Homes for Sale in Longwood, FL

By Jon Brooks, Co-Founder, Momentum Realty · Updated September 25, 2026

209 homes are for sale in Longwood, FL as of 2026-09-25, with 27 more under contract. The median list price is $449,900 ($236/sq ft), most homes list between $215K to $1.35M, and the median listing has been on the market 36 days. That is 146 houses, 37 condos and 26 townhouses. 53 homes came on the market this week and 295 sold in the last 12 months at a median of $489,000.

Newest homes for sale in Longwood

The most recently listed homes in Longwood, 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.

$1.05M New

4 bd · 2.5 ba · 2,884 sq ft · built 1974

104 WILD FERN DRIVE, 32779

Springs The Deerwood Estates

Listing courtesy of COMPASS FLORIDA LLC

$925,000 New

5 bd · 3.5 ba · 3,997 sq ft · built 1988

2005 SPRINGS LANDING BOULEVARD, 32779

Springs Landing The Estates At

Listing courtesy of KELLER WILLIAMS HERITAGE REALTY

$695,000 New

5 bd · 4 ba · 3,093 sq ft · built 1986

524 S LONGVIEW PLACE, 32779

Sabal Point Sabal View At

Listing courtesy of KELLER WILLIAMS HERITAGE REALTY

$599,900 New

4 bd · 2 ba · 2,763 sq ft · built 1968

442 HOMER AVENUE, 32750

Sanlando Springs

Listing courtesy of RE/MAX 200 REALTY

$364,900 New

3 bd · 2 ba · 1,947 sq ft · built 1983

116 GOLF CLUB DRIVE, 32779

Wekiva Country Club Villas

Listing courtesy of EXIT REALTY PREMIER LEGACY

$360,000 New

3 bd · 2 ba · 1,380 sq ft · built 1973

1518 ORIOLE STREET, 32750

Longwood

Listing courtesy of CALL IT CLOSED INTL REALTY

$1.90M New

5 bd · 5 ba · 4,648 sq ft · built 2005

3413 FERNLAKE PLACE, 32779

Alaqua Lakes

Listing courtesy of ERA GRIZZARD REAL ESTATE

$1.70M New

5 bd · 3.5 ba · 4,174 sq ft · built 1989

2216 SMOKETREE COURT, 32779

Longwood

Listing courtesy of CENTURY 21 ALTON CLARK

$1.50M New

4 bd · 3.5 ba · 3,648 sq ft · built 1998

2261 POINSETTIA DRIVE, 32779

Lake Brantley Isles Amd

Listing courtesy of GRACE REALTY, INC.

