Middletown, CT Homes

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  $525,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,174 Sq Ft

  56 Coles Rd, Middletown, CT 06457

  Come see this beautiful 4 bedroom, 2.5 bathroom Colonial with a 2-car garage, built in 1996 and ideally located on .41 acres in a quiet cul-de-sac setting before it is SOLD! The remodeled kitchen features granite countertops, a large center island with breakfast bar, and opens seamlessly to a cozy fireplaced family room with sliders to the back deck and a bright living room with hardwood

  

  Cheryl Zalewski

  eXp Realty

  (860) 579-1457

  56 Coles Rd, Middletown, CT 06457
• Explore Middletown

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  $1,800 total monthly price

  • 2 Beds
  • 1 Bath
  • 756 Sq Ft
  • Apartment for Rent

  31 Loveland St, Middletown, CT 06457

  Completely renovated 2-bedroom, 1-bath first-floor apartment now available for immediate occupancy! This unit features beautiful hardwood floors throughout, a brand-new kitchen, and a fully updated bathroom, offering a clean and modern living space. Conveniently located in Middletown, just minutes from Wesleyan University and downtown, you'll enjoy easy access to shopping, dining, and local

  

  Edward Lawton

  iHeart Homes Real Estate LLC

  (860) 467-0049

  31 Loveland St, Middletown, CT 06457
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  $406,000 Sold Jan 06, 2026

  55 Lorelei Cir, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 1966

  Last Sold Summary

  • 3% Above List Price
  • $251/SF
  • 9 Days On Market

  Current Estimated Value $403,531

  Last Listing Agent Michelle Pirruccio Carl Guild & Associates

  55 Lorelei Cir, Middletown, CT 06457
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  Est $195,878 Not Listed For Sale

  1261 Washington St Unit 2, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 1,109 Sq Ft
  • Built 1985

  1261 Washington St Unit 2, Middletown, CT 06457

  Last Sold Summary

  • 15% Above List Price
  • $153/SF
  • 1 Day On Market

  Last Sold Price $170,000

  Last Listing Agent Xylia DiBianco Carbutti & Co., Realtors
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  $229,900 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,220 Sq Ft

  59 Trolley Crossing Ln Unit 59, Middletown, CT 06457

  Welcome to 59 Trolley Crossing in Middletown, a beautifully updated and move-in-ready townhouse that perfectly blends modern style with comfort. This spacious home features a bright, open-concept floor plan spanning two levels of living space, complete with the rare convenience of a two-car garage. On the main level, you'll find a large living area and a dining room with sliders leading to a

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 934-0581

  59 Trolley Crossing Ln Unit 59, Middletown, CT 06457
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  $1,844 - $3,740 total monthly price

  Springside Middletown

  1 - 3 Beds

  1100 Springside Ln, Middletown, CT 06457

  "Connecticut's Best New Rental Community" as awarded by the CT Home Builder and Remodeler's Association. Discover Springside Middletown, a brand-new apartment community that features a one-of-a-kind central amenity village, as well as a choice of multi-story rental townhomes and traditional single-level apartment homes.

  1100 Springside Ln, 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 $251,841 Not Listed For Sale

  190 Spencer Dr, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft
  • Built 1952

  190 Spencer Dr, Middletown, CT 06457

  Last Sold Summary

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

  Last Sold Price $240,000

  Last Listing Agent Thomas Mele Dorrance Realty
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  $315,000

  • 3 Beds
  • 2 Baths
  • 1,299 Sq Ft

  6 Hillside Ct, Middletown, CT 06457

  Welcome to this beautifully maintained Colonial that showcases modern living, featuring a bright and inviting open floor plan on the first floor where the spacious living room flows seamlessly into the Kitchen and dining room, ideal for both everyday living and entertaining. The first floor comes complete with a convenient full bath on the main level and slider doors in the dining room right out

  

  Alex Rodrigues

  RE/MAX RISE

  (860) 454-6247

  6 Hillside Ct, Middletown, CT 06457
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  $750 total monthly price

  • 120 Sq Ft
  • Apartment for Rent

  696 Main St, Middletown, CT 06457

  This is a 1 room apartment rental in the heart of downtown Middletown. There is a shared kitchen, living room and full bathroom. This unit is located on the 3rd floor. All utilities are included in your rental amount. The owner would consider one small pet for an additional $50 per month. No smoking, no vaping at this property.

