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Winter Park, FL 55+ active adult communities & homes for sale - Page 28
90 communities near Winter Park
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.
$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
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
$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.
$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]()
$200Ks
- $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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1 rating (1 reviews)
![Sullivan Ranch]()
$200Ks
- $700Ks
Sullivan Ranch, Mount Dora, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2020
|
692 homes
The Villages®
![1675 WESTMINSTER CT, THE VILLAGES, FL, 3..., The Villages, FL 32162]()
3 beds
|2 baths
|1,587 sq ft
|House
1675 WESTMINSTER CT, THE VILLAGES, FL, 3...
Community: The Villages®
MLS G5098667 • MAXREV LLC, Jayne Marvin
New
Grand Haven
![46 SHINNECOCK DR, PALM COAST, FL, 32137, Palm Coast, FL 32137]()
3 beds
|2 baths
|1,883 sq ft
|House
46 SHINNECOCK DR, PALM COAST, FL, 32137
Community: Grand Haven
MLS FC315010 • REALTY EXECUTIVES OCEANSIDE, Catri...
The Villages®
![144 COSTA MESA DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
3 beds
|2 baths
|2,046 sq ft
|House
144 COSTA MESA DR, LADY LAKE, FL, 32159
Community: The Villages®
MLS O6307078 • LPT REALTY, LLC, Claudia Montes
Grand Haven
![21 N VILLAGE DR, PALM COAST, FL, 32137, Palm Coast, FL 32137]()
3 beds
|2 baths
|2,289 sq ft
|House
21 N VILLAGE DR, PALM COAST, FL, 32137
Community: Grand Haven
MLS FC312631 • GRAND LIVING REALTY, David Boettge...
Latitude Margaritaville
![317 POP TOP LN, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124]()
2 beds
|2 baths
|1,160 sq ft
|House
317 POP TOP LN, DAYTONA BEACH, FL, 32124
Community: Latitude Margaritaville
MLS 1219532 • LoKation, Aimee Aballo
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Plantation at Leesburg
![25333 RIVER CREST DR, LEESBURG, FL, 3474..., Leesburg, FL 34748]()
3 beds
|2 baths
|1,737 sq ft
|House
25333 RIVER CREST DR, LEESBURG, FL, 3474...
Community: Plantation at Leesburg
MLS G5096317 • CENTURY 21 MYERS REALTY, Mary Jane...
The Villages®
![8089 SE 174TH BELHAVEN LOOP, THE VILLAGE..., The Villages, FL 32162]()
3 beds
|2 baths
|1,392 sq ft
|House
8089 SE 174TH BELHAVEN LOOP, THE VILLAGE...
Community: The Villages®
MLS O6370078 • CORCORAN PREMIER REALTY, Crystal G...
Royal Harbor
![5446 SEA LEOPARD ST, TAVARES, FL, 32778, Tavares, FL 32778]()
2 beds
|2 baths
|1,848 sq ft
|House
5446 SEA LEOPARD ST, TAVARES, FL, 32778
Community: Royal Harbor
MLS G5104650 • EXIT REALTY TRI-COUNTY, Jean Marti...
Del Webb Oasis
![13562 PEARL BEACH ST, WINTER GARDEN, FL,..., Winter Garden, FL 34787]()
2 beds
|2 baths
|1,574 sq ft
|Villa
13562 PEARL BEACH ST, WINTER GARDEN, FL,...
Community: Del Webb Oasis
MLS O6362827 • PREFERRED REAL ESTATE BROKERS, Amy...
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.
Plantation Bay Golf & Country Club
![829 PINEWOOD DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174]()
3 beds
|3 baths
|2,101 sq ft
|Townhouse
829 PINEWOOD DR, ORMOND BEACH, FL, 32174
Community: Plantation Bay Golf & Country Club
MLS FC310286 • VENTURE DEVELOPMENT REALTY,INC, El...
Spruce Creek Country Club
![11800 SE 91ST CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491]()
2 beds
|2 baths
|1,346 sq ft
|House
11800 SE 91ST CIR, SUMMERFIELD, FL, 3449...
Community: Spruce Creek Country Club
MLS OM706841 • RE/MAX FOXFIRE - SUMMERFIELD, Ed D...
