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Winter Park, FL 55+ active adult communities & homes for sale - Page 37

2,398 homes near Winter Park

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4 rating (17 reviews) The Villages®
<$100k - $2Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
4.7 rating (18 reviews) Solivita
$100Ks - $600Ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
3.6 rating (48 reviews) Latitude Margaritaville
$300Ks - $900Ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
5 rating (1 reviews) Plantation Bay Golf &...
$200Ks - $3Ms
Plantation Bay Golf &..., Ormond Beach, FL
New and Resale | Age-targeted | Built 1988 - present | 3,500 homes
4.5 rating (11 reviews) Spruce Creek Country Club
$200Ks - $500Ks
Spruce Creek Country Club, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1996 - 2007 | 3,250 homes
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5 rating (2 reviews) Plantation at Leesburg
$100Ks - $500Ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes
5 rating (3 reviews) Stonecrest
$200Ks - $500Ks
Stonecrest, Summerfield, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 homes
5 rating (7 reviews) Kings Ridge
$200Ks - $400Ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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
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.
Grand Haven
$300Ks - $1Ms
Grand Haven, Palm Coast, FL
New and Resale | Age-targeted | Built 1997 - present | 1,901 homes
Pelican Bay Daytona Beach
$100Ks - $400Ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $400Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
5 rating (1 reviews) Cypress Lakes
$100Ks - $200Ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
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5 rating (3 reviews) Lake Ashton
$200Ks - $800Ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
Venetian Bay
$200Ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200Ks - $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
5 rating (2 reviews) Heritage Isle
$200Ks - $500Ks
Heritage Isle, Viera, FL
Resale Only | 55+ age-restricted | Built 2005 - 2017 | 1,500 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.
5 rating (8 reviews) Royal Highlands
$200Ks - $400Ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Del Webb at Viera
$400Ks - $1Ms
Del Webb at Viera, Melbourne, FL
New Construction | 55+ age-restricted | Built 2021 - present | 1,300 homes
5 rating (1 reviews) Del Webb Sunbridge
$300Ks - $1Ms
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
5 rating (1 reviews) VillageWalk at Lake Nona
$300Ks - $1Ms
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes
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5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300Ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
5 rating (1 reviews) Sandpiper Golf & Coun...
$200Ks - $400Ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
3.6 rating (5 reviews) Heritage Hills
$200Ks - $500Ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$300Ks - $600Ks
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.
Halifax Plantation
$200Ks - $700Ks
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 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
Breakaway Trails
$400Ks - $800Ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
4 rating (4 reviews) Lakes of Mount Dora
$400Ks - $900Ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes
4 rating (2 reviews) Harbor Hills Country Club
$200Ks - $1Ms
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
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4.8 rating (6 reviews) Highland Lakes
$100Ks - $300Ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
4.4 rating (16 reviews) Del Webb Orlando
$300Ks - $400Ks
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
The Country Club of Mount...
$200Ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 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.
4.1 rating (9 reviews) Indian River Colony Club
$200Ks - $400Ks
Indian River Colony Club, Melbourne, FL
New and Resale | 55+ age-restricted | Built 1986 - present | 777 homes
3.9 rating (7 reviews) Summit Greens
$300Ks - $400Ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
5 rating (1 reviews) Royal Harbor
$200Ks - $400Ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
Lakeside Landings
$200Ks - $500Ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
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1 rating (1 reviews) Sullivan Ranch
$200Ks - $700Ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes
Highland Fairways
$100Ks - $300Ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
Kings Ridge 3716 EVERSHOLT ST, CLERMONT, FL, 34711, Clermont, FL 34711
$369,900

2 beds

|

2 baths

|

1,745 sq ft

|

House

3716 EVERSHOLT ST, CLERMONT, FL, 34711
Community: Kings Ridge
Cresswind at Victoria Gardens 404 TISBURY CT, DELAND, FL, 32724, Deland, FL 32724
$359,000

2 beds

|

2 baths

|

1,512 sq ft

|

House

404 TISBURY CT, DELAND, FL, 32724
Kings Ridge 3706 DOUNE WAY, CLERMONT, FL, 34711, Clermont, FL 34711
$325,000

2 beds

|

2 baths

|

1,466 sq ft

|

House

3706 DOUNE WAY, CLERMONT, FL, 34711
Community: Kings Ridge
Halifax Plantation 1313 RUNABY LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$374,900

