Winthrop, MA Homes

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  /8

  $599,000

  • Land
  • 0.19 Acre
  • $3,152,632 per Acre

  54 Wilshire St, Winthrop, MA 02152

  Rare Winthrop duplex development opportunity offering the chance to build ground-up new construction in a highly desirable coastal community. The project allows for two spacious 2,500+ sqft units, ideal for resale as luxury condos or as long-term income-producing properties. Each unit includes two off-street parking spaces, a valuable amenity in this sought-after location. With strong buyer

  Lou Markakis Lynnway Associates

  54 Wilshire St, Winthrop, MA 02152
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  /9

  $1,750 total monthly price

  • 1 Bath
  • 420 Sq Ft
  • Apartment for Rent

  90 Winthrop Shore Dr Unit 3A, Winthrop, MA 02152

  Spacious sunny studio apartment available for rent March 1st. Ideal space for any beach lover. 2 room studio layout with separate kitchen, updated bath, and hardwood floors. New minisplit heat pump / ACs installed 2025. Convenient commutes to Boston, North Shore, etct. Laundry onsite. Right across the street from beautiful Winthrop Beach. Cat or small dog OK.

  William Cordts Coldwell Banker Realty - Waltham

  90 Winthrop Shore Dr Unit 3A, Winthrop, MA 02152
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  /23

  $536,000 Sold Jan 30, 2026

  28 Pearl Ave Unit 3, Winthrop, MA 02152

  • 3 Beds
  • 1 Bath
  • 1,280 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Below List Price
  • $419/SF
  • 58 Days On Market

  Current Estimated Value $535,965

  Last Listing Agent Reserve Team Reference Real Estate

  28 Pearl Ave Unit 3, Winthrop, MA 02152
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  /42

  Est $961,929 Not Listed For Sale

  45 Grovers Ave Unit 3, Winthrop, MA 02152

  • 3 Beds
  • 2 Baths
  • 2,138 Sq Ft
  • Built 2006

  45 Grovers Ave Unit 3, Winthrop, MA 02152

  Last Sold Summary

  • 2% Above List Price
  • $442/SF
  • 109 Days On Market

  Last Sold Price $945,000

  Last Listing Agent Cathie Curran Charlesgate Realty Group, llc
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  $2,460,000

  • Land
  • 0.26 Acre
  • $9,461,538 per Acre

  63-69 Putnam St, Winthrop, MA 02152

  ++The Breakwater++A rare coastal investment and development opportunity in the heart of Winthrop, Massachusetts. The mixed use property currently consists of a cash-flowing four-unit mixed-use building with stable in-place NOI of 71,300, combined with a Board of Appeals–approved plan to construct a new 12-unit building with podium parking beneath — all on one site steps from the harbor and in the

  The Bill Butler Group Leading Edge Real Estate

  63-69 Putnam St, Winthrop, MA 02152
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  $2,500 - $3,200 total monthly price

  • 1 - 2 Beds
  • 2 Baths
  • 524 Sq Ft
  • Condo for Rent

  5 Fremont St, Winthrop, MA 02152

  5 Fremont St, Winthrop, MA 02152
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  /29

  $632,000 Sold Dec 01, 2025

  55 Johnson Ave Unit 1, Winthrop, MA 02152

  • 3 Beds
  • 1 Bath
  • 1,614 Sq Ft
  • Built 1900

  Last Sold Summary

  • $392/SF
  • 9 Days On Market

  Current Estimated Value $616,170

  Last Listing Agent Nick Murphy Serhant

  55 Johnson Ave Unit 1, Winthrop, MA 02152
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  /29

  Est $871,883 Not Listed For Sale

  100 Sagamore Ave, Winthrop, MA 02152

  • 5 Beds
  • 1.5 Baths
  • 2,608 Sq Ft
  • Built 1900

  100 Sagamore Ave, Winthrop, MA 02152

  Last Sold Summary

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

  Last Sold Price $925,000

  Last Listing Agent Christine D'Ambrosio Lantern Residential
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  /25

