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Chesapeake, VA Condos for Sale

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  • /31

    $210,000

    • 2 Beds
    • 2 Baths
    • 978 Sq Ft

    2201 Rock Cliff Reach Unit A, Chesapeake, VA 23320

    You do not want to miss this stunning condo! It features fresh paint throughout, professionally cleaned carpets, and appliances, making it move-in ready. Nestled right in the heart of Greenbrier, this location offers ultimate convenience with quick access to a selection of entertainment, dining, and shopping. Don't wait schedule your tour today and see this property for yourself!

    Agent Photo

    Keisha Rorie

    Shipmate Real Estate +JPAR

    2201 Rock Cliff Reach Unit A, Chesapeake, VA 23320
  • /23

    $239,900

    • 2 Beds
    • 2 Baths
    • 1,367 Sq Ft

    4332 Hillingdon Bend Unit 206, Chesapeake, VA 23321

    Located in the Western Branch North area of Chesapeake, Virginia, 4332 Hillingdon Bend, Unit 206, is a second-floor condominium built in 2014. The residence offers approximately 1,367 square feet of single-level living space with an open floor plan and nine-foot ceilings. It features two bedrooms and two full bathrooms, including a primary suite equipped with dual closets. The kitchen includes

    Agent Photo

    Jon Bourque

    Verian Realty

    4332 Hillingdon Bend Unit 206, Chesapeake, VA 23321
  • /22

    $285,000

    • 2 Beds
    • 2 Baths
    • 1,141 Sq Ft

    1305 Quail Creek Hollow Unit A, Chesapeake, VA 23320

    Enjoy easy, one-level living in this charming end-unit condo located in a highly desirable golf course community! The bright, open floor plan features vaulted ceilings in the great room & kitchen, creating a spacious feel. The kitchen offers ample cabinet & counter space, a breakfast bar, & pantry, while the dining area showcases beautiful built-in cabinetry providing additional storage. Relax or

    Agent Photo

    Stephanie Kelly

    Swell Real Estate Co

    1305 Quail Creek Hollow Unit A, Chesapeake, VA 23320
  • /20

    $272,000

    $2K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,025 Sq Ft

    449 E Lake Cir, Chesapeake, VA 23322

    Welcome home to this bright and inviting condo conveniently located just off Cedar Rd, placing you minutes from shopping, local restaurants, entertainment, and everything the area has to offer. Whether you’re relaxing by the pool, grabbing dinner, meeting friends, or enjoying a night out, you’ll appreciate having so many amenities nearby. Inside, you’ll find soaring vaulted ceilings and arched

    Agent Photo

    Timothy Eure

    COVA Home Realty

    449 E Lake Cir, Chesapeake, VA 23322
  • /8

    $265,000

    $31K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    813 Shenandoah River Rd, Chesapeake, VA 23320

    Easy Fixer Upper. Great Neighborhood (desirable Kingsford section of the Riverwalk community). **Priced well below market value! **ARV $315k+. **Selling As-Is. **No Contingencies. **Cash Preferred. **Excellent opportunity for Handyman, Investor or Landlord. **Condo fee includes exterior building maintenance, community pool, trash collection, and much more!

    Agent Photo

    Tierra Walker

    Walker One Property Group LLC

    813 Shenandoah River Rd, Chesapeake, VA 23320
  • /50

    $449,500

    • 3 Beds
    • 3.5 Baths
    • 2,140 Sq Ft

    433 Asuza St, Chesapeake, VA 23323

    Welcome to this stunning, like-new home in the highly sought-after Grassfield area of Chesapeake! Built in 2021, this beautifully maintained 3-bedroom, 3.5-bath home offers 2,140 sqft of thoughtfully designed living space filled with natural light. Step inside to charming hall tree built-ins, soaring cathedral ceilings, and an open-concept layout perfect for everyday living and entertaining. The

