Homes for Sale in Winter Park, FL

By Jon Brooks, Co-Founder, Momentum Realty · Updated November 6, 2026

404 homes are for sale in Winter Park, FL as of 2026-11-06, with 18 more under contract. The median list price is $649,000 ($349/sq ft), most homes list between $225K to $2.95M, and the median listing has been on the market 55 days. That is 271 houses, 92 condos and 41 townhouses. 51 homes came on the market this week and 887 sold in the last 12 months at a median of $499,000.

Browse all 404 homes for sale in Winter Park, FL — the complete list, newest first.

Newest homes for sale in Winter Park

The most recently listed homes in Winter Park, newest first, with photos. Each card opens the full listing with every photo, the community’s sales history and a tour request. Homes marked New listed in the last seven days.

$2.50M New

5 bd · 5.5 ba · 3,656 sq ft · built 2026

2812 MULFORD AVENUE, 32789

Winter Park

Listing courtesy of CORCORAN PREMIER REALTY

Winter Park
photos on the listing

$1.73M New

4 bd · 4 ba · 3,594 sq ft · built 1960

1641 HIBISCUS AVENUE, 32789

Winter Park

Listing courtesy of FANNIE HILLMAN & ASSOCIATES

$305,000 New

3 bd · 2 ba · 1,467 sq ft · built 1979

2370 BARBADOS DRIVE, 32792

Winter Park

Listing courtesy of COLDWELL BANKER REALTY

$1.95M New

4 bd · 3.5 ba · 3,450 sq ft · built 2004

1398 GROVE TERRACE, 32789

Sylvan Lake Shores

Listing courtesy of COMPASS FLORIDA LLC

$849,999 New

3 bd · 2.5 ba · 2,052 sq ft · built 1987

775 MCINTYRE AVENUE #9, 32789

Winter Park

Listing courtesy of PARKSIDE PROPERTIES, LLC

$650,000 New

3 bd · 2.5 ba · 1,798 sq ft · built 2019

1261 MICHIGAN AVENUE, 32789

Park Shore

Listing courtesy of FANNIE HILLMAN & ASSOCIATES

$325,000 New

3 bd · 2 ba · 1,783 sq ft · built 1977

2535 LEEWARD WAY, 32792

Winter Park

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO

$2.19M New

5 bd · 4.5 ba · 4,213 sq ft · built 1999

304 SANTIAGO DRIVE, 32789

Winter Park

Listing courtesy of FANNIE HILLMAN & ASSOCIATES

$440,000 New

3 bd · 2.5 ba · 2,308 sq ft · built 2021

1552 LITTLE WREN LANE, 32792

Winter Park

Listing courtesy of ORANGE SLICE PROPERTIES

$2.45M New

5 bd · 4.5 ba · 3,391 sq ft · built 2027

1441 PALM AVENUE, 32789

Lake Knowles Terrace Add 02

Listing courtesy of ONE LUXURY INTERNATIONAL LLC

$1.43M New

4 bd · 4.5 ba · 3,563 sq ft · built 2026

2237 WOODCREST DRIVE, 32792

Kenilworth Estates

Listing courtesy of WEEKLEY HOMES REALTY COMPANY

$1.38M New

4 bd · 3.5 ba · 2,984 sq ft · built 2026

1534 MILLER AVENUE, 32789

Lawndale

Listing courtesy of RE/MAX EXCLUSIVE COLLECTION

$849,900 New

4 bd · 3 ba · 2,434 sq ft · built 2027

2011 HARMON AVENUE, 32789

Lawndale

Listing courtesy of RE/MAX EXCLUSIVE COLLECTION

$439,900 New

3 bd · 2 ba · 1,873 sq ft · built 1956

1818 DOVER ROAD, 32792

Winter Park

Listing courtesy of REAL ESTATE FIRM OF ORLANDO

$410,000 New

3 bd · 2 ba · 1,300 sq ft · built 1954

1935 AZALEA AVENUE, 32792

Temple Terrace Annex

Listing courtesy of C BRENNER INC

$385,000 New

3 bd · 2 ba · 1,305 sq ft · built 1982

7361 GRAND AVENUE, 32792

Winter Park

Listing courtesy of COMPASS FLORIDA LLC

$249,000 New

3 bd · 2 ba · 1,345 sq ft · built 1973

4940 TANGERINE AVENUE #4940, 32792

Wrenwood Condominium

Listing courtesy of COLDWELL BANKER REALTY

$225,000 New

3 bd · 1 ba · 1,227 sq ft · built 1959

3462 SEAGRAPE DRIVE, 32792

Winter Park

Listing courtesy of KELLER WILLIAMS REALTY AT THE PARKS

$175,000 New

1 bd · 1 ba · 727 sq ft · built 1970

200 ST ANDREWS BOULEVARD #906, 32792

Four Seasons Condo

Listing courtesy of COLDWELL BANKER REALTY

$5.95M New

5 bd · 6 ba · 5,796 sq ft · built 2027

1441 GROVE TERRACE, 32789

Sylvan Lake Shores

Listing courtesy of ONE LUXURY INTERNATIONAL LLC

$4.00M New

3 bd · 4 ba · 3,885 sq ft · built 2016

125 S INTERLACHEN AVENUE #4, 32789

Winter Park

Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY

$1.65M New

4 bd · 3.5 ba · 2,754 sq ft · built 2018

1900 SUNSET DRIVE, 32789

Winter Park

Listing courtesy of FANNIE HILLMAN & ASSOCIATES

$1.62M New

3 bd · 2.5 ba · 2,884 sq ft · built 1979

345 BELOIT AVENUE, 32789

Morseland Sub

Listing courtesy of KELLER WILLIAMS ADVANTAGE III

$1.18M New

3 bd · 3 ba · 2,096 sq ft · built 1994

1500 HARRIS CIRCLE, 32789

Sylvan Lake Shores

Listing courtesy of COLDWELL BANKER REALTY

Winter Park homes for sale by price

Every active listing in Winter Park grouped by price, with the newest listings in each band. The median is $649,000; the busiest band is $1M and up.

Under $200K: 36 homes

• $175,000 · 1 bd / 1 ba / 727 sq ft · 200 ST ANDREWS BOULEVARD #906 (Four Seasons Condo)
• $169,999 · 2 bd / 2.5 ba / 1,090 sq ft · 3027 AARON BUR AVENUE #L1 (Colonies)
• $199,900 · 2 bd / 2 ba / 1,037 sq ft · 623 GRENADINE COURT #623 (Winter Park Villas)
• $188,800 · 2 bd / 2 ba / 1,058 sq ft · 4832 TANGERINE AVENUE #4832 (Wrenwood Condominium)

$200K – $300K: 40 homes

• $225,000 · 3 bd / 1 ba / 1,227 sq ft · 3462 SEAGRAPE DRIVE
• $249,000 · 3 bd / 2 ba / 1,345 sq ft · 4940 TANGERINE AVENUE #4940 (Wrenwood Condominium)
• $280,000 · 2 bd / 2 ba / 1,495 sq ft · 2352 SUN VALLEY CIRCLE
• $299,000 · 2 bd / 2 ba / 1,032 sq ft · 170 BALFOUR DRIVE #1

$300K – $400K: 40 homes

• $305,000 · 3 bd / 2 ba / 1,467 sq ft · 2370 BARBADOS DRIVE
• $325,000 · 3 bd / 2 ba / 1,783 sq ft · 2535 LEEWARD WAY
• $385,000 · 3 bd / 2 ba / 1,305 sq ft · 7361 GRAND AVENUE
• $325,000 · 2 bd / 2 ba / 1,074 sq ft · 700 MELROSE AVENUE #A22 (Winter Park Gardens Condo)

$400K – $500K: 53 homes

• $440,000 · 3 bd / 2.5 ba / 2,308 sq ft · 1552 LITTLE WREN LANE
• $410,000 · 3 bd / 2 ba / 1,300 sq ft · 1935 AZALEA AVENUE (Temple Terrace Annex)
• $439,900 · 3 bd / 2 ba / 1,873 sq ft · 1818 DOVER ROAD
• $415,000 · 3 bd / 2 ba / 1,360 sq ft · 2038 PONDEROSA AVENUE

$500K – $750K: 60 homes

• $650,000 · 3 bd / 2.5 ba / 1,798 sq ft · 1261 MICHIGAN AVENUE (Park Shore)
• $550,000 · 3 bd / 2 ba / 1,610 sq ft · 257 LINCOLNSHIRE ROAD (Winter Park Pines)
• $530,000 · 3 bd / 2 ba / 1,385 sq ft · 510 FITZWALTER DRIVE
• $589,900 · 4 bd / 2 ba / 2,050 sq ft · 1409 ASTER COURT

