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Winter Park, FL 55+ active adult communities & homes for sale - Page 7

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
Want to learn more about 55+ communities in Winter Park? 55places can help!
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
The Villages® 723 HEATHROW AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$325,000

2 beds

|

2 baths

|

1,352 sq ft

|

House

723 HEATHROW AVE, LADY LAKE, FL, 32159
Community: The Villages®
Latitude Margaritaville 252 CORAL REEF WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$462,900

2 beds

|

2 baths

|

1,558 sq ft

|

House

252 CORAL REEF WAY, DAYTONA BEACH, FL, 3...
The Villages® 522 LOMA PASEO DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$549,500

3 beds

|

2 baths

|

1,959 sq ft

|

House

522 LOMA PASEO DR, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 1911 DEL NORTE DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$335,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1911 DEL NORTE DR, THE VILLAGES, FL, 321...
Community: The Villages®
Grand Haven 42 SHINNECOCK DR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$399,900

3 beds

|

2 baths

|

1,883 sq ft

|

House

42 SHINNECOCK DR, PALM COAST, FL, 32137
Community: Grand Haven
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Venetian Bay 3320 MARSILI AVE, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$365,000

4 beds

|

2 baths

|

1,662 sq ft

|

House

3320 MARSILI AVE, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
The Country Club of Mount Dora 8052 LAUREL RIDGE DR, MOUNT DORA, FL, 32..., Mount Dora, FL 32757
$675,000

3 beds

|

3 baths

|

2,650 sq ft

|

House

8052 LAUREL RIDGE DR, MOUNT DORA, FL, 32...
The Villages® 730 ROYAL PALM AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$125,000

2 beds

|

1 baths

|

672 sq ft

|

Manufactured Home

730 ROYAL PALM AVE, LADY LAKE, FL, 32159
Community: The Villages®
Halifax Plantation 1435 DOLPH CIR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$585,000

3 beds

|

3 baths

|

2,621 sq ft

|

House

1435 DOLPH CIR, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
Kings Ridge 2112 SAINT IVES CT, CLERMONT, FL, 34711, Clermont, FL 34711
$429,000

3 beds

|

2 baths

|

2,028 sq ft

|

House

2112 SAINT IVES CT, CLERMONT, FL, 34711
Community: Kings Ridge
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.
Del Webb Oasis 13175 SUNNY RETREAT LN, WINTER GARDEN, F..., Winter Garden, FL 34787
$795,000

3 beds

|

2 baths

|

2,054 sq ft

|

House

13175 SUNNY RETREAT LN, WINTER GARDEN, F...
Community: Del Webb Oasis
Lake Ashton 4294 BERWICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$299,900

3 beds

|

2 baths

|

1,556 sq ft

|

House

4294 BERWICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
The Villages® 2252 CENTRAL ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$619,000

3 beds

|

2 baths

|

2,000 sq ft

|

House

2252 CENTRAL ST, THE VILLAGES, FL, 32162
Community: The Villages®
Legacy of Leesburg 5901 CANDLE GLOW PL, LEESBURG, FL, 34748, Leesburg, FL 34748
$320,000

3 beds

|

2 baths

|

1,978 sq ft

|

House

5901 CANDLE GLOW PL, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Traditions at Lake Ruby 2825 ATTWATER LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$199,999

2 beds

|

2 baths

|

1,385 sq ft

|

Villa

2825 ATTWATER LOOP, WINTER HAVEN, FL, 33...
Plantation Bay Golf & Country Club 501 WINGSPAN DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$1,190,000

3 beds

|

3 baths

|

House

501 WINGSPAN DR, ORMOND BEACH, FL, 32174
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 3806 VIEW PATH, THE VILLAGES, FL, 32163, The Villages, FL 32163
$1,199,900

3 beds

|

2 baths

|

2,142 sq ft

|

House

3806 VIEW PATH, THE VILLAGES, FL, 32163
Community: The Villages®
Highland Fairways 3320 INNISBROOK DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$249,900

2 beds

|

2 baths

|

1,567 sq ft

|

House

3320 INNISBROOK DR, LAKELAND, FL, 33810
Community: Highland Fairways
Twin Lakes 5003 DANCY LN, ST CLOUD, FL, 34772, St Cloud, FL 34772
$623,000

3 beds

|

3 baths

|

2,293 sq ft

|

House

5003 DANCY LN, ST CLOUD, FL, 34772
Community: Twin Lakes
Indian River Colony Club 1411 PATRIOT DR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$330,000

3 beds

|

2 baths

|

1,885 sq ft

|

House

1411 PATRIOT 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.
Plantation Bay Golf & Country Club 630 WOODBRIDGE DR, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$1,085,500

