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Winter Park, FL 55+ active adult communities & homes for sale - Page 51
90 communities near Winter Park
2,513 homes near Winter Park
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4 rating (17 reviews)
![The Villages®]()
$100ks
- $1Ms
The Villages®, The Villages, FL
New and Resale
|
55+ age-restricted
|
Built 1978 - present
|
70,000 homes
4.7 rating (18 reviews)
![Solivita]()
$300ks
- $700ks
Solivita, Kissimmee, FL
New and Resale
|
55+ age-restricted
|
Built 2000 - present
|
5,900 homes
4.5 rating (11 reviews)
![Spruce Creek Country Club]()
$100ks
- $400ks
Spruce Creek Country Club, Summerfield, FL
Resale Only
|
55+ age-restricted
|
Built 1996 - 2007
|
3,250 homes
$300ks
- $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale
|
Age-targeted
|
Built 2004 - present
|
1,561 homes
5 rating (2 reviews)
![Plantation at Leesburg]()
$100ks
- $300ks
Plantation at Leesburg, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1987 - 2008
|
2,820 homes
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3.6 rating (48 reviews)
![Latitude Margaritaville]()
$300ks
- $800ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only
|
55+ age-restricted
|
Built 2017 - 2025
|
3,900 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 (1 reviews)
![Plantation Bay Golf &...]()
$400ks
- $2Ms
Plantation Bay Golf &..., Ormond Beach, FL
New and Resale
|
Age-targeted
|
Built 1988 - present
|
3,500 homes
5 rating (3 reviews)
![Lake Ashton]()
$200ks
- $500ks
Lake Ashton, Lake Wales, FL
Resale Only
|
55+ age-restricted
|
Built 2002 - present
|
1,600 homes
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3.8 rating (4 reviews)
![Spruce Creek South]()
$100ks
- $200ks
Spruce Creek South, Summerfield, FL
Resale Only
|
55+ age-restricted
|
Built 1989 - 1995
|
1,650 homes
5 rating (8 reviews)
![Royal Highlands]()
$200ks
- $400ks
Royal Highlands, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2006
|
1,500 homes
5 rating (1 reviews)
![Del Webb Sunbridge]()
$400ks
- $800ks
Del Webb Sunbridge, St. Cloud, FL
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
1,300 homes
5 rating (7 reviews)
![Kings Ridge]()
$200ks
- $400ks
Kings Ridge, Clermont, FL
Resale Only
|
55+ age-restricted
|
Built 1995 - 2000
|
2,088 homes
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$200ks
- $800ks
Grand Haven, Palm Coast, FL
New and Resale
|
Age-targeted
|
Built 1997 - present
|
1,901 homes
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 (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
Halifax Plantation, Ormond Beach, FL
New and Resale
|
Age-targeted
|
Built 1980 - present
|
1,000 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.
5 rating (1 reviews)
![Sandpiper Golf & Coun...]()
$100ks
- $300ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale
|
55+ age-restricted
|
Built 1985 - present
|
1,193 homes
2.8 rating (6 reviews)
![Arlington Ridge]()
$200ks
- $500ks
Arlington Ridge, Leesburg, FL
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
629 homes
$100ks
- $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only
|
Age-targeted
|
Built 1980 - 2006
|
1,806 homes
4 rating (4 reviews)
![Lakes of Mount Dora]()
$300ks
- $900ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
950 homes
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4 rating (2 reviews)
![Harbor Hills Country Club]()
$300ks
- $900ks
Harbor Hills Country Club, Lady Lake, FL
New and Resale
|
Age-targeted
|
Built 1989 - present
|
940 homes
1 rating (1 reviews)
![Sullivan Ranch]()
$200ks
- $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2020
|
692 homes
3.6 rating (5 reviews)
![Heritage Hills]()
$200ks
- $400ks
Heritage Hills, Clermont, FL
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
1,154 homes
5 rating (2 reviews)
![Heritage Isle]()
$300ks
- $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.