$750K – $1M: 40 homes

• $849,999 · 3 bd / 2.5 ba / 2,052 sq ft · 775 MCINTYRE AVENUE #9
• $849,900 · 4 bd / 3 ba / 2,434 sq ft · 2011 HARMON AVENUE (Lawndale)
• $839,000 · 5 bd / 3 ba / 2,132 sq ft · 730 W SWOOPE AVENUE (Carver Town First Add)
• $850,000 · 4 bd / 3 ba / 2,301 sq ft · 870 N PHELPS AVENUE

$1M and up: 135 homes

• $1.73M · 4 bd / 4 ba / 3,594 sq ft · 1641 HIBISCUS AVENUE
• $2.50M · 5 bd / 5.5 ba / 3,656 sq ft · 2812 MULFORD AVENUE
• $1.95M · 4 bd / 3.5 ba / 3,450 sq ft · 1398 GROVE TERRACE (Sylvan Lake Shores)
• $2.19M · 5 bd / 4.5 ba / 4,213 sq ft · 304 SANTIAGO DRIVE

Every home for sale in Winter Park right now (404)

All 404 active Winter Park listings with a detail page, newest first, refreshed twice a day from the MLS.

• $2.50M · 5 bd / 5.5 ba / 3,656 sq ft · 2812 MULFORD AVENUE
• $1.73M · 4 bd / 4 ba / 3,594 sq ft · 1641 HIBISCUS AVENUE
• $305,000 · 3 bd / 2 ba / 1,467 sq ft · 2370 BARBADOS DRIVE
• $1.95M · 4 bd / 3.5 ba / 3,450 sq ft · 1398 GROVE TERRACE (Sylvan Lake Shores)
• $849,999 · 3 bd / 2.5 ba / 2,052 sq ft · 775 MCINTYRE AVENUE #9
• $650,000 · 3 bd / 2.5 ba / 1,798 sq ft · 1261 MICHIGAN AVENUE (Park Shore)
• $325,000 · 3 bd / 2 ba / 1,783 sq ft · 2535 LEEWARD WAY
• $2.19M · 5 bd / 4.5 ba / 4,213 sq ft · 304 SANTIAGO DRIVE
• $440,000 · 3 bd / 2.5 ba / 2,308 sq ft · 1552 LITTLE WREN LANE
• $2.45M · 5 bd / 4.5 ba / 3,391 sq ft · 1441 PALM AVENUE (Lake Knowles Terrace Add 02)
• $1.43M · 4 bd / 4.5 ba / 3,563 sq ft · 2237 WOODCREST DRIVE (Kenilworth Estates)
• $1.38M · 4 bd / 3.5 ba / 2,984 sq ft · 1534 MILLER AVENUE (Lawndale)
• $849,900 · 4 bd / 3 ba / 2,434 sq ft · 2011 HARMON AVENUE (Lawndale)
• $439,900 · 3 bd / 2 ba / 1,873 sq ft · 1818 DOVER ROAD
• $410,000 · 3 bd / 2 ba / 1,300 sq ft · 1935 AZALEA AVENUE (Temple Terrace Annex)
• $385,000 · 3 bd / 2 ba / 1,305 sq ft · 7361 GRAND AVENUE
• $249,000 · 3 bd / 2 ba / 1,345 sq ft · 4940 TANGERINE AVENUE #4940 (Wrenwood Condominium)
• $225,000 · 3 bd / 1 ba / 1,227 sq ft · 3462 SEAGRAPE DRIVE
• $175,000 · 1 bd / 1 ba / 727 sq ft · 200 ST ANDREWS BOULEVARD #906 (Four Seasons Condo)
• $5.95M · 5 bd / 6 ba / 5,796 sq ft · 1441 GROVE TERRACE (Sylvan Lake Shores)
• $4.00M · 3 bd / 4 ba / 3,885 sq ft · 125 S INTERLACHEN AVENUE #4
• $1.65M · 4 bd / 3.5 ba / 2,754 sq ft · 1900 SUNSET DRIVE
• $1.62M · 3 bd / 2.5 ba / 2,884 sq ft · 345 BELOIT AVENUE (Morseland Sub)
• $1.18M · 3 bd / 3 ba / 2,096 sq ft · 1500 HARRIS CIRCLE (Sylvan Lake Shores)
• $550,000 · 3 bd / 2 ba / 1,610 sq ft · 257 LINCOLNSHIRE ROAD (Winter Park Pines)
• $479,900 · 3 bd / 2 ba / 1,647 sq ft · 7536 VILLAGE GREEN DRIVE
• $450,000 · 5 bd / 3 ba / 1,636 sq ft · 1825 CHILEAN LANE
• $415,000 · 3 bd / 2 ba / 1,360 sq ft · 2038 PONDEROSA AVENUE
• $169,999 · 2 bd / 2.5 ba / 1,090 sq ft · 3027 AARON BUR AVENUE #L1 (Colonies)
• $1.50M · 4 bd / 3.5 ba / 3,478 sq ft · 1350 LYNDALE BOULEVARD
• $629,000 · 2 bd / 2 ba / 1,249 sq ft · 2825 MULFORD AVENUE
• $589,900 · 4 bd / 2 ba / 2,050 sq ft · 1409 ASTER COURT
• $530,000 · 3 bd / 2 ba / 1,385 sq ft · 510 FITZWALTER DRIVE
• $460,000 · 3 bd / 2.5 ba / 2,076 sq ft · 2356 SHADOWLAND LOOP
• $325,000 · 2 bd / 2 ba / 1,074 sq ft · 700 MELROSE AVENUE #A22 (Winter Park Gardens Condo)
• $280,000 · 2 bd / 2 ba / 1,495 sq ft · 2352 SUN VALLEY CIRCLE
• $745,000 · 2 bd / 1.5 ba / 897 sq ft · 640 N PARK AVENUE #3
• $650,000 · 3 bd / 2 ba / 1,594 sq ft · 1401 PELHAM ROAD
• $620,000 · 3 bd / 2 ba / 1,762 sq ft · 624 DUNRAVEN DRIVE
• $479,900 · 3 bd / 2 ba / 1,561 sq ft · 5334 LANYARD COURT
• $450,000 · 4 bd / 2.5 ba / 1,866 sq ft · 239 ORANGE TERRACE DRIVE
• $450,000 · 3 bd / 2 ba / 1,346 sq ft · 506 LANDER ROAD
• $410,000 · 3 bd / 2 ba / 1,318 sq ft · 1021 PRINCESS GATE BOULEVARD
• $375,000 · 3 bd / 2 ba / 1,674 sq ft · 1830 GLADIOLAS DRIVE
• $365,000 · 3 bd / 2 ba / 1,208 sq ft · 2168 RIDGE DRIVE (Ridge High 1St Add)
• $6.00M · 5 bd / 5.5 ba / 5,476 sq ft · 1200 VIA SALERNO (Cloister Grove Sub Winter Park)
• $5.70M · 4 bd / 3.5 ba / 4,725 sq ft · 541 VIRGINIA DRIVE
• $2.10M · 5 bd / 5.5 ba / 4,155 sq ft · 1355 HIBISCUS AVENUE (Lake Knowles Terrace Add 02)
• $1.19M · 4 bd / 3.5 ba / 5,519 sq ft · 1940 MAGNOLIA AVENUE (Temple Terrace Annex)
• $1.05M · 4 bd / 3 ba / 2,787 sq ft · 1735 DEMETREE DRIVE (Waterbridge)
• $299,000 · 2 bd / 2 ba / 1,032 sq ft · 170 BALFOUR DRIVE #1
• $839,000 · 5 bd / 3 ba / 2,132 sq ft · 730 W SWOOPE AVENUE (Carver Town First Add)
• $270,000 · 3 bd / 2.5 ba / 1,580 sq ft · 7463 CANFORD COURT #15 (Whisperwood Condo)
• $5.50M · 4 bd / 4.5 ba / 4,775 sq ft · 313 SYLVAN DRIVE (Sylvan Park)
• $985,000 · 5 bd / 3 ba / 3,296 sq ft · 2330 WESTMINSTER CT. (Glencoe Sub Winter Park)
• $850,000 · 4 bd / 3 ba / 2,301 sq ft · 870 N PHELPS AVENUE
• $325,000 · 3 bd / 2.5 ba / 1,628 sq ft · 1462 SICILIANO POINT
• $199,900 · 2 bd / 2 ba / 1,037 sq ft · 623 GRENADINE COURT #623 (Winter Park Villas)
• $4.50M · 5 bd / 5.5 ba / 4,754 sq ft · 1631 HILLCREST AVENUE (Ellno Willo)
• $699,900 · 3 bd / 2 ba / 1,666 sq ft · 1884 JESSICA COURT (Waterbridge)
• $650,000 · 4 bd / 2.5 ba / 1,770 sq ft · 1458 LONE FEATHER TRAIL
• $509,999 · 3 bd / 2 ba / 1,460 sq ft · 808 DENSMORE DRIVE (Winter Park Estates)
• $419,900 · 4 bd / 2 ba / 1,427 sq ft · 603 CARNATION DRIVE (Eastbrook Sub)
• $188,800 · 2 bd / 2 ba / 1,058 sq ft · 4832 TANGERINE AVENUE #4832 (Wrenwood Condominium)
• $3.19M · 4 bd / 5 ba / 4,311 sq ft · 1825 WHITEHALL DRIVE (Kenilworth Shores)
• $475,000 · 3 bd / 2 ba / 1,085 sq ft · 1211 SCHULTZ AVENUE
• $220,000 · 2 bd / 1.5 ba / 1,281 sq ft · 4786 TANGERINE AVENUE #4786 (Wrenwood Condominium)
• $695,000 · 2 bd / 2.5 ba / 1,801 sq ft · 2887 TEMPLE TRAIL
• $635,000 · 3 bd / 2.5 ba / 2,015 sq ft · 565 HUNTINGTON AVENUE #565
• $439,000 · 3 bd / 2 ba / 1,631 sq ft · 7640 VILLAGE GREEN DR
• $399,900 · 3 bd / 2 ba / 1,247 sq ft · 5405 JUSTINE WAY (Wrenwood Unit 3 4Th Add)
• $299,000 · 3 bd / 2.5 ba / 1,602 sq ft · 5468 BRACKEN COURT
• $4.70M · 11 bd / 7.5 ba / 3,615 sq ft · 617 N INTERLACHEN AVENUE (Winter Park Villas)
• $3.50M · 5 bd / 5.5 ba / 4,483 sq ft · 1600 LEGION DRIVE (Green Oaks Rep Winter Park)
