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Winter Park, FL 55+ active adult communities & homes for sale - Page 4

2,513 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
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 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
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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
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 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) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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.
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 (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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 (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
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Grand Haven
$200ks - $800ks
Grand Haven, Palm Coast, FL
New and Resale | Age-targeted | Built 1997 - present | 1,901 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
Halifax Plantation
$300ks - $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 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.
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
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
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
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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
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 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 (2 reviews) Heritage Isle
$300ks - $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.
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$200ks - $600ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
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Questions? Call us: (888) 625-4885
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
3.8 rating (5 reviews) Traditions at Lake Ruby
$200ks - $300ks
Traditions at Lake Ruby, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 552 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
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
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.
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 homes
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 homes
12...3
New The Villages® 707 CORTEZ AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$374,900

3 beds

|

2 baths

|

1,690 sq ft

|

House

707 CORTEZ AVE, THE VILLAGES, FL, 32159
Community: The Villages®
New Plantation at Leesburg 25312 GREEN HERON DR, LEESBURG, FL, 3474..., Leesburg, FL 34748
$230,000

2 beds

|

2 baths

|

1,289 sq ft

|

House

25312 GREEN HERON DR, LEESBURG, FL, 3474...
New Lakes at Laurel Highlands 1849 PRISTINE LOOP, LAKELAND, FL, 33811, Lakeland, FL 33811
$353,270

3 beds

|

2 baths

|

1,711 sq ft

|

House

1849 PRISTINE LOOP, LAKELAND, FL, 33811
New The Villages® 1685 CAMPOS DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$209,000

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

1685 CAMPOS DR, THE VILLAGES, FL, 32162
Community: The Villages®
New The Villages® 6316 DANIELSON LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32163
$379,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

6316 DANIELSON LOOP, THE VILLAGES, FL, 3...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
New Lake Ashton 4152 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$499,000

3 beds

|

2 baths

|

2,255 sq ft

|

House

4152 DUNMORE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
New Spruce Creek Country Club 14023 SE 86TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$307,000

3 beds

|

2 baths

|

1,910 sq ft

|

House

14023 SE 86TH CIR, SUMMERFIELD, FL, 3449...
New Plantation at Leesburg 5036 SAWGRASS LAKE CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$355,000

3 beds

|

3 baths

|

2,439 sq ft

|

House

5036 SAWGRASS LAKE CIR, LEESBURG, FL, 34...
New The Villages® 2247 SHANEWOOD CT, THE VILLAGES, FL, 321..., The Villages, FL 32162
$350,000

3 beds

|

2 baths

|

1,656 sq ft

|

Villa

2247 SHANEWOOD CT, THE VILLAGES, FL, 321...
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.
New The Villages® 287 MERCER WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$289,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

287 MERCER WAY, THE VILLAGES, FL, 32162
Community: The Villages®
New The Villages® 408 DUARTE LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$325,000

2 beds

|

2 baths

|

1,102 sq ft

|

Villa

408 DUARTE LN, THE VILLAGES, FL, 32159
Community: The Villages®
New The Villages® 1245 JONESVILLE TER, THE VILLAGES, FL, 3..., The Villages, FL 32162
$307,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1245 JONESVILLE TER, THE VILLAGES, FL, 3...
Community: The Villages®
New Heritage Hills 3859 SANIBEL ST, CLERMONT, FL, 34711, Clermont, FL 34711
$525,000

3 beds

|

3 baths

|

2,554 sq ft

|

House

3859 SANIBEL ST, CLERMONT, FL, 34711
Community: Heritage Hills
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
New The Villages® 913 BEECHWOOD AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$85,000

2 beds

|

1 baths

|

672 sq ft

|

Manufactured Home

913 BEECHWOOD AVE, LADY LAKE, FL, 32159
Community: The Villages®
New Latitude Margaritaville 331 COOL WATERS WAY, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$359,900

2 beds

|

2 baths

|

1,308 sq ft

|

House

331 COOL WATERS WAY, DAYTONA BEACH, FL, ...
New Royal Harbor 6071 SAILBOAT AVE, TAVARES, FL, 32778, Tavares, FL 32778
$354,000

3 beds

|

2 baths

|

1,690 sq ft

|

House

6071 SAILBOAT AVE, TAVARES, FL, 32778
Community: Royal Harbor
New Heritage Hills 3752 QUAINT LN, CLERMONT, FL, 34711, Clermont, FL 34711
$439,900

3 beds

|

3 baths

|

2,006 sq ft

|

House

3752 QUAINT LN, CLERMONT, FL, 34711
Community: Heritage Hills
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.
New Pelican Bay Daytona Beach 537 BROWN PELICAN DR, DAYTONA BEACH, FL,..., Daytona Beach, FL 32119
$269,900

3 beds

|

2 baths

|

1,484 sq ft

|

Townhouse

537 BROWN PELICAN DR, DAYTONA BEACH, FL,...
New 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®
New The Villages® 514 S TIMBER TRL, WILDWOOD, FL, 34785, Wildwood, FL 34785
$139,900

