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Central Florida Luxury

Homes for rent.

Luxury inventory across Dr. Phillips, Windermere, Winter Park, Lake Nona, Golden Oak, Bella Collina, and the Butler Chain. Live MLS data direct from Stellar MLS — search by community, price, or feature. For off-market and coming-soon access, join the VIP list.

Closed Sales Volume
$85M

Closed Sales Volume

Families Represented
232

Families Represented

Years Licensed
11

Years Licensed

Zillow Rating
5.0★

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Live Stellar MLS Inventory113,870 active listings

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134 listings found in winter garden

14978 Lebeau Loop, FL
ActiveApartment

$1,800 /mo

14978 Lebeau Loop

Winter Garden, FL 34787

1 bd · 1 ba · 700 sqft

Winding Bay Ph 3

MLS# S5150861

1954 Pantheon Dr, FL
ActiveSingle Family Residence

$3,150 /mo

1954 Pantheon Dr

Winter Garden, FL 34787

4 bd · 3 ba · 2,027 sqft

Alexander Rdg

MLS# O6411897

7849 Freestyle Ln, FL
ActiveSingle Family Residence360°

$7,000 /mo

7849 Freestyle Ln

Winter Garden, FL 34787

4 bd · 3 ba · 3,364 sqft

Isles/Lk Hancock Ph Iii

MLS# O6395909

14387 Braemar St, FL
ActiveSingle Family Residence360°

$2,950 /mo

14387 Braemar St

Winter Garden, FL 34787

4 bd · 3 ba · 2,094 sqft

Highland Rdg Ph 2

MLS# G5111869

430 Southern Pecan Cir #101, FL
ActiveCondominium360°

$1,995 /mo

430 Southern Pecan Cir #101

Winter Garden, FL 34787

2 bd · 2 ba · 1,152 sqft

Southern Pines Condominium

MLS# O6409326

17651 Japonica Bloom Dr, FL
ActiveSingle Family Residence360°

$2,900 /mo

17651 Japonica Bloom Dr

Winter Garden, FL 34787

3 bd · 2 ba · 1,788 sqft

MLS# O6390876

2228 Gopher Tortoise Ter, FL
ActiveTownhouse360°

$2,450 /mo

2228 Gopher Tortoise Ter

Winter Garden, FL 34787

3 bd · 3 ba · 1,620 sqft

Longleaf/Oakland Rep

MLS# G5112979

224 Faulkner St, FL
ActiveSingle Family Residence

$2,865 /mo

224 Faulkner St

Winter Garden, FL 34787

3 bd · 2 ba · 1,591 sqft

Traditions Sub

MLS# O6411344

15367 Gilligan Ct, FL
ActiveSingle Family Residence360°

$3,500 /mo

15367 Gilligan Ct

Winter Garden, FL 34787

4 bd · 3 ba · 2,156 sqft

Winding Bay Ph 1b

MLS# O6397119

14156 Title Way, FL
ActiveSingle Family Residence

$2,850 /mo

14156 Title Way

Winter Garden, FL 34787

4 bd · 4 ba · 2,475 sqft

Storey Grove

MLS# O6403219

15236 Tribute Ovation Way, FL
ActiveTownhouse360°

$3,250 /mo

15236 Tribute Ovation Way

Winter Garden, FL 34787

3 bd · 3 ba · 1,850 sqft

Tribute/Ovation

MLS# O6411042

7972 Minuteman Loop, FL
ActiveSingle Family Residence360°

$2,950 /mo

7972 Minuteman Loop

Winter Garden, FL 34787

4 bd · 2 ba · 1,977 sqft

MLS# O6406618

6131 Elfin Herb Way, FL
ActiveTownhouse360°

$2,800 /mo

6131 Elfin Herb Way

Winter Garden, FL 34787

3 bd · 3 ba · 1,714 sqft

Hamilton Gardens

MLS# O6410620

16822 Wingspread Loop, FL
ActiveSingle Family Residence360°

$3,950 /mo

16822 Wingspread Loop

Winter Garden, FL 34787

4 bd · 3 ba · 2,470 sqft

Hawksmoor Ph 4

MLS# O6402231

1519 Priory Cir, FL
ActiveTownhouse360°

$2,775 /mo

1519 Priory Cir

Winter Garden, FL 34787

3 bd · 3 ba · 1,956 sqft

Stoneybrook West

MLS# O6382465

731 Klondike St, FL