3 beds

|

2 baths

|

1,810 sq ft

|

House

1313 RUNABY LN, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
Spruce Creek Country Club 9211 SE 130TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$324,900

2 beds

|

2 baths

|

1,708 sq ft

|

House

9211 SE 130TH LOOP, SUMMERFIELD, FL, 344...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Kings Ridge 3684 EVERSHOLT ST, CLERMONT, FL, 34711, Clermont, FL 34711
$329,900

3 beds

|

2 baths

|

1,552 sq ft

|

House

3684 EVERSHOLT ST, CLERMONT, FL, 34711
Community: Kings Ridge
Cresswind at Victoria Gardens 322 BELLINGRATH TER, DELAND, FL, 32724, Deland, FL 32724
$575,000

3 beds

|

3 baths

|

2,708 sq ft

|

House

322 BELLINGRATH TER, DELAND, FL, 32724
Cresswind at Victoria Gardens 1011 CLAYMONT BLVD, DELAND, FL, 32724, Deland, FL 32724
$347,047

3 beds

|

2 baths

|

1,541 sq ft

|

House

1011 CLAYMONT BLVD, DELAND, FL, 32724
Ridgehaven 175 PARKHAVEN DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$289,935

3 beds

|

2 baths

|

1,454 sq ft

|

House

175 PARKHAVEN DR, ORMOND BEACH, FL, 3217...
Community: Ridgehaven
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.
Cypress Lakes 2247 CYPRESS CROSS LOOP, LAKELAND, FL, 3..., Lakeland, FL 33810
$119,900

2 beds

|

2 baths

|

768 sq ft

|

Manufactured Home

2247 CYPRESS CROSS LOOP, LAKELAND, FL, 3...
Community: Cypress Lakes
Ridgehaven 171 PARKHAVEN DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$311,000

3 beds

|

2 baths

|

1,572 sq ft

|

House

171 PARKHAVEN DR, ORMOND BEACH, FL, 3217...
Community: Ridgehaven
Ridgehaven 1332 OAKHAVEN AVE, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$509,802

5 beds

|

4 baths

|

3,232 sq ft

|

House

1332 OAKHAVEN AVE, ORMOND BEACH, FL, 321...
Community: Ridgehaven
Ridgehaven 430 BROOKHAVEN TRL, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$504,390

4 beds

|

3 baths

|

2,487 sq ft

|

House

430 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
Latitude Margaritaville 272 POP TOP LN, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124
$369,900

2 beds

|

2 baths

|

1,321 sq ft

|

House

272 POP TOP LN, DAYTONA BEACH, FL, 32124
Lakes of Mount Dora 2389 PAWTUCKET PASS, MOUNT DORA, FL, 327..., Mount Dora, FL 32757
$544,000

3 beds

|

2 baths

|

2,048 sq ft

|

House

2389 PAWTUCKET PASS, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
Spruce Creek South 10046 SE 175TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$209,000

2 beds

|

2 baths

|

1,240 sq ft

|

Villa

10046 SE 175TH ST, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Heritage Hills 3613 SOLANA CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$278,500

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3613 SOLANA CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
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 Ashton 1069 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$345,000

2 beds

|

2 baths

|

1,688 sq ft

|

House

1069 SAWGRASS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
Solivita 772 SAN RAPHAEL ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$589,900

3 beds

|

4 baths

|

2,616 sq ft

|

House

772 SAN RAPHAEL ST, KISSIMMEE, FL, 34759
Community: Solivita
Spring Lake Towers 700 MIRROR TER 702, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$117,900

2 beds

|

2 baths

|

1,190 sq ft

|

Condo

700 MIRROR TER 702, WINTER HAVEN, FL, 33...
Community: Spring Lake Towers
Spruce Creek South 17888 SE 106TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$259,900

2 beds

|

2 baths

|

1,356 sq ft

|

House

17888 SE 106TH TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Trilogy® Orlando 79 BAYOU BEND RD, GROVELAND, FL, 34736, Groveland, FL 34736
$324,000

2 beds

|

2 baths

|

1,568 sq ft

|

House

79 BAYOU BEND RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Halifax Plantation 1320 ANTRIM CIR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$469,900

