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Winter Park Library Archives

Historic Homes of Winter Park - Street Address

All records currently digitized regarding homes in Winter Park of historic note. Records on this page are listed by street, then house number, and original owner if all information is available. Some of Winter Park's homes were built in an era before the use of numbered addresses was common in this area, so all homes may not have a formal address as part of its listing.

Click on the name of the home you are interested in to view its collection.  

Alabama Drive, 1201

Alabama Drive, 1218 - Harris House

Alabama Drive, 1360
Alabama Drive, 1400

Alabama Drive, 1466 - Hurst House

Alabama Drive, 1520
Alabama Drive, 1600 - Alabama Hotel Alabama Drive, 1700 - Temple House

Alabama Drive, 1700 - Temple W C Refectory

Alabama Drive, 1759 - Alabama Oaks Retirement Community

Alberta Drive, 451 - Green House

Alberta Drive, 481
Alexander Place, 141 - Fannie French Morse Home Alexander Place - Tapper House

Aloma Avenue, 1034

Aloma Avenue, 1331 - Cartie E Waddell House

Aloma Avenue, 1386 - J E Peterson House

Aloma Avenue, 1458 - Gardiner Home

Aloma Avenue Development Anchorage, 1009 - Anchorage Garage

Antonette Avenue, 739 - William Houston House

Antonette Avenue, 747-749 - S.W. Cason House
Antonette Avenue, 754 - G.H. Doan House

Antonette Avenue, 762 - Baldwin Palmer House

Antonette Avenue, 767 Antonette Avenue, 781 - J.E. Blackburn House

Antonette Avenue, 786 - D.N. Barbour House

Antonette Avenue, 787 - Robert Poole House

Antonette Avenue, 796

Antonette Avenue, 814 - Carl Williams House
Antonette Avenue, 817

Antonette Avenue, 818 - Eliza Swasey House

Antonette Avenue, 828 - Luther A Leach House

Antonette Avenue, 829

Antonette Avenue, 834 - Annie B Johnston House

Antonette Ave, 835
Azalea Lane, 1075

Balmoral, 601

Barcelona Way, 608 - Deutsches House
Barcelona Way, 1750

Beloit, 331

Berkshire Ave, 1425

Berkshire Avenue, 1446 - L.J. Davidson House

Berkshire Avenue, 1475 - P.J. Ness House Berkshire Avenue, 1500
Berkshire Avenue, 1530 Berkshire Avenue, 1531 - H.C. Stutz House

Berkshire Avenue, 1532

Bonita Drive, 724 - Comstock-Harris Home

Bonita Drive, 770

Bonita Drive, 780 - Weissenberger House
Bonita Drive, 1001 - Hakes House

Bonnie Burn Circle, 1500

Bonnie Burn Circle, 1505
Bridgeport,1327 -Lefkowitz House

Broadview Avenue, 443 - Dr W.A. Myers House

Broadview Avenue, 471 - W.J. Johnson House

Buckingham Road, 1363 - M.C. Taylor House

Canterbury Road, 1367 - J.J. Bettes House

Canterbury Road, 1376 - G.H. Fisher House

Canterbury, 1379 - Dr. A.R. Oestricher Home

Canterbury, 1412

Canton Avenue - Canton Park Apts

Canton Avenue E, 250 - Russell House

Capen Avenue, 506 - Sarah Harden House

Carolina Avenue, 413 - Aaron Horton House

Carolina Avenue, 453 - Harry Rooming Swain House

Carolina Avenue, 467

Carolina Avenue, 524 - Benjamin Baker House
Carolina Avenue, 532 - Jesse Anderson House

Chase Avenue, 200 - (Demolished 1990)

Chase Avenue, 242 - Gibbs/ Freeman House

Chase Avenue, 266 - Pine Needle

Chase Avenue, 266

Chase Avenue, 500 - Warner House

Chelton Circle, 110 - Rich House

Cherokee Avenue, 967

Chestnut Avenue, 1681 - Grantham House
Clarendon Avenue, 450 - G.M. Clarendon House

Clay Street, 1320

Clay Street, 1390

College Point, 1331
College Point, 1336 - R.F. Leedy House

College Point, 1350 - Seymour House

Comstock Avenue E, 120 - Masonic Temple

Comstock Avenue W , 222 - Comstock Bldg.

