Winter Park Chain of Lakes Homes For Sale

Viewing Lake Home Real Estate Priced from $0 - $200,000,000.
Contact me to inquire about any of these homes.
Or call direct: (407) 760-0382.

MLS# O5750241

Winter Park, Florida - Homes For Sale 866 Via Lugano, Winter Park, Fl 32789 | MLS Number: O5750241

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866 Via Lugano, Winter Park, Florida 32789
Price: $7,895,000

Bedrooms: 6 Bathrooms: 9.5
Living Square Footage: 10,613

Type: Single Family Residence

Winter Park Chain of Lakes Home Description:
Located in the desirable Winter Park Via's on Lake Maitland, this breathtaking six-bedroom, ten-bath Mediterranean estate has been crafted with the finest finishes. Built in 2015, a top-of-the-line kitchen with island offers a double oven and butler’s pantry. After a long day, retreat to a spacious master suite with spa-like bath and two spacious walk-in closets. There are also dual offices, a private home theater and a convenient home gym. Boasting multiple fireplaces and gorgeous elevated expansive views of the largest lake on the six-lake Winter Park Chain of Lakes, this is truly an entertainer’s dream. A summer kitchen with multiple lanais is perfect for enjoying the Central Florida lakefront lifestyle. Relax on your own private sand beach with a fire pit and a spectacular infinity-edge pool and spa. Note: Home was designed and built by an award-winning builder, architect and designer. Priced including furnishings inside/out by Marc-Michaels Interior Design firm.

MLS# O5749462

Winter Park, Florida - Homes For Sale 1360 Alabama Dr, Winter Park, Fl 32789 | MLS Number: O5749462

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1360 Alabama Dr, Winter Park, Florida 32789
Price: $6,500,000

Bedrooms: 7 Bathrooms: 10.0
Living Square Footage: 10,600

Type: Single Family Residence

Winter Park Chain of Lakes Home Description:
Stunning Mediterranean Lakefront Estate. Across from the secret gardens of Kraft Azalea Park sits this palatial 1-acre estate with over 10,000 SF of luxurious living space, private tennis court, resort-style pool, and more! Offering formal living areas, gourmet chef’s kitchen, open great room, his and her home offices, elevator, 12-person home theater, billiard room, and six guest suites, each with a private en suite, and a separate guest apartment with kitchen, this home leaves nothing to be desired. Detailed with high-end finishes throughout, the home is exquisite in every way. Polished travertine and hardwood flooring, trim moldings, wrought-iron railings, 27’ ceilings, and a whole-house entertainment system are just a few of the custom details that have been installed throughout the home. Walkout balconies off the front and rear of the home take full advantage of the home’s picturesque surroundings. The nearly 1,000 SF second floor lanai overlooks the pool and tennis courts and the attached 4-car garage, a rare and highly desirable find, along with the front circular drive provide a sophisticated entry for visiting guests. Private boathouse on Lake Maitland faces westward and offers gorgeous sunset views and convenient access to Winter Park’s main attraction the Chain of Lakes. Located on one of the most prestigious drives in town, this extraordinary home is like no other and is just a short walking distance from the award-winning restaurants and boutique shops along Park Avenue.

MLS# O5763783

Winter Park, Florida - Homes For Sale 1941 Legion Dr, Winter Park, Fl 32789 | MLS Number: O5763783

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1941 Legion Dr, Winter Park, Florida 32789
Price: $4,795,000

Bedrooms: 5 Bathrooms: 6.0
Living Square Footage: 9,692

Type: Single Family Residence

Winter Park Chain of Lakes Home Description:
One of kind Zachary Kauffman masterpiece on 1+acre on Lake Maitland now available. With his renowned attention to quality & detail, this 5+bed/5+bath has timeless traditional features + every modern amenity you can dream of. Thoughtfully designed w/stunning lake views from every room; Grand foyer welcomes to formal LR w/2 sided FP adjoining cozy Library, both w/custom millwork. East Wing is for FUN; Sports Room & Bar, w/5 TVs, impressive granite bar. Mirrored Exercise Studio, 6 seat Theatre. West Wing: Formal DR, Butler’s Pantry w/wine frig to huge open Kitchen & FR. Gourmet stainless Dacor package; convection gas oven/range, microwave & warming drawers; Bosch DW, Thermador frig & freezer. Custom cabinetry, huge granite island, walk in pantry. Great entertaining space w/gorgeous view, walk out to lanai. Lux Master w/massive balcony, FP, coffee bar, Spa bath w/soaking tub, w/c + bidet, his/hers custom closets. 2nd level East Wing: 3 BRs ensuite w/walk ins + balconies; double desk, 2nd utility rm, loft w/charming shiplap, private office. South Wing: entry from motor court, 2 car gar, Home Office, Mudroom/drop zone, Utility w/craft bar, BR en suite, PLUS Bonus Studio w/kitchenette. Addl detached 3 car gar, 800 sq/ft 1/1 Guest Apt. Outdoor is private Florida oasis: huge paver lanai overlooks lake, Cypress trees, saltwater pool w/spa & beach. Gazebo w/Dacor grill, frig & FP. Covered Boathouse w/lift for sport boat + 2 jet skis; lg dock area for fishing & daydreaming. Full Feature list provided on request.