The Villages®
![2372 TRAVIS PL, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
2 beds
|2 baths
|1,188 sq ft
|Villa
2372 TRAVIS PL, THE VILLAGES, FL, 32162
Community: The Villages®
MLS G5099440 • LPT REALTY, LLC, Jenna Wood
The Villages®
![518 ALCAZAR CT, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
2 beds
|2 baths
|1,383 sq ft
|House
518 ALCAZAR CT, THE VILLAGES, FL, 32159
Community: The Villages®
MLS G5096229 • RE/MAX PREMIER REALTY LADY LK, Mat...
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Kings Ridge
![2225 ELVERSON AVE, CLERMONT, FL, 34711, Clermont, FL 34711]()
3 beds
|2 baths
|1,892 sq ft
|House
2225 ELVERSON AVE, CLERMONT, FL, 34711
Community: Kings Ridge
MLS G5100270 • KELLER WILLIAMS ELITE PARTNERS III...
Spruce Creek Country Club
![13089 SE 86TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491]()
2 beds
|2 baths
|1,870 sq ft
|House
13089 SE 86TH CT, SUMMERFIELD, FL, 34491
Community: Spruce Creek Country Club
MLS G5100565 • RE/MAX FOXFIRE - SUMMERFIELD, Caro...
Venetian Bay
![3304 MODENA WAY, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168]()
3 beds
|2 baths
|2,147 sq ft
|House
3304 MODENA WAY, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
MLS NS1086355 • THE HIGH TIDE GROUP, Tara Lyall
Del Webb Orlando
![210 TOMELLOSO WAY, DAVENPORT, FL, 33837, Davenport, FL 33837]()
3 beds
|3 baths
|2,004 sq ft
|House
210 TOMELLOSO WAY, DAVENPORT, FL, 33837
Community: Del Webb Orlando
MLS O6336002 • KELLER WILLIAMS ADVANTAGE III, Kar...
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.
Latitude Margaritaville
![298 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124]()
2 beds
|3 baths
|2,158 sq ft
|House
298 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...
Community: Latitude Margaritaville
MLS 1213091 • High Class Realty, Cleusa Rendon
Royal Harbor
![3370 SAINT LUCIA CT, TAVARES, FL, 32778, Tavares, FL 32778]()
3 beds
|2 baths
|1,893 sq ft
|House
3370 SAINT LUCIA CT, TAVARES, FL, 32778
Community: Royal Harbor
MLS G5106124 • OLYMPUS EXECUTIVE REALTY INC, Jani...
Plantation at Leesburg
![5305 INGLESIDE, LEESBURG, FL, 34748, Leesburg, FL 34748]()
2 beds
|2 baths
|1,220 sq ft
|Manufactured Home
5305 INGLESIDE, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS O6317418 • EXP REALTY LLC, Steve Montgomery
Del Webb Sunbridge
![2793 NATURE VIEW RD, SAINT CLOUD, FL, 34..., Saint Cloud, FL 34771]()
4 beds
|3 baths
|2,761 sq ft
|House
2793 NATURE VIEW RD, SAINT CLOUD, FL, 34...
Community: Del Webb Sunbridge
MLS O6312924 • LPT REALTY, LLC, Manuel Delgado
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Latitude Margaritaville
![324 LOW TIDE LN, DAYTONA BEACH, FL, 3212..., Daytona Beach, FL 32124]()
3 beds
|2 baths
|1,862 sq ft
|House
324 LOW TIDE LN, DAYTONA BEACH, FL, 3212...
Community: Latitude Margaritaville
MLS 1218702 • Realty Hub, Patricia Richardson
Harbor Hills Country Club
![5132 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
3 beds
|2 baths
|2,466 sq ft
|House
5132 GREENS DR, LADY LAKE, FL, 32159
Community: Harbor Hills Country Club
MLS G5102555 • REALTY EXECUTIVES IN THE VILLAGES,...
Royal Harbor
![4954 RAINBOW TROUT RD, TAVARES, FL, 3277..., Tavares, FL 32778]()
3 beds
|2 baths
|1,489 sq ft
|House
4954 RAINBOW TROUT RD, TAVARES, FL, 3277...
Community: Royal Harbor
MLS G5102019 • COLDWELL BANKER VANGUARD EDGE, Chr...