$999,999 New

4 bd · 3.5 ba · 3,941 sq ft · built 1985

1820 WINGFIELD DRIVE, 32779

Longwood

Listing courtesy of MARK SPAIN REAL ESTATE

$750,000 New

1 bd · 1 ba · 465 sq ft · built 1959

250 LONGWOOD HILLS ROAD, 32750

Longwood Hills

Listing courtesy of ALPHA EQUITY REALTY & MANAGEMENT INC

$749,999 New

4 bd · 2 ba · 2,060 sq ft · built 1976

102 SWEETWATER HILLS DRIVE, 32779

Sweetwater Oaks

Listing courtesy of FLORIDA REALTY INVESTMENTS

$575,000 New

4 bd · 3 ba · 2,616 sq ft · built 1973

136 GLENDALE DRIVE, 32750

Winsor Manor

Listing courtesy of REALTY HUB

$529,900 New

4 bd · 2 ba · 2,070 sq ft · built 2018

154 OAKMONT RESERVE CIRCLE, 32750

Oakmont Reserve

Listing courtesy of EXP REALTY LLC

$450,000 New

4 bd · 2 ba · 2,548 sq ft · built 1971

150 TOLLGATE TRAIL, 32750

Longwood

Listing courtesy of CENTRIC REALTY SERVICES LLC

$449,900 New

3 bd · 2 ba · 1,788 sq ft · built 1986

711 COLUMBUS WAY, 32750

Columbus Harbor

Listing courtesy of LPT REALTY, LLC

$375,000 New

3 bd · 3 ba · 1,875 sq ft · built 1995

520 E MAGNOLIA AVENUE, 32750

Meusers Sub

Listing courtesy of EXP REALTY LLC

$265,000 New

2 bd · 2 ba · 1,191 sq ft · built 1986

196 W SABAL PALM PLACE #196, 32779

San Marco Villas A Condo

Listing courtesy of TRIPLE S REALTY

$265,000 New

3 bd · 2 ba · 1,300 sq ft · built 1984

2821 SPYGLASS COVE, 32779

Shadowbay Unit 2

Listing courtesy of BAKER REALTY INVESTMENTS, LLC

$249,900 New

4 bd · 2 ba · 1,968 sq ft · built 1960

2260 CHARLOTTE DRIVE, 32779

Longwood

Listing courtesy of FUTURE HOME REALTY INC

$249,900 New

2 bd · 2.5 ba · 1,365 sq ft · built 1984

7302 OLYMPIA COURT, 32779

Clubside At Sabal Point A Condominium

Listing courtesy of CENTURY 21 BE3

$229,900 New

2 bd · 2 ba · 1,143 sq ft · built 2025

267 CROWN OAKS WAY #267, 32779

Crown Oaks 1St Add

Listing courtesy of FLORIDA HOME TEAM REALTY LLC

$229,000 New

3 bd · 2 ba · 1,586 sq ft · built 1996

420 SUMMIT RIDGE PLACE #300, 32779

Residences At Sabal Point A Condominium

Listing courtesy of VESTI LLC

$215,000 New

2 bd · 3.5 ba · 1,365 sq ft · built 1984

8209 OLYMPIA COURT #8209, 32779

Clubside At Sabal Point A Condominium

Listing courtesy of PRIMAC GROUP, INC

Longwood homes for sale by price

Every active listing in Longwood grouped by price, with the newest listings in each band. The median is $449,900; the busiest band is $400K – $500K.

Under $200K: 15 homes

• $139,900 · 1 bd / 1 ba / 823 sq ft · 498 N PIN OAK PLACE #304 (Windsor At Sabal Walk A Condominium)
• $180,000 · 2 bd / 2 ba / 1,274 sq ft · 404 SUMMIT RIDGE PLACE #212
• $190,000 · 2 bd / 2.5 ba / 1,365 sq ft · 7306 OLYMPIA COURT #7306 (Clubside At Sabal Point A Condominium)
• $130,000 · 2 bd / 2 ba / 1,119 sq ft · 203 CROWN OAKS WAY #203 (Crown Oaks)

$200K – $300K: 30 homes

• $209,000 · 2 bd / 2 ba / 1,274 sq ft · 420 SUMMIT RIDGE PLACE #314
• $212,900 · 2 bd / 2 ba / 1,274 sq ft · 420 SUMMIT RIDGE PLACE #204
• $215,000 · 2 bd / 3.5 ba / 1,365 sq ft · 8209 OLYMPIA COURT #8209 (Clubside At Sabal Point A Condominium)
• $215,000 · 2 bd / 2.5 ba / 1,365 sq ft · 5104 CLUBSIDE DRIVE #5104 (Clubside At Sabal Point A Condominium)

$300K – $400K: 36 homes

• $360,000 · 3 bd / 2 ba / 1,380 sq ft · 1518 ORIOLE STREET
• $364,900 · 3 bd / 2 ba / 1,947 sq ft · 116 GOLF CLUB DRIVE (Wekiva Country Club Villas)
• $375,000 · 3 bd / 3 ba / 1,875 sq ft · 520 E MAGNOLIA AVENUE (Meusers Sub)
• $308,700 · 2 bd / 2.5 ba / 1,369 sq ft · 674 JOYFUL BLOSSOM PLACE #674 (Hanover Pointe Rep - Rep)

$400K – $500K: 43 homes

• $449,900 · 3 bd / 2 ba / 1,788 sq ft · 711 COLUMBUS WAY (Columbus Harbor)
• $450,000 · 4 bd / 2 ba / 2,548 sq ft · 150 TOLLGATE TRAIL
• $400,000 · 4 bd / 2.5 ba / 2,546 sq ft · 114 HIDDEN OAK DRIVE
• $415,000 · 3 bd / 2 ba / 1,717 sq ft · 453 WILFORD AVENUE (Sanlando Springs)

