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Winter Park, FL 55+ active adult communities & homes for sale - Page 35

2,259 homes near Winter Park

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4 rating (17 reviews) The Villages®
$100ks - $1Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
3.6 rating (48 reviews) Latitude Margaritaville
$300ks - $800ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
4.5 rating (11 reviews) Spruce Creek Country Club
$100ks - $400ks
Spruce Creek Country Club, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1996 - 2007 | 3,250 homes
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
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5 rating (2 reviews) Plantation at Leesburg
$100ks - $300ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes
5 rating (1 reviews) Plantation Bay Golf &...
$400ks - $2Ms
Plantation Bay Golf &..., Ormond Beach, FL
New and Resale | Age-targeted | Built 1988 - present | 3,500 homes
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 homes
5 rating (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
Grand Haven
$200ks - $800ks
Grand Haven, Palm Coast, FL
New and Resale | Age-targeted | Built 1997 - present | 1,901 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
$300ks - $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 homes
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 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
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
5 rating (1 reviews) Sandpiper Golf & Coun...
$100ks - $300ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
3.8 rating (4 reviews) Spruce Creek South
$100ks - $200ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$200ks - $500ks
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.
4 rating (2 reviews) Harbor Hills Country Club
$300ks - $900ks
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
3.6 rating (5 reviews) Heritage Hills
$200ks - $400ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
5 rating (1 reviews) Del Webb Sunbridge
$400ks - $800ks
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
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Questions? Call us: (888) 625-4885
4 rating (4 reviews) Lakes of Mount Dora
$300ks - $900ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 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.
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 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
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 homes
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 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
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 homes
4.4 rating (16 reviews) Del Webb Orlando
$200ks - $500ks
Del Webb Orlando, Davenport, FL
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 homes
The Timbers at Everlands
$200ks - $500ks
The Timbers at Everlands, Palm Bay, FL
New Construction | 55+ age-restricted | Built 2023 - present | 450 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
5 rating (1 reviews) VillageWalk at Lake Nona
$300ks - $700ks
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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.
12...3
Lake Ashton 4129 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$479,000

3 beds

|

2 baths

|

1,589 sq ft

|

House

4129 LIMERICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
The Villages® 7809 SE 171ST HARLESTON ST, THE VILLAGES..., The Villages, FL 32162
$477,900

3 beds

|

2 baths

|

2,048 sq ft

|

Villa

7809 SE 171ST HARLESTON ST, THE VILLAGES...
Community: The Villages®
Plantation at Leesburg 4960 HERON RUN CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$249,900

2 beds

|

2 baths

|

1,289 sq ft

|

House

4960 HERON RUN CIR, LEESBURG, FL, 34748
The Villages® 1639 ALLENDALE PL, THE VILLAGES, FL, 321..., The Villages, FL 32162
$299,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1639 ALLENDALE PL, THE VILLAGES, FL, 321...
Community: The Villages®
Solivita 377 VESTRELLA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$329,500

2 beds

|

2 baths

|

1,577 sq ft

|

House

377 VESTRELLA DR, KISSIMMEE, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 2604 ALCADE PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$389,990

3 beds

|

2 baths

|

1,654 sq ft

|

House

2604 ALCADE PL, THE VILLAGES, FL, 32163
Community: The Villages®
Lake Ashton 4120 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$799,000

3 beds

|

4 baths

|

2,968 sq ft

|

House

4120 LIMERICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Grand Haven 30 N PARK CIR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$824,000

3 beds

|

4 baths

|

2,327 sq ft

|

House

30 N PARK CIR, PALM COAST, FL, 32137
Community: Grand Haven
Latitude Margaritaville 440 GOOD LIFE WAY, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32124
$539,900

2 beds

|

2 baths

|

1,563 sq ft

|

House

440 GOOD LIFE WAY, DAYTONA BEACH, FL, 32...
Plantation Bay Golf & Country Club 822 ALDENHAM LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$469,000

3 beds

|

3 baths

|

2,056 sq ft

|

Townhouse

822 ALDENHAM LN, ORMOND BEACH, FL, 32174
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.
Twin Lakes 5013 E FOUNTAINWOOD DR, ST CLOUD, FL, 34..., St Cloud, FL 34772
$499,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

5013 E FOUNTAINWOOD DR, ST CLOUD, FL, 34...
Community: Twin Lakes
Royal Highlands 21127 ROYAL ST GEORGES LN, LEESBURG, FL,..., Leesburg, FL 34748
$344,900

3 beds

|

2 baths

|

1,802 sq ft

|

House

21127 ROYAL ST GEORGES LN, LEESBURG, FL,...
Community: Royal Highlands
Breakaway Trails 5 LAKE ISLE WAY, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$584,900

3 beds

|

3 baths

|

2,204 sq ft

|

House

5 LAKE ISLE WAY, ORMOND BEACH, FL, 32174
Community: Breakaway Trails
The Villages® 2623 ASCOT LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$250,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2623 ASCOT LOOP, THE VILLAGES, FL, 32162
Community: The Villages®
Highland Lakes 6348 HIGHLAND LAKES BLVD, LEESBURG, FL, ..., Leesburg, FL 34748
$290,000

3 beds

|

2 baths

|

1,861 sq ft

|

House

6348 HIGHLAND LAKES BLVD, LEESBURG, FL, ...
Community: Highland Lakes
Enclave at VillageWalk 8591 ADALINA PL, ORLANDO, FL, 32827, Orlando, FL 32827
$1,399,999

