Broker Ryan C. Winslow. REALTOR® since 2009, 3,000+ homes sold, licensed in Florida, Massachusetts, Connecticut and Rhode Island, with in-house mortgage options.
Live market pulse
Researched town by town
Andover is home to Phillips Academy, founded in 1770, and the Addison Gallery of American Art on its campus. The town ca...
Apopka calls itself the Indoor Foliage Capital of the World, a title that grew out of the fern and houseplant nurseries ...
Auburn is where Robert Goddard launched the world's first liquid-fueled rocket on March 16, 1926, on Pakachoag Hill. Tod...
Barnstable sits at the heart of Cape Cod and is made up of seven villages that include Hyannis, Osterville, Centerville ...
Boca Raton is known for Addison Mizner's 1920s Mediterranean Revival style, a string of city beach parks on A1A, and Miz...
Boston is the city of the Freedom Trail, a 2.5-mile walk that links 16 historic sites from the American Revolution. It i...
Boylston is home to the New England Botanic Garden at Tower Hill, a nearly 200-acre public garden with views over the Wa...
Brookline borders Boston and is known for Coolidge Corner, its busy retail heart at Harvard and Beacon Streets. It is th...
Bunnell is the county seat of Flagler County and its oldest city. Its city seal carries a potato, a nod to the farming t...
Cambridge is home to Harvard University and MIT, and the tourism office calls it the City of Squares. Harvard, Central, ...
Cape Canaveral is a small beachside city on a barrier island between the Atlantic Ocean and the Banana River. It sits ne...
Charlton is a rural Worcester County town known for Old Home Day, a Labor Day weekend tradition held since 1897. It is h...
Clermont sits in the rolling hills of South Lake County, between Lake Minneola and Lake Minnehaha, about 25 miles west o...
Clinton is a compact mill town on the Nashua River, next to the Wachusett Dam and Reservoir. It is home to Fuller Field,...
Cocoa Beach is the best known beach town on Florida's Space Coast, about 45 minutes east of Orlando. It is famous for su...
Cranston is the city next door to Providence, with a strong Italian-American identity centered in Knightsville and the S...
Daytona Beach is the home of Daytona International Speedway and the Daytona 500. Its hard-packed sand beach, where cars ...
Daytona Beach Shores is a small oceanfront city on a barrier island between Daytona Beach and Wilbur-by-the-Sea. It is k...
DeBary sits on the St. Johns River and Lake Monroe in southwest Volusia County. It is known for DeBary Hall, the 1871 wi...
DeLand is the home of Stetson University and a brick-lined historic downtown on Woodland Boulevard full of murals, sculp...
Deltona is the largest city in Volusia County, with an estimated population of about 100,000. It sits between Daytona Be...
Douglas is known for Douglas State Forest, a 5,907-acre DCR forest with swimming and boating on Wallum Lake and a boardw...
Dudley was the first town incorporated in the new Worcester County, in 1732. It is home to Nichols College on historic D...
Edgewater sits on the Indian River just south of New Smyrna Beach, with a riverfront Riverwalk and mangrove paddling tra...
Falmouth sits on the southwest corner of Cape Cod, with 68 miles of shoreline on Buzzards Bay and Vineyard Sound. Woods ...
Fitchburg is a former mill city on the Nashua River that once turned out paper, textiles, machines, saws, guns and bicyc...
Flagler Beach is a low-rise beach town on a thin strip of land between the Atlantic Ocean and the Intracoastal Waterway....
Fort Lauderdale is called the Venice of America for its 165 miles of inland waterways. It is known for its beaches, Las ...
Framingham is the anchor of the MetroWest region, halfway between Boston and Worcester. It is known for the Framingham H...
Gainesville is home to the University of Florida and the Florida Gators. It is also known for nature at its doorstep, wi...
Gardner is the Chair City of the World. Its furniture factories once turned out more than a million chairs a year, and a...
Glastonbury sits on the east bank of the Connecticut River, 7 miles southeast of Hartford. It is known for its orchards ...
Grafton is a semi-rural town southeast of Worcester known for its classic town common, lined with historic buildings and...
Greenwich sits on Long Island Sound at the New York line, within an hour's commute of Manhattan. It is known for Greenwi...
Hartford is Connecticut's capital and a longtime insurance center. It is home to the Mark Twain House, the Wadsworth Ath...
Holden sits in the rolling hills just north of Worcester, about forty miles west of Boston. A good share of its roughly ...
Holly Hill is a small mainland city on the Halifax River, wedged between Daytona Beach and Ormond Beach. It is known for...
Hudson is a former shoe-mill town on the Assabet River that has turned its Main Street into a regional dining and craft ...
Jacksonville is a river city built along the St. Johns River, with Atlantic beaches on its east side. It claims the larg...
Kissimmee is the county seat of Osceola County and sits on the shore of Lake Tohopekaliga. It is known for cattle ranchi...
Lake Helen calls itself the Gem of Florida. It is a small historic city in West Volusia with Victorian-era homes, shady ...