    Agent Photo

    Imani Overton-Santos

    Iron Valley Real Estate Prestige

    433 Asuza St, Chesapeake, VA 23323
  • /9

    $537,900

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 2,200 Sq Ft

    130 Lenas Way, Chesapeake, VA 23320

    Inquire about 5.75 rate! Minutes to Greenbrier - Joseph’s Meadow Site: 369 Scotland Lane or TOUR MODEL HOME: 910 Bernard Ln. Open Sat/Sun 12-4 - Award-winning builder - Sophisticated Row homes with upgraded building package - Airy 10’ ceilings with 9’ lower and upper floors - Oversized windows - Extensive hardwood - First-floor bedroom w/ensuite bath - 10x20 Covered porch and front porch - Chef’s

    Agent Photo

    Monique Darling

    BHHS RW Towne Realty

    130 Lenas Way, Chesapeake, VA 23320
  • /25

    $577,740

    New Construction
    • 3 Beds
    • 3 Baths
    • 2,642 Sq Ft

    2166 Edwin Dr, Chesapeake, VA 23322

    Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets,

    Victoria Clark D R Horton Realty of Virginia

    2166 Edwin Dr, Chesapeake, VA 23322
  • /24

    $506,990

    New Construction Open Wed 10AM - 6PM $7K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,462 Sq Ft

    2152 Edwin Dr, Chesapeake, VA 23322

    The Asheville, one of our quad-style homes, features two bedrooms and 2 full baths. Refreshing and cottage-like, The Asheville is single level living at its finest. A welcoming covered front porch leads you to a spacious living room with fireplace. At the heart of the home, the Kitchen is within reach of the dining room, pantry, laundry room, and access to the two-car garage. The Kitchen is

    Victoria Clark D R Horton Realty of Virginia

    2152 Edwin Dr, Chesapeake, VA 23322
  • /25

    $597,740

    New Construction
    • 3 Beds
    • 3 Baths
    • 2,642 Sq Ft

    2205 Edwin Dr, Chesapeake, VA 23322

    Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets,

    Victoria Clark D R Horton Realty of Virginia

    2205 Edwin Dr, Chesapeake, VA 23322
  • /24

    $504,990

    New Construction Open Thu 10AM - 6PM $26K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,462 Sq Ft

    2202 Edwin Dr, Chesapeake, VA 23322

    The Asheville, one of our quad-style homes, features two bedrooms and 2 full baths. Refreshing and cottage-like, The Asheville is single level living at its finest. A welcoming covered front porch leads you to a spacious living room with fireplace. At the heart of the home, the Kitchen is within reach of the dining room, pantry, laundry room, and access to the two-car garage. The Kitchen is

    Victoria Clark D R Horton Realty of Virginia

    2202 Edwin Dr, Chesapeake, VA 23322
  • /7

    $165,000

    • 2 Beds
    • 1 Bath
    • 851 Sq Ft

    3337 Clover Meadows Dr, Chesapeake, VA 23321

    Welcome home to this charming first-floor condo in the desirable Clover Meadows community of Western Branch! Offering 2 bedrooms and 1 full bath, this well-maintained condo features an open and functional layout with abundant natural light and added privacy as an end unit. Enjoy easy one-level living with a spacious living area, cozy dining space, and a bright kitchen with ample cabinet storage.

    Jessica Cecchini RE/MAX Alliance

    3337 Clover Meadows Dr, Chesapeake, VA 23321
  • /50

    $535,000

    • 3 Beds
    • 2.5 Baths
    • 2,526 Sq Ft

    420 Dundee Ln, Chesapeake, VA 23322

    Welcome home to easy, low-maintenance, luxury living in Eagle Pointe, Chesapeake’s premier 55+ community! This move-in-ready Hamilton plan features brand-new flooring, a new water heater, and TWO spacious primary suites - one on each level - perfect for guests or multi-generational living. The eat-in granite kitchen offers an island and stainless steel appliances and opens to a bright, sunny

