Middlesex County, CT Homes

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  $1,895,000

  • 4 Beds
  • 4.5 Baths
  • 5,610 Sq Ft

  108 Westbrook Rd, Essex, CT 06426

  Amazing custom built Nantucket style Cape situated on sprawling grounds, terraced high above a picturesque great yard & overseen by natural highlands. The setting is nothing but breathtaking! Inclusive is an inground Gunite pool engulfed by the primary hardscape which walks-out from the lower level & is situated high above the great yard. A magnificent carriage house featuring a 4 bay garage &

  

  Kevin Geysen

  William Pitt Sotheby's Int'l

  (860) 321-5635

  108 Westbrook Rd, Essex, CT 06426
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  /17

  $1,675 total monthly price

  • 2 Beds
  • 2 Baths
  • 850 Sq Ft
  • Apartment for Rent

  666 Main St Unit C7, Middletown, CT 06457

  Bright and Inviting 2 bedroom 2 bathroom Apartment This beautifully renovated apartment is now available for $1,675 per month. Located on the third floor in the heart of Middletown's historic downtown district, you will be surrounded by seven walkable blocks of restaurants, shops, art, music, and entertainment. Additional Details: Parking: Off-street parking is available in a nearby city lot.

  Laura Milano Seabury Hill REALTORS

  666 Main St Unit C7, Middletown, CT 06457
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  $414,900 Sold Dec 23, 2025

  200 Westbrook Rd, Deep River, CT 06417

  • 3 Beds
  • 1.5 Baths
  • 1,432 Sq Ft
  • Built 1969

  Last Sold Summary

  • $290/SF
  • 89 Days On Market

  Current Estimated Value $410,925

  Last Listing Agent Joanne Putnam DB Associates of CT, LLC

  200 Westbrook Rd, Deep River, CT 06417
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  Est $455,729 Not Listed For Sale

  11 Evans Ln, Old Saybrook, CT 06475

  • 2 Beds
  • 1 Bath
  • 684 Sq Ft
  • Built 1938

  11 Evans Ln, Old Saybrook, CT 06475

  Last Sold Summary

  • 2% Above List Price
  • $651/SF
  • 40 Days On Market

  Last Sold Price $445,000

  Last Listing Agent Jordan Ostrofsky LPT Realty
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  $1,125,000

  • 4 Beds
  • 2 Baths
  • 1,722 Sq Ft

  144 Shore Rd, Clinton, CT 06413

  Nestled on the pristine Clinton Shoreline this extraordinary beach community offers an unparalleled coastal living experience. Imagine waking up to the gentle sound of waves, this is more than a home; it's a private sanctuary where the rhythm of the tides becomes the soundtrack to your life. Step inside and discover a meticulously designed completely renovated "open-concept floor plan" a gourmet

  

  Nancy Potts

  Coldwell Banker Realty

  (860) 854-4742

  144 Shore Rd, Clinton, CT 06413
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  $1,517 - $3,295 total monthly price

  Middletown Brooke Apartments

  1 - 2 Beds

  100 Town Brooke, Middletown, CT 06457

  At Middletown Brook Apartment Homes, you'll be greeted by modern interiors and breathtaking views of the surrounding neighborhood. With high-end finishes and sophisticated design, your apartment is the perfect place to relax and unwind after a long day. Curl up on your cozy couch with a glass of wine or enjoy a romantic dinner for two in your spacious dining area. With a beautiful swimming pool

  100 Town Brooke, Middletown, CT 06457
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  $545,000 Sold Oct 01, 2025

  46 Nedobity Rd, Higganum, CT 06441

  • 3 Beds
  • 2.5 Baths
  • 2,642 Sq Ft
  • Built 2002

  Last Sold Summary

  • 38% Below List Price
  • $206/SF
  • 446 Days On Market

  Current Estimated Value $562,212

  Last Listing Agent Karen Kesten William Raveis Real Estate

  46 Nedobity Rd, Higganum, CT 06441
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  Est $587,123 Not Listed For Sale

  12 Comstock Trail, East Hampton, CT 06424

  • 4 Beds
  • 2.5 Baths
  • 2,708 Sq Ft
  • Built 2000

  12 Comstock Trail, East Hampton, CT 06424

  Last Sold Summary

  • 7% Above List Price
  • $203/SF
  • 3 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Cathy Castellani Century 21 AllPoints Realty
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  $1,000,000

