The agencies at Winter Springs
These agencies offer a selection of luxury properties vente at Winter Springs. Feel free to contact them for personalized assistance.
MOTIVATED SELLER! Elegant conservation retreat in prestigious Chestnut Estates-Tuscawilla. On a quiet cul-de-sac, this impeccably maintained four-bedroom, three-bath residence offers a rare combination of privacy, timeless comfort and everyday luxury. Backing to a serene conservation area with no rear neighbors, the home is surrounded by mature landscaping and picturesque natural views, creating a peaceful retreat, and rear patio has new pavers. Thoughtfully designed with a desirable split-bedroom floor plan, the spacious interior offers functionality and elegance. Generous closet space, large pantry and built-in workspace provide everyday convenience, while the open concept kitchen flows seamlessly into the family room and casual dining area, creating a warm and welcoming atmosphere that's ideal for gathering with family and friends. An oversized bonus room/enclosed Florida room with rich wood flooring expands the living space and offers endless possibilities, including a game room, music room and fitness studio. Enhanced with a mini-split system installed in 2025, this versatile space provides year-round comfort and is the ideal setting for entertaining or enjoying quiet evenings while overlooking the tranquil conservation backdrop. Roof (2023) with secondary barrier, HVAC (2025) with AC purification system included, plumbing updates and newer water heater. Schedule your private showing today!
…By Premier Sotheby's International Realty
Opportunities like this are almost impossible to find in Central Florida. Situated on 5.33 pristine lakefront acres with no HOA, this extraordinary estate is commercially zoned, creating a unique opportunity for a variety of potential business uses, including a luxury wedding venue, private event space, corporate retreat, boutique hospitality concept, or an exceptional live-work estate. With its breathtaking setting, grand architecture, and resort-style amenities, the property offers a level of versatility rarely available in today's market.Inspired by the elegance of the Italian countryside, the residence makes a lasting first impression with a dramatic front waterscape, lush gardens, and timeless architectural details. Inside, guests are welcomed by a grand foyer featuring exquisite marble finishes and a spectacular custom-painted 24-karat gold dome.Designed for both entertaining and everyday luxury, the expansive living spaces showcase panoramic views of beautiful Lake Jessup, soaring ceilings, stunning chandeliers, and a grand marble fireplace. The thoughtfully designed H floor plan encompasses more than 8,000 square feet of air-conditioned living space, offering five spacious bedrooms and six-and-a-half bathrooms, all conveniently situated on a single level.The primary suite is a true private retreat, featuring eight sets of French doors opening directly to the pool and lakefront, a custom-designed closet that doubles as a safe room, and a spa-inspired bathroom complete with a tranquil garden retreat. The gourmet chef's kitchen is equipped with top-of-the-line appliances, custom cabinetry, and an oversized walk-in butler's pantry designed to accommodate large-scale entertaining.Additional luxury amenities include a temperature-controlled wine cellar, private movie theater, dedicated nanny or guest quarters, and a six-car garage with extensive attic storage.Outside, the estate transforms into a private resort. A spectacular sports pool with multiple water features serves as the centerpiece, complemented by a summer kitchen, wet bar, outdoor fireplace, and expansive covered veranda overlooking the serene waters of Lake Jessup. Whether hosting elegant weddings, unforgettable events, corporate gatherings, or private family celebrations, the setting is simply unmatched.Combining custom craftsmanship, Tuscan and Greek-inspired design elements, commercial zoning flexibility, and an irreplaceable waterfront location, this remarkable estate offers a truly rare opportunity to own one of Central Florida's most unique properties. Schedule your private tour today to experience the endless possibilities and extraordinary lifestyle this one-of-a-kind property provides.