    Beth Wiegan The Real Estate Group

    420 Dundee Ln, Chesapeake, VA 23322
  • /20

    $338,000

    • 3 Beds
    • 2.5 Baths
    • 1,870 Sq Ft

    1428 Leckford Dr, Chesapeake, VA 23320

    Move right into this beautifully updated 3-bedroom, 2.5-bath condo offering nearly 1,900 square feet of stylish, low-maintenance living in the heart of Chesapeake. Freshly painted with gorgeous wood flooring on the main level and brand-new carpet upstairs, this home is truly move-in ready. The spacious open-concept layout is perfect for both everyday living and entertaining. The bright kitchen

    Angela Jernigan Realty One Group Unified

    1428 Leckford Dr, Chesapeake, VA 23320
  • /26

    $199,900

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    717 Inlet Quay Unit H, Chesapeake, VA 23320

    Move-in ready and ideally located in the heart of Chesapeake! This well-maintained home features a spacious layout, two private terraces, and convenient access to shopping, dining, and major commuter routes. Property is being sold as-is. Home could use some TLC, offering a great opportunity to make it your own in a prime location.** SOME PHOTOS ARE VIRTUALLY STAGED.

    Danielle Morse The Bryant Group

    717 Inlet Quay Unit H, Chesapeake, VA 23320
  • /50

    $245,000

    • 2 Beds
    • 2 Baths
    • 1,285 Sq Ft

    1016 Thoroughgood Way Unit 302, Chesapeake, VA 23324

    Welcome to Village at Gateway in the heart of South Norfolk! This beautifully maintained third-floor condo is easily accessed via elevator and features an open-concept floor plan with oversized rooms and abundant natural light from skylights. The upgraded kitchen provides ample cabinetry, a pantry, and bar seating for four for casual dining or entertaining. Enjoy indoor-outdoor living with a

    Lauren Harrigan Better Homes & Gdns Ntv Am Grp

    1016 Thoroughgood Way Unit 302, Chesapeake, VA 23324
  • /26

    $309,000

    $6K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,456 Sq Ft

    502 Hermit Thrush Way, Chesapeake, VA 23323

    Meticulously maintained 2-bedroom, 2.5-bath condo with newer HVAC and LVP flooring on the main level. Spacious floor plan with tons of natural light, bonus room/office and 2 Primaries with en-suite baths. Enjoy an olympic sized pool, dog park, playgrounds, community center, and lake, all just minutes from shopping, dining, and interstate access. Don't miss this opportunity to live in a

    Trey Vineyard Vineyard Homes Real Estate

    502 Hermit Thrush Way, Chesapeake, VA 23323
  • /50

    $287,500

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    5 Harbor Watch Dr Unit 419, Chesapeake, VA 23320

    Enjoy low-maintenance living at Harbor Watch in Great Bridge. This well-maintained third-floor condo with elevator access offers 3 bedrooms, 2 baths, and 1,764 sq ft of comfortable living space. The open-concept layout connects the kitchen, dining, and living areas, with sliding glass doors leading to a private balcony and filling the home with natural light. The spacious primary suite includes a

    Paulette Harris Howard Hanna Real Estate Svcs.

    5 Harbor Watch Dr Unit 419, Chesapeake, VA 23320
  • /25

    $225,000

    • 2 Beds
    • 2 Baths
    • 919 Sq Ft

    1012 Rue Marseille, Chesapeake, VA 23320

    Hard to find single level living! Newer LVP flooring in main living area, carpet in bedrooms less than 2 years old, galley kitchen and updated light fixtures. End unit tucked away but right across from the pool! All new windows and sliding glass door, move in ready.

    Christine Ornoff Long & Foster Real Estate Inc.