  • 6 Beds
  • 3 Baths
  • 2,522 Sq Ft

  176 Shore Rd, Clinton, CT 06413

  Unprecedented Investment or Family Compound with Private Beach Rights This is a rare and unparalleled opportunity to own a piece of paradise, featuring deeded rights to a private beach on the Long Island Sound and three distinct residences, making it an ideal family compound or a high-yield investment property. The Main Residence has been an Airbnb $500 per night. Completely updated and boasting

  

  Nancy Potts

  Coldwell Banker Realty

  (860) 507-9240

  176 Shore Rd, Clinton, CT 06413
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  /22

  $4,000 total monthly price

  • 3 Beds
  • 4 Baths
  • 2,353 Sq Ft
  • House for Rent

  58 Chapman Ave, Westbrook, CT 06498

  Relax and unwind in this beautifully renovated beach home nestled within the desirable Chapman Beach Association. Steps from the beach, this home has been tastefully updated and is equipped with the latest amenities. Boasting beaming hardwood floors throughout this academic rental available starting September 01, 2026, features 3 bedrooms, 3 baths and has been completely remodeled. Enjoy views of

  Cheryl Cook Re/Max Valley Shore

  58 Chapman Ave, Westbrook, CT 06498
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  $720,000 Sold Jan 22, 2026

  60 Wangonk Trail, East Hampton, CT 06424

  • 3 Beds
  • 2 Baths
  • 1,656 Sq Ft
  • Built 1946

  Last Sold Summary

  • 3% Below List Price
  • $435/SF
  • 91 Days On Market

  Current Estimated Value $720,724

  Last Listing Agent Roseanne Scacca Dan Combs Real Estate

  60 Wangonk Trail, East Hampton, CT 06424
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  Est $500,814 Not Listed For Sale

  18 Fox Hill Dr, Clinton, CT 06413

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft
  • Built 1983

  18 Fox Hill Dr, Clinton, CT 06413

  Last Sold Summary

  • 8% Above List Price
  • $304/SF
  • 199 Days On Market

  Last Sold Price $465,000

  Last Listing Agent Gene Pica RE/MAX
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  $270,000 Coming Soon

  • 2 Beds
  • 1.5 Baths
  • 1,368 Sq Ft

  21 Hawthorn Ct Unit 21, Cromwell, CT 06416

  Completely remodeled, this stunning 2-bedroom, 1.5-bath townhouse in sought-after Cromwell Hills delivers modern style and effortless living. Step inside to fresh paint, new flooring, and updated lighting throughout. The beautifully redesigned kitchen features new cabinetry, granite countertops, stainless steel appliances, and custom tilework, while the updated half bath completes the main level.

  

  Linda Heinig & Kim O'Donnell

  William Raveis Real Estate

  (860) 485-7323

  21 Hawthorn Ct Unit 21, Cromwell, CT 06416
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  $1,380 - $1,820 total monthly price

  Ridgefield Apartments

  Studio - 2 Beds

  131 Ridgefield Dr, Middletown, CT 06457

  ***Maintenance Team On-site*** At Ridgefield Apartments we offer studios, lofts, and one and two bedroom apartments. We invite you to take advantage of our quality apartment homes. We offer value, comfort, and convenience to our residents, We are located in the esteemed Westlake neighborhood nestled among the trees. Our features include a pleasant, professional, and accommodating maintenance and

  131 Ridgefield Dr, Middletown, CT 06457
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  $392,000 Sold May 29, 2025

  27 Catherine St, Middletown, CT 06457

  • 4 Beds
  • 1.5 Baths
  • 1,778 Sq Ft
  • Built 1924

  Last Sold Summary

  • 7% Above List Price
  • $220/SF
  • 35 Days On Market

  Current Estimated Value $394,707

  Last Listing Agent Sacha Armstrong William Pitt Sotheby's International Realty

  27 Catherine St, Middletown, CT 06457
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  Est $378,698 Not Listed For Sale

  223 Julia Terrace, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 2,038 Sq Ft
  • Built 1984

  223 Julia Terrace, Middletown, CT 06457

  Last Sold Summary

  • 2% Above List Price
  • $182/SF
  • 17 Days On Market

  Last Sold Price $371,000

  Last Listing Agent Yasmina Rink Coldwell Banker Realty
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  $650,000 Pending

  • Land
  • 3 Acres
  • $216,667 per Acre

  195A Injun Hollow Rd, Haddam, CT 06424

  Build your dream home on the 3 acre CT Riverfront lot. Approx 500 feet of CT River frontage. Zoning approved subdivide. Possibility of deep water dock. Perc test. See also MLS#24040796 and MLS#24036818.

