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Winter Park, FL 55+ active adult communities & homes for sale - Page 36

2,398 homes near Winter Park

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4 rating (17 reviews) The Villages®
<$100k - $2Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
4.7 rating (18 reviews) Solivita
$100Ks - $600Ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
3.6 rating (48 reviews) Latitude Margaritaville
$300Ks - $900Ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
5 rating (1 reviews) Plantation Bay Golf &...
$200Ks - $3Ms
Plantation Bay Golf &..., Ormond Beach, FL
New and Resale | Age-targeted | Built 1988 - present | 3,500 homes
4.5 rating (11 reviews) Spruce Creek Country Club
$200Ks - $500Ks
Spruce Creek Country Club, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1996 - 2007 | 3,250 homes
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5 rating (2 reviews) Plantation at Leesburg
$100Ks - $500Ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes
5 rating (3 reviews) Stonecrest
$200Ks - $500Ks
Stonecrest, Summerfield, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 homes
5 rating (7 reviews) Kings Ridge
$200Ks - $400Ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
5 rating (3 reviews) Twin Lakes
$200Ks - $600Ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Grand Haven
$300Ks - $1Ms
Grand Haven, Palm Coast, FL
New and Resale | Age-targeted | Built 1997 - present | 1,901 homes
Pelican Bay Daytona Beach
$100Ks - $400Ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $400Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
5 rating (1 reviews) Cypress Lakes
$100Ks - $200Ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
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5 rating (3 reviews) Lake Ashton
$200Ks - $800Ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
Venetian Bay
$200Ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200Ks - $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
5 rating (2 reviews) Heritage Isle
$200Ks - $500Ks
Heritage Isle, Viera, FL
Resale Only | 55+ age-restricted | Built 2005 - 2017 | 1,500 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
5 rating (8 reviews) Royal Highlands
$200Ks - $400Ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Del Webb at Viera
$400Ks - $1Ms
Del Webb at Viera, Melbourne, FL
New Construction | 55+ age-restricted | Built 2021 - present | 1,300 homes
5 rating (1 reviews) Del Webb Sunbridge
$300Ks - $1Ms
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
5 rating (1 reviews) VillageWalk at Lake Nona
$300Ks - $1Ms
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes
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5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300Ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
5 rating (1 reviews) Sandpiper Golf & Coun...
$200Ks - $400Ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
3.6 rating (5 reviews) Heritage Hills
$200Ks - $500Ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$300Ks - $600Ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Halifax Plantation
$200Ks - $700Ks
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 homes
5 rating (1 reviews) Legacy of Leesburg
$200Ks - $400Ks
Legacy of Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2017 | 1,000 homes
Breakaway Trails
$400Ks - $800Ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
4 rating (4 reviews) Lakes of Mount Dora
$400Ks - $900Ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes
4 rating (2 reviews) Harbor Hills Country Club
$200Ks - $1Ms
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
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4.8 rating (6 reviews) Highland Lakes
$100Ks - $300Ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
4.4 rating (16 reviews) Del Webb Orlando
$300Ks - $400Ks
Del Webb Orlando, Davenport, FL
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 homes
5 rating (2 reviews) Bridgewater at Viera
$300Ks - $800Ks
Bridgewater at Viera, Melbourne, FL
Resale Only | 55+ age-restricted | Built 2017 - 2023 | 870 homes
The Country Club of Mount...
$200Ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
4.1 rating (9 reviews) Indian River Colony Club
$200Ks - $400Ks
Indian River Colony Club, Melbourne, FL
New and Resale | 55+ age-restricted | Built 1986 - present | 777 homes
3.9 rating (7 reviews) Summit Greens
$300Ks - $400Ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
5 rating (1 reviews) Royal Harbor
$200Ks - $400Ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
Lakeside Landings
$200Ks - $500Ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 homes
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1 rating (1 reviews) Sullivan Ranch
$200Ks - $700Ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes
Highland Fairways
$100Ks - $300Ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
Highland Lakes 6033 WADE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$239,900

2 beds

|

2 baths

|

1,632 sq ft

|

House

6033 WADE ST, LEESBURG, FL, 34748
Community: Highland Lakes
Gatherings of Lake Nona 7565 LAUREATE BLVD UNIT 3304, ORLANDO, F..., Orlando, FL 32827
$450,000

2 beds

|

2 baths

|

1,486 sq ft

|

Condo

7565 LAUREATE BLVD UNIT 3304, ORLANDO, F...
VillageWalk at Lake Nona 11863 FIORE DR, ORLANDO, FL, 32827, Orlando, FL 32827
$460,000

2 beds

|

2 baths

|

1,582 sq ft

|

Halfplex

11863 FIORE DR, ORLANDO, FL, 32827
Esplanade at Highland Ranch 2640 MARIOTTA RDG, CLERMONT, FL, 34715, Clermont, FL 34715
$444,500