$500K – $750K: 37 homes

• $599,900 · 4 bd / 2 ba / 2,763 sq ft · 442 HOMER AVENUE (Sanlando Springs)
• $695,000 · 5 bd / 4 ba / 3,093 sq ft · 524 S LONGVIEW PLACE (Sabal Point Sabal View At)
• $529,900 · 4 bd / 2 ba / 2,070 sq ft · 154 OAKMONT RESERVE CIRCLE (Oakmont Reserve)
• $575,000 · 4 bd / 3 ba / 2,616 sq ft · 136 GLENDALE DRIVE (Winsor Manor)

$750K – $1M: 20 homes

• $925,000 · 5 bd / 3.5 ba / 3,997 sq ft · 2005 SPRINGS LANDING BOULEVARD (Springs Landing The Estates At)
• $750,000 · 1 bd / 1 ba / 465 sq ft · 250 LONGWOOD HILLS ROAD (Longwood Hills)
• $999,999 · 4 bd / 3.5 ba / 3,941 sq ft · 1820 WINGFIELD DRIVE
• $820,000 · 4 bd / 3 ba / 3,415 sq ft · 1550 WARWICK PLACE (Knollwood 2Nd Add)

$1M and up: 28 homes

• $1.05M · 4 bd / 2.5 ba / 2,884 sq ft · 104 WILD FERN DRIVE (Springs The Deerwood Estates)
• $1.50M · 4 bd / 3.5 ba / 3,648 sq ft · 2261 POINSETTIA DRIVE (Lake Brantley Isles Amd)
• $1.70M · 5 bd / 3.5 ba / 4,174 sq ft · 2216 SMOKETREE COURT
• $1.90M · 5 bd / 5 ba / 4,648 sq ft · 3413 FERNLAKE PLACE (Alaqua Lakes)

Every home for sale in Longwood right now (209)

All 209 active Longwood listings with a detail page, newest first, refreshed twice a day from the MLS.