Comstock Avenue W, 317 - James Johnson House
Comstock Avenue W, 439 - George Peterson House

Comstock Avenue W, 440 - Lloyd William House

Comstock Avenue W, 451 - Anna Lee Woodley House
Comstock Avenue W, 452 - Harold Jackson House
Comstock Avenue W, 459 - Eddie Hardy House

Comstock Avenue W, 470 - Hardy, R F House

Comstock Avenue W, 471 - Ross J. Morgan House
Comstock Avenue W, 479

Comstock Avenue W, 502 - Alex Wilson House

Comstock Avenue W, 506

Comstock Avenue W, 510 - Ralph Lanier

Comstock Avenue W, 522
Comstock Avenue W, 531 - J.W. Glenn
Comstock Avenue W, 626 - Rev. Roger Moore

Comstock Avenue W, 634 - James Dixon

Comstock Avenue W, 662

Comstock Avenue W, 663 - Joy Fletcher

Comstock Avenue W, 664 - Sullivan Dean

Comstock Avenue W, 674 - Maxey Day House

Comstock Avenue W, 704 - Wade Wilson

Comstock Avenue W, 722 - Lonnie Brown

Comstock Avenue W, 764 - George Bland

Comstock Avenue W, 800 and Symonds Avenue, 712 - Affordable Housing

Comstock Avenue W, 801

Comstock Avenue W, 815 - William White House

Comstock Avenue W, 816 - Mead Colston House

Comstock Avenue W, 817
Comstock Avenue W, 840 - Eugene Sheffield House

Comstock Avenue W, 865 - Saint Fleming House

Comstock Avenue W - Comstock Villas

Copeland Drive E, 205 - Thomas House

Cortland Avenue, 104

Cortland Avenue, 140 - George Powers House

Cortland Avenue, 150 - Rev. J.B. Thomas

Cortland Avenue, 161 - E.S. Ball

Cortland Avenue, 260 - Edward R. Donnelly House

Dale Avenue, 1564 - Phillip Dale House Dale Avenue, 1635
Denning Drive, 820
Denning Drive N, 500 Detmar Drive, 138 Detmar Drive, 234
Devon Road, 1366 Devon Road, 1400
Douglas Avenue, 755 - Sarah Prince House
Douglas Avenue, 854 - 866
Edinburgh Drive, 229

Elizabeth Drive, 1430 - George Holt House

Elm Street, 1410
Essex Road, 1221 - A.H. Knight House

Essex Road, 1235 - Mrs. L.B. Fisher House

Essex Road, 1259 - S.H. Edes House

Essex Road, 1329 - Homer Stone House

Essex Road, 1349 - L.A. Wood House

Essex Road, 1353 Essex Road, 1399 - C.G. Weston House

Fairbanks Avenue, 458-60-62-64 - A.K. Bradshaw House

Fairbanks Avenue, 1201 - Rosenfelt Building

Fairbanks Avenue E, 373

Fairbanks Avenue E, 377 - Dr. C.E. Coffin House

Fairbanks Avenue E, 401 - Hiram Powers Real Estate

Fairbanks Avenue E, 421 - Webster House #2

Fairbanks Avenue E, 460 - Gunn House

Fairbanks Avenue E, 480 - Walter Schultz Fairbanks Avenue E, 496 - Rollins President's House

Fairbanks Avenue W, 610

Fairbanks Avenue W, 773-775 - Hendrick Building

Fairfax Avenue, 440

Fairfax Avenue, 470

Fawsett Road, 1700 - Bill and Carolyn Franklin House

Fawsett Road, 2010

Forrest Road, 1567 - D.A. Ahlgrim House
Forrest Road, 1645 - E.L. Spencer House

Forrest Road, 2400 - The Ripples

Fosgate, 2027

French Avenue, 695

French Avenue, 719 - L.A. Detwiler House

French Avenue, 731 - G.C. Dieterly House

French Avenue, 745 - P.E. Davis House

French Avenue, 757 - Huida H. Forbes House

Garfield Avenue, 121

Garfield Avenue, 451

Gay Road, 1408

Genius Drive, 139 - Carles Detwiler

Genius Drive, 421

Genius Drive, 930 - McKean Home, "Wind Song"