• $2.63M · 5 bd / 4.5 ba / 3,682 sq ft · 1681 WOODLAND AVENUE (Comstock Park)
• $320,000 · 3 bd / 2 ba / 1,156 sq ft · 148 OAK GROVE RD
• $1.35M · 4 bd / 3.5 ba / 2,575 sq ft · 1939 WOODCREST DRIVE
• $750,000 · 5 bd / 3.5 ba / 3,496 sq ft · 8061 PLEASANT PINE CIRCLE (Enclave At Aloma)
• $305,000 · 3 bd / 1 ba / 1,216 sq ft · 2640 BEVERLY AVENUE (Killarney Circle)
• $6.00M · 5 bd / 6 ba / 4,806 sq ft · 1011 MCKEAN CIRCLE (Palmer Park)
• $1.32M · 4 bd / 3.5 ba / 3,474 sq ft · 952 MOSS LANE
• $1.25M · 6 bd / 5.5 ba / 5,021 sq ft · 1445 VIA SANGRO PLACE
• $950,000 · 2 bd / 2 ba / 1,947 sq ft · 1411 DEVON ROAD (Orwin Manor Westminster)
• $230,000 · 3 bd / 2 ba / 1,268 sq ft · 216 LEWFIELD CIR #216
• $170,000 · 1 bd / 1 ba / 793 sq ft · 200 SAINT ANDREWS BOULEVARD #3408
• $3.39M · 5 bd / 6 ba / 4,520 sq ft · 1751 GLENCOE ROAD (Forest Hills)
• $575,000 · 3 bd / 2 ba / 1,804 sq ft · 1399 ALOMA AVENUE
• $479,999 · 3 bd / 2.5 ba / 1,776 sq ft · 2219 WINTER WOODS BOULEVARD
• $985,000 · 4 bd / 4 ba / 2,916 sq ft · 1611 CHESTNUT AVENUE (Lake Knowles Terrace)
• $482,000 · 3 bd / 2.5 ba / 2,308 sq ft · 1407 BROAD WING LANE
• $375,000 · 4 bd / 2.5 ba / 1,776 sq ft · 2189 SUSSEX ROAD
• $314,000 · 3 bd / 2 ba / 1,229 sq ft · 1740 PURITAN AVENUE (Eastbrook Sub Unit 06 2Nd Rep)
• $2.50M · 5 bd / 4.5 ba / 3,700 sq ft · 1760 OAKHURST AVENUE (Jenkins Second Add)
• $1.40M · 4 bd / 3.5 ba / 2,984 sq ft · 1737 INDIANA AVENUE (Lawndale)
• $499,900 · 3 bd / 1.5 ba / 1,979 sq ft · 351 STARLING ROAD (Flamingo Shores)
• $415,000 · 3 bd / 2 ba / 1,187 sq ft · 2126 ALBERT LEE PARKWAY
• $349,500 · 2 bd / 1 ba / 709 sq ft · 500 N PENNSYLVANIA AVENUE #G
• $519,900 · 4 bd / 3 ba / 1,842 sq ft · 731 BONGART ROAD (Winter Park Estates)
• $185,000 · 2 bd / 1.5 ba / 1,281 sq ft · 4882 TANGERINE AVENUE #4882 (Wrenwood Condominium)
• $3.25M · 5 bd / 6 ba / 4,459 sq ft · 2823 PARKLAND CIRCLE (Lake Forest Park)
• $575,000 · 4 bd / 3 ba / 2,551 sq ft · 2228 KING CHARLES COURT
• $469,900 · 4 bd / 3 ba / 2,088 sq ft · 2020 LEANNE COURT
• $340,000 · 2 bd / 2 ba / 1,074 sq ft · 700 MELROSE AVENUE #M23 (Winter Park Gardens Condo)
• $255,000 · 2 bd / 2 ba / 1,026 sq ft · 1500 GAY ROAD #26-C (Chateaux Du Lac)
• $1.15M · 2 bd / 2 ba / 993 sq ft · 1602 ALABAMA DRIVE #107 (Alabama Condo)
• $169,000 · 2 bd / 2.5 ba / 1,031 sq ft · 3307 AMBER WOOD WAY #106
• $2.39M · 4 bd / 4.5 ba / 3,661 sq ft · 645 PANSY AVENUE
• $1.70M · 4 bd / 3.5 ba / 2,661 sq ft · 2613 LAFAYETTE AVENUE (Charmont)
• $575,000 · 3 bd / 2 ba / 2,253 sq ft · 112 BELL PLACE (Eastgate Sub Winter Park)
• $900,000 · 4 bd / 3 ba / 2,807 sq ft · 2052 WOOD THRUSH LANE
• $650,000 · 4 bd / 2 ba / 1,650 sq ft · 2322 WOODCREST DRIVE (Kenilworth Estates 1St Add)
• $548,000 · 4 bd / 2 ba / 2,352 sq ft · 2067 POINCIANA ROAD
• $325,000 · 3 bd / 2 ba / 1,344 sq ft · 310 GRANADA DRIVE (Fairview Heights Rep)
• $134,999 · 1 bd / 1 ba / 749 sq ft · 3032 ANTIQUE OAKS CIRCLE #145 (Parkview Village)
• $649,000 · 3 bd / 2 ba / 1,573 sq ft · 518 GILBERT ROAD (Winter Park Pines)
• $649,000 · 2 bd / 1.5 ba / 1,107 sq ft · 1409 SUNSET DRIVE
• $2.12M · 5 bd / 4.5 ba / 3,713 sq ft · 918 ENCLAVE PLACE (The Enclave Winter Park)
• $159,900 · 1 bd / 1 ba / 645 sq ft · 2500 LEE ROAD #123 (Lakeside Manor Apts Condo)
• $140,000 · 1 bd / 1 ba / 678 sq ft · 302 LEWFIELD CIRCLE #302 (Stratford A Winter Park Condo)
• $3.19M · 5 bd / 5.5 ba / 4,139 sq ft · 2119 HOWARD DRIVE
• $825,000 · 3 bd / 2 ba / 1,639 sq ft · 100 S INTERLACHEN AVENUE #401 (Cloisters Condo)
• $325,000 · 3 bd / 2.5 ba / 1,866 sq ft · 7560 ALOMA PINES COURT
• $525,000 · 3 bd / 3.5 ba / 2,195 sq ft · 1134 WASHINGTON AVENUE #13C
• $290,000 · 2 bd / 2.5 ba / 1,133 sq ft · 188 SANDLEWOOD #1
• $285,000 · 3 bd / 2 ba / 1,467 sq ft · 2657 EXUMA WAY
• $419,900 · 3 bd / 1 ba / 1,304 sq ft · 712 BAFFIE AVENUE (Dubsdread Heights)
• $159,000 · 1 bd / 1 ba / 793 sq ft · 200 SAINT ANDREWS BOULEVARD #704 (Four Seasons Condo)
• $2.00M · 4 bd / 3.5 ba / 3,314 sq ft · 2007 EDWIN BOULEVARD (Eastgate Sub Winter Park)
• $1.95M · 5 bd / 4.5 ba / 3,560 sq ft · 513 DUNRAVEN DRIVE (Kenilworth Shores)
• $355,000 · 3 bd / 2.5 ba / 1,872 sq ft · 7498 ALOMA PINES COURT
• $724,900 · 4 bd / 3 ba / 1,692 sq ft · 266 N RANGER BOULEVARD (Winter Park Pines)
• $398,000 · 3 bd / 2 ba / 1,301 sq ft · 7786 FOX KNOLL PLACE
• $347,500 · 2 bd / 1 ba / 830 sq ft · 1306 S PENNSYLVANIA AVENUE #5 (Virginia Heights)
• $825,000 · 3 bd / 3 ba / 2,488 sq ft · 2345 BROOKSHIRE AVENUE (Brookshire Heights)
• $140,000 · 2 bd / 1 ba / 881 sq ft · 1695 LEE ROAD #C206 (Waterfall Cove)
• $759,900 · 3 bd / 3 ba / 2,145 sq ft · 1003 GOLFSIDE DRIVE
• $429,900 · 3 bd / 2 ba / 1,398 sq ft · 2818 AMBERGATE ROAD (Winter Park Estates)
• $265,000 · 2 bd / 2 ba / 908 sq ft · 1250 S DENNING DRIVE #119 (Mead Garden)
• $100,000 · 1 bd / 1 ba / 785 sq ft · 173 SCOTTSDALE SQUARE #173 (Winter Park Woods Condo)
• $6.00M · 5 bd / 5.5 ba / 5,096 sq ft · 698 N NEW YORK AVENUE
• $2.10M · 4 bd / 4 ba / 3,776 sq ft · 555 E LAKE SUE AVENUE
• $1.95M · 4 bd / 3.5 ba / 3,479 sq ft · 1951 WINTER PARK ROAD (Charmont)
• $475,000 · 2 bd / 2 ba / 1,438 sq ft · 2824 PRINCE JOHN ROAD
• $449,900 · 3 bd / 2 ba / 1,614 sq ft · 1660 ORANGE AVENUE (Orwin Manor Westminster)
• $2.99M · 5 bd / 4.5 ba / 4,050 sq ft · 532 LANGHOLM DRIVE (Kenilworth Shores)
• $1.89M · 4 bd / 3.5 ba / 3,307 sq ft · 2614 PARKLAND DRIVE (Parklando 03 Winter Park)
• $1.45M · 3 bd / 3 ba / 2,756 sq ft · 100 S VIRGINIA AVENUE #201 (Winter Park Residential)
• $469,900 · 3 bd / 2 ba / 1,706 sq ft · 3334 YOUNG STREET (Winter Park Forest)
• $439,900 · 4 bd / 2 ba / 1,627 sq ft · 3209 HEARTWOOD AVENUE (Bel Aire Pines)
• $319,000 · 2 bd / 2 ba / 1,287 sq ft · 192 BALFOUR DRIVE #2
• $299,900 · 3 bd / 2 ba / 1,078 sq ft · 5080 SEMINOLE AVENUE
• $3.40M · 5 bd / 5.5 ba / 4,015 sq ft · 160 W ROCKWOOD WAY
• $1.60M · 4 bd / 3.5 ba / 2,942 sq ft · 533 COUNTRY CLUB DRIVE (Lake Killarney Shores)
• $1.25M · 3 bd / 2 ba / 1,747 sq ft · 120 BROADVIEW AVENUE (Killarney Estates)
