 Sq Ft

    383 Commercial St Unit 600, Portland, ME 04101

    Welcome to the top of the Old Port at Hobson's Landing, where city energy meets the rhythm of the sea, and every sunrise and sunset over Casco Bay is yours to take in. Perched above waterfront Commercial Street, Penthouse 600 is a perfect blend: a stylish corner unit with walls of windows, light that pours in from every angle, and a private 625 sq ft rooftop terrace that makes the Casco Bay

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    Nova Tower

    Waypoint Brokers Collective

    (207) 492-4572

    383 Commercial St Unit 600, Portland, ME 04101
  • /31

    $749,000

    • 1 Bed
    • 1.5 Baths
    • 1,324 Sq Ft

    11 Mellen St Unit 4, Portland, ME 04101

    This rare, stand-alone carriage house blends timeless charm with modern luxury in one of Portland's most exciting neighborhoods. Set behind a grand historic home on Mellen Street, this chic city retreat lives like a private residence with the ease of condo living.Inside, soaring ceilings, antique details, and an open-concept layout create an elegant yet welcoming space. The refreshed

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    Karen Schlegel

    Schlegel Realty

    (207) 521-9281

    11 Mellen St Unit 4, Portland, ME 04101
  • /32

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    214 Settler Rd Unit 21, South Portland, ME 04106

    This beautifully remodeled 3BR 2BA condominium offers the one-floor living you have been searching for with a spacious and open floor plan, enhanced by vaulted ceilings that create an airy, welcoming atmosphere! The kitchen is a chef's dream, featuring high-end soft-close cabinetry, granite countertops, under-cabinet lighting, and a double oven—perfect for entertaining. The large composite deck,

    Peter Coyne Coyne Webber Real Estate Associates, LLC

    214 Settler Rd Unit 21, South Portland, ME 04106
  • /65

    $1,395,000

    • 4 Beds
    • 2.5 Baths
    • 2,692 Sq Ft

    3 Caydens Way, Cape Elizabeth, ME 04107

    This breathtaking home is a testament to craftsmanship and loving care. Built in 2022 & brimming with amenities, this 4-bedroom, 3-bath treasure is tucked into a private drive that feels like a retreat. Inside, soaring ceilings, pristine floors, streaming sunlight, heat pumps, and endless design details are a delight. The kitchen & butler's pantry are a chef's dream, offering a Viking brand

    Bridget King Jason Miller King + Miller Real Estate

    3 Caydens Way, Cape Elizabeth, ME 04107
  • /105

    $1,500,000

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

    49 Smith St, South Portland, ME 04106

    Welcome to your dream home, completely renovated in 2024! This stunning property in the highly sought-after Willard Square combines modern amenities with convenient living. Perfectly positioned within walking distance to delightful restaurants and the serene Willard Beach, this home is a true gem.**Key Features:**- **Main House:** The main residence boasts three spacious bedrooms

    Michelangelo Floridino Landing Real Estate

    49 Smith St, South Portland, ME 04106
  • /59

    $1,350,000

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

    261 Vaughan St, Portland, ME 04102

    This lovely West End Victorian home was built between 1886 and 1898 for Albert Isaac Randall, a Civil War veteran. The property remained in the Randall family until 1939 when it changed hands for the first time. Unlike many homes of this era this home is light and bright with a floor plan that works well for today's lifestyle too.The blend of modern amenities such as the beautifully renovated

    Tina Lucas Lucas Real Estate

    261 Vaughan St, Portland, ME 04102
  • /86

    $1,100,000

    • 3 Beds
    • 2.5 Baths
    • 2,936 Sq Ft

    18 Forecaster Way, Scarborough, ME 04074

    Welcome to 18 Forecaster Way. A premiere setting for this sprawling custom ranch home. Greeted by a gorgeous front porch, this beautifully appointed home features soaring 10-foot ceilings throughout. No shortage of windows with remote controlled custom shades letting the sunshine in this open concept home featuring stunning coffered ceilings in the living room and a gas fireplace. The gourmet

