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Winter Park, FL 55+ active adult communities & homes for sale - Page 3
90 communities near Winter Park
2,377 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
- $4Ms
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.
$300Ks
- $1Ms
Grand Haven, Palm Coast, FL
New and Resale
|
Age-targeted
|
Built 1997 - present
|
1,901 homes
$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
$200Ks
- $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale
|
Age-targeted
|
Built 2004 - present
|
1,561 homes
5 rating (2 reviews)
![Heritage Isle]()
$200Ks
- $500Ks
Heritage Isle, Viera, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2017
|
1,500 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
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
$400Ks
- $1Ms
Del Webb at Viera, Melbourne, FL
New Construction
|
55+ age-restricted
|
Built 2021 - 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
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
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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.
$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
$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
$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]()
$300Ks
- $400Ks
Royal Harbor, Tavares, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2008
|
755 homes
$200Ks
- $500Ks
Lakeside Landings, Oxford, FL
New and Resale
|
Age-targeted
|
Built 2005 - present
|
700 homes
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Questions? Call us:
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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
New
The Villages®
![1927 WALDEN WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
3 beds
|2 baths
|1,472 sq ft
|House
1927 WALDEN WAY, THE VILLAGES, FL, 32162
Community: The Villages®
MLS G5106289 • RE/MAX PREMIER REALTY LADY LK, Guy...
The Villages®
![902 ROSE LN, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
2 beds
|2 baths
|1,036 sq ft
|Manufactured Home
902 ROSE LN, THE VILLAGES, FL, 32159
Community: The Villages®
MLS G5098839 • RE/MAX PREMIER REALTY LADY LK, Cur...
The Villages®
![3481 LEELANAU CT, THE VILLAGES, FL, 3216..., The Villages, FL 32163]()
3 beds
|2 baths
|1,938 sq ft
|Villa
3481 LEELANAU CT, THE VILLAGES, FL, 3216...
Community: The Villages®
MLS O6369513 • SAND DOLLAR REALTY GROUP INC, Robe...
Royal Harbor
![5789 BOUNTY CIR, TAVARES, FL, 32778, Tavares, FL 32778]()
MLS G5101734 • BHHS FLORIDA REALTY, Catherine Lan...
Stonecrest
![17076 SE 115TH TERRACE RD, SUMMERFIELD, ..., Summerfield, FL 34491]()
3 beds
|2 baths
|1,752 sq ft
|House
17076 SE 115TH TERRACE RD, SUMMERFIELD, ...
Community: Stonecrest
MLS G5101399 • RE/MAX PREMIER REALTY LADY LK, Cur...
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New
Lake Henry Estates
![656 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844]()
2 beds
|2 baths
|1,681 sq ft
|House
656 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
MLS P4937438 • FLORIDA HOME CHOICE REALTY, Janell...
Del Webb Oasis
![15873 GEM VIEW ST, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787]()
2 beds
|2 baths
|1,579 sq ft
|Villa
15873 GEM VIEW ST, WINTER GARDEN, FL, 34...
Community: Del Webb Oasis
MLS O6360259 • PULTE REALTY OF NORTH FLORIDA LLC,...
The Villages®
![3338 QUEENSWAY TER, THE VILLAGES, FL, 32..., The Villages, FL 32163]()
3 beds
|2 baths
|2,013 sq ft
|House
3338 QUEENSWAY TER, THE VILLAGES, FL, 32...
Community: The Villages®
MLS G5102624 • BERKSHIRE HATHAWAY HS FLORIDA, Jim...
Arlington Ridge
![26641 OTTER CREEK LN, LEESBURG, FL, 3474..., Leesburg, FL 34748]()
3 beds
|2 baths
|1,725 sq ft
|House
26641 OTTER CREEK LN, LEESBURG, FL, 3474...
Community: Arlington Ridge
MLS G5105804 • LOKATION, Steven Simpkins
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®
![164 PALERMO PL, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
4 beds
|3 baths
|2,202 sq ft
|House
164 PALERMO PL, THE VILLAGES, FL, 32159
Community: The Villages®
MLS G5101185 • REALTY EXECUTIVES IN THE VILLAGES,...
Halifax Plantation
![3751 CARRICK DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174]()
3 beds
|2 baths
|2,163 sq ft
|House
3751 CARRICK DR, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
MLS 1219082 • EXP Realty LLC, Ian Anderson
Spruce Creek Country Club
![13751 SE 88TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491]()
2 beds
|2 baths
|1,364 sq ft
|House
13751 SE 88TH CT, SUMMERFIELD, FL, 34491
Community: Spruce Creek Country Club
MLS OM696340 • RE/MAX FOXFIRE - SUMMERFIELD, Caro...
