Broker owners of Winslow Homes. 17+ years together, more than 3,000 homes sold, and the mortgage handled by the same team.
Ryan and Megan Winslow are the broker owners of Winslow Homes and work with buyers and sellers in Worcester, Massachusetts, and across Worcester County, Massachusetts. Three-deckers, the West Side near Tatnuck and Salisbury Street, and condos near downtown and the medical schools.
Today, the typical Worcester home is worth about $436,000 (+1.6% in a year); 211,286 people live here; 505 homes are for sale right now with a median list price of $495,000.
You get both of them on your sale or purchase: pricing from closed sales, professional photos and video, negotiation, and the loan through their work as Mortgage Bankers with The Federal Savings Bank.
Search every Worcester listing with map, price and waterfront filters, then tour with Ryan and Megan.
Worcester right now: 505 homes for sale, median list price $495,000, $264 per square foot, median 42 days on the market. 59 came on the market in the last 7 days; 38 are under contract; 12 are waterfront.
Mix: 224 single family homes, 113 multi family homes, 80 condos, 49 other listings. From the MLS feed, updated October 28, 2026 at 2:32 PM Eastern.
3 Ureco Ter Portfolio, Worcester, MA
Multi family, 43 beds, 25.5 baths, 26,656 square feet
Listing courtesy of BA Property & Lifestyle Advisors
64 Green St, Worcester, MA
Land
Listing courtesy of Redfin Corp.
12 & 14 Hunnewell Road, Worcester, MA
Multi family, 18 beds, 9 baths, 8,184 square feet
Listing courtesy of Fayyad Realty Advisors
163 Washington St, Worcester, MA
Land
Listing courtesy of Media Realty Group Inc.
273-279 Grafton St, Worcester, MA
Multi family, 18 beds, 10 baths, 10,000 square feet
Listing courtesy of Cali Realty Group, Inc.
17 Fairbanks St, Worcester, MA
Multi family, 12 beds, 6 baths, 5,376 square feet
Listing courtesy of Vanderbilt Properties, LLC
29R East Mountain St, Worcester, MA
Land
Listing courtesy of Greater Boston Commercial Properties, Inc.
484 Burncoat St, Worcester, MA
Multi family, 8 beds, 10 baths, 5,232 square feet
Listing courtesy of BA Property & Lifestyle Advisors
28 Sever St, Worcester, MA
Multi family, 18 beds, 7.5 baths, 5,596 square feet
Listing courtesy of Property Investors & Advisors, LLC
377 Park Ave, Worcester, MA
Multi family, 3 beds, 4 baths, 4,201 square feet
Listing courtesy of Skys Realty
5 Claremont St, Worcester, MA
Single family home, 18 beds, 4 baths, 11,000 square feet
Listing courtesy of Century 21 North East
295 Southbridge St, Worcester, MA
Land
Listing courtesy of Castinetti Realty Group
14 Ericsson St, Worcester, MA
Multi family, 9 beds
Listing courtesy of RE/MAX Vision
16 Barnes Ave, Worcester, MA
Multi family, 4 beds
Listing courtesy of Coldwell Banker Realty - Worcester
108 Forest St, Worcester, MA
Single family home, 3 beds
Listing courtesy of Michael Toomey & Associates, Inc.
821 Pleasant Street, Worcester, MA
Single family home, 4 beds
Listing courtesy of Walsh and Associates Real Estate
55 Pocasset Ave, Worcester, MA
Single family home, 3 beds
Listing courtesy of Andrew J. Abu Inc., REALTORS®
58 Glezen St, Worcester, MA
Single family home, 3 beds
Listing courtesy of RE/MAX Partners
MLS PIN. Listings courtesy of MLS Property Information Network, Inc. (MLS PIN). The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.
Properties displayed may be listed or sold by various participants in the MLS.
Zillow Home Value Index and Redfin data by ZIP code.
They were there for us for whatever we needed and made sure we were happy every step of the way. They made the process of buying a home painless. I would recommend them highly!!
A Brownwe saw a bunch of houses throughout the experience and they even spent an entire day out of their weekend with us. We were pretty specific on what we wanted, A move in ready 3 bedroom home with a separate office, a decent yard for our son to run around in and space for my expanding brewery and they found us the perfect home in a great neighborhood Ryan fought to get us the best deal on the house and not knowing much about homes or the house buying process I feel like I walked away with a house and an education on the whole process.
A BrownThe winslows made our experience the complete opposite. They simplified every step along the way and were available whenever we needed them. We are not only happy with our new home but also the deal we signed off on. Whenever we know of someone looking for property, the Winslow realty is who we highly recommend. We truly thank them for their hard work, dedication and most importantly their honesty. - The Rice's
J RiceThey were helpful, gave honest opinions, and were always quick to respond to any questions. The recommendations they gave for lenders, home inspectors, and attorney were all great recommendations. I would recommend them over and over again
J martinezRyan and Megan send a value from closed Worcester sales, not an online guess.
505 homes were listed for sale in Worcester on October 28, 2026, with a median list price of $495,000. Another 38 were under contract.
Homes for sale in Worcester have been on the market a median of 42 days, and 59 new listings came on in the last week. The median asking price is $264 per square foot.
The best agent for you knows Worcester sales, explains the numbers in plain words and puts every fee in writing. Ryan and Megan Winslow of Winslow Homes have 17+ years together and more than 3,000 homes sold, and they handle the sale and the mortgage as one team. Call or text 386-690-5858 to interview them.
Commissions in Worcester are set by agreement, not by law. Since the 2024 NAR settlement, buyers sign a written agreement that states what their agent is paid, and sellers decide what, if anything, they offer a buyer's agent. Ryan and Megan put both in writing before you start.
Homes listed in Worcester right now have a median of 42 days on the market. Pricing from recent sales nearby, strong photos and a clear plan for the first two weeks on the market matter most. Ryan and Megan price every Worcester home from closed sales, not a guess.
Yes. They list and sell homes, represent buyers, and help investors in Worcester and nearby Shrewsbury, Holden. They also handle relocation for buyers moving from another state.
Yes. Ryan and Megan are Mortgage Bankers with The Federal Savings Bank, so your pre-approval, loan and purchase run through one team. Apply at winslowloan.com or call 386-690-5858.
Ryan and Megan Winslow list, sell and finance homes in these towns.
New Smyrna Beach · Daytona Beach · Ormond Beach · Port Orange · Ponce Inlet · Edgewater · DeLand
Orlando · Winter Park · Windermere · Winter Garden · Celebration · Reunion
Miami · Miami Beach · Coral Gables · Pinecrest · Key Biscayne · Aventura · Bal Harbour · Sunny Isles Beach · Surfside · Doral · Palmetto Bay · South Miami · Miami Shores · Cutler Bay · Homestead · Brickell · Coconut Grove
Fort Lauderdale · Las Olas · Weston · Davie · Plantation · Coral Springs · Parkland · Pembroke Pines · Miramar · Hollywood · Hallandale Beach · Pompano Beach · Lighthouse Point · Lauderdale-By-The-Sea · Wilton Manors · Sunrise · Cooper City · Southwest Ranches · Deerfield Beach
