Coastal Florida · New England

The key to the home of your dreams.

Broker Ryan C. Winslow. REALTOR® since 2009, 3,000+ homes sold, licensed in Florida, Massachusetts, Connecticut and Rhode Island, with in-house mortgage options.

3,000+Homes sold
2009REALTOR® since
4State broker licenses
50States for lending

Your markets this month

City guides

City guide

Andover, MA

Andover is home to Phillips Academy, founded in 1770, and the Addison Gallery of American Art on its campus. The town ca...

City guide

Apopka, FL

Apopka calls itself the Indoor Foliage Capital of the World, a title that grew out of the fern and houseplant nurseries ...

City guide

Auburn, MA

Auburn is where Robert Goddard launched the world's first liquid-fueled rocket on March 16, 1926, on Pakachoag Hill. Tod...

City guide

Barnstable, MA

Barnstable sits at the heart of Cape Cod and is made up of seven villages that include Hyannis, Osterville, Centerville ...

City guide

Boca Raton, FL

Boca Raton is known for Addison Mizner's 1920s Mediterranean Revival style, a string of city beach parks on A1A, and Miz...

City guide

Boston, MA

Boston is the city of the Freedom Trail, a 2.5-mile walk that links 16 historic sites from the American Revolution. It i...

City guide

Boylston, MA

Boylston is home to the New England Botanic Garden at Tower Hill, a nearly 200-acre public garden with views over the Wa...

City guide

Brookline, MA

Brookline borders Boston and is known for Coolidge Corner, its busy retail heart at Harvard and Beacon Streets. It is th...

City guide

Bunnell, FL

Bunnell is the county seat of Flagler County and its oldest city. Its city seal carries a potato, a nod to the farming t...

City guide

Cambridge, MA

Cambridge is home to Harvard University and MIT, and the tourism office calls it the City of Squares. Harvard, Central, ...

City guide

Cape Canaveral, FL

Cape Canaveral is a small beachside city on a barrier island between the Atlantic Ocean and the Banana River. It sits ne...

City guide

Charlton, MA

Charlton is a rural Worcester County town known for Old Home Day, a Labor Day weekend tradition held since 1897. It is h...

City guide

Clermont, FL

Clermont sits in the rolling hills of South Lake County, between Lake Minneola and Lake Minnehaha, about 25 miles west o...

City guide

Clinton, MA

Clinton is a compact mill town on the Nashua River, next to the Wachusett Dam and Reservoir. It is home to Fuller Field,...

City guide

Cocoa Beach, FL

Cocoa Beach is the best known beach town on Florida's Space Coast, about 45 minutes east of Orlando. It is famous for su...

City guide

Cranston, RI

Cranston is the city next door to Providence, with a strong Italian-American identity centered in Knightsville and the S...

City guide

Daytona Beach, FL

Daytona Beach is the home of Daytona International Speedway and the Daytona 500. Its hard-packed sand beach, where cars ...

City guide

Daytona Beach Shores, FL

Daytona Beach Shores is a small oceanfront city on a barrier island between Daytona Beach and Wilbur-by-the-Sea. It is k...

City guide

DeBary, FL

DeBary sits on the St. Johns River and Lake Monroe in southwest Volusia County. It is known for DeBary Hall, the 1871 wi...

City guide

DeLand, FL

DeLand is the home of Stetson University and a brick-lined historic downtown on Woodland Boulevard full of murals, sculp...

City guide

Deltona, FL

Deltona is the largest city in Volusia County, with an estimated population of about 100,000. It sits between Daytona Be...

City guide

Douglas, MA

Douglas is known for Douglas State Forest, a 5,907-acre DCR forest with swimming and boating on Wallum Lake and a boardw...

City guide

Dudley, MA

Dudley was the first town incorporated in the new Worcester County, in 1732. It is home to Nichols College on historic D...

City guide

Edgewater, FL

Edgewater sits on the Indian River just south of New Smyrna Beach, with a riverfront Riverwalk and mangrove paddling tra...

City guide

Falmouth, MA

Falmouth sits on the southwest corner of Cape Cod, with 68 miles of shoreline on Buzzards Bay and Vineyard Sound. Woods ...

City guide

Fitchburg, MA

Fitchburg is a former mill city on the Nashua River that once turned out paper, textiles, machines, saws, guns and bicyc...

City guide

Flagler Beach, FL

Flagler Beach is a low-rise beach town on a thin strip of land between the Atlantic Ocean and the Intracoastal Waterway....

City guide

Fort Lauderdale, FL

Fort Lauderdale is called the Venice of America for its 165 miles of inland waterways. It is known for its beaches, Las ...