  

  Jodi Serapilia

  William Raveis Real Estate

  (860) 809-5378

  195A Injun Hollow Rd, Haddam, CT 06424
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  $1,456 total monthly price

  • 1 Bed
  • 1 Bath
  • 625 Sq Ft
  • Apartment for Rent

  666 Main St Unit B2, Middletown, CT 06457

  Bright and Inviting one bedroom Apartment This beautifully renovated apartment is now available for $1456.00 per month. The unit features newer flooring, and countertops. Located on the second floor in the heart of Middletown's historic downtown district, you will be surrounded by seven walkable blocks of restaurants, shops, art, music, and entertainment. Additional Details: Parking: Off-street

  Laura Milano Seabury Hill REALTORS

  666 Main St Unit B2, Middletown, CT 06457
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  $500,000 Sold Apr 25, 2025

  109 Witch Hazel Dr, Deep River, CT 06417

  • 3 Beds
  • 4 Baths
  • 1,951 Sq Ft
  • Built 1994

  Last Sold Summary

  • 2% Below List Price
  • $256/SF
  • 44 Days On Market

  Current Estimated Value $515,497

  Last Listing Agent Rachel Welch William Raveis Real Estate

  109 Witch Hazel Dr, Deep River, CT 06417
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  Est $284,712 Not Listed For Sale

  152 Salem Dr, Cromwell, CT 06416

  • 2 Beds
  • 1.5 Baths
  • 1,218 Sq Ft
  • Built 1983

  152 Salem Dr, Cromwell, CT 06416

  Last Sold Summary

  • 2% Above List Price
  • $230/SF
  • 55 Days On Market

  Last Sold Price $280,000

  Last Listing Agent Amru Abo-Alaial RE/MAX
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  $650,000 Under Contract

  • 2 Beds
  • 3 Baths
  • 2,041 Sq Ft

  531 Mount Parnassus Rd, East Haddam, CT 06423

  Nestled in the heart of East Haddam, this beautifully maintained Cape sits on 2.98 picturesque acres and offers the perfect blend of comfort, craftsmanship, and modern convenience. With 2,041 square feet of living space, this inviting home features two spacious bedrooms and three full bathrooms, designed for both everyday living and elegant entertaining. The exquisite kitchen is the centerpiece

  

  Miles LaFemina

  Drawbridge Realty

  (860) 467-7882

  531 Mount Parnassus Rd, East Haddam, CT 06423
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  $1,510 - $4,060 total monthly price

  Middletown Ridge Apartments

  1 - 3 Beds

  100 Town Ridge, Middletown, CT 06457

  Middletown Ridge Apartments is a pet-friendly community located in the Town Ridge neighborhood near Cromwell, CT, within close proximity to Hartford. Our community offers the perfect blend of comfort and convenience, with spacious floor plans, modern amenities, and a prime location just minutes from everything you need.Each of our one, two, and three-bedroom apartments are designed with your

  100 Town Ridge, Middletown, CT 06457
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  $810,000 Sold Oct 27, 2025

  34 West Ave, Essex, CT 06426

  • 3 Beds
  • 3 Baths
  • 2,555 Sq Ft
  • Built 1880

  Last Sold Summary

  • 19% Below List Price
  • $317/SF
  • 132 Days On Market

  Current Estimated Value $876,394

  Last Listing Agent Meghan Flood William Raveis Real Estate

  34 West Ave, Essex, CT 06426
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  Est $387,987 Not Listed For Sale

  110 East St, Middletown, CT 06457

  • 4 Beds
  • 2 Baths
  • 2,570 Sq Ft
  • Built 1955

  110 East St, Middletown, CT 06457

  Last Sold Summary

  • 7% Above List Price
  • $142/SF
  • 109 Days On Market

  Last Sold Price $364,000

  Last Listing Agent Betsy Cooney Cornerstone Real Estate, LLC
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  $195,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,057 Sq Ft