    1012 Rue Marseille, Chesapeake, VA 23320
  • /24

    $345,000

    • 3 Beds
    • 2.5 Baths
    • 1,870 Sq Ft

    1439 Rollesby Way, Chesapeake, VA 23320

    Welcome home to this beautifully maintained 3-bedroom, 2.5-bath condo in the highly desirable Greenbrier area of Chesapeake. This well designed home features two primary suites, each with a private bath, offering exceptional flexibility for guests, roommates, or multigenerational living. The bright open floor plan provides comfortable living and entertaining space, while the 1st floor bedroom can

    Susan Deckner 1st Class Real Estate Flagship

    1439 Rollesby Way, Chesapeake, VA 23320
  • /26

    $234,999

    • 2 Beds
    • 2 Baths
    • 961 Sq Ft

    315 Gainsborough Square, Chesapeake, VA 23320

    Welcome to this beautifully updated, move-in ready 2-bedroom, 2-bath condo! Freshly painted throughout, this home features new carpet, vinyl flooring, and all-new kitchen appliances. HVAC was replaced in 2021 and the hot water heater in 2023. The bright, open layout offers a spacious living area perfect for relaxing or entertaining. The primary suite includes a private bath and ample closet

    Cindy Powell Iron Valley Real Est Norfolk

    315 Gainsborough Square, Chesapeake, VA 23320
  • /42

    $215,900

    • 2 Beds
    • 1 Bath
    • 822 Sq Ft

    1709 Rock Bridge Mews Unit B, Chesapeake, VA 23320

    Welcome home to the heart of Greenbrier! This charming and stylish 2-bedroom, 1-bath second-floor condo in the desirable Heather Pointe Condominiums offers the perfect combination of comfort, convenience, and updates. Conveniently located behind Greenbrier Mall, you'll enjoy easy access to shopping, dining, entertainment, and major interstates. The beautifully remodeled kitchen (2021) features

    Tina Mainer Green Tree Real Estate Inc

    1709 Rock Bridge Mews Unit B, Chesapeake, VA 23320
  • /28

    $239,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,236 Sq Ft

    613 Sail Fish Quay, Chesapeake, VA 23320

    Wonderful first floor condo located in the popular River Walk neighborhood. This condo features 2 bedrooms, 2 full bathrooms with a private patio. A new HVAC system is less than 3 years old!!! It is near schools, shopping, restaurants, and the interstate. You can enjoy the large pool, clubhouse, walking and biking trails, playgrounds, tennis courts, dock, landscaping and much more!

    C Jeff Bunn BHHS RW Towne Realty

    613 Sail Fish Quay, Chesapeake, VA 23320
  • /19

    $159,900

    • 2 Beds
    • 1 Bath
    • 897 Sq Ft

    3331 Clover Meadows Dr, Chesapeake, VA 23321

    Move in ready 2 bedroom 1 bath condo in Western Branch. Open layout with spacious living room with vaulted ceiling and skylight. Large utility room with washer and dryer that convey. Renovated in 2025 with new HVAC 2025 and hot water heater 2026. New carpet, LVP, and paint in 2025. Newer appliances to include dryer (2025), dishwasher (2025), and electric range (2026). Exterior storage shed next

    Dulcie Grabarczyk BHHS RW Towne Realty

    3331 Clover Meadows Dr, Chesapeake, VA 23321
  • /25

    $379,900

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 1,847 Sq Ft

    852 Royal Grove Ct, Chesapeake, VA 23320

    Welcome to 852 Royal Grove Court, a beautifully maintained 3-bedroom, 2.5-bath townhome in Chesapeake, Virginia. Offering 1,847 square feet, an attached one-car garage, and an open floor plan, this home blends comfort, style, and convenience. The first-floor primary suite features private patio access, a walk-in closet, a jetted walk-in tub, and a separate shower. The updated kitchen includes

    Mark Allen Iron Valley Real Est Norfolk

    852 Royal Grove Ct, Chesapeake, VA 23320
  • /22

    $235,000

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    716 Rapidan River Ct Unit H, Chesapeake, VA 23320

    Beautifully maintained 2 bedroom, 2 bath 1st floor condo is tucked away in Riverwalk, overlooking a peaceful wooded view. The updated kitchen features granite countertops, white cabinetry and stainless steel appliances, and opens seamlessly to the dining and living areas. Laminate flooring extends throughout the living room, dining area and hallway with carpet in both bedrooms. The spacious

    Melody Workman Howard Hanna Real Estate Svcs.

