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Winter Garden, FL 55+ active adult communities & homes for sale - Page 2

124 communities near Winter Garden

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Mirada
$300ks - $500ks
Mirada, San Antonio, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 858 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
3.8 rating (5 reviews) Marion Landing
$100ks - $300ks
Marion Landing, Ocala, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 600 homes
Heritage - The Cottages o...
$300ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 homes
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Questions? Call us: (689) 407-5757
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
Cresswind Lakewood Ranch
$400ks - $700ks
Cresswind Lakewood Ranch, Lakewood Ranch, FL
New and Resale | 55+ age-restricted | Built 2018 - present | 648 homes
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
2.3 rating (6 reviews) Cherrywood
$100ks - $800ks
Cherrywood, Ocala, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 700 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.
Esplanade at Wiregrass Ra...
$400ks - $500ks
Esplanade at Wiregrass Ra..., Wesley Chapel, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 868 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
Highland Fairways
$100ks - $300ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
5 rating (4 reviews) Highlands Ridge
<$100k - $300ks
Highlands Ridge, Avon Park, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 850 homes
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes
Lakeside Landings
$100ks - $300ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes
JB Ranch
$300ks
JB Ranch, Ocala, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 346 homes
Esplanade at Westview
$300ks - $700ks
Esplanade at Westview, Kissimmee, FL
New Construction | Age-targeted | Built 2025 - present | 600 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.
Arbor Lakes
$200ks - $300ks
Arbor Lakes, Hernando, FL
New and Resale | 55+ age-restricted | Built 1998 - present | 370 homes
4 rating (4 reviews) High Vista at Ridgewood L...
$200ks - $300ks
High Vista at Ridgewood L..., Davenport, FL
Resale Only | 55+ age-restricted | Built 1995 - 2005 | 623 homes
5 rating (1 reviews) Del Webb Oasis
$400ks - $700ks
Del Webb Oasis, Winter Garden, FL
New Construction | 55+ age-restricted | Built 2020 - present | 422 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
The Reserve at Victoria
$400ks - $800ks
The Reserve at Victoria, DeLand, FL
New Construction | Age-targeted | Built 2022 - 2025 | 408 homes
Esplanade at McKinnon Gro...
$300ks - $900ks
Esplanade at McKinnon Gro..., Winter Garden, FL
New Construction | Age-targeted | Built 2024 - present | 658 homes
5 rating (1 reviews) Valencia del Sol
$300ks - $700ks
Valencia del Sol, Wimauma, FL
New Construction | 55+ age-restricted | Built 2017 - present | 565 homes
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Questions? Call us: (689) 407-5757
3.8 rating (5 reviews) Traditions at Lake Ruby
$200ks - $300ks
Traditions at Lake Ruby, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 552 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes
Liberty Village
$300ks - $400ks
Liberty Village, Ocala, FL
New and Resale | 55+ age-restricted | Built 2023 - present | 100 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.
Lake Henry Estates
$100ks - $300ks
Lake Henry Estates, Haines City, FL
Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 homes
Del Webb Minneola
$400ks - $700ks
Del Webb Minneola, Minneola, FL
New Construction | 55+ age-restricted | Built 2020 - present
Colonnades
$100ks - $200ks
Colonnades, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1985 - 1994 | 360 homes
5 rating (1 reviews) Esplanade at Highland Ran...
$300ks - $600ks
Esplanade at Highland Ran..., Clermont, FL
Resale Only | 55+ age-restricted | Built 2014 - 2022 | 475 homes
5 rating (1 reviews) Spruce Creek North
$100ks - $300ks
Spruce Creek North, Ocala, FL
Resale Only | 55+ age-restricted | Built 1987 - 1998 | 400 homes
Del Webb Lakehaven
$400ks - $800ks
Del Webb Lakehaven, Clermont, FL
New Construction | 55+ age-restricted | Built 2026 - present
Westhaven at Ovation - To...
$400ks - $500ks
Westhaven at Ovation - To..., Winter Garden, FL
New Construction | Age-targeted | Built 2025 - present
1 rating (1 reviews) Valencia Ridge
$400ks - $800ks
Valencia Ridge, Wesley Chapel, FL
New Construction | 55+ age-restricted | Built 2023 - present | 395 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (2 reviews) Palms at Serenoa
$200ks - $400ks
Palms at Serenoa, Clermont, FL
New Construction | 55+ age-restricted | Built 2018 - present | 570 homes
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 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 Villages® 1126 MIONA SHORES DR, THE VILLAGES, FL, ..., The Villages, FL 32162
$949,900