• $1.05M · 4 bd / 2.5 ba / 2,884 sq ft · 104 WILD FERN DRIVE (Springs The Deerwood Estates)
• $925,000 · 5 bd / 3.5 ba / 3,997 sq ft · 2005 SPRINGS LANDING BOULEVARD (Springs Landing The Estates At)
• $695,000 · 5 bd / 4 ba / 3,093 sq ft · 524 S LONGVIEW PLACE (Sabal Point Sabal View At)
• $599,900 · 4 bd / 2 ba / 2,763 sq ft · 442 HOMER AVENUE (Sanlando Springs)
• $364,900 · 3 bd / 2 ba / 1,947 sq ft · 116 GOLF CLUB DRIVE (Wekiva Country Club Villas)
• $360,000 · 3 bd / 2 ba / 1,380 sq ft · 1518 ORIOLE STREET
• $1.90M · 5 bd / 5 ba / 4,648 sq ft · 3413 FERNLAKE PLACE (Alaqua Lakes)
• $1.70M · 5 bd / 3.5 ba / 4,174 sq ft · 2216 SMOKETREE COURT
• $1.50M · 4 bd / 3.5 ba / 3,648 sq ft · 2261 POINSETTIA DRIVE (Lake Brantley Isles Amd)
• $999,999 · 4 bd / 3.5 ba / 3,941 sq ft · 1820 WINGFIELD DRIVE
• $750,000 · 1 bd / 1 ba / 465 sq ft · 250 LONGWOOD HILLS ROAD (Longwood Hills)
• $749,999 · 4 bd / 2 ba / 2,060 sq ft · 102 SWEETWATER HILLS DRIVE (Sweetwater Oaks)
• $575,000 · 4 bd / 3 ba / 2,616 sq ft · 136 GLENDALE DRIVE (Winsor Manor)
• $529,900 · 4 bd / 2 ba / 2,070 sq ft · 154 OAKMONT RESERVE CIRCLE (Oakmont Reserve)
• $450,000 · 4 bd / 2 ba / 2,548 sq ft · 150 TOLLGATE TRAIL
• $449,900 · 3 bd / 2 ba / 1,788 sq ft · 711 COLUMBUS WAY (Columbus Harbor)
• $375,000 · 3 bd / 3 ba / 1,875 sq ft · 520 E MAGNOLIA AVENUE (Meusers Sub)
• $265,000 · 2 bd / 2 ba / 1,191 sq ft · 196 W SABAL PALM PLACE #196 (San Marco Villas A Condo)
• $265,000 · 3 bd / 2 ba / 1,300 sq ft · 2821 SPYGLASS COVE (Shadowbay Unit 2)
• $249,900 · 4 bd / 2 ba / 1,968 sq ft · 2260 CHARLOTTE DRIVE
• $249,900 · 2 bd / 2.5 ba / 1,365 sq ft · 7302 OLYMPIA COURT (Clubside At Sabal Point A Condominium)
• $229,900 · 2 bd / 2 ba / 1,143 sq ft · 267 CROWN OAKS WAY #267 (Crown Oaks 1St Add)
• $229,000 · 3 bd / 2 ba / 1,586 sq ft · 420 SUMMIT RIDGE PLACE #300 (Residences At Sabal Point A Condominium)
• $215,000 · 2 bd / 3.5 ba / 1,365 sq ft · 8209 OLYMPIA COURT #8209 (Clubside At Sabal Point A Condominium)
• $215,000 · 2 bd / 2.5 ba / 1,365 sq ft · 5104 CLUBSIDE DRIVE #5104 (Clubside At Sabal Point A Condominium)
• $212,900 · 2 bd / 2 ba / 1,274 sq ft · 420 SUMMIT RIDGE PLACE #204
• $209,000 · 2 bd / 2 ba / 1,274 sq ft · 420 SUMMIT RIDGE PLACE #314
• $190,000 · 2 bd / 2.5 ba / 1,365 sq ft · 7306 OLYMPIA COURT #7306 (Clubside At Sabal Point A Condominium)
• $180,000 · 2 bd / 2 ba / 1,274 sq ft · 404 SUMMIT RIDGE PLACE #212
• $139,900 · 1 bd / 1 ba / 823 sq ft · 498 N PIN OAK PLACE #304 (Windsor At Sabal Walk A Condominium)
• $1.20M · 4 bd / 3 ba / 3,038 sq ft · 3387 REGAL CREST DRIVE (Alaqua Lakes)
• $700,000 · 4 bd / 3 ba / 2,670 sq ft · 1879 LAKE EMMA ROAD
• $415,000 · 3 bd / 2 ba / 1,717 sq ft · 453 WILFORD AVENUE (Sanlando Springs)
• $400,000 · 4 bd / 2.5 ba / 2,546 sq ft · 114 HIDDEN OAK DRIVE