  $349,900 Pending

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft

  100 Governors Dr Unit 118, Winthrop, MA 02152

  FINALLY!!! A Villager unit for sale in the sought after 100 Building! These 2 bedrooms in Governors Park has a renovated bathroom, newer windows and has been freshly painted. Best of all, Unit 118 is on the TOP FLOOR and features a balcony with views of the top of the Boston skyline, where you can also enjoy AMAZING sunsets. This complex features a clubhouse, gym room, in ground pool and tennis

  Peggy Pratt Century 21 North East

  100 Governors Dr Unit 118, Winthrop, MA 02152
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  $2,500 total monthly price

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

  300 Governors Dr Unit 23, Winthrop, MA 02152

  2 bedroom apartment with 2 car parking and coin op laundry in the building available April 1st.Tenant pays utilities.

  Mirela Zafiri Zafiri Real Estate

  300 Governors Dr Unit 23, Winthrop, MA 02152
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  /35

  $595,000 Sold Apr 23, 2025

  111 Strandway, Winthrop, MA 02152

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Below List Price
  • $541/SF
  • 6 Days On Market

  Current Estimated Value $850,842

  Last Listing Agent Jaclyn Costonis Costonis Realty & Design LLC

  111 Strandway, Winthrop, MA 02152
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  /31

  Est $607,743 Not Listed For Sale

  110 Summit Ave Unit 3, Winthrop, MA 02152

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • Built 1916

  110 Summit Ave Unit 3, Winthrop, MA 02152

  Last Sold Summary

  • 7% Above List Price
  • $422/SF
  • 4 Days On Market

  Last Sold Price $570,000

  Last Listing Agent CJ Lee Redfin Corp.
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  /11

  $340,000

  • 2 Beds
  • 1 Bath
  • 772 Sq Ft

  800 Governors Dr Unit 6, Winthrop, MA 02152

  Located at 800 Governors Dr U:6 in the charming coastal community of Winthrop, Massachusetts, this condominium presents an inviting home, ready to move in and enjoy. This residence offers a delightful opportunity to experience comfortable living in a convenient setting. The kitchen stands as a testament to thoughtful design, featuring elegant stone countertops complemented by stylish shaker

  Fiorella Marte StartPoint Realty

  800 Governors Dr Unit 6, Winthrop, MA 02152
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  $1,700 - $1,750 total monthly price

  • Studio - 1 Bed
  • 1 Bath
  • 225 Sq Ft
  • Condo for Rent

  90 Winthrop Shore Dr, Winthrop, MA 02152

  This renovated STUDIO apartment is an ideal space for any beach lover with Winthrop Beach just across the street! Renovations include a brand new kitchen brand with quartz counters & stainless steel appliances, a tiled bathroom, and refinished hardwood floors. Additionally, laundry and storage are provided in basement. Hot water included in rent!Situated alongside Massachusetts Bay, Winthrop

  90 Winthrop Shore Dr, Winthrop, MA 02152
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  /21

  $479,000 Sold Dec 15, 2025

  249 Winthrop Shore Dr Unit 6, Winthrop, MA 02152

  • 2 Beds
  • 1 Bath
  • 1,415 Sq Ft
  • Built 1900

  Last Sold Summary

  • $339/SF
  • 19 Days On Market

  Current Estimated Value $483,182

  Last Listing Agent Kathleen Dailey Compass

  249 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
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  /19

  Est $469,058 Not Listed For Sale

  103 Summit Ave Unit 2, Winthrop, MA 02152

  • 2 Beds
  • 1 Bath
  • 965 Sq Ft
  • Built 1910

  103 Summit Ave Unit 2, Winthrop, MA 02152

  Last Sold Summary

  • 10% Below List Price
  • $539/SF
  • 37 Days On Market

  Last Sold Price $520,000

  Last Listing Agent Andrew Hillman Hillman Real Estate
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  /31

  $749,900 Pending

  • 5 Beds
  • 2.5 Baths
  • 2,394 Sq Ft

  426 Winthrop St, Winthrop, MA 02152

  Welcome home to this open concept colonial home in sought after Winthrop! The home offers gleaming hardwood floors with a sunken living room equipped with a surround sound system throughout. The personally crafted kitchen/dining area has beautiful maple cabinets & granite countertops. Entertain family and friends through elegant French doors leading to a to a large patio and with fenced yard

