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Winter Park, FL 55+ active adult communities & homes for sale - Page 23

2,414 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
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
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
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
Want to learn more about 55+ communities in Winter Park? 55places can help!
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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
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 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
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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.
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 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
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
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
Halifax Plantation
$300ks - $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 homes
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
4 rating (4 reviews) Lakes of Mount Dora
$300ks - $1Ms
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 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
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) Cresswind at Victoria Gar...
$200ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes
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) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
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5 rating (2 reviews) Heritage Isle
$300ks - $500ks
Heritage Isle, Viera, FL
Resale Only | 55+ age-restricted | Built 2005 - 2017 | 1,500 homes
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 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.
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
Ridgehaven
$300ks - $600ks
Ridgehaven, Ormond Beach, FL
New Construction | 55+ age-restricted
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 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
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
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
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
5 rating (2 reviews) Bridgewater at Viera
$300ks - $800ks
Bridgewater at Viera, Melbourne, FL
Resale Only | 55+ age-restricted | Built 2017 - 2023 | 870 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
High Vista at Ridgewood Lakes 116 FLEMING LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$299,000

2 beds

|

2 baths

|

1,776 sq ft

|

House

116 FLEMING LN, DAVENPORT, FL, 33837
The Villages® 603 ROBIN LN, WILDWOOD, FL, 34785, Wildwood, FL 34785
$159,900

2 beds

|

2 baths

|

1,352 sq ft

|

Manufactured Home

603 ROBIN LN, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 1714 EL NINO ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$265,000

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

1714 EL NINO ST, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 2530 FOXBRIDGE TER, THE VILLAGES, FL, 32..., The Villages, FL 32162
$318,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

2530 FOXBRIDGE TER, THE VILLAGES, FL, 32...
Community: The Villages®
Plantation Bay Golf & Country Club 608 ALDENHAM LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$550,000

3 beds

|

2 baths

|

2,090 sq ft

|

House

608 ALDENHAM LN, ORMOND BEACH, FL, 32174
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Plantation at Leesburg 25845 GLEN EAGLE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$325,000

3 beds

|

2 baths

|

2,047 sq ft

|

House

25845 GLEN EAGLE DR, LEESBURG, FL, 34748
The Villages® 717 TANGERINE DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$220,000

2 beds

|

2 baths

|

1,332 sq ft

|

Manufactured Home

717 TANGERINE DR, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 2254 ISLEWORTH CIR, THE VILLAGES, FL, 32..., The Villages, FL 32163
$1,199,000

3 beds

|

2 baths

|

3,082 sq ft

|

House

2254 ISLEWORTH CIR, THE VILLAGES, FL, 32...
Community: The Villages®
Del Webb Sunbridge 6409 WHITE WILLOW CT, ST CLOUD, FL, 3477..., St Cloud, FL 34771
$550,000

2 beds

|

2 baths

|

1,917 sq ft

|

House

6409 WHITE WILLOW CT, ST CLOUD, FL, 3477...
Community: Del Webb Sunbridge
Harbor Hills Country Club 5204 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$479,900

3 beds

|

3 baths

|

2,248 sq ft

|

House

5204 GREENS DR, LADY LAKE, FL, 32159
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 Country Club of Mount Dora 9035 SAINT ANDREWS WAY, MOUNT DORA, FL, ..., Mount Dora, FL 32757
$364,900

3 beds

|

2 baths

|

1,578 sq ft

|

House

9035 SAINT ANDREWS WAY, MOUNT DORA, FL, ...
Heritage - The Cottages of Sanders Grove 5715 HIAWASSEE RD, OKAHUMPKA, FL, 34762, Okahumpka, FL 34762
$363,389

4 beds

|

3 baths

|

1,938 sq ft

|

House

5715 HIAWASSEE RD, OKAHUMPKA, FL, 34762
Solivita 1405 HARBOR RIDGE DR, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$259,000

