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Winter Park, FL 55+ active adult communities & homes for sale - Page 16

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
Halifax Plantation 1317 MIDDLE LAKE DR, ORMOND BEACH, FL, 3..., Ormond Beach, FL 32174
$399,900

5 beds

|

3 baths

|

2,631 sq ft

|

House

1317 MIDDLE LAKE DR, ORMOND BEACH, FL, 3...
Community: Halifax Plantation
Grand Haven 90 W WATERSIDE PKWY, PALM COAST, FL, 321..., Palm Coast, FL 32137
$348,000

2 beds

|

2 baths

|

1,628 sq ft

|

House

90 W WATERSIDE PKWY, PALM COAST, FL, 321...
Community: Grand Haven
Pennbrooke Fairways 701 GLEN OAKS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$209,000

2 beds

|

2 baths

|

1,259 sq ft

|

House

701 GLEN OAKS DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
The Villages® 1116 MAYNARD PATH, THE VILLAGES, FL, 321..., The Villages, FL 32163
$839,000

3 beds

|

2 baths

|

1,914 sq ft

|

House

1116 MAYNARD PATH, THE VILLAGES, FL, 321...
Community: The Villages®
Plantation Bay Golf & Country Club 57 BAY POINTE DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$915,000

4 beds

|

5 baths

|

4,379 sq ft

|

House

57 BAY POINTE DR, ORMOND BEACH, FL, 3217...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 7381 SE 168TH MITZI ST, THE VILLAGES, FL..., The Villages, FL 32162
$319,900

3 beds

|

2 baths

|

1,442 sq ft

|

House

7381 SE 168TH MITZI ST, THE VILLAGES, FL...
Community: The Villages®
Spruce Creek South 9900 SE 175TH PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$377,000

3 beds

|

2 baths

|

2,349 sq ft

|

House

9900 SE 175TH PL, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
Highland Lakes 5507 LAVER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$199,000

2 beds

|

2 baths

|

1,160 sq ft

|

House

5507 LAVER ST, LEESBURG, FL, 34748
Community: Highland Lakes
The Villages® 481 HILDALGO DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$219,995

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

481 HILDALGO DR, THE VILLAGES, FL, 32159
Community: The Villages®
Colonnades 4959 COLONNADES CIR, LAKELAND, FL, 33811, Lakeland, FL 33811
$134,900

2 beds

|

2 baths

|

1,170 sq ft

|

Manufactured Home

4959 COLONNADES CIR, LAKELAND, FL, 33811
Community: Colonnades
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® 17436 SE 81ST NEWBERRY CT, THE VILLAGES,..., The Villages, FL 32162
$200,000

2 beds

|

2 baths

|

1,167 sq ft

|

Villa

17436 SE 81ST NEWBERRY CT, THE VILLAGES,...
Community: The Villages®
The Villages® 5658 MELVIN DR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$650,000

3 beds

|

2 baths

|

1,918 sq ft

|

House

5658 MELVIN DR, THE VILLAGES, FL, 32163
Community: The Villages®
Colonnades 1618 COLONNADES CIR, LAKELAND, FL, 33811, Lakeland, FL 33811
$214,900

2 beds

|

2 baths

|

1,150 sq ft

|

House

1618 COLONNADES CIR, LAKELAND, FL, 33811
Community: Colonnades
Carmel Condominium 1420 HUNTINGTON LN 2405, ROCKLEDGE, FL, ..., Rockledge, FL 32955
$169,900

2 beds

|

2 baths

|

1,008 sq ft

|

Condo

1420 HUNTINGTON LN 2405, ROCKLEDGE, FL, ...
Community: Carmel Condominium
Cresswind at Lake Harris 1599 BELLAGIO LOOP, TAVARES, FL, 32778, Tavares, FL 32778
$499,000

2 beds

|

2 baths

|

1,964 sq ft

|

House

1599 BELLAGIO LOOP, TAVARES, FL, 32778
The Country Club of Mount Dora 1521 EDGEWATER DR, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$648,888

3 beds

|

3 baths

|

3,028 sq ft

|

House

1521 EDGEWATER DR, MOUNT DORA, FL, 32757
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Cresswind at Victoria Gardens 1129 GARDENSHIRE LN, DELAND, FL, 32724, Deland, FL 32724
$450,000

3 beds

|

3 baths

|

2,005 sq ft

|

House

1129 GARDENSHIRE LN, DELAND, FL, 32724
Plantation at Leesburg 25110 BELLEVUE, LEESBURG, FL, 34748, Leesburg, FL 34748
$199,950

2 beds

|

2 baths

|

952 sq ft

|

House

25110 BELLEVUE, LEESBURG, FL, 34748
Plantation at Leesburg 25224 WILD HERON, LEESBURG, FL, 34748, Leesburg, FL 34748
$125,000

2 beds

|

2 baths

|

1,300 sq ft

|

Manufactured Home

25224 WILD HERON, LEESBURG, FL, 34748
Pennbrooke Fairways 419 RANCHWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$224,247

