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 Holden, Massachusetts, and across Worcester County, Massachusetts. Quiet neighborhoods near the Wachusett Reservoir, Wachusett Regional schools and a short drive to Worcester.
Today, the typical Holden home is worth about $558,000 (+2.1% in a year); 20,326 people live here; 50 homes are for sale right now with a median list price of $670,000.
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 Holden listing with map, price and waterfront filters, then tour with Ryan and Megan.
Holden right now: 50 homes for sale, median list price $670,000, $303 per square foot, median 55 days on the market. 8 came on the market in the last 7 days; 4 are under contract; 2 are waterfront.
Mix: 34 single family homes, 10 condos, 4 multi family homes, 1 other. From the MLS feed, updated October 28, 2026 at 2:22 PM Eastern.
253 Cranbrook Dr, Holden, MA
Single family home, 5 beds, 4.5 baths, 5,634 square feet
Listing courtesy of Coldwell Banker Realty - Worcester
64 Kendall Rd, Holden, MA
Single family home, 4 beds, 3.5 baths, 3,000 square feet
Listing courtesy of LeRoux Realty Group
7 Village Green Ln, Holden, MA
Single family home, 5 beds, 3.5 baths, 3,944 square feet
Listing courtesy of Prosperity Associates, Inc
189 Holden St, Holden, MA
Single family home, 3 beds, 3 baths, 4,000 square feet
Listing courtesy of Holden Realty Inc.
78 Highland St, Holden, MA
Single family home, 4 beds, 2.5 baths, 3,173 square feet
Listing courtesy of Coldwell Banker Realty - Worcester
Lot 9/306 Fisher Rd, Holden, MA
Single family home, 4 beds, 3.5 baths, 2,761 square feet
Listing courtesy of Coldwell Banker Realty - Worcester
Lot 8 Elmwood Avenue, Holden, MA
Single family home, 4 beds, 3.5 baths, 3,313 square feet
Listing courtesy of Coldwell Banker Realty - Worcester
63 Wood St, Holden, MA
Single family home, 4 beds, 2.5 baths, 3,637 square feet
Listing courtesy of Holden Realty Inc.
6 Lexington Cir, Holden, MA
Single family home, 4 beds, 2.5 baths, 3,197 square feet
Listing courtesy of Coldwell Banker Realty - Worcester
Lot 87 Deanna Drive, Holden, MA
Single family home, 4 beds, 2.5 baths, 2,488 square feet
Listing courtesy of C. B. Blair Real Estate
Lot 13 Deanna Drive, Holden, MA
Single family home, 4 beds, 2.5 baths, 2,488 square feet
Listing courtesy of C. B. Blair Real Estate
Lot 84 Deanna Drive, Holden, MA
Single family home, 4 beds, 2.5 baths, 2,488 square feet
Listing courtesy of C. B. Blair Real Estate
111 Main St, Holden, MA
Multi family, 4 beds
Listing courtesy of Janice Mitchell R.E., Inc
176 Putnam Rd, Holden, MA
Single family home, 3 beds
Listing courtesy of A. J. Homes
29 Laurel Hill Ln, Holden, MA
Single family home, 3 beds
Listing courtesy of Coldwell Banker Realty - Worcester
216 Reservoir St # 102, Holden, MA
Condo, 1 beds
Listing courtesy of MA Home Realty
216 Reservoir St # 101, Holden, MA
Condo, 1 beds
Listing courtesy of Janice Mitchell R.E., Inc
105 Mixter Rd, Holden, MA
Land
Listing courtesy of The Greene Realty Group
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 sold my home in less than 1 day and helped me with a purchase as well. They were always available to me no matter what time of day. I felt like their only client and their most important client. Ryan’s ability to negotiate in the best interest of his client is by far something everyone should experience. I was included in every aspect of the sale and purchase of my new home. I recently told Ryan I almost want to sell my current home just so I can work with them again. Selling a home is always stressful. Ryan and Megan took away the stress making it a very positive experience.
P ReillyThey provided mortgage lender and real estate attorney who all worked as a team to close both deals. I highly recommend them both.
b McdonaldShe 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 BrownRyan and Megan send a value from closed Holden sales, not an online guess.
50 homes were listed for sale in Holden on October 28, 2026, with a median list price of $670,000. Another 4 were under contract.
Homes for sale in Holden have been on the market a median of 55 days, and 8 new listings came on in the last week. The median asking price is $303 per square foot.
The best agent for you knows Holden 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 Holden 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 Holden right now have a median of 55 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 Holden home from closed sales, not a guess.
Yes. They list and sell homes, represent buyers, and help investors in Holden and nearby Worcester, Shrewsbury. 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