2 beds

|

2 baths

|

1,543 sq ft

|

House

1405 HARBOR RIDGE DR, KISSIMMEE, FL, 347...
Community: Solivita
Heritage - The Cottages of Sanders Grove 5727 HIAWASSEE RD, OKAHUMPKA, FL, 34762, Okahumpka, FL 34762
$313,286

3 beds

|

2 baths

|

1,407 sq ft

|

House

5727 HIAWASSEE RD, OKAHUMPKA, FL, 34762
Lake Ashton 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL..., Winter Haven, FL 33884
$579,900

3 beds

|

2 baths

|

2,354 sq ft

|

House

5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL...
Community: Lake Ashton
Lake Ashton 4129 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$495,000

3 beds

|

2 baths

|

1,589 sq ft

|

House

4129 LIMERICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 7809 SE 171ST HARLESTON ST, THE VILLAGES..., The Villages, FL 32162
$479,000

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
$259,900

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
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 Villages® 2604 ALCADE PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$399,990

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
$839,500

3 beds

|

4 baths

|

2,968 sq ft

|

House

4120 LIMERICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
The Country Club of Mount Dora 6027 SPRING CREEK CT, MOUNT DORA, FL, 32..., Mount Dora, FL 32757
$385,000

3 beds

|

2 baths

|

1,753 sq ft

|

House

6027 SPRING CREEK CT, MOUNT DORA, FL, 32...
Grand Haven 30 N PARK CIR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$849,000

3 beds

|

4 baths

|

2,327 sq ft

|

House

30 N PARK CIR, PALM COAST, FL, 32137
Community: Grand Haven
The Villages® 10125 TURNBERRY LN, LEESBURG, FL, 34788, Leesburg, FL 34788
$469,999

5 beds

|

4 baths

|

3,030 sq ft

|

House

10125 TURNBERRY LN, LEESBURG, FL, 34788
Community: The Villages®
Plantation Bay Golf & Country Club 822 ALDENHAM LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$479,000

3 beds

|

3 baths

|

2,056 sq ft

|

Townhouse

822 ALDENHAM LN, ORMOND BEACH, FL, 32174
The Villages® 976 SHELLBARK WAY, THE VILLAGES, FL, 321..., The Villages, FL 32162
$725,000

3 beds

|

2 baths

|

2,159 sq ft

|

House

976 SHELLBARK WAY, THE VILLAGES, FL, 321...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
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
$350,000

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
$585,900

3 beds

|

3 baths

|

2,204 sq ft

|

House

5 LAKE ISLE WAY, ORMOND BEACH, FL, 32174
Community: Breakaway Trails
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 Villages® 2623 ASCOT LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$270,000

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
$299,900

3 beds

|

2 baths

|

1,861 sq ft

|

House

6348 HIGHLAND LAKES BLVD, LEESBURG, FL, ...
Community: Highland Lakes
The Villages® 5840 UNGER CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$414,900

3 beds

|

2 baths

|

1,703 sq ft

|

Villa

5840 UNGER CT, THE VILLAGES, FL, 32163
Community: The Villages®
Enclave at VillageWalk 8591 ADALINA PL, ORLANDO, FL, 32827, Orlando, FL 32827
$1,449,999

5 beds

|

5 baths

|

4,924 sq ft

|

House

8591 ADALINA PL, ORLANDO, FL, 32827
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
Lake Ashton 5457 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$589,000

4 beds

|

2 baths

|

2,676 sq ft

|

House

5457 HOGAN LN, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Kings Ridge 3739 HASTING LN, CLERMONT, FL, 34711, Clermont, FL 34711
$369,900

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
$279,000

2 beds

|

2 baths

|

1,279 sq ft

|

Villa

741 HERNANDEZ DR, THE VILLAGES, FL, 3215...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
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
Spruce Creek Country Club 9210 SE 118TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$279,750

3 beds

|

2 baths

|

1,575 sq ft

|

House

9210 SE 118TH LOOP, SUMMERFIELD, FL, 344...
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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2,414 homes
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