1399 Aloma Avenue, Winter Park, FL 32789

$575,000

1399 Aloma Avenue, Winter Park, FL 32789

3 bd · 2 ba · 1,804 sqft · Single Family Residence

8 days ago · FANNIE HILLMAN & ASSOCIATES

1760 Oakhurst Avenue, Winter Park, FL 32789

$2,500,000

1760 Oakhurst Avenue, Winter Park, FL 32789

5 bd · 4.5 ba · 3,700 sqft · Single Family Residence

10 days ago · SIERRA REALTY GROUP LLC

Property Description

Experience the pinnacle of modern luxury in this architectural masterpiece, perfectly situated in the highly coveted City of Winter Park. Boasting five bedrooms and four-and-a-half bathrooms, this custom residence seamlessly blends striking contemporary lines with exceptional everyday functionality. The heart of the home is a culinary dream chef's kitchen, anchored by an oversized center island and premium quartz countertops. It comes fully equipped with custom 42-inch wood cabinetry, a dedicated walk-in pantry, and high-end appliances, including a 48-inch refrigerator, a 36-inch induction cooktop with a vented hood, a built-in microwave, a dishwasher, and double convection ovens. Entertain effortlessly in the adjacent formal dining room or mix drinks at the wet bar, which features a built-in wine chiller to keep your collection perfectly preserved. Designed for ultimate privacy, the first-floor primary suite serves as a peaceful sanctuary, complete with a spa-inspired bathroom featuring a spacious walk-in shower, a standalone soaking tub, and a thoughtfully organized his-and-hers walk-in closet with abundant storage. A generous guest retreat with a private full bath is also conveniently located on the main level. Ascend to the second floor to find soaring 11-foot ceilings and three additional well-appointed bedrooms, each designed with privacy and direct full-bath access in mind. Step through oversized sliding glass doors to transition into your private outdoor oasis, effortlessly expanding your living space into the open air. This smart-home-ready masterpiece comes equipped for integrated lighting, audio, and security, alongside pre-installed exterior accent lighting, security cameras, and a full-property irrigation system. Perfectly positioned for an elevated Florida lifestyle, this home is less than five minutes from the premier Interlachen Country Club, walking distance to Phelps Park, and just ten minutes from the world-class boutique shopping and fine dining along Park Avenue.

918 Enclave Place, Winter Park, FL 32792

$2,125,000

918 Enclave Place, Winter Park, FL 32792

5 bd · 4.5 ba · 3,713 sqft · Single Family Residence

20 days ago · CORCORAN PREMIER REALTY

Property Description

Pre-Construction. To be built. Buyer incentive - limited time - $50,000 cash credit at closing or $70,000 credit towards upgrades. The Hawthorn, an exceptional new custom residence by FG Schaub Custom Homes, located at 918 Enclave Place within The Enclave, a premier boutique community in the heart of Winter Park. Offering 5 bedrooms, 4.5 bathrooms, and 3,713 square feet of thoughtfully designed living space, this two-story home blends timeless architectural appeal, refined finishes, and a highly functional layout designed for modern living. The thoughtfully designed floor plan offers the convenience of a spacious first floor primary suite with a well-appointed bath and generous walk-in wardrobe, along with an additional first-floor guest suite with an en-suite bath. The open-concept kitchen, dining, and gathering areas create a natural flow for everyday living and entertaining, while the second floor provides three additional bedrooms, two full bathrooms, and a versatile gathering loft ideal for a media room, playroom, or additional living space. Designed to embrace Florida's indoor-outdoor lifestyle, the home features a covered lanai overlooking a private swimming pool and fully fenced backyard. The summer kitchen, complete with grill and refrigerator, creates an inviting setting for outdoor dining and entertaining. Throughout the home, elevated specifications and thoughtful details include high-performance, low-E double-pane windows, 8-foot solid-core interior doors, a tankless gas water heater, premium Wolf and Sub-Zero appliances, and designer-selected finishes with a curated palette of colors and materials. Every detail reflects the craftsmanship and quality synonymous with FG Schaub Custom Homes. The Enclave is an intimate collection of just 23 thoughtfully designed residences nestled beneath mature oak canopies. Ideally situated near Phelps Park, the YMCA, and multiple dining and shopping options, residents enjoy a charming residential setting with convenient access to downtown Winter Park's celebrated restaurants, boutiques, and cultural attractions. As a new home to be built, buyers have the opportunity to personalize select design finishes and explore certain floor plan modifications. Additional upgrade opportunities may include a detached cabana and/or guest house, subject to builder pricing, lot compatibility, and community guidelines. Experience the opportunity to create your dream home in one of Winter Park's most desirable locations, where architectural character, exceptional craftsmanship, and a connected lifestyle come together.