• $659,000 · 3 bd / 2 ba / 2,265 sq ft · 5303 PINE LILY CIRCLE (Sanctuary At Aloma)
• $585,000 · 4 bd / 3.5 ba / 2,322 sq ft · 4260 BEAR GULLY ROAD
• $275,000 · 2 bd / 2 ba / 1,544 sq ft · 2302 BARBADOS DRIVE
• $255,000 · 3 bd / 2 ba / 1,509 sq ft · 7348 GRAND AVENUE
• $520,000 · 4 bd / 2 ba / 1,774 sq ft · 1905 BONANZA CT
• $150,000 · 2 bd / 2 ba / 1,063 sq ft · 7453 DANIEL WEBSTER DRIVE #A5 (Colonies)
• $3.55M · 4 bd / 5 ba / 3,658 sq ft · 1742 TEMPLE DRIVE (Lake Knowles Terrace Add 02)
• $259,900 · 2 bd / 2 ba / 1,234 sq ft · 4027 Northlight DR 4 (Winterpark)
• $165,000 · 2 bd / 2 ba / 840 sq ft · 3651 N GOLDENROD ROAD #C109
• $6.79M · 5 bd / 5.5 ba / 5,479 sq ft · 901 GOLFVIEW TERRACE
• $3.50M · 5 bd / 5.5 ba / 4,478 sq ft · 662 GRANVILLE DRIVE (Park Grove)
• $1.05M · 4 bd / 3.5 ba / 2,135 sq ft · 1517 HARMON AVENUE (Lawndale)
• $649,000 · 3 bd / 2 ba / 1,450 sq ft · 250 CAROLINA AVENUE #202 (Park West Condo)
• $249,000 · 3 bd / 2.5 ba / 1,720 sq ft · 2463 GRAND TETON CIRCLE #2463
• $5.50M · 5 bd / 6 ba / 5,181 sq ft · 1166 PALMER AVENUE (Palmer Ave Lakeside Prop)
• $875,000 · 4 bd / 2.5 ba / 2,578 sq ft · 2572 FIFESHIRE DRIVE
• $637,500 · 4 bd / 2 ba / 1,688 sq ft · 2215 WOODCREST DRIVE (Kenilworth Estates 1St Add)
• $184,900 · 2 bd / 1.5 ba / 1,365 sq ft · 7468 CANFORD COURT #24
• $5.20M · 5 bd / 6 ba / 5,122 sq ft · 825 PALMER AVENUE (J Kronenberger Sub)
• $2.19M · 4 bd / 3 ba / 3,463 sq ft · 1803 BARKER DRIVE (South Lakemont Shores)
• $2.12M · 4 bd / 4.5 ba / 2,850 sq ft · 1271 PALMER AVENUE (J Kronenberger Sub)
• $999,000 · 4 bd / 3 ba / 2,803 sq ft · 443 BROADVIEW AVENUE (Killarney Estates)
• $950,000 · 3 bd / 2 ba / 1,887 sq ft · 913 MOSS LANE (Maitland Shores First Add)
• $895,000 · 2 bd / 2 ba / 1,763 sq ft · 311 E MORSE BOULEVARD #4-5 (Phillips Circle Rep)
• $425,000 · 3 bd / 2.5 ba / 1,755 sq ft · 2349 SHADOWLAND LOOP
• $405,000 · 4 bd / 2 ba / 2,189 sq ft · 2301 CONIFER AVENUE
• $4.09M · 4 bd / 5.5 ba / 3,720 sq ft · 702 VIA BELLA (Palmer Ave Lakeside Prop)
• $3.95M · 4 bd / 2 ba / 1,652 sq ft · 540 N PENNSYLVANIA AVENUE (Winter Park Villas)
• $234,900 · 2 bd / 2 ba / 1,295 sq ft · 2383 SUN VALLEY CIRCLE #2383
• $2.48M · 3 bd / 3 ba / 2,316 sq ft · 311 E MORSE BOULEVARD #1-5 (Phillips Circle Rep)
• $875,000 · 4 bd / 3 ba / 1,876 sq ft · 618 BLAIRSHIRE CIRCLE (Brookshire Heights 4Th Add Winter Park)
• $769,000 · 4 bd / 2.5 ba / 2,141 sq ft · 2410 SHERBROOKE ROAD
• $529,000 · 4 bd / 2 ba / 1,845 sq ft · 2211 KING RICHARDS COURT
• $170,000 · 2 bd / 2.5 ba / 1,031 sq ft · 7476 WOODBURN COURT #38
• $1.55M · 6 bd / 5 ba / 5,239 sq ft · 1257 WADING WATERS CIRCLE
• $669,000 · 4 bd / 2 ba / 1,605 sq ft · 2833 PRINCE JOHN ROAD
• $2.73M · 5 bd / 4.5 ba / 3,784 sq ft · 1773 WALNUT AVENUE (Conwill Estates)
• $675,000 · 4 bd / 2 ba / 1,509 sq ft · 2260 COLDSTREAM DRIVE (Brookshire Heights)
• $620,000 · 3 bd / 1 ba / 1,243 sq ft · 1416 BORDER DRIVE
• $5.50M · 4 bd / 4.5 ba / 3,880 sq ft · 2661 VIA TUSCANY (Maitland Shores First Add)
• $915,000 · 3 bd / 3.5 ba / 2,093 sq ft · 1927 S LAKEMONT AVENUE (Lake Spier Xing)
• $735,000 · 4 bd / 3.5 ba / 3,020 sq ft · 1287 VERDANT GLADE PLACE
• $669,900 · 3 bd / 2 ba / 1,800 sq ft · 433 GILBERT ROAD
• $470,000 · 4 bd / 2 ba / 1,756 sq ft · 3020 NICHOLSON DRIVE (Wrenwood Unit 3 3Rd Add)
• $2.35M · 3 bd / 3.5 ba / 3,110 sq ft · 200 S INTERLACHEN AVENUE #350
• $599,000 · 3 bd / 2 ba / 1,783 sq ft · 508 BRECHIN DRIVE (Kenilworth Shores)
• $245,000 · 2 bd / 2 ba / 908 sq ft · 1250 S DENNING DRIVE #127 (Mead Garden)
• $365,000 · 3 bd / 2.5 ba / 1,861 sq ft · 7506 CRANES CREEK COURT #30
• $4.59M · 5 bd / 5.5 ba / 5,211 sq ft · 1525 GRANVILLE DRIVE
• $650,000 · 4 bd / 3 ba / 2,067 sq ft · 943 FAIRWAY DRIVE
• $279,999 · 3 bd / 2 ba / 1,467 sq ft · 2275 ISLAND RUN
• $1.09M · 3 bd / 2.5 ba / 1,873 sq ft · 1922 HAMMERLIN AVENUE (Edgewood Sub)
• $1.35M · 4 bd / 4 ba / 2,998 sq ft · 1320 ORCHID AVENUE (Elizabeth Heights Sub)
• $1.29M · 3 bd / 4 ba / 2,191 sq ft · 720 PANSY AVENUE (Villa View Park)
• $739,777 · 4 bd / 2 ba / 2,267 sq ft · 4039 COOL WATER COURT (Lake Waunatta Woods)
• $699,000 · 3 bd / 2 ba / 1,563 sq ft · 1850 BRYAN AVENUE (Lakeview Terrace)
• $799,000 · 3 bd / 2.5 ba / 1,957 sq ft · 1278 S PENNSYLVANIA AVENUE #13 (Casa Jardin Condo)
• $306,900 · 3 bd / 2.5 ba / 1,545 sq ft · 7530 CRANES CREEK COURT
• $255,000 · 2 bd / 2 ba / 1,008 sq ft · 5108 LAZY OAKS DRIVE #5108 (Lazy Oaks Condo)
• $925,000 · 4 bd / 3 ba / 2,528 sq ft · 471 HOLT AVENUE (Winter Park Villas)
• $575,000 · 2 bd / 2.5 ba / 1,648 sq ft · 1259 INDIANA AVENUE (Townhomes/Harper Place)
• $950,000 · 3 bd / 2 ba / 1,487 sq ft · 1220 HOWELL BRANCH ROAD
• $845,000 · 3 bd / 2.5 ba / 2,022 sq ft · 1621 CHESTNUT AVENUE (Lake Knowles Terrace)
• $269,000 · 2 bd / 1 ba / 710 sq ft · 151 N ORLANDO AVENUE #242 (Lake Killarney Condo)
• $1.55M · 4 bd / 4 ba / 2,916 sq ft · 2430 CHANTILLY AVENUE (Winter Park Village)
• $660,000 · 3 bd / 3 ba / 1,690 sq ft · 1256 MELISSA COURT
• $1.57M · 3 bd / 2.5 ba / 2,733 sq ft · 2207 KINDEL AVENUE
• $1.88M · 3 bd / 3.5 ba / 2,703 sq ft · 751 PANSY AVENUE
• $1.20M · 4 bd / 3 ba / 2,667 sq ft · 2111 MALLARD CIRCLE (Quail Hollow)
• $3.60M · 4 bd / 5 ba / 4,202 sq ft · 276 DETMAR DRIVE
• $759,675 · 5 bd / 3.5 ba / 2,832 sq ft · 724 MONMOUTH WAY
• $242,500 · 2 bd / 2 ba / 913 sq ft · 1250 S DENNING DR #Unit 233 (Mead Garden)
• $189,900 · 2 bd / 2 ba / 953 sq ft · 222 LEWFIELD CIRCLE (Stratford A Winter Park Condo)
• $419,990 · 5 bd / 3 ba / 1,442 sq ft · 2181 LINDEN ROAD (Ridge High 1St Add)
• $279,000 · 2 bd / 2.5 ba / 960 sq ft · 283 SANDLEWOOD TRAIL #3
• $147,000 · 1 bd / 1 ba / 678 sq ft · 285 LEWFIELD CIRCLE #285 (Stratford A Winter Park Condo)
• $3.27M · 5 bd / 5.5 ba / 4,949 sq ft · 1761 LEGION DRIVE (Green Oaks Rep Winter Park)
• $1.40M · 3 bd / 2.5 ba / 2,080 sq ft · 150 E READING WAY (Charmont)
• $449,990 · 3 bd / 2 ba / 1,622 sq ft · 3641 HAWTHORNE LANE
• $659,000 · 3 bd / 3 ba / 1,794 sq ft · 900 CARVER STREET (Magnolia Gardens Sub Winter Park)
• $349,000 · 3 bd / 2.5 ba / 1,872 sq ft · 7605 ALOMA PINES COURT