ActiveSingle Family Residence360°

$1,800 /mo

731 Klondike St

Winter Garden, FL 34787

3 bd · 1 ba · 958 sqft

Loveless J S Add 01

MLS# TB8509410

6149 Elfin Herb Way, FL
ActiveTownhouse360°

$2,800 /mo

6149 Elfin Herb Way

Winter Garden, FL 34787

3 bd · 3 ba · 1,714 sqft

Hamilton Gardens

MLS# O6405843

15467 Sugar Citrus Dr, FL
ActiveTownhouse360°

$2,700 /mo

15467 Sugar Citrus Dr

Winter Garden, FL 34787

4 bd · 3 ba · 1,853 sqft

Hamlin Reserve

MLS# S5121940

14755 Masthead Landing Cir, FL
ActiveSingle Family Residence

$3,200 /mo

14755 Masthead Landing Cir

Winter Garden, FL 34787

4 bd · 2 ba · 2,258 sqft

Stoneybrook West

MLS# O6405739

708 Marsh Reed Dr, FL
ActiveSingle Family Residence360°

$2,990 /mo

708 Marsh Reed Dr

Winter Garden, FL 34787

3 bd · 3 ba · 1,985 sqft

Johns Lake Pointe

MLS# O6405579

16593 Barbours Creek Way, FL
ActiveTownhouse360°

$2,850 /mo

16593 Barbours Creek Way

Winter Garden, FL 34787

3 bd · 3 ba · 1,567 sqft

Waterleigh Ph 5

MLS# O6400540

10128 Atwater Bay Dr, FL
ActiveSingle Family Residence360°

$3,800 /mo

10128 Atwater Bay Dr

Winter Garden, FL 34787

5 bd · 4 ba · 2,840 sqft

Waterleigh Ph 2c-2 & 2c-3

MLS# O6411115

8115 Sayings Dr, FL
ActiveTownhouse360°

$2,900 /mo

8115 Sayings Dr

Winter Garden, FL 34787

4 bd · 3 ba · 1,992 sqft

Storey Grove Ph 4

MLS# O6411105

5417 New Independence Pkwy, FL
ActiveTownhouse360°

$2,600 /mo

5417 New Independence Pkwy

Winter Garden, FL 34787

3 bd · 3 ba · 1,506 sqft

Signature Lakes Ph 02 A B H I J

MLS# O6403708

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of May 29, 2026 at 1:24 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA

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Browse by area

The neighborhoods we cover.

Welcome to Dr. Phillips, Florida — area entry sign on Sand Lake Road

Neighborhood

Dr. Phillips

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American flag-painted horse statue in front of the Town of Windermere town hall, FL

Neighborhood

Windermere

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Butler Chain of Lakes — Central Florida lakefront aerial near Windermere and Dr. Phillips

Neighborhood

Butler Chain of Lakes

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Isleworth Country Club's white Mediterranean-style clubhouse with palm-lined drive, Windermere, FL

Neighborhood

Isleworth

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Aerial view of Lake Nona master-planned community, southeast Orlando

Neighborhood

Lake Nona

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Historic Park Avenue in Winter Park, Florida

Neighborhood

Winter Park

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Spanish Colonial estate on the water inside Golden Oak at Walt Disney World

Neighborhood

Golden Oak

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Tuscan hilltop village overlooking blue water — the Italian inspiration behind Bella Collina

Neighborhood

Bella Collina

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Live oak canopy road — the defining image of Gotha, FL

Neighborhood

Gotha

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Wadeview Park — a neighborhood green space in Orlando's SODO district

