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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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66 listings found in windermere

11642 Water Run Aly, FL
ActiveTownhouse

$2,650 /mo

11642 Water Run Aly

Windermere, FL 34786

3 bd · 3 ba · 1,624 sqft

Ashlin Park Ph 2

MLS# S5141662

6131 Payne Stewart Dr, FL
ActiveSingle Family Residence360°

$12,000 /mo

6131 Payne Stewart Dr

Windermere, FL 34786

3 bd · 3 ba · 2,646 sqft

Isleworth

MLS# O6374126

7307 Ella Ln, FL
ActiveSingle Family Residence360°

$3,800 /mo

7307 Ella Ln

Windermere, FL 34786

3 bd · 3 ba · 1,988 sqft

Windermere Sound

MLS# O6370761

9701 Lake Isleworth Ct, FL
ActiveSingle Family Residence

$12,500 /mo

9701 Lake Isleworth Ct

Windermere, FL 34786

3 bd · 3 ba · 3,535 sqft

Isleworth

MLS# O6385693

311 E 8th Ave, FL
ActiveSingle Family Residence360°

$6,000 /mo

311 E 8th Ave

Windermere, FL 34786

5 bd · 4 ba · 3,805 sqft

Windermere Town

MLS# O6364016

12863 Holdenbury Ln, FL
ActiveSingle Family Residence360°

$2,850 /mo

12863 Holdenbury Ln

Windermere, FL 34786

3 bd · 2 ba · 2,148 sqft

Lakes Of Windermere

MLS# O6393800

1351 Glenwick Dr, FL
ActiveSingle Family Residence360°

$4,500 /mo

1351 Glenwick Dr

Windermere, FL 34786

5 bd · 4 ba · 4,000 sqft

Reserve At Belmere

MLS# O6369599

4326 Isabella Cir, FL
ActiveSingle Family Residence360°

$14,000 /mo

4326 Isabella Cir

Windermere, FL 34786

5 bd · 6 ba · 5,507 sqft

Casabella

MLS# O6397512

8658 Brookvale Dr, FL
ActiveTownhouse360°

$2,450 /mo

8658 Brookvale Dr

Windermere, FL 34786

3 bd · 3 ba · 1,406 sqft

Lakes/Windermere Lake Reams Twnh

MLS# O6401553

8470 Iron Mountain Trl, FL
ActiveTownhouse360°

$2,800 /mo

8470 Iron Mountain Trl

Windermere, FL 34786

3 bd · 3 ba · 1,644 sqft

Windermere Trls Prcl 3

MLS# S5147220

3636 Lake Buynak Rd, FL
ActiveSingle Family Residence360°

$3,500 /mo

3636 Lake Buynak Rd

Windermere, FL 34786

2 bd · 2 ba · 1,855 sqft

Lake Buynak Estates

MLS# O6403466

2844 Midsummer Dr, FL
ActiveSingle Family Residence360°

$7,500 /mo

2844 Midsummer Dr

Windermere, FL 34786

4 bd · 4 ba · 3,328 sqft

Lake Down Shores Rep

MLS# O6371115

12030 Silverlake Park Dr, FL
ActiveSingle Family Residence360°

$2,850 /mo

12030 Silverlake Park Dr

Windermere, FL 34786

4 bd · 3 ba · 2,068 sqft

MLS# S5148671

11434 Jasper Kay Ter #1101, FL
ActiveCondominium360°

$2,500 /mo

11434 Jasper Kay Ter #1101

Windermere, FL 34786

3 bd · 2 ba · 1,442 sqft

Lakeside/Lks/Windermere

MLS# O6404802

1243 Dingens Ave, FL
ActiveSingle Family Residence360°

$3,000 /mo

1243 Dingens Ave

Windermere, FL 34786

4 bd · 3 ba · 1,928 sqft

Gotha Town

MLS# O6300024

7401 Ella Ln, FL
ActiveSingle Family Residence360°

$3,700 /mo

7401 Ella Ln

Windermere, FL 34786

4 bd · 4 ba · 2,350 sqft

Windermere Sound Ph 2

MLS# O6402770

12876 Calderdale Ave, FL
ActiveTownhouse

$2,400 /mo

12876 Calderdale Ave

Windermere, FL 34786

3 bd · 3 ba · 1,480 sqft

Wickham Park 04 05 06 09 10 11 12 01

MLS# O6406093

3999 Isabella Cir, FL
ActiveSingle Family Residence360°

$15,950 /mo

3999 Isabella Cir

Windermere, FL 34786

6 bd · 8 ba · 6,881 sqft

Casabella Ph 2

MLS# O6320216

8642 Powder Ridge Trl, FL
ActiveTownhouse360°

$2,850 /mo

8642 Powder Ridge Trl

Windermere, FL 34786

4 bd · 3 ba · 1,890 sqft

Windermere Trls Ph 1c

MLS# O6401509

11564 Mizzon Dr #109, FL
ActiveCondominium360°

$2,150 /mo

11564 Mizzon Dr #109

Windermere, FL 34786

2 bd · 2 ba · 1,161 sqft

Lakeside/Lks/Windermere

MLS# O6406185

5513 Somersby Rd, FL
ActiveTownhouse360°

$2,600 /mo

5513 Somersby Rd

Windermere, FL 34786

3 bd · 2 ba · 1,706 sqft

Tennyson Pk/Summerport

MLS# O6406305

12357 Via Derna Pl, FL
ActiveTownhouse360°

$2,750 /mo

12357 Via Derna Pl

Windermere, FL 34786

3 bd · 3 ba · 1,919 sqft

Carrington

MLS# O6405969

11051 Coniston Way, FL
ActiveSingle Family Residence

$13,000 /mo

11051 Coniston Way

Windermere, FL 34786

5 bd · 6 ba · 5,498 sqft

Reserve At Lake Butler Sound

MLS# O6392514

9031 Legado Dr, FL
ActiveTownhouse360°

$2,750 /mo

9031 Legado Dr

Windermere, FL 34786

3 bd · 3 ba · 1,547 sqft

Legado

MLS# O6404941

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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 11, 2026 at 6:33 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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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

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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

For Sale
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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

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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

For Sale
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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

For Sale
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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

For Sale
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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

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Neighborhood

Clermont

For Sale
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Mount Dora

For Sale
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Neighborhood

Tavares

For Sale
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Leesburg

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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

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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

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

Neighborhood

Traditions

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

Neighborhood

Lake Shipp Heights

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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

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Heritage Isle

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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

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The Compound

For Sale
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Capron Ridge

For Sale
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Rockledge Country Club

For Sale
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Neighborhood

Historic Cocoa Village

For Sale
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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

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

Neighborhood

Sweetwater Club

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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