  Jim Fitzgerald RE/MAX Realty Plus

  426 Winthrop St, Winthrop, MA 02152
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  /11

  $2,250 total monthly price

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

  1 Pond St Unit 3B, Winthrop, MA 02152

  **AVAILABLE NOW** This is a spacious 1 bedroom/ 1 bath apartment overlooking the beautifully kept grounds of Fort Heath! It is recently remodeled with new laminate flooring throughout as well as new countertops in the kitchen. The unit includes a gas stove, dishwasher and refrigerator. It boasts new kitchen cabinets and a new vanity in bathroom as well as a walk-in closet in the bedroom. There is

  James Polino Compass

  1 Pond St Unit 3B, Winthrop, MA 02152
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  /21

  $1,320,000 Sold Apr 29, 2025

  235 Winthrop Shore Dr, Winthrop, MA 02152

  • 7 Beds
  • 4.5 Baths
  • 3,878 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Above List Price
  • $340/SF
  • 7 Days On Market

  Last Listing Agent Elizabeth Ferrara Cottage Hill Real Estate

  235 Winthrop Shore Dr, Winthrop, MA 02152
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  /30

  Est $351,887 Not Listed For Sale

  103 Summit Ave Unit 1, Winthrop, MA 02152

  • 1 Bed
  • 1 Bath
  • 894 Sq Ft
  • Built 1910

  103 Summit Ave Unit 1, Winthrop, MA 02152

  Last Sold Summary

  • 12% Above List Price
  • $352/SF
  • 48 Days On Market

  Last Sold Price $315,000

  Last Listing Agent Michael Ford Coldwell Banker Realty - Framingham
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  /14

  $410,000

  • 1 Bed
  • 2 Baths
  • 604 Sq Ft

  600 Shirley St Unit 1, Winthrop, MA 02152

  $6,000 closing cost credit to buyer!!! WATER VIEWS & PRIVATE DECK! Welcome to The Cove at 600, a premier condominium development in Winthrop, situated on the historic site of the Crystal Cove Hotel. This meticulously renovated first-floor unit features 1 bedroom and 2 baths, epitomizing perfect beach town living. Every detail has been updated finishes, including newer kitchen & bathrooms. Your

  The Movement Group Compass

  600 Shirley St Unit 1, Winthrop, MA 02152
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  /8

  $1,595 - $1,700 total monthly price

  • Studio - 1 Bed
  • 1 Bath
  • 225 Sq Ft
  • Condo for Rent

  90 Winthrop Shore Dr, Winthrop, MA 02152

  This renovated STUDIO apartment is an ideal space for any beach lover with Winthrop Beach just across the street! Renovations include a brand new kitchen brand with quartz counters & stainless steel appliances, a tiled bathroom, and refinished hardwood floors. Additionally, laundry and storage are provided in basement. Hot water included in rent!Situated alongside Massachusetts Bay, Winthrop

  90 Winthrop Shore Dr, Winthrop, MA 02152
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  /42

  $543,000 Sold Mar 02, 2026

  1 Seal Harbor Rd Unit 415, Winthrop, MA 02152

  • 2 Beds
  • 2 Baths
  • 1,203 Sq Ft
  • Built 1983

  Last Sold Summary

  • 1% Below List Price
  • $451/SF
  • 24 Days On Market

  Current Estimated Value $553,800

  Last Listing Agent Camilo & Co. Group Realty One Group Nest

  1 Seal Harbor Rd Unit 415, Winthrop, MA 02152
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  /21

  Est $854,219 Not Listed For Sale

  3 Almont St, Winthrop, MA 02152

  • 5 Beds
  • 2.5 Baths
  • 2,840 Sq Ft
  • Built 1900

  3 Almont St, Winthrop, MA 02152

  Last Sold Summary

  • 3% Above List Price
  • $292/SF
  • 21 Days On Market

  Last Sold Price $830,000

  Last Listing Agent Emma D'Angelo Charlesgate Realty Group LLC
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  $799,900 Pending

