Winter Park, FL Houses for Sale with Water View

Welcome to your own private retreat, perfectly situated at the end of a quiet CUL-DE-SAC on one of the most SCENIC LOTS in the neighborhood. This beautiful home sits on a gorgeous, oversized 1/4-ACRE LOT with UNOBSTRUCTED WATER VIEWS and is framed by mature trees, creating a natural canopy that offers both beauty and privacy. Whether you're sipping your morning coffee or winding down in the

Jonathan Ruiz KELLER WILLIAMS WINTER PARK

Modern Lakefront Dream home NOW AVAILABLE! Nestled in the peaceful Lake Waunatta Woods neighborhood, this stunning renovated lakefront estate seamlessly blends modern style with effortless luxury. With over 5,300 square feet, five spacious bedrooms, and breathtaking panoramic views of Lake Waunatta from nearly every room, this one-of-a-kind property offers the ultimate waterfront lifestyle.

Kathryn Stelljes KELLER WILLIAMS REALTY AT THE PARKS

Charming Opportunity in Prime Winter Park – 446 Alberta Drive, Winter Park, FL! First time ever on the market and sits on a double lot that is .35 acres. Only a mile stroll to the famous Park Ave shops, dining and entertaining. Home site over looks Lake Osceola and the multi million dollar homes all around!! A neighborhood lot, a few doors down, allows residents to have walking access to Lake

Vonda Fields CHARLES RUTENBERG REALTY ORLANDO

One or more photo(s) has been virtually staged. Stunning Lakefront Living in an Exclusive Gated Community! Welcome to this beautifully appointed single-level home in an intimate gated community of just 28 residences nestled along the shores of picturesque skiable Lake Florence. With direct lake frontage and access to a nearby community dock, this property offers serene water views and an

Ellen Bessette CHARLES RUTENBERG REALTY ORLANDO

Exceptional Lakefront Opportunity on Balmoral Road! Discover the rare opportunity to own prime lakefront property, perfectly positioned on the tranquil shores of Lake Berry, Winter Park's hidden jewel, a 76 acre private lake with no public access and it's own slalom course. With Southern exposure offering sweeping sunset views and enduring natural light, this parcel delivers the ideal setting

Laura Hope COMPASS FLORIDA LLC

OPPORTUNITY AWAITS – PURE POTENTIAL IN WINTER PARK’S SEVILLA NEIGHBORHOOD! Rare, Tudor-style estate sits on an oversized 0.44 acre lot (19,217 SF) at the end of a quiet cul-de-sac and offers elevated views of Lake Sue. Originally built in the 1970’s, this well-built, concrete block home, offers a very spacious interior layout with 5-bedrooms, 5 full baths, 2 half baths, formal living & dining

Kelly Price KELLY PRICE & COMPANY LLC

You will not find a better lake in this area for this price!! This amazing custom home is located on PRIVATE BEAR GULLY LAKE, with 137 ACRES OF GORGEOUS WATERFRONT! This stunning property features a fully equipped dock with power, a covered boat lift and sun deck providing the perfect stage for beginning a day of water skiing, wakeboarding, tubing, fishing or just taking in the stunning Florida

Teresa Smith HOME WISE REALTY GROUP, INC.

Experience lakeside living in Winter Park, FL with this custom LAKEFRONT PROPERTY on the shores of Lake Killarney, a 234 acre PRIVATE LAKE. There are a limited number of lakefront properties within the City, especially on skiable lakes, so this home presents a unique opportunity. Boasting an EXPANSIVE DOCK, one that’s grander than current building standards allow (but is grandfathered in), this

Kristin Duncan KELLER WILLIAMS ADVANTAGE REALTY

Welcome to 1024 Wading Waters Circle—a rare offering in the gated, amenity-rich enclave of Hawk's Crest in Winter Park. This modern, single-story Palermo II model has been elevated far beyond builder-grade materials with over $300,000 in custom upgrades, blending refined design with seamless indoor-outdoor living and spectacular waterfront views. From the moment you arrive, this residence

Harif Hazera PREMIER SOTHEBY'S INTL. REALTY

Welcome to 1640 Cypress Point – a home like no other in Winter Park. This beautifully maintained 3-bedroom, 2-bathroom home offers 1,704 sq. ft. overlooking a serene spring-fed pond and the Winter Park Pines Golf Course. Nestled on a quiet street with a cul-de-sac, this property combines privacy, natural beauty, and convenience in one exceptional location. As you walk up to the front door, you’ll

Amy Turner KELLER WILLIAMS WINTER PARK

Beautiful pool home with an open great room plan with high vaulted ceilings and master on the first floor situated on one of the largest lots in the subdivision with over an acre of land that extends all the way to Howell Creek. You’ll love the open and airy feel from the high ceilings and master suite features a large walk in closet and garden tub. The kitchen and formal dining room open to the