Neighborhood

SODO

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Lake Eola fountain and Downtown Orlando skyline's Lake Eola condos

Neighborhood

Downtown Orlando Condos

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Lake Eola fountain and Orlando skyline at dusk

Neighborhood

Lake Eola Heights

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Florida waterway with private docks — the lakefront lifestyle of the Conway Chain of Lakes

Neighborhood

Conway Chain of Lakes

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Florida Mediterranean home exterior with palm trees, representative of Stoneybrook East

Neighborhood

Stoneybrook East

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Stoneybrook West community entrance with fountain, monument sign, and championship golf course, Winter Garden FL

Neighborhood

Stoneybrook West

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Lake Lily Park in Maitland, Florida — peaceful lakeside fountain and green parkland

Neighborhood

Maitland

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Cranes Roost Park lake at dusk in Altamonte Springs, Florida

Neighborhood

Altamonte Springs

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Dramatic sunset over Lake Jesup from a boat in Oviedo, Florida

Neighborhood

Oviedo

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Aerial view of Lake Howell in Casselberry, Florida surrounded by residential neighborhoods

Neighborhood

Casselberry

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Boardwalk trail through Senator Park nature preserve in Longwood, Florida

Neighborhood

Longwood

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Lake Apopka north shore — the natural waterfront of Apopka's growing residential market

Neighborhood

Apopka

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Celebration town center and lakefront

Neighborhood

Celebration

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Winter Garden master-planned community — aerial view of clubhouse, resort pool, and tennis courts

Neighborhood

Winter Garden

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Baldwin Park village center and Lake Baldwin

Neighborhood

Baldwin Park

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College Park Edgewater Drive streetscape with Craftsman bungalows and oak canopy

Neighborhood

College Park

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Horizon West community streetscape West Orange County Florida

Neighborhood

Horizon West

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Aerial view of the Cocoa Beach shoreline along the Atlantic Ocean

Neighborhood

Cocoa Beach

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Aerial view of the Satellite Beach oceanfront and Atlantic shoreline

Neighborhood

Satellite Beach

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Aerial view of Indian Harbour Beach with Banana River frontage

Neighborhood

Indian Harbour Beach

For Sale
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Melbourne Beach Atlantic shoreline from the air

Neighborhood

Melbourne Beach

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View of Indialantic from the Melbourne Causeway

Neighborhood

Indialantic

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Lake Washington from the air — Melbourne's largest freshwater lake

Neighborhood

Melbourne

For Sale
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Aerial view of NE Palm Bay residential neighborhoods

Neighborhood

Palm Bay

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Aerial view of Grant-Valkaria rural acreage in South Brevard

Neighborhood

Grant-Valkaria

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Aerial view of mainland Cocoa, FL

Neighborhood

Cocoa

For Sale
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Aerial view of Rockledge, FL — Central Brevard's oldest city

Neighborhood

Rockledge

For Sale
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Aerial view of Merritt Island waterfront residential

Neighborhood

Merritt Island

For Sale
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Aerial view of Viera, FL — Brevard's master-planned community

Neighborhood

Viera

For Sale
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Aerial view of Vero Beach at night from the air — CC BY-SA 4.0 by Kiran891

Neighborhood

Vero Beach

For Sale
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Aerial view of Cape Canaveral and the Atlantic shoreline

Neighborhood

Cape Canaveral

For Sale
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Aerial view of Port St. John residential community

Neighborhood

Port St. John

For Sale
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Rural acreage home on large lot in Mims, far north Brevard County, Florida

Neighborhood

Mims & Scottsmoor

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Indian River and Titusville waterfront view

Neighborhood

Titusville

For Sale
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Sunrise at New Smyrna Beach (photo: Rae K. Hauck, CC BY-SA 3.0)

Neighborhood

New Smyrna Beach

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Balmoral community entrance sign, Windermere, FL

Neighborhood

Balmoral

For Sale
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Cypress Landing community entrance sign, Dr. Phillips, Orlando, FL