MLS# O5734401

Winter Park, Florida - Homes For Sale 115 Palmer Ave, Winter Park, Fl 32789 | MLS Number: O5734401

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115 Palmer Ave, Winter Park, Florida 32789
Price: $4,750,000

Bedrooms: 4 Bathrooms: 4.5
Living Square Footage: 9,838

Type: Single Family Residence

Winter Park Chain of Lakes Home Description:
Location Location Location! This is your opportunity to own this stunning Winter Park Estate just a short and beautiful walk to Park Avenue and everything it has to offer. The majestic residence sits on 1.5 acres and has over 280'on the enchanting Winter Park chain of lakes (Lake Maitland) The home boasts gorgeous lake views from most rooms, a lovely sprawling private master suite, formal living with a wood burning fireplace, elegant entrance, great kitchen for entertaining guest who want to see the lake views from the newly enclosed sun room. Over sized backyard with pool, open porch area, outdoor shower, impeccable landscaping throughout the yard & recently updated boat house.

MLS# O5761045

Winter Park, Florida - Homes For Sale 935 Greentree Dr, Winter Park, Fl 32789 | MLS Number: O5761045

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935 Greentree Dr, Winter Park, Florida 32789
Price: $4,300,000

Bedrooms: 3 Bathrooms: 4.0
Living Square Footage: 4,975

Type: Single Family Residence

Winter Park Chain of Lakes Home Description:
Exquisite inside and out! This magnificent Georgian-style estate home was meticulously constructed by Posada Custom Homes and is located in one of Winter Park's most desirable neighborhoods offering all the allure of fine lakefront living and just minutes from Park Avenue’s popular shopping, dining and cultural gems. Situated on a secluded lot this residence enjoys a picture-perfect setting and views with 105 feet of shoreline overlooking the north shore of Lake Osceola part of the Winter Park chain of lakes. Superior craftsmanship and attention to architectural detail emanate throughout the 4,975 SqFt of living space. This impressive property features an inspired layout starting with the exquisitely designed public spaces and continues throughout the rest of the home. The spacious owner’s retreat features a balcony overlooking the lake, customized walk-in closets, morning bar, gas fireplace and bath with luxurious fixtures and finishes. Two additional oversized ensuite bedrooms open onto a balcony and a third floor game room offers the perfect hideaway. Additional amenities include an elegantly appointed formal living room, dining room with butler's pantry, family room with fireplace and adjacent wet bar, gourmet kitchen with custom cabinetry and top of the line appliances, coffered ceilings, extensive custom woodwork and built-in cabinetry, stone and hardwood flooring, slate roof, copper gutters, elevator, salt water pool/spa, boat dock, summer kitchen, whole house generator, and a three-car garage.

MLS# O5750309

Winter Park, Florida - Homes For Sale 1400 Green Cove Rd, Winter Park, Fl 32789 | MLS Number: O5750309

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1400 Green Cove Rd, Winter Park, Florida 32789
Price: $3,675,000

Bedrooms: 5 Bathrooms: 6.0
Living Square Footage: 6,384

Type: Single Family Residence

Winter Park Chain of Lakes Home Description:
Timeless, classic, sophisticated, and exceedingly peaceful… A once in a lifetime opportunity to live in a premier Winter Park Chain of Lakes estate home on almost an acre, walking distance to downtown Park Avenue. This one-owner custom home was designed by esteemed architect Steve Feller and expertly built by Don Jernigan with high quality workmanship and thoughtful detail throughout. Enter into a grand foyer with sweeping staircase, overlooking the formal living room’s two story wall of windows showcasing beautiful Lake Maitland. The first floor has large and accommodating spaces, all with lake views, perfect for entertaining with a separate living room, formal dining room, & family room adjacent to the kitchen. The kitchen was renovated 3 years ago with all white cabinets, a beadboard island, stainless appliances, granite countertops, double ovens, a breakfast bar and large eating nook with abundant windows conveying brightness and light. There is also a 1st floor bedroom suite and an elegant, traditional home office with paneled walls. The 2nd floor has a master bedroom suite with large bathroom and huge walk-in closet, as well as 3 additional bedroom suites, a bonus loft, & media room with bar area. Features include fireplaces, crown molding, hardwood floors, French doors, coffered ceilings, built-ins, and lots of storage. Appx 119’ of lake frontage, perfectly manicured lawn, boat house & dock (as is), 2 car garage with capability to add 3rd, and zoned for Dommerich, Maitland Middle, and WPHS.