2 beds

|

2 baths

|

1,610 sq ft

|

House

2640 MARIOTTA RDG, CLERMONT, FL, 34715
Plantation at Leesburg 25125 BELLEVUE, LEESBURG, FL, 34748, Leesburg, FL 34748
$160,000

2 beds

|

2 baths

|

936 sq ft

|

Manufactured Home

25125 BELLEVUE, LEESBURG, FL, 34748
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The Villages® 7326 SE 173RD ARLINGTON LOOP, THE VILLAG..., The Villages, FL 32162
$324,900

3 beds

|

2 baths

|

1,490 sq ft

|

House

7326 SE 173RD ARLINGTON LOOP, THE VILLAG...
Community: The Villages®
Summit Greens 1063 MESA VERDE CT, CLERMONT, FL, 34711, Clermont, FL 34711
$385,000

3 beds

|

2 baths

|

1,900 sq ft

|

House

1063 MESA VERDE CT, CLERMONT, FL, 34711
Community: Summit Greens
Heritage Isle 3140 LE CONTE ST, MELBOURNE, FL, 32940, Melbourne, FL 32940
$295,000

2 beds

|

2 baths

|

1,407 sq ft

|

Townhouse

3140 LE CONTE ST, MELBOURNE, FL, 32940
Community: Heritage Isle
Highland Fairways 3535 SADDLEBROOK WAY, LAKELAND, FL, 3381..., Lakeland, FL 33810
$369,900

3 beds

|

2 baths

|

2,145 sq ft

|

House

3535 SADDLEBROOK WAY, LAKELAND, FL, 3381...
Community: Highland Fairways
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Four Seasons at Orlando 7916 HANSON BAY PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$575,000

3 beds

|

3 baths

|

2,470 sq ft

|

House

7916 HANSON BAY PL, KISSIMMEE, FL, 34747
Four Seasons at Orlando 2031 KEY BAY TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$339,000

2 beds

|

2 baths

|

1,557 sq ft

|

Villa

2031 KEY BAY TRL, KISSIMMEE, FL, 34747
Solivita 634 VIA CORSO CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$410,000

2 beds

|

2 baths

|

1,705 sq ft

|

House

634 VIA CORSO CT, KISSIMMEE, FL, 34759
Community: Solivita
Plantation Bay Golf & Country Club 1109 HANSBERRY CT, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$299,900

2 beds

|

3 baths

|

1,604 sq ft

|

Townhouse

1109 HANSBERRY CT, ORMOND BEACH, FL, 321...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 8195 SE 174TH ROWLAND ST, THE VILLAGES, ..., The Villages, FL 32162
$250,000

2 beds

|

2 baths

|

1,208 sq ft

|

Villa

8195 SE 174TH ROWLAND ST, THE VILLAGES, ...
Community: The Villages®
Lake James 7953 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$495,000

2 beds

|

2 baths

|

1,990 sq ft

|

House

7953 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
Halifax Plantation 3101 INISHMORE DR, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$339,000

2 beds

|

2 baths

|

1,583 sq ft

|

Villa

3101 INISHMORE DR, ORMOND BEACH, FL, 321...
Community: Halifax Plantation
The Villages® 2466 SOPER ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$289,000

2 beds

|

2 baths

|

1,148 sq ft

|

Villa

2466 SOPER ST, THE VILLAGES, FL, 32163
Community: The Villages®
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Spruce Creek Country Club 9175 SE 118TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$249,900

2 beds

|

2 baths

|

1,488 sq ft

|

House

9175 SE 118TH LOOP, SUMMERFIELD, FL, 344...
Trilogy® Orlando 115 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$425,000

2 beds

|

3 baths

|

2,111 sq ft

|

House

115 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Trilogy® Orlando 135 CREPE MYRTLE DR, GROVELAND, FL, 3473..., Groveland, FL 34736
$365,000

3 beds

|

2 baths

|

1,651 sq ft

|

House

135 CREPE MYRTLE DR, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Sullivan Ranch 30308 CHEVAL ST, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$396,900

3 beds

|

2 baths

|

1,851 sq ft

|

House

30308 CHEVAL ST, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
Want to learn more about 55+ communities in Winter Park? 55places can help!
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Halifax Plantation 2889 MONAGHAN DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$499,000

3 beds

|

3 baths

|

2,040 sq ft

|

House

2889 MONAGHAN DR, ORMOND BEACH, FL, 3217...
Community: Halifax Plantation
Solivita 429 VILLA PARK RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$487,900