3 beds

|

3 baths

|

3,120 sq ft

|

House

630 WOODBRIDGE DR, ORMOND BEACH, FL, 321...
Bridgewater at Viera 1794 VELKY LN, MELBOURNE, FL, 32940, Melbourne, FL 32940
$350,000

2 beds

|

2 baths

|

1,565 sq ft

|

House

1794 VELKY LN, MELBOURNE, FL, 32940
The Villages® 1070 BERKSHIRE PL, THE VILLAGES, FL, 321..., The Villages, FL 32162
$300,000

2 beds

|

2 baths

|

1,240 sq ft

|

House

1070 BERKSHIRE PL, THE VILLAGES, FL, 321...
Community: The Villages®
Spruce Creek South 9427 SE 174TH PLACE RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$199,900

2 beds

|

1 baths

|

816 sq ft

|

House

9427 SE 174TH PLACE RD, SUMMERFIELD, FL,...
Community: Spruce Creek South
Del Webb Oasis 13361 SUNNY RETREAT LN, WINTER GARDEN, F..., Winter Garden, FL 34787
$869,900

4 beds

|

3 baths

|

3,172 sq ft

|

House

13361 SUNNY RETREAT LN, WINTER GARDEN, F...
Community: Del Webb Oasis
The Villages® 7379 SE 173RD ARLINGTON LOOP, THE VILLAG..., The Villages, FL 32162
$420,000

3 beds

|

3 baths

|

2,004 sq ft

|

House

7379 SE 173RD ARLINGTON LOOP, THE VILLAG...
Community: The Villages®
Solivita 2316 PALM TREE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$287,500

2 beds

|

2 baths

|

1,539 sq ft

|

Villa

2316 PALM TREE 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
Cresswind at Victoria Gardens 965 AVERY MEADOWS WAY, DELAND, FL, 32724, Deland, FL 32724
$485,000

2 beds

|

2 baths

|

1,932 sq ft

|

House

965 AVERY MEADOWS WAY, DELAND, FL, 32724
Plantation Bay Golf & Country Club 684 ALDENHAM LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$419,000

3 beds

|

2 baths

|

1,872 sq ft

|

House

684 ALDENHAM LN, ORMOND BEACH, FL, 32174
Spruce Creek Country Club 12603 SE 90TH TER, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$339,000

2 beds

|

2 baths

|

1,596 sq ft

|

House

12603 SE 90TH TER, SUMMERFIELD, FL, 3449...
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.
Solivita 624 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$279,900

2 beds

|

2 baths

|

1,543 sq ft

|

House

624 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
Grand Haven 14 EGRET DR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$560,000

3 beds

|

2 baths

|

2,456 sq ft

|

House

14 EGRET DR, PALM COAST, FL, 32137
Community: Grand Haven
The Villages® 9603 SE 171ST ARGYLL ST, THE VILLAGES, F..., The Villages, FL 32162
$299,000

3 beds

|

2 baths

|

1,265 sq ft

|

House

9603 SE 171ST ARGYLL ST, THE VILLAGES, F...
Community: The Villages®
Del Webb at Viera 3116 BOARDWALK TRL, MELBOURNE, FL, 32940, Melbourne, FL 32940
$999,000

3 beds

|

3 baths

|

2,306 sq ft

|

House

3116 BOARDWALK TRL, MELBOURNE, FL, 32940
Community: Del Webb at Viera
Harbor Hills Country Club 5540 SADDLEBACK CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$395,900

3 beds

|

2 baths

|

1,657 sq ft

|

House

5540 SADDLEBACK CT, LADY LAKE, FL, 32159
Sullivan Ranch 30115 KLADRUBY PT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$490,000

4 beds

|

3 baths

|

2,432 sq ft

|

House

30115 KLADRUBY PT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
Solivita 1144 VIA GALUPPI ST, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$365,000

3 beds

|

2 baths

|

1,723 sq ft

|

House

1144 VIA GALUPPI ST, KISSIMMEE, FL, 3475...
Community: Solivita
Foxwood Lake Estates 4903 DEERWOOD DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$150,000

2 beds

|

2 baths

|

1,248 sq ft

|

Manufactured Home

4903 DEERWOOD DR, LAKELAND, FL, 33810
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 17843 SE 87TH BOURNE AVE, THE VILLAGES, ..., The Villages, FL 32162
$449,000

3 beds

|

2 baths

|

1,918 sq ft

|

House

17843 SE 87TH BOURNE AVE, THE VILLAGES, ...
Community: The Villages®
Venetian Bay 204 CARYOTA CT, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$399,000

3 beds

|

2 baths

|

1,650 sq ft

|

House

204 CARYOTA CT, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
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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