    Amy Foley Signature Homes Real Estate Group, LLC

    18 Forecaster Way, Scarborough, ME 04074
  • /50

    $869,000

    • 2 Beds
    • 2 Baths
    • 1,180 Sq Ft

    15 Brown St Unit 405, Portland, ME 04101

    Stunning Penthouse with Panoramic City & Water Views in Downtown Portland.Experience elevated urban living in this exceptional 2-bedroom, 2-bath penthouse perfectly situated in the heart of downtown Portland. Offering expansive, unobstructed views of the city skyline and Casco Bay, this one-of-a-kind residence combines historic charm with modern luxury.Step into a space filled

    Craig Miller Portside Real Estate Group

    15 Brown St Unit 405, Portland, ME 04101
  • /49

    $959,000

    • 2 Beds
    • 2.5 Baths
    • 1,705 Sq Ft

    105 Chandlers Wharf Unit 105, Portland, ME 04101

    Discover the unique charm of Chandler's Wharf, an exclusive, gated waterfront community nestled in the vibrant heart of Portland's historic Old Port. This highly sought-after oceanfront townhouse offers 2 bedrooms, 2.5 baths, and captivating views of picturesque Casco Bay.Step inside to a spacious open-concept layout, thoughtfully designed for comfort and entertaining. The inviting living

    Erin Oldham Portside Real Estate Group

    105 Chandlers Wharf Unit 105, Portland, ME 04101
  • /40

    $629,000

    • 1 Bed
    • 1 Bath
    • 770 Sq Ft

    709 Chandlers Wharf Unit 709, Portland, ME 04101

    Experience the epitome of coastal urban living in this exceptional 1-bedroom, 1-bath condominium at Chandler's Wharf—Portland's premier waterfront address. This single-level unit offers a private deck with sweeping easterly views of Casco Bay, where you'll enjoy spectacular sunrises and a front-row seat to the working waterfront. Just outside your door is immediate access to the historic Old Port

    Tom Landry Benchmark Real Estate

    709 Chandlers Wharf Unit 709, Portland, ME 04101
  • /70

    $869,900

    • 2 Beds
    • 2.5 Baths
    • 1,338 Sq Ft

    215 High St Unit 101, South Portland, ME 04106

    Imagine waking up each morning to the sunlight sparkling on the harbor and the tugboats and cruise ships cruising by, right outside your bedroom window! You can step out onto one of two balconies for your morning coffee or evening glass of wine. Enjoy the latest blooms in the garden, check your vegetables in your own small, raised garden bed or enjoy impromptu gatherings in the patio gardens. The

    The Marc Gup Keller Williams Realty

    215 High St Unit 101, South Portland, ME 04106
  • /40

    $699,500

    • 3 Beds
    • 2.5 Baths
    • 1,832 Sq Ft

    21 Pine St Unit 2, Portland, ME 04102

    Historic Character Meets Elevated LivingIn the heart of Portland's iconic West End, discover a residence that's equal parts refined retreat and hidden gem. With three bedrooms, two and a half baths, and over 1,700 square feet of thoughtfully designed living space, this exceptional walk-up offers the best of both worlds: tucked away tranquility just steps from the city's best dining, arts, and

    Amanda Vigue Waypoint Brokers Collective

    21 Pine St Unit 2, Portland, ME 04102
  • /54

    $838,900 Open Fri 12PM - 4PM

    • 2 Beds
    • 2.5 Baths
    • 2,274 Sq Ft

    14 Plover Way Unit 25, South Portland, ME 04106

    Phase III Open - Only 4 single level & 6 2-storny w/primary on 1st floor available. New Construction! This 55plus community are craftsman-designed homes sited on 18+ designed landscaped acres. This community has17 twin villas consisting of 34 homes offering unmatched quality details & craftsmanship with exceptional HERS & Energy Star features. The showstopper - Primary Ensuite will make you

