Middletown, NY Homes

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  $419,000

  • 3 Beds
  • 1.5 Baths
  • 1,984 Sq Ft

  32 Dudley Ln, Middletown, NY 10940

  All you need is a moving van! Move right into this beautifully renovated 3-bedroom Nantucket-style Colonial, ideally set on a quiet street. Features include a spacious, sun-filled kitchen with quartz countertops, tiled flooring, and oversized windows, a warm and inviting family room with a fireplace, and three generously sized bedrooms. Additional highlights include an attached garage and a

  Naomi Streicher Q Home Sales

  32 Dudley Ln, Middletown, NY 10940
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  /35

  $2,078 - $3,256 per month

  Boulder Pointe Apartments

  1 - 3 Beds

  201 Genung St, Middletown, NY 10940

  Welcome home to Boulder Pointe Apartments! Our apartments in Middletown, NY allow you to reside in comfort and sophistication while exploring the unique and dynamic culture of Wallkill. Superior amenities, desirable services, and a well-connected address allow you to indulge in all the urban conveniences you want without giving up on the peaceand quiet you deserve. Offering a selection of one,

  201 Genung St, Middletown, NY 10940
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  $556,900 Sold May 20, 2025

  15 Sage Ct, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 2,153 Sq Ft
  • Built 2016

  Last Sold Summary

  • 4% Above List Price
  • $259/SF
  • 14 Days On Market

  Current Estimated Value $580,238

  Last Listing Agent Linda Clark Hudson Valley Griffith

  15 Sage Ct, Middletown, NY 10940
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  Est $395,810 Not Listed For Sale

  2 Dubois St, Middletown, NY 10940

  • 4 Beds
  • 2 Baths
  • 1,896 Sq Ft
  • Built 1944

  2 Dubois St, Middletown, NY 10940

  Last Sold Summary

  • 30% Above List Price
  • $161/SF
  • 75 Days On Market

  Last Sold Price $305,000

  Last Listing Agent Chaya Weiss Rock Realty Group USA Inc
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  /31

  $359,000

  • 3 Beds
  • 2.5 Baths
  • 1,345 Sq Ft

  18 Jordan Ln, Middletown, NY 10940

  Mountainside Hills in Middletown offers this townhouse-style condo featuring 3 bedrooms and 2.5 bathrooms. The main level provides a comfortable and functional layout with a spacious living room, a dining area, and a convenient half bath. Sliding glass doors lead to the rear deck, offering a nice space for outdoor relaxation. The kitchen offers generous cabinet and counter space and tile

  Jie Liu Keller Williams Hudson Valley

  18 Jordan Ln, Middletown, NY 10940
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  /7

  $2,400 per month

  • 2 Beds
  • 2 Baths
  • 1,142 Sq Ft
  • Apartment for Rent

  206 Golf Links Rd Unit 121, Middletown, NY 10940

  This new 2 bedroom 2 bath apartment features a modern and stylish design, with high-quality finishes and attention to detail throughout. The living room is adorned with a large window that allows plenty of natural light to illuminate the space, creating an inviting and airy atmosphere. The kitchen is equipped with stainless steel appliances, sleek quartz countertops, ample cabinet storage, and a

  John Chirico Curasi Realty, Inc.

  206 Golf Links Rd Unit 121, Middletown, NY 10940
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  $385,000 Sold Nov 24, 2025

  5 Perrins Mews Unit 6, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,570 Sq Ft
  • Built 2000

  Last Sold Summary

  • $245/SF
  • 16 Days On Market

  Current Estimated Value $381,846

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  5 Perrins Mews Unit 6, Middletown, NY 10940
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  Est $522,237 Not Listed For Sale

  87 Pine Grove Rd, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 2017

  87 Pine Grove Rd, Middletown, NY 10940

  Last Sold Summary

  • 15% Above List Price
  • $253/SF
  • 73 Days On Market

  Last Sold Price $456,000

  Last Listing Agent Hazel Cello Keller Williams Hudson Valley
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  /50