• $550,000 · 4 bd / 2 ba / 1,936 sq ft · 7525 LODGE POLE TRAIL (Arrowhead Cove)
• $469,900 · 3 bd / 2 ba / 2,047 sq ft · 1660 GLADIOLAS DRIVE
• $1.15M · 3 bd / 2 ba / 2,158 sq ft · 1600 S PENNSYLVANIA AVENUE
• $394,500 · 3 bd / 2.5 ba / 1,782 sq ft · 2857 CLEVER LANE
• $860,000 · 5 bd / 3.5 ba / 3,284 sq ft · 120 LONGBRANCH ROAD
• $739,000 · 2 bd / 2 ba / 1,311 sq ft · 250 CAROLINA AVENUE #205
• $419,000 · 4 bd / 2 ba / 1,836 sq ft · 1842 PURITAN AVENUE (Eastbrook Sub Unit 06 2Nd Rep)
• $385,000 · 3 bd / 2 ba / 1,162 sq ft · 7384 GRAND AVENUE
• $379,998 · 3 bd / 2.5 ba / 1,907 sq ft · 2017 CANNY COVE
• $525,000 · 4 bd / 2 ba / 2,126 sq ft · 2641 CARVELL COURT (Winter Park Estates)
• $2.70M · 5 bd / 4.5 ba / 3,588 sq ft · 648 WORTHINGTON DRIVE (Kenilworth Shores)
• $274,900 · 2 bd / 2.5 ba / 1,236 sq ft · 5210 LAZY OAKS DRIVE
• $3.89M · 6 bd / 5 ba / 4,677 sq ft · 620 VIRGINIA DRIVE (Timberlane Shores)
• $3.75M · 4 bd / 3 ba / 3,377 sq ft · 2622 LAKE HOWELL LANE
• $1.70M · 4 bd / 3.5 ba / 3,307 sq ft · 2343 VERSAILLES AVENUE (Fontainebleau)
• $799,999 · 2 bd / 2 ba / 1,540 sq ft · 1431 PALM AVENUE (Lake Knowles Terrace Add 02)
• $530,000 · 4 bd / 3 ba / 1,745 sq ft · 2627 AMBERGATE ROAD (Winter Park Estates)
• $429,000 · 3 bd / 2 ba / 1,498 sq ft · 1652 BERKSHIRE AVENUE (Orwin Manor Westminster)
• $405,000 · 3 bd / 2 ba / 1,494 sq ft · 1955 ELAND AVENUE (Lake Bell Terrace)
• $2.57M · 5 bd / 4.5 ba / 3,670 sq ft · 1754 TAYLOR AVENUE
• $1.43M · 4 bd / 3.5 ba / 2,984 sq ft · 1546 MILLER AVENUE (Lawndale)
• $247,000 · 2 bd / 2 ba / 1,316 sq ft · 2477 TAHOE CIRCLE #2477
• $1.70M · 4 bd / 3.5 ba / 2,530 sq ft · 2308 MULBRY DRIVE (Lake Forest Park)
• $1.62M · 5 bd / 4.5 ba / 3,133 sq ft · 2407 LAFAYETTE AVENUE (Fontainebleau)
• $4.35M · 5 bd / 5.5 ba / 4,827 sq ft · 857 BROCK STREET (Park Grove)
• $575,000 · 2 bd / 2.5 ba / 1,851 sq ft · 1071 ARAGON AVENUE (Seville Park)
• $1.73M · 4 bd / 3.5 ba / 3,727 sq ft · 1840 BRYAN AVENUE (Lakeview Terrace)
• $159,900 · 1 bd / 1 ba / 732 sq ft · 1500 GAY ROAD #4D
• $775,000 · 4 bd / 3 ba / 2,164 sq ft · 722 S RANGER BOULEVARD
• $660,000 · 4 bd / 2.5 ba / 1,770 sq ft · 1122 WILDMEADOW RUN
• $180,000 · 1 bd / 1 ba / 638 sq ft · 1695 LEE ROAD #D107
• $599,000 · 3 bd / 2 ba / 2,031 sq ft · 4026 TENITA DRIVE
• $495,000 · 3 bd / 2 ba / 1,380 sq ft · 5316 HALYARD COURT
• $214,900 · 3 bd / 2.5 ba / 1,151 sq ft · 7413 BELLE RIVER COURT #3
• $3.65M · 3 bd / 4 ba / 3,878 sq ft · 125 S INTERLACHEN AVENUE #1
• $97,000 · 1 bd / 1 ba / 796 sq ft · 1000 S SEMORAN BOULEVARD #302 (Golfside Villas Condo)
• $3.00M · 3 bd / 4 ba / 3,244 sq ft · 125 S INTERLACHEN AVENUE #2
• $510,000 · 3 bd / 2.5 ba / 1,669 sq ft · 1061 ARAGON AVENUE #1061
• $2.30M · 5 bd / 5 ba / 2,868 sq ft · 1840 LAUREL ROAD
• $430,000 · 3 bd / 2 ba / 1,645 sq ft · 3740 HAWTHORNE LANE
• $268,000 · 2 bd / 2 ba / 1,295 sq ft · 2475 TAHOE CIRCLE
• $1.52M · 4 bd / 4 ba / 3,723 sq ft · 341 E READING WAY
• $1.45M · 5 bd / 4.5 ba / 3,109 sq ft · 777 HALIFAX AVENUE (Park Manor First Add)
• $334,000 · 3 bd / 2 ba / 1,149 sq ft · 3562 BOUGAINVILLEA DRIVE
• $425,000 · 3 bd / 2 ba / 1,238 sq ft · 1886 CLEMATIS LANE
• $400,000 · 3 bd / 2 ba / 1,483 sq ft · 5409 ALBERT DRIVE
• $115,000 · 1 bd / 1 ba / 735 sq ft · 1000 S SEMORAN BOULEVARD #305 (Golfside Villas Condo)
• $1.69M · 4 bd / 3.5 ba / 3,174 sq ft · 1420 MAGNOLIA AVENUE
• $2.39M · 5 bd / 6.5 ba / 4,506 sq ft · 2412 CHANTILLY AVENUE
• $389,000 · 3 bd / 2.5 ba / 1,907 sq ft · 2033 CANNY COVE
• $1.80M · 5 bd / 4.5 ba / 4,029 sq ft · 281 BREWER AVENUE
• $449,000 · 3 bd / 2 ba / 1,737 sq ft · 2703 TIERRA CIRCLE
• $368,000 · 4 bd / 2 ba / 1,240 sq ft · 885 CARNATION DRIVE
• $549,900 · 3 bd / 2 ba / 1,837 sq ft · 1003 LAKE BELL DRIVE (Albert Lee Ridge Add 02 Winter Park)
• $1.18M · 3 bd / 2.5 ba / 1,329 sq ft · 240 KILLARNEY DRIVE (Killarney Estates)
• $1.15M · 4 bd / 1 ba / 1,260 sq ft · 230 KILLARNEY DRIVE (Killarney Estates)
• $775,000 · 4 bd / 2.5 ba / 1,899 sq ft · 1562 ARBOR PARK DRIVE (Conwill Estates)
• $335,000 · 3 bd / 2.5 ba / 1,790 sq ft · 2526 PASSAMONTE DRIVE #10F
• $2.00M · 3 bd / 2 ba / 1,765 sq ft · 1133 BELLA LAGO COVE
• $399,999 · 4 bd / 2 ba / 1,653 sq ft · 1401 ASTER COURT
• $170,000 · 2 bd / 2.5 ba / 1,031 sq ft · 7450 WYNNEWOOD SQUARE #189
• $1.79M · 4 bd / 4 ba / 3,440 sq ft · 922 N PENNSYLVANIA AVENUE
• $1.60M · 4 bd / 3.5 ba / 2,568 sq ft · 250 KILLARNEY (Killarney Estates)
• $699,500 · 4 bd / 2.5 ba / 2,197 sq ft · 1418 LONE FEATHER TRAIL
• $1.45M · 3 bd / 2.5 ba / 1,944 sq ft · 462 W LYMAN AVENUE (Winter Park Villas)
• $439,000 · 3 bd / 2 ba / 1,248 sq ft · 259 ORANGE TERRACE DRIVE
• $250,000 · 3 bd / 2 ba / 1,311 sq ft · 2450 GRAND TETON CIRCLE #2450
• $925,000 · 3 bd / 3 ba / 2,434 sq ft · 1138 S PENNSYLVANIA AVENUE
• $424,900 · 4 bd / 2.5 ba / 1,980 sq ft · 1564 LAWNDALE CIRCLE
• $268,000 · 2 bd / 2 ba / 1,008 sq ft · 5184 LAZY OAKS DRIVE (Lazy Oaks Condo)
• $279,900 · 2 bd / 2 ba / 1,295 sq ft · 2305 SUN VALLEY CIR
• $1.43M · 4 bd / 4 ba / 2,642 sq ft · 1581 MAGNOLIA AVE
• $138,000 · 1 bd / 1 ba / 776 sq ft · 1000 S SEMORAN BOULEVARD #408 (Golfside Villas Condo)
• $138,000 · 1 bd / 1 ba / 796 sq ft · 1000 S SEMORAN BOULEVARD #306 (Golfside Villas Condo)
• $138,000 · 1 bd / 1 ba / 776 sq ft · 1000 S SEMORAN BOULEVARD #404 (Golfside Villas Condo)
• $5.60M · 5 bd / 5.5 ba / 5,152 sq ft · 2228 AZALEA PLACE (Maitland Shores First Add)
• $2.80M · 5 bd / 4.5 ba / 4,018 sq ft · 609 S PHELPS AVENUE
• $899,000 · 4 bd / 3 ba / 2,075 sq ft · 3006 NORTHWOOD BOULEVARD (Northwood Terrace)
• $489,000 · 2 bd / 1 ba / 857 sq ft · 981 ARAGON AVENUE (Seville Park)
• $2.69M · 3 bd / 3.5 ba / 3,286 sq ft · 660 W MORSE BOULEVARD
• $374,900 · 3 bd / 2 ba / 1,666 sq ft · 1840 ASTER DRIVE
• $210,000 · 2 bd / 2.5 ba / 1,578 sq ft · 7488 WHISPERWOOD DRIVE #28 (Whisperwood Condo)
• $2.00M · 5 bd / 4.5 ba / 2,889 sq ft · 240 N PHELPS AVENUE (Sylvan Heights)
• $1.40M · 3 bd / 2.5 ba / 2,585 sq ft · 512 W SWOOPE AVENUE (Vilasa Twnhms)
• $1.25M · 4 bd / 4 ba / 2,916 sq ft · 2015 SUMMERFIELD ROAD (Kenilworth Shores)