    Christina Mackey Coldwell Banker Realty

    14 Plover Way Unit 25, South Portland, ME 04106
  • /54

    $838,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,274 Sq Ft

    16 Plover Way Unit 26, South Portland, ME 04106

    Phase III Open - Only 4 single level & 6 2-storny w/primary on 1st floor available. New Construction! This 55plus community are craftsman-designed homes sited on 18+ designed landscaped acres. This community has17 twin villas consisting of 34 homes offering unmatched quality details & craftsmanship with exceptional HERS & Energy Star features. The showstopper - Primary Ensuite will make you

    Christina Mackey Coldwell Banker Realty

    16 Plover Way Unit 26, South Portland, ME 04106
  • /51

    $799,000 New Construction

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

    16 Holbrook Farms Way Unit 2, Scarborough, ME 04074

    Brand new luxury House-O-Miniums in Scarborough with Limited Time Builder Incentive - offering a 15K RATE BUY-DOWN CREDIT to lower your monthly mortgage payment - contact broker for details. The last four houses are now being built in popular Holbrook Farms with its ultra-convenient location - just 10 mins to Portland or Jetport. Enjoy the flexibility of a private house + the convenience of

    Deborah Meek Keller Williams Realty

    16 Holbrook Farms Way Unit 2, Scarborough, ME 04074
  • /29

    $499,000

    • 1 Bed
    • 1.5 Baths
    • 798 Sq Ft

    547 Congress St Unit 3B, Portland, ME 04101

    Architectural Charm in the Heart of Portland's Arts District This extraordinary third-floor condo in Winslow Lofts offers a rare blend of historic character and modern comfort, all within Portland's vibrant Arts District. Converted in the early 2000s from an 1875 building, the space retains its architectural integrity with soaring 9-foot ceilings, exposed brick walls, arched windows, and hardwood

    Heather Shields Legacy Properties Sotheby's International Realty

    547 Congress St Unit 3B, Portland, ME 04101
  • /23

    $390,000

    • 1 Bed
    • 1 Bath
    • 823 Sq Ft

    9 Lewis St Unit 3B, Portland, ME 04102

    Experience the best of Portland living in the leafy, historic West End! This bright and inviting condo features abundant natural light, wood floors throughout, and a smart, efficient layout. Nestled in a quiet neighborhood just minutes from the Old Port, shopping, and fine dining, it offers the perfect balance of privacy and convenience. Enjoy a shared outdoor garden/patio, and modern updates

    Elise Loschiavo Vitalius Real Estate Group, LLC

    9 Lewis St Unit 3B, Portland, ME 04102
  • /58

    $675,000

    • 4 Beds
    • 2.5 Baths
    • 2,369 Sq Ft

    8 Rocky Hill Rd, Scarborough, ME 04074

    Welcome to 8 Rocky Hill Road - Nestled on a serene, tree-lined cul-de-sac in the desirable Olde Millbrooke Association, this spacious 4-bedroom, 2.5-bath home offers the perfect blend of comfort, location, and lifestyle. Set on a half-acre lot just off Black Point Road, the property features an attached 2-car garage, a walkout daylight basement, and both a gas and wood-burning fireplace—ideal for

    Derek Goff Joseph Tomazin Signature Homes Real Estate Group, LLC

    8 Rocky Hill Rd, Scarborough, ME 04074
  • /16

    $575,000

    • 3 Beds
    • 1 Bath
    • 786 Sq Ft

    10 Exchange St Unit 413, Portland, ME 04101

    Live in the vibrant heart of Portland's historic Old Port District - where cobblestone streets, fine dining, and coastal city charm are just outside your door. This stylish, airy, and bright 3-bedroom pied-A -terre offers convenience and a fantastic opportunity to own in the coveted downtown area. As part of a community of 28 units, this residence provides a clean, modern package with numerous

    Lewis Wheelwright LandVest, Inc.