Spruce Creek Country Club
![13883 SE 94TH AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491]()
2 beds
|2 baths
|1,575 sq ft
|House
13883 SE 94TH AVE, SUMMERFIELD, FL, 3449...
Community: Spruce Creek Country Club
MLS OM713497 • RE/MAX FOXFIRE - SUMMERFIELD, Caro...
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New
Spruce Creek Country Club
![14198 SE 85TH TER, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491]()
2 beds
|2 baths
|1,257 sq ft
|House
14198 SE 85TH TER, SUMMERFIELD, FL, 3449...
Community: Spruce Creek Country Club
MLS OM715903 • RE/MAX FOXFIRE - SUMMERFIELD, Caro...
New
Venetian Bay
![2820 S ASCIANO CT, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168]()
4 beds
|3 baths
|2,314 sq ft
|House
2820 S ASCIANO CT, NEW SMYRNA BEACH, FL,...
Community: Venetian Bay
MLS NS1086939 • RE/MAX SIGNATURE, Susan Stewart
New
Stonecrest
![17167 SE 113TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491]()
3 beds
|2 baths
|1,504 sq ft
|House
17167 SE 113TH AVE, SUMMERFIELD, FL, 344...
Community: Stonecrest
MLS G5106009 • LPT REALTY, LLC, Dick Betts
The Villages®
![3229 KILLINGTON LOOP, THE VILLAGES, FL, ..., The Villages, FL 32163]()
3 beds
|3 baths
|2,072 sq ft
|House
3229 KILLINGTON LOOP, THE VILLAGES, FL, ...
Community: The Villages®
MLS G5105368 • RE/MAX PREMIER REALTY, Debbie Mart...
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®
![2544 ASHVILLE AVE, THE VILLAGES, FL, 321..., The Villages, FL 32162]()
3 beds
|2 baths
|2,485 sq ft
|House
2544 ASHVILLE AVE, THE VILLAGES, FL, 321...
Community: The Villages®
MLS G5104398 • REALTY EXECUTIVES IN THE VILLAGES,...
The Villages®
![2671 COLLINGTON DR, THE VILLAGES, FL, 32..., The Villages, FL 32162]()
2 beds
|2 baths
|1,156 sq ft
|Villa
2671 COLLINGTON DR, THE VILLAGES, FL, 32...
Community: The Villages®
MLS G5104882 • REALTY EXECUTIVES IN THE VILLAGES,...
The Villages®
![1234 DUSTIN DR, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
2 beds
|2 baths
|1,392 sq ft
|Manufactured Home
1234 DUSTIN DR, THE VILLAGES, FL, 32159
Community: The Villages®
MLS G5105245 • REALTY EXECUTIVES IN THE VILLAGES,...
The Villages®
![1945 RIEGER RD, THE VILLAGES, FL, 32163, The Villages, FL 32163]()
3 beds
|2 baths
|2,036 sq ft
|House
1945 RIEGER RD, THE VILLAGES, FL, 32163
Community: The Villages®
MLS G5103955 • RE/MAX PREMIER REALTY LADY LK, Guy...
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(888) 625-4885
The Villages®
![3377 QUAIL HOLLOW CT, THE VILLAGES, FL, ..., The Villages, FL 32163]()
3 beds
|2 baths
|1,488 sq ft
|House
3377 QUAIL HOLLOW CT, THE VILLAGES, FL, ...
Community: The Villages®
MLS G5103018 • WORTH CLARK REALTY, Chris Day
The Villages®
![1318 GUERRA AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
3 beds
|2 baths
|1,561 sq ft
|House
1318 GUERRA AVE, THE VILLAGES, FL, 32159
Community: The Villages®
MLS G5096527 • RE/MAX FOXFIRE - LADY LAKE, Sharon...
American Village
![79 GREEN CIR, PALM COAST, FL, 32164, Palm Coast, FL 32164]()
3 beds
|2 baths
|1,585 sq ft
|House
79 GREEN CIR, PALM COAST, FL, 32164
Community: American Village
MLS FC310097 • DR HORTON REALTY INC., Charlie Rog...
Halifax Plantation
![2983 MONAGHAN DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174]()
4 beds
|3 baths
|2,106 sq ft
|House
2983 MONAGHAN DR, ORMOND BEACH, FL, 3217...
Community: Halifax Plantation
MLS FC311194 • REALTY EXCHANGE, LLC, Deidre Vlass...
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.
New
The Villages®
![7872 SE 171ST VICTORIA LN, THE VILLAGES,..., The Villages, FL 32162]()
3 beds
|2 baths
|1,652 sq ft
|Villa
7872 SE 171ST VICTORIA LN, THE VILLAGES,...
Community: The Villages®
MLS G5106416 • REALTY EXECUTIVES IN THE VILLAGES,...
