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Winter Park, FL 55+ active adult communities & homes for sale - Page 14

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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Questions? Call us: (888) 625-4885
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
Twin Lakes 2286 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$259,000

2 beds

|

2 baths

|

1,346 sq ft

|

Villa

2286 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
The Villages® 2859 RESMONDO RD, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$479,900

3 beds

|

2 baths

|

1,674 sq ft

|

Villa

2859 RESMONDO RD, THE VILLAGES, FL, 3216...
Community: The Villages®
Spruce Creek Country Club 9280 SE 126TH ST, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$468,000

2 beds

|

3 baths

|

2,368 sq ft

|

House

9280 SE 126TH ST, SUMMERFIELD, FL, 34491
Latitude Margaritaville 219 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$429,900

2 beds

|

2 baths

|

1,464 sq ft

|

House

219 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F...
Pennbrooke Fairways 32676 OAK PARK DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$290,000

3 beds

|

2 baths

|

1,709 sq ft

|

House

32676 OAK PARK DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Palms at Serenoa 3421 TWIN FLOWER, CLERMONT, FL, 34714, Clermont, FL 34714
$345,000

2 beds

|

2 baths

|

1,627 sq ft

|

Villa

3421 TWIN FLOWER, CLERMONT, FL, 34714
Community: Palms at Serenoa
The Villages® 2612 MORVEN PARK WAY, THE VILLAGES, FL, ..., The Villages, FL 32162
$450,000

3 beds

|

2 baths

|

1,922 sq ft

|

House

2612 MORVEN PARK WAY, THE VILLAGES, FL, ...
Community: The Villages®
Grand Haven 6 RIVER POINT DR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$549,999

2 beds

|

3 baths

|

2,201 sq ft

|

Townhouse

6 RIVER POINT DR, PALM COAST, FL, 32137
Community: Grand Haven
Spruce Creek Country Club 9175 SE 118TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$249,990

2 beds

|

2 baths

|

1,488 sq ft

|

House

9175 SE 118TH LOOP, SUMMERFIELD, FL, 344...
The Villages® 300 VARNVILLE WAY, THE VILLAGES, FL, 321..., The Villages, FL 32162
$279,800

2 beds

|

2 baths

|

1,266 sq ft

|

Villa

300 VARNVILLE WAY, 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.
The Villages® 963 AVALON AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$299,900

2 beds

|

2 baths

|

1,268 sq ft

|

Villa

963 AVALON AVE, THE VILLAGES, FL, 32159
Community: The Villages®
Foxwood Lake Estates 1688 FOXWAY DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$174,900

3 beds

|

2 baths

|

1,427 sq ft

|

Manufactured Home

1688 FOXWAY DR, LAKELAND, FL, 33810
Sandpiper Golf & Country Club 6347 EGRET DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$249,000

2 beds

|

2 baths

|

1,028 sq ft

|

House

6347 EGRET DR, LAKELAND, FL, 33809
Twin Lakes 2305 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$305,000

2 beds

|

2 baths

|

1,346 sq ft

|

Villa

2305 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
Plantation Bay Golf & Country Club 1269 HARWICK LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$609,000

3 beds

|

2 baths

|

2,148 sq ft

|

House

1269 HARWICK LN, ORMOND BEACH, FL, 32174
Ridgehaven 408 BROOKHAVEN TRL, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$525,880

4 beds

|

3 baths

|

2,791 sq ft

|

House

408 BROOKHAVEN TRL, ORMOND BEACH, FL, 32...
Community: Ridgehaven
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Royal Highlands 21630 REGENCY PARK LN, LEESBURG, FL, 347..., Leesburg, FL 34748
$279,900

3 beds

|

2 baths

|

1,438 sq ft

|

House

21630 REGENCY PARK LN, LEESBURG, FL, 347...
Community: Royal Highlands
Foxwood Lake Estates 1502 LONGBOW DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$222,500

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

1502 LONGBOW DR, LAKELAND, FL, 33810
Lake James 7991 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$385,000

2 beds

|

2 baths

|

1,890 sq ft

|

House

7991 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
The Villages® 1627 KENSINGTON PL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$415,000

3 beds

|

2 baths

|

1,912 sq ft

|

House

1627 KENSINGTON PL, THE VILLAGES, FL, 32...
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.
Venetian Bay 424 LUNA BELLA LN 228, NEW SMYRNA BEACH,..., New Smyrna Beach, FL 32168
$349,500