2 beds

|

2 baths

|

1,352 sq ft

|

Manufactured Home

514 S TIMBER TRL, WILDWOOD, FL, 34785
Community: The Villages®
New Arlington Ridge 26601 BULL RUN, LEESBURG, FL, 34748, Leesburg, FL 34748
$361,000

2 beds

|

2 baths

|

1,913 sq ft

|

House

26601 BULL RUN, LEESBURG, FL, 34748
Community: Arlington Ridge
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
New The Villages® 5495 HAWKINS DR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$879,000

3 beds

|

2 baths

|

2,061 sq ft

|

House

5495 HAWKINS DR, THE VILLAGES, FL, 32163
Community: The Villages®
New The Villages® 2427 TAMARIND GROVE RUN, THE VILLAGES, F..., The Villages, FL 32162
$339,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

2427 TAMARIND GROVE RUN, THE VILLAGES, F...
Community: The Villages®
New The Villages® 720 SAN MARINO DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$329,000

2 beds

|

2 baths

|

1,613 sq ft

|

House

720 SAN MARINO DR, THE VILLAGES, FL, 321...
Community: The Villages®
New The Villages® 1410 ALMANZA DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$329,900

2 beds

|

2 baths

|

1,174 sq ft

|

Villa

1410 ALMANZA DR, THE VILLAGES, FL, 32159
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.
New The Villages® 17040 SE 96TH CHAPELWOOD CIR, THE VILLAG..., The Villages, FL 32162
$275,000

3 beds

|

2 baths

|

1,265 sq ft

|

House

17040 SE 96TH CHAPELWOOD CIR, THE VILLAG...
Community: The Villages®
New Lake Ashton 4193 STONE CREEK LOOP, LAKE WALES, FL, 3..., Lake Wales, FL 33859
$535,000

3 beds

|

2 baths

|

2,058 sq ft

|

House

4193 STONE CREEK LOOP, LAKE WALES, FL, 3...
Community: Lake Ashton
New Halifax Plantation 2824 MONAGHAN DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$529,900

4 beds

|

3 baths

|

2,361 sq ft

|

House

2824 MONAGHAN DR, ORMOND BEACH, FL, 3217...
Community: Halifax Plantation
New Halifax Plantation 3003 GLIN CIR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$329,000

3 beds

|

2 baths

|

1,684 sq ft

|

Villa

3003 GLIN CIR, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
New The Villages® 1232 ZAPATA PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$259,000

2 beds

|

2 baths

|

1,040 sq ft

|

House

1232 ZAPATA PL, LADY LAKE, FL, 32159
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
New Latitude Margaritaville 234 SUMMERTIME PL, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32124
$539,999

2 beds

|

2 baths

|

1,778 sq ft

|

House

234 SUMMERTIME PL, DAYTONA BEACH, FL, 32...
New Twin Lakes 2303 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$345,000

2 beds

|

2 baths

|

1,346 sq ft

|

Halfplex

2303 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
New The Villages® 1116 W BOONE CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$189,700

2 beds

|

2 baths

|

1,144 sq ft

|

Modular

1116 W BOONE CT, LADY LAKE, FL, 32159
Community: The Villages®
New The Lakes at Harmony 3468 MIDDLEBROOK PL, ST CLOUD, FL, 34773, St Cloud, FL 34773
$379,500

4 beds

|

2 baths

|

2,064 sq ft

|

House

3468 MIDDLEBROOK PL, ST CLOUD, FL, 34773
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.
New Bridgewater at Viera 1453 GREAT BELT CIR, MELBOURNE, FL, 3294..., Melbourne, FL 32940
$450,000

3 beds

|

2 baths

|

1,590 sq ft

|

House

1453 GREAT BELT CIR, MELBOURNE, FL, 3294...
New Spruce Creek Country Club 13126 SE 93RD TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491
$289,500

2 beds

|

2 baths

|

1,644 sq ft

|

House

13126 SE 93RD TERRACE RD, SUMMERFIELD, F...
New Kings Ridge 2144 ADDISON AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$349,000

2 beds

|

2 baths

|

1,428 sq ft

|

House

2144 ADDISON AVE, CLERMONT, FL, 34711
Community: Kings Ridge
New The Villages® 626 REEVESVILLE LN, THE VILLAGES, FL, 32..., The Villages, FL 32162
$399,000

3 beds

|

2 baths

|

1,398 sq ft

|

Villa

626 REEVESVILLE LN, THE VILLAGES, FL, 32...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
New Twin Lakes 5017 E FOUNTAINWOOD DR, ST CLOUD, FL, 34..., St Cloud, FL 34772
$425,000

3 beds

|

2 baths

|

1,863 sq ft

|

House

5017 E FOUNTAINWOOD DR, ST CLOUD, FL, 34...
Community: Twin Lakes
New Solivita 967 LADERA RANCH RD, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$497,900

4 beds

|

3 baths

|

2,465 sq ft

|

House

967 LADERA RANCH RD, KISSIMMEE, FL, 3475...
Community: Solivita

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2,513 homes
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