    10 Exchange St Unit 413, Portland, ME 04101
  • /45

    $629,500

    • 3 Beds
    • 2.5 Baths
    • 2,043 Sq Ft

    9 Teal Point Dr, Scarborough, ME 04074

    Welcome to this beautifully maintained and tastefully updated condominium in the highly sought-after Teal Point Condominium Association. The first floor features an open layout with vaulted ceilings in the living room, a dining area, and an updated kitchen equipped with a Sub-Zero refrigerator and Thermador range. You'll also find a versatile den or office, a bedroom with ensuite bath, a half

    John Hatcher Keller Williams Realty

    9 Teal Point Dr, Scarborough, ME 04074
  • /45

    $540,000

    • 3 Beds
    • 1 Bath
    • 1,322 Sq Ft

    35 Jefferson St, South Portland, ME 04106

    This cozy and updated home nestled in the highly desirable Ferry Village neighborhood of South Portland is waiting for you! Enjoy the convenience of being just a stone's throw from the iconic Bug Light Park, beautiful public beaches, and bustling marinas. This delightful property offers a perfect blend of comfort, style, and an unbeatable location. The office and bonus space waiting to be

    Jamie Moody Realty of Maine

    35 Jefferson St, South Portland, ME 04106
  • /4

    $549,900

    • 3 Beds
    • 1 Bath
    • 1,257 Sq Ft

    33 Second St, South Portland, ME 04106

    Situated on a spacious corner double lot, this beautiful bungalow offers room to grow and opportunity to add your own customizations. The first floor features two bedrooms and an updated full bathroom, while the second level provides a versatile third bedroom and cozy sitting area, perfect for guests or a home office. Enjoy the beauty of original period moldings throughout, complemented by

    Joe Flynn The Atlantic Real Estate Network

    33 Second St, South Portland, ME 04106
  • /13

    $2,150,000

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

    55 Carleton St Unit B, Portland, ME 04102

    OCCUPANCY OCTOBER 2025- SITE TOURS AVAILABLE! West End charm meets modern luxury. Historically inspired, sophisticated and energy efficient--these new construction town houses will be ready for occupancy this fall. With thoughtful design inside and out, the condo units will live more like a (low maintenance) gracious single family. This exciting reuse of an underutilized lot in one of Portland's

    Allessandra Malone Waypoint Brokers Collective

    55 Carleton St Unit B, Portland, ME 04102
  • /10

    $2,099,000

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

    51 Carleton St Unit B, Portland, ME 04102

    OCCUPANCY OCTOBER 2025- SITE TOURS AVAILABLE! West End charm meets modern luxury. Historically inspired, sophisticated and energy efficient--these new construction town houses will be ready for occupancy this fall. With thoughtful design inside and out, the condo units will live more like a (low maintenance) gracious single family. This exciting reuse of an underutilized lot in one of Portland's

    Allessandra Malone Waypoint Brokers Collective

    51 Carleton St Unit B, Portland, ME 04102
  • /51

    $985,000

    • 2.5 Baths
    • 2,568 Sq Ft

    362 Danforth St, Portland, ME 04102

    Rare opportunity in the West End! Currently a two-family, this property is ideal for conversion to its original single family use. The location is superb, perched on Danforth Street in the West End, with views of the Fore River. The large lot is a gem in this neighborhood, offering green space and outdoor enjoyment. Many original details combined with open, sun-filled spaces await your ideas!

    Whitney Harvey Town & Shore Real Estate

    362 Danforth St, Portland, ME 04102
  • /22

    $355,000

    • 1 Bed
    • 1 Bath
    • 616 Sq Ft

    104 Grant St Unit 403, Portland, ME 04101

    Welcome to your dream condo nestled on the picturesque peninsula of Portland, where city living meets serene comfort. This modern 1-bedroom, 1-bath home on the 4th floor comes with sweeping treetop views and floods of natural light through stunning floor-to-ceiling windows. Inside, you'll find sleek European-style design with energy-efficient features throughout, from quartz countertops to

    Yasmine Habash Keller Williams Realty

    104 Grant St Unit 403, Portland, ME 04101
  • /18

    $359,000

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft

    27 Pleasant Ave, South Portland, ME 04106

    Bright updated ranch located in a convenient South Portland neighborhood near all services.Refinished hardwood floor throughout except for the kitchen (new vinyl plank), updated bath with tile floor, fresh paint inside and outside, new exterior doors, and new light fixtures. Clean full unfinished basement with potential for expansion, and spacious rear yard. A heat pump unit in the living

    Ken Hashimoto Dan Anderson Real Estate, Inc.