Lake Mary is a Seminole County suburb about 18 miles north of Orlando, with a walkable downtown around City Hall and a b...
Lakeland sits on I-4 between Tampa and Orlando and is built around 38 named lakes. Florida Southern College holds the la...
Lancaster is the oldest town in Worcester County and the mother town of Harvard, Bolton, Leominster, Clinton, Berlin and...
Leicester is a Worcester County town made up of old mill villages: Leicester Center, Cherry Valley, Rochdale, Greenville...
Leominster is the birthplace of Johnny Appleseed, born John Chapman on Sept. 26, 1774, and the city still throws a downt...
Lowell is known as the first successful planned industrial city in the United States, built around canals and textile mi...
Madison is a Long Island Sound shoreline town best known for Hammonasset Beach State Park, the state's largest shoreline...
Marlborough is a MetroWest city built on shoemaking, and at the time of the Civil War it was said to be the fourth-large...
Melbourne is the Harbor City of Florida's Space Coast, set on the Indian River Lagoon with bridges out to the barrier is...
Mendon is home to Southwick's Zoo, which the town's 2023 Master Plan calls the largest zoo in New England, and the Mendo...
Merritt Island sits between the Indian River and the Banana River, directly south of Kennedy Space Center and the Merrit...
Miami Beach is a slender, nine-mile barrier island between the Atlantic Ocean and Biscayne Bay. It holds what the city c...
Miami is the bayfront hub of South Florida, with the Brickell financial district, Little Havana's Calle Ocho, and the Wy...
Millbury sits at the top of the Blackstone River Valley, just south of Worcester where Route 146 meets the Mass Pike. It...
Mount Dora is a lakefront town on Lake Dora, part of the Harris Chain of Lakes, known for its oak canopy, antique and sp...
Naples is known for its Gulf of Mexico beaches, the historic Naples Pier, and Fifth Avenue South, the downtown street th...
Narragansett is known for its beaches, including Narragansett Town Beach and three state beaches: Scarborough, Roger W. ...
Natick hosts about four miles of the Boston Marathon course, from mile 7.5 to mile 11.7. It is home to Lake Cochituate a...
Needham is a Norfolk County town just west of Boston with four MBTA commuter rail stops on the Needham Line: Needham Hei...
New Haven is home to Yale University and calls itself the Cultural Capital of Connecticut for its theaters, museums and ...
New Smyrna Beach is known for its surf culture, its drivable beach, and two walkable districts: Flagler Avenue on the be...
Newport is known for its Gilded Age mansions along Bellevue Avenue, the 3.5-mile Cliff Walk and the 10-mile Ocean Drive....
Newton is a city about 8 miles west of downtown Boston made up of thirteen villages instead of one downtown. It is calle...
Northborough is a Route 9 and Route 20 town between Worcester and Marlborough, known for its orchards and its fall Apple...
Northbridge is best known for Whitinsville, the mill village where the Whitin Machine Works grew into the world's larges...
Oak Hill is a small Old Florida fishing town on the western shore of Mosquito Lagoon, the water many anglers call the Re...
Ocala calls itself the Horse Capital of the World, with more than 1,200 horse farms across Marion County and the World E...
Ocoee is a West Orange County city built around Starke Lake, with a small historic downtown on Bluford Avenue and McKey ...
Old Saybrook sits where the Connecticut River meets Long Island Sound. It is known for its wide, walkable Main Street, i...
Orange City is home to Blue Spring State Park, where hundreds of manatees crowd the 72-degree spring run each winter. Th...
Orlando is the county seat of Orange County and the gateway to Walt Disney World and Universal Orlando Resort. Past the ...
Ormond Beach calls itself the Birthplace of Speed. Early automakers raced on its hard-packed sand starting in 1902. Toda...
Oviedo is known for the free-roaming chickens and roosters of its historic downtown, which the city treats as a bird san...
Oxford is the birthplace of Clara Barton, founder of the American Red Cross, and of Dr. Elliot Joslin, founder of today'...
Palm Bay is the most populous city in Brevard County and the largest by land area, with 119,760 residents at the 2020 ce...
Palm Coast is a planned city built around dozens of miles of freshwater and saltwater canals, with more than 130 miles o...
Paxton is a small hilltop town on the northwest edge of Worcester, with a town center that sits at about 1,158 feet. It ...
Plymouth is America's Hometown, the site of the 1620 Pilgrim settlement and home of Plymouth Rock, Mayflower II and Plim...
Ponce Inlet sits at the southern tip of the Daytona barrier island, where the Halifax River meets the Atlantic at Ponce ...
Port Orange sits on the Halifax River just south of Daytona Beach. It is known for riverfront dining under the Dunlawton...
Princeton is the home of Wachusett Mountain, the 2,006-foot summit that anchors a 3,000-acre state reservation and the W...
Providence is Rhode Island's capital and home to Brown University and RISD on College Hill. It is known for WaterFire on...
