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 Boston, Massachusetts, and across Greater Boston. Condos in Back Bay, the South End and the Seaport, triple-deckers in Dorchester and single families in West Roxbury.
Today, the typical Boston home is worth about $775,000 (-1.4% in a year); 673,458 people live here; 2,411 homes are for sale right now with a median list price of $899,000.
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 Boston listing with map, price and waterfront filters, then tour with Ryan and Megan.
Boston right now: 2,411 homes for sale, median list price $899,000, $743 per square foot, median 49 days on the market. 159 came on the market in the last 7 days; 107 are under contract; 148 are waterfront.
Mix: 1,642 condos, 332 multi family homes, 253 single family homes, 123 other listings. From the MLS feed, updated October 28, 2026 at 2:21 PM Eastern.
150 Seaport Blvd., Boston, MA
Condo, 6 beds, 9 baths, 10,609 square feet
Listing courtesy of Douglas Elliman Real Estate - The Sarkis Team
55 Commonwealth Avenue, Boston, MA
Single family home, 5 beds, 6 baths, 10,803 square feet
Listing courtesy of Serhant
128 Commonwealth Avenue, Boston, MA
Single family home, 5 beds, 7.5 baths, 10,689 square feet
Listing courtesy of Campion & Company Fine Homes Real Estate
57 Commonwealth Avenue, Boston, MA
Multi family, 16 beds, 17 baths, 10,165 square feet
Listing courtesy of Sterling Beacon Hill
33 Third Avenue, Boston, MA
Multi family, 9 beds, 55 baths, 35,268 square feet
Listing courtesy of Cushman & Wakefield
431 Melnea Cass Boulevard, Boston, MA
Multi family, 99 beds, 99 baths, 41,628 square feet
Listing courtesy of Cushman & Wakefield
129 Commonwealth Avenue, Boston, MA
Single family home, 6 beds, 6.5 baths, 9,624 square feet
Listing courtesy of Compass
2 Commonwealth Avenue # 4, Boston, MA
Condo, 3 beds, 4.5 baths, 4,083 square feet
Listing courtesy of Campion & Company Fine Homes Real Estate
401 Beacon Street PH, Boston, MA
Condo, 5 beds, 5 baths, 6,132 square feet
Listing courtesy of William Raveis R.E. & Home Services
1 Dalton St # 4901, Boston, MA
Condo, 2 beds, 2.5 baths, 3,641 square feet
Listing courtesy of MGS Group Real Estate LTD
17 Bradston, Boston, MA
Land
Listing courtesy of City Realty Group
4 Gloucester Street, Boston, MA
Single family home, 7 beds, 7 baths, 9,924 square feet
Listing courtesy of MGS Group Real Estate LTD
46 Beacon St # 2, Boston, MA
Condo, 3 beds
Listing courtesy of Keliher Real Estate
299 Beacon Street, Boston, MA
Single family home, 5 beds
Listing courtesy of Campion & Company Fine Homes Real Estate
10 Edgerly Place, Boston, MA
Single family home, 3 beds
Listing courtesy of Sprogis & Neale Real Estate
510 E Broadway, Boston, MA
Multi family, 8 beds
Listing courtesy of EVO Real Estate Group, LLC
116 Lucerne St, Boston, MA
Multi family, 9 beds
Listing courtesy of Keller Williams Elite
45 Province St # 1402, Boston, MA
Condo, 2 beds
Listing courtesy of MP Boston Marketing LLC
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.
She made the process so easy and convenient and her communication is top notch! I am looking forward to working with her on my next home purchase.
K ArbourThey 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 BrownThey were in contact with me every step of the way. They are extremely knowledgeable and professional. You'll be very pleased to have them sell or buy you a home.
R CormierRyan and Megan send a value from closed Boston sales, not an online guess.
2,411 homes were listed for sale in Boston on October 28, 2026, with a median list price of $899,000. Another 107 were under contract.
Homes for sale in Boston have been on the market a median of 49 days, and 159 new listings came on in the last week. The median asking price is $743 per square foot.
The best agent for you knows Boston 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 Boston 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 Boston right now have a median of 49 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 Boston home from closed sales, not a guess.
Yes. They list and sell homes, represent buyers, and help investors in Boston. 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