  2113 Cromwell Hills Dr, Cromwell, CT 06416

  Effortless One-Floor Living awaits you at 2113 Cromwell Hills Drive. Step inside this renovated two bedroom, one and one-half bathroom condo, conveniently located on the 1st floor for ultimate accessibility. The interior has been transformed with fresh paint, new stainless steel appliances, gorgeous new hardwood flooring, and beautifully appointed bathrooms-move in and relax! A unique highlight

  

  Betsy Anderson

  William Pitt Sotheby's Int'l

  (860) 891-2728

  2113 Cromwell Hills Dr, Cromwell, CT 06416
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  $1,139 total monthly price

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft
  • Apartment for Rent

  666 Main St Unit B6, Middletown, CT 06457

  Bright and Inviting Studio Apartment This beautiful apartment is available for $1,138.80 per month. Located on the second floor in the heart of Middletown's historic downtown district, you will be surrounded by seven walkable blocks of restaurants, shops, art, music, and entertainment. Additional Details:Parking: Off-street parking is available in a nearby city lot. Pets: Small pets are welcome

  Laura Milano Seabury Hill REALTORS

  666 Main St Unit B6, Middletown, CT 06457
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  $407,000 Sold Nov 24, 2025

  69 High St, Deep River, CT 06417

  • 2 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Built 1927

  Last Sold Summary

  • 4% Above List Price
  • $283/SF
  • 34 Days On Market

  Current Estimated Value $398,396

  Last Listing Agent Jill D'Angelo-Powers Coldwell Banker Realty

  69 High St, Deep River, CT 06417
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  Est $376,003 Not Listed For Sale

  30 Highland Terrace, Middletown, CT 06457

  • 4 Beds
  • 1 Bath
  • 1,458 Sq Ft
  • Built 1948

  30 Highland Terrace, Middletown, CT 06457

  Last Sold Summary

  • 3% Above List Price
  • $250/SF
  • 15 Days On Market

  Last Sold Price $365,000

  Last Listing Agent Michael Calabro Coldwell Banker Calabro
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  $579,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 2,970 Sq Ft

  14 Kenilworth Dr, Killingworth, CT 06419

  Spacious Raised Ranch on 4.4 Acres with In-Law set up. Oversized Garage Loft! Welcome to your private retreat! Nestled on 4.4 scenic acres, this impressive raised ranch offers flexible living space perfect for multigenerational living, entertaining, or working from home. Step inside to discover a main home featuring bright, open-concept living, generous bedrooms, and a large kitchen with plenty

  

  Eric Bergers

  William Raveis Real Estate

  (860) 775-6542

  14 Kenilworth Dr, Killingworth, CT 06419
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  $1,667 - $1,949 total monthly price

  Sagamore Hills

  1 - 2 Beds

  1151-1189 Washington St, Middletown, CT 06457

  Virtual touring and by appointment, self-guided touring is available. Contact us today! Look no further for great apartment living because you've found it at Sagamore Hills! Our beautiful community is centrally located in the heart of picturesque Middletown, Connecticut. Surrounded by scenic parks, shopping, dining, and with easy access to I-91 and I-691, your commute is sure to be a breeze.

  1151-1189 Washington St, Middletown, CT 06457
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  $765,000 Sold Aug 27, 2025

  24 River Rd, Deep River, CT 06417

  • 3 Beds
  • 2 Baths
  • 1,625 Sq Ft
  • Built 1917

  Last Sold Summary

  • 4% Below List Price
  • $471/SF
  • 89 Days On Market

  Current Estimated Value $747,581

  Last Listing Agent Rick Weiner William Pitt Sotheby's Int'l

  24 River Rd, Deep River, CT 06417
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  Est $194,232 Not Listed For Sale

  15 Economy Dr Unit 8, Westbrook, CT 06498

  • 2 Beds
  • 1 Bath
  • 616 Sq Ft
  • Built 1981

  15 Economy Dr Unit 8, Westbrook, CT 06498

  Last Sold Summary

  • 6% Above List Price
  • $299/SF
  • 70 Days On Market

  Last Sold Price $184,000

  Last Listing Agent Allyson Cotton William Pitt
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  $100,000

