Winter Springs Florida Homes & Condos

For those looking for a residence rather than a vacation spot, Winter Springs is a fantastic option. Close to Orlando, but still with a unique identity of its own, Winter Springs brings together everything you'll love about the Sunshine State.

Winter Springs is located within Seminole County, and it has a population of slightly over 33,000. The average household size in Winter Springs is 2.69, revealing that the city is home to a number of families.

The elevation of Winter Springs is just 52 feet above sea level, and the climate is warm and subtropical for most of the year. Winter Springs is just 30 minutes away from the Orlando International Airport and a mere 20 minutes away from Downtown Orlando, making it an incredibly convenient spot in the heart of the region.

Activities in Winter Springs

With lakes all around Winter Springs, outdoor activities and water sports are popular pastimes. The region is suitable for everything from bird watching to waterskiing or fishing. Winter Springs also offers historic attractions, wineries and breweries, golf courses and several public parks and playgrounds.

Schools in Winter Springs

Winter Springs is a part of the Seminole County Public School System. This is a huge school system with many schools in and around Orlando. Despite its size, however, it boasts impressive ratings, often coming in as one of the top school systems in the state.

 Within Winter Springs, residents will have access to five public elementary schools, two public middle schools, one public high school and additional schools for those with special needs or learning disorders.

Winter Springs as a Desirable Place to Call Home

Winter Springs is a safe, scenic and friendly community. It is just big enough to offer a range of employment opportunities, shops, restaurants and attractions, but not so big that it feels overwhelming to residents.

Of course, with Orlando so close, it is easy to visit for any number of reasons. Commuting into work in Orlando is also a breeze. In years past, Winter Springs was ranked by Money Magazine as one of the top places to live in the United States, and many of its residents would certainly agree with that statement.

Whether you are searching for proximity to Orlando, friendly neighborhoods or scenic landscapes, Winter Springs has it all. Great weather, affordability and countless attractions round out the appeal for this fantastic city in Central Florida.

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Properties For SaleSold Properties
  • Price:$1,900,000
  • Type:Single Family Home
  • Bathrooms:6
  • Living Area:4,769
  • Bedrooms:4
  • Sqft:6,852
  • Year Built:2007
  • MLS:O5572643

Absolutely Stunning Lakefront Home Custom Built By The Renowned Barefoot Brothers Construction Featured In Florida Home Magazine-spring 2016 Edition! This Custom Built Home Was Designed By One Of The Most Elite Designers In The Industry, Mr. Ron Scarpa. This Mediterranean Private Gated Lakefront Home Offers Large Panoramic Windows That Highlight Every Corner Of This Custom Built Home To Enjoy... Read More

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Courtesy of Re/max Innovation
  • Price:$1,675,000
  • Type:Single Family Home
  • Bathrooms:7
  • Living Area:5,800
  • Bedrooms:7
  • Sqft:6,352
  • Year Built:1979
  • Sub:None
  • MLS:O5550012

A Stunning Home Perfect For Entertaining And A Multi-generational Family! This Spectacular Custom Built Freshwater Lake Home Is In The Heart Of The Highly Desirable Area Of Winter Springs, Fl. This 7 Bed 5/2 Bath Home Offers 3 Full En-suites. The 2+ Acre Gated Lakefront Paradise Is On A Private 85-acre, Spring-fed Ski Lake. This Home Features A Custom Gourmet Kitchen With Top Of Line Schuler... Read More

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Courtesy of Re/max Innovation
  • Price:$949,900
  • Type:Single Family Home
  • Bathrooms:4
  • Living Area:3,498
  • Bedrooms:4
  • Sqft:4,219
  • Year Built:2004
  • Sub:St Johns Landing
  • MLS:O5563162

Beautiful Lakefront Custom Home Located In A Gated, Private Enclave Of Just 31 Homes. This Home Has Breathtaking Views From Just About Every Room. Lake Jesup Connects To The St Johns River And Then The Intracoastal Waterway. With Your Own Dock & Electric Boat Lift This Is The Perfect Location For All Boating Enthusiasts. The Home Has Been Updated With Gorgeous Wide Plank Porcelain Wood Tile... Read More