  Scott Nardozzi Cavanaugh & Company LLC

  696 Main 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 $320,900 Not Listed For Sale

  35 Arnold St, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,109 Sq Ft
  • Built 1938

  35 Arnold St, Middletown, CT 06457

  Last Sold Summary

  • 4% Above List Price
  • $280/SF
  • 48 Days On Market

  Last Sold Price $310,000

  Last Listing Agent Jaime Russo Calcagni Real Estate
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  $200,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,041 Sq Ft

  111 Dekoven Dr Unit 506, Middletown, CT 06457

  Welcome to River's Edge-where comfort, convenience, and vibrant downtown living come together in one beautifully maintained 2-bedroom, 2-bath condo. Perfectly positioned just steps from Middletown's Main Street and the scenic Connecticut River, this bright, one-level condo offers an inviting open-concept layout designed for easy living. The remodeled kitchen features stainless steel appliances

  

  Cheryl Zalewski

  eXp Realty

  (860) 481-4968

  111 Dekoven Dr Unit 506, Middletown, CT 06457
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  $1,450 - $2,000 per month plus fees

  StoneGate Apartments

  1 - 2 Beds

  1150-1160 S Main St, Middletown, CT 06457

  Stonegate Apartments – Middletown, CTWelcome to Stonegate Apartments, where comfort and convenience meet. Our spacious apartments are designed for easy living, with heat and hot water included in your rent so you can enjoy peace of mind all year round.Relax and unwind with our community amenities, including a sparkling outdoor pool, a fully equipped fitness center, and a lively

  1150-1160 S Main St, Middletown, CT 06457
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  $450,000 Sold Jul 23, 2025

  170 Fowler Ave, Middletown, CT 06457

  • 5 Beds
  • 4 Baths
  • 2,900 Sq Ft
  • Built 1920

  Last Sold Summary

  • $155/SF
  • 29 Days On Market

  Current Estimated Value $450,407

  Last Listing Agent Enoch Bruce Puorro Realty Group

  170 Fowler Ave, 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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  $299,900 Under Contract

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  194 Camp St, Middletown, CT 06457

  Set on a spacious corner lot, this recently updated ranch at 194 Camp Street offers easy, comfortable living in a move-in ready setting. Inside, the layout feels bright and welcoming, with flexible space that can function as either two or three bedrooms depending on your needs. Thoughtful updates throughout give the home a fresh, well-cared-for feel, making it simple to settle in and start

  Carl Guild Carl Guild & Associates

  194 Camp St, Middletown, CT 06457
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  $2,250 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 1,720 Sq Ft
  • Townhouse for Rent

  12 W Meadow Ln Unit 2, Middletown, CT 06457

  Welcome to this beautifully maintained townhouse rental offering comfort, flexibility, and a fantastic location! Features gas heat and central air! Enter through the attached garage into the lower level, where you'll find a versatile bonus room-perfect as a third bedroom, home office, playroom, or workout space-along with a coat closet and additional storage. Head upstairs to the main living area

  Cheryl Bergeron-Lucca LPT Realty - IConn Team

  12 W Meadow Ln Unit 2, Middletown, CT 06457
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  $120,000 Sold Oct 10, 2025

  74 Grove St, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,385 Sq Ft
  • Built 1900

  Last Sold Summary

  • 28% Above List Price
  • $87/SF
  • 6 Days On Market

  Current Estimated Value $161,352

  Last Listing Agent Tracy Molloy Coldwell Banker Realty

  74 Grove St, Middletown, CT 06457
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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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  $549,900 Pending

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

  60 Sonoma Ln, Middletown, CT 06457

  Fantastic Sonoma Woods single detached home in 55+ community. Best services for monthly fees- includes structure, roof, windows, power washing, grounds maintenance, snow removal, exterior insurance, clubhouse & more! Stunning home will impress from exterior architectural detailing, quality brick facade, key-stones in windows & multiple gabled roof lines. Amazing setting backing to woods, offering

  Mark Toledo Berkshire Hathaway NE Prop.