    27 Pleasant Ave, South Portland, ME 04106
  • /40

    $735,500

    • 3 Beds
    • 2 Baths
    • 1,385 Sq Ft

    3 Solar Way Unit 3, South Portland, ME 04106

    Discover your eco-friendly haven in the heart of southern Maine. These three-bedroom homes offer comfort and convenience with two floors of classic modern living adjacent to the Neighborhood Park. Experience luxurious living without the maintenance. A great layout for remote working and larger families. Seller Concessions Available.

    The Marc Gup Keller Williams Realty

    3 Solar Way Unit 3, South Portland, ME 04106
  • /44

    $674,900

    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    46 Haven Rd, South Portland, ME 04106

    Welcome to 46 Haven Rd! Nestled in one of the most desired streets in South Portland's Meeting House Hill neighborhood, this cozy home boasts 3 bedrooms and 1.5 baths. This home perfectly blends classic character with thoughtful updates throughout.From the inviting front porch (perfect for your morning coffee ritual) to the hardwood floors, wood-burning fireplace, and sunny, soul-soothing

    Elyssa Kmetz NextHome Experience

    46 Haven Rd, South Portland, ME 04106
  • /50

    $1,600,000

    • 3 Beds
    • 3.5 Baths
    • 2,394 Sq Ft

    749 Congress St Unit 5, Portland, ME 04102

    Among the nicest homes ever built in Portland, this 3-bedroom, 3.5-bathroom townhouse set in a quiet alcove off Congress Street has it all: Chef's kitchen, elevator, three outdoors spaces, two-car garage, gym space, office space, air-conditioning, three en-suite bathrooms, gorgeous finishings, deck views of Back Cove and the White Mountains, nearly soundproof walls, low HOA fees, potentially

    Jason Singer Keller Williams Realty

    749 Congress St Unit 5, Portland, ME 04102
  • /44

    $455,000

    • 2 Beds
    • 1 Bath
    • 1,068 Sq Ft

    3 Walker St Unit 4, Portland, ME 04102

    First time on market in 20 years. Located in Portland's iconic West End, this top-floor-2-bedroom, 1-bath condo blends historic charm with modern updates. Beautifully maintained, the home features gleaming hardwood floors throughout, a custom-designed kitchen, and a sunroom that doubles perfectly as a second bedroom or home office. The spacious primary bedroom is a true retreat, complete with

    Matthew Robedee Excellence Realty

    3 Walker St Unit 4, Portland, ME 04102
  • /51

    $540,000

    • 2 Beds
    • 1 Bath
    • 730 Sq Ft

    148 Breakwater Dr Unit 809, South Portland, ME 04106

    This top floor Penthouse unit with a one of a kind view is breathtaking. With Casco Bay at your fingertip, you could literally sit and watch the inner workings of the ships channel and all Portland Harbor activities.This two-bedroom unit features 762 square feet, fresh painted, new carpeted & new stainless appliances could make this an entirely fresh beginning. Breakwater at Spring Point is a

    Thomas Ranello RE/MAX Shoreline

    148 Breakwater Dr Unit 809, South Portland, ME 04106
  • /48

    $440,000

    • 1 Bed
    • 1 Bath
    • 584 Sq Ft

    148 Breakwater Dr Unit 808, South Portland, ME 04106

    Breathetaking views from this top floor Penthouse unit with a one of a kind exposure to all of the natural beauty of Portland harbor and Casco Bay.Framed by the city skyline, FortGorges and the inner harbor islands. Freshly painted and newly carpeted this unit is a blank canvas awaiting your final touches..Breakwater at Spring Point is a largecondominium building set between