    716 Rapidan River Ct Unit H, Chesapeake, VA 23320
  • /36

    $248,500

    • 2 Beds
    • 2.5 Baths
    • 1,254 Sq Ft

    772 Ridge Cir, Chesapeake, VA 23320

    Come see this beautiful 2 bedroom, 2 1/2 bath end-unit condo in Knells Ridge — where style meets easy living! Step inside to a bright,open-concept layout with cozy fireplace that sets the tone for relaxed evenings. The updated kitchen features a pantry, gleaming granitecountertops and stainless steel appliances, perfect for whipping up your favorite meals or entertaining guests. The

    Katherine Durbin Shaffer Real Estate Inc.

    772 Ridge Cir, Chesapeake, VA 23320
  • /26

    $225,000

    • 2 Beds
    • 2 Baths
    • 978 Sq Ft

    1718 Rock Bridge Mews Unit B, Chesapeake, VA 23320

    JUST PLAIN CUTE. WELCOME TO THIS BEAUTIFULLY UPDATED FIRST FLOOR 2 BED/2 BATH CONDO WITH THE SWEETEST COASTAL INSPIRED KITCHEN WITH CUSTOM MOSIAC TILE. ITS COZY. LOW MAINTNANCE AND PERFECTLY LOCATED NEAR SHOPPING, RESTAURANTS AND INTERSTATE! CONDO ASSN COVERS MASTER INSURANCE POLICY, GROUNDS MAINTENANCE, WATER, SEWER.

    Sheri Pynn Creed Realty

    1718 Rock Bridge Mews Unit B, Chesapeake, VA 23320
  • /49

    $310,000

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

    4 Harbor Watch Dr Unit 520, Chesapeake, VA 23320

    Exceptional top-floor corner condo with a deeded boat slip complete with water and electricity, ideally located near the river for easy access to boating, fishing, kayaking, cruising. This 3-bedroom, 2-bath home offers a bright, open floor plan with a spacious kitchen overlooking the dining and living areas. Both bedrooms feature ensuite baths. The primary suite includes dual sinks and a large

    Gina Cross Swell Realty Co

    4 Harbor Watch Dr Unit 520, Chesapeake, VA 23320
  • /43

    $335,000

    • 3 Beds
    • 2.5 Baths
    • 1,870 Sq Ft

    1523 Pucknall Dr, Chesapeake, VA 23320

    Easy living awaits in this 3-bedroom, 2.5-bath condo in the heart of Greenbrier. The living room is filled with natural light and offers a warm, inviting feel from the moment you walk in. The large kitchen features plenty of cabinet and counter space, a walk-in pantry, and opens to the dining area, making everyday living and entertaining easy. A first-floor bedroom adds flexibility and

    Jonathan Shepheard House Goals

    1523 Pucknall Dr, Chesapeake, VA 23320
  • /4

    $190,000

    • 2 Beds
    • 2.5 Baths
    • 1,254 Sq Ft

    747 Ridge Cir, Chesapeake, VA 23320

    Unlock incredible potential with this two-bedroom, two-bathroom condo, offering a fantastic blank canvas for investors, flippers, or homeowners looking to customize their own space. The main living area features a bright, open-concept layout with wood floors, a cozy fireplace, and sliding glass doors that open to a private patio. The adjacent kitchen features white cabinetry and a convenient

    Robert Thompson EXP Realty LLC

    747 Ridge Cir, Chesapeake, VA 23320
  • /25

    $345,900

    New Construction
    • 2 Beds
    • 2.5 Baths
    • 1,464 Sq Ft

    4987 Boone Rd, Chesapeake, VA 23321

    Welcome to Piney Grove, an exquisite community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This 2-level plan beautifully showcases an open floorplan w/ luxurious upgrades. The kitchen stuns guests w/ upgraded quartz countertops, subway tile backsplash, & soft-close drawers. Easily maintained & durable LVP flooring & crown molding throughout 1st

