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Central Florida Luxury

Homes for sale.

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★

Zillow Rating

For SaleFor Rent
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PriceAny PriceUnder $300K$300K–$600K$600K–$1MOver $1M
BedsAny1+2+3+4+
SortNewest firstPrice ↑Price ↓

Live Stellar MLS Inventory113,870 active listings

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133 listings found in osprey

447 N Shore Dr, FL
ActiveSingle Family Residence360°

$499,000

447 N Shore Dr

Osprey, FL 34229

3 bd · 2 ba · 1,874 sqft

Sorrento Shores

MLS# A4684009

4271 Expedition Way #103, FL
ActiveCondominium360°

$280,000

4271 Expedition Way #103

Osprey, FL 34229

2 bd · 2 ba · 1,135 sqft

Bay Street Village

MLS# A4689541

1811 Highland Rd, FL
ActiveTownhouse360°

$417,000

1811 Highland Rd

Osprey, FL 34229

2 bd · 2 ba · 1,725 sqft

Towns-End Shores

MLS# TB8443161

393 N Point Rd #604, FL
ActiveCondominium360°

$795,000

393 N Point Rd #604

Osprey, FL 34229

3 bd · 3 ba · 2,778 sqft

Meridian At The Oaks Preserve

MLS# A4638035

14021 Bellagio Way #309, FL
ActiveCondominium360°

$899,995

14021 Bellagio Way #309

Osprey, FL 34229

3 bd · 3 ba · 2,199 sqft

Villas/Harbor Village

MLS# A4681589

51 Macewen Dr #5, FL
ActiveCondominium360°

$235,000

51 Macewen Dr #5

Osprey, FL 34229

1 bd · 1 ba · 595 sqft

Windsor Lodge At The Oaks

MLS# A4689838

141 N Casey Key Rd, FL
Active360°

$2,850,000

141 N Casey Key Rd

Osprey, FL 34229

0.39 acres

MLS# A4669513

1361 New Forest Ln, FL
ActiveSingle Family Residence360°

$550,000

1361 New Forest Ln

Osprey, FL 34229

3 bd · 2 ba · 2,074 sqft

Rivendell Woodlands

MLS# A4691036

Photo coming soon
ActiveSingle Family Residence

$1,750,000

18 N Casey Key Rd

Osprey, FL 34229

3 bd · 2 ba · 1,977 sqft

Casey Key

MLS# A4669083

Photo coming soon
ActiveSingle Family Residence360°

$749,000

678 Faith Ave

Osprey, FL 34229

3 bd · 3 ba · 2,583 sqft

Trinity Acres

MLS# A4674865

Photo coming soon
ActiveSingle Family Residence

$850,000

21 Bayhead Ln

Osprey, FL 34229

3 bd · 2 ba · 2,246 sqft

Bishopscourt At The Oaks Preserve

MLS# A4664085

Photo coming soon
ActiveDock-Rackominium360°

$35,900

570 Blackburn Point Rd #Lng42

Osprey, FL 34229

Dry Slips At Bellagio Village

MLS# A4677438

Photo coming soon
ActiveVilla360°

$450,000

764 Sarabay Rd #8

Osprey, FL 34229

2 bd · 2 ba · 1,392 sqft

Heron Bay Club Sec I

MLS# A4683747

Photo coming soon
ActiveSingle Family Residence360°

$2,700,000

236 Saint James Park

Osprey, FL 34229

6 bd · 7 ba · 6,246 sqft

Oaks 2 Ph 1

MLS# A4644125

Photo coming soon
ActiveSingle Family Residence360°

$1,950,000

538 Dove Pointe Dr

Osprey, FL 34229

4 bd · 6 ba · 4,346 sqft

Oaks 2 Ph 4-C Pt 3

MLS# A4669491

Photo coming soon
ActiveSingle Family Residence360°

$3,295,000

135 Tina Island Dr

Osprey, FL 34229

3 bd · 5 ba · 2,572 sqft

Sorrento Shores

MLS# A4692366

Photo coming soon
ActiveCondominium360°

$275,000

51 Macewen Dr #12

Osprey, FL 34229

1 bd · 1 ba · 623 sqft

Oaks

MLS# A4690540

Photo coming soon
ActiveTownhouse360°

$294,900

184 Explorer Dr

Osprey, FL 34229

2 bd · 2 ba · 1,244 sqft

Bay Street Village

MLS# A4692249

Photo coming soon
ActiveCondominium360°

$694,000

260 Hidden Bay Dr #304

Osprey, FL 34229

2 bd · 3 ba · 1,950 sqft

Edgewater/Hidden Bay Ph 2 Bldg

MLS# N6142969

Photo coming soon
ActiveSingle Family Residence360°

$1,349,000

365 S Shore Dr

Osprey, FL 34229

3 bd · 2 ba · 1,824 sqft

Sorrento Shores

MLS# N6142101

Photo coming soon
ActiveSingle Family Residence360°

$615,000

408 Park Trace Blvd

Osprey, FL 34229

3 bd · 3 ba · 1,840 sqft

Park Trace Estates

MLS# A4685004

Photo coming soon
ActiveSingle Family Residence360°

$569,000

583 Pine Ranch East Rd

Osprey, FL 34229

4 bd · 2 ba · 2,203 sqft

Bay Oaks Estates

MLS# A4670669

Photo coming soon
ActiveSingle Family Residence360°

$425,000

107 Sorrento Dr

Osprey, FL 34229

2 bd · 2 ba · 1,284 sqft

Sorrento Shores

MLS# N6143210

Photo coming soon
ActiveCondominium360°

$235,000

51 Macewen Dr #11

Osprey, FL 34229

1 bd · 1 ba · 623 sqft

Windsor Lodge At The Oaks

MLS# A4679180

← PreviousPage 3 of 6Next →
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 12, 2026 at 4:24 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

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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

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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

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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

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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

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Neighborhood

Eustis

For Sale
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Neighborhood

Haines City

For Sale
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Neighborhood

Auburndale

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Neighborhood

Winter Haven

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Neighborhood

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

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

Neighborhood

Poinciana

For Sale
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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

For Sale
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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

For Sale
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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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Neighborhood

Suntree

For Sale
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Neighborhood

Heritage Isle

For Sale
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Neighborhood

Baytree National

For Sale
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Neighborhood

Indian River Colony Club

For Sale
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Trasona

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Lansing Island

For Sale
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Eau Gallie

For Sale
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Neighborhood

Bayside Lakes

For Sale
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Neighborhood

The Compound

For Sale
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Neighborhood

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

For Sale
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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

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