• $1.40M · 3 bd / 3.5 ba / 3,768 sq ft · 2056 ALAQUA DRIVE
• $1.20M · 4 bd / 3.5 ba / 3,131 sq ft · 3226 REGAL CREST DRIVE
• $459,900 · 3 bd / 2 ba / 1,748 sq ft · 400 COLUMBUS CIRCLE
• $345,000 · 2 bd / 2 ba / 1,158 sq ft · 2754 CATTAIL COURT
• $308,700 · 2 bd / 2.5 ba / 1,369 sq ft · 674 JOYFUL BLOSSOM PLACE #674 (Hanover Pointe Rep - Rep)
• $130,000 · 2 bd / 2 ba / 1,119 sq ft · 203 CROWN OAKS WAY #203 (Crown Oaks)
• $820,000 · 4 bd / 3 ba / 3,415 sq ft · 1550 WARWICK PLACE (Knollwood 2Nd Add)
• $395,000 · 4 bd / 2 ba / 1,574 sq ft · 820 VAN NESS CIRCLE
• $340,000 · 4 bd / 3 ba / 1,954 sq ft · 2610 SAND LAKE ROAD
• $192,000 · 2 bd / 2.5 ba / 1,365 sq ft · 8105 OLYMPIA CT (Clubside At Sabal Point A Condominium)
• $789,900 · 5 bd / 5 ba / 3,836 sq ft · 162 BLUE FLAX POINT (Bay Meadow Farms)
• $725,000 · 1 bd / 2 ba / 2,480 sq ft · 1150 N RONALD REAGAN BOULEVARD (Bradleys Add)
• $460,000 · 3 bd / 2 ba / 1,905 sq ft · 207 HARROGATE PLACE
• $395,000 · 2 bd / 2.5 ba / 1,782 sq ft · 117 RED CEDAR DRIVE
• $395,000 · 3 bd / 2 ba / 1,430 sq ft · 990 WAVERLY DRIVE (Windtree West)
• $235,000 · 3 bd / 2 ba / 1,586 sq ft · 420 SUMMIT RIDGE PLACE #316
• $450,000 · 4 bd / 3 ba / 2,298 sq ft · 208 CHICHESTER COVE
• $515,000 · 3 bd / 2 ba / 1,781 sq ft · 1321 CARLTON STREET
• $499,000 · 3 bd / 2 ba / 1,599 sq ft · 322 N SHADOWBAY BOULEVARD (Shadowbay, Lake Vista At)
• $1.60M · 5 bd / 4.5 ba / 4,467 sq ft · 333 BRANTLEY CLUB PLACE
• $349,900 · 3 bd / 2.5 ba / 1,550 sq ft · 391 WINCHESTER PLACE
• $349,700 · 3 bd / 2 ba / 1,737 sq ft · 108 BRIER PATCH COURT (Meadows West The)
• $675,000 · 3 bd / 2.5 ba / 2,396 sq ft · 1678 KINGSTON ROAD
• $587,000 · 4 bd / 2.5 ba / 2,416 sq ft · 1200 WAVERLY WAY
• $522,000 · 4 bd / 2 ba / 1,797 sq ft · 169 DUNCAN TRAIL
• $450,000 · 3 bd / 2 ba / 1,809 sq ft · 105 E WYNDHAM COURT
• $445,000 · 3 bd / 2 ba / 1,618 sq ft · 167 HOLDERNESS DRIVE
• $375,000 · 3 bd / 2 ba / 1,300 sq ft · 104 KILKENNY COURT
• $595,000 · 4 bd / 2 ba / 2,597 sq ft · 734 RIVERBEND BOULEVARD (Sweetwater Oaks)
• $415,000 · 3 bd / 2 ba / 1,795 sq ft · 101 SUFFOLK COURT
• $405,000 · 4 bd / 1.5 ba / 1,476 sq ft · 428 LONGWOOD CIRCLE (Longwood North)
• $619,900 · 4 bd / 3 ba / 2,915 sq ft · 1539 GRACE LAKE CIRCLE (North Cove)
• $565,000 · 4 bd / 3 ba / 2,598 sq ft · 126 HEATHER HL
• $469,900 · 4 bd / 3 ba / 2,140 sq ft · 1040 WAVERLY DRIVE (Windtree West)
• $554,789 · 3 bd / 3 ba / 2,306 sq ft · 219 NOB HILL CIRCLE
• $429,900 · 4 bd / 2.5 ba / 2,135 sq ft · 1111 W WEKIVA TRAIL
• $400,000 · 2 bd / 2 ba / 1,872 sq ft · 304 FOX SQUIRREL LANE (Springs The Live Oak Village)
• $775,000 · 5 bd / 2 ba / 3,037 sq ft · 718 FOX VALLEY DRIVE
• $498,000 · 4 bd / 2 ba / 1,958 sq ft · 638 TALL OAKS TERRACE
• $449,000 · 4 bd / 2 ba / 1,852 sq ft · 911 ALAMEDA DRIVE