Georgia Avenue, 802 - Villa Rosa

Georgia Avenue, 852 - R.C. Osborne/ Joseph D. Robinsons House

Georgia Avenue, 887

Georgia Avenue, 901 - Edward S. Meyer House

Georgia Avenue, 920 - R.E. Crummer House

Georgia Avenue, 921 - Sanders Home

Glencoe, 1801 - Sidney Ward House

Glencoe Avenue, 1479 - Oscar Fulgham House

Glencoe Avenue, 1510 - H.F. Harris

Glencoe Road, 1490

Glencoe Road, 1525 - Hall House

Glencoe Road, 1539 - J.A. Cotting House

Glencoe Road, 1771 - J.J. Caldwell House

Glencoe Road, 1873

Glencoe Road, 2171

Glencoe Road, 2210 - W.E. Flower House

Glenridge Way, 160 - Doris E. Bingham House

Golfview Circle, 868

Golfview Parkway, 817 - Herbert M. Barnum

Golfview Parkway, 837 - A. Maxwell Sloan

Golfview Parkway, 858 - Charles A. Spross House

Golfview Terrace, 807 - Fritz House

Golfview Terrace, 817 - Mosley Home

Green Cove, 1300

Greentree Drive, 929

Greentree Drive, 1015 - Phelp-Rumberger House

Grove Terrace, 1401 - Griswold/ C.H. Ward House

Hannibal Square E, 226 - Lulu Wright House

Hannibal Square E, 227 - Lulu Wright House

Hannibal Square E, 355

Harding Street, 1253 - W.P. Rosenfelt

Harris Circle, 1554 - Hugh MacCallum House

Henkel Circle, 424 - I.I. Boyce

Henkel Circle, 430 - C.C. Cobb House

Henkel Circle, 440 - Englander House

Henkel Circle, 459

Hibiscus 1355 - S.A. Burnett House

Hibiscus 1365 - F.A. Allison House

Highland Road, 1400

Highland Road, 1599

Hillcrest Avenue, 1537 - R.C. Libby

Hillcrest Avenue, 1584

Hillcrest Avenue, 1620 - Edna Westmore House

Hollywood Avenue, 1756 - Percy J Harris Home

Hollywood Avenue, 1770 - T.R. Jones House

Hollywood Avenue, 1800 - A.B. Anderson House

Holt Avenue, 320 - C. Hasslinger House

Holt Avenue, 330 - F.J. Lindergreen Home

Holt Avenue, 346 - P.G. Wendland House

Holt Avenue, 404 - Rev. Francis Yarnell House Holt Avenue, 422 - Irvin Pribble House

Holt Avenue, 430 - B.H. Malin Home

Holt Avenue, 544 - H.L. Patty House

Howell Branch Road, 1990

Howell Branch Road - Partin Homestead

Huntington Avenue - Old Winter Park High School/ 9th Grade Center

Interlachen Avenue - Pansy Cottage

Interlachen Avenue N - Ergood House

Interlachen Avenue N - First Baptist Church ca. 1913

Interlachen Avenue N, 208 - Hamilton Holt House

Interlachen Avenue N, 231 - Osceola Lodge, Knowles Cottage

Interlachen Avenue N, 324 - Bishopstead 

Interlachen Avenue N, 420 - Chapman Cottage

Interlachen Avenue N, 500 - James House

Interlachen Avenue N, 503 - Lamson Cottage 
Interlachen Avenue N, 520 - J.S. Capen House