• $235,000 · 2 bd / 2 ba / 1,026 sq ft · 1500 GAY ROAD #3C (Chateaux Du Lac)
• $199,900 · 1 bd / 1 ba / 582 sq ft · 151 NORTH ORLANDO AVENUE #142 (Lake Killarney Condominium Assn Inc.)
• $1.77M · 3 bd / 3.5 ba / 3,112 sq ft · 101 S NEW YORK AVENUE #311 (Winter Park Residential)
• $374,000 · 3 bd / 2 ba / 1,285 sq ft · 1605 PURITAN AVENUE (Eastbrook Sub Unit 06 2Nd Rep)
• $470,000 · 4 bd / 2 ba / 2,250 sq ft · 2008 HOUNDSLAKE DRIVE
• $849,000 · 3 bd / 2.5 ba / 1,904 sq ft · 437 N CAPEN AVENUE (Canton Ave Cottages 1)
• $3.00M · 5 bd / 6.5 ba / 4,168 sq ft · 1836 WHITEHALL DRIVE
• $725,000 · 4 bd / 2.5 ba / 2,196 sq ft · 1316 BLUE STEM LANE
• $455,000 · 4 bd / 2.5 ba / 1,903 sq ft · 8433 COMMANDER COVE
• $1.60M · 4 bd / 4 ba / 3,065 sq ft · 723 SYMONDS AVENUE
• $774,900 · 3 bd / 3.5 ba / 2,030 sq ft · 1265 ARLINGTON PL (Virginia Hgts Rep)
• $415,000 · 3 bd / 2 ba / 1,676 sq ft · 1535 LAWNDALE CIRCLE
• $4.50M · 4 bd / 6 ba / 5,550 sq ft · 231 CHELTON CIRCLE (Forest Hills)
• $1.37M · 5 bd / 4 ba / 2,446 sq ft · 1473 BERKSHIRE AVENUE (Orwin Manor Westminster)
• $199,900 · 2 bd / 1 ba / 851 sq ft · 2500 LEE ROAD #220 (Lakeside Manor Apts Condo)
• $1.50M · 3 bd / 4 ba / 2,756 sq ft · 641 NORTHWOOD CIRCLE (Winter Park Oasis)
• $2.62M · 3 bd / 3.5 ba / 3,048 sq ft · 413 W MORSE BOULEVARD
• $3.50M · 4 bd / 3.5 ba / 4,036 sq ft · 2240 VENETIAN WAY (Maitland Shores 1St Add)
• $535,000 · 3 bd / 3.5 ba / 1,937 sq ft · 1250 FORMOSA AVENUE (Urban Green 12)
• $399,900 · 3 bd / 2 ba / 1,366 sq ft · 5503 ALBERT DRIVE
• $998,000 · 4 bd / 4 ba / 2,469 sq ft · 1404 BORDER DRIVE (Winter Park Village)
• $695,000 · 4 bd / 3 ba / 2,312 sq ft · 715 S RANGER BOULEVARD (Winter Park Pines)
• $836,000 · 3 bd / 3 ba / 2,017 sq ft · 338 BLUE HERON DRIVE (Flamingo Shores)
• $6.00M · 5 bd / 7 ba / 7,397 sq ft · 1571 WOODLAND AVENUE (Comstock Park)
• $99,900 · 2 bd / 1 ba / 881 sq ft · 1695 LEE ROAD #D211
• $999,900 · 5 bd / 4.5 ba / 3,652 sq ft · 1448 LAKE FLORENCE WAY
• $650,000 · 3 bd / 2 ba / 1,350 sq ft · 300 CAROLINA AVENUE #402C (Park West Condo)
• $449,000 · 4 bd / 2 ba / 1,624 sq ft · 1320 GLADIOLAS DR
• $1.49M · 4 bd / 3.5 ba / 3,048 sq ft · 1570 PALMER AVENUE (Comstock Park)
• $375,000 · 3 bd / 2.5 ba / 1,872 sq ft · 7522 ALOMA PINES COURT
• $246,400 · 2 bd / 2.5 ba / 1,300 sq ft · 193 LEWFIELD CIRCLE (Stratford A Winter Park Condo)
• $999,000 · 4 bd / 4.5 ba / 2,638 sq ft · 616 BRECHIN DRIVE (Kenilworth Shores)
• $350,000 · 1 bd / 1 ba / 987 sq ft · 700 MELROSE AVENUE #J24 (Winter Park Gardens Condo)
• $2.30M · 5 bd / 4.5 ba / 3,865 sq ft · 938 ENCLAVE PLACE (The Enclave Winter Park)
• $399,000 · 3 bd / 2.5 ba / 1,907 sq ft · 1995 CANNY COVE
• $325,000 · 3 bd / 2 ba / 1,518 sq ft · 7393 GRAND AVENUE
• $2.27M · 5 bd / 4.5 ba / 3,813 sq ft · 930 ENCLAVE PLACE (The Enclave Winter Park)
• $524,900 · 3 bd / 2 ba / 1,434 sq ft · 1741 WESTCHESTER AVENUE
• $2.50M · 5 bd / 5 ba / 4,572 sq ft · 450 LAKEWOOD DRIVE
• $1.50M · 4 bd / 2 ba / 2,640 sq ft · 446 MELROSE AVENUE (Virginia Heights)
• $439,000 · 3 bd / 2 ba / 1,606 sq ft · 950 HANOVER AVENUE
• $1.30M · 4 bd / 3.5 ba / 2,459 sq ft · 102 BELL PLACE (Eastgate Sub Winter Park)
• $189,000 · 2 bd / 2 ba / 1,018 sq ft · 2918 ANTIQUE OAKS CIRCLE #25
• $2.50M · 4 bd / 3.5 ba / 3,553 sq ft · 541 W CANTON AVENUE
• $630,000 · 6 bd / 3 ba / 3,145 sq ft · 2600 EUSTON ROAD (Glencoe Sub Winter Park)
• $3.60M · 4 bd / 5.5 ba / 4,066 sq ft · 1441 CARDINAL COURT (Winflor Court Pt Rep)
• $229,000 · 3 bd / 2.5 ba / 1,151 sq ft · 7454 WYNNEWOOD SQUARE #188
• $140,000 · 2 bd / 2.5 ba / 1,090 sq ft · 3021 AARON BURR AVENUE #3 (Colonies)
• $449,900 · 2 bd / 2.5 ba / 1,428 sq ft · 630 KILLARNEY BAY COURT #3 (Killarney Bay Condo)
• $825,000 · 4 bd / 3.5 ba / 2,589 sq ft · 1131 WILDMEADOW RUN
• $2.07M · 5 bd / 4.5 ba / 3,617 sq ft · 914 ENCLAVE PLACE (The Enclave Winter Park)
• $1.55M · 4 bd / 3.5 ba / 2,756 sq ft · 905 ENCLAVE PLACE (The Enclave Winter Park)
• $1.55M · 4 bd / 3.5 ba / 2,738 sq ft · 901 ENCLAVE PLACE (The Enclave Winter Park)
• $419,000 · 4 bd / 2 ba / 1,376 sq ft · 501 HERITAGE BOULEVARD
• $6.90M · 6 bd / 6 ba / 6,396 sq ft · 1260 ALABAMA DRIVE (J Kronenberger Sub)
• $1.59M · 3 bd / 2 ba / 2,012 sq ft · 1113 VIA DEL MAR (Tuscany Terrace)
• $799,000 · 5 bd / 3 ba / 2,242 sq ft · 1927 ELAND AVENUE (Lake Bell Terrace)
• $509,900 · 3 bd / 2 ba / 1,570 sq ft · 330 ELKHORN COURT (Winter Park Pines Merrie Oaks)
• $499,000 · 3 bd / 2 ba / 1,088 sq ft · 2231 NAIRN DRIVE (Aloma)
• $499,000 · 2 bd / 1 ba / 920 sq ft · 230 STRATHY LANE (Aloma)
• $829,500 · 4 bd / 2 ba / 3,950 sq ft · 1521 HERON WOOD PLACE
• $1.38M · 4 bd / 3.5 ba / 2,170 sq ft · 1751 GOODRICH AVENUE (Sylvan Heights)
• $680,000 · 4 bd / 3.5 ba / 2,664 sq ft · 432 W SWOOPE AVENUE (Swoope Park)
• $485,000 · 4 bd / 2 ba / 2,092 sq ft · 2217 SUSSEX ROAD
• $1.75M · 4 bd / 2.5 ba / 2,350 sq ft · 1840 ANZLE AVENUE (Sylvan Heights)
• $299,999 · 2 bd / 1 ba / 710 sq ft · 151 N ORLANDO AVENUE #118 (Lake Killarney Condo)
• $2.19M · 5 bd / 3.5 ba / 3,691 sq ft · 1885 TEMPLE DRIVE
• $184,400 · 1 bd / 1 ba / 645 sq ft · 2500 LEE RD. #222 (Lakeside Manor Apts Condo)
• $849,000 · 2 bd / 2 ba / 1,086 sq ft · 560 OLOLU DRIVE (Killarney Circle)
• $285,000 · 2 bd / 1 ba / 710 sq ft · 151 N ORLANDO AVENUE ##115 (Lake Killarney Condo)
• $109,000 · 1 bd / 1 ba / 785 sq ft · 311 SCOTTSDALE SQUARE #311 (Winter Park Woods Condo)
• $179,990 · 2 bd / 2.5 ba / 1,031 sq ft · 3370 CEDAR SPRINGS PLACE #156
• $285,000 · 2 bd / 2 ba / 1,669 sq ft · 2336 SUN VALLEY CIRCLE #BLDG 20
• $2.95M · 5 bd / 5.5 ba / 3,863 sq ft · 1821 ENGLEWOOD ROAD (Forest Hills)
• $619,500 · 3 bd / 2.5 ba / 1,539 sq ft · 2758 BANCHORY ROAD (Winter Park Pines)
• $279,000 · 1 bd / 1 ba / 570 sq ft · 311 E MORSE BOULEVARD #7-11 (Phillips Circle Rep)
• $89,900 · 1 ba / 549 sq ft · 3071 GEORGE MASON AVENUE #5 (Colonies)
• $205,000 · 3 bd / 2 ba / 1,149 sq ft · 1695 LEE ROAD #C202 (Waterfall Cove At Winter Park)
• $5.48M · 6 bd / 6.5 ba / 6,134 sq ft · 470 W COMSTOCK AVENUE
• $2.45M · 4 bd / 4.5 ba / 3,308 sq ft · 2718 EASTERN PARKWAY