Neighborhood

Cypress Landing

For Sale
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The Estates at Cypress Landing community entrance sign, Dr. Phillips, Orlando, FL

Neighborhood

The Estates at Cypress Landing

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Harbor Isle community entrance sign, Windermere, FL

Neighborhood

Harbor Isle

For Sale
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Havencrest community entrance sign, Orlando, FL

Neighborhood

Havencrest

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Lake Down Crest community entrance sign, Windermere, FL

Neighborhood

Lake Down Crest

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Lake Down Village community entrance sign, Windermere, FL

Neighborhood

Lake Down Village

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Marbella community entrance sign, Dr. Phillips, Orlando, FL

Neighborhood

Marbella

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Willow Wood community entrance sign, Dr. Phillips, Orlando, FL

Neighborhood

Willow Wood

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Windsor Hill luxury community entrance sign, Windermere, FL

Neighborhood

Windsor Hill

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Wingrove Estates community entrance sign, Dr. Phillips, Orlando, FL

Neighborhood

Wingrove Estates

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Sunrise over Lake Tohopekaliga with fishing boats in Kissimmee, FL

Neighborhood

Kissimmee

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St. Cloud lakefront park on Lake Tohopekaliga with pavilions and boat docks

Neighborhood

St. Cloud

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Historic First Street in downtown Sanford FL with brick storefronts and restaurants

Neighborhood

Sanford

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Heathrow Country Club golf course in Lake Mary FL with custom homes in background

Neighborhood

Lake Mary

For Sale
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Cross Seminole Trail paved path through Winter Springs FL with cyclists and trees

Neighborhood

Winter Springs

For Sale
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Boardwalk over crystal-clear springs at Gemini Springs State Park in DeBary, FL

Neighborhood

DeBary

For Sale
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Tree-lined residential street in Deltona FL with mature oaks and single-family homes

Neighborhood

Deltona

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Historic Woodland Boulevard in downtown DeLand FL with 1920s commercial buildings and pedestrians

Neighborhood

DeLand

For Sale
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Neighborhood

Clermont

For Sale
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Neighborhood

Mount Dora

For Sale
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Neighborhood

Tavares

For Sale
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Neighborhood

Leesburg

For Sale
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Eustis

For Sale
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Haines City

For Sale
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Auburndale

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Winter Haven

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Lakeland

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Daytona Beach

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Aerial view of ChampionsGate golf course and resort community near Davenport, Florida

Neighborhood

ChampionsGate

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Aerial view of Solivita golf course and resort-style amenity campus in Poinciana, Florida

Neighborhood

Solivita

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Storey Lake Resort clubhouse with lazy river and waterslide in Kissimmee, Florida

Neighborhood

Storey Lake

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Aerial view of Poinciana planned community in Osceola and Polk counties, Florida

Neighborhood

Poinciana

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Lake Buck and walking trail in Harmony master-planned community, St. Cloud, Florida

Neighborhood

Harmony

For Sale
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Tree-lined entry to Weslyn Park at Sunbridge, St. Cloud, Florida

Neighborhood

Weslyn Park

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Guard-gated entrance to Heathrow community in Lake Mary, Florida

Neighborhood

Heathrow

For Sale
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Guard-gated entrance to Lake Forest community in Sanford, Florida

Neighborhood

Lake Forest

For Sale
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Canopy of mature oaks arching over Markham Woods Road in Seminole County, Florida

Neighborhood

Markham Woods Corridor

For Sale
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Tuscawilla Country Club golf course in Winter Springs, Florida at dusk

Neighborhood

Tuscawilla

For Sale
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Timacuan Golf Club fairway in Lake Mary, Florida, lined with mature trees

Neighborhood

Timacuan

For Sale
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Historic First Street in Sanford, Florida with restored Victorian commercial buildings

Neighborhood

Historic Sanford

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Victoria Park town center with front-porch homes and tree-lined streetscape, DeLand FL

Neighborhood

Victoria Park

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Trails of DeLand gated entrance with mature oak trees lining the entry road