3 beds

|

2 baths

|

2,168 sq ft

|

House

1320 ANTRIM CIR, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
Stonecrest 17187 SE 116TH COURT RD, SUMMERFIELD, FL..., Summerfield, FL 34491
$534,900

3 beds

|

3 baths

|

2,026 sq ft

|

House

17187 SE 116TH COURT RD, SUMMERFIELD, FL...
Community: Stonecrest
Spruce Creek South 17835 SE 95TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$237,900

2 beds

|

2 baths

|

1,158 sq ft

|

House

17835 SE 95TH CIR, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
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 384 LEONI ST, NEW SMYRNA BEACH, FL, 3216..., New Smyrna Beach, FL 32168
$689,000

3 beds

|

2 baths

|

2,083 sq ft

|

House

384 LEONI ST, NEW SMYRNA BEACH, FL, 3216...
Community: Venetian Bay
The Timbers at Everlands 1453 BLESSED ISLES DR NW, PALM BAY, FL, ..., Palm Bay, FL 32907
$553,352

3 beds

|

4 baths

|

2,807 sq ft

|

House

1453 BLESSED ISLES DR NW, PALM BAY, FL, ...
Traditions at Lake Ruby 3832 TRADITIONS BLVD, WINTER HAVEN, FL, ..., Winter Haven, FL 33884
$300,000

3 beds

|

2 baths

|

2,109 sq ft

|

House

3832 TRADITIONS BLVD, WINTER HAVEN, FL, ...
Royal Highlands 21144 ROYAL ST GEORGES LN, LEESBURG, FL,..., Leesburg, FL 34748
$279,000

3 beds

|

2 baths

|

1,704 sq ft

|

House

21144 ROYAL ST GEORGES LN, LEESBURG, FL,...
Community: Royal Highlands
Venetian Bay 3371 PINTELLO AVE, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168
$455,000

4 beds

|

2 baths

|

2,162 sq ft

|

House

3371 PINTELLO AVE, NEW SMYRNA BEACH, FL,...
Community: Venetian Bay
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Solivita 516 MILLIFIORA LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$262,000

2 beds

|

2 baths

|

1,240 sq ft

|

House

516 MILLIFIORA LN, KISSIMMEE, FL, 34759
Community: Solivita
Lake Ashton 5200 PEBBLE BEACH BLVD, WINTER HAVEN, FL..., Winter Haven, FL 33884
$539,000

3 beds

|

2 baths

|

2,443 sq ft

|

House

5200 PEBBLE BEACH BLVD, WINTER HAVEN, FL...
Community: Lake Ashton
Bridgewater at Viera 9723 ALISTER DR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$389,500

2 beds

|

2 baths

|

1,565 sq ft

|

House

9723 ALISTER DR, MELBOURNE, FL, 32940
Indian River Colony Club 1419 PATRIOT DR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$379,000

3 beds

|

3 baths

|

2,368 sq ft

|

House

1419 PATRIOT DR, MELBOURNE, FL, 32940
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.
Baytree 512 JUNIPER WAY, TAVARES, FL, 32778, Tavares, FL 32778
$289,000

3 beds

|

2 baths

|

1,625 sq ft

|

House

512 JUNIPER WAY, TAVARES, FL, 32778
Community: Baytree
The Villages® 1612 COG HILL DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$248,500

2 beds

|

2 baths

|

1,439 sq ft

|

Manufactured Home

1612 COG HILL DR, LADY LAKE, FL, 32159
Community: The Villages®
Harbor Hills Country Club 5084 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$729,900

4 beds

|

3 baths

|

2,586 sq ft

|

House

5084 GREENS DR, LADY LAKE, FL, 32159
The Villages® 103 ROBIN LN, WILDWOOD, FL, 34785, Wildwood, FL 34785
$79,900

2 beds

|

2 baths

|

1,152 sq ft

|

Manufactured Home

103 ROBIN 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
Plantation at Leesburg 3639 WESTOVER CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$340,000

2 beds

|

2 baths

|

1,709 sq ft

|

House

3639 WESTOVER CIR, LEESBURG, FL, 34748
Ridgehaven 187 PARKHAVEN DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$302,000

3 beds

|

2 baths

|

1,454 sq ft

|

House

187 PARKHAVEN DR, ORMOND BEACH, FL, 3217...
Community: Ridgehaven

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2,398 homes
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