Hojin Chang RE/MAX PRIME PROPERTIES

Here’s your chance to own something truly special in Winter Park! This gorgeous lakefront home sits on over HALF AN ACRE, a rare find in this area - allowing opportunity to BUILD YOUR DREAM HOME! Step inside to find a thoughtfully updated kitchen featuring high-end appliances, custom cabinetry, and designer finishes, ideal for both entertaining and everyday living. The home boasts new windows

Tal Busidan TAL BUSIDAN PA

Seller Motivated!Welcome to Your Dream Home in Enclave at Aloma, Winter Park!Step into this stunningly maintained 5-bedroom, 3.5-bathroom residence located in the highly sought-after gated community of Enclave at Aloma. Perfectly positioned with no rear neighbors, this home offers ultimate privacy and tranquility.As you enter, you’ll immediately notice the elegance of

Yvette Hoover ALL REAL ESTATE & INVESTMENTS

Exquisite Waterfront Estate in the Heart of Winter Park - Welcome to 2211 Azalea Place, a rare and remarkable waterfront estate nestled on a quiet street in one of Winter Park’s most prestigious neighborhoods—just moments from the exclusive Winter Park Racquet Club. This extraordinary residence offers the perfect blend of timeless architecture, refined finishes, and state-of-the-art updates, all

Maggie Walas FORTUNE INTERNATIONAL REALTY

This approximately 4200 square foot home is situated on a 1.68-acre gorgeous lakefront lot in the desirable Winter Park area. The property features a completely updated main house with five bedrooms and three and a half bathrooms, flex room to be used as an office,game or exercise room, total of five-car garage and additional storage in the basement. The three-car air-conditioned garage

Brigitte Elzarki COLDWELL BANKER REALTY

FULLY FURNISHED HOME THAT IS MOVE-IN READY! ALL FURNITURE INCLUDED IN THE SALES PRICE! Amazing home located in a quiet gated subdivision in Winter Park near Trinity Prep. The home provides a wonderful layout with high ceilings and an open concept – perfect for entertaining. Updated kitchen with clean white cabinets, spacious chef’s island, and GE stainless steel appliances to cook a delicious

Doug Addeo COMMUNITY REALTY ASSOCIATES

Seller may consider buyer concessions if made in an offer | Lakefront charm meets quiet luxury in the heart of Winter Park! This beautifully updated single story POOL HOME sits on nearly HALF AN ACRE of LAKEFRONT PROPERTY on the coveted LAKE BELL - a private SKI LAKE - offering a private dock/boat lift, character and contemporary upgrades that make everyday feel like a lakeside retreat. Major

Jennifer Wemert WEMERT GROUP REALTY LLC

3-Bed, 2-Bath Home in Prime Winter Park Location! Steps away from paddleboarding, kayaking or fishing on beautiful Lake Killarney! Welcome to your new home nestled in one of Winter Park’s most desirable areas—with easy access to I-4. This beautifully maintained 3-bedroom, 2-bathroom residence offers the perfect blend of comfort, convenience, and style. Features a bright, open floor plan with

Ashley Bennett REAL BROKER, LLC

Presenting 1112 Preserve Point Drive, Winter Park, FL! Offered at $8,500,000 this very rare and private, nearly 2-acre lakefront estate, is absolutely gorgeous and is available for the first time! Custom built by Phil Kean Design Group and located within Windsong's Preserve Point, this extraordinary Lake Berry home has it all including 1.97 acres of land adjacent to the historic Genius Preserve

Kelly Price KELLY PRICE & COMPANY LLC

Honey! Stop the car! This is the one!! Corner lot with a view of Lake Florence! 3 bedrooms, 2 bath home in desirable Winter Park community of Country Lane! No carpet! Tile thru out! Updated lighting and cabinets in kitchen. NEW ROOF 2021 Updated primary bath with modern vanity, DUAL sinks and WALK-in shower and Walk-in closet. Lots of natural light! Fresh paint, ceiling fans, and a wood-burning

Robin Leedom TOP VALUE PROPERTIES LLC

Welcome to your dream home in a gated Winter Park community! This beautifully designed residence offers modern comfort with serene pond and fountain views from the screened lanai—perfect for relaxing or entertaining. The open-concept layout is filled with natural light and features a gourmet kitchen with high-end appliances and sleek finishes. The first-floor owner’s suite is a private retreat

Andrea Luna AGL BROKERAGE CORP

Welcome to your future home, where style, comfort, and technology come together seamlessly. This stunning 4-bedroom, 3-bath residence is nestled in the highly desirable gated community of Hawks Crest, known for its luxurious resort-style amenities and unbeatable location.From the moment you enter, you’ll be greeted by a spacious and thoughtfully designed open-concept layout, perfect for both