Interlachen Avenue N, 535 - C.L. Smith House

Interlachen Avenue N, 617 - Noyes House

Interlachen Avenue N, 642

Interlachen Avenue N, 656 - "Casa Feliz", R.B. Barbour Home

Interlachen Avenue N, 790

Interlachen Avenue S, 100 - First Methodist Church

Interlachen Avenue S, 147 - Oneonta Lodge/ Greenwood Apartments

Interlachen Avenue S, 200 - "Lacy Shadows", Tantum House

Interlachen Avenue S, 225 - First Congregational Church

Interlachen Avenue S, 419 - Woman's Club

Isle of Sicily, 001

Jessica Court, 1884

Kentucky Avenue, 1052 - Bryan Rental House

Kentucky Avenue, 1115 J.S. Burkhart House

Kentucky Avenue, 1159 - G.F. WhiteHurst House

Kenwood Avenue, 1200

Kenwood Avenue, 1207

Killarney Drive, 230 - Arthur M. Hource House

Kiwi Circle, 704 - John Royer House

KnoWel Building

Knowels Avenue N, 232 - Bigelow House

Knowles Avenue N, 333 - N.D. Silsbee House

Lake Berry Drive, 1769

Lake Knowles Circle, 1554 - George & Lucy Standridge

Lake Sue Avenue, 651

Lake Sue Drive, 2308

Lakemont Avenue N, 185 - Ritter House

Lakemont Ave S, 331

Lakeside Cottage

Lakeview Avenue, 429 - Vincent House

Lakeview Drive, 905 - A.J. Treat House

Lakeview Drive, 937 - A.J. Treat House

Lakeview Drive, 1023 - H.R. Wainwright House

Lakeview Drive, 1035 - J.H. Verigan House

Lakeview Drive, 1055 - R.A. Trovillion Home

Lakeview Drive, 1167 Lakeview Drive 1169 - J.M. Billings Home

Lakeview Drive, 1195

Lakeview Drive, 1234 - W.C. Bryan House

Lakeview Drive, 1270 - H.E. Cole Home

Lakewood Drive NE, 455 - Sorensen House

Lanier Court, 1914 - 1928 - Laverne Apartments

Laurel Road, 1551 - Drosdick House

Lee Road, 1315

Legion 1601 - Murrah House

Lyman Avenue E, 338 - All Saints Church

Lyman Avenue E, 366 - Cromwell House

Lyman Avenue E, 388 - McIntosh House

Lyman Avenue E, 403

Lyman Avenue E, 408 - Philip J. Halla Home

Lyman House

Lyman Avenue W, 225 - Franklin Madison

Lyman Avenue W, 226 - Julia Coward House

Lyman Avenue W, 235 - Wade H. Wilson Home

Lyman Avenue W, 250 - F.J. Larimore House

Lyman Avenue W, 331 - Reverend Jerry Hall Home

Lyman Avenue W, 404

Lyman Avenue W, 665 - Bruce Cash Grocery

Lyman Avenue W, 674 - Arthur Strauhter Home

Lyman Avenue W, 706

Lyman Avenue W, 732 - William Moran House

Lyman Avenue W, 770 - Affordable Housing

Lyman Avenue W, 775

Lyman Avenue W, 824 - Arthur Cleveland House

Lyman Avenue W, 827 - Prayer Mission Church of God in Christ

Maiden Lane, 600 - Reinke House

Manor Road - Dauksch House

Margaret Square, 718 - The Meadows at Margaret Square

Maryland Avenue, 757

Maryland Avenue, 778 - F.W. Arthur House

Maryland Avenue, 803

Mayfield Avenue, 800

Mayfield Avenue, 840

Mayfield Avenue, 984

Mayfield Avenue, 996

Mayfield Avenue, 1343

McIntyre Avenue, 808 - Curtis Johnson Home

Meddlesex Road, 3239 - Banks House

Melrose Avenue, 407 - Albert D. Proudfit

Melrose Avenue, 420

Melrose Avenue, 446

Melrose Avenue, 455

Melrose Avenue, 511

Melrose Avenue, 700 - Baird House

Michigan Avenue, 1434

Miller Avenue, 1399 - H.J. Van Wie

Miller Avenue, 1409 - W.H. Teskey

Miller Avenue, 1415 - William Probest Home

Miller Avenue, 1455 - F.B. Randal House

Minnesota Avenue, 650

Minnesota Avenue, 666

Minnesota Avenue, 730

Minnesota Avenue, 1019

Mizell Avenue, 1799

Modac Trail, 2500 - Partin Family Cemetery

Morse Boulevard E, 115-119-121 - Podmore Building 

Morse Boulevard E, 189 Lincoln Apartments

Morse Boulevard W, New York Avenue - Larrabee House

Morse Boulevard W, 150 - Winter Park Train Depot

Morse Boulevard W, S Virginia Avenue - Winter Park Herald

Morse Boulevard W, 659 Morse Boulevard W, 690

Morse Boulevard W, 701