Quincy is the City of Presidents. John Adams and John Quincy Adams were both born here, and their birthplaces and family...
Rutland is the geographic center of Massachusetts, and a tree on Central Tree Road marks the general spot. The town comm...
Salem is known worldwide for the 1692 witch trials and for Haunted Happenings, a month of Halloween events that draws mo...
Sanford is the Seminole County seat on the south shore of Lake Monroe, where the St. Johns River widens out. It is known...
Sarasota is known for the arts and its circus heritage. The Ringling museum, Selby Gardens, Asolo Rep and Sarasota Opera...
Satellite Beach is a small barrier island city with the Atlantic Ocean on one side and the Banana River on the other. Ab...
Shrewsbury sits on the east shore of Lake Quinsigamond, right next to Worcester, with Route 9 and Route 20 crossing town...
South Daytona is a small city on the west bank of the Halifax River, tucked between Daytona Beach and Port Orange along ...
Southborough is a small town at the eastern edge of Worcester County, about 25 miles west of Boston. It is known for the...
Spencer is best known for the Spencer Fair, its agricultural fair held every Labor Day weekend at the fairgrounds on Smi...
Springfield calls itself the City of Firsts. It is the birthplace of basketball, home of the first national armory, and ...
St. Augustine is the nation's oldest city, founded by Spain in 1565. People know it for the coquina walls of the Castill...
St. Cloud sits on the south shore of East Lake Tohopekaliga, known locally as East Lake Toho. It is known as the Friendl...
St. Petersburg is the Sunshine City on the Pinellas peninsula, with a walkable downtown waterfront, the St. Pete Pier an...
Stamford is a corporate hub on Long Island Sound with one of the largest clusters of company headquarters in the New Yor...
Sterling is the birthplace of Mary Sawyer, whose pet lamb inspired "Mary Had a Little Lamb," and a lamb statue stands on...
Stonington sits in the far southeast corner of Connecticut, bordered by the Mystic River, the Pawcatuck River and Long I...
Sutton is home to Purgatory Chasm State Reservation, a granite gorge with rock formations called The Corn Crib, The Coff...
Tampa is known for its cigar-making past in Ybor City, the 2.6-mile Tampa Riverwalk along the Hillsborough River, and th...
Titusville sits on the Indian River Lagoon directly across from Kennedy Space Center, and its riverfront parks are some ...
Upton is known for the 2,660-acre Upton State Forest, where Civilian Conservation Corps buildings from the Great Depress...
Uxbridge sits at the center of the Blackstone River Valley National Heritage Corridor, one of the places where American ...
Vero Beach is known for uncrowded Atlantic beaches on a barrier island shared with some of the most important sea turtle...
Warwick is Rhode Island's second largest city, with 39 miles of coastline on Narragansett Bay and Greenwich Bay. It is h...
Webster is home to Lake Chargoggagoggmanchauggagoggchaubunagungamaugg, often cited as the longest place name in the Unit...
Wellesley is a Norfolk County suburb west of Boston known as home to Wellesley College, Babson College and a MassBay Com...
West Boylston is known for the Wachusett Reservoir, which fills the middle of town and supplies drinking water to about ...
West Hartford is known for West Hartford Center and Blue Back Square, a walkable downtown of restaurants, shops and a lu...
West Palm Beach is the county seat and largest city in Palm Beach County, sitting on the Lake Worth Lagoon across from t...
Westborough is the birthplace of Eli Whitney, inventor of the cotton gin, and holds the headwaters of the Sudbury and As...
Westerly is Rhode Island's southwestern corner, where seven miles of sandy beach run from Watch Hill to Weekapaug. It is...
Westport is a Long Island Sound town known for Compo Beach, Sherwood Island State Park and a walkable downtown along the...
Windermere is a small lakeside town on the Butler Chain of Lakes in west Orange County. It is known for its small downto...
Winter Garden is known for its brick-lined historic downtown on Plant Street, where the paved West Orange Trail runs rig...
Winter Park is known for Park Avenue, a brick-lined downtown of shops and sidewalk cafes facing the 11-acre Central Park...
Winter Springs sits on the south shore of Lake Jesup, about 20 minutes northeast of downtown Orlando. It is known for it...
Worcester is the hub of Central Massachusetts. It is known for its classic lunch-car diners, the Worcester Red Sox at Po...

Your broker
Army retired. Grew up in a Worcester County real estate family. Built Winslow Homes into a brokerage of about 100 agents and 600+ agents and staff at peak, closed luxury sales above $10 million, and won Best of Central Massachusetts multiple years. Today he works from New Smyrna Beach and still serves clients across New England.
How we help
Search every listing, tour with a broker, and negotiate with 3,000+ closings of experience.
Pricing from real closed sales, professional marketing, and a broker on every call.
VA, FHA, conventional, jumbo and down payment programs through Ryan and Megan Winslow.
Sell in Massachusetts and buy in Florida with one broker licensed in both states.
Answers