City guide

Framingham, MA

Framingham is the anchor of the MetroWest region, halfway between Boston and Worcester. It is known for the Framingham H...

City guide

Gainesville, FL

Gainesville is home to the University of Florida and the Florida Gators. It is also known for nature at its doorstep, wi...

City guide

Gardner, MA

Gardner is the Chair City of the World. Its furniture factories once turned out more than a million chairs a year, and a...

City guide

Glastonbury, CT

Glastonbury sits on the east bank of the Connecticut River, 7 miles southeast of Hartford. It is known for its orchards ...

City guide

Grafton, MA

Grafton is a semi-rural town southeast of Worcester known for its classic town common, lined with historic buildings and...

City guide

Greenwich, CT

Greenwich sits on Long Island Sound at the New York line, within an hour's commute of Manhattan. It is known for Greenwi...

City guide

Hartford, CT

Hartford is Connecticut's capital and a longtime insurance center. It is home to the Mark Twain House, the Wadsworth Ath...

City guide

Holden, MA

Holden sits in the rolling hills just north of Worcester, about forty miles west of Boston. A good share of its roughly ...

City guide

Holly Hill, FL

Holly Hill is a small mainland city on the Halifax River, wedged between Daytona Beach and Ormond Beach. It is known for...

City guide

Hudson, MA

Hudson is a former shoe-mill town on the Assabet River that has turned its Main Street into a regional dining and craft ...

City guide

Jacksonville, FL

Jacksonville is a river city built along the St. Johns River, with Atlantic beaches on its east side. It claims the larg...

City guide

Kissimmee, FL

Kissimmee is the county seat of Osceola County and sits on the shore of Lake Tohopekaliga. It is known for cattle ranchi...

City guide

Lake Helen, FL

Lake Helen calls itself the Gem of Florida. It is a small historic city in West Volusia with Victorian-era homes, shady ...

City guide

Lake Mary, FL

Lake Mary is a Seminole County suburb about 18 miles north of Orlando, with a walkable downtown around City Hall and a b...

City guide

Lakeland, FL

Lakeland sits on I-4 between Tampa and Orlando and is built around 38 named lakes. Florida Southern College holds the la...

City guide

Lancaster, MA

Lancaster is the oldest town in Worcester County and the mother town of Harvard, Bolton, Leominster, Clinton, Berlin and...

City guide

Leicester, MA

Leicester is a Worcester County town made up of old mill villages: Leicester Center, Cherry Valley, Rochdale, Greenville...

City guide

Leominster, MA

Leominster is the birthplace of Johnny Appleseed, born John Chapman on Sept. 26, 1774, and the city still throws a downt...

City guide

Lowell, MA

Lowell is known as the first successful planned industrial city in the United States, built around canals and textile mi...

City guide

Madison, CT

Madison is a Long Island Sound shoreline town best known for Hammonasset Beach State Park, the state's largest shoreline...

City guide

Marlborough, MA

Marlborough is a MetroWest city built on shoemaking, and at the time of the Civil War it was said to be the fourth-large...

City guide

Melbourne, FL

Melbourne is the Harbor City of Florida's Space Coast, set on the Indian River Lagoon with bridges out to the barrier is...

City guide

Mendon, MA

Mendon is home to Southwick's Zoo, which the town's 2023 Master Plan calls the largest zoo in New England, and the Mendo...

City guide

Merritt Island, FL

Merritt Island sits between the Indian River and the Banana River, directly south of Kennedy Space Center and the Merrit...

City guide

Miami Beach, FL

Miami Beach is a slender, nine-mile barrier island between the Atlantic Ocean and Biscayne Bay. It holds what the city c...

City guide

Miami, FL

Miami is the bayfront hub of South Florida, with the Brickell financial district, Little Havana's Calle Ocho, and the Wy...

City guide

Millbury, MA

Millbury sits at the top of the Blackstone River Valley, just south of Worcester where Route 146 meets the Mass Pike. It...

City guide

Mount Dora, FL

Mount Dora is a lakefront town on Lake Dora, part of the Harris Chain of Lakes, known for its oak canopy, antique and sp...

City guide

Naples, FL

Naples is known for its Gulf of Mexico beaches, the historic Naples Pier, and Fifth Avenue South, the downtown street th...

City guide

Narragansett, RI

Narragansett is known for its beaches, including Narragansett Town Beach and three state beaches: Scarborough, Roger W. ...

City guide

Natick, MA

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...