5 beds

|

5 baths

|

4,924 sq ft

|

House

8591 ADALINA PL, ORLANDO, FL, 32827
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Venetian Bay 633 MARISOL DR, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$630,000

3 beds

|

2 baths

|

2,335 sq ft

|

House

633 MARISOL DR, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
Kings Ridge 3739 HASTING LN, CLERMONT, FL, 34711, Clermont, FL 34711
$354,900

3 beds

|

2 baths

|

1,844 sq ft

|

House

3739 HASTING LN, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 741 HERNANDEZ DR, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$269,990

2 beds

|

2 baths

|

1,279 sq ft

|

Villa

741 HERNANDEZ DR, THE VILLAGES, FL, 3215...
Community: The Villages®
Bridgewater at Viera 8904 ALISTER DR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$725,000

3 beds

|

3 baths

|

2,132 sq ft

|

House

8904 ALISTER DR, MELBOURNE, FL, 32940
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 9210 SE 118TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$269,500

3 beds

|

2 baths

|

1,575 sq ft

|

House

9210 SE 118TH LOOP, SUMMERFIELD, FL, 344...
The Villages® 1626 GIBBES WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$265,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1626 GIBBES WAY, THE VILLAGES, FL, 32162
Community: The Villages®
The Timbers at Everlands 1571 MIRAFLORES TRL, PALM BAY, FL, 32907, Palm Bay, FL 32907
$246,350

2 beds

|

2 baths

|

1,308 sq ft

|

House

1571 MIRAFLORES TRL, PALM BAY, FL, 32907
Grand Haven 455 RIVERFRONT DR A303, PALM COAST, FL, ..., Palm Coast, FL 32137
$697,000

3 beds

|

2 baths

|

1,762 sq ft

|

Condo

455 RIVERFRONT DR A303, PALM COAST, FL, ...
Community: Grand Haven
The Villages® 1411 JUAREZ PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$465,000

3 beds

|

2 baths

|

1,388 sq ft

|

House

1411 JUAREZ PL, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 1147 ELIZABETH CT, THE VILLAGES, FL, 321..., The Villages, FL 32162
$525,000

3 beds

|

2 baths

|

1,602 sq ft

|

Villa

1147 ELIZABETH CT, THE VILLAGES, FL, 321...
Community: The Villages®
Solivita 545 GENOA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$375,000

2 beds

|

2 baths

|

2,038 sq ft

|

House

545 GENOA DR, KISSIMMEE, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Plantation Bay Golf & Country Club 1029 STONE LAKE DR, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$675,000

4 beds

|

2 baths

|

2,575 sq ft

|

House

1029 STONE LAKE DR, ORMOND BEACH, FL, 32...
The Villages® 2912 ASHER PATH, THE VILLAGES, FL, 32163, The Villages, FL 32163
$519,900

3 beds

|

2 baths

|

2,133 sq ft

|

House

2912 ASHER PATH, THE VILLAGES, FL, 32163
Community: The Villages®
Plantation at Leesburg 25312 GREEN HERON DR, LEESBURG, FL, 3474..., Leesburg, FL 34748
$225,000

2 beds

|

2 baths

|

1,289 sq ft

|

House

25312 GREEN HERON DR, LEESBURG, FL, 3474...
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.
Lake Ashton 4152 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$488,990

3 beds

|

2 baths

|

2,255 sq ft

|

House

4152 DUNMORE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Spruce Creek Country Club 14023 SE 86TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$297,500

3 beds

|

2 baths

|

1,910 sq ft

|

House

14023 SE 86TH CIR, SUMMERFIELD, FL, 3449...
Plantation at Leesburg 5036 SAWGRASS LAKE CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$329,000

3 beds

|

3 baths

|

2,439 sq ft

|

House

5036 SAWGRASS LAKE CIR, LEESBURG, FL, 34...
The Villages® 408 DUARTE LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$305,000

2 beds

|

2 baths

|

1,102 sq ft

|

Villa

408 DUARTE LN, THE VILLAGES, FL, 32159
Community: The Villages®
Heritage Hills 3859 SANIBEL ST, CLERMONT, FL, 34711, Clermont, FL 34711
$509,499

3 beds

|

3 baths

|

2,554 sq ft

|

House

3859 SANIBEL ST, CLERMONT, FL, 34711
Community: Heritage Hills
Heritage Hills 3752 QUAINT LN, CLERMONT, FL, 34711, Clermont, FL 34711
$419,000

3 beds

|

3 baths

|

2,006 sq ft

|

House

3752 QUAINT LN, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 1097 HOLLYHOCK WAY, THE VILLAGES, FL, 32..., The Villages, FL 32163
$408,000

3 beds

|

2 baths

|

1,561 sq ft

|

House

1097 HOLLYHOCK WAY, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 5495 HAWKINS DR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$849,000

3 beds

|

2 baths

|

2,061 sq ft

|

House

5495 HAWKINS DR, THE VILLAGES, FL, 32163
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 720 SAN MARINO DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$320,000

2 beds

|

2 baths

|

1,613 sq ft

|

House

720 SAN MARINO DR, THE VILLAGES, FL, 321...
Community: The Villages®
Halifax Plantation 3003 GLIN CIR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$310,000

3 beds

|

2 baths

|

1,684 sq ft

|

Villa

3003 GLIN CIR, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
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.

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2,259 homes
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