2 beds

|

3 baths

|

2,345 sq ft

|

House

429 VILLA PARK RD, KISSIMMEE, FL, 34759
Community: Solivita
Twin Lakes 5081 TWIN LAKES BLVD, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$449,500

3 beds

|

3 baths

|

2,208 sq ft

|

House

5081 TWIN LAKES BLVD, SAINT CLOUD, FL, 3...
Community: Twin Lakes
VillageWalk at Lake Nona 8681 LOWER VILLAGEWALK CIR, ORLANDO, FL,..., Orlando, FL 32827
$489,900

3 beds

|

3 baths

|

1,830 sq ft

|

Townhouse

8681 LOWER VILLAGEWALK CIR, ORLANDO, FL,...
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Summer Trees 6 LAKEPOINT CIR, PORT ORANGE, FL, 32128, Port Orange, FL 32128
$275,000

2 beds

|

2 baths

|

1,406 sq ft

|

House

6 LAKEPOINT CIR, PORT ORANGE, FL, 32128
Community: Summer Trees
Cresswind at Victoria Gardens 1653 VICTORIA GARDENS DR, DELAND, FL, 32..., Deland, FL 32724
$425,000

2 beds

|

2 baths

|

1,928 sq ft

|

House

1653 VICTORIA GARDENS DR, DELAND, FL, 32...
The Villages® 18101 SANDALWOOD DR, WILDWOOD, FL, 34785, Wildwood, FL 34785
$110,000

1 beds

|

1 baths

|

872 sq ft

|

Condo

18101 SANDALWOOD DR, WILDWOOD, FL, 34785
Community: The Villages®
Sullivan Ranch 30308 LIPIZZAN TER, MOUNT DORA, FL, 3275..., Mount Dora, FL 32757
$310,000

3 beds

|

2 baths

|

1,769 sq ft

|

Villa

30308 LIPIZZAN TER, MOUNT DORA, FL, 3275...
Community: Sullivan Ranch
Ridgehaven 167 PARKHAVEN DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$310,990

3 beds

|

2 baths

|

1,454 sq ft

|

House

167 PARKHAVEN DR, ORMOND BEACH, FL, 3217...
Community: Ridgehaven
Want to learn more about 55+ communities in Winter Park? 55places can help!
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Ridgehaven 1340 OAKHAVEN AVE, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$423,800

4 beds

|

3 baths

|

2,190 sq ft

|

House

1340 OAKHAVEN AVE, ORMOND BEACH, FL, 321...
Community: Ridgehaven
Ridgehaven 165 PARKHAVEN DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$319,990

3 beds

|

2 baths

|

1,572 sq ft

|

House

165 PARKHAVEN DR, ORMOND BEACH, FL, 3217...
Community: Ridgehaven
Ridgehaven 433 BROOKHAVEN TRL, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$509,760

4 beds

|

3 baths

|

2,487 sq ft

|

House

433 BROOKHAVEN TRL, ORMOND BEACH, FL, 32...
Community: Ridgehaven
Twin Lakes 2789 SOUTHLAND ST, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772
$530,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

2789 SOUTHLAND ST, SAINT CLOUD, FL, 3477...
Community: Twin Lakes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Palms at Serenoa 17478 BLAZING STAR CIR, CLERMONT, FL, 34..., Clermont, FL 34714
$370,000

2 beds

|

2 baths

|

1,822 sq ft

|

House

17478 BLAZING STAR CIR, CLERMONT, FL, 34...
Community: Palms at Serenoa
Stonecrest 17824 SE 114TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$295,000

3 beds

|

2 baths

|

1,483 sq ft

|

House

17824 SE 114TH CT, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 706 JASON DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$324,000

3 beds

|

2 baths

|

1,611 sq ft

|

House

706 JASON DR, LADY LAKE, FL, 32159
Community: The Villages®
Grand Isle 1703 KEYS GATE DR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$324,900

3 beds

|

2 baths

|

1,668 sq ft

|

House

1703 KEYS GATE DR, MELBOURNE, FL, 32940
Community: Grand Isle
Want to learn more about 55+ communities in Winter Park? 55places can help!
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Cresswind at Victoria Gardens 1612 LINCOLNSHIRE DR, DELAND, FL, 32724, Deland, FL 32724
$399,000

3 beds

|

2 baths

|

1,905 sq ft

|

House

1612 LINCOLNSHIRE DR, DELAND, FL, 32724
Royal Harbor 3592 TROPICAL SEAS LOOP, TAVARES, FL, 32..., Tavares, FL 32778
$324,000

2 beds

|

2 baths

|

1,452 sq ft

|

House

3592 TROPICAL SEAS LOOP, TAVARES, FL, 32...
Community: Royal Harbor

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2,398 homes
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