City guide

Needham, MA

Needham is a Norfolk County town just west of Boston with four MBTA commuter rail stops on the Needham Line: Needham Hei...

City guide

New Haven, CT

New Haven is home to Yale University and calls itself the Cultural Capital of Connecticut for its theaters, museums and ...

City guide

New Smyrna Beach, FL

New Smyrna Beach is known for its surf culture, its drivable beach, and two walkable districts: Flagler Avenue on the be...

City guide

Newport, RI

Newport is known for its Gilded Age mansions along Bellevue Avenue, the 3.5-mile Cliff Walk and the 10-mile Ocean Drive....

City guide

Newton, MA

Newton is a city about 8 miles west of downtown Boston made up of thirteen villages instead of one downtown. It is calle...

City guide

Northborough, MA

Northborough is a Route 9 and Route 20 town between Worcester and Marlborough, known for its orchards and its fall Apple...

City guide

Northbridge, MA

Northbridge is best known for Whitinsville, the mill village where the Whitin Machine Works grew into the world's larges...

City guide

Oak Hill, FL

Oak Hill is a small Old Florida fishing town on the western shore of Mosquito Lagoon, the water many anglers call the Re...

City guide

Ocala, FL

Ocala calls itself the Horse Capital of the World, with more than 1,200 horse farms across Marion County and the World E...

City guide

Ocoee, FL

Ocoee is a West Orange County city built around Starke Lake, with a small historic downtown on Bluford Avenue and McKey ...

City guide

Old Saybrook, CT

Old Saybrook sits where the Connecticut River meets Long Island Sound. It is known for its wide, walkable Main Street, i...

City guide

Orange City, FL

Orange City is home to Blue Spring State Park, where hundreds of manatees crowd the 72-degree spring run each winter. Th...

City guide

Orlando, FL

Orlando is the county seat of Orange County and the gateway to Walt Disney World and Universal Orlando Resort. Past the ...

City guide

Ormond Beach, FL

Ormond Beach calls itself the Birthplace of Speed. Early automakers raced on its hard-packed sand starting in 1902. Toda...

City guide

Oviedo, FL

Oviedo is known for the free-roaming chickens and roosters of its historic downtown, which the city treats as a bird san...

City guide

Oxford, MA

Oxford is the birthplace of Clara Barton, founder of the American Red Cross, and of Dr. Elliot Joslin, founder of today'...

City guide

Palm Bay, FL

Palm Bay is the most populous city in Brevard County and the largest by land area, with 119,760 residents at the 2020 ce...

City guide

Palm Coast, FL

Palm Coast is a planned city built around dozens of miles of freshwater and saltwater canals, with more than 130 miles o...

City guide

Paxton, MA

Paxton is a small hilltop town on the northwest edge of Worcester, with a town center that sits at about 1,158 feet. It ...

City guide

Plymouth, MA

Plymouth is America's Hometown, the site of the 1620 Pilgrim settlement and home of Plymouth Rock, Mayflower II and Plim...

City guide

Ponce Inlet, FL

Ponce Inlet sits at the southern tip of the Daytona barrier island, where the Halifax River meets the Atlantic at Ponce ...

City guide

Port Orange, FL

Port Orange sits on the Halifax River just south of Daytona Beach. It is known for riverfront dining under the Dunlawton...

City guide

Princeton, MA

Princeton is the home of Wachusett Mountain, the 2,006-foot summit that anchors a 3,000-acre state reservation and the W...

City guide

Providence, RI

Providence is Rhode Island's capital and home to Brown University and RISD on College Hill. It is known for WaterFire on...

City guide

Quincy, MA

Quincy is the City of Presidents. John Adams and John Quincy Adams were both born here, and their birthplaces and family...

City guide

Rutland, MA

Rutland is the geographic center of Massachusetts, and a tree on Central Tree Road marks the general spot. The town comm...

City guide

Salem, MA

Salem is known worldwide for the 1692 witch trials and for Haunted Happenings, a month of Halloween events that draws mo...

City guide

Sanford, FL

Sanford is the Seminole County seat on the south shore of Lake Monroe, where the St. Johns River widens out. It is known...

City guide

Sarasota, FL

Sarasota is known for the arts and its circus heritage. The Ringling museum, Selby Gardens, Asolo Rep and Sarasota Opera...

City guide

Satellite Beach, FL

Satellite Beach is a small barrier island city with the Atlantic Ocean on one side and the Banana River on the other. Ab...

City guide

Shrewsbury, MA

Shrewsbury sits on the east shore of Lake Quinsigamond, right next to Worcester, with Route 9 and Route 20 crossing town...

