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Winter Park, FL 55+ active adult communities & homes for sale - Page 17

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
Plantation Bay Golf & Country Club 41 MAGNOLIA DR S, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$274,000

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

41 MAGNOLIA DR S, ORMOND BEACH, FL, 3217...
Venetian Bay 287 CARYOTA CT, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$369,900

3 beds

|

2 baths

|

1,653 sq ft

|

House

287 CARYOTA CT, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
The Villages® 3240 ISLAWILD WAY, THE VILLAGES, FL, 321..., The Villages, FL 32163
$373,000

3 beds

|

2 baths

|

1,513 sq ft

|

House

3240 ISLAWILD WAY, THE VILLAGES, FL, 321...
Community: The Villages®
Cresswind at Lake Harris 1736 POINT GRACE RD, TAVARES, FL, 32778, Tavares, FL 32778
$489,990

2 beds

|

2 baths

|

1,968 sq ft

|

House

1736 POINT GRACE RD, TAVARES, FL, 32778
The Villages® 5145 HARTFORD LN, WILDWOOD, FL, 34785, Wildwood, FL 34785
$250,000

3 beds

|

2 baths

|

1,848 sq ft

|

Manufactured Home

5145 HARTFORD LN, WILDWOOD, FL, 34785
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 8690 SE 173RD WISTERIA ST, THE VILLAGES,..., The Villages, FL 32162
$650,000

3 beds

|

3 baths

|

2,478 sq ft

|

House

8690 SE 173RD WISTERIA ST, THE VILLAGES,...
Community: The Villages®
Gatherings of Lake Nona 7573 LAUREATE BLVD 1-307, ORLANDO, FL, 3..., Orlando, FL 32827
$460,000

3 beds

|

2 baths

|

1,805 sq ft

|

Condo

7573 LAUREATE BLVD 1-307, ORLANDO, FL, 3...
Plantation Bay Golf & Country Club 641 WOODBRIDGE DR, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$3,300,000

4 beds

|

6 baths

|

4,642 sq ft

|

House

641 WOODBRIDGE DR, ORMOND BEACH, FL, 321...
The Villages® 17107 SE 93RD EXETER CT, THE VILLAGES, F..., The Villages, FL 32162
$375,000

3 beds

|

2 baths

|

1,512 sq ft

|

House

17107 SE 93RD EXETER CT, THE VILLAGES, F...
Community: The Villages®
Arlington Ridge 4334 BENT CREEK LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$565,000

3 beds

|

3 baths

|

2,565 sq ft

|

House

4334 BENT CREEK LN, LEESBURG, FL, 34748
Community: Arlington 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.
The Villages® 2877 CHARLEVOIX ST, THE VILLAGES, FL, 32..., The Villages, FL 32163
$500,000

3 beds

|

2 baths

|

1,794 sq ft

|

Villa

2877 CHARLEVOIX ST, THE VILLAGES, FL, 32...
Community: The Villages®
Grand Haven 12 NATIVE OAK CT, PALM COAST, FL, 32137, Palm Coast, FL 32137
$1,300,000

4 beds

|

4 baths

|

3,817 sq ft

|

House

12 NATIVE OAK CT, PALM COAST, FL, 32137
Community: Grand Haven
The Villages® 1514 HILLCREST DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$215,000

2 beds

|

2 baths

|

1,513 sq ft

|

Manufactured Home

1514 HILLCREST DR, LADY LAKE, FL, 32159
Community: The Villages®
Plantation at Leesburg 4936 SAWGRASS LAKE CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$263,500

3 beds

|

2 baths

|

1,784 sq ft

|

House

4936 SAWGRASS LAKE CIR, LEESBURG, FL, 34...
Breakaway Trails 11 CRESCENT LAKE WAY, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$559,000

3 beds

|

2 baths

|

2,199 sq ft

|

House

11 CRESCENT LAKE WAY, ORMOND BEACH, FL, ...
Community: Breakaway Trails
Lakes of Mount Dora 8492 HARTFORD WAY, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$549,900

3 beds

|

2 baths

|

2,384 sq ft

|

House

8492 HARTFORD WAY, MOUNT DORA, FL, 32757
Community: Lakes of Mount Dora
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 511 ALAMEDA AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$299,000

2 beds

|

2 baths

|

1,122 sq ft

|

Villa

511 ALAMEDA AVE, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 1609 MAGNOLIA AVE, THE VILLAGES, FL, 321..., The Villages, FL 32159
$215,000

2 beds

|

2 baths

|

1,342 sq ft

|

Manufactured Home

1609 MAGNOLIA AVE, THE VILLAGES, FL, 321...
Community: The Villages®
Colonnades 4934 PLEASANT HOLLOW TRL, LAKELAND, FL, ..., Lakeland, FL 33811
$229,900