  60 Sonoma Ln, Middletown, CT 06457
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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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  $440,000 Sold Nov 18, 2025

  634 High St, Middletown, CT 06457

  • 5 Beds
  • 3 Baths
  • 2,947 Sq Ft
  • Built 1909

  Last Sold Summary

  • 7% Above List Price
  • $149/SF
  • 1 Day On Market

  Current Estimated Value $437,848

  Last Listing Agent Anthony Opalenik Eagle Eye Realty PLLC

  634 High St, Middletown, CT 06457
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  Est $556,708 Not Listed For Sale

  180 Cranberry Ln, Middletown, CT 06457

  • 4 Beds
  • 3.5 Baths
  • 2,619 Sq Ft
  • Built 2001

  180 Cranberry Ln, Middletown, CT 06457

  Last Sold Summary

  • 9% Above List Price
  • $195/SF
  • 92 Days On Market

  Last Sold Price $510,000

  Last Listing Agent Brittany O'Hara William Raveis Real Estate
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  $489,900

  • 4 Beds
  • 2.5 Baths
  • 2,360 Sq Ft

  58 Morning Glory Dr, Middletown, CT 06457

  WOW this Riverbend beauty is absolutely a show stopper! Nestled on a beautiful home site with stunning views of the CT River Valley hills and amazing sunsets from every window of the back of this abode. The exterior affords plenty of color with seasonal flowers throughout the year. The interior of this abode is equally as impressive with a kitchen that will blow your socks off that opens up to a

  Mark Toledo Berkshire Hathaway NE Prop.

  58 Morning Glory Dr, Middletown, CT 06457
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  $1,430 total monthly price

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

  666 Main St Unit A1, Middletown, CT 06457

  Bright and Inviting 1 bedroom Apartment This first floor apartment has its own private entrance. The rent is $1430.00 The apartment is located 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

  Laura Milano Seabury Hill REALTORS

  666 Main St Unit A1, Middletown, CT 06457
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  $315,000 Sold Apr 11, 2025

  29 Lake St, Middletown, CT 06457

  • 4 Beds
  • 3 Baths
  • 2,688 Sq Ft
  • Built 1999

  Last Sold Summary

  • 10% Below List Price
  • $117/SF
  • 35 Days On Market

  Current Estimated Value $355,740

  Last Listing Agent Keith Murphy Innovative Properties

  29 Lake St, Middletown, CT 06457
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  Est $442,111 Not Listed For Sale

  394 Chauncey Rd, Middletown, CT 06457

  • 4 Beds
  • 2 Baths
  • 2,308 Sq Ft
  • Built 1900

  394 Chauncey Rd, Middletown, CT 06457

  Last Sold Summary

  • 5% Above List Price
  • $182/SF
  • 124 Days On Market

  Last Sold Price $420,000

  Last Listing Agent Ryan Newport Social & Co Realty
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  $439,000 Pre-Foreclosure

  • 4 Beds
  • 3 Baths
  • 2,887 Sq Ft

  122 Baldwin Dr, Middletown, CT 06457

  Welcome to this beautifully updated Cape Cod-style home at 122 Baldwin Drive, set on a level corner lot in a desirable Middletown neighborhood. Offering 4 bedrooms and 3 full bathrooms, this home features a flexible layout with thoughtful updates throughout. The main living room is warm and inviting with a fireplace and flows effortlessly into the updated kitchen and dining areas-ideal for

  Linda Lopez Coldwell Banker Realty

  122 Baldwin Dr, Middletown, CT 06457
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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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  $275,000 Sold Jul 07, 2025

