Call us at (888) 625-4885 to learn more about active adult communities near Winter Park
Winter Park, FL 55+ active adult communities & homes for sale
90 communities near Winter Park
2,487 homes near Winter Park
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4 rating (17 reviews)
![The Villages®]()
<$100k
- $1Ms
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
$300Ks
- $1Ms
Grand Haven, Palm Coast, FL
New and Resale
|
Age-targeted
|
Built 1997 - present
|
1,901 homes
Download the Ultimate 55+ Homebuying Guide
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$100Ks
- $500Ks
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
- $300Ks
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
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
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3.8 rating (6 reviews)
![Trilogy® Orlando]()
$200Ks
- $500Ks
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
5 rating (8 reviews)
![Royal Highlands]()
$200Ks
- $500Ks
Royal Highlands, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2006
|
1,500 homes
$300Ks
- $800Ks
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
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 (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 (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
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$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
- $700Ks
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
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.
4.8 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
- $600Ks
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
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
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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
- $600Ks
Lakeside Landings, Oxford, FL
New and Resale
|
Age-targeted
|
Built 2005 - present
|
700 homes
1 rating (1 reviews)
![Sullivan Ranch]()
$300Ks
- $600Ks
Sullivan Ranch, Mount Dora, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2020
|
692 homes
Latitude Margaritaville
![613 GOOD LIFE WAY, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32124]()
2 beds
|2 baths
|1,204 sq ft
|House
613 GOOD LIFE WAY, DAYTONA BEACH, FL, 32...
Community: Latitude Margaritaville
MLS 1215143 • Bob Hodges and Sons Realty, Kelley ...
Trilogy® Orlando
![126 BAYOU BEND RD, GROVELAND, FL, 34736, Groveland, FL 34736]()
2 beds
|2 baths
|1,269 sq ft
|House
126 BAYOU BEND RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
MLS G5102459 • COMMUNITY ELITE REALTY, Nancy Aitk...
Sullivan Ranch
![30442 LIPIZZAN TER, MOUNT DORA, FL, 3275..., Mount Dora, FL 32757]()
3 beds
|2 baths
|1,663 sq ft
|Villa
30442 LIPIZZAN TER, MOUNT DORA, FL, 3275...
Community: Sullivan Ranch
MLS G5104198 • EXIT REALTY TRI-COUNTY, Jason Shor...
Ridgehaven
![1340 OAKHAVEN AVE, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174]()
4 beds
|3 baths
|2,190 sq ft
|House
1340 OAKHAVEN AVE, ORMOND BEACH, FL, 321...
Community: Ridgehaven
MLS O6358258 • MERITAGE HOMES OF FL REALTY, Tatia...
Ridgehaven
![1320 OAKHAVEN AVE, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174]()
4 beds
|2 baths
|1,908 sq ft
|House
1320 OAKHAVEN AVE, ORMOND BEACH, FL, 321...
Community: Ridgehaven
MLS O6358278 • MERITAGE HOMES OF FL REALTY, Tatia...
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Solivita
![100 MERIDIAN AVE, POINCIANA, FL, 34759, Poinciana, FL 34759]()
MLS S5137130 • PELLEGO, LLC, Stan Wilson
Archers Mill
![3361 ARCH AVE, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174]()
4 beds
|4 baths
|3,004 sq ft
|House
3361 ARCH AVE, ORMOND BEACH, FL, 32174
Community: Archers Mill
MLS O6348517 • DR HORTON REALTY OF CENTRAL FLORID...
Stonecrest
![12103 SE 176TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491]()
3 beds
|2 baths
|1,822 sq ft
|House
12103 SE 176TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
MLS G5102417 • RE/MAX FOXFIRE - LADY LAKE, Mika G...
Harbor Hills Country Club
![5435 GROVE MNR, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
3 beds
|2 baths
|1,821 sq ft
|House
5435 GROVE MNR, LADY LAKE, FL, 32159
Community: Harbor Hills Country Club
MLS NS1086097 • REAL BROKER, LLC, Michael Lowe
Kings Ridge
![3805 SCARBOROUGH CT, CLERMONT, FL, 34711, Clermont, FL 34711]()
3 beds
|2 baths
|2,040 sq ft
|House
3805 SCARBOROUGH CT, CLERMONT, FL, 34711
Community: Kings Ridge
MLS TB8438091 • ASSIST 2 SELL THE ESHACK TEAM, Aa...
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.
Lakeside Landings
![10079 KETCH KAY LN, OXFORD, FL, 34484, Oxford, FL 34484]()
3 beds
|2 baths
|1,916 sq ft
|House
10079 KETCH KAY LN, OXFORD, FL, 34484
Community: Lakeside Landings
MLS O6352103 • KELLER WILLIAMS REALTY AT THE LAKE...