MLS# O5759347

Winter Park, Florida - Homes For Sale 1400 N New York Ave, Winter Park, Fl 32789 | MLS Number: O5759347

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1400 N New York Ave, Winter Park, Florida 32789
Price: $3,445,000

Bedrooms: 5 Bathrooms: 5.5
Living Square Footage: 5,684

Type: Single Family Residence

Winter Park Chain of Lakes Home Description:
One of Winter Park's premier Golden Coast Lakefront Estates. Walk to downtown Park Ave from this hidden, prime location situated on over three acres with 160 feet on Lake Maitland. This unique property on a quiet cul-de-sac features the main house with spectacular waterfront views and detached guest residence above 3 car garage with separate entrance from the porte cochere. Guest quarters offers full kitchen, additional bedroom, bathroom, living room, dining, inside utility and storage room. This Modern floor plan has been beautifully updated with custom chef's kitchen, designer solid-wood cabinetry, granite, true walk-in pantry plus 15x10 inside utility with additional refrigerator, pantry and storage conveniently located on the main floor. Floor to ceiling views greet you as you enter this lakefront private retreat with warm and inviting family room off kitchen, professionally appointed with craftsman wood detail and crown molding. Downstairs guest bedroom with private bath and large media room with additional full bathroom and storage closet. Spacious second floor master bedroom features a large picture window overlooking the lake. His and Her bathrooms plus den/office, workout area overlooking Lake Maitland with stunning outdoor entertaining area leading to your own private boat dock. Enjoy morning sunrises and glorious sunsets from this one of a kind Winter Park Estate. Also excellent opportunity to expand structure per FAR (Floor Area Ratio) allowable guidelines up to 15,000 square feet!

MLS# O5509686

Winter Park, Florida - Homes For Sale 740 Palmer Ave, Winter Park, Fl 32789 | MLS Number: O5509686

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740 Palmer Ave, Winter Park, Florida 32789
Price: $3,250,000

Bedrooms: 5 Bathrooms: 4.5
Living Square Footage: 4,810

Type: Single Family Residence

Winter Park Chain of Lakes Home Description:
If you’re looking for the quintessential Winter Park Lakefront Estate Home this is it! Designed by acclaimed architect Gamble Rogers this magnificent home has double waterfrontage on both Lake Osceola and the Venetian Canal. Located on an oversized 1-acre lot, this home has a formal presence including a grand, circular driveway entrance and a classic front elevation that showcases a 2nd story balcony overlooking majestic palms. As you walk through the front door your eyes are immediately drawn to the unobstructed views of the water; just about every room in the house offers views of the lake. Along the back of the house (lakeside) you’ll find the formal living room, sitting room/den, dining room and kitchen; there’s also a downstairs guest suite with full bath. Upstairs is the master bedroom, along with three additional bedrooms and two full baths. There is an abundance of storage of throughout the home and the entire estate is impeccable and representative of timeless elegance and class. Surrounded by both historic and brand new multi-million dollar estates this one-of-a-kind property is walking distance to Park Avenue and just minutes to the Interlachen Golf & Country Club, Winter Park Racquet Club, and more.

MLS# O5753089

Maitland, Florida - Homes For Sale 500 Minnehaha Rd, Maitland, Fl 32751 | MLS Number: O5753089

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500 Minnehaha Rd, Maitland, Florida 32751
Price: $3,175,000

Bedrooms: 4 Bathrooms: 4
Living Square Footage: 3,986

Type: Single Family Residence

Winter Park Chain of Lakes Home Description:
Absolutely stunning, private lakefront estate on the shores of Lake Minnehaha. Tucked away, off a quiet street, this gated estate home features gorgeous panoramic views of the water, a grand interior with an open and luxurious layout, four bedrooms, four full baths, a home office, gourmet kitchen, and more. Covered lanai with phantom screens creates the ideal setting for enjoying those picture-perfect views and beautiful sunrises over the water. Inside you’ll find that there has been no detail over looked. Elegant natural stone flooring flows throughout the main living areas, while dark, espresso hardwood floors have been installed in the bedrooms and office. The home’s high ceilings are complimented with wood beams in the living room and fantastic natural light that shines through the glass sliders. The gourmet kitchen is open and features an island with seating, built-in oven, gas cooktop, paneled refrigerator, and butler’s pantry. The master suite is generous in size and is accompanied by a master bath with his and her walk-in closets, dual vanity areas, spa bath and shower. Despite the amazing interior living space, you’ll want to spend your time outside. Located on over an acre of land, this home boats 130’ of water frontage and comes with a private dock and saltwater pool. Zoned for A-rated public schools, you’re also just minutes award-winning restaurants and boutique shops along Winter Park’s famed Park Avenue and the Racquet Club and Interlachen Golf & Country Club.