Neighborhood

Trails of DeLand

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Deltona Lakes neighborhood with mature tree canopy lining a residential street, Deltona FL

Neighborhood

Deltona Lakes

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Pelican Bay guard gate entrance with manicured landscaping, Daytona Beach FL

Neighborhood

Pelican Bay

For Sale
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LPGA International championship golf course fairway with water features, Daytona Beach FL

Neighborhood

LPGA International

For Sale
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DeBary SunRail commuter rail station with the emerging Town Center District surrounding area

Neighborhood

DeBary Town Center District

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Aerial view of Lakeview Preserve community in Clermont, Florida with resort pool and tree-lined streets

Neighborhood

Lakeview Preserve

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Highland Ranch community entrance in Clermont, Florida on the US-27 corridor

Neighborhood

Highland Ranch

For Sale
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Central Florida skyline near Clermont and the greater Orlando area

Neighborhood

Wellness Ridge

For Sale
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Gated entrance to Serenoa community in Clermont, Florida on the US-27 south corridor

Neighborhood

Serenoa

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Guard-gated entrance to Country Club of Mount Dora, Florida

Neighborhood

Country Club of Mount Dora

For Sale
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Aerial view of Royal Harbor 55+ community waterfront and boat slips on Lake Harris in Tavares, Florida

Neighborhood

Royal Harbor

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Golf course and amenity center at Royal Highlands 55+ community in Leesburg, Florida

Neighborhood

Royal Highlands

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Aerial view of Plantation at Leesburg 55+ community showing golf courses and activity centers in Leesburg, Florida

Neighborhood

Plantation at Leesburg

For Sale
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Aerial view of Southern Dunes Golf & Country Club fairways in Haines City, Florida

Neighborhood

Southern Dunes

For Sale
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Entrance to Highland Reserve gated community in Haines City, Florida

Neighborhood

Highland Reserve

For Sale
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Traditions clubhouse and resort pool on Lake Ruby in Winter Haven, Florida

Neighborhood

Traditions

For Sale
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Lakefront homes on Lake Shipp in Winter Haven, Florida at sunset

Neighborhood

Lake Shipp Heights

For Sale
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Grasslands Golf & Country Club fairway and custom homes in northwest Lakeland, Florida

Neighborhood

Grasslands Golf & Country Club

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Tree-canopied residential street in Cleveland Heights neighborhood, Lakeland, Florida

Neighborhood

Cleveland Heights

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Lake Hollingsworth waterfront and residential streets in south-central Lakeland, Florida

Neighborhood

South Lakeland / Lake Hollingsworth

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Craftsman bungalow homes on a shaded street in Lakeland's Dixieland Historic District

Neighborhood

Dixieland Historic District

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Suntree

For Sale
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Neighborhood

Heritage Isle

For Sale
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Baytree National

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Indian River Colony Club

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Trasona

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Lansing Island

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Eau Gallie

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Bayside Lakes

For Sale
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The Compound

For Sale
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Capron Ridge

For Sale
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Neighborhood

Rockledge Country Club

For Sale
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Neighborhood

Historic Cocoa Village

For Sale
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Neighborhood

Tortoise Island

For Sale
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Neighborhood

South Patrick Shores

For Sale
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Neighborhood

Riomar

For Sale
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Neighborhood

Aquarina Beach & Country Club

For Sale
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Neighborhood

Snug Harbor

For Sale
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Neighborhood

Harbor Heights

For Sale
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Neighborhood

La Cita Country Club

For Sale
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Neighborhood

Windover Farms

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Forest City neighborhood in Altamonte Springs, Seminole County

Neighborhood

Forest City

For Sale
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Sweetwater Club private golf course along the Little Wekiva River in Longwood

Neighborhood

Sweetwater Club

For Sale
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Lake shoreline in the Apopka and Seminole County area near Bear Lake, Central Florida

Neighborhood

Bear Lake

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Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · All information deemed reliable but not guaranteed · Equal Housing Opportunity · MLS data courtesy of Stellar MLS · Full disclaimer