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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
All TypesResidentialLandIncome / MultiMap View
ActivePendingSoldAll
PriceAny PriceUnder $300K$300K–$600K$600K–$1MOver $1M
BedsAny1+2+3+4+
SortNewest firstPrice ↑Price ↓

Live Stellar MLS Inventory113,558 active listings

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193 listings found in oldsmar

440 Lakeview Dr, FL
ActiveSingle Family Residence360°

$415,000

440 Lakeview Dr

Oldsmar, FL 34677

3 bd · 2 ba · 1,554 sqft

Manors Of Forest Lakes The

MLS# TB8454195

2005 Hudson Ct, FL
ActiveSingle Family Residence360°

$315,000

2005 Hudson Ct

Oldsmar, FL 34677

2 bd · 1 ba · 1,170 sqft

Bayside Meadows Ph Ii

MLS# W7886259

600 S Woodlands Dr, FL
ActiveVilla

$399,000

600 S Woodlands Dr

Oldsmar, FL 34677

3 bd · 2 ba · 1,952 sqft

East Lake Woodlands Cluster Homes

MLS# TB8488468

358 Lake Way, FL
ClosedManufactured Home360°

$259,900

358 Lake Way

Oldsmar, FL 34677

3 bd · 2 ba · 1,296 sqft

Gull-Aire Village

MLS# TB8486181

1623 Gray Bark Dr, FL
ActiveSingle Family Residence360°

$425,000

1623 Gray Bark Dr

Oldsmar, FL 34677

3 bd · 2 ba · 1,419 sqft

Eastlake Oaks Ph 1

MLS# TB8512588

100 Arbor Ln, FL
ActiveSingle Family Residence360°

$570,000

100 Arbor Ln

Oldsmar, FL 34677

3 bd · 2 ba · 1,852 sqft

East Lake Woodlands

MLS# TB8513463

316 Country Club Dr, FL
ActiveSingle Family Residence

$329,000

316 Country Club Dr

Oldsmar, FL 34677

3 bd · 2 ba · 1,344 sqft

Oldsmar Country Club Estates Sec 3

MLS# TB8508856

10 Lesley Ln, FL
ActiveVilla360°

$299,000

10 Lesley Ln

Oldsmar, FL 34677

2 bd · 2 ba · 1,250 sqft

Quail Forest Cluster Homes

MLS# TB8501611

83 Pelican Dr N, FL
ActiveManufactured Home360°

$205,000

83 Pelican Dr N

Oldsmar, FL 34677

2 bd · 2 ba · 1,056 sqft

Gull-Aire Village

MLS# TB8465003

1815 Driftwood Cir S, FL
ActiveSingle Family Residence360°

$433,900

1815 Driftwood Cir S

Oldsmar, FL 34677

3 bd · 2 ba · 1,855 sqft

Harbor Palms-Unit Two

MLS# W7885693

100 Kilsythe St, FL
ActiveSingle Family Residence

$440,000

100 Kilsythe St

Oldsmar, FL 34677

3 bd · 3 ba · 1,100 sqft

Country Club Add To Oldsmar Rev

MLS# TB8496212

304 Woodlake Wynde #304, FL
ActiveCondominium360°

$164,900

304 Woodlake Wynde #304

Oldsmar, FL 34677

1 bd · 1 ba · 674 sqft

East Lake Woodlands Woodlake Run

MLS# TB8498051

1758 Oak Pond Ct, FL
ActiveSingle Family Residence360°

$585,000

1758 Oak Pond Ct

Oldsmar, FL 34677

6 bd · 3 ba · 2,867 sqft

Eastlake Oaks Ph 4

MLS# TB8507682

1806 Forest Dr, FL
PendingSingle Family Residence360°

$418,000

1806 Forest Dr

Oldsmar, FL 34677

3 bd · 2 ba · 1,539 sqft

Harbor Palms-Unit Three

MLS# TB8442794

1734 Mapleleaf Blvd, FL
ClosedSingle Family Residence360°

$515,000

1734 Mapleleaf Blvd

Oldsmar, FL 34677

4 bd · 3 ba · 2,428 sqft

Eastlake Oaks Ph 4

MLS# TB8492116

2270 Christy Ln, FL
ClosedSingle Family Residence360°

$1,250,000

2270 Christy Ln

Oldsmar, FL 34677

4 bd · 5 ba · 3,993 sqft

Turtle Creek Unit-Three

MLS# TB8477474

4738 Pebble Brook Dr, FL
ClosedSingle Family Residence360°

$535,000

4738 Pebble Brook Dr

Oldsmar, FL 34677

2 bd · 2 ba · 1,938 sqft

Cross Creek - Unit Two

MLS# TB8460875

201 Palmetto Ct #201, FL
ActiveCondominium360°

$129,000

201 Palmetto Ct #201

Oldsmar, FL 34677

2 bd · 2 ba · 1,054 sqft

East Lake Woodlands Cypress Estates

MLS# O6411960

627 Timber Bay Cir W, FL
ActiveSingle Family Residence360°

$310,000

627 Timber Bay Cir W

Oldsmar, FL 34677

3 bd · 2 ba · 1,274 sqft

Shoreview Ph 2

MLS# TB8513485

117 Brent Cir, FL
ActiveTownhouse360°

$475,000

117 Brent Cir

Oldsmar, FL 34677

3 bd · 3 ba · 1,834 sqft

Seaside Estates

MLS# TB8513394

611 Tangerine Dr, FL
ActiveSingle Family Residence360°

$365,000

611 Tangerine Dr

Oldsmar, FL 34677

3 bd · 2 ba · 1,382 sqft

Harbor Palms Unit Eleven

MLS# TB8513141

505 Federal St, FL
Pending360°

$299,000

505 Federal St

Oldsmar, FL 34677

0.35 acres

Oldsmar Rev Map

MLS# TB8505483

602 Bay Lake Trl, FL
ActiveSingle Family Residence360°

$350,000

602 Bay Lake Trl

Oldsmar, FL 34677

3 bd · 2 ba · 1,554 sqft

Shoreview Ph I

MLS# TB8503595

137 Brent Cir, FL
ActiveTownhouse360°

$774,900

137 Brent Cir

Oldsmar, FL 34677

3 bd · 2 ba · 2,309 sqft

Seaside Estates

MLS# O6394251

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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 31, 2026 at 5:26 AM 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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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

For Sale