MLS# O5758266

Winter Park, Florida - Homes For Sale 581 Sylvan Dr, Winter Park, Fl 32789 | MLS Number: O5758266

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581 Sylvan Dr, Winter Park, Florida 32789
Price: $2,795,000

Bedrooms: 3 Bathrooms: 4
Living Square Footage: 4,503

Type: Single Family Residence

Winter Park Chain of Lakes Home Description:
This premier Winter Park lakefront property on Lake Osceola provides an opportunity to build anew, renovate or use existing home on an absolutely beautiful elevated lot of approximately 0.75 acres. It overlooks arguably the most beautiful serene cove on the Chain of Lakes. Enjoy magnificent, long, picturesque sunset views while also being on an extremely private lot. The property is set up well to gate off the entrance with over 300 feet of depth, so the new home would be set back noticeably from the street. There are approximately 90-100 feet on the lake and majestic oaks and cypress trees on the property. The buyer can build about 10,000 square feet or more on this property. Boat to the downtown Winter Park area on one of only two lakes on the Chain of Lakes in City of Winter Park with no boat ramp. This is one of the quietest lakes in terms of boating activity as boaters must go through canals to get to this lake.

MLS# O5559096

Winter Park, Florida - Homes For Sale 699 Osceola Ave, Winter Park, Fl 32789 | MLS Number: O5559096

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699 Osceola Ave, Winter Park, Florida 32789
Price: $2,499,000

Bedrooms: 5 Bathrooms: 3.5
Living Square Footage: 5,062

Type: Single Family Residence

Winter Park Chain of Lakes Home Description:
BEAUTIFUL 1930s 5 Bedroom Lakefront Estate. Located in downtown Winter Park, the estate has been professionally updated, yet has the character, warmth, and architecture of the 1930s. The setting offers privacy, and clear Lake views throughout each room in the home. Exceptional attention was focused on interior & exterior details, finishes & unique fixtures. The outdoor covered living space was updated by well known designer Phil Kean. The home provides breathtaking views of the lake, sandy beach, pool, and stunning landscape. This home also features one of if not the oldest and largest oak trees in Winter Park. Listen as the boat tour goes by as the home as it is featured in the boat tour This Estate also highlights a large living room with original pecky cypress beams & wood burning fireplace, large master suite (main floor), gourmet kitchen.(lake view) The second floor showcases 4 spacious bedrooms with lovely lake and garden views. Enjoy the close easy stroll to Park Avenue & Rollins College. Park Avenue is known for Restaurants, Unique Shops & the popular Saturday Farmers Market. Rollins College Campus offers year round cultural events. This Winter Park Estate is a gorgeous peaceful home awaiting to welcome its new family. Please call to schedule your private showing.

MLS# O5731623

Winter Park, Florida - Homes For Sale 2550 Venetian Way, Winter Park, Fl 32789 | MLS Number: O5731623

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2550 Venetian Way, Winter Park, Florida 32789
Price: $2,250,000

Bedrooms: 4 Bathrooms: 4.0
Living Square Footage: 4,875

Type: Single Family Residence

Winter Park Chain of Lakes Home Description:
DON'T MISS THIS SPECTACULAR CUSTOM WATER-FRONT HOME OF YOUR DREAMS! Jump on your boat and cruise out to Lake Maitland and the entire Winter Park Chain of Lakes! Located in the "VIAs" of Winter Park. Easy access to everything you love about Winter Park, Maitland and Orlando. Downstairs: Chef's Kitchen with walk-in pantry, Double Oven Gas Stainless Thermador Range, Integrated Refrigerator, Island with prep. sink, Wine Refrigerator, Breakfast Bar - All Open to the Spacious Family Room! Water Views Everywhere! Downstairs Master Suite with huge walk-in closets, separate shower and soaking tub, Private Water Closet w/ bidet. Half Bath with both interior and exterior access. Another Half Bath next to the Over-Sized Laundry Room. Over-Sized Garage: 2 cars Plus! The Boathouse may be calling you but the outdoor living spaces will beckon you to stay! Upstairs: Three more bedrooms, Two Bathrooms, Media Room, Gym/Bonus Room and a Versatile, Open Loft Space for use as a game room and Upstairs Family Room. Enjoy Breezes and Water View from the Upstairs Balcony. Schools: The Trifecta of: Dommerich Elementary, Maitland Middle and Winter Park High! Be sure to check out the Virtual Tour and Photos to fully appreciate this home. It's even better in person!