Morse Boulevard W, 720 - Alex English Home

Morse Boulevard W, 750

Morse Boulevard W, 850 - Valencia Community College

Morse Boulevard W, 880 - Valencia Community College

Morse Boulevard W, 941

Morse Boulevard W, 1031

Morse Blvd W - Shelby Building

New England Avenue E, 433 - Webster Wagner House

New England Avenue E, 457

New England E, 460 - Second Library Location

New England E - Shepherd House

New England Avenue W, 270-344

New England Avenue W, 280

New England Avenue W, 325 - W.H. Dixon

New England Avenue W, 425

New England Avenue W, 446 - Lockland Hotel

New England Avenue W, 456 - Mary Hoffman Home

New England Avenue W, 543 - Ice Cream Parlor

New England Avenue W, 721 - Hannibal Square Library

New England Avenue W, 775 - J.P. Battles Home

New England Avenue W, 813 - Allen Ambrose House

New England Avenue W, 860 - Phillips Rentals

New York Avenue N, 300 - Gentile Brothers Co

New York Avenue N, 1280

New York Avenue S & Morse SW - Bowen House

New York Avenue S (Now New England W) 150 - Chamber of Commerce

New York Avenue S (Now New England W) 200 - Farmer's Market

Oakhurst Avenue, 1516 

Oaks Boulevard 1109

Old England Avenue, 847

Old England Avenue, 876 - Melville A. Stone

Ollie Avenue - Dinky Line Railroad

Orange Avenue, 1485

Orange Avenue, 1509

Orange Avenue, 1565 - Howard A. Gross

Orange Avenue, 1675

Orlando Avenue N, 131 - Lakeview Inn

Orlando Avenue N, 415

Orlando Avenue N, 1121

Orlando Avenue S, 805

Orlando Avenue S, 1031

Orlando Avenue Improvements

Osceola Avenue, 476 - Mrs. W.H. Moore

Osceola Avenue, 500 - Batchelor Home

Osceola Avenue, 511 - Emily Nichols House

Osceola Avenue, 541 - H.B. Carleton House

Osceola Avenue, 552 - Judge Peleg Peckham Home

Osceola Avenue, 557

Osceola Avenue, 567

Osceola Avenue, 621 - Ward Cottage

Osceola Avenue, 648

Osceola Avenue, 660 Perle duLac Condos

Osceola Avenue, 664 - F.L. Hall House

Osceola Avenue, 668

Osceola Avenue, 699 - Harry M. Sinclair Home

Osceola Avenue, 1041

Osceola Avenue, 1221

Osceola Court, 215

Osceola Court, 222 - Mrs. Edith Brigham House

Osceola Court,239

Osceola Court,247

Overlook Road, 163 - B.W. Virts House

Oxford Road, 1168 - B.F. Kessler House

Packard Estate

Palm Avenue, 1335

Palmer Avenue, 39 - King House

Palmer Avenue, 115

Palmer Avenue, 161 - Grey Acres/ MacDonald Home

Palmer Avenue, 225

Palmer Avenue, 312

Palmer Avenue, 345

Palmer Avenue, 475 - The Anchorage

Palmer Avenue, 525

Palmer Avenue, 630 - J.M. Wright House

Palmer Avenue, 800

Palmer Avenue, 843

Palmer Avenue, 916 - Carlova

Palmer Avenue, 950

Palmer Avenue, 966 - J.C. Beckwith Home

Palmer Avenue, 1020 - A.W. Mason House

Palmer Avenue, 1101

Palmer Avenue, 1130 - Lotspeich House

Palmer Avenue, 1290 - Temple Grove

Palmer Avenue, 1404

Palmer Avenue, 1720 - Hill House

Pansy Avenue 616

Park Avenue N, 100 Block - Winter Park Hotel ca. 1890

Park Avenue N, 102 - Taylor's Pharmacy

Park Avenue N, 130 - Klahold & Verigan

Park Avenue N, 300 Block

Park Avenue N, 329

Park Avenue N, 640 - Parkaire Apartments

Park Avenue N, 1190

Park Avenue N, 1200 - Bachelor Estate/ Gate O' The Isles

Park Avenue N, 1200 - A.G. Bush Home

Park Avenue N, 1214 - Hawkins House

Park Avenue N, 1717 - L. Joschimothel House

Park Avenue N, 1837

Park Avenue N, 1850 - Feinberg House

Park Avenue N - Keezel House

Park Avenue S, 100 Block

Park Avenue S, 100 Block - Favor Building

Park Avenue S, 130 - WCTU

Park Avenue S, 148 - Phillips Building

Park Avenue S, 200 - Shepherd Store

Park Avenue S, 202 - Wrenn's / Schultz Building

Park Avenue S, 205 - Henkel Building (Demolished)