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Courtesy of Hot Properties Of Cntrl Fl Inc
  • Price:$779,000
  • Type:Single Family Home
  • Bathrooms:4
  • Living Area:3,806
  • Bedrooms:5
  • Sqft:5,284
  • Year Built:1998
  • Sub:Reserve At Tuscawilla Ph 2
  • MLS:O5573116

Over The Top Upgrades In This 5 Bedroom, 4 Bath In Gated Reserve Of Tuscawilla On ¾ Acre Conservaton Lot. If You Have Million Dollar Taste, This One Is For You! Drive Up To The Circular Drive And Be Greeted By The Fountain And Elegant Entryway With Covered Slate Porch And Double Doors Doors Leading To Pure Luxury. Stone Wrapped Columns, 14’ And 20’ Ceilings With One Of A Kind Wood And... Read More

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Courtesy of Re/max Town & Country Realty
  • Price:$779,000
  • Type:Single Family Home
  • Bathrooms:5
  • Living Area:4,320
  • Bedrooms:4
  • Sqft:6,093
  • Year Built:1993
  • Sub:Bear Creek Estates
  • MLS:O5552530

Here's Your Opportunity To Own An Executive Home In The Premier Community Of Bear Creek Estates, A Gated Community With 66 Lots Of 1+ Acres. Close Proximity To 417, Provides Easy Access To Sanford & Orlando Airports, As Well As Downtown Orlando. Oviedo Mall And Eateries Are Only Minutes Away. Tucked Away In The Heart Of Tuscawillia, This Home Has Been Maintained Impeccably. Some Of The Many... Read More

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Courtesy of Coldwell Banker Residential Re
  • Price:$725,000
  • Type:Single Family Home
  • Bathrooms:6
  • Living Area:6,588
  • Bedrooms:5
  • Sqft:8,769
  • Year Built:1983
  • Sub:Dunmar Estates
  • MLS:O5550271

Meander Down A Private Road With Gated Access To Your Secluded Southern Colonial-style 5/5.5 Pool Home Overlooking Pristine Acres Complete With Awesome Private, Stocked Pond View. This Eight Bedroom Estate Now Sits On Approximately 1/2 Acres With Dedicated Easements Across The Original 10 Acres And Includes A Main House, Separate 3-car Carriage House With Two Full Bedroom Suites W/kitchens And... Read More

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Courtesy of Olde Town Brokers Inc
  • Price:$699,000
  • Type:Single Family Home
  • Bathrooms:5
  • Living Area:4,392
  • Bedrooms:6
  • Sqft:5,608
  • Year Built:2000
  • Sub:Grand Reserve Sub
  • MLS:O5559293

**welcome To This Extensively Remodeled And Updated Home In The Gated Community Of Grand Reserve Tucked Away In The Heart Of Tuscawilla*better Than New Home Built In 2000* Home Is Protected With*3msafety And Security Window Film S50 Near 400 For Hurricanes*no Bugs With Pestban Built In Control System*entertainer’s Dream With Open Kitchen, Dining And Family Room**kitchen Features 42 Inch... Read More

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Courtesy of Legacy Realty Brokers
  • Price:$652,500
  • Type:Single Family Home
  • Bathrooms:4
  • Living Area:3,718
  • Bedrooms:4
  • Sqft:5,193
  • Year Built:2000
  • Sub:Arrowhead At Tuscawilla Unit 2
  • MLS:O5552267

Move-in Ready!!! Attention To Details... Sought-after Quaint Little Community Of "arrowhead" Tucked Away In The Heart Of Tuscawilla. As You Drive Up The New Landscape Of Plants Will Welcome You Into The Grand Foyer Were Volume Ceiling And The Light And Bright Feel Warms The Space. A Well Planned Floorplan Lays Out The Home For Entertaining And Family Time, While Offering Space For All Members Of... Read More

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Courtesy of Keen Realty Group, Inc.
  • Price:$639,000
  • Type:Single Family Home
  • Bathrooms:6
  • Living Area:4,132
  • Bedrooms:5
  • Sqft:5,192
  • Year Built:1993
  • Sub:Glen Eagle Unit 4
  • MLS:O5526908