MLS# O5766352

Winter Park, Florida - Homes For Sale 531 Virginia Dr, Winter Park, Fl 32789 | MLS Number: O5766352

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531 Virginia Dr, Winter Park, Florida 32789
Price: $2,250,000

Bedrooms: 4 Bathrooms: 3.5
Living Square Footage: 4,955

Type: Single Family Residence

Winter Park Chain of Lakes Home Description:
Wonderful Lake Virginia one story pool home at the end of quiet Virginia Drive in Timberlane Shores. This home has great entertaining spaces with living room, oversized family room with a wall of windows overlooking the lake & beautiful Knowles Chapel, adjacent to open kitchen and large dining room. Three-way split plan with a master wing, another hall with 2 bedrooms, and an additional guest bedroom/bathroom. Huge bonus room allows for perfect flex space. Kitchen has gas range, dual ovens, Miele dishwasher, and breakfast bar. Master bedroom is spacious and tranquil with lake views, walk-in closet, and bathroom with dual sinks and Jacuzzi tub. Features include hardwood floors throughout, fireplace, tongue & groove vaulted ceiling, French doors, and 3 car garage including an office. Stunning backyard has covered porch, outdoor kitchen, large swimming pool, big yard, and amazing boathouse with storage. Convenient location to downtown Winter Park, Park Avenue, and Baldwin Park. Zoned for the new Audubon K-8 and Winter Park High School.

MLS# O5765419

Winter Park, Florida - Homes For Sale 410 Lakewood Dr, Winter Park, Fl 32789 | MLS Number: O5765419

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410 Lakewood Dr, Winter Park, Florida 32789
Price: $2,195,000

Bedrooms: 5 Bathrooms: 6.5
Living Square Footage: 5,036

Type: Single Family Residence

Winter Park Chain of Lakes Home Description:
Winter Park Chain of Lakes, Lake Osceola waterfront property, with over 100 feet of shoreline, ready for a new custom home or renovate the existing structure. A beautiful elevated lot, a rare find, with breathtaking sunsets, the way lot is situated which will also allow for interesting architecture, bringing the outdoor landscape in, capturing every view the lake offers in a very private setting. Winter Park Chain of Lakes includes 5 connected lakes through a Venetian canal system and allows for boating, kayaking, jet skiing and more. Existing home is over 5,000 sf, 5 bedrooms with downstairs walk out. Lovely open and inviting living spaces, large rooms, separate living and dining rooms. This opportunity doesn’t present itself often and with little lakefront left to be built on it is a great overall investment. Lot has gorgeous mature trees making the lot feel very secluded and private. A perfect location to enjoy the Florida outdoor lifestyle that only the Chain of Lakes and Winter Park affords with a short stroll to Park Avenue, Rollins, Sunrail, restaurants, shops and great schools. Doesn’t get any better than this.

MLS# O5765112

Winter Park, Florida - Homes For Sale 521 Virginia Dr, Winter Park, Fl 32789 | MLS Number: O5765112

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521 Virginia Dr, Winter Park, Florida 32789
Price: $1,999,999

Bedrooms: 3 Bathrooms: 3.0
Living Square Footage: 3,845

Type: Single Family Residence

Winter Park Chain of Lakes Home Description:
Welcome Home to the LAKEFRONT WINTER PARK LIFESTYLE you've been dreaming about! Properties on Lake Virginia are RARELY available, and this one is brimming with potential to be transformed into your Designer Showcase Home! These long-time owners (Mr. & Mrs. Clean!) have ATTRACTIVELY PRICED the home to accommodate plenty of updating so that the new owners can put their own stamp on this timeless gem. (REMODEL RENDERINGS w updated OPEN FLOOR PLAN & new elevation are available) The breath-taking evening view from the Dock area is of the glowing spire of the Rollins College Chapel! The covered Boathouse is READY for you, so bring your fishing gear! Conveniently located in a well-established neighborhood minutes from the dining & boutique shopping on Park Avenue! Kitchen with sleek cabinetry & under-cabinet lighting, Stainless appliances & Island. Florida Room runs the length of the 40-foot shaded lanai and offers casually elegant entertaining/dining space, w/ wood-burning Fireplace. MASSIVE Bonus Room w/ vaulted ceiling, half bath & lake views (currently used as an office) could be a Game Room, Artist's Studio or private M-I-L Suite. Unique huge Dry Basement! The secluded Master Suite has stunning Lake Views and offers a Spa-worthy Master Bath, with designer custom tile-work. Plantation Shutters, Crown Molding and Enviable Winter Park Schools! Brick-paved circular driveway! NO HOA!! You may want to HURRY, the phones are ringing already!