Showing the newest 400 of 404; the price bands above, the ZIP pages and the map cover the rest.

Pending and under contract in Winter Park (18)

Winter Park homes that have an accepted offer and are working toward closing. They can still fall through, so each one keeps its page until it closes.

• $2.80M · 5 bd / 5 ba / 4,105 sq ft · 801 VIA LOMBARDY
• $575,000 · 4 bd / 2 ba / 1,891 sq ft · 346 ELKHORN COURT
• $575,000 · 3 bd / 2.5 ba / 2,031 sq ft · 1931 ASTER DRIVE
• $1.75M · 5 bd / 3.5 ba / 3,097 sq ft · 1225 SHARON PLACE
• $329,900 · 3 bd / 2 ba / 1,216 sq ft · 4910 SEMINOLE AVENUE
• $1.79M · 4 bd / 4 ba / 2,819 sq ft · 2501 LAFAYETTE AVENUE
• $299,900 · 3 bd / 1 ba / 1,520 sq ft · 1915 CARRIGAN AVENUE
• $135,000 · 2 bd / 2 ba / 1,018 sq ft · 3020 ANTIQUE OAKS CIRCLE #129
• $365,000 · 3 bd / 1.5 ba / 1,185 sq ft · 2136 LINDEN ROAD
• $562,000 · 4 bd / 3 ba / 1,778 sq ft · 5233 LAKE HOWELL ROAD
• $380,000 · 3 bd / 1 ba / 1,143 sq ft · 2626 AMBERGATE ROAD
• $770,000 · 4 bd / 3 ba / 2,192 sq ft · 2286 MARSH SEDGE LANE
• $985,000 · 4 bd / 3 ba / 2,868 sq ft · 2667 COCHISE TRAIL
• $549,900 · 4 bd / 2 ba / 1,660 sq ft · 333 CORNWALL ROAD
• $540,000 · 3 bd / 2.5 ba / 1,660 sq ft · 1261 INDIANA AVENUE
• $2.46M · 4 bd / 3.5 ba / 3,294 sq ft · 2228 HOWARD DRIVE
• $599,000 · 4 bd / 3 ba / 2,102 sq ft · 1946 STRATHAVEN ROAD
• $275,000 · 2 bd / 2 ba / 1,008 sq ft · 5143 LAZY OAKS DRIVE #5143

