Luxury homes for sale & real estate in Winter Springs, FL

13 homes

Sort:

Recommended

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Winter Springs, FL:
Welcome to your dream home! This exquisite residence nestled on a cul-de-sac within the small gated community of Terralago boasts stunning curb appeal, with a Spanish style roof and an extended paver driveway leading to a spacious three car garage. As you step inside, the beautiful foyer with soaring ceilings and crystal chandeliers in the formal living and dining spaces welcome you home. The kitchen is a chef's delight with shaker cabinets, granite counters accentuated by pendant lighting, newer stainless steel appliances, tile floors, and ample pantry storage. Enjoy casual meals in the breakfast nook, which offers seamless access to the lanai and pool area through elegant glass French doo

$969,000

6 beds4 baths4,214 sq ft

450 Terravista Pl, Oviedo, FL 32765

Gated community • Breakfast nook • Cul-de-sac

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Winter Springs, FL:
Unique, custom-built home on one half acre in the prestigious gated community of Arrowhead, the jewel of Tuscawilla. This estate is surrounded by private residences with tile roofs and stunning elevations, offering unmatched curb appeal with a travertine-adorned front porch, decorative columns, and a brick-paver circular drive with a portico leading to a rear-facing oversized three-car garage. Inside, soaring ceilings with crown molding, decorative trays, transom windows, and custom wrought-iron entry doors create an impressive atmosphere. A magnificent double front door and separate “friends and family” entry welcome you into a thoughtfully designed floor plan. The primary suit

$1,250,000

5 beds4.5 baths4,078 sq ft

202 Arrowhead Ct, Winter Springs, FL 32708

Gourmet kitchen • Butler's pantry • Bubbler tub

3D & VIDEO TOUR

ABOUT THIS HOME
Luxury Home for sale in Winter Springs, FL:
One or more photo(s) has been virtually staged. Located in the highly sought-after Seneca Bend community of Tuscawilla, this 5-bedroom, 4-bath pool home offers over 3,100 square feet of living space with a desirable split floor plan designed for both comfort and entertaining. The home features formal living and dining rooms for elegant occasions as well as an oversized family room with soaring vaulted ceilings, a cozy wood-burning fireplace, and expansive sliders that open directly to the covered patio and pool area. The kitchen showcases custom cabinetry, stainless steel appliances, a stylish backsplash, and a breakfast nook that—along with the family room and two bedrooms—prov

$850,000

5 beds4 baths3,130 sq ft

1816 Seneca Blvd, Winter Springs, FL 32708

Custom cabinetry • Bass-stocked pond • 0.48 acre lot

ABOUT THIS HOME
Luxury Home for sale in Winter Springs, FL:
Masterful design and modern luxury are uniquely embodied in this beautiful estate, set within one of Oviedo’s most exclusive gated communities and crafted for those who value elegance, privacy, and timeless sophistication. Recently completed in 2020, this custom built architecturally striking residence features 5 bedrooms, 6 baths, and boasts over 4,000 square feet of thoughtfully curated living space. A stately brick paver driveway welcomes you to the grand entry, where soaring ceilings, a classic tile roof, and refined design details immediately set the tone. Inside, the open floorplan is accentuated by rich natural light, with designer chandeliers and sleek modern finishes that ele

$1,100,000

5 beds6 baths4,048 sq ft

436 Terravista Pl, Oviedo, FL 32765

Private balcony • Brick paver driveway • Chef's kitchen

OPEN TODAY, 1PM TO 3PM3D & VIDEO TOUR

ABOUT THIS HOME
Luxury Home for sale in Winter Springs, FL:
STUNNING EXECUTIVE POOL HOME in the Gated Community of Southern Oaks, where Modern Luxury Meets Resort-Style Living! This is the opportunity you’ve been waiting for! Built in 2019 and designed with today’s discerning buyer in mind, this 6-bedroom, 4.5-bath with Office, Loft and Media room, spans over 4,300sqft of sheer elegance and innovation. A 3-Car Tandem Garage provides optimal storage. With a Tesla Power Wall, EV charger and Solar Panels…you can say Goodbye to high utility bills and hello to Energy efficiency! As you step through the front door, be prepared to be wowed by the dramatic 22-foot ceiling and a Foyer that makes a lasting impression. Perfect for remote wo