  • Land
  • 0.92 Acre
  • $108,909 per Acre

  Lot 2 Aldens Crossing, East Hampton, CT 06424

  Lot 2 Aldens Crossing - .91 Acre Building Lot Build your next home on this .91-acre, mostly cleared and very flat lot, ideally located on Aldens Crossing. The parcel offers an easy-to-build landscape with excellent flexibility for a variety of home designs and site layouts. Conveniently situated near a local daycare, the Airline Trail, and many nearby shops and local businesses, this location

  

  James Harrington

  Carl Guild & Associates

  (860) 773-4854

  Lot 2 Aldens Crossing, East Hampton, CT 06424
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  $2,000 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,387 Sq Ft
  • House for Rent

  30 Hungerford Rd, East Haddam, CT 06423

  ENJOY A TASTE OF WATER LIVING! Amazing views from sunrise to sunset! A short Walk from your front porch to the inviting waters of the lake. Whether you enjoy swimming, lounging, biking, or fishing this is the place for you. The home features 2 bedrooms and 2 full baths. Enjoy over 2 acres of land to barbecue & relax. Don't miss out on this great rental!!

  Amber Alcazar Coldwell Banker Realty

  30 Hungerford Rd, East Haddam, CT 06423
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  $452,000 Sold Oct 02, 2025

  24 Jobs Pond Rd, Portland, CT 06480

  • 3 Beds
  • 2 Baths
  • 1,907 Sq Ft
  • Built 2003

  Last Sold Summary

  • 26% Above List Price
  • $237/SF
  • 5 Days On Market

  Current Estimated Value $442,695

  Last Listing Agent Steve Jones Jr KW Legacy Partners

  24 Jobs Pond Rd, Portland, CT 06480
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  Est $205,728 Not Listed For Sale

  128 Salt Island Rd, Westbrook, CT 06498

  • 1 Bed
  • 1 Bath
  • 665 Sq Ft
  • Built 1900

  128 Salt Island Rd, Westbrook, CT 06498

  Last Sold Summary

  • 6% Above List Price
  • $292/SF
  • 14 Days On Market

  Last Sold Price $193,888

  Last Listing Agent Philip Degennaro Coldwell Banker Realty
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  $649,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,068 Sq Ft

  49 + 51 Uncas Rd, Clinton, CT 06413

  Located just six houses from the beach in desirable Harbor View Association comes a property offering unlike anything available. Presenting 49 + 51 Uncas Road in Clinton, a truly rare coastal opportunity. This unique set up features two separate dwellings on one oversized lot, delivering flexibility, income potential, and beachside living all in one! The main residence offers two bedrooms and one

  

  Dylan Walter

  William Raveis Real Estate

  (860) 356-3147

  49 + 51 Uncas Rd, Clinton, CT 06413
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  /55

  $2,055 - $5,800 per month plus fees

  Knoll Crest Apartments

  1 - 2 Beds

  207 George St, Middletown, CT 06457

  Taking Luxury Living to New HeightsRetreat to the Stylish Sophistication of Knoll Crest. Choose from spacious one or two bedroom floor plans featuring 9 ceilings, open concept living rooms with cozy corner fireplaces, chef-inspired kitchens with stylish islands and private balconies with attractive views.

  207 George St, Middletown, CT 06457
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  $320,000 Sold Nov 21, 2025

  11 Little River Ln, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,164 Sq Ft
  • Built 1972

  Last Sold Summary

  • 7% Above List Price
  • $275/SF
  • 7 Days On Market

  Current Estimated Value $315,612

  Last Listing Agent Laura Beth Collinson Carl Guild & Associates

  11 Little River Ln, Middletown, CT 06457
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  Est $320,941 Not Listed For Sale

  42 Fairview St, Portland, CT 06480

  • 3 Beds
  • 1.5 Baths
  • 1,307 Sq Ft
  • Built 1936

  42 Fairview St, Portland, CT 06480

  Last Sold Summary

  • 5% Above List Price
  • $233/SF
  • 5 Days On Market

  Last Sold Price $305,000

  Last Listing Agent Mark Mermelstein eXp Realty

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