Marcelle Da Silva Sampaio SELECTA REALTY LLC

Welcome to your privately Gated Lakefront Estate, with stunning views and a fully equipped Guest Suite in one of Winter Park’s Most Desirable Locations! This private, beautifully landscaped property features an Open-Concept floor plan with expansive windows showcasing panoramic lake views throughout. Lush Landscaping and privacy Fencing line both sides of the property. The spacious main living

Jerad Withrow SPECTRUM GLOBAL REALTY, INC

Just Listed ~ Stunning lakefront home in Winter Park that has been completely remodeled and offers 4 bedrooms, a bonus room, and guest apartment! This home is exquisite from top to bottom and features elevated ceilings, crown moldings, designer fixtures and wall coverings. Large picture windows overlook Lake Sue from the living room, dining room, and kitchen. The kitchen is gorgeous and offers

Leah Bonich KELLY PRICE & COMPANY LLC

Back on market due to financing issue with buyer. Updated Price! A True Gem on the Lake!If you've been dreaming of owning a lakefront property with a Winter Park address, this is your chance! This stunning 4-bedroom, 2.5-bathroom home in the tranquil Pelican Bay Subdivision is move-in ready and full of charm.As you approach, you'll be greeted by lush landscaping. Step

Jacob Hara TRANSCEND REALTY

Custom Waterfront Estate located in the heart of Winter Park with a covered Boat Dock on Lake Maitland, the largest of the Winter Park Chain of Lakes, and walking distance to historic Park Avenue. A timeless Neoclassical Italian home that exudes luxury and sophistication, spanning a total of 7,916 square feet. Built by Charles Clayton. Designed by Marc Michaels. The main house boasts over 7,100

Rachel Peters THE AGENCY ORLANDO

Prime location meets timeless elegance...... Welcome to 210 Laurel Park Court—a thoughtfully designed one-story home that offers 4 bedrooms, 3 bathrooms and a home office. This elegant living space is on a 1/3 acre lot with a beautiful lake view of Lake Ann. This charming, gated enclave of just 8 custom built homes is close to everything. Built by Arthur Rutenberg Homes and meticulously

Elizabeth Beaudoin PR REAL ESTATE SERVICES

Nestled within the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean Estate is a true private oasis. With over 11,000 square feet of living area and a beautifully landscaped lakefront lot, this residence offers an exceptional blend of elegance, charm, and privacy that is rarely found in Winter Park. The home features 7 spacious bedrooms and 9 full and 2

Hal George PREMIER SOTHEBY'S INTL. REALTY

Down Payment Assistance Available! Welcome to 1621 Puritan Ave, a beautifully renovated pool home located in the highly desirable Winter Park area on the Seminole County side. This property qualifies for multiple down payment assistance programs, making it an excellent opportunity for first-time buyers. Recent upgrades include a new roof (2023), resurfaced pool (2023), and an updated A/C system

Alejandro Colon PREFERRED REAL ESTATE BROKERS

"The richness of an artist is the fusion of influences that have shaped his life and work", ~ Fernando Botero. WELCOME HOME to 2550 Venetian Way, located in the historic and renowned city of Winter Park, accessing the Maitland/Winter Park CHAIN OF LAKES! This custom modern/contemporary 2008 build, derives it's over 4800 sq/ft of essence and uniqueness by fusing vibrant colors and eloquence with

Brian Rotenberger COMPASS FLORIDA LLC

Welcome to 1391 Richmond Road, a true work of art and a surreal living experience now on the market. The most discerning buyer will fall in love with the optimal location, an unusually private lot right in the heart of Winter Park, a short stroll to Park Avenue along the stunning shores of Lake Virginia. This handcrafted Georgian style home, designed to emulate New York City townhouse living was

Julie Bettosini STOCKWORTH REALTY GROUP

With over $60k in upgrades, this beautiful 4-bedroom, 2-bathroom lakeside retreat is tucked away in the highly sought-after Dommerich Hills community! Enjoy living next to the tranquil waters of Lake Waumpi and a peaceful conservation area, offering a rare blend of natural beauty and everyday comfort. Surrounded by mature trees and set on over a 1-acre lot, the backyard is a true sanctuary,

Megan Hedrick Mark Spain Real Estate

Must remodel this 1939 home that was moved from Park Avenue many years ago but now rests in Maitland bordering Winter Park. This home is a piece of history with character but in need of some TLC. Beautifully arched high ceiling along with a fireplace in the formal living room. The Florida room is surrounded by glass sliding doors that open to a wooden patio with French doors, countless windows,

Darryl Donkel HOME WISE REALTY GROUP, INC.