2 beds

|

2 baths

|

1,441 sq ft

|

House

4934 PLEASANT HOLLOW TRL, LAKELAND, FL, ...
Community: Colonnades
Heritage Isle 3620 FUNSTON CIR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$315,000

2 beds

|

2 baths

|

1,407 sq ft

|

Townhouse

3620 FUNSTON CIR, MELBOURNE, FL, 32940
Community: Heritage Isle
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® 1166 BLOUNT AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$777,500

3 beds

|

2 baths

|

2,103 sq ft

|

House

1166 BLOUNT AVE, THE VILLAGES, FL, 32163
Community: The Villages®
Cresswind at Victoria Gardens 1169 AVERY MEADOWS WAY, DELAND, FL, 3272..., Deland, FL 32724
$569,000

3 beds

|

3 baths

|

2,185 sq ft

|

House

1169 AVERY MEADOWS WAY, DELAND, FL, 3272...
The Villages® 2493 LIGHTBODY LN, THE VILLAGES, FL, 321..., The Villages, FL 32163
$379,000

3 beds

|

2 baths

|

1,419 sq ft

|

House

2493 LIGHTBODY LN, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 2070 THORNTON TER, THE VILLAGES, FL, 321..., The Villages, FL 32162
$259,000

2 beds

|

2 baths

|

1,156 sq ft

|

House

2070 THORNTON TER, THE VILLAGES, FL, 321...
Community: The Villages®
Legacy of Leesburg 27210 STONEY BROOK DR, LEESBURG, FL, 347..., Leesburg, FL 34748
$299,000

3 beds

|

2 baths

|

1,601 sq ft

|

House

27210 STONEY BROOK DR, LEESBURG, FL, 347...
Community: Legacy of Leesburg
Solivita 477 VILLA PARK RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$450,000

3 beds

|

3 baths

|

2,345 sq ft

|

House

477 VILLA PARK RD, POINCIANA, FL, 34759
Community: Solivita
Venetian Bay 3365 PEGASO AVE, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168
$449,900

4 beds

|

3 baths

|

2,627 sq ft

|

House

3365 PEGASO AVE, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Latitude Margaritaville 484 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$396,900

2 beds

|

2 baths

|

1,464 sq ft

|

House

484 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...
Solivita 244 LARGO DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$339,500

2 beds

|

2 baths

|

2,057 sq ft

|

House

244 LARGO DR, KISSIMMEE, FL, 34759
Community: Solivita
The Villages® 17270 SE 85TH WILLOWICK CIR, THE VILLAGE..., The Villages, FL 32162
$699,900

3 beds

|

2 baths

|

2,349 sq ft

|

House

17270 SE 85TH WILLOWICK CIR, THE VILLAGE...
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® 3248 RICHMOND DR, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$279,111

3 beds

|

2 baths

|

1,229 sq ft

|

House

3248 RICHMOND DR, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 17325 SE 73RD PARK GLEN CT, THE VILLAGES..., The Villages, FL 32162
$425,000

3 beds

|

2 baths

|

1,986 sq ft

|

House

17325 SE 73RD PARK GLEN CT, THE VILLAGES...
Community: The Villages®
Plantation at Leesburg 5712 SUMMERBROOKE CT, LEESBURG, FL, 3474..., Leesburg, FL 34748
$525,000

3 beds

|

3 baths

|

2,961 sq ft

|

House

5712 SUMMERBROOKE CT, LEESBURG, FL, 3474...
Lakes of Mount Dora 2472 PAWTUCKET PASS, MOUNT DORA, FL, 327..., Mount Dora, FL 32757
$649,000

3 beds

|

2 baths

|

2,437 sq ft

|

House

2472 PAWTUCKET PASS, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
The Villages® 3406 JACONA PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$284,000

3 beds

|

2 baths

|

1,240 sq ft

|

House

3406 JACONA PL, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 8354 SE 177TH BARTRAM LOOP, THE VILLAGES..., The Villages, FL 32162
$375,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

8354 SE 177TH BARTRAM LOOP, THE VILLAGES...
Community: The Villages®
High Vista at Ridgewood Lakes 125 RIDGE VIEW DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$289,999

3 beds

|

2 baths

|

1,493 sq ft

|

House

125 RIDGE VIEW DR, DAVENPORT, FL, 33837
The Villages® 1539 HOLLYBERRY PL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$317,000

2 beds

|

2 baths

|

1,142 sq ft

|

House

1539 HOLLYBERRY PL, 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
Plantation at Leesburg 24618 STILLRIDGE CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$295,000

3 beds

|

2 baths

|

1,790 sq ft

|

House

24618 STILLRIDGE CT, LEESBURG, FL, 34748
Kings Ridge 4326 HAMMERSMITH DR, CLERMONT, FL, 34711, Clermont, FL 34711
$319,000

3 beds

|

3 baths

|

1,722 sq ft

|

House

4326 HAMMERSMITH DR, 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.

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