Extraordinary Executive Home In The Sought After Community Of Glen Eagle. This Well Appointed Home Has Everything You Are Looking For. Two Master Suites Set This Apart From Other Homes, As This Could Easily Accommodate A Mother-in-law. A Generous Office, Master Bedroom And Two Additional Bedrooms On The 1st Floor Provide Privacy. The Second Floor Boasts Two Large Beautiful Bedrooms, Each With... Read More

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Courtesy of Coldwell Banker Residential Re
  • Price:$635,000
  • Type:Single Family Home
  • Bathrooms:2
  • Living Area:1,788
  • Bedrooms:3
  • Sqft:2,016
  • Year Built:1960
  • Sub:D R Mitchells Surv Of The Levy Grant
  • MLS:O5555913

Beautiful 3 Bedroom, 2 Bath, 1 Car Carport Lakefront Home Located On Lake Jesup Within Short Distance To Central Winds Park, Winter Springs Town Center & High School And The Seminole County Hiking & Riding Trail System. This Well-maintained 1960’s Florida Style Home Is Situated On 2.2 Acres Of Waterfront Property With A Resort Pool Area And A Detached 22’ X 24’ Work Shop. Split Bedroom... Read More

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Courtesy of Absolute Realty Group, Inc.
  • Price:$599,000
  • Type:Single Family Home
  • Bathrooms:4
  • Living Area:2,966
  • Bedrooms:4
  • Sqft:4,427
  • Year Built:1999
  • Sub:Wicklow Greens At Tuscawilla
  • MLS:O5522702

Custom Home In Wicklow Greens Located On Over-sized Lot With Mature Trees That's On The 4th Green Golf Front At Tuscawilla. 4,427 Total Square Footage + 1,400 Square Feet Pool & Deck Under Screen; This Well Built Home Has About 3,000 Square Feet Under A/c. Four Full Bathrooms, Family Room, Separate Dining Room, & Separate Living Room. Large Three Car Side Entry Garage + Storage Room; Garage... Read More

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Courtesy of Re/max 200 Realty
  • Price:$597,825
  • Type:Single Family Home
  • Bathrooms:3
  • Living Area:3,036
  • Bedrooms:4
  • Sqft:3,748
  • Year Built:1979
  • Sub:Winter Spgs Unit 3
  • MLS:O5560021

Large Established Tree Lined Community...completely Remodeled Executive Home, Large Cul-du-sac Lot, Newly Refinished In-ground Salt Water Solar Heated Pool With New Pump And Filter, Kiddy Pool/spa And Tennis Courts. True Chef's Kitchen Features All New Stainless Steel Appliances, 2 Gas Ranges,w/warming Drawers, 2 Microwaves, New Wine Cooler, Ice Machine And Instant Boiling Water Dispenser, Maple... Read More

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Courtesy of Re/max 200 Realty
  • Price:$579,900
  • Type:Single Family Home
  • Bathrooms:5
  • Living Area:3,492
  • Bedrooms:5
  • Sqft:4,860
  • Year Built:2000
  • Sub:Wicklow Greens At Tuscawilla
  • MLS:R4707655

Open House Sunday 1-4 P.m. April 8th. Magnificent Home On The Golf Course In The Exclusive Gated Community Of Wicklow Greens Of Tuscawilla. This Beautiful Custom Home Built By Delorenzo Builders Features Views Of The 2nd Green Of The Tuscawilla Golf Course. Enjoy Living The Country Club Lifestyle In This 5 Bedroom, 4.5 Bath Home. Features Include Tray Ceilings, Crown Mouldings, Architectural... Read More

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Courtesy of Save More Real Estate Of C.f.
  • Price:$550,000
  • Type:Single Family Use
  • Community:Enclave At Dunmar
  • Sub:Dunmar Estates
  • MLS:O5570961

Looking For Some Space, Peace, Quiet, Nice Fishing Lake And Large Oaks Close To Shopping, Restaurants, Hospitals, Etc.? Then Look No Further. This Beautiful 4.44 Acre Home Site Sits Inside Dunmar Estates, The Home Of Several Large Estates And Small Horse Farms. Buy This Gorgeous Piece Of Land And Build Your Custom Home. This Unique Property Is Located About A Half Mile West Of The Main... Read More