• $798,000 · 4 bd / 2 ba / 2,376 sq ft · 807 RIVERBEND BOULEVARD (Sweetwater Oaks)
• $389,000 · 3 bd / 2 ba / 1,410 sq ft · 1149 AUTUMN BROOK CIRCLE (Harbour Isle Sub)
• $2.40M · 5 bd / 6 ba / 5,629 sq ft · 3355 LAKEVIEW OAKS DRIVE (Alaqua Lakes)
• $782,000 · 4 bd / 2 ba / 2,300 sq ft · 114 WAYLAND CIRCLE (Sweetwater Oaks)
• $675,000 · 4 bd / 2 ba / 2,868 sq ft · 215 PALMETTO CONCOURSE (Sweetwater Oaks)
• $549,900 · 6 bd / 4 ba / 3,600 sq ft · 230 BAY MEADOW ROAD
• $435,000 · 4 bd / 2 ba / 1,868 sq ft · 559 E MAGNOLIA AVENUE
• $400,000 · 3 bd / 2 ba / 1,905 sq ft · 280 HUNTERS POINT TRAIL (Hunters Point)
• $399,900 · 4 bd / 2 ba / 1,420 sq ft · 530 GEORGIA AVENUE (Longwood Pine)
• $295,000 · 4 bd / 2 ba / 2,167 sq ft · 637 PASADENA AVENUE (Lake Wayman Heights)
• $225,000 · 2 bd / 2 ba / 1,202 sq ft · 260 W SABAL PALM PLACE (San Marco Villas A Condo)
• $439,000 · 3 bd / 2 ba / 2,061 sq ft · 116 BEAUFORT DRIVE
• $672,900 · 4 bd / 3 ba / 2,499 sq ft · 1413 CANAL POINT ROAD (Bolling Farms)
• $539,900 · 4 bd / 3 ba / 2,240 sq ft · 120 SLADE DRIVE
• $356,000 · 3 bd / 2 ba / 1,484 sq ft · 437 STANTON PLACE
• $774,000 · 6 bd / 4 ba / 3,337 sq ft · 1200 ALBERTA STREET (Sanlando Springs)
• $1.82M · 5 bd / 6 ba / 6,250 sq ft · 334 VISTA OAK DRIVE
• $260,000 · 3 bd / 3 ba / 1,691 sq ft · 2184 WOODBRIDGE ROAD #2184 (Palm Spgs Condo At The Spgs)
• $309,000 · 3 bd / 2 ba / 1,008 sq ft · 183 E PINE AVENUE
• $425,000 · 3 bd / 2.5 ba / 1,872 sq ft · 214 PEMBROOK PLACE
• $729,900 · 4 bd / 3.5 ba / 3,096 sq ft · 450 HARBOUR ISLE
• $799,900 · 4 bd / 3.5 ba / 4,440 sq ft · 1808 WINGFIELD DRIVE
• $1.45M · 5 bd / 3 ba / 3,643 sq ft · 2260 W CLASSIC COURT (Brantley Cove)
• $366,000 · 3 bd / 2.5 ba / 1,488 sq ft · 214 E CHURCH AVENUE
• $215,000 · 2 bd / 2.5 ba / 1,365 sq ft · 3116 CLUBSIDE DRIVE (Clubside At Sabal Point A Condominium)
• $1.25M · 4 bd / 3.5 ba / 3,242 sq ft · 1336 CLASSIC DRIVE
• $759,000 · 5 bd / 3 ba / 3,062 sq ft · 107 ELDERBERRY LANE
• $149,000 · 2 bd / 1 ba / 1,020 sq ft · 116 SPRINGWOOD CIRCLE #D
• $495,000 · 3 bd / 2 ba / 1,948 sq ft · 2538 LONG IRON COURT (Sabal Point At Sabal Green)
• $376,000 · 3 bd / 1.5 ba / 1,431 sq ft · 880 SEMINOLE AVENUE (Lake Wayman Heights Lake Add)
• $344,900 · 3 bd / 2 ba / 1,269 sq ft · 419 NEWTON PLACE
• $1.35M · 5 bd / 5 ba / 3,362 sq ft · 306 N SWEETWATER COVE BOULEVARD (Sweetwater Cove)
• $470,000 · 4 bd / 2 ba / 1,680 sq ft · 580 DEVONSHIRE BOULEVARD
• $839,000 · 4 bd / 2.5 ba / 3,145 sq ft · 1150 MARKHAM WOODS ROAD
• $599,990 · 3 bd / 3 ba / 2,202 sq ft · 2261 CHARLOTTE DRIVE
• $1.70M · 5 bd / 4.5 ba / 4,092 sq ft · 3450 FOXMEADOW COURT (Alaqua Lakes)
• $792,500 · 5 bd / 4 ba / 2,943 sq ft · 351 E WILDMERE AVENUE (West Wildmere)
• $349,900 · 3 bd / 2 ba / 1,185 sq ft · 611 PHEASANT AVENUE