MLS# O5762356

Winter Park, Florida - Homes For Sale 2031 Venetian Way, Winter Park, Fl 32789 | MLS Number: O5762356

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2031 Venetian Way, Winter Park, Florida 32789
Price: $1,895,000

Bedrooms: 5 Bathrooms: 3.5
Living Square Footage: 3,556

Type: Single Family Residence

Winter Park Chain of Lakes Home Description:
Tremendous character and charm throughout this stunning Santa Barbara-style Mediterranean resting on almost a 1-acre lot in the Vias. Waterfront estate size property on the Winter Park Chain of Lakes with boat dock and lift. This five-bedroom, three-and-a-half-bath residence enjoys a park-like backyard with pool, three-car garage, and has been extensively remodeled over the years. An open flexible floor plan, updated electrical and plumbing and enhancements provide flexibility for any interior styling. Fabulous entry to a vaulted wood beam grand room with gas fireplace and built-in serving cabinet. The home has 18-inch Travertine tile, plaster walls, built-ins, and extensive woodwork/moldings. The gourmet kitchen has a central island, breakfast bar, Miele espresso maker, steam oven, induction stove, Wolf double convection ovens, two dishwashers and Sub-Zero refrigerator. The downstairs Master retreat is spacious with spa bath & sitting area. The upstairs bedroom suites have French doors leading out to balconies overlooking the tropical pool area and waterfront. The gathering room has pocket sliding glass doors leading to a gorgeous brick patio/pool area and expansive lawn to enjoy family sports and entertainment. Perfectly located at the end of a quiet street in one of the most desirable neighborhoods in Winter Park convenient to parks, WPRC & ICC. Boat, kayak, paddleboard or ride your jet skis through the 6 lakes connected by beautiful canals and enjoy all that the lake lifestyle has to offer.

MLS# O5769819

Winter Park, Florida - Homes For Sale 906 Poinciana Ln, Winter Park, Fl 32789 | MLS Number: O5769819

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906 Poinciana Ln, Winter Park, Florida 32789
Price: $1,625,000

Bedrooms: 4 Bathrooms: 4
Living Square Footage: 3,309

Type: Single Family Residence

Winter Park Chain of Lakes Home Description:
Thoughtfully conceived and designed, this award winning, custom built Lake Maitland waterfront estate is sure to impress! Crafted all on one level, this charming lakefront splendor boasts soaring ceilings and exquisite one-of-a-kind architectural features throughout. Dine in the luxurious, well-equipped kitchen while enjoying unparalleled views of your private storage dock and Winter Park's prized Lake Maitland! Entertain guests on your covered lanai and luscious backyard, or showcase the ample interior with plenty of space for work and play. Host the entire family in the home's generously sized four bedrooms, each featuring a private on-suite bathroom. This home is the pinnacle of Winter Park living. With its supreme sense of privacy, elegant finishes and proximity to commuter roads, it is no wonder that this brilliant masterpiece estate is the Parade of Homes Winner!

MLS# O5726674

Winter Park, Florida - Homes For Sale 275 Stirling Ave, Winter Park, Fl 32789 | MLS Number: O5726674

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275 Stirling Ave, Winter Park, Florida 32789
Price: $1,595,000

Bedrooms: 3 Bathrooms: 2.5
Living Square Footage: 3,046

Type: Single Family Residence

Winter Park Chain of Lakes Home Description:
Fabulous Lakefront property on Lake Virginia with views of Rollins College and walking distance to Park Avenue. Great potential for a remodel or build your own custom home. Large lot with 35 feet frontage on Lake Virginia and 250 +/- feet along canal as well. Property is more than 1/2 acre in size with mature landscaping. Home has vaulted ceilings and large master bedroom with a fireplace and private deck overlooking Lake Virginia.

MLS# O5756411

Winter Park, Florida - Homes For Sale 1031 Palmer Ave, Winter Park, Fl 32789 | MLS Number: O5756411

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1031 Palmer Ave, Winter Park, Florida 32789
Price: $1,595,000

Bedrooms: 4 Bathrooms: 4
Living Square Footage: 3,706

Type: Single Family Residence

Winter Park Chain of Lakes Home Description:
Situated on over a half acre of lush landscaping within walking distance to Park Avenue and with your own private boathouse on the Winter Park Chain of Lakes, this gorgeous 1940s ranch-style residence has been meticulously maintained and tastefully enhanced over the years. Offering 4 bedrooms, 4 baths and nearly 4,000 square feet of living space, this is a terrific entertaining home with plenty of room for family and friends. As an added bonus, live the lake lifestyle with private boathouse on Lake Maitland. The split floor plan features a wealth of natural light from tall windows and French doors and you will find only one private bedroom suite upstairs however all other bedrooms and the spacious master retreat downstairs with a separate sitting area and an expansive walk-in closet. Enjoy entertaining in a large bonus/game room with bar area or relax by the fireplace in the fabulous living room. Outside you will find a stunning flagstone patio and deck, pool and cabana poolside with summer kitchen, plus a wonderful park like backyard. Lastly, but not least there are 4 garages comprised of an oversized 3-car garage and separate 1-car garage off the motor court!