4.8 rating (6 reviews)
![Highland Lakes]()
$100ks
- $200ks
Highland Lakes, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1990 - 1999
|
938 homes
5 rating (1 reviews)
![Royal Harbor]()
$200ks
- $800ks
Royal Harbor, Tavares, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2008
|
755 homes
5 rating (8 reviews)
![Pennbrooke Fairways]()
<$100k
- $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1980 - 2004
|
1,200 homes
$300ks
- $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
557 homes
5 rating (1 reviews)
![Cresswind at Victoria Gar...]()
$200ks
- $600ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only
|
55+ age-restricted
|
Built 2001 - 2022
|
1,070 homes
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$100ks
- $200ks
Scottish Highlands, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1983 - 1992
|
653 homes
3.8 rating (5 reviews)
![Traditions at Lake Ruby]()
$200ks
- $300ks
Traditions at Lake Ruby, Winter Haven, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2020
|
552 homes
4.4 rating (16 reviews)
![Del Webb Orlando]()
$200ks
- $500ks
Del Webb Orlando, Davenport, FL
Resale Only
|
55+ age-restricted
|
Built 2007 - 2021
|
937 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
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
- $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
258 homes
$200ks
- $400ks
The Lakes at Harmony, Harmony, FL
New and Resale
|
55+ age-restricted
|
Built 2016 - present
|
400 homes
$200ks
- $400ks
Summer Trees, Port Orange, FL
Resale Only
|
55+ age-restricted
|
Built 1976 - 2005
|
500 homes
$400ks
- $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale
|
Age-targeted
|
Built 1985 - present
|
976 homes
Want to learn more about 55+ communities in Winter Park?
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Questions? Call us:
(888) 625-4885
$100ks
- $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only
|
55+ age-restricted
|
Built 1982 - 1987
|
545 homes
Indian River Colony Club
![1484 INDEPENDENCE AVE, MELBOURNE, FL, 32..., Melbourne, FL 32940]()
3 beds
|2 baths
|1,728 sq ft
|House
1484 INDEPENDENCE AVE, MELBOURNE, FL, 32...
Community: Indian River Colony Club
MLS 1060790 • Four Star Real Estate LLC, Robin St...
Spruce Creek Country Club
![9033 SE 135TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491]()
3 beds
|2 baths
|1,726 sq ft
|House
9033 SE 135TH LOOP, SUMMERFIELD, FL, 344...
Community: Spruce Creek Country Club
MLS OM712350 • JUDY L. TROUT REALTY, Judy Trout
Royal Palm
![5415 SWORDFERN CT, PORT ORANGE, FL, 3212..., Port Orange, FL 32128]()
3 beds
|3 baths
|1,942 sq ft
|House
5415 SWORDFERN CT, PORT ORANGE, FL, 3212...
Community: Royal Palm
MLS NS1086360 • EXECUTIVE REALTY GROUP LLC, Lee T...
Royal Highlands
![5124 LINKS LN, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|2 baths
|1,759 sq ft
|House
5124 LINKS LN, LEESBURG, FL, 34748
Community: Royal Highlands
MLS G5103861 • FLORIDA PLUS REALTY, LLC, Claire B...
The Villages®
![6370 DANIELSON LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32163]()
3 beds
|2 baths
|1,459 sq ft
|House
6370 DANIELSON LOOP, THE VILLAGES, FL, 3...
Community: The Villages®
MLS G5103774 • SALLY LOVE REAL ESTATE, Donna Pull...
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Highland Lakes
![5609 ROSEWALL CIR, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|3 baths
|2,251 sq ft
|House
5609 ROSEWALL CIR, LEESBURG, FL, 34748
Community: Highland Lakes
MLS G5103638 • COLDWELL BANKER REALTY, Sara Suthe...
Royal Highlands
![5610 KING JAMES AVE, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|2 baths
|1,606 sq ft
|House
5610 KING JAMES AVE, LEESBURG, FL, 34748
Community: Royal Highlands
MLS G5103826 • RE/MAX PREMIER REALTY, Hope Wilson
The Villages®
![9671 SE 168TH MAPLESONG LN, THE VILLAGES..., The Villages, FL 32162]()
3 beds
|2 baths
|1,527 sq ft
|House
9671 SE 168TH MAPLESONG LN, THE VILLAGES...
Community: The Villages®
MLS G5103842 • LPT REALTY, LLC, Douglas Troyer
Silver Lakes
![2206 SILVER LAKES DR, LAKELAND, FL, 3381..., Lakeland, FL 33810]()
3 beds
|2 baths
|1,597 sq ft
|House
2206 SILVER LAKES DR, LAKELAND, FL, 3381...
Community: Silver Lakes
MLS L4956889 • REMAX EXPERTS, Kara Severit
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.
Sullivan Ranch
![22035 BELGIAN CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757]()
3 beds
|2 baths
|1,663 sq ft
|Villa
22035 BELGIAN CT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
MLS O6356010 • SPARROW REALTY & RENTALS, Marc Spe...
Traditions at Lake Ruby
![3686 PLYMOUTH DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884]()
4 beds
|3 baths
|2,404 sq ft
|House
3686 PLYMOUTH DR, WINTER HAVEN, FL, 3388...
Community: Traditions at Lake Ruby
MLS P4936787 • CENTURY 21 MYERS REALTY LAKE WALES...