$925,000

6 beds4.5 baths4,310 sq ft

1441 Myrtle Oaks Trl, Oviedo, FL 32765

Gated community • Tesla power wall • Chef-worthy kitchen

Property at 225 Arnold Ln, Winter Springs, FL 32708, 8 beds, 5 baths

$1,690,000

8 beds5 baths5,301 sq ft

225 Arnold Ln, Winter Springs, FL 32708

Property at 213 Heatherwood Ct, Winter Springs, FL 32708, 4 beds, 4 baths

$925,000

4 beds4 baths3,499 sq ft

213 Heatherwood Ct, Winter Springs, FL 32708

Property at 930 Arabian Ave, Winter Springs, FL 32708, 4 beds, 2.5 baths

$1,050,000

4 beds2.5 baths4,105 sq ft

930 Arabian Ave, Winter Springs, FL 32708

Property at 704 Forest View Ct, Winter Springs, FL 32708, 5 beds, 3 baths

$925,000

5 beds3 baths3,068 sq ft

704 Forest View Ct, Winter Springs, FL 32708

Property at 1444 Bird Rd, Winter Springs, FL 32708, 4 beds, 2 baths

$1,250,000

4 beds2 baths2,350 sq ft

1444 Bird Rd, Winter Springs, FL 32708

Property at 1112 Orange Ave, Winter Springs, FL 32708, 5 beds, 6.5 baths

$5,750,000

5 beds6.5 baths8,685 sq ft

1112 Orange Ave, Winter Springs, FL 32708

Property at 0 SR 419, Winter Springs, FL 32708

$3,577,750

— beds— baths— sq ft

0 SR 419, Winter Springs, FL 32708

Property at 1205 Orange Avenue Ave, Winter Springs, FL 32708

$7,500,000

— beds— baths— sq ft

1205 Orange Avenue Ave, Winter Springs, FL 32708

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

OPEN TODAY, 11AM TO 2PM

ABOUT THIS HOME
Luxury Home for sale in Winter Springs, FL:
Discover this beautifully reimagined Oviedo estate where modern comfort, multigenerational flexibility, and exceptional outdoor living unfold across 1.3 acres—without the restrictions of an HOA. Enhanced by more than $284,000 in recent upgrades, this split-level residence masterfully blends thoughtful architecture with inviting living spaces, a patio retreat, a stunning pool and a backyard that feels limitless in possibility. Inside, the main level features a natural, intuitive flow, ideal for both quiet nights at home and lively entertaining. At the heart of the home, the kitchen is designed for connection—overlooking the dining room, the game area, the screened-in patio, and t

$990,000

5 beds3.5 baths3,044 sq ft

317 Forest Trl, Oviedo, FL 32765

In-law suite • Private balcony • Screened-in patio

ABOUT THIS HOME
Luxury Home for sale in Winter Springs, FL:
Welcome to your dream home in the highly sought-after Lakeside Estates neighborhood of Winter Park! This elegant 7-bedroom, 5.5-bathrooms, 2-laundry rooms, 2 primary suites residence offers a perfect blend of modern comfort and timeless sophistication for the family. From the moment you enter, you’ll be captivated by the open-concept design, high ceilings, and an abundance of natural light. The gourmet kitchen features granite countertops, stainless steel appliances, and a spacious island that opens to the family room—ideal for entertaining. There are 2 Primary bedrooms, one on the upper floor and the other on the mail level. The primary suite offers a peaceful retreat with