The Country Club of Mount Dora
![2250 CHASE CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757]()
3 beds
|2 baths
|1,716 sq ft
|House
2250 CHASE CT, MOUNT DORA, FL, 32757
Community: The Country Club of Mount Dora
MLS O6356718 • MARK SPAIN REAL ESTATE, Jessica Br...
New
Spruce Creek Country Club
![8671 SE 133RD ST, SUMMERFIELD, FL, 34491, Summerfield, FL 34491]()
2 beds
|2 baths
|1,575 sq ft
|House
8671 SE 133RD ST, SUMMERFIELD, FL, 34491
Community: Spruce Creek Country Club
MLS OM715892 • RE/MAX FOXFIRE - SUMMERFIELD, Caro...
Spruce Creek South
![17533 SE 96TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491]()
2 beds
|2 baths
|1,534 sq ft
|House
17533 SE 96TH CT, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
MLS G5097960 • RE/MAX PREMIER REALTY LADY LK, Ger...
Colonnades
![4908 DAWNVIEW LN, LAKELAND, FL, 33811, Lakeland, FL 33811]()
MLS P4936997 • LA ROSA REALTY PRESTIGE, Jennifer ...
Want to learn more about 55+ communities in Winter Park?
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New
Venetian Bay
![3643 CASALTA CIR, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168]()
2 beds
|3 baths
|1,664 sq ft
|Townhouse
3643 CASALTA CIR, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
MLS NS1086954 • OCEANBREEZE PROPERTIES, Teresa Vo...
Spruce Creek South
![17710 SE 108TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491]()
2 beds
|2 baths
|1,496 sq ft
|House
17710 SE 108TH AVE, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
MLS OM709593 • DALTON WADE INC, Tammy Luce
Harbor Hills Country Club
![39500 HILLRISE LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
4 beds
|3 baths
|2,544 sq ft
|House
39500 HILLRISE LN, LADY LAKE, FL, 32159
Community: Harbor Hills Country Club
MLS G5104560 • REALTY EXECUTIVES IN THE VILLAGES,...
The Villages®
![17101 SE 94TH BERRIEN CT, THE VILLAGES, ..., The Villages, FL 32162]()
3 beds
|2 baths
|1,922 sq ft
|House
17101 SE 94TH BERRIEN CT, THE VILLAGES, ...
Community: The Villages®
MLS G5106034 • SALLY LOVE REAL ESTATE, Julie Nay ...
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®
![702 PEREZ PL, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
3 beds
|2 baths
|2,008 sq ft
|House
702 PEREZ PL, THE VILLAGES, FL, 32159
Community: The Villages®
MLS G5105886 • SALLY LOVE REAL ESTATE, Julie Nay ...
The Villages®
![1222 DUSTIN DR, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
2 beds
|2 baths
|1,236 sq ft
|House
1222 DUSTIN DR, THE VILLAGES, FL, 32159
Community: The Villages®
MLS G5103674 • SALLY LOVE REAL ESTATE, Kim Coffer
The Villages®
![3277 ASHBROOK PL, THE VILLAGES, FL, 3216..., The Villages, FL 32162]()
2 beds
|2 baths
|1,142 sq ft
|House
3277 ASHBROOK PL, THE VILLAGES, FL, 3216...
Community: The Villages®
MLS G5103716 • JACOBS PREMIER PROPERTIES, Erica J...
The Villages®
![1614 CHERRY HILL RD, THE VILLAGES, FL, 3..., The Villages, FL 32159]()
2 beds
|2 baths
|1,336 sq ft
|Manufactured Home
1614 CHERRY HILL RD, THE VILLAGES, FL, 3...
Community: The Villages®
MLS G5104006 • SELLSTATE SUPERIOR REALTY, Willi M...
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Trilogy® Orlando
![119 CRESCENT MOON DR, GROVELAND, FL, 347..., Groveland, FL 34736]()
2 beds
|2 baths
|1,556 sq ft
|House
119 CRESCENT MOON DR, GROVELAND, FL, 347...
Community: Trilogy® Orlando
MLS G5088807 • WEICHERT, REALTORS-HALLMARK PR, Br...
The Villages®
![3772 VISCAYA CT, THE VILLAGES, FL, 32163, The Villages, FL 32163]()
2 beds
|2 baths
|1,156 sq ft
|Villa
3772 VISCAYA CT, THE VILLAGES, FL, 32163
Community: The Villages®
MLS G5100399 • REALTY EXECUTIVES IN THE VILLAGES,...
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2,377
homes
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