…By Annonceur International
Completed in 2025 by Floridian Custom Homes, this distinguished English cottage-inspired residence brings refined character, thoughtful design, and exceptional craftsmanship to one of Winter Park's coveted residential corridors. Encompassing 3,720 square feet, the four-bedroom, five-and-one-half-bath home blends sophisticated interiors with contemporary systems and inviting spaces designed for both everyday living and entertaining. A solid mahogany front door opens to interiors defined by Botticino limestone flooring with a distinctive textured finish, bespoke millwork, and generous gathering spaces. Coffered ceilings and recessed WAC lighting add architectural dimension, while insulated casement windows fill the home with natural light. The expansive central living area flows seamlessly into the dining space and beautifully appointed kitchen, featuring custom cabinetry by Grit & Grain, leathered Taj Mahal quartzite countertops, and a remarkable collection of professional-grade appliances, including a 43-inch La Cornue gas range with McGurken hood, Thermador refrigerator and freezer columns, and Bosch dishwasher. A generously sized walk-in pantry continues the custom cabinetry and quartzite finishes while incorporating dual refrigeration drawers and a dedicated ice maker. The adjacent mudroom is outfitted with substantial hardwood built-ins, providing exceptional organization and storage. The first-floor primary suite occupies a private wing and showcases wide-plank European white oak flooring by Forrest Accents, a customized walk-in closet, and an elegant spa-inspired bath. Natural stone countertops, Rohl polished nickel fixtures, marble flooring and shower surfaces, and a frameless glass enclosure create a polished yet inviting retreat. Throughout the home, solid-core doors are complemented by Emtek hardware. Positioned near the front entry, the library offers a sophisticated setting for work or quiet reflection, with matching oak flooring and custom casement windows. A solid wood staircase ascends to a second living area with an adjoining lounge or flex space. Three additional bedroom suites provide private accommodations, each with en-suite baths featuring porcelain flooring, frameless glass showers, brushed quartz and dolomite vanities, designer lighting, and integrated closet systems. Modern infrastructure includes CAT-5/6 wiring, Sonos-integrated speakers, Lutron RA-3 smart lighting controls, and pre-wiring for home security with digital camera ports strategically located at key entry points. Multiple access points from the primary suite and kitchen wing extend to a beautifully enclosed outdoor environment framed by mature landscaping designed by Signature Landscape. A Roman-inspired cabana with soaring ceilings and exposed beams serves as the centerpiece for outdoor entertaining. The fully tiled saltwater pool, representing a $50,000 upgrade, features therapy jets, LED-lit bubblers, a dual-skimmer system, Jandy heat-pump automation, and a Paramount self-cleaning system. Minutes to vibrant shopping, restaurants, sidewalk cafes of Park Avenue, and all that downtown Winter Park has to offer.
…By Premier Sotheby's International Realty
An extraordinary estate of rare distinction, Painted Dreams is a legacy property where timeless architecture meets resort-caliber living. Set along Lake Markham Road in Sanford, this remarkable residence spans over 12,000 square feet of air-conditioned living space and more than 17,000 square feet under roof. Poised on 2.5 private, park-like acres, the estate offers a rare blend of seclusion, scale, and possibility—just moments from the best of Central Florida.The impressive three-story main residence is designed for both refined living and grand entertaining. With eight bedrooms, six and a half baths, a private elevator, cinema, poker room, study/library, and a 590-bottle climate-controlled wine cellar, every space is curated for comfort and experience. Towering ceilings, expansive windows, and elegant travertine flooring create a light-filled grandeur, while solid 8-foot Brazilian mahogany doors and intricate millwork showcase exceptional craftsmanship.At its heart, the gourmet kitchen features granite countertops, dual islands, premium appliances, and a butler’s pantry, flowing seamlessly into a spectacular family room with 24-foot ceilings and floor-to-ceiling glass. A covered porte-cochère introduces a striking stained-glass entry, opening into a luminous foyer framed by formal living and dining spaces.The primary suite is a private sanctuary, complete with a fireplace, expansive walk-in closet, and spa-inspired bath with dual vanities, a soaking tub, and an oversized walk-in shower. The second level offers a theater, library, loft, game area with wet bar, and a 1,000+ square foot terrace overlooking the grounds. The third level adds guest accommodations, a spacious lounge, and another wet bar—ideal for extended stays.Outdoors, over 4,000 square feet of resort-style living surrounds the custom pool and spa, enhanced by app-controlled lighting and water features. A sprawling patio, cabana bath, and fully equipped outdoor kitchen create an exceptional setting for gatherings, while the porte-cochère and motor court provide a grand arrival.Across the full 2.5 acres, the property unfolds as a canvas of opportunity—whether a private compound, equestrian retreat, or boutique event or wedding venue. Lush lawns, mature landscaping, and multiple gathering areas create a natural flow for hosting both intimate and large-scale occasions.Automotive enthusiasts will appreciate the expansive motor court and detached six-car garage, with capacity for up to twelve vehicles using lifts, plus space for boats or RVs. Above the garage, a two-bedroom guest residence offers a full kitchen, fireplace, and multiple living areas, connected to the main home by a private bridge.Ideally located near Lake Sylvan Park, prestigious country clubs, and the attractions of Orlando, Painted Dreams is a rare opportunity to own one of Central Florida’s most captivating estates.
…By Annonceur International
Virtually Staged. Welcome to the Manchester model by ABD, one of the largest and most desirable floor plans in the 24-hour guard-gated Stoneybrook Golf Community. On a private conservation lot, this impressive seven-bedroom, five-bath residence offers over 5,000 square feet of living space designed for both comfort and entertaining. The flexible floor plan features a first-floor primary suite, guest accommodations, spacious living areas, a well-appointed kitchen with an island and walk-in pantry, a media room, a bonus room and a private elevator for convenient access between levels. An oversized three-car garage and circular driveway add to the home's exceptional appeal. Enjoy resort-style amenities including golf, a clubhouse, a fitness center, a community pool, tennis and basketball courts, playgrounds, sports fields and trails. Conveniently near Waterford Lakes, UCF, Research Park, top-rated schools and major highways including SR 408, 417 and 528. Experience luxury, privacy and an exceptional East Orlando lifestyle.
…By Premier Sotheby's International Realty
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These agencies offer a selection of luxury properties vente at Winter Springs. Feel free to contact them for personalized assistance.