• $250,000 · 2 bd / 2 ba / 1,153 sq ft · 340 GOLFSIDE COVE #340 (Wekiva Villas On The Green 2 Longwood)
• $416,900 · 3 bd / 2 ba / 1,820 sq ft · 790 SILHOUETTE COURT (Nelson Court)
• $409,900 · 3 bd / 2 ba / 1,639 sq ft · 428 RUTH ST
• $194,900 · 2 bd / 2.5 ba / 1,365 sq ft · 4102 CLUBSIDE DRIVE (Clubside At Sabal Point A Condominium)
• $1.80M · 4 bd / 3.5 ba / 3,885 sq ft · 111 SAND PINE LANE
• $383,000 · 3 bd / 2 ba / 1,166 sq ft · 102 N SILVER CLUSTER COURT
• $265,000 · 2 bd / 2 ba / 1,208 sq ft · 178 W SABAL PALM PLACE #178 (San Marco Villas A Condo)
• $519,995 · 3 bd / 2 ba / 1,791 sq ft · 127 ROSE BRIAR DRIVE
• $1.27M · 4 bd / 3.5 ba / 3,757 sq ft · 3318 SUNSET VIEW COURT
• $549,000 · 4 bd / 3 ba / 2,322 sq ft · 165 DUNCAN TRAIL
• $485,000 · 4 bd / 2 ba / 2,033 sq ft · 211 HICKORY DRIVE (Sweetwater Oaks)
• $389,500 · 3 bd / 2.5 ba / 2,289 sq ft · 1025 BUCKSAW PLACE
• $325,000 · 2 bd / 1 ba / 960 sq ft · 3711 N RONALD REAGAN BOULEVARD
• $215,000 · 2 bd / 2.5 ba / 1,365 sq ft · 1203 CLUBSIDE DRIVE #1203 (Clubside At Sabal Point A Condominium)
• $469,900 · 4 bd / 2 ba / 1,974 sq ft · 211 STEVENAGE DRIVE
• $211,900 · 2 bd / 2 ba / 1,274 sq ft · 413 SUMMIT RIDGE PLACE #305
• $449,900 · 3 bd / 2 ba / 1,701 sq ft · 102 ASPEN PLACE
• $1.47M · 5 bd / 4 ba / 3,750 sq ft · 113 SANDY OAKS PLACE
• $699,000 · 4 bd / 3 ba / 2,772 sq ft · 2143 BLUE IRIS PLACE (Whispering Winds)
• $360,000 · 2 bd / 2.5 ba / 1,746 sq ft · 100 HIDDEN OAK DRIVE (Springs Glenwood Village Sec 1 Rev The)
• $779,000 · 4 bd / 2.5 ba / 2,833 sq ft · 112 FOREST PARK COURT
• $199,900 · 3 bd / 1 ba / 1,302 sq ft · 137 E MAINE AVENUE
• $995,000 · 4 bd / 5 ba / 3,810 sq ft · 3591 TERRA OAKS COURT (Terra Oaks)
• $425,000 · 3 bd / 2 ba / 1,806 sq ft · 111 JUNIPER LANE (Springs Glenwood Village Sec 1 Rev The)
• $650,000 · 4 bd / 3.5 ba / 2,526 sq ft · 933 BEARDED OAKS TERRACE
• $379,000 · 3 bd / 2.5 ba / 1,705 sq ft · 573 SHINING ARMOR LANE (Highcroft Pointe Twnhms)
• $279,000 · 3 bd / 2 ba / 1,648 sq ft · 302 SAND TRAP COVE #302
• $1.67M · 5 bd / 3.5 ba / 3,216 sq ft · 236 S SHADOWBAY BOULEVARD
• $3.40M · 6 bd / 8 ba / 10,623 sq ft · 1041 SWEETWATER CLUB BOULEVARD (Sweetwater Club Estates)
• $1.16M · 6 bd / 5 ba / 5,107 sq ft · 1442 VIVALDI PLACE (Bella Vista)
• $749,900 · 4 bd / 4 ba / 3,009 sq ft · 1954 ELKHORN COURT
• $475,000 · 3 bd / 2.5 ba / 1,792 sq ft · 1931 LOST SPRING COURT (Palm Spgs Sub)
• $385,000 · 5 bd / 3 ba / 1,707 sq ft · 849 LOGAN DRIVE (Longdale)
• $339,000 · 3 bd / 2.5 ba / 1,554 sq ft · 904 NORFOLK COURT
• $322,000 · 3 bd / 2 ba / 1,050 sq ft · 825 E CHURCH AVE (Wildmere)
• $478,000 · 3 bd / 2.5 ba / 1,767 sq ft · 155 PARSONS ROAD
• $949,900 · 4 bd / 2.5 ba / 2,590 sq ft · 128 WOODMILL ROAD
• $630,000 · 4 bd / 2.5 ba / 3,048 sq ft · 421 MEADOWRIDGE COVE (Meadowridge Estates)