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Courtesy of Keene's Pointe Realty
  • Price:$535,000
  • Type:Single Family Home
  • Bathrooms:3
  • Living Area:3,089
  • Bedrooms:5
  • Year Built:1972
  • Sub:Winter Springs Lw
  • MLS:O5566471

City In The Front And Country In The Back! Bring Your Rv, Boats, Jet Skis And More. Located On A Beautifully Landscaped 1-acre Lot, The 5 Bedroom/3 Bathroom Home Includes A Main House With 4 Bedrooms And 2 Bathroom And A Semi-attached Spacious 1 Bedroom/1bath Home W/a Living Space Accenting Sliding Glass Doors Opening To The Pool Area, Fireplace For Relaxation And Custom Kitchen. Large Expansive... Read More

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Courtesy of Coldwell Banker Residential Re
  • Price:$525,000
  • Type:Single Family Home
  • Bathrooms:4
  • Living Area:3,510
  • Community:Chelsea Woods
  • Bedrooms:5
  • Sqft:4,723
  • Year Built:1988
  • Sub:Tuscawilla Unit 14b
  • MLS:O5570255

Stately Manor In Tuscawilla! Custom Built 5 Bedroom Colonial With Over 3500 Sq Feet Of Living Area, A Pool And Spa On 1/2 Acre Lot In Sought After Chelsea Woods. This Custom Home Boasts A Completely Remodeled Eat In Kitchen With Spacious Breakfast Area Leading To The Pool, Huge Separate Living Room (currently Used As An Awesome Billiard/bonus Room) Enormous Family Room With Brick Fireplace,... Read More

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Courtesy of Re/max Town & Country Realty
  • Price:$520,000
  • Type:Single Family Home
  • Bathrooms:4
  • Living Area:3,129
  • Bedrooms:5
  • Sqft:3,886
  • Year Built:1999
  • Sub:Seville Chase
  • MLS:O5570311

Pristine! This Beautiful Executive Pool Home Situated On A Corner Lot In Seville Chase A Gated Community. This Home Is An Entertainers Dream With A Very Spacious Open Triple Split Floor Plan. Entry Foyer Area Surrounded By A Formal Dining Room With Hard Wood Floors. Formal Living Room Has French Doors Which Open To The Lanai And Gorgeous Solar Heated Pool Area. The Chef's Style Kitchen Features... Read More

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Courtesy of Engel & Voelkers Orlando Winter Park
  • Price:$499,900
  • Type:Single Family Home
  • Bathrooms:3
  • Living Area:1,879
  • Bedrooms:3
  • Sqft:2,551
  • Year Built:1971
  • Sub:North Orlando Ranches Sec 01a
  • MLS:O5569927

Rustic, Tranquil, And Nature-filled, This Winter Springs Pool Home Is Ready To Be Embraced By A New Owner. With Almost Five Acres, Zoned For Horses, Set On A Stunning Tree-lined Waterfront, The Outdoors Will Nurture Your Body And Soul Every Single Day. Plentiful Open Spaces In The Front And The Back Create The Perfect Venue For Recreation And Relaxation, And The Mixture Of Shade And Sunshine... Read More

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Courtesy of Redfin Corporation
  • Price:$489,900
  • Type:Single Family Home
  • Bathrooms:4
  • Living Area:3,186
  • Bedrooms:6
  • Sqft:4,006
  • Year Built:1998
  • Sub:Eagles Point Ph 5
  • MLS:O5563656

Location! Eagles Point, Desired Cul-de-sac Executive Residence! A Beautiful Home With A Totally Updated Quintessential Kitchen. This Is A Real Chef's Kitchen. Marble Counter Tops, High End Custom Wood Cabinetry, Soft Close Doors/drawers In Handsome Wood Tones. 48" Gas Range, 6 Burners, 2 Griddles & A Pot Filler! Two Convection Gas Ovens, Plus A Sanyo Steamer/convection/microwave Oven! Vented Hood... Read More

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Courtesy of Charles Rutenberg Rlty Orlando
  • Price:$485,000
  • Type:Single Family Home
  • Bathrooms:4
  • Living Area:3,719
  • Bedrooms:5
  • Sqft:4,868
  • Year Built:1999
  • Sub:Seville Chase
  • MLS:O5539812