Park Avenue S, 250 - Barnett Bank

Park Avenue S, 300 -  Keezel Building

Park Avenue S, 302-304 - Union State Bank

Park Avenue S, 306 & 308 - United Market Building

Park Avenue S, 307 - Hamilton Hotel/ Park Plaza Hotel

Park Avenue S, 310

Park Avenue S, 333

Park Avenue S, 339

Park Avenue S, 400

Park Avenue S, 401 - City Hall

Park Avenue S, 428 - Old Winter Park High School

Pellam Avenue, 1301

Pellam Avenue, 1355

Pellam Avenue, 1405 - F.E. Shell House

Pellam Avenue, 1406 - Frances Huber Home

Pennsylvania Avenue N - Samuel Capen House (demolished)

Pennsylvania Avenue N, 303

Pennsylvania Avenue S, 120 - Ideal Woman's Club/ Hooker Memorial Building

Pennsylvania Avenue S, 218 - George Wright Home

Pennsylvania Avenue S, 421 - Mt. Moriah Missionary Baptist Church

Pennsylvania Avenue S, 517 - Hance Baultman House

Pennsylvania Avenue S, 738

Pennsylvania Ave S, 778 - A.A. Wesson Home

Pennsylvania Avenue S, 843

Pennsylvania Avenue S, 853 - F.B. Mehler House

Pennsylvania Avenue S, 855

Pennsylvania Avenue S, 865

Pennsylvania Avenue, 1151

Pennsylvania Ave S, 1163-65-67

Pennsylvania Avenue S, 1600

Phelps Avenue, 112

Phelps Avenue, 133 - C. Fred Ward House

Phelps Avenue, 317

Phelps Avenue, 530 - J.D. Foster House

Phelps Avenue N, 201 - Grandberry-Granville House

Pine Avenue, 1688

Pine Avenue, 1691

Pinetree Road, 711 - Strohl House

Pinetree Road, 820 - C.J. Libby House

Place Picardy, 1532

Railroad Avenue - Wadsetter Property Project

Reading Way W, 141 - Hancock House

Richmond Road, 1264

Richmond Road, 1273

Richmond Road, 1285 - C.E. Bauter House

Richmond Road, 1295 - Dr. Charles Julian

Richmond Road, 1304

Richmond Road, 1313

Richmond Road, 1351

Richmond Road, 1358 - C. Harmon Home

Richmond Road, 1362 - E.R. Baldwin Home

Richmond Road, 1377

Ridgewood Avenue, 1346

Rippling Lane, 259

Rockwood Way, 141

Rollins College - Alford House

Rollins College - Alumni House

Rollins College - Bush Science Center

Rollins College - Casa Iberia

Rollins College - Chase Hall

Rollins College - Cornell Hall

Rollins College - Crummer Grad School of Business

Rollins College - Dormitories

Rollins College - Knowles Chapel

Rollins College - Mayflower Hall

Rollins College - Old Boat House

Rollins College - Olin Library

Rollins College - Parsonage

Rollins College - Pugsley Hall

Rollins College - Rollins Hall

Rollins College - Annie H. Russell Theater

Rollins College - Samuel B. Lawrence Center

Rollins College - Student Center

Rollins College - Ward Hall

Rondelay Lane, 1624

Salvador Square, 251 - Littleford House

Salbador Square, 314 - Bonnie Burn

Seminole Avenue, 616 - Frederick W. Cady House

Seminole Avenue, 666

Seymour Avenue, 440

Shoreview Avenue, 475 - Abraham Sharpe House

Shoreview Avenue, 518 - A.V. Daugherty Home

Spruce Avenue, 1616

Spruce Avenue, 1771 - Kansier House

Stirling Avenue, 144 - Proudfit-Macklin House

Stirling Avenue, 210 - Samuel Goss Home

Stirling Avenue, 211

Stirling Avenue, 250

Stovin Avenue, 155 - Dr. C.A. Campbell

Stovin Avenue, 173

Stovin Avenue, 183

Stovin Avenue, 187

Summerfield Road, 2430