The Villages®
![3358 BRIANNA LN, THE VILLAGES, FL, 32163, The Villages, FL 32163]()
3 beds
|2 baths
|1,419 sq ft
|House
3358 BRIANNA LN, THE VILLAGES, FL, 32163
Community: The Villages®
MLS O6356015 • LPT REALTY, LLC, Pattie Mann
The Villages®
![1222 ZAPATA PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
2 beds
|1 baths
|936 sq ft
|Manufactured Home
1222 ZAPATA PL, LADY LAKE, FL, 32159
Community: The Villages®
MLS OM712295 • LEGACY REALTY & ASSOCIATES, Mailyn...
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Huntington at Hunter's Ridge
![42 HUNTINGTON PL, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174]()
4 beds
|2 baths
|2,003 sq ft
|House
42 HUNTINGTON PL, ORMOND BEACH, FL, 3217...
Community: Huntington at Hunter's Ridge
MLS V4945587 • RE/MAX SIGNATURE, Rola Michael
Venetian Bay
![206 VENETIAN PALMS BLVD, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168]()
3 beds
|3 baths
|2,040 sq ft
|House
206 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...
Community: Venetian Bay
MLS NS1086366 • ENGEL & VOLKERS NEW SMYRNA, Marin...
The Villages®
![5180 LEXINGTON CIR, WILDWOOD, FL, 34785, Wildwood, FL 34785]()
3 beds
|2 baths
|1,932 sq ft
|Manufactured Home
5180 LEXINGTON CIR, WILDWOOD, FL, 34785
Community: The Villages®
MLS O6355865 • SAND DOLLAR REALTY GROUP INC, Robe...
Carlsberg Estates on Lake Suzanne
![364 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859]()
2 beds
|2 baths
|1,387 sq ft
|House
364 LAKE SUZANNE DR, LAKE WALES, FL, 338...
Community: Carlsberg Estates on Lake Suzanne
MLS P4936827 • CENTURY 21 WATSON & MYERS REALTY, ...
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
![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
Pelican Bay Daytona Beach
![101 BOB WHITE CT APT 1, DAYTONA BEACH, F..., Daytona Beach, FL 32119]()
3 beds
|3 baths
|1,527 sq ft
|Condo
101 BOB WHITE CT APT 1, DAYTONA BEACH, F...
Community: Pelican Bay Daytona Beach
MLS 1219298 • Century 21 Sundance Realty, Susan S...
The Villages®
![8617 SE 168TH KITTREDGE LOOP, THE VILLAG..., The Villages, FL 32162]()
3 beds
|2 baths
|1,850 sq ft
|House
8617 SE 168TH KITTREDGE LOOP, THE VILLAG...
Community: The Villages®
MLS G5101406 • LPT REALTY, LLC, Sara Chase
The Villages®
![1850 LAKE RIDGE DR, THE VILLAGES, FL, 32..., The Villages, FL 32162]()
3 beds
|3 baths
|2,964 sq ft
|House
1850 LAKE RIDGE DR, THE VILLAGES, FL, 32...
Community: The Villages®
MLS G5103482 • RE/MAX PREMIER REALTY, Matthew Rob...
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Grand Isle
![1422 KEYS GATE DR, MELBOURNE, FL, 32940, Melbourne, FL 32940]()
3 beds
|2 baths
|2,011 sq ft
|House
1422 KEYS GATE DR, MELBOURNE, FL, 32940
Community: Grand Isle
MLS 1060491 • RE/MAX Aerospace Realty, Teresa Fer...
Huntington at Hunter's Ridge
![5 CRANE FIELD RD, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174]()
3 beds
|2 baths
|2,034 sq ft
|House
5 CRANE FIELD RD, ORMOND BEACH, FL, 3217...
Community: Huntington at Hunter's Ridge
MLS V4945573 • EXP REALTY LLC, Archie Nevins
Highland Lakes
![5616 LAVER ST, LEESBURG, FL, 34748, Leesburg, FL 34748]()
MLS G5103058 • COLDWELL BANKER REALTY, Sara Suthe...
Tohoqua Reserve
![1973 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744]()
3 beds
|2 baths
|1,701 sq ft
|House
1973 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
MLS P4936815 • KELLER WILLIAMS REALTY SMART 1, An...
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.
Four Seasons at Orlando
![1825 FLORA PASS PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747]()
2 beds
|2 baths
|1,557 sq ft
|Villa
1825 FLORA PASS PL, KISSIMMEE, FL, 34747
Community: Four Seasons at Orlando
MLS O6355192 • VIVA ORLANDO REALTY INC., Susan Ri...