MLS# O5722509

Winter Park, Florida - Homes For Sale 1602 Alabama Dr #203, Winter Park, Fl 32789 | MLS Number: O5722509

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1602 Alabama Dr #203, Winter Park, Florida 32789
Price: $889,000

Bedrooms: 2 Bathrooms: 2
Living Square Footage: 2,053

Type: Condominium

Winter Park Chain of Lakes Home Description:
Winter Park exclusive Lakefront property with the best views in The Alabama to Lake Maitland and easy walk to Park Avenue. This 2nd floor hosts the best views in the building and a one of kind unit doesn’t come on the market often with nearly 2,100 sf, and fully renovated in 2014. Boat slips are currently available. A gracious foyer welcomes you into a modern layout with kitchen opening to living spaces and a unique sunroom off living space with windows across the back for maximizing the tranquil views. Sunroom features new skylights with solar tinting and gorgeous natural light. Beautiful kitchen renovation with custom cabinets, quartz counters, stainless appliances, counter seating, pendant and under-mount lighting. Bathrooms fully renovated with master featuring marble tile, seamless glass enclosure, polished chrome fixtures and many details. Other upgrades are all major systems; electric, plumbing, AC (2011), water heater (2010) and building re-roofed in 2018. Additional features are wood flooring with sound barrier underlayment, all upgraded light fixtures, recessed lighting, laundry room upgrade with additional cabinets and tile flooring, custom closets in master, ceilings refinished, and fully painted, truly ready to move in. The Alabama is an enduring property, a treasure in the most exclusive area with expansive grounds and green space, assigned covered parking, elevators, fitness room, clubhouse, lovely pool area and Kraft Gardens across the street.

MLS# O5361835

Maitland, Florida - Homes For Sale 100  Minnehaha Cir , Maitland, Fl 32751 | MLS Number: O5361835

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100 Minnehaha Cir , Maitland, Florida 32751
Price: $875,000

Bedrooms: 4 Bathrooms: 2
Living Square Footage: 1,862

Type: Single Family Residence

Winter Park Chain of Lakes Home Description:
Enjoy magnificent sunsets on Lake Minnehaha, on the Winter Park Chain of Lakes. Do you like to ski, boat and fish? Look no further...bring your boat, skis and fishing poles! You will find your water playground right in your back yard. This 60's home offers a 4Br 2 1/2 Bath, spacious floorplan with parquet flooring throughout ready to live in or transform into your dream home. Excellent schools and just minutes to Maitland's cultural district and many parks and green spaces, shopping and restaurants and adjacent to neighboring Winter Park with its popular Park Avenue shoppes and fine dining. One-half hour to the airport, major attractions and UCF.

MLS# O5749533

Winter Park, Florida - Homes For Sale 1602 Alabama Dr #405, Winter Park, Fl 32789 | MLS Number: O5749533

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1602 Alabama Dr #405, Winter Park, Florida 32789
Price: $825,000

Bedrooms: 3 Bathrooms: 3
Living Square Footage: 2,860

Type: Condominium

Winter Park Chain of Lakes Home Description:
One or more photo(s) has been virtually staged. This penthouse unit at The Alabama is available for the first time since the original hotel-to-condo conversion was completed in 1981. Originally three units combined in one residence, it can easily be split back into two units; with tremendous potential to remodel and personalize the layout and features a buyer desires. A really special feature, this is the only unit in The Alabama with an outside terrace. Offering scenic and tranquil views of Lake Maitland and The Alabama's beautiful expansive grounds, the building has a lakefront dock with boat slips available on Lake Maitland (Chain of Lakes). The unit also comes with two assigned covered parking spaces. There is a community clubhouse and wonderful pool area. The building is in close proximity to Kraft Azalea Gardens on Lake Maitland and downtown Winter Park as well as Park Avenue shops and restaurants. This is truly a one-of-a-kind complex and opportunity in a premier location.

