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Winter Park, FL 55+ active adult communities & homes for sale - Page 39

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
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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
Plantation at Leesburg 25504 BELLE ALLIANCE, LEESBURG, FL, 3474..., Leesburg, FL 34748
$184,900

2 beds

|

2 baths

|

1,674 sq ft

|

Manufactured Home

25504 BELLE ALLIANCE, LEESBURG, FL, 3474...
Breakaway Trails 4 CREEK BEND WAY, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$689,000

5 beds

|

3 baths

|

3,625 sq ft

|

House

4 CREEK BEND WAY, ORMOND BEACH, FL, 3217...
Community: Breakaway Trails
Lake Ashton 4240 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$550,000

2 beds

|

2 baths

|

1,771 sq ft

|

House

4240 DUNMORE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
The Villages® 491 HARLOW LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$545,000

3 beds

|

2 baths

|

1,958 sq ft

|

House

491 HARLOW LN, THE VILLAGES, FL, 32163
Community: The Villages®
Cresswind at Victoria Gardens 115 HERON POINT WAY, DELAND, FL, 32724, Deland, FL 32724
$349,000

3 beds

|

2 baths

|

1,773 sq ft

|

House

115 HERON POINT WAY, DELAND, FL, 32724
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Questions? Call us: (888) 625-4885
Summer Trees 102 UNDERBRUSH TRL, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$275,000

2 beds

|

2 baths

|

1,370 sq ft

|

House

102 UNDERBRUSH TRL, PORT ORANGE, FL, 321...
Community: Summer Trees
Royal Highlands 5902 PRINCESS DIANA CT, LEESBURG, FL, 34..., Leesburg, FL 34748
$385,000

3 beds

|

3 baths

|

2,021 sq ft

|

House

5902 PRINCESS DIANA CT, LEESBURG, FL, 34...
Community: Royal Highlands
Cresswind at Victoria Gardens 123 AVENHAM DR, DELAND, FL, 32724, Deland, FL 32724
$369,000

3 beds

|

2 baths

|

1,894 sq ft

|

House

123 AVENHAM DR, DELAND, FL, 32724
Carillon Lakes 3850 SERENADE LN # 3850, LAKELAND, FL, 3..., Lakeland, FL 33811
$290,000

2 beds

|

2 baths

|

1,812 sq ft

|

Condo

3850 SERENADE LN # 3850, LAKELAND, FL, 3...
Community: Carillon Lakes
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 2853 MONAGHAN DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$429,999

4 beds

|

3 baths

|

2,113 sq ft

|

House

2853 MONAGHAN DR, ORMOND BEACH, FL, 3217...
Community: Halifax Plantation
Arlington Ridge 4714 INDEPENDENCE TRL, LEESBURG, FL, 347..., Leesburg, FL 34748
$395,000

3 beds

|

2 baths

|

1,753 sq ft

|

House

4714 INDEPENDENCE TRL, LEESBURG, FL, 347...
Community: Arlington Ridge
Trilogy® Orlando 103 CRESCENT MOON DR, GROVELAND, FL, 347..., Groveland, FL 34736
$324,000

3 beds

|

2 baths

|

1,671 sq ft

|

House

103 CRESCENT MOON DR, GROVELAND, FL, 347...
Community: Trilogy® Orlando
Lakes of Mount Dora 8252 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$385,000

3 beds

|

2 baths

|

1,473 sq ft

|

House

8252 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
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Lakes of Mount Dora 8852 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$535,000

3 beds

|

2 baths

|

2,018 sq ft

|

House

8852 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
Lakes of Mount Dora 2318 WAKEFIELD WAY, MOUNT DORA, FL, 3275..., Mount Dora, FL 32757
$510,000

3 beds

|

2 baths

|

1,919 sq ft

|

House

2318 WAKEFIELD WAY, MOUNT DORA, FL, 3275...
Community: Lakes of Mount Dora
VillageWalk at Lake Nona 11932 LORENZA LN, ORLANDO, FL, 32827, Orlando, FL 32827
$485,000

3 beds

|

3 baths

|

1,830 sq ft

|

Townhouse

11932 LORENZA LN, ORLANDO, FL, 32827
The Villages® 420 CANTERBURY CT, THE VILLAGES, FL, 321..., The Villages, FL 32162
$245,900

1 beds

|

1 baths

|

875 sq ft

|

Villa

420 CANTERBURY CT, THE VILLAGES, FL, 321...
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.
Royal Palm 1322 COCONUT PALM CIR, PORT ORANGE, FL, ..., Port Orange, FL 32128
$459,500

3 beds

|

2 baths

|

2,023 sq ft

|

House

1322 COCONUT PALM CIR, PORT ORANGE, FL, ...
Community: Royal Palm
Venetian Bay 3039 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$333,000