555 E Lake Sue Avenue, Winter Park, FL 32789

$2,095,000

555 E Lake Sue Avenue, Winter Park, FL 32789

4 bd · 4 ba · 3,776 sqft · Single Family Residence

28 days ago · KELLER WILLIAMS WINTER PARK

1579 Lake Baldwin Lane, Orlando, FL 32814

↓ $52K cut

$1,398,000

1579 Lake Baldwin Lane, Orlando, FL 32814

— bd · — ba · 3,150 sqft · Triplex

Sep 17 · COMPASS FLORIDA LLC

Property Description

Extraordinary mixed-use property in the heart of Baldwin Park, just completed with all-new updates featuring luxurious finishes, a new roof, and new HVAC units. One of the upgraded homes offered in the community, the property is further enhanced with surround sound and plantation shutters throughout. Offering a rare work-live lifestyle with strong investment potential, this property sits just steps from Lake Baldwin, with Publix, boutique shopping, and top-rated dining conveniently located across the street. Divided into three distinct units—an elegant townhome, an income-producing garage apartment, and a commercial space—the property creates multiple income streams and long-term value. Adding to its versatility, all three units are separately metered with individual electric and water meters, allowing each to maintain its own separate utility accounts. The commercial unit at the front features a private entrance, two rooms, and a full bath, with rents ranging around $2,400/month. The main townhome showcases timeless finishes including hardwood floors, an open-concept layout, abundant natural light, plantation shutters, and surround sound. The chef’s kitchen is equipped with ample cabinetry, stone countertops, premium appliances, a spacious island with eat-in seating, and a walk-in pantry. A private entrance and powder bath complete the first floor. Upstairs, the luxurious primary suite offers double walk-in closets and a spa-style bath with soaking tub, walk-in shower, dual-sink vanity, and luxury accents. Two generous secondary bedrooms—one with a walk-in closet—share a remodeled full bath, with both opening to a private balcony. A full laundry room adds convenience. The garage apartment has its own private entry, with rents ranging around $2,000/month. This move-in-ready apartment features a walk-in closet, updated full bath, and open-plan kitchen and living space. Located on a tree-lined street with a rear two-car garage and ample parking, this property places you just steps from parks, community pools, fitness centers, scenic walking trails around Lake Baldwin, and nearby dog park access. Baldwin Park amenities include three resort-style swimming pools, two fitness centers, and a scenic 2.5-mile trail around Lake Baldwin, while Downtown Orlando and area highways are only minutes away. With unmatched flexibility, multiple income streams, separate utilities, and walkable lifestyle appeal, this is a rare opportunity in one of Orlando’s most desirable communities. Schedule your private showing today.