Majestic Pool Home Located In The Desirable Gated Community Of Seville Chase In The Tuskawilla Area. Beautiful Tree Lined Street Leading To This Lovely, 5 Bedroom 4 Bathroom Home With Den/study Nested In A Tranquil Cul -de-sac Surrounded By Lots Of Greenery; Pool And Lanai Area Are A Florida Home Owner's Delight. Master Suite Provides A Private Escape With Large Sitting Area And Dramatic... Read More

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Courtesy of Watson Realty Corp
  • Price:$484,900
  • Type:Single Family Home
  • Bathrooms:3
  • Living Area:3,049
  • Bedrooms:5
  • Sqft:4,016
  • Year Built:2004
  • Sub:Barrington Estates
  • MLS:O5567365

Amazing 5-bedroom Oviedo/winter Springs Pool Home Located In The Sought After Barrington Estates Gated Subdivision. From The Moment You Pull Through Your Semi-circle Paved Driveway On The Large Over Sized Lot You Will Feel Right At Home. The Double Glass Doors Bring You And The Natural Light Into This Open Concept Plan But With A Traditional Flavor As The Home Has A Formal Dining Room And... Read More

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Courtesy of Re/max Town & Country Realty
  • Price:$479,000
  • Type:Single Family Home
  • Bathrooms:3
  • Living Area:3,107
  • Bedrooms:4
  • Sqft:3,656
  • Year Built:1994
  • Sub:Chestnut Ridge
  • MLS:O5571524

Stunning Home Located In Chestnut Ridge, A Quiet Neighborhood Of Tuscawilla. This Well Appointed Home Boasts Over 3000 Sf Of Living - 4 Bedroom Plus Bonus Area And 2.5 Baths. Generous Living Space With Soaring Ceilings, 5 Inch Crown Molding, Wood Floors, Plantation Shutters And An Abundance Of Natural Light. Gourmet Kitchen With Wood Cabinets, Exotic Brazilian River Rock Granite, Custom Built... Read More

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Courtesy of Winter Park Land Co.
  • Price:$464,900
  • Type:Single Family Home
  • Bathrooms:2
  • Living Area:2,660
  • Bedrooms:4
  • Sqft:3,738
  • Year Built:1985
  • Sub:Tuscawilla Unit 12
  • MLS:G4853416

Tuscawilla Beauty Situated On Almost 2/3 Acre With Mature Landscaping. Custom Built By Jim Hughes For Original Owners. This Home Has Been Professionally Renovated And Updated By "details For Construction" In 2016. Tranquil Community Of Hawks Reserve Offers "a" Rated Schools With No Hoa. Upgrades Include Top Grade Quartz Countertops And Upgraded Appliances In Kitchen, Custom Window Casings... Read More

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Courtesy of Richland Properties
  • Price:$459,000
  • Type:Single Family Home
  • Bathrooms:4
  • Living Area:4,139
  • Bedrooms:5
  • Sqft:4,964
  • Year Built:2002
  • Sub:Avery Park
  • MLS:O5569469

Welcome To Avery Park's One Of A Kind Morrison Home. 5br/3.5ba/3 Car Garage / Bonus Room + A 500' Mancave/private Studio. This 4000+ Home Has Been Professionally Renovated; 24" Porcelain Tile, Brazilian Cherry Flooring, Custom Cabinetry, New Lighting, Granite And Stainless Appliances. All The Upgrades Make This Beauty With 14 ' Ceilings And 5" Baseboards And Great Move In Ready Home. The Gas... Read More

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Courtesy of Charles Rutenberg Rlty Orlando
  • Price:$450,000
  • Type:Single Family Home
  • Bathrooms:3
  • Living Area:3,512
  • Bedrooms:4
  • Sqft:5,155
  • Year Built:1982
  • Sub:Tuscawilla Unit 09-b
  • MLS:O5572539

Tuscawilla One Of A Kind Opportunity On Just Under An Acre! Multi-generational Household? Work From Home? Biking/ Running Enthusiast? You Can Have It All. With Over 3500 Sq Ft This Split Level 3 Bedroom 3 Bath Home Features An Additional Downstairs Guest Apartment/4th Bedroom/in Law Suite With Separate Entrance, Private Bath And Kitchenette. From The Main Floor, Go 7 Steps Up To A Giant Master... Read More