Plantation Bay Golf & Country Club
![420 WINGSPAN DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174]()
5 beds
|7 baths
|5,151 sq ft
|House
420 WINGSPAN DR, ORMOND BEACH, FL, 32174
Community: Plantation Bay Golf & Country Club
MLS 1213407 • Florida Property Experts Inc, Fay S...
Colonnades
![4850 SQUIRE HOLLOW DR, LAKELAND, FL, 338..., Lakeland, FL 33811]()
2 beds
|2 baths
|1,664 sq ft
|House
4850 SQUIRE HOLLOW DR, LAKELAND, FL, 338...
Community: Colonnades
MLS L4956541 • COLDWELL BANKER REALTY, Lisa Broch...
The Villages®
![1524 CONWAY CT, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
2 beds
|2 baths
|1,196 sq ft
|House
1524 CONWAY CT, THE VILLAGES, FL, 32162
Community: The Villages®
MLS O6316906 • LPT REALTY, LLC, Claudia Montes
Plantation at Leesburg
![25012 LAUREL VALLEY RD, LEESBURG, FL, 34..., Leesburg, FL 34748]()
2 beds
|2 baths
|2,030 sq ft
|House
25012 LAUREL VALLEY RD, LEESBURG, FL, 34...
Community: Plantation at Leesburg
MLS TB8429323 • NHR BROKERAGE LLC, Madalina Tat
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Solivita
![1405 HARBOR RIDGE DR, KISSIMMEE, FL, 347..., Kissimmee, FL 34759]()
2 beds
|2 baths
|1,543 sq ft
|House
1405 HARBOR RIDGE DR, KISSIMMEE, FL, 347...
Community: Solivita
MLS TB8368866 • NHR BROKERAGE LLC, Madalina Tat
The Villages®
![2466 SOPER ST, THE VILLAGES, FL, 32163, The Villages, FL 32163]()
2 beds
|2 baths
|1,148 sq ft
|Villa
2466 SOPER ST, THE VILLAGES, FL, 32163
Community: The Villages®
MLS G5099735 • SALLY LOVE REAL ESTATE INC, Donna ...
Lakes of Mount Dora
![3972 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757]()
3 beds
|2 baths
|2,034 sq ft
|House
3972 KENNEBUNK LOOP, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
MLS O6278492 • DR HORTON REALTY OF CENTRAL FLORID...
Lakes of Mount Dora
![3969 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757]()
2 beds
|2 baths
|1,402 sq ft
|House
3969 KENNEBUNK LOOP, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
MLS O6283826 • DR HORTON REALTY OF CENTRAL FLORID...
Lakes of Mount Dora
![3973 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757]()
2 beds
|2 baths
|1,614 sq ft
|House
3973 KENNEBUNK LOOP, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
MLS O6306025 • DR HORTON REALTY OF CENTRAL FLORID...
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.
Lakes of Mount Dora
![3975 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757]()
2 beds
|2 baths
|1,402 sq ft
|House
3975 KENNEBUNK LOOP, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
MLS O6310369 • DR HORTON REALTY OF CENTRAL FLORID...
The Villages®
![1107 SAN ANTONIO LN, THE VILLAGES, FL, 3..., The Villages, FL 32159]()
3 beds
|2 baths
|2,034 sq ft
|House
1107 SAN ANTONIO LN, THE VILLAGES, FL, 3...
Community: The Villages®
MLS G5098998 • SALLY LOVE REAL ESTATE INC, Carol ...
The Villages®
![16899 SE 96TH CHAPELWOOD CIR, THE VILLAG..., The Villages, FL 32162]()
2 beds
|2 baths
|1,452 sq ft
|House
16899 SE 96TH CHAPELWOOD CIR, THE VILLAG...
Community: The Villages®
MLS G5103543 • SALLY LOVE REAL ESTATE INC, Jeanni...
Spring Lake Towers
![700 MIRROR TER 702, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881]()
2 beds
|2 baths
|1,029 sq ft
|Condo
700 MIRROR TER 702, WINTER HAVEN, FL, 33...
Community: Spring Lake Towers
MLS P4935137 • HUT REALTY, LLC, Daniel Hut
The Villages®
![1607 DORAL CIR, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
2 beds
|2 baths
|1,040 sq ft
|Manufactured Home
1607 DORAL CIR, LADY LAKE, FL, 32159
Community: The Villages®
MLS G5100566 • DOWN HOME REALTY, LLLP, Mike Joy
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The Villages®
![17086 SE 75TH WICKSON CT, THE VILLAGES, ..., The Villages, FL 32162]()
2 beds
|2 baths
|1,150 sq ft
|Villa
17086 SE 75TH WICKSON CT, THE VILLAGES, ...
Community: The Villages®
MLS G5103159 • MORRIS REALTY AND INVESTMENTS, Lin...