City guide

South Daytona, FL

South Daytona is a small city on the west bank of the Halifax River, tucked between Daytona Beach and Port Orange along ...

City guide

Southborough, MA

Southborough is a small town at the eastern edge of Worcester County, about 25 miles west of Boston. It is known for the...

City guide

Spencer, MA

Spencer is best known for the Spencer Fair, its agricultural fair held every Labor Day weekend at the fairgrounds on Smi...

City guide

Springfield, MA

Springfield calls itself the City of Firsts. It is the birthplace of basketball, home of the first national armory, and ...

City guide

St. Augustine, FL

St. Augustine is the nation's oldest city, founded by Spain in 1565. People know it for the coquina walls of the Castill...

City guide

St. Cloud, FL

St. Cloud sits on the south shore of East Lake Tohopekaliga, known locally as East Lake Toho. It is known as the Friendl...

City guide

St. Petersburg, FL

St. Petersburg is the Sunshine City on the Pinellas peninsula, with a walkable downtown waterfront, the St. Pete Pier an...

City guide

Stamford, CT

Stamford is a corporate hub on Long Island Sound with one of the largest clusters of company headquarters in the New Yor...

City guide

Sterling, MA

Sterling is the birthplace of Mary Sawyer, whose pet lamb inspired "Mary Had a Little Lamb," and a lamb statue stands on...

City guide

Stonington, CT

Stonington sits in the far southeast corner of Connecticut, bordered by the Mystic River, the Pawcatuck River and Long I...

City guide

Sutton, MA

Sutton is home to Purgatory Chasm State Reservation, a granite gorge with rock formations called The Corn Crib, The Coff...

City guide

Tampa, FL

Tampa is known for its cigar-making past in Ybor City, the 2.6-mile Tampa Riverwalk along the Hillsborough River, and th...

City guide

Titusville, FL

Titusville sits on the Indian River Lagoon directly across from Kennedy Space Center, and its riverfront parks are some ...

City guide

Upton, MA

Upton is known for the 2,660-acre Upton State Forest, where Civilian Conservation Corps buildings from the Great Depress...

City guide

Uxbridge, MA

Uxbridge sits at the center of the Blackstone River Valley National Heritage Corridor, one of the places where American ...

City guide

Vero Beach, FL

Vero Beach is known for uncrowded Atlantic beaches on a barrier island shared with some of the most important sea turtle...

City guide

Warwick, RI

Warwick is Rhode Island's second largest city, with 39 miles of coastline on Narragansett Bay and Greenwich Bay. It is h...

City guide

Webster, MA

Webster is home to Lake Chargoggagoggmanchauggagoggchaubunagungamaugg, often cited as the longest place name in the Unit...

City guide

Wellesley, MA

Wellesley is a Norfolk County suburb west of Boston known as home to Wellesley College, Babson College and a MassBay Com...

City guide

West Boylston, MA

West Boylston is known for the Wachusett Reservoir, which fills the middle of town and supplies drinking water to about ...

City guide

West Hartford, CT

West Hartford is known for West Hartford Center and Blue Back Square, a walkable downtown of restaurants, shops and a lu...

City guide

West Palm Beach, FL

West Palm Beach is the county seat and largest city in Palm Beach County, sitting on the Lake Worth Lagoon across from t...

City guide

Westborough, MA

Westborough is the birthplace of Eli Whitney, inventor of the cotton gin, and holds the headwaters of the Sudbury and As...

City guide

Westerly, RI

Westerly is Rhode Island's southwestern corner, where seven miles of sandy beach run from Watch Hill to Weekapaug. It is...

City guide

Westport, CT

Westport is a Long Island Sound town known for Compo Beach, Sherwood Island State Park and a walkable downtown along the...

City guide

Windermere, FL

Windermere is a small lakeside town on the Butler Chain of Lakes in west Orange County. It is known for its small downto...

City guide

Winter Garden, FL

Winter Garden is known for its brick-lined historic downtown on Plant Street, where the paved West Orange Trail runs rig...

City guide

Winter Park, FL

Winter Park is known for Park Avenue, a brick-lined downtown of shops and sidewalk cafes facing the 11-acre Central Park...

City guide

Winter Springs, FL

Winter Springs sits on the south shore of Lake Jesup, about 20 minutes northeast of downtown Orlando. It is known for it...

City guide

Worcester, MA

Worcester is the hub of Central Massachusetts. It is known for its classic lunch-car diners, the Worcester Red Sox at Po...

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Ryan C. Winslow, broker/owner of Winslow Homes

Ryan C. Winslow

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.

Questions buyers ask