Showing the newest 150 of 209; the price bands above and the map cover the rest.

Homes for sale in Longwood by ZIP code

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

Longwood communities with the most homes for sale

The Longwood 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 Longwood: property types

• Single-family houses: 146
• Condos: 37
• Townhouses: 26

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

Browse by type: Condos for sale in Longwood (37) · Townhomes for sale in Longwood (26).

The Longwood real estate market right now

Over the last 12 months 295 homes sold in Longwood at a median of $489,000 (+1.3% year over year), $237 per square foot. Sellers received 97% of list price and homes took a median 27 days to go under contract. With 209 homes for sale against that sales pace, months of supply is 8.5, a buyer’s market by the six-month rule. Cash buyers accounted for 29% of sales. New construction was 1% of sales.

Longwood supply by price band

Longwood 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 Longwood costs to own

Take the median $449,900 listing with 20% down at today’s 6.95% 30-year rate: principal and interest run about $2,382/month. Seminole County’s typical millage of 15.18 puts property tax near $6,071/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 Seminole County is about $1,572/year; newer roofs and inland addresses usually quote below it. All in, plan on roughly $3,019/month plus any HOA or CDD assessment.

Explore Longwood

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• Moving to Longwood: the data guide
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• New construction homes in Longwood
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• Seminole County property tax guide
• Seminole County down payment assistance limits
• First-time home buyer guide for Florida
• Search every Longwood community
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Homes for sale near Longwood

• Homes for sale in Sanford, FL — 456 listings
• Homes for sale in Altamonte Springs, FL — 336 listings
• Homes for sale in Lake Mary, FL — 210 listings
• Homes for sale in Oviedo, FL — 198 listings
• Homes for sale in Casselberry, FL — 130 listings
• Homes for sale in Winter Springs, FL — 122 listings
• Homes for sale in Geneva, FL — 25 listings
• Homes for sale in Chuluota, FL — 20 listings
• Homes for sale in Fern Park, FL — 11 listings

Recently off market in Longwood

Homes in Longwood 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.

• 8203 Olympia Court #8203 · last listed $219,900 · off market Sep 25, 2026
• 351 Needles Trail · last listed $589,900 · off market Sep 25, 2026
• 3206 Clubside Drive #3206 · last listed $250,000 · off market Sep 25, 2026
• 305 S Sweetwater Boulevard · last listed $639,900 · off market Sep 25, 2026
• 131 Countryside Drive · last listed $749,000 · off market Sep 25, 2026
• 101 S Sweetwater Boulevard · last listed $785,000 · off market Sep 24, 2026
• 280 Springside Road · last listed $626,640 · off market Sep 23, 2026
• 2083 Biltmore Point · last listed $1,100,000 · off market Sep 23, 2026
• 200 Fairway Drive #200 · last listed $157,000 · off market Sep 23, 2026
• 1405 Cricket Court · last listed $299,900 · off market Sep 23, 2026
• 1341 S Ridge Lake Circle · last listed $474,900 · off market Sep 23, 2026
• 122 Bearss Circle · last listed $635,000 · off market Sep 23, 2026

Common questions

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Longwood as of 2026-09-25 and refresh as homes list and sell. 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.