MLS# O5761130

Winter Park, Florida - Homes For Sale 311 E Morse Blvd #6-20, Winter Park, Fl 32789 | MLS Number: O5761130

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311 E Morse Blvd #6-20, Winter Park, Florida 32789
Price: $450,000

Bedrooms: 1 Bathrooms: 1
Living Square Footage: 1,137

Type: Condominium

Winter Park Chain of Lakes Home Description:
Enjoy million dollar views for less than half the price ! This unit is lakeside on the top floor of the tallest building in Whispering Waters, a marvelous example of Mid-Century architecture. Floor to ceiling glass affords unobstructed and spectacular views of Lake Osceola and rocket shots at the Cape on clear days. This upscale and redone aerie is above the tree tops and affords stunning moon rise and sun rise scenes. Condo fees include all utilities, exterior, pool , and ground maintenance. This is a one of a kind unit and is perfect for year round or as a winter retreat. It is in the heart of downtown Winter Park and all the famed Park Avenue amenities.

MLS# O5765185

Winter Park, Florida - Homes For Sale 690 Osceola Ave #410, Winter Park, Fl 32789 | MLS Number: O5765185

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690 Osceola Ave #410, Winter Park, Florida 32789
Price: $380,000

Bedrooms: 2 Bathrooms: 2
Living Square Footage: 1,148

Type: Condominium

Winter Park Chain of Lakes Home Description:
You could live in a place with a $2 million dollar view for a fraction of the cost. Just steps away from what makes Winter Park special. Located on beautiful Lake Virginia on the Winter Park Chain of Lakes, walk to Park Avenue, Rollins College, the Albin Polasek Museum, shopping and fine dining. This beautifully updated two bed, two bath condo features granite counters in the new kitchen with all new appliances, upgraded bathrooms and custom master closet. The balcony spans the width of the condo unit with tree -top view of the Fern Canal that links Lakes Virginia and Osceola. There is a beautifully renovated, pool and pavered walkway and lanai. The lobbies and club room have been updated and very soon there will be a new, beautiful state of the art dock. This is truly a gem and one of the best values in Winter Park.

MLS# O5765521

Winter Park, Florida - Homes For Sale 690 Osceola Ave #209, Winter Park, Fl 32789 | MLS Number: O5765521

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690 Osceola Ave #209, Winter Park, Florida 32789
Price: $365,000

Bedrooms: 2 Bathrooms: 2
Living Square Footage: 1,148

Type: Condominium

Winter Park Chain of Lakes Home Description:
Love where you live! This two bed, two bath condo has it all. It is located on beautiful Lake Virginia, right on the Fern Canal that links this lake to Lake Osceola and the entire Winter Park Chain of Lakes. The condo has been lovingly updated with custom cabinets, granite counters and stainless appliances. Crown moulding, newer noise-reduction sliding windows to the balcony, newer A/C and water heater make this condo a must see. This is lake side living at its best, without the high cost. Just steps away from all that makes Winter Park such a special place. Fine dining, great museums, Rollins College and superior shopping are all within walking distance. Lake Virginia Condos has an updated pool and spa, beautiful landscaping, a guest suite for your overnight visitors, workout room, wonderful re-decorated club room with kitchen, outdoor gas grill and fire pit, and a fabulous new boat dock is in the works.

MLS# O5741823

Maitland, Florida - Homes For Sale 1100 S Orlando Ave #101, Maitland, Fl 32751 | MLS Number: O5741823

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1100 S Orlando Ave #101, Maitland, Florida 32751
Price: $330,000

Bedrooms: 2 Bathrooms: 2
Living Square Footage: 1,248

Type: Condominium

Winter Park Chain of Lakes Home Description:
LAKESIDE LIVING! Simply GORGEOUS 2 Bedroom 2 Bathroom END-UNIT Condo in WEST COVE, Maitland ! This exquisite unit offers a breathtaking view of LAKE MAITLAND and lots of windows to allow in the FLORIDA sunshine! The Community offers RESORT STYLE living with amenities that include a clubhouse, a LAKESIDE community pool and spa, a fitness center, bike storage, kayak and canoe storage, docks, a fishing pier, barbecue and picnic area, car wash, security, TWO elevators, on-site manager and maintenance staff, and an assigned covered parking space with additional guest parking. The unit boasts a foyer entry, lots of storage & linen closets, tile in the main area, and carpeting in the main living space and bedrooms. The galley kitchen is sure to delight featuring a window for natural light, updated cabinetry, granite countertops, and ample storage. WEST COVE is centrally located for easy access to highways, a walk to Lake Lily, Maitland Farmers Market, The Enzian Theatre, various restaurants, and shopping! Call TODAY to find out how you can make this YOUR NEW home! **Assigned BOAT SLIPS available on first come first serve basis**


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