VillageWalk at Lake Nona
![11959 FIORE DR, ORLANDO, FL, 32827, Orlando, FL 32827]()
3 beds
|2 baths
|1,554 sq ft
|Halfplex
11959 FIORE DR, ORLANDO, FL, 32827
Community: VillageWalk at Lake Nona
MLS O6345155 • EXP REALTY LLC, Lissette Sanchez
Plantation Bay Golf & Country Club
![1216 HAMPSTEAD LN, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174]()
3 beds
|2 baths
|1,973 sq ft
|House
1216 HAMPSTEAD LN, ORMOND BEACH, FL, 321...
Community: Plantation Bay Golf & Country Club
MLS FC312756 • VENTURE DEVELOPMENT REALTY,INC, El...
Plantation at Leesburg
![25221 QUAIL CROFT PL, LEESBURG, FL, 3474..., Leesburg, FL 34748]()
2 beds
|2 baths
|2,392 sq ft
|House
25221 QUAIL CROFT PL, LEESBURG, FL, 3474...
Community: Plantation at Leesburg
MLS O6281816 • EXP REALTY LLC, Veronica Figueroa
Cypress Lakes
![2165 CYPRESS CROSS DR, LAKELAND, FL, 338..., Lakeland, FL 33810]()
3 beds
|2 baths
|1,691 sq ft
|Manufactured Home
2165 CYPRESS CROSS DR, LAKELAND, FL, 338...
Community: Cypress Lakes
MLS L4956520 • KELLER WILLIAMS REALTY SMART, Ben ...
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.
Harbor Hills Country Club
![5311 SADDLEBACK CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
3 beds
|2 baths
|2,256 sq ft
|House
5311 SADDLEBACK CT, LADY LAKE, FL, 32159
Community: Harbor Hills Country Club
MLS O6315537 • KELLER WILLIAMS ADVANTAGE 2 REALTY...
Cresswind at Victoria Gardens
![1018 HERON POINT CIR, DELAND, FL, 32724, Deland, FL 32724]()
4 beds
|3 baths
|2,091 sq ft
|House
1018 HERON POINT CIR, DELAND, FL, 32724
Community: Cresswind at Victoria Gardens
MLS V4942681 • GREENE REALTY OF FLORIDA LLC, Heat...
Traditions at Lake Ruby
![3832 TRADITIONS BLVD, WINTER HAVEN, FL, ..., Winter Haven, FL 33884]()
3 beds
|2 baths
|2,109 sq ft
|House
3832 TRADITIONS BLVD, WINTER HAVEN, FL, ...
Community: Traditions at Lake Ruby
MLS P4932254 • CENTURY 21 MYERS REALTY, Michael B...
Pelican Bay Daytona Beach
![124 LOON CT, DAYTONA BEACH, FL, 32119, Daytona Beach, FL 32119]()
2 beds
|2 baths
|1,714 sq ft
|House
124 LOON CT, DAYTONA BEACH, FL, 32119
Community: Pelican Bay Daytona Beach
MLS 1216613 • Clayton Realty Group, LLC, Julie Cl...
Twin Lakes
![2632 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772]()
3 beds
|3 baths
|2,335 sq ft
|House
2632 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3...
Community: Twin Lakes
MLS O6355744 • METROPOLIS R.E. SOLUTIONS, LLC, Me...
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Highland Lakes
![5925 GRASS CT, LEESBURG, FL, 34748, Leesburg, FL 34748]()
MLS G5101361 • BROKER BRYANT REALTY, Bryant Tutas
Heritage Isle
![3722 CARAMBOLA CIR, VIERA, FL, 32940, Viera, FL 32940]()
3 beds
|2 baths
|1,875 sq ft
|House
3722 CARAMBOLA CIR, VIERA, FL, 32940
Community: Heritage Isle
MLS 1059771 • Misty Morrison Real Estate, Misty A...
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...
Kings Ridge
![3550 CHESSINGTON ST, CLERMONT, FL, 34711, Clermont, FL 34711]()
3 beds
|2 baths
|1,922 sq ft
|House
3550 CHESSINGTON ST, CLERMONT, FL, 34711
Community: Kings Ridge
MLS O6342914 • ORLANDO REALTY SOLUTIONS LLC, Pete...
Plantation at Leesburg
![5413 BARNWELL CT, LEESBURG, FL, 34748, Leesburg, FL 34748]()
2 beds
|2 baths
|2,383 sq ft
|House
5413 BARNWELL CT, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS G5102416 • BHHS FLORIDA REALTY, Candace Van W...
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2,487
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near Winter Park
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