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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

For Sale
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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

For Sale
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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

For Sale
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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

For Sale
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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

For Sale
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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

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

Neighborhood

St. Cloud

For Sale
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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

For Sale
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Neighborhood

Clermont

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Neighborhood

Mount Dora

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Neighborhood

Tavares

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Leesburg

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Eustis

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Haines City

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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

For Sale
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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

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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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Neighborhood

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

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Capron Ridge

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Rockledge Country Club

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Neighborhood

Historic Cocoa Village

For Sale
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Tortoise Island

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South Patrick Shores

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Riomar

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Aquarina Beach & Country Club

For Sale
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Neighborhood

Snug Harbor

For Sale
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Harbor Heights

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La Cita Country Club

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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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Alafaya

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Colonialtown, Orlando

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Fern Park

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Kenansville

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Oakland

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Orange Tree

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Groveland

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Holly Hill

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Neighborhood

Phillips Landing

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Reunion Resort, Florida

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Ocoee, Florida

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Edgewater

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Ivanhoe, Orlando

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Ocala

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Ormond Beach

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Waterford Lakes, Orlando

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Pine Hills

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Mulberry

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Bay Hill

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Hunter's Creek

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Thornton Park

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Sodo Orlando

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MetroWest, Orlando

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Lady Lake

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Audubon Park, Orlando

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Hourglass District, Orlando

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Delaney Park, Orlando

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Belle Isle

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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