Summerland Avenue, 1300 - Lawrence-Chubb House

Summerland Avenue, 1499 - C.J. Lefevere Home

Summerland Avenue, 1600 - Hold House

Summerland Avenue, 2080 - Langford House

Sunset Avenue, 1315

Sunset Avenue, 1324

Sunset Avenue, 1371

Sunset Avenue, 1409

Sunset Avenue, 1572

Swoope Avenue, 663

Swoope Avenue, Pullman Car

Swoope Avenue, Water Tower

Sylvan Boulevard, 320

Sylvan Drive, 236

Sylvan Drive, 244

Sylvan Drive, 292

Sylvan Drive, 581

Symonds Avenue, 663

Symonds Avenue 852

Taylor Avenue, 1864

Taylor Avenue, 1880

Temple Grove, 1017 - Baker House

Temple Trail, 2555

Trismen Terrace, 141 - Collins House

Trismen Terrace, 211 - Moses House

Trismen Terrace, 240 - Brewer House/ "The Palms"

Venetian Way, 2020

Venetian Way, 2112

Venetian Way, 2120

Venetian Way, 2124

Venetian Way, 2206

Via Bella 701 - Weatogue

Via Bella, 712 - Altman House

Via Capri, 1146

Via Capri, 1247 - Ernst Schmeltz House

Via Contese, 1840

Via Genoa, 1883

Via Genoa, 1885

Via Lugano, 550 Via Lugano, 561 

Via Lugano, 801 - Cook House

Via Lugano, 881

Via Lugano, 970

Via Salerno, 1161 - C.S. Henning Home

Via Salerno, 1226

Via Tuscany, 1320 - Lawrence House

Via Tuscany, 1411 - MacCaughey House (House of Swans)

Via Tuscany, 1420 - Annie Russell House

Via Tuscany, 1461 - Sandscove

Via Tuscany, 1551 - Charles Hyde Pratt Home

Via Tuscany, 1781

Via Tuscany, 2003 - Tuttle House

Via Tuscany, 2111 - Winter Park Racquet Club - Casselberry House

Virginia Drive, 146

Virginia Drive, 147 - Dr. N.L. Bryan House

Virginia Drive, 181 - Halverstadt House

Virginia Drive, 210 - Albert M. Breneman Home

Virginia Drive, 247 - W.B. Joiner Home

Virginia Drive, 271 - Allen House

Virginia Drive, 375 - Ritter House

Virginia Drive, 461 - Dale Bellows Home

Virginia Drive, 681 - Reece House

Vitoria Avenue, 324 - Dr. Alfred Kent Home

Vitoria Avenue, 326 - D.A. Woodward House

Vitoria Avenue, 333

Vitoria Avenue, 338 - Albra Whitmore Home

Vitoria Avenue, 346 - Walger Johnston House

Vitoria Avenue, 357 - H.C. Winslow Home Vitoria Avenue, 358 - F. D. Merrill Home

Vitoria Avenue, 367 - L. Ulysses Larkin Home (demolished)*

Vitoria Avenue, 368

Vitoria Avenue, 378

Vitoria Avenue, 391 - W.C. Nickolson Home

Walker Avenue, 1721

Walker Avenue, 1800

Webster Avenue, 111 - Dr. R.F. Hotard Home

Webster Avenue, 253 - E.R. Phillips House

Webster Avenue, 341 - E.E. Hayes Home

Webster Avenue E, 461 - Benjamin E. Edwards House

Webster Avenue - Second Seminole Hotel

Welborne House

Welborne Avenue W, 308 - Caroline Jackson House

Welborne Avenue W, 340 - Amy Davis Home Welborne Avenue W, 445 - Ada McDonald House

Welborne Avenue W, 455 - Mary Brown Home

Westchester Avenue, 1455

Westchester Avenue, 1477

Westchester Avenue, 1482

Westchester Avenue, 1520 - B.H. Blosch Home

Westchester Avenue, 1540

Westchester Avenue, 1571

Westchester Avenue, 1621 - George Smith, Jr. House

Whitehall Drive, 1832 - Huckabay House

Winter Park Road E - Home O' Dreams

Winter Park Road E

Woodmere Drive, 1140

Woodmere Drive NE, 240 - Ricketts House

Wright Avenue, 2819 - Crawford House




Historic Homes of Winter Park - Street Address