  $425,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,184 Sq Ft

  1065 Dolsontown Rd, Middletown, NY 10940

  Welcome to this private and spacious raised ranch located in the Town of Wawayanda within Middletown School District. Set on 1.5 acres with exceptional privacy, this three-bedroom, 2.5-bath home offers a versatile layout and a convenient location close to everything. The main level features a bright, open floor plan with a combined kitchen, living, and dining area, ideal for everyday living and

  Susan Giordano John J Lease REALTORS Inc

  1065 Dolsontown Rd, Middletown, NY 10940
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  /35

  $1,775 - $2,200 per month

  Sherwood Forest Garden Apartments

  1 - 2 Beds

  507 Sherwood Dr N, Middletown, NY 10941

  Sherwood Forest Garden Apartments, located in Middletown, NY, consists of six garden apartment-style buildings spread over 18 lushly landscaped acres. Your rent includes Heat/AC, Hot Water, Cooking Gas, and Trash. In addition, there is an outdoor pool, with an adjacent fitness center, BBQ Grills and Unassigned Parking. ALL are available, without charge, to residents of the property. Ground level

  507 Sherwood Dr N, Middletown, NY 10941
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  $453,000 Sold Oct 05, 2025

  8-10 Mercer St, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 2,006 Sq Ft
  • Built 1951

  Last Sold Summary

  • 4% Above List Price
  • $226/SF
  • 44 Days On Market

  Current Estimated Value $423,282

  Last Listing Agent Sandra Arnez Keller Williams Hudson Valley

  8-10 Mercer St, Middletown, NY 10940
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  Not Listed For Sale

  8486 Mountain Ave, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,586 Sq Ft
  • Built 1954

  8486 Mountain Ave, Middletown, NY 10940

  Last Sold Summary

  • $184/SF
  • 65 Days On Market

  Last Sold Price $475,000

  Last Listing Agent Andrea Mancusi Coldwell Banker Realty
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  /29

  $489,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,160 Sq Ft

  913 Silver Lake Scotchtown Rd, Middletown, NY 10941

  Welcome to 913 Silver Lake Scotchtown Road, Middletown, NY, a spacious raised ranch offering 4 bedrooms and 3 full bathrooms, thoughtfully designed for comfortable and flexible living. The main level features three bedrooms, two full bathrooms, a well-appointed kitchen, and a spacious main living room—ideal for everyday living and entertaining. The lower level offers an additional family room,

  Liudmila Lobeeva eXp Realty

  913 Silver Lake Scotchtown Rd, Middletown, NY 10941
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  $3,500 per month

  • 5 Beds
  • 2 Baths
  • 2,526 Sq Ft
  • House for Rent

  8 Badami Dr, Middletown, NY 10941

  Looking for privacy and a place to spread out & enjoy? Call now to view this Single Family home with an open-concept layout. This house is ready for you to unpack your bags and make this your new home. A great fenced-in backyard allows for outdoor enjoyment & entertaining. Also included is the 22x22 detached garage. Storage galore!. The location can't be beat as it is close to NYC train, the bus,

  Kristine Many Keller Williams Realty

  8 Badami Dr, Middletown, NY 10941
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  $290,000 Sold Aug 20, 2025

  20 Columbia Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft
  • Built 1920

  Last Sold Summary

  • 5% Above List Price
  • $235/SF
  • 3 Days On Market

  Current Estimated Value $290,919

  Last Listing Agent Brian Caplicki Keller Williams Hudson Valley

  20 Columbia Ave, Middletown, NY 10940
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  Est $625,802 Not Listed For Sale

  112 E Main St Unit 110, Middletown, NY 10940

  • 2 Beds
  • 2.5 Baths
  • 2,208 Sq Ft
  • Built 1915

  112 E Main St Unit 110, Middletown, NY 10940

  Last Sold Summary

  • 3% Above List Price
  • $274/SF
  • 24 Days On Market

  Last Sold Price $605,000

  Last Listing Agent Andi Berisha BHHS Hudson Valley Properties
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  /40