Carmel Condominium
![1410 HUNTINGTON LN 1203, ROCKLEDGE, FL, ..., Rockledge, FL 32955]()
2 beds
|2 baths
|1,008 sq ft
|Condo
1410 HUNTINGTON LN 1203, ROCKLEDGE, FL, ...
Community: Carmel Condominium
MLS 1060366 • Realty World Curri Properties, Eile...
Spruce Creek Country Club
![13536 SE 97TH TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491]()
2 beds
|2 baths
|1,936 sq ft
|House
13536 SE 97TH TERRACE RD, SUMMERFIELD, F...
Community: Spruce Creek Country Club
MLS OM712132 • RE/MAX FOXFIRE - SUMMERFIELD, Eile...
Summit Greens
![791 WOLF CREEK ST, CLERMONT, FL, 34711, Clermont, FL 34711]()
2 beds
|2 baths
|1,256 sq ft
|House
791 WOLF CREEK ST, CLERMONT, FL, 34711
Community: Summit Greens
MLS NS1086330 • ENGEL & VOLKERS NEW SMYRNA, Maxim...
Latitude Margaritaville
![235 CORAL REEF WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124]()
3 beds
|2 baths
|1,558 sq ft
|House
235 CORAL REEF WAY, DAYTONA BEACH, FL, 3...
Community: Latitude Margaritaville
MLS 1219214 • Bob Hodges and Sons Realty, Kelley ...
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Plantation at Leesburg
![4242 LEAFWAY CIR, LEESBURG, FL, 34748, Leesburg, FL 34748]()
2 beds
|2 baths
|2,297 sq ft
|House
4242 LEAFWAY CIR, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS O6354460 • WYNNMORE REALTY LLC, Cora Johnson
Lake Ashton
![5337 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884]()
3 beds
|2 baths
|1,833 sq ft
|House
5337 HOGAN LN, WINTER HAVEN, FL, 33884
Community: Lake Ashton
MLS TB8440646 • KEYS TO THE BAY REAL ESTATE, Nich...
The Villages®
![3818 MIRAGALIA LN, THE VILLAGES, FL, 321..., The Villages, FL 32163]()
2 beds
|2 baths
|1,051 sq ft
|Villa
3818 MIRAGALIA LN, THE VILLAGES, FL, 321...
Community: The Villages®
MLS G5102972 • FLORIDA FINE HOMES REALTY, LLC, Ca...
The Villages®
![5371 WARM SPRINGS AVE, WILDWOOD, FL, 347..., Wildwood, FL 34785]()
2 beds
|1 baths
|696 sq ft
|House
5371 WARM SPRINGS AVE, WILDWOOD, FL, 347...
Community: The Villages®
MLS OM711975 • FLORIDA CAPITAL REALTY, Dolly Plan...
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.
Spruce Creek Country Club
![9074 SE 135TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491]()
2 beds
|2 baths
|1,672 sq ft
|House
9074 SE 135TH LOOP, SUMMERFIELD, FL, 344...
Community: Spruce Creek Country Club
MLS OM711457 • REALTY ONE GROUP DAVALLS, David St...
Traditions at Lake Ruby
![2853 ATTWATER LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884]()
2 beds
|2 baths
|1,385 sq ft
|Villa
2853 ATTWATER LOOP, WINTER HAVEN, FL, 33...
Community: Traditions at Lake Ruby
MLS P4936736 • REAL BROKER, LLC, Jenelle Grabowic...
Lake Ashton
![4568 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859]()
3 beds
|2 baths
|1,847 sq ft
|House
4568 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
MLS P4936702 • GLOBAL LIFESTYLE LLC, Brad Kirwan
Pennbrooke Fairways
![32831 TIMBERWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|2 baths
|1,757 sq ft
|House
32831 TIMBERWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
MLS G5103527 • CENTURY 21 ALTON CLARK, Kathi Hill
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Venetian Bay
![2937 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168]()
4 beds
|3 baths
|2,070 sq ft
|House
2937 MELETO BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
MLS O6353959 • DE VIVO REALTY LLC, Alessandro De ...
Spruce Creek Country Club
![9330 SE 132ND PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491]()
3 beds
|3 baths
|2,333 sq ft
|House
9330 SE 132ND PL, SUMMERFIELD, FL, 34491
Community: Spruce Creek Country Club
MLS OM711747 • JUDY L. TROUT REALTY, Kevin Boutwe...
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2,513
homes
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