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Winter Park, FL 55+ active adult communities & homes for sale - Page 47

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
Plantation Bay Golf & Country Club 1000 KILKENNY LN, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$342,500

2 beds

|

2 baths

|

1,510 sq ft

|

Townhouse

1000 KILKENNY LN, ORMOND BEACH, FL, 3217...
The Villages® 3073 RIVERDALE RD, THE VILLAGES, FL, 321..., The Villages, FL 32162
$411,000

3 beds

|

2 baths

|

1,700 sq ft

|

House

3073 RIVERDALE RD, THE VILLAGES, FL, 321...
Community: The Villages®
Venetian Bay 3470 TESORO CIR, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168
$875,000

3 beds

|

3 baths

|

2,852 sq ft

|

House

3470 TESORO CIR, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
The Villages® 4913 NE 122ND AVE, OXFORD, FL, 34484, Oxford, FL 34484
$365,000

4 beds

|

3 baths

|

2,629 sq ft

|

House

4913 NE 122ND AVE, OXFORD, FL, 34484
Community: The Villages®
Legacy of Leesburg 27601 COUNTRY STONE CT, LEESBURG, FL, 34..., Leesburg, FL 34748
$339,900

3 beds

|

2 baths

|

2,066 sq ft

|

House

27601 COUNTRY STONE CT, LEESBURG, FL, 34...
Community: Legacy of Leesburg
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Solivita 305 ROCK SPRINGS DR, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$499,000

3 beds

|

3 baths

|

2,454 sq ft

|

House

305 ROCK SPRINGS DR, KISSIMMEE, FL, 3475...
Community: Solivita
Breakaway Trails 71 CARRIAGE CREEK WAY, ORMOND BEACH, FL,..., Ormond Beach, FL 32174
$430,000

4 beds

|

3 baths

|

2,295 sq ft

|

House

71 CARRIAGE CREEK WAY, ORMOND BEACH, FL,...
Community: Breakaway Trails
Scottish Highlands 510 GALLOWAY CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$185,000

2 beds

|

2 baths

|

1,171 sq ft

|

House

510 GALLOWAY CT, LEESBURG, FL, 34788
Community: Scottish Highlands
The Villages® 1115 SALIDO AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$335,000

3 beds

|

2 baths

|

1,728 sq ft

|

House

1115 SALIDO AVE, THE VILLAGES, FL, 32159
Community: The Villages®
Lake Ashton 4632 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$399,900

3 beds

|

2 baths

|

2,354 sq ft

|

House

4632 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
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 2892 MONAGHAN DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$474,900

3 beds

|

3 baths

|

2,040 sq ft

|

House

2892 MONAGHAN DR, ORMOND BEACH, FL, 3217...
Community: Halifax Plantation
Solivita 308 BEACON AVE, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$310,000

2 beds

|

2 baths

|

2,038 sq ft

|

House

308 BEACON AVE, KISSIMMEE, FL, 34759
Community: Solivita
Spruce Creek Country Club 13667 SE 91ST AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$449,000

3 beds

|

2 baths

|

2,270 sq ft

|

House

13667 SE 91ST AVE, SUMMERFIELD, FL, 3449...
The Reserve at Victoria 986 MEGANO BLVD, DELAND, FL, 32724, Deland, FL 32724
$477,025

3 beds

|

2 baths

|

1,776 sq ft

|

House

986 MEGANO BLVD, DELAND, FL, 32724
Lake Ashton 4189 STONE CREEK LOOP, LAKE WALES, FL, 3..., Lake Wales, FL 33859
$695,000

3 beds

|

2 baths

|

2,478 sq ft

|

House

4189 STONE CREEK LOOP, LAKE WALES, FL, 3...
Community: Lake Ashton
Lake Ashton 4360 ASHTON CLUB DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$375,000

3 beds

|

2 baths

|

2,265 sq ft

|

House

4360 ASHTON CLUB DR, LAKE WALES, FL, 338...
Community: Lake Ashton
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Venetian Bay 3621 CASELLO DR, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168
$349,900

3 beds

|

3 baths

|

1,827 sq ft

|

Townhouse

3621 CASELLO DR, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
Lake Henry Estates 422 HARBOURVIEW DR, HAINES CITY, FL, 338..., Haines City, FL 33844
$284,900

3 beds

|

2 baths

|

1,793 sq ft

|

House

422 HARBOURVIEW DR, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Fountain View 1477 FOUNTAIN VIEW ST, ORMOND BEACH, FL,..., Ormond Beach, FL 32174
$362,000