  $489,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,827 Sq Ft

  15 Lindentree Ln, Middletown, NY 10940

  Almost new Townhome in Maples Field is waiting for you! Welcome to our Spacious 3 bedroom, 2.5 bathroom home with 3 levels of space! Enter the open floor plan with hardwood flooring, sun filled living room and dining area. The kitchen features oversized cabinetry with granite countertops, stainless steel appliances and a center island that is perfect for entertaining! Step onto the lovely patio

  Regina Clark Real Estate Circuit Inc

  15 Lindentree Ln, Middletown, NY 10940
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  $1,790 - $2,200 per month

  Rockwood Gardens Apartments

  1 - 2 Beds

  51 Rockwood Cir, Middletown, NY 10941

  Rockwood sits high atop a hill with beautiful vistas, on park like grounds. Each apartment is meticulously maintained. We provide our residents with spacious rooms, fully equipped kitchens and tremendous closet space. Laundry facilities and additional private storage spaces are available in each building. An assigned parking space comes with each apartment complemented by ample extra parking for

  51 Rockwood Cir, Middletown, NY 10941
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  $200,000 Sold Dec 23, 2025

  80 Beattie Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,032 Sq Ft
  • Built 1920

  Last Sold Summary

  • 23% Below List Price
  • $194/SF
  • 139 Days On Market

  Current Estimated Value $221,002

  Last Listing Agent Keith Sumner John J Lease REALTORS Inc

  80 Beattie Ave, Middletown, NY 10940
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  Est $539,659 Not Listed For Sale

  172 Schoolhouse Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 1,959 Sq Ft
  • Built 2012

  172 Schoolhouse Rd, Middletown, NY 10940

  Last Sold Summary

  • 5% Above List Price
  • $263/SF
  • 17 Days On Market

  Last Sold Price $515,000

  Last Listing Agent Vanessa Wight BHG Real Estate Green Team
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  /21

  $479,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,427 Sq Ft

  4 Avoncroft Ln, Middletown, NY 10940

  Welcome to Woodside Knolls!Step into this bright and spacious 3-bedroom, 2.5-bath townhouse, where comfort and convenience meet modern style. Built in 2009, this 2,427 sq. ft. home—with a finished basement—offers generous room for everyday living.The main level features an open floor plan with hardwood floors, a sunlit living room that opens to a private backyard patio, and a dining area

  Jonathon Lee Keller Williams Hudson Valley

  4 Avoncroft Ln, Middletown, NY 10940
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  /11

  $2,600 per month

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft
  • House for Rent

  56 Wisner Ave, Middletown, NY 10940

  This inviting two-story home offers 1,152 sq. ft. of comfortable living space. Featuring three bedrooms, one full bathroom, a bright living room, dining room, and a functional kitchen, this home combines practicality with classic charm. Enjoy the warmth and character of hardwood floors throughout and a closed-in front porch perfect for relaxing or enjoying your morning coffee.Ideal if you seeking

  Jean DiMatteo DiMatteo Realty LLC

  56 Wisner Ave, Middletown, NY 10940
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  $515,000 Sold Jul 31, 2025

  26 Davidge Rd, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,242 Sq Ft
  • Built 1985

  Last Sold Summary

  • 9% Below List Price
  • $230/SF
  • 65 Days On Market

  Current Estimated Value $525,761

  Last Listing Agent John Biasi Howard Hanna Rand Realty

  26 Davidge Rd, Middletown, NY 10940
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  Not Listed For Sale

  4 Beyers Rd, Middletown, NY 10941

  • 4 Beds
  • 2.5 Baths
  • 2,323 Sq Ft
  • Built 2024

  4 Beyers Rd, Middletown, NY 10941

  Last Sold Summary

  • $278/SF
  • 72 Days On Market

  Last Sold Price $645,000

  Last Listing Agent Chris Ogden Realty Promotions Inc
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  /41

