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$579,999

This 1920 Craftsman four-square in Sanford's Rose Court community was the childhood home of Donna Lou Harper Askew, First Lady of Florida, with her father's initials still carved in the back steps. That is the history. Here is the home. You are welcomed by a bright enclosed front porch surrounded by walls of windows, perfect as a sitting room, home office, or morning coffee spot. Inside, the formal living and dining rooms are flooded with natural light and showcase the original character throughout: restored oak hardwood floors, intact millwork and solid wood doors, a stained glass window, French door entryways, double-hung wood windows, and FOUR separate fireplaces. The fully renovated 2025 kitchen features shaker cabinetry, granite and butcher block counters, subway tile backsplash, black and white tile floors, farmhouse sink, gas range, and a Samsung Bespoke appliance suite, with an in-kitchen eating area and breakfast nook beside the formal dining room. Upstairs are three bedrooms, including the primary suite with walk-in closet and its own cozy fireplace, plus a renovated bathroom with custom tile work and a modern vanity. Adding exceptional versatility, the property also features a private living suite complete with its own entrance, kitchenette, full bath, and generous living area, ideal for multigenerational living, guests, a home office, or potential rental income. The oversized fenced yard includes an outdoor kitchen with gazebo and a workshop/golf cart garage, both with utilities, all in Sanford's Eastside golf cart zone minutes from Historic Downtown dining, Lake Monroe, and SunRail. Best of all, the home carries over $170,000 in documented improvements with every major system updated. The character is original. The worries are not. Schedule your private tour today.

4 Beds ⋅ 4 Baths ⋅ Rose Court SubDv. ⋅ 32771 Zip Code

2101 Sanford Avenue, Sanford

$699,900

Step into a rare piece of Sanford history with this beautifully restored 1924 residence located in the heart of Sanford's Historic District. Combining timeless architectural character with extensive modern upgrades, this exceptional property offers the best of both worlds. From the moment you arrive, you'll appreciate the fresh exterior transformation featuring over $24,000 invested in brand-new premium vinyl siding with an upgraded deluxe color package, Tyvek moisture barrier, and exterior enhancements completed in 2026. The entire exterior has been freshly painted and is surrounded by lush, professionally maintained landscaping with an irrigation system. Inside, original hardwood floors have been beautifully refinished throughout the living areas, while updated tile flooring enhances the wet areas. The fully renovated kitchen is truly a showpiece, featuring premium Fulgor Milano appliances renowned for their Italian craftsmanship and cutting-edge technology. Enjoy a propane gas range with vent hood, built-in wine refrigerator, espresso machine, White Bay cabinetry, quartz countertops, and a designer tile backsplash. The home offers four spacious bedrooms and three updated bathrooms featuring seamless glass showers, upgraded fixtures, and elegant tile work. A separate exterior entrance leads to a glass-enclosed sunroom, creating the perfect space for a home office, professional workspace, or client meeting area without entering the main residence. Additional improvements include new double-pane Low-E windows that fold inward for easy cleaning, a commercial-grade HVAC system, added insulation, upgraded lighting and ceiling fans, knockdown ceilings, and a roof replaced in 2013. Outdoor living is equally impressive with a charming covered front porch featuring wood ceilings and a spacious rear deck with accent lighting, ideal for entertaining family and friends. The fenced backyard provides privacy and security for pets and children while offering plenty of room to enjoy the Florida lifestyle. One of the property's most unique features is the massive 30' x 24' detached garage with room for up to four vehicles, abundant storage space, and potential for future conversion into a guest house, workshop, or mother-in-law suite. Located less than two miles from vibrant Downtown Sanford, you'll enjoy easy access to award-winning restaurants, craft breweries, boutiques, waterfront parks, festivals, and entertainment. The neighborhood offers a charming Winter Park-style atmosphere with the added convenience of a new Costco coming soon. With no HOA, extensive upgrades, historic charm, and modern luxury throughout, this is a truly one-of-a-kind opportunity. For those seeking additional possibilities, the adjacent parcel is also available for purchase (MLS G5113660), creating a rare opportunity for expansion or custom construction. Schedule your private showing today and experience one of Sanford's most impressive historic homes.

4 Beds ⋅ 3 Baths ⋅ Rose Court SubDv. ⋅ 32771 Zip Code

2001 Sanford Avenue, Sanford