Browse every listing on Momentum Realty.

Homes for sale in Winter Park by ZIP code

Where the inventory is: active listings and the median asking price by ZIP. ZIPs link to their housing scorecard.

Winter Park communities with the most homes for sale

The Winter Park neighborhoods and subdivisions with active listings, the median asking price in each, and what homes there actually sold for over the last 12 months. Community names open the community guide with live inventory, sales history, HOA and schools.

What is for sale in Winter Park: property types

• Single-family houses: 271
• Condos: 92
• Townhouses: 41

Another 2 listings in Winter Park are land, commercial or other non-residential property and are not counted above.

Browse by type: Condos for sale in Winter Park (92) · Townhomes for sale in Winter Park (41).

The Winter Park real estate market right now

Over the last 12 months 887 homes sold in Winter Park at a median of $499,000 (-0.2% year over year), $270 per square foot. Sellers received 98% of list price and homes took a median 37 days to go under contract. With 404 homes for sale against that sales pace, months of supply is 5.5, a balanced market by the six-month rule. Cash buyers accounted for 32% of sales. New construction was 6% of sales.

Winter Park supply by price band

Winter Park home prices by year

Median sold price, closed sales, days on market and sale-to-list ratio by year, from Momentum’s MLS record.

What a home in Winter Park costs to own

Take the median $649,000 listing with 20% down at today’s 7.18% 30-year rate: principal and interest run about $3,517/month. Orange County’s typical millage of 16.67 puts property tax near $9,988/year after the $50,000 homestead exemption — and that is the reset bill a buyer pays, not the seller’s capped one. Citizens’ average premium in Orange County is about $1,409/year; newer roofs and inland addresses usually quote below it. All in, plan on roughly $4,467/month plus any HOA or CDD assessment.

Explore Winter Park

• All homes for sale in Orange County, FL
• What is my house worth in Winter Park? Home values, $/sq ft and days to contract
• 4-bedroom homes for sale in Winter Park
• Homes under $300K in Winter Park
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• New listings this week in Winter Park
• Price reductions this week in Winter Park
• Winter Park homes by street
• What $500K buys in Orange County
• Winter Park market intelligence: prices, supply and trends
• Winter Park ZIP codes: every ZIP, map and home prices
• Moving to Winter Park: the data guide
• Cost of living in Winter Park
• New construction homes in Winter Park
• Best neighborhoods in Winter Park
• Orange County property tax guide
• Orange County down payment assistance limits
• First-time home buyer guide for Florida
• Search every Winter Park community
• Best places to live in Florida: every city ranked by the numbers
• All Florida cities and counties

Homes for sale near Winter Park

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• Homes for sale in Gotha, FL — 19 listings
• Homes for sale in Christmas, FL — 8 listings
• Homes for sale in Golden Oak, FL — 6 listings

Recently off market in Winter Park

Homes in Winter Park that left the market most recently, with their last list price and a public-record page for each address. Off-market pages keep the community, tax and sales-history context after a listing closes or expires.

• 269 E Canton Avenue #269 · last listed $899,000 · off market Nov 6, 2026
• 2157 Lake Drive · last listed $689,000 · off market Nov 6, 2026
• 1320 Buckingham Road · last listed $449,000 · off market Nov 6, 2026
• 7302 Swallow Run #7302 · last listed $134,900 · off market Nov 3, 2026
• 2054 Eastbrook Boulevard · last listed $500,000 · off market Nov 3, 2026
• 1592 Arbor Park Drive · last listed $700,000 · off market Nov 3, 2026
• 274 N Ranger Boulevard · last listed $629,900 · off market Nov 2, 2026
• 2372 Sun Valley Circle #2372 · last listed $285,000 · off market Nov 2, 2026
• 7327 Forest Hill Court #223 · last listed $175,000 · off market Nov 1, 2026
• 525 S Lakemont Avenue · last listed $1,999,990 · off market Nov 1, 2026
• 525 Ololu Drive · last listed $490,900 · off market Nov 1, 2026
• 2948 Antique Oaks Circle #94 · last listed $150,000 · off market Nov 1, 2026

Common questions

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Winter Park as of 2026-11-06 and refresh as homes list and sell. Listing information provided by the Florida Gulf Coast Multiple Listing Service, Inc. Information is deemed reliable but not guaranteed by the MLS to be accurate. Listings courtesy of Stellar MLS as distributed by MLS GRID. The data relating to real estate for sale on this page comes in part from the Internet Data Exchange (IDX) program of the MLS(s) named above; listings held by brokerages other than Momentum Realty are marked with the listing brokerage’s name. Information is deemed reliable but not guaranteed. Estimates are not guarantees. Equal Housing Opportunity.