  $440,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,848 Sq Ft

  4 Thistle Ln, Middletown, NY 10940

  Spacious & Versatile Raised Ranch in Prime Middletown Location! Not your average bi-level! This move-in-ready, raised-ranch-style home in Middletown, within the Minisink Valley School District, offers the perfect blend of convenience and comfort. Located near Garnet Medical Center, Crystal Run, shopping centers, supermarkets, and with easy access to Metro-North and major highways, it’s an ideal

  Soleil Jackman Howard Hanna Rand Realty

  4 Thistle Ln, Middletown, NY 10940
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  /9

  $2,000 - $2,200 per month

  Stoneridge Manor Apartments

  2 Beds

  22-26 Stoneridge Rd, Middletown, NY 10941

  Stoneridge Manor Apartments - This is an elegant new construction 1,100 square foot two bedroom, two bathroom condo style apartment located in the Goshen Central School District. It is nestled quietly off Route 211 West yet conveniently situated next to the Galleria Mall as well as a Hannaford Supermarket and Shoprite. It is also close to the train station into NYC. It is a beautiful open floor

  22-26 Stoneridge Rd, Middletown, NY 10941
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  $499,000 Sold Jun 30, 2025

  2 Stonerose Ct, Middletown, NY 10940

  • 4 Beds
  • 3.5 Baths
  • 2,966 Sq Ft
  • Built 2015

  Last Sold Summary

  • $168/SF
  • 85 Days On Market

  Current Estimated Value $529,865

  Last Listing Agent Sandra Arnez Keller Williams Hudson Valley

  2 Stonerose Ct, Middletown, NY 10940
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  Est $308,039 Not Listed For Sale

  7-11 Crawford Place, Middletown, NY 10940

  • 2 Beds
  • 1 Bath
  • 1,188 Sq Ft
  • Built 1949

  7-11 Crawford Place, Middletown, NY 10940

  Last Sold Summary

  • 12% Above List Price
  • $231/SF
  • 93 Days On Market

  Last Sold Price $274,000

  Last Listing Agent Pedro Garcia Curasi Realty, Inc.
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  /33

  $450,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,139 Sq Ft

  10 Scott Dr, Middletown, NY 10941

  Welcome Home! Inviting & Charming Bi-Level Ranch in a Friendly NeighborhoodDiscover the perfect home for your growing family in this beautifully maintained bi-level ranch, ideally situated in a quiet friendly neighborhood within the highly regarded Pine Bush School District.This inviting residence has been thoughtfully updated and features gleaming hardwood floors, new windows, a

  Rudis Rodriguez Keller Williams Realty NYC Grp

  10 Scott Dr, Middletown, NY 10941
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  /16

  $2,350 per month

  • 3 Beds
  • 1 Bath
  • 1,158 Sq Ft
  • Apartment for Rent

  118 W Main St Unit 1, Middletown, NY 10940

  Gorgeous renovated first floor unit with 3 bedrooms and 1 bathroom in the heart of Middletown! Enjoy hardwood floors, washer and dryer in unit, dishwasher, and a private back porch. This bright and spacious apartment is move in ready and has everything you need! Tons of counter space and storage in the kitchen, newer appliances, and a newly redone bathroom. Close to public transportation, food,

  Victoria Wander Divine Realty NY, LLC

  118 W Main St Unit 1, Middletown, NY 10940
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  $165,000 Sold Jun 20, 2025

  1425 New York 302, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,008 Sq Ft
  • Built 1930

  Last Sold Summary

  • 3% Below List Price
  • $164/SF
  • 136 Days On Market

  Current Estimated Value $191,658

  Last Listing Agent Desiree Beecham River Realty Services, Inc.