↓ $51K cut

$1,399,000

1579 Lake Baldwin Lane, Orlando, FL 32814

6 bd · 4.5 ba · 3,150 sqft · Townhouse

Sep 17 · COMPASS FLORIDA LLC

Property Description

2641 Carvell Court, Winter Park, FL 32792

↓ $25K cut

$525,000

2641 Carvell Court, Winter Park, FL 32792

4 bd · 2 ba · 2,126 sqft · Single Family Residence

Aug 15 · CHAMBERLAIN REALTY LLC

7670 Stratford Boulevard, Orlando, FL 32807

$284,900

7670 Stratford Boulevard, Orlando, FL 32807

3 bd · 1 ba · 1,164 sqft · Single Family Residence

Aug 14 · SAND DOLLAR REALTY GROUP INC

↓ $5.1K cut

$479,900

3140 Tcu Boulevard, Orlando, FL 32817

4 bd · 2 ba · 1,950 sqft · Single Family Residence

Aug 5 · LPT REALTY, LLC

$1,415,000

3627 Bobolink Lane, Orlando, FL 32803

4 bd · 4.5 ba · 3,565 sqft · Single Family Residence

Jul 23 · WEEKLEY HOMES REALTY COMPANY

↓ $70K cut

$1,925,000

220 Adams Drive, Maitland, FL 32751

4 bd · 3.5 ba · 3,005 sqft · Single Family Residence

Jun 4 · KELLY PRICE & COMPANY LLC

Property Description

Welcome to 220 Adams Drive — a breathtaking, completely remodeled single-story masterpiece nestled in the heart of Maitland's coveted Kings Row neighborhood. Thoughtfully reimagined from the studs out with exquisite craftsmanship and elevated design, this stunning home offers 4 bedrooms, a dedicated private office, 3.5 baths, and over 3,000 square feet of refined living on a fully fenced, oversized lot. The renovation is truly comprehensive — all-new plumbing, electrical, ductwork, and three separate AC units provide complete peace of mind. Spray foam insulation delivers exceptional energy efficiency, propane gas powers the chef's kitchen cooktop and tankless hot water heater, and Lutron touch-slide dimmers indoors plus automated Lutron outdoor lighting give the home a level of sophistication and control that is rarely found at any price. French drains round out a property that has been engineered as thoughtfully as it has been finished. Step through a charming covered front porch and into a bright, open-concept interior where elevated ceilings, rich wood floors, and designer recessed lighting create an effortlessly elegant atmosphere. The chef's kitchen is a showstopper — outfitted with high-end appliances including a gas cooktop, custom white cabinetry, clever appliance garages, and bespoke built-ins that marry beauty with function. The warm and inviting living room anchors the home with a wood-burning fireplace and seamless sliding doors to the pool beyond. The split-bedroom layout offers exceptional privacy for every member of the household. The oversized primary suite features a spa-inspired en suite with a double-sink vanity, walk-in glass shower, and soaking tub — plus a large walk-in closet with custom built-ins. The second bedroom enjoys its own private en suite with a walk-in shower, perfect for guests or multi-generational living. Bedrooms three and four share a well-appointed hall bath with a tub/shower combination. Outside, your private resort awaits. The saltwater pool with sunshelf is the perfect centerpiece, framed by a covered cabana with fireplace and a fully equipped outdoor kitchen. The Lutron automated lighting system extends seamlessly to the exterior, creating effortless ambiance day and night. The fully fenced yard offers privacy and room to breathe. The property features a two-car garage and a separate one-car garage — both finished with epoxy floors. The one-car garage is currently appointed as a private home gym with an adjacent storage room, offering flexible utility from day one. Located in a quiet, tucked-away neighborhood with a community park and playground, this home is just minutes from Winter Park, Park Avenue, the Winter Park Racquet Club, and scenic parks and trails. Zoned for top-rated Dommerich Elementary, Maitland Middle, and Winter Park High School. Homes of this caliber — fully rebuilt, impeccably finished, with every system new — are extraordinarily rare. Schedule your private showing today.

300 Carolina Avenue 402c, Winter Park, FL 32789

↓ $60K cut

$650,000

300 Carolina Avenue 402c, Winter Park, FL 32789

3 bd · 2 ba · 1,350 sqft · Condominium

May 22 · FANNIE HILLMAN & ASSOCIATES

Property Description

EXCEPTIONAL ELEGANCE & VALUE IN DOWNTOWN WINTER PARK now for JUST $650,000! This spacious 3-bedroom, 2-bath top-floor residence in the coveted PARK WEST community presents a rare opportunity to enjoy the best of Winter Park living just one block from Park Avenue. This residence offers an impressive combination of generous living space, architectural character, privacy, and an unbeatable location. Situated on the fourth floor, this distinctive condo features vaulted ceilings, skylights, and abundant natural light, creating an open and airy atmosphere throughout. Expanded living areas provide flexibility for entertaining, relaxing, or working from home. The inviting living room features a fireplace, while the spacious kitchen offers ample cabinetry, generous counter space, and a convenient breakfast bar. The thoughtfully designed floor plan includes three generously sized bedrooms, including a primary suite with vaulted ceilings, a walk-in closet, and a spacious bathroom. The second bedroom features a charming sunroom alcove and can connect to the primary suite, offering the flexibility of a private den, sitting room, or home office. Storage is exceptional, with a large IN-UNIT laundry room and an oversized attic — features rarely found in condominium living. Recent improvements include a NEW HVAC system, NEW water heater, and plumbing updates, providing added peace of mind. A reserved covered parking space and plentiful guest parking add everyday convenience. Beyond the residence, Park West offers a gated entrance, community pool, tennis court, on-site community manager, and beautifully maintained grounds with extensive recent community improvements. Association fees also include sewer and trash service, making this an appealing low-maintenance, lock-and-leave lifestyle! And the location is truly extraordinary! Enjoy the freedom to stroll to Park Avenue's acclaimed restaurants, boutiques, sidewalk cafés, museums, and year-round events, all just moments from your front door. With its spacious three-bedroom floor plan, top-floor privacy, and exceptional storage, this is an outstanding opportunity to enjoy downtown Winter Park living at a compelling value!

12 Properties for sale in Winter Park High

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