4 beds

|

2 baths

|

1,836 sq ft

|

House

1477 FOUNTAIN VIEW ST, ORMOND BEACH, FL,...
Community: Fountain View
The Villages® 1819 CAPTIVA CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$317,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1819 CAPTIVA CT, THE VILLAGES, FL, 32162
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 Timbers at Everlands 845 ANTIBES CT, PALM BAY, FL, 32907, Palm Bay, FL 32907
$424,950

3 beds

|

3 baths

|

2,006 sq ft

|

House

845 ANTIBES CT, PALM BAY, FL, 32907
The Timbers at Everlands 2213 ANTARUS DR, PALM BAY, FL, 32907, Palm Bay, FL 32907
$414,950

2 beds

|

3 baths

|

1,670 sq ft

|

House

2213 ANTARUS DR, PALM BAY, FL, 32907
Scottish Highlands 55 ABERDEEN CIR, LEESBURG, FL, 34788, Leesburg, FL 34788
$165,000

2 beds

|

2 baths

|

1,056 sq ft

|

House

55 ABERDEEN CIR, LEESBURG, FL, 34788
Community: Scottish Highlands
Indian River Colony Club 1680 OLD GLORY BLVD, MELBOURNE, FL, 3294..., Melbourne, FL 32940
$254,999

2 beds

|

2 baths

|

1,033 sq ft

|

House

1680 OLD GLORY BLVD, MELBOURNE, FL, 3294...
Spruce Creek South 17929 SE 104TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$229,000

2 beds

|

2 baths

|

1,295 sq ft

|

House

17929 SE 104TH TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
Lakes of Mount Dora 8045 WATERBURY WAY, MOUNT DORA, FL, 3275..., Mount Dora, FL 32757
$429,000

3 beds

|

2 baths

|

2,152 sq ft

|

House

8045 WATERBURY WAY, MOUNT DORA, FL, 3275...
Community: Lakes of Mount Dora
Royal Harbor 5588 GULF STREAM ST, TAVARES, FL, 32778, Tavares, FL 32778
$325,000

3 beds

|

2 baths

|

1,634 sq ft

|

House

5588 GULF STREAM ST, TAVARES, FL, 32778
Community: Royal Harbor
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Venetian Bay 2912 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$355,000

3 beds

|

3 baths

|

1,779 sq ft

|

House

2912 MELETO BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Solivita 684 SAN AUGUSTO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$519,000

3 beds

|

3 baths

|

2,363 sq ft

|

House

684 SAN AUGUSTO DR, POINCIANA, FL, 34759
Community: Solivita
Venetian Bay 527 LUNA BELLA LN, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168
$719,000

3 beds

|

2 baths

|

2,416 sq ft

|

House

527 LUNA BELLA LN, NEW SMYRNA BEACH, FL,...
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.
Spruce Creek Country Club 13160 SE 93RD CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$295,000

2 beds

|

2 baths

|

1,875 sq ft

|

House

13160 SE 93RD CIR, SUMMERFIELD, FL, 3449...
Kings Ridge 4246 NEWLAND ST, CLERMONT, FL, 34711, Clermont, FL 34711
$349,999

3 beds

|

2 baths

|

1,755 sq ft

|

House

4246 NEWLAND ST, CLERMONT, FL, 34711
Community: Kings Ridge
Venetian Bay 428 N AIRPORT RD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$300,000

3 beds

|

3 baths

|

1,794 sq ft

|

Townhouse

428 N AIRPORT RD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Solivita 795 AVIARA LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$429,000

3 beds

|

3 baths

|

2,427 sq ft

|

House

795 AVIARA LN, KISSIMMEE, FL, 34759
Community: Solivita
Venetian Bay 553 VENETIAN PALMS BLVD, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168
$379,999

3 beds

|

3 baths

|

1,916 sq ft

|

House

553 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...
Community: Venetian Bay
Latitude Margaritaville 361 PARROT LN, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124
$359,900

2 beds

|

2 baths

|

1,204 sq ft

|

House

361 PARROT LN, DAYTONA BEACH, FL, 32124
Venetian Bay 3014 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$289,000

3 beds

|

3 baths

|

1,614 sq ft

|

Townhouse

3014 MELETO BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Lake Ashton 1209 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$439,000

3 beds

|

2 baths

|

2,045 sq ft

|

House

1209 SAWGRASS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 2938 CHIMBORAZO WAY, THE VILLAGES, FL, 3..., The Villages, FL 32163
$400,000

3 beds

|

2 baths

|

1,459 sq ft

|

House

2938 CHIMBORAZO WAY, THE VILLAGES, FL, 3...
Community: The Villages®
Pelican Bay Daytona Beach 233 BOB WHITE CT 2330, DAYTONA BEACH, FL..., Daytona Beach, FL 32119
$172,900

2 beds

|

2 baths

|

1,189 sq ft

|

Villa

233 BOB WHITE CT 2330, DAYTONA BEACH, FL...
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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