3 beds

|

2 baths

|

2,680 sq ft

|

House

1126 MIONA SHORES DR, THE VILLAGES, FL, ...
Community: The Villages®
Sun City Center 1810 MILFORD CIR, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573
$375,000

2 beds

|

2 baths

|

1,852 sq ft

|

House

1810 MILFORD CIR, SUN CITY CENTER, FL, 3...
Community: Sun City Center
Spruce Creek South 10701 SE 179TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$279,900

3 beds

|

2 baths

|

1,668 sq ft

|

House

10701 SE 179TH LN, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Latitude Margaritaville 294 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$358,888

2 beds

|

2 baths

|

1,308 sq ft

|

House

294 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
The Villages® 1075 BURNETTOWN PL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$349,900

2 beds

|

2 baths

|

1,258 sq ft

|

Villa

1075 BURNETTOWN PL, THE VILLAGES, FL, 32...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 2289 SWANSEA TER, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$429,900

3 beds

|

2 baths

|

1,612 sq ft

|

Villa

2289 SWANSEA TER, THE VILLAGES, FL, 3216...
Community: The Villages®
Trilogy® Orlando 306 ALCOVE DR, GROVELAND, FL, 34736, Groveland, FL 34736
$350,000

3 beds

|

2 baths

|

1,925 sq ft

|

House

306 ALCOVE DR, GROVELAND, FL, 34736
Community: Trilogy® Orlando
On Top of the World 8533 SW 91ST CIR, OCALA, FL, 34481, Ocala, FL 34481
$645,000

3 beds

|

2 baths

|

2,969 sq ft

|

House

8533 SW 91ST CIR, OCALA, FL, 34481
Community: On Top of the World
The Villages® 1507 BARRERA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$329,900

3 beds

|

2 baths

|

1,553 sq ft

|

House

1507 BARRERA CT, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 1339 LAJOLLA CIR, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$319,900

2 beds

|

2 baths

|

1,094 sq ft

|

Villa

1339 LAJOLLA CIR, THE VILLAGES, FL, 3215...
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.
On Top of the World 10075 SW 91ST PL, OCALA, FL, 34481, Ocala, FL 34481
$255,000

2 beds

|

2 baths

|

1,766 sq ft

|

House

10075 SW 91ST PL, OCALA, FL, 34481
Community: On Top of the World
On Top of the World 9947 SW 100TH TERRACE RD, OCALA, FL, 344..., Ocala, FL 34481
$275,000

2 beds

|

2 baths

|

1,469 sq ft

|

House

9947 SW 100TH TERRACE RD, OCALA, FL, 344...
Community: On Top of the World
Solivita 513 BARCELONA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$295,000

2 beds

|

2 baths

|

1,574 sq ft

|

House

513 BARCELONA DR, KISSIMMEE, FL, 34759
Community: Solivita
The Villages® 1068 BURNETTOWN PL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$598,700

3 beds

|

2 baths

|

1,837 sq ft

|

Villa

1068 BURNETTOWN PL, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 1606 CAMPOS DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$260,000

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

1606 CAMPOS DR, THE VILLAGES, FL, 32162
Community: The Villages®
On Top of the World 9791 SW 82ND STREET RD, OCALA, FL, 34481, Ocala, FL 34481
$525,000

3 beds

|

3 baths

|

2,893 sq ft

|

House

9791 SW 82ND STREET RD, OCALA, FL, 34481
Community: On Top of the World
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Stone Creek 7559 SW 97TH AVE, OCALA, FL, 34481, Ocala, FL 34481
$329,000

2 beds

|

2 baths

|

1,865 sq ft

|

House

7559 SW 97TH AVE, OCALA, FL, 34481
Community: Stone Creek
The Villages® 1930 RHETT RD, THE VILLAGES, FL, 32163, The Villages, FL 32163
$319,900

2 beds

|

2 baths

|

1,434 sq ft

|

Villa

1930 RHETT RD, THE VILLAGES, FL, 32163
Community: The Villages®
On Top of the World 9037 SW 91ST CIR, OCALA, FL, 34481, Ocala, FL 34481
$219,900

3 beds

|

2 baths

|

1,584 sq ft

|

House

9037 SW 91ST CIR, OCALA, FL, 34481
Community: On Top of the World
Baytree 615 JUNIPER WAY, TAVARES, FL, 32778, Tavares, FL 32778
$285,000

3 beds

|

2 baths

|

1,440 sq ft

|

House

615 JUNIPER WAY, TAVARES, FL, 32778
Community: Baytree
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® 17648 SE 93RD BUTLER CT, THE VILLAGES, F..., The Villages, FL 32162
$299,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

17648 SE 93RD BUTLER CT, THE VILLAGES, F...
Community: The Villages®
Stone Creek 9137 SW 70TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$264,000