  • 4 Beds
  • 2 Baths
  • 2,103 Sq Ft

  56 Main St, Winthrop, MA 02152

  OPPORTUNITY KNOCKS.......Two family with large yard is located right on the bus line with a very short ride to the T to Boston. There are 6 off street parking spaces! Some renovations as of 2001. The owner's unit is on the second and third floors with an open floor plan and lots of natural lighting. It contains a living room, dining area, kitchen, bath and one bedroom. The top floor consists of a

  Sharon Tallent Compass

  56 Main St, Winthrop, MA 02152
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  /12

  $2,400 total monthly price

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

  1 Pond St Unit 10M, Winthrop, MA 02152

  **AVAILABLE NOW** This is a spacious 1 bedroom/ 1 bath apartment on the sought after 10th (TOP) floor overlooking the beautifully kept grounds of Fort Heath! It is recently remodeled with new laminate flooring throughout as well as new countertops in the kitchen. The unit includes a gas stove, dishwasher and refrigerator. It boasts new kitchen cabinets and a new vanity in bathroom as well as a

  James Polino Compass

  1 Pond St Unit 10M, Winthrop, MA 02152
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  /30

  $920,000 Sold Sep 15, 2025

  94 Circuit Rd, Winthrop, MA 02152

  • 3 Beds
  • 2 Baths
  • 1,831 Sq Ft
  • Built 1925

  Last Sold Summary

  • 2% Above List Price
  • $502/SF
  • 40 Days On Market

  Current Estimated Value $909,374

  Last Listing Agent Leighann Eruzione Lantern Residential

  94 Circuit Rd, Winthrop, MA 02152
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  Est $756,784 Not Listed For Sale

  62 Locust St, Winthrop, MA 02152

  • 5 Beds
  • 2 Baths
  • 2,412 Sq Ft
  • Built 1900

  62 Locust St, Winthrop, MA 02152

  Last Sold Summary

  • 1% Above List Price
  • $311/SF
  • 45 Days On Market

  Last Sold Price $750,000

  Last Listing Agent Carol St. Pierre Tache Real Estate, Inc.
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  $1,799,000 Pending

  • 6 Beds
  • 3.5 Baths
  • 4,455 Sq Ft

  191 Cottage Park Rd, Winthrop, MA 02152

  One of a kind! Queen Anne Victorian. Two blocks from Cottage Park Yacht Club. Over 4,400 square feet of living space with 6 bedrooms, 3.5 fully renovated baths, 2nd floor laundry room and 2 finished basement rooms. Stunning details include high ceilings, hand carved newel posts and mantels, 3 Chelsea tile fireplaces, oak flooring and woodworking, wainscoted staircases, window seat, pocket doors,

  Anthony Giacalone Tony's Realty

  191 Cottage Park Rd, Winthrop, MA 02152
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  /15

  $4,250 total monthly price

  • 4 Beds
  • 2 Baths
  • 9,999 Sq Ft
  • Condo for Rent

  25 Pratt St Unit 2, Boston, MA 02134

  Hardwood FloorsNear Public TransportationFantastic LocationNo living roomContact JIN today to get more info.Beautiful apartment in a fantastic location! Excellent management company. Perfect layout for flexible living options. Must see! Call today for more details and a showing.

  25 Pratt St Unit 2, Boston, MA 02134
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  /27

  $720,000 Sold Aug 29, 2025

  12 Park Ave, Winthrop, MA 02152

  • 3 Beds
  • 1.5 Baths
  • 1,172 Sq Ft
  • Built 1890

  Last Sold Summary

  • 3% Above List Price
  • $614/SF
  • 14 Days On Market

  Current Estimated Value $719,110

  Last Listing Agent Mary Ann Cash Charlesgate Realty Group, llc

  12 Park Ave, Winthrop, MA 02152
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  /40

  Est $861,611 Not Listed For Sale

  143 Revere St Unit 145, Winthrop, MA 02152

  • 4 Beds
  • 2 Baths
  • 2,548 Sq Ft
  • Built 1920

  143 Revere St Unit 145, Winthrop, MA 02152

  Last Sold Summary

  • 6% Above List Price
  • $320/SF
  • 5 Days On Market

  Last Sold Price $815,000

  Last Listing Agent Sean Page Signature Page Real Estate, LLC
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  /12