  1425 New York 302, Middletown, NY 10941
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  Not Listed For Sale

  25 Fairways Dr Unit 2, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,267 Sq Ft
  • Built 2006

  25 Fairways Dr Unit 2, Middletown, NY 10940

  Last Sold Summary

  • $316/SF
  • 20 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Susanne Dermigny Howard Hanna Rand Realty
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  /40

  $409,999 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  2729 W Conkling Ave, Middletown, NY 10940

  Welcome to your next home at 29 W Conkling Avenue, located in the heart of Middletown. This charming 3 bedroom ranch-style residence offers many upgrades including updated kitchen with stainless steel appliances, hardwood floors, recessed lighting, solar panels, and a spacious walkout basement that dramatically expands your livable space. Enjoy the level double-lot backyard perfect for relaxing,

  Amanda Rivera Sepulveda Keller Williams Realty

  2729 W Conkling Ave, Middletown, NY 10940
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  /20

  $2,375 - $2,650 per month

  The Park At Main

  1 - 2 Beds

  430 E Main St, Middletown, NY 10940

  Welcome to The Park at Main.The Park at Main, located in the Town of Wallkill, NY, is the area’s latest apartment community, offering residents an exclusive amenity-driven lifestyle. This community features 116 newly constructed 1- and 2-bedroom apartments across seven buildings. Private amenities include a seasonal pool and lounge deck, a luxury clubhouse with a billiard room, a fitness

  430 E Main St, Middletown, NY 10940
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  $354,000 Sold Oct 31, 2025

  6 Perrins Mews, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft
  • Built 2000

  Last Sold Summary

  • 1% Above List Price
  • $220/SF
  • 12 Days On Market

  Current Estimated Value $358,524

  Last Listing Agent Maureen Cronin Cronin & Company Real Estate

  6 Perrins Mews, Middletown, NY 10940
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  Est $258,638 Not Listed For Sale

  119 Ruth Ct, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,049 Sq Ft
  • Built 2010

  119 Ruth Ct, Middletown, NY 10940

  Last Sold Summary

  • 33% Above List Price
  • $186/SF
  • 43 Days On Market

  Last Sold Price $195,000

  Last Listing Agent DARREN BARR Serhant LLC
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  /23

  $349,000

  • 2 Beds
  • 1.5 Baths
  • 1,115 Sq Ft

  14 Kensington Way, Middletown, NY 10940

  Welcome to this beautifully renovated townhouse-style condo offering 2 bedrooms and 1.5 bathrooms. The bright, open-concept kitchen features brand-new appliances and flows seamlessly into a spacious living room filled with natural light from the sliding glass doors. Step outside to a private backyard patio—perfect for relaxing or entertaining. Upstairs, you’ll find two well-designed bedrooms,

  Xiaohui Cui Keller Williams Hudson Valley

  14 Kensington Way, Middletown, NY 10940
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  /16

  $2,225 per month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Apartment for Rent

  2 Mountain Ave, Middletown, NY 10940

  Nestled on a peaceful residential street, this inviting ground-floor apartment offers the perfect blend of comfort and convenience. Featuring 2 spacious bedrooms plus a versatile den/office, this home provides flexible living space ideal for remote work, guests, or a cozy retreat. Enjoy the ease of nearby schools, parks, shopping, and everyday amenities—all just minutes away—while coming home to

  Bernadette Giordano Howard Hanna Rand Realty

  2 Mountain Ave, Middletown, NY 10940
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  $599,900 Sold Apr 25, 2025

  112 Pine Grove Rd, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,155 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Above List Price
  • $278/SF
  • 178 Days On Market

  Last Listing Agent Chris Ogden Realty Promotions Inc

  112 Pine Grove Rd, Middletown, NY 10940
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  Est $505,575 Not Listed For Sale

  105 Jasmine Dr, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,473 Sq Ft
  • Built 2010

  105 Jasmine Dr, Middletown, NY 10940

  Last Sold Summary

  • 5% Above List Price
  • $326/SF
  • 28 Days On Market

  Last Sold Price $480,000

  Last Listing Agent Michelle Genatempo Howard Hanna Rand Realty

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