  191 Long Hill Rd, Middletown, CT 06457

  • 4 Beds
  • 1.5 Baths
  • 2,042 Sq Ft
  • Built 1860

  Last Sold Summary

  • 21% Below List Price
  • $135/SF
  • 53 Days On Market

  Current Estimated Value $312,310

  Last Listing Agent Carol Farmer William Raveis Real Estate

  191 Long Hill Rd, Middletown, CT 06457
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  Est $331,398 Not Listed For Sale

  237 Spencer Dr, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft
  • Built 1952

  237 Spencer Dr, Middletown, CT 06457

  Last Sold Summary

  • 4% Above List Price
  • $260/SF
  • 36 Days On Market

  Last Sold Price $320,000

  Last Listing Agent Adam Zak Century 21 Classic Homes
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  $708,768 Pending

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

  128 Webster Ln, Middletown, CT 06457

  Founders' Ridge Award-Winning 55+ Adult Community! Introducing our model home, the "KIRBY II at 128 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

  Sally Annino Berkshire Hathaway NE Prop.

  128 Webster Ln, Middletown, CT 06457
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  $1,600 total monthly price

  • 5 Beds
  • 3 Baths
  • 1,100 Sq Ft
  • House for Rent

  652 High St, Middletown, CT 06457

  SUPERB 2ND FL, (2) BDR RENTAL OFFERING WITHIN MIDDLETOWN'S DOWNTOWN DISTRICT. UNIT IS POISED FOR MULTIPLE YEARS OF TENANT ENJOYMENT WITH ITS FRESH PAINT, REFINISHED HDWD FLOORING THROUGHOUT, NEW OR NEWER KITCHEN APPLIANCES, ENERGY-EFFICIENT WINDOWS, GAS-FIRED HEAT AND HOT WATER -AND- A WONDERFUL BATHROOM OFFERING A DEEP SOAKING TUB -PLUS- SEPARATE TILED SHOWER. IMMEDIATE AVAILABILITY, MINIMUM

  Joseph Fasone Sunset Creek Realty, LLC

  652 High St, Middletown, CT 06457
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  $270,000 Sold May 21, 2025

  840 Long Hill Rd, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,440 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Below List Price
  • $188/SF
  • 10 Days On Market

  Current Estimated Value $288,635

  Last Listing Agent Jennifer Ferri Berkshire Hathaway NE Prop.

  840 Long Hill Rd, Middletown, CT 06457
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  Est $440,305 Not Listed For Sale

  88 Saybrook Rd, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,315 Sq Ft
  • Built 1948

  88 Saybrook Rd, Middletown, CT 06457

  Last Sold Summary

  • 4% Above List Price
  • $184/SF
  • 4 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Danielle Spada Coldwell Banker Realty
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  $599,000

  • 4 Beds
  • 2.5 Baths
  • 2,285 Sq Ft

  10 Talias Trail, Middletown, CT 06457

  Welcome home to 10 Talias Trail....start Spring in a new home and start "planting" new memories! This is a large 4 bedroom 2.5 bath custom-built Colonial nestled on a quiet cul-de-sac. The bright open floor plan has hardwood floors, 9 ft ceilings and custom touches thru out. The bright and spacious kitchen has plenty of cabinet and counter space, a large peninsula, granite counters and is a great

  Mary Gurrieri RE/MAX Right Choice

  10 Talias Trail, Middletown, CT 06457
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  $1,695 - $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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  $388,000 Sold Dec 30, 2025

  40 Rome Ave, Middletown, CT 06457

  • 5 Beds
  • 3 Baths
  • 2,870 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Above List Price
  • $135/SF
  • 5 Days On Market

  Current Estimated Value $382,252

  Last Listing Agent Jithu Sajeevan Serhant Connecticut, LLC

  40 Rome Ave, Middletown, CT 06457
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  Est $515,726 Not Listed For Sale

  20 Tuscany Hills Dr Unit 20, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,548 Sq Ft
  • Built 2011

  20 Tuscany Hills Dr Unit 20, Middletown, CT 06457

  Last Sold Summary

  • 6% Below List Price
  • $355/SF
  • 7 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Mark Toledo Berkshire Hathaway Home Services

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