  $1,300,000 Pending

  • 8 Beds
  • 4 Baths
  • 5,124 Sq Ft

  43-45 Ocean Ave, Winthrop, MA 02152

  BACK ON MARKET - buyer's financing fell through! Investors/Savvy buyers looking to build equity...RARE opportunity to purchase a FOUR UNIT property just steps to the ocean in the coastal Town of Winthrop! Each unit offers two bedrooms plus an office/study. Utilities are separate, there is basement storage, a backyard and off street parking for two cars. Conveniently located close to shopping, a

  Mary Ann Cash Charlesgate Realty Group, llc

  43-45 Ocean Ave, Winthrop, MA 02152
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  /12

  $2,275 total monthly price

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

  1 Pond St Unit 1J, Winthrop, MA 02152

  **AVAILABLE NOW** This is a spacious 1 bedroom/ 1 bath apartment overlooking the beautifully kept grounds of Fort Heath! It is recently remodeled with new laminate flooring throughout as well as new countertops in the kitchen. The unit includes a gas stove, dishwasher and refrigerator. It boasts new kitchen cabinets and a new vanity in bathroom as well as a walk-in closet in the bedroom. There is

  James Polino Compass

  1 Pond St Unit 1J, Winthrop, MA 02152
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  /18

  $265,000 Sold Aug 18, 2025

  265 Washington Ave Unit 2A, Winthrop, MA 02152

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

  Last Sold Summary

  • 12% Below List Price
  • $662/SF
  • 54 Days On Market

  Current Estimated Value $260,726

  Last Listing Agent Pareene Group EXIT Premier Real Estate

  265 Washington Ave Unit 2A, Winthrop, MA 02152
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  /42

  Est $636,900 Not Listed For Sale

  465 Winthrop St, Winthrop, MA 02152

  • 4 Beds
  • 2 Baths
  • 1,418 Sq Ft
  • Built 1925

  465 Winthrop St, Winthrop, MA 02152

  Last Sold Summary

  • 22% Above List Price
  • $367/SF
  • 20 Days On Market

  Last Sold Price $520,000

  Last Listing Agent DalBon & Company Keller Williams Realty Evolution
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  /20

  $549,900

  • 2 Beds
  • 1 Bath
  • 782 Sq Ft

  130 Shirley St Unit 202, Winthrop, MA 02152

  Special Financing Available (30yr Fixed @ 4.25%) on this project for some buyers. Discover the perfect blend of modern design and seaside charm at 130 Shirley Street, Winthrop’s newest boutique condominium residence—just steps from the shoreline of Winthrop Beach. This two-bedroom, one-bath home in a 10-unit building captures the essence of coastal living with its fresh, nautical-inspired style

  Kovacs Savage Team Byrnes Real Estate Group LLC

  130 Shirley St Unit 202, Winthrop, MA 02152
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  /22

  $2,600 total monthly price

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Condo for Rent

  22 Faunbar Ave Unit A, Winthrop, MA 02152

  Beautiful 1 bed facing the ocean in Winthrop.Hardwood floorsModern kitchen with d/d, microwave and granite countersModern bathroomW/D in unitBeautiful view of the ocean!This is a very nice apartment that was completely renovated!!

  22 Faunbar Ave Unit A, Winthrop, MA 02152
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  $545,000 Sold Feb 13, 2026

  270 Winthrop St Unit 2, Winthrop, MA 02152

  • 2 Beds
  • 1.5 Baths
  • 1,421 Sq Ft
  • Built 1900

  Last Sold Summary

  • 1% Above List Price
  • $384/SF
  • 7 Days On Market

  Current Estimated Value $535,511

  Last Listing Agent Clara Arroyave eXp Realty

  270 Winthrop St Unit 2, Winthrop, MA 02152
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  Est $634,454 Not Listed For Sale

  65 Wilshire St, Winthrop, MA 02152

  • 4 Beds
  • 1 Bath
  • 1,410 Sq Ft
  • Built 1920

  65 Wilshire St, Winthrop, MA 02152

  Last Sold Summary

  • 2% Above List Price
  • $441/SF
  • 60 Days On Market

  Last Sold Price $622,500

  Last Listing Agent Lindita Murrizi Return Realty Group, Inc.

Showing Results 121 - 160, Page 4 of 18