3 beds

|

3 baths

|

2,030 sq ft

|

Condo

424 LUNA BELLA LN 228, NEW SMYRNA BEACH,...
Community: Venetian Bay
Grand Isle 1611 LAGO MAR DR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$415,000

3 beds

|

2 baths

|

2,034 sq ft

|

House

1611 LAGO MAR DR, MELBOURNE, FL, 32940
Community: Grand Isle
The Villages® 1404 BRIER CREEK CIR, THE VILLAGES, FL, ..., The Villages, FL 32162
$1,399,999

4 beds

|

3 baths

|

3,537 sq ft

|

House

1404 BRIER CREEK CIR, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 2837 GRANT WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$579,000

3 beds

|

2 baths

|

1,923 sq ft

|

House

2837 GRANT WAY, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 6231 ATKINSON LN, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$309,000

3 beds

|

2 baths

|

1,426 sq ft

|

House

6231 ATKINSON LN, THE VILLAGES, FL, 3216...
Community: The Villages®
Solivita 537 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$215,000

2 beds

|

2 baths

|

1,071 sq ft

|

House

537 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
Halifax Plantation 2853 MONAGHAN DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$439,990

4 beds

|

3 baths

|

2,115 sq ft

|

House

2853 MONAGHAN DR, ORMOND BEACH, FL, 3217...
Community: Halifax Plantation
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Del Webb Orlando 436 PONTEVEDRA RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$314,900

2 beds

|

2 baths

|

1,348 sq ft

|

House

436 PONTEVEDRA RD, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lakeside Landings 5425 ADMIRAL WAY 1, OXFORD, FL, 34484, Oxford, FL 34484
$279,900

2 beds

|

2 baths

|

1,281 sq ft

|

Condo

5425 ADMIRAL WAY 1, OXFORD, FL, 34484
Community: Lakeside Landings
Plantation at Leesburg 4908 CYPRESS HEAD CT, LEESBURG, FL, 3474..., Leesburg, FL 34748
$350,000

3 beds

|

2 baths

|

2,087 sq ft

|

House

4908 CYPRESS HEAD CT, 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.
The Villages® 1603 COG HILL DR, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$256,900

2 beds

|

2 baths

|

1,542 sq ft

|

Manufactured Home

1603 COG HILL DR, THE VILLAGES, FL, 3215...
Community: The Villages®
The Villages® 8329 SE 177TH BARTRAM LOOP, THE VILLAGES..., The Villages, FL 32162
$369,900

3 beds

|

2 baths

|

1,668 sq ft

|

House

8329 SE 177TH BARTRAM LOOP, THE VILLAGES...
Community: The Villages®
Spruce Creek Country Club 13150 SE 93RD CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$329,900

2 beds

|

2 baths

|

2,051 sq ft

|

House

13150 SE 93RD CIR, SUMMERFIELD, FL, 3449...
The Villages® 2766 PRIVADA DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$365,000

3 beds

|

2 baths

|

1,664 sq ft

|

House

2766 PRIVADA DR, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 2918 CANYON AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$550,000

3 beds

|

2 baths

|

2,013 sq ft

|

House

2918 CANYON AVE, THE VILLAGES, FL, 32163
Community: The Villages®
Pelican Bay Daytona Beach 120 SEA SPARROW CT, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32119
$339,900

3 beds

|

2 baths

|

2,252 sq ft

|

House

120 SEA SPARROW CT, DAYTONA BEACH, FL, 3...
Foxwood Lake Estates 5091 LODGEWOOD DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$172,000

2 beds

|

2 baths

|

1,152 sq ft

|

Manufactured Home

5091 LODGEWOOD DR, LAKELAND, FL, 33810
The Villages® 3064 MAYWOOD CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$360,000

3 beds

|

2 baths

|

1,517 sq ft

|

House

3064 MAYWOOD CT, THE VILLAGES, FL, 32162
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 9893 ALISTER DR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$405,000

3 beds

|

2 baths

|

1,565 sq ft

|

House

9893 ALISTER DR, MELBOURNE, FL, 32940
Halifax Plantation 3231 GALTY CIR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$355,000

2 beds

|

2 baths

|

1,943 sq ft

|

House

3231 GALTY 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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