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Courtesy of Re/max Town & Country Realty
  • Price:$449,900
  • Type:Single Family Home
  • Bathrooms:4
  • Living Area:3,155
  • Bedrooms:4
  • Sqft:4,102
  • Year Built:2000
  • Sub:North Orlando Ranches Sec 04
  • MLS:O5549785

Craftsman Styled Home With High End Design On Park Like Setting On 1.7 Acres Partially Wooded. Luxury Breathtaking 2 Story High Circular Grand Entry With Open Spiral Wrought Iron Railing, Hardwood Floors. 3 Bedroom, 3 1/2 Bath Plus Bonus Room / Mother In Law Suit, 3 Car Garage. Extra High 15 Foot Ceilings & Thick Crown Molding Throughout Formal Living & Formal Dining, Family Room With Custom Made... Read More

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Courtesy of Capital Hill Realty And Management Inc
  • Price:$449,000
  • Type:Single Family Home
  • Bathrooms:4
  • Living Area:3,240
  • Bedrooms:5
  • Sqft:4,246
  • Year Built:2005
  • Sub:Barrington Estates
  • MLS:O5567385

*beautiful Gate Community! Great Opportunity To Own A 5 Bed 4 Full Bath, Plus Study / Den / Library. Upgraded Slate Tile Through Out. North Hampton With A Pool, New Pool Pump & Motor, Pool Has Safety Fence. Brand New Fence Outlet Vinyl Fence Installed 2017. This Home Features A 3 Way Split. Huge Master Bedroom And Master Bath That Includes A Garden Whirlpool Tub, Separate Shower, Separate... Read More

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Courtesy of Bar Invest Realty Llc
  • Price:$440,000
  • Type:Single Family Home
  • Bathrooms:2
  • Living Area:2,403
  • Bedrooms:4
  • Sqft:3,303
  • Year Built:1988
  • Sub:Tuscawilla Unit 14b
  • MLS:O5519288

Don't Miss Out On This Beautiful 4 Bedroom 2 Bathroom Home In The Tuscawilla Neighborhood! This Open Floor Plan Features Great Entertainment Space Connecting The Kitchen, Dining & Living Rooms. With The Large Glass Doors Around The Home, The Home Fills With A Large Amount Of Natural Light. The Fully Updated Kitchen Has Become The Main Centerpiece Of The Home. The Split Floor Plan Is Great For... Read More

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Courtesy of Realty International Llc
  • Price:$439,900
  • Type:Single Family Home
  • Bathrooms:3
  • Living Area:2,969
  • Bedrooms:4
  • Sqft:3,912
  • Year Built:1989
  • Sub:Glen Eagle Unit 1
  • MLS:O5546292

This Updated Pool Home In Glen Eagle Of Tuscawilla Boasts A Gorgeous Remodeled Kitchen Real Wood Floors, Granite Counter Tops, Expansive Center Island, 42" Cabinets, Stainless Appliances & A Butler's Pantry! The Master Suite With Pool Views Leads To The The Remodeled Master Bath With 18" Tile, Garden Tub, Oodles Of Vanity Space With Double Sinks, And Spacious Shower With Updated Tile And Glass... Read More

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Courtesy of Re/max Town & Country Realty
  • Price:$439,900
  • Type:Single Family Home
  • Bathrooms:3
  • Living Area:3,355
  • Bedrooms:5
  • Sqft:4,370
  • Year Built:1998
  • Sub:Howell Creek Reserve Ph 3
  • MLS:O5561211

If You're Looking For A Move In Ready & Family Friendly Home, You've Found It In The Desired Gated Community Of Howell Creeks Reserve! This 5 Bedroom Home Features 3 Full Baths, Oversized Living Room/great Room, A Bonus Room Along With A Pool And Built In Hot Tub. Newly Remodeled Custom Kitchen Featuring Oversized Cabinets, Beautiful Quartz Countertops And All Stainless Steel Appliances,... Read More

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Courtesy of Coldwell Banker Residential Re

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