2 beds

|

2 baths

|

1,437 sq ft

|

House

9137 SW 70TH LOOP, OCALA, FL, 34481
Community: Stone Creek
The Villages® 1707 GOMEZ PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$269,900

2 beds

|

2 baths

|

1,344 sq ft

|

House

1707 GOMEZ PL, THE VILLAGES, FL, 32162
Community: The Villages®
On Top of the World 9343 SW 102ND AVENUE RD, OCALA, FL, 3448..., Ocala, FL 34481
$459,000

2 beds

|

2 baths

|

2,104 sq ft

|

House

9343 SW 102ND AVENUE RD, OCALA, FL, 3448...
Community: On Top of the World
Stone Creek 9534 SW 65TH PL, OCALA, FL, 34481, Ocala, FL 34481
$379,900

2 beds

|

2 baths

|

1,964 sq ft

|

House

9534 SW 65TH PL, OCALA, FL, 34481
Community: Stone Creek
Twin Lakes 2777 SOUTHLAND ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$550,000

3 beds

|

3 baths

|

2,365 sq ft

|

House

2777 SOUTHLAND ST, ST CLOUD, FL, 34772
Community: Twin Lakes
The Villages® 1214 SAN BERNARDO RD, THE VILLAGES, FL, ..., The Villages, FL 32162
$349,900

2 beds

|

2 baths

|

1,146 sq ft

|

Villa

1214 SAN BERNARDO RD, THE VILLAGES, FL, ...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Marion Landing 6185 SW 84TH ST, OCALA, FL, 34476, Ocala, FL 34476
$218,000

3 beds

|

2 baths

|

1,682 sq ft

|

House

6185 SW 84TH ST, OCALA, FL, 34476
Community: Marion Landing
On Top of the World 9359 SW 94TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$397,000

3 beds

|

2 baths

|

2,165 sq ft

|

House

9359 SW 94TH LOOP, OCALA, FL, 34481
Community: On Top of the World
The Villages® 4946 NE 124TH RD, OXFORD, FL, 34484, Oxford, FL 34484
$380,000

3 beds

|

3 baths

|

2,547 sq ft

|

House

4946 NE 124TH RD, OXFORD, FL, 34484
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.
Sun City Center 302 ANDOVER PL 167, SUN CITY CENTER, FL,..., Sun City Center, FL 33573
$95,000

1 beds

|

2 baths

|

800 sq ft

|

Condo

302 ANDOVER PL 167, SUN CITY CENTER, FL,...
Community: Sun City Center
Breakaway Trails 1 CROOKED BRIDGE WAY, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$725,000

5 beds

|

3 baths

|

3,193 sq ft

|

House

1 CROOKED BRIDGE WAY, ORMOND BEACH, FL, ...
Community: Breakaway Trails
The Villages® 1806 QUEENSBURY TER, THE VILLAGES, FL, 3..., The Villages, FL 32162
$269,900

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

1806 QUEENSBURY TER, THE VILLAGES, FL, 3...
Community: The Villages®
Stonecrest 12271 SE 175TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$389,000

4 beds

|

3 baths

|

2,246 sq ft

|

House

12271 SE 175TH LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Latitude Margaritaville 224 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$357,900

2 beds

|

2 baths

|

1,308 sq ft

|

House

224 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
Cresswind at Victoria Gardens 1157 AVERY MEADOWS WAY, DELAND, FL, 3272..., Deland, FL 32724
$449,700

2 beds

|

2 baths

|

1,928 sq ft

|

House

1157 AVERY MEADOWS WAY, DELAND, FL, 3272...
Lake Jovita Golf and Country Club 13915 CARRYBACK DR, DADE CITY, FL, 33525, Dade City, FL 33525
$1,195,000

4 beds

|

3 baths

|

3,613 sq ft

|

House

13915 CARRYBACK DR, DADE CITY, FL, 33525
Lake Ashton 4193 STONE CREEK LOOP, LAKE WALES, FL, 3..., Lake Wales, FL 33859
$535,000

3 beds

|

2 baths

|

2,058 sq ft

|

House

4193 STONE CREEK LOOP, LAKE WALES, FL, 3...
Community: Lake Ashton
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Latitude Margaritaville 444 LIME AVE, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124
$359,900

2 beds

|

2 baths

|

1,308 sq ft

|

House

444 LIME AVE, DAYTONA BEACH, FL, 32124
Mirada 10799 GABLE DIG LOOP, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$285,000

2 beds

|

3 baths

|

1,747 sq ft

|

Villa

10799 GABLE DIG LOOP, SAN ANTONIO, FL, 3...
Community: Mirada
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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