$1,399,990

7 beds5 baths5,021 sq ft

1445 Via Sangro Pl, Winter Park, FL 32792

Open-concept design • Spacious island • Gourmet kitchen

VIDEO TOUR

ABOUT THIS HOME
Luxury Home for sale in Winter Springs, FL:
Experience resort-style living every day in this stunning Meritage Homes masterpiece, perfectly situated on a premium waterfront lot in the highly sought-after Water’s Edge section of Hawk’s Crest. This elegant home offers breathtaking pond and fountain views, especially enchanting at sunset, and an unparalleled combination of luxury, comfort, and energy efficiency. Step into your private outdoor oasis featuring a custom screened, saltwater, self-cleaning pool and spa with electric heat, LED color-changing lights, and an illuminated screen enclosure that creates an unforgettable nighttime ambiance. The expanded patio includes a custom outdoor kitchen complete with Quartz counter

$1,195,000

4 beds3 baths3,057 sq ft

1092 Wading Waters Cir, Winter Park, FL 32792

Custom screened pool • Waterfront lot • Dedicated office

ABOUT THIS HOME
Luxury Home for sale in Winter Springs, FL:
In the private gates of Hawks Crest, this exquisite Palermo II residence by Meritage Homes showcases over $300,000 in luxurious upgrades and an impeccable blend of elegance and modern comfort. Designed for effortless living and grand entertaining, the single-story floor plan offers an inviting open concept layout. A spacious living area centers around an electric fireplace and expansive glass sliders that open to a tranquil resort-style retreat. At the heart of the home, the chef’s kitchen features quartz countertops, elegantly crafted cabinetry and designer lighting, complemented by adjacent dining and gathering areas ideal for hosting. The residence offers four spacious bedrooms, th

$1,065,000

4 beds3 baths3,050 sq ft

1245 Wading Waters Cir, Winter Park, FL 32792

Quartz countertops • Electric fireplace • Chef's kitchen

VIDEO TOUR

ABOUT THIS HOME
Luxury Home for sale in Winter Springs, FL:
Modern Elegance in Oviedo! Filled with natural light and designed for modern living, this stunning two-story home in Foster’s Grove at Oviedo showcases over 4,200 sq. ft. of open, stylish space with 4 bedrooms, 3.5 baths, and a private office that can double as a 5th bedroom. The Open-concept layout flows easily, highlighted by upgraded Lighting and Expansive Windows. The Gourmet Kitchen showcases Granite Countertops, Stainless Steel Appliance including a New Refrigerator, a Pot filler, and a spacious Island perfect for gatherings. The downstairs Primary Suite offers a Spa-like Bath and Custom Walk-in Closets. A Custom Wine Cellar, an upstairs Media/Theater room with Wet Bar and surro

$899,000

4 beds3.5 baths4,227 sq ft

869 White Rose Way, Oviedo, FL 32765

Gourmet kitchen • Custom wine cellar • Large covered patio

NEW CONSTRUCTION

ABOUT THIS HOME
Luxury Home for sale in Winter Springs, FL:
Discover this stunning new construction home at 984 Hawksnest Pt Oviedo, built by M/I Homes. This impressive 4,076 square foot home offers exceptional design quality and thoughtful details throughout. Step inside and find the following features: 5 bedrooms including a first-floor owner's suite 4 full bathrooms and a powder room Open-concept living space perfect for entertaining and daily living 34' x 10' lanai 3-car garage This well-designed home maximizes both functionality and comfort with its spacious floorplan. The owner's bedroom on the main level provides convenient single-level living, while additional bedrooms, 3 of which are located upstairs off the loft, offer flexibilit