    Thomas Ranello RE/MAX Shoreline

    148 Breakwater Dr Unit 808, South Portland, ME 04106
  • /25

    $349,999

    • 2 Beds
    • 1 Bath
    • 732 Sq Ft

    45 Dawson St, South Portland, ME 04106

    Nicely updated!! This South Portland Ranch offers classic charm in a location that is hard to beat! Conviently located near golf courses, schools, community center, parks, playing fields, trails, shops, restaurants, transportation hubs, garden centers and more!! Easy access to everything the area has for offerings. Minutes to Casco Bay!Inside the home features new appliances & kitchen,

    Gerald Morin Keller Williams Realty

    45 Dawson St, South Portland, ME 04106
  • /22

    $275,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    25 Minott St Unit 9, South Portland, ME 04106

    Affordable South Portland condo that abuts the Green Belt! All new appliances ,flooring, paint, hot water heater and overall updates. Can't beat the location - easy to walk to South Portland's vibrant downtown and into Portland.This property is ready to move in or rent.Designated parking and guest parking available.Close to schools , airport , mall and waterfrontLow condo

    Brian Mayhew Landing Real Estate

    25 Minott St Unit 9, South Portland, ME 04106
  • /33

    $875,000

    • 4 Beds
    • 4 Baths
    • 7,458 Sq Ft

    13 Ocean St, South Portland, ME 04106

    Great opportunity to own this New England gem in Knightsville.Perfect for someone looking to have their business right below their residence. Three stories with nearly four thousand square feet are awaiting your clever plans! The location is incredible, stroll to local shops and Eateries, soak up the waterfront views from the third story deck. Welcome home!

    Christine Pemberton Pemberton Real Estate

    13 Ocean St, South Portland, ME 04106
  • /39

    $1,900,000

    • 2 Beds
    • 2 Baths
    • 1,601 Sq Ft

    387 Commercial St Unit 527, Portland, ME 04101

    STUNNING corner condo with panoramic water views!This spacious 2-bedroom, 2-bath condo boasts 1,600 square feet of luxurious living space with breathtaking water views in every room. Thoughtfully designed with custom built-ins, elegant crown moldings, and a modern gas fireplace, this condo perfectly combines comfort and style. The well-appointed kitchen includes a pantry, while both

    Whitney Harvey Town & Shore Real Estate

    387 Commercial St Unit 527, Portland, ME 04101
  • /31

    $725,000

    • 2 Beds
    • 2.5 Baths
    • 1,264 Sq Ft

    8 Overlook Dr Unit 7, Scarborough, ME 04074

    Enjoy the best of Maine's coastline in this stunning, newly built condo just steps from Pine Point Beach. This end unit is designed with comfort and style in mind, this spacious unit features an open-concept layout and thoughtful upgrades throughout.Take in sweeping views of the serene marsh from not one, but two private decks. Perfect for your morning coffee or a relaxing sunset

    Mary Conroy Portside Real Estate Group

    8 Overlook Dr Unit 7, Scarborough, ME 04074
  • /33

    $460,000

    • 2 Beds
    • 1 Bath
    • 1,142 Sq Ft

    16 Guilford Ct Unit B1, Portland, ME 04101

    Discover comfort and convenience in this nearly brand new 2-bedroom + office, 1-bath condo located in the heart of downtown Portland. Perfect as a primary residence or second home, this property offers a seamless move-in opportunity in one of New England's most desirable cities. The open-concept layout includes a spacious eat-in kitchen, inviting living area, and a dedicated office nook—ideal for

    Elise Loschiavo Vitalius Real Estate Group, LLC

    16 Guilford Ct Unit B1, Portland, ME 04101

Home Trends in Highland, ME

Housing Trends

Median Sale Price
$348,450
Median Single Family Sale Price
$461,605
Average Price Per Sq Ft
$300
Number of Homes for Sale
9
Last 12 months Home Sales
18
Months of Supply
6.00
Median List Price
$457,605
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-2%
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