Refine Search
Sort by
$519,000
3 Beds 2 Baths Mayfair SubDv. 32771 Zip Code
Welcome home to this beautifully updated Downtown Sanford residence, where timeless character meets modern comfort on a rare, fenced double lot just one block from Lake Monroe. Offering nearly 2,300 square feet of thoughtfully designed living space, this property combines the charm of a historic home with the space, privacy, and flexibility that are nearly impossible to find in the heart of downtown. Whether you dream of adding a pool, creating an expansive outdoor entertaining area, gardening, or simply enjoying room to roam, this oversized homesite offers endless possibilities. A welcoming covered front porch invites you inside, where original architectural details blend seamlessly with tasteful updates. Rich hardwood flooring, a beautifully preserved built-in curio cabinet, and an abundance of natural light create an inviting atmosphere throughout. The spacious great room is the heart of the home, featuring tongue-and-groove ceilings with exposed wood beams and oversized windows that fill the space with warmth and character. The remodeled kitchen is a rare find for a home of this era, offering granite countertops, glass tile backsplash, solid wood cabinetry, stainless steel appliances, a natural gas cooktop, wall oven, dual sinks, and generous workspace. The private primary suite features vaulted ceilings, a walk-in closet, direct access to the covered patio, and a beautifully updated ensuite bath with dual vanities, a soaking tub, and a walk-in shower. Two additional bedrooms, an updated guest bath, a versatile bonus room, and an indoor laundry room provide exceptional flexibility for today's lifestyle. Recent improvements include a newer roof (2021), a newer HVAC system (2021), hardwood flooring in the primary suite, an included washer and dryer, and a storage shed. Step outside and experience everything that makes Downtown Sanford one of Central Florida's most beloved communities. Enjoy waterfront sunsets along Lake Monroe, spend weekends at the marina, explore local breweries, restaurants, boutiques, parks, and festivals, or take a short golf cart ride to the vibrant historic district. Opportunities like this are few and far between. Combining a beautifully updated home with an oversized double lot in one of Sanford's most desirable locations, this is more than a home—it's a lifestyle.

207 S Summerlin Avenue, Sanford

$649,000
4 Beds 3 Baths Fort Mellon SubDv. 32771 Zip Code
This mid-century, move in ready house is special; you will feel it upon entering. A custom-built home in 1962 has unique and stunning characteristics that are not found in modern homes. Notice the marble compass rose medallion set into the tile floor while you are in the foyer. Look further and you will see the expansive sunken living room with the floor to ceiling slate wood-burning fireplace and 12’ insulated sliding doors offering a fantastic view of the screened lanai and beautiful backyard. The living room is open to the dining room that features the original wood floor, chair rail, a wrought iron railing and a 6’ insulated sliding doors to the lanai. The kitchen has the original hardwood cabinets and vented hood, breakfast bar, updated stainless-steel appliances, disposal and electric cook-top. Adjoining the kitchen is the large breakfast/morning room. Next to the kitchen, there is a large walk-in pantry and laundry room with cabinets and a folding counter. Crown molding is throughout the house which was solidly built with plaster covered walls and ceilings. Down the wide hallway there is attic access and a large linen closet. From the hallway, you will find the 4 bedrooms and 2.5 bathrooms. The primary bedroom boasts two walk-in closets and an en-suite bathroom. Relax or entertain on the 28’ screened lanai, with 6” foam insulated roof, 3 ceiling fans and wood-grain porcelain tile floors. The oversized garage is something special too! Details include an epoxy floor, attic stairs to the attic with wood flooring, service doors at the front and rear, and a surprise utility/workshop/hobby room with mini-split A/C and sink or washer/dryer hook-ups. The exterior includes a motor court design circular drive, front porch with slate floor and wood ceiling, almost a 1/2 acre featuring mature landscaping and several concrete patios for entertaining. The large rear yard with alley access is fully enclosed by an ivy- covered block wall and PVC fencing. The yard includes a fountain, shed with electricity and a stately live oak. There is no HOA, so bring your boat or RV and park it on the north side pad with a 50-amp electric outlet. Other features include a