$1,099,990

5 beds4.5 baths4,076 sq ft

984 Hawksnest Pt, Oviedo, FL 32765

Pool bath • Open concept design • Double door entry

Listing provided by Zillow

Property at 4800 Dike Rd, Oviedo, FL 32765, 5 beds, 4.5 baths

$1,495,000

5 beds4.5 baths4,333 sq ft

4800 Dike Rd, Oviedo, FL 32765

Property at 976 Hawksnest Pt, Oviedo, FL 32765, 5 beds, 4.5 baths

$1,099,990

5 beds4.5 baths4,530 sq ft

976 Hawksnest Pt, Oviedo, FL 32765

Property at 200 Vine St, Oviedo, FL 32765, 4 beds, 2.5 baths

$899,000

4 beds2.5 baths2,423 sq ft

200 Vine St, Oviedo, FL 32765

Property at 455 Heathercreek Ct, Oviedo, FL 32765, 6 beds, 4 baths

$899,999

6 beds4 baths4,214 sq ft

455 Heathercreek Ct, Oviedo, FL 32765

Property at 2739 Ravencliffe Ter, Oviedo, FL 32765, 5 beds, 4 baths

$1,399,000

5 beds4 baths3,978 sq ft

2739 Ravencliffe Ter, Oviedo, FL 32765

Property at 960 Hawksnest Pt, Oviedo, FL 32765, 4 beds, 3.5 baths

$956,990

4 beds3.5 baths3,460 sq ft

960 Hawksnest Pt, Oviedo, FL 32765

Property at 1444 Pelican Bay Trl, Winter Park, FL 32792, 4 beds, 2.5 baths

$999,950

4 beds2.5 baths3,121 sq ft

1444 Pelican Bay Trl, Winter Park, FL 32792

Property at 2564 Hawks Overlook Pl, Oviedo, FL 32765, 5 beds, 4.5 baths

$936,990

5 beds4.5 baths3,458 sq ft

2564 Hawks Overlook Pl, Oviedo, FL 32765

Listing provided by Zillow

Property at 417 Rain Lily Cv, Casselberry, FL 32707

$1,450,000

— beds— baths— sq ft

417 Rain Lily Cv, Casselberry, FL 32707

Property at 1875 & 0 N Division St, Oviedo, FL 32765

$1,999,999

— beds— baths— sq ft

1875 & 0 N Division St, Oviedo, FL 32765

Property at 400 Longwood Cir, Longwood, FL 32750

$1,999,999

— beds— baths— sq ft

400 Longwood Cir, Longwood, FL 32750

Property at Parcel 2 - 607 Oviedo Blvd, Oviedo, FL 32765

$1,550,000

— beds— baths— sq ft

Parcel 2 - 607 Oviedo Blvd, Oviedo, FL 32765

Property at 850 Florida Ave, Oviedo, FL 32765

$3,133,500

— beds— baths— sq ft

850 Florida Ave, Oviedo, FL 32765

$3,300,000

— beds— baths— sq ft

Smarts Pl, Oviedo, FL 32765

Based on information submitted to the MLS GRID as of Sun Nov 30 2025. 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.

Luxury Homes for Sale in Winter Springs

There are currently 13 luxury homes for sale in Winter Springs at a median listing price of $419K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Winter Springs stay on the market for 64 days and receive 1 offers. Popular neighborhoods include Winter Springs Town Center, Sunrise, Highlands, Deer Run, North Orlando, Tuscawilla, Parkstone, and Legacy Park. This map is refreshed with the newest listings in Winter Springs every 15 minutes.

In the past month, 47 homes have been sold in Winter Springs. In addition to houses in Winter Springs, there were also 9 condos, 52 townhouses, and 2 multi-family units for sale in Winter Springs last month. Winter Springs is a not walkable city in Florida with a Walk Score of 16. Winter Springs is home to approximately 33,013 people and 3,338 jobs. Find your dream home in Winter Springs using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Winter Springs are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winter Springs. Our Winter Springs real estate stats and trends will give you more information about home buying and selling trends in Winter Springs. If you're looking to sell your home in the Winter Springs area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Winter Springs with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Winter Springs, FL

Neighborhoods

Nearby Cities

Zip Codes

Nearby Cities with Luxury Homes

Nearby Neighborhoods with Luxury Homes

Tuscawilla luxury homes for sale

More to explore in Winter Springs, FL

Featured
Price

How to buy a house in Winter Springs, FL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Florida

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.