    Lisa Kyriakides Corinth Realty LLC

    4987 Boone Rd, Chesapeake, VA 23321
  • /14

    $280,000

    • 2 Beds
    • 2 Baths
    • 1,383 Sq Ft

    1641 Orchard Grove Dr, Chesapeake, VA 23320

    This fantastic move-in-ready condo has undergone numerous recent upgrades (too many to list).LVP flooring and carpet, fresh paint throughout. 1st floor features include a BR with an attached bath and soaring vaulted ceilings. Tucked away in a private area, this property backs up to a private grassy area. Community amenities include a pool.

    Paul Spektor 757 Realty

    1641 Orchard Grove Dr, Chesapeake, VA 23320
  • /20

    $285,000

    • 2 Beds
    • 2.5 Baths
    • 1,276 Sq Ft

    2351 Old Greenbrier Rd, Chesapeake, VA 23325

    This beautifully updated 2 bedroom, 2.5 baths, 2 story condo features 2 full primary ensuite bedrooms w/updated bathrooms including new sinks, counter, vanities, lighting, & toilets. In addition, brank new LPV flooring, new upgraded carpet 2nd floor, fresh paint throughout, new kitchen cabinets, new granite counters and new stainless-steel appliances create a clean and modern feel. There is a

    Nancy Myers EXIT Realty Central

    2351 Old Greenbrier Rd, Chesapeake, VA 23325
  • /43

    $284,000

    • 2 Beds
    • 2.5 Baths
    • 1,314 Sq Ft

    2806 Baldwin Dr, Chesapeake, VA 23321

    Located in one of the most private settings in The Woodlands, this condo offers a spacious, modern layout with wooded views and no buildings directly behind. The open first floor features a bright living area, dining space, and a well-equipped kitchen with abundant counter space, breakfast bar, stainless steel appliances, and a large pantry. Sliding doors open to a fenced patio with a storage

    Michelle Helmsderfer BHHS RW Towne Realty

    2806 Baldwin Dr, Chesapeake, VA 23321

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Why Live in Chesapeake

The Great Dismal Swamp National Wildlife Refuge beckons nature lovers with extensive hiking trails and prime kayaking waters, while the Chesapeake Arboretum showcases themed gardens and walking paths. Northwest River Park provides camping, fishing, and boating opportunities alongside Oak Grove Lake Park's scenic waterfront and playground facilities. The city's dining scene features distinctive local establishments like Ang Sushi Bistro, known for innovative Asian fusion, and Cutlass Grille, serving Jamaican and Southern BBQ specialties. The Butcher's Son Chop House and Amber Lantern Restaurant deliver upscale dining experiences with locally sourced ingredients.

The Chesapeake housing market includes diverse options across several established neighborhoods. The median price for single family homes in Great Bridge is $555,000, while Greenbrier East commands $525,000. Western Branch presents more moderate pricing with a median of $445,000 for single family homes. South Norfolk and Indian River provide more affordable options, with median single family home prices of $300,000 and $320,000 respectively. Condominiums start at a median price of $191,000 for one bedroom units and $255,000 for two bedrooms.

Chesapeake maintains a favorable property tax rate of 0.82%, lower than Norfolk at 1.01% and Portsmouth at 1.07%. The city contains several highly rated schools, including Grassfield High School serving Great Bridge. Private education options include Veritas Collegiate Academy and St. Matthew's Catholic School, both rated A plus by Niche. Commute times to neighboring cities average 15 to 20 minutes to Norfolk and Virginia Beach via I 64, I 464, and I 664, with Hampton Roads Transit providing public transportation connections throughout the region.

Condo Price Trends

Median Condo Price
$322,500
Median 1-Bedroom Condo Price
$207,250
Median 2-Bedroom Condo Price
$255,000
Median 3-Bedroom Condo Price
$445,000
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