VillageWalk at Lake Nona
![12232 PESCARA LN, ORLANDO, FL, 32827, Orlando, FL 32827]()
3 beds
|2 baths
|1,708 sq ft
|Villa
12232 PESCARA LN, ORLANDO, FL, 32827
Community: VillageWalk at Lake Nona
MLS O6342947 • MS LAND & BUILDING LLC, Ataide Bra...
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.
Plantation at Leesburg
![25300 HIBISCUS ST, LEESBURG, FL, 34748, Leesburg, FL 34748]()
2 beds
|2 baths
|1,097 sq ft
|House
25300 HIBISCUS ST, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS TB8460495 • HOMECOIN.COM, Jonathan Minerick
Solivita
![217 SORRENTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5130125 • PELLEGO, LLC, Stan Wilson
Latitude Margaritaville
![631 LOST SHAKER WAY, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124]()
2 beds
|2 baths
|1,464 sq ft
|House
631 LOST SHAKER WAY, DAYTONA BEACH, FL, ...
Community: Latitude Margaritaville
MLS 1219771 • Bob Hodges and Sons Realty, Susan W...
Latitude Margaritaville
![221 ISLAND BREEZE AVE, DAYTONA BEACH, FL..., Daytona Beach, FL 32124]()
2 beds
|2 baths
|1,503 sq ft
|House
221 ISLAND BREEZE AVE, DAYTONA BEACH, FL...
Community: Latitude Margaritaville
MLS 1218111 • Bob Hodges and Sons Realty, Susan W...
Latitude Margaritaville
![134 SALT SHAKER ST, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124]()
2 beds
|2 baths
|1,563 sq ft
|House
134 SALT SHAKER ST, DAYTONA BEACH, FL, 3...
Community: Latitude Margaritaville
MLS 1217363 • Bob Hodges and Sons Realty, Susan W...
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New
Lake James
![7991 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810]()
2 beds
|2 baths
|1,890 sq ft
|House
7991 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
MLS L4958247 • ROOST REALTY GROUP LLC, Cannon Kir...
New
The Villages®
![5885 FLINT LOOP, THE VILLAGES, FL, 32163, The Villages, FL 32163]()
3 beds
|3 baths
|1,977 sq ft
|House
5885 FLINT LOOP, THE VILLAGES, FL, 32163
Community: The Villages®
MLS G5106008 • RE/MAX PREMIER REALTY, Tammy Freil...
New
The Villages®
![5107 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484]()
4 beds
|3 baths
|1,910 sq ft
|House
5107 NE 122ND BLVD, OXFORD, FL, 34484
Community: The Villages®
MLS O6370099 • COLDWELL BANKER RESIDENTIAL RE, Ja...
New
Twin Lakes
![2302 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772]()
2 beds
|2 baths
|1,464 sq ft
|Villa
2302 DATURA LOOP, SAINT CLOUD, FL, 34772
Community: Twin Lakes
MLS O6370067 • EXP REALTY LLC, Lissette Sanchez
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.
Latitude Margaritaville
![913 BAMA BREEZE DR, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124]()
2 beds
|2 baths
|1,558 sq ft
|House
913 BAMA BREEZE DR, DAYTONA BEACH, FL, 3...
Community: Latitude Margaritaville
MLS 1213436 • Bob Hodges and Sons Realty, Didi Wo...
Solivita
![141 LEMON GROVE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5132413 • PELLEGO, LLC, Stan Wilson
Plantation at Leesburg
![24515 BOCAGE WAY, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|3 baths
|2,204 sq ft
|House
24515 BOCAGE WAY, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS G5100791 • VISIONARY PROPERTIES INC, Judy Blu...
Latitude Margaritaville
![208 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F..., Daytona Beach, FL 32124]()
2 beds
|2 baths
|1,482 sq ft
|House
208 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F...
Community: Latitude Margaritaville
MLS 1218561 • LoKation, Aimee Aballo
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Harbor Hills Country Club
![5066 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
4 beds
|3 baths
|2,544 sq ft
|House
5066 GREENS DR, LADY LAKE, FL, 32159
Community: Harbor Hills Country Club
MLS G5103387 • MORRIS REALTY AND INVESTMENTS, Lau...
Venetian Bay
![3560 MARIBELLA DR, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168]()
3 beds
|2 baths
|2,067 sq ft
|House
3560 MARIBELLA DR, NEW SMYRNA BEACH, FL,...
Community: Venetian Bay
MLS 1221034 • Realty Pros Assured, Mark Card
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2,398
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