3 beds

|

2 baths

|

1,659 sq ft

|

House

419 RANCHWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
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 1337 CORK DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$339,000

3 beds

|

2 baths

|

1,510 sq ft

|

House

1337 CORK DR, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
The Villages® 1104 ALCOVE LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$429,900

3 beds

|

2 baths

|

1,517 sq ft

|

House

1104 ALCOVE LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 7290 SE 172ND LEGACY LN, THE VILLAGES, F..., The Villages, FL 32162
$389,000

3 beds

|

2 baths

|

1,478 sq ft

|

House

7290 SE 172ND LEGACY LN, THE VILLAGES, F...
Community: The Villages®
The Villages® 1109 MONTEREY LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$280,000

2 beds

|

2 baths

|

1,506 sq ft

|

House

1109 MONTEREY LN, LADY LAKE, FL, 32159
Community: The Villages®
Cresswind at Victoria Gardens 1689 VICTORIA GARDENS DR, DELAND, FL, 32..., Deland, FL 32724
$410,000

2 beds

|

2 baths

|

1,820 sq ft

|

House

1689 VICTORIA GARDENS DR, DELAND, FL, 32...
Highland Fairways 1957 PRAIRIE DUNES CIR, LAKELAND, FL, 33..., Lakeland, FL 33810
$289,900

2 beds

|

2 baths

|

1,637 sq ft

|

House

1957 PRAIRIE DUNES CIR, LAKELAND, FL, 33...
Community: Highland Fairways
Royal Highlands 4905 KELSO ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$279,500

3 beds

|

2 baths

|

1,571 sq ft

|

House

4905 KELSO ST, LEESBURG, FL, 34748
Community: Royal Highlands
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Lakes at Harmony 3149 SONGBIRD CIR, ST. CLOUD, FL, 34773, St. Cloud, FL 34773
$280,000

2 beds

|

2 baths

|

1,305 sq ft

|

House

3149 SONGBIRD CIR, ST. CLOUD, FL, 34773
The Villages® 877 WINIFRED WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$659,000

3 beds

|

2 baths

|

2,009 sq ft

|

House

877 WINIFRED WAY, THE VILLAGES, FL, 3216...
Community: The Villages®
Pennbrooke Fairways 1142 MEADOWBEND DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$275,000

2 beds

|

2 baths

|

1,770 sq ft

|

House

1142 MEADOWBEND DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
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.
Arlington Ridge 4343 HERITAGE TRL, LEESBURG, FL, 34748, Leesburg, FL 34748
$670,000

3 beds

|

2 baths

|

2,404 sq ft

|

House

4343 HERITAGE TRL, LEESBURG, FL, 34748
Community: Arlington Ridge
The Lakes at Harmony 3149 SONGBIRD CIR, ST CLOUD, FL, 34773, St Cloud, FL 34773
$280,000

2 beds

|

2 baths

|

1,305 sq ft

|

House

3149 SONGBIRD CIR, ST CLOUD, FL, 34773
Summer Trees 160 MAGNOLIA LOOP, PORT ORANGE, FL, 3212..., Port Orange, FL 32128
$259,900

2 beds

|

2 baths

|

1,192 sq ft

|

House

160 MAGNOLIA LOOP, PORT ORANGE, FL, 3212...
Community: Summer Trees
Venetian Bay 3550 GRANDE TUSCANY WAY, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168
$799,900

4 beds

|

3 baths

|

2,592 sq ft

|

House

3550 GRANDE TUSCANY WAY, NEW SMYRNA BEAC...
Community: Venetian Bay
Legacy of Leesburg 27144 STONEY BROOK DR, LEESBURG, FL, 347..., Leesburg, FL 34748
$300,000

3 beds

|

2 baths

|

1,601 sq ft

|

House

27144 STONEY BROOK DR, LEESBURG, FL, 347...
Community: Legacy of Leesburg
Heritage Hills 3641 SOLANA CIR C, CLERMONT, FL, 34711, Clermont, FL 34711
$272,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3641 SOLANA CIR C, CLERMONT, FL, 34711
Community: Heritage Hills
Highland Fairways 3526 INNISBROOK DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$274,900

2 beds

|

2 baths

|

1,530 sq ft

|

House

3526 INNISBROOK DR, LAKELAND, FL, 33810
Community: Highland Fairways
The Villages® 1479 DYNASTY PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$279,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1479 DYNASTY PL, THE VILLAGES, FL, 32163
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 17755 SE 84TH SHELDON TER, THE VILLAGES,..., The Villages, FL 32162
$349,900

3 beds

|

2 baths

|

1,607 sq ft

|

House

17755 SE 84TH SHELDON TER, THE VILLAGES,...
Community: The Villages®
The Villages® 1492 AZTECA LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$270,000

2 beds

|

2 baths

|

1,236 sq ft

|

Villa

1492 AZTECA LOOP, THE VILLAGES, FL, 3216...
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.

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2,259 homes
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