3 beds

|

3 baths

|

1,672 sq ft

|

House

3039 MELETO BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
The Villages® 718 SHELTON ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$325,000

3 beds

|

2 baths

|

1,607 sq ft

|

House

718 SHELTON ST, THE VILLAGES, FL, 32163
Community: The Villages®
Kings Ridge 3525 ROLLINGBROOK ST, CLERMONT, FL, 3471..., Clermont, FL 34711
$349,500

2 beds

|

2 baths

|

1,548 sq ft

|

House

3525 ROLLINGBROOK ST, CLERMONT, FL, 3471...
Community: Kings Ridge
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Plantation Bay Golf & Country Club 801 ARBOR GLEN CT, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$740,000

4 beds

|

3 baths

|

2,569 sq ft

|

House

801 ARBOR GLEN CT, ORMOND BEACH, FL, 321...
The Villages® 108 WINTERBERRY AVE, WILDWOOD, FL, 34785, Wildwood, FL 34785
$103,000

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

108 WINTERBERRY AVE, WILDWOOD, FL, 34785
Community: The Villages®
Sandpiper Golf & Country Club 6119 SANDPIPERS DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$245,000

2 beds

|

2 baths

|

1,148 sq ft

|

House

6119 SANDPIPERS DR, LAKELAND, FL, 33809
Grand Haven 34 OSPREY CIR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$599,000

3 beds

|

2 baths

|

2,075 sq ft

|

House

34 OSPREY CIR, PALM COAST, FL, 32137
Community: Grand Haven
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® 1802 PETUNIA LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$225,000

2 beds

|

2 baths

|

1,434 sq ft

|

Manufactured Home

1802 PETUNIA LN, THE VILLAGES, FL, 32159
Community: The Villages®
Cresswind at Victoria Gardens 1018 HERON POINT CIR, DELAND, FL, 32724, Deland, FL 32724
$425,000

4 beds

|

3 baths

|

2,091 sq ft

|

House

1018 HERON POINT CIR, DELAND, FL, 32724
Heritage Hills 3674 CALADESI RD, CLERMONT, FL, 34711, Clermont, FL 34711
$385,000

3 beds

|

2 baths

|

1,672 sq ft

|

House

3674 CALADESI RD, CLERMONT, FL, 34711
Community: Heritage Hills
Heritage Hills 3553 BELLAND CIR A, CLERMONT, FL, 34711, Clermont, FL 34711
$335,000

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3553 BELLAND CIR A, CLERMONT, FL, 34711
Community: Heritage Hills
Heritage Hills 3524 LITCHFIELD CT, CLERMONT, FL, 34711, Clermont, FL 34711
$495,000

4 beds

|

3 baths

|

2,293 sq ft

|

House

3524 LITCHFIELD CT, CLERMONT, FL, 34711
Community: Heritage Hills
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Stonecrest 12193 SE 175TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$332,000

2 beds

|

2 baths

|

1,647 sq ft

|

House

12193 SE 175TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
Vienna Square 1703 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$259,000

2 beds

|

2 baths

|

1,164 sq ft

|

Villa

1703 LINZ CT, WINTER HAVEN, FL, 33884
Community: Vienna Square
Palms at Serenoa 17795 BLAZING STAR CIR, CLERMONT, FL, 34..., Clermont, FL 34714
$405,000

3 beds

|

2 baths

|

1,722 sq ft

|

House

17795 BLAZING STAR CIR, CLERMONT, FL, 34...
Community: Palms at Serenoa
Lakes of Mount Dora 8065 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$939,000

4 beds

|

3 baths

|

3,551 sq ft

|

House

8065 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
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.
Highland Fairways 1967 LONG BOAT DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$260,000

2 beds

|

2 baths

|

1,955 sq ft

|

House

1967 LONG BOAT DR, LAKELAND, FL, 33810
Community: Highland Fairways
Spruce Creek Country Club 9063 SE 120TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$259,999

2 beds

|

2 baths

|

1,346 sq ft

|

House

9063 SE 120TH LOOP, SUMMERFIELD, FL, 344...
The Lakes at Harmony 7480 WING SPAN WAY, HARMONY, FL, 34773, Harmony, FL 34773
$520,000

5 beds

|

4 baths

|

2,717 sq ft

|

House

7480 WING SPAN WAY, HARMONY, FL, 34773
The Villages® 1641 OSPREY AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$311,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1641 OSPREY AVE, THE VILLAGES, FL, 32162
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Arlington Ridge 26555 MANASSAS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$399,900

3 beds

|

2 baths

|

1,888 sq ft

|

House

26555 MANASSAS DR, LEESBURG, FL, 34748
Community: Arlington Ridge
Heritage Landings 2756 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$330,000

4 beds

|

2 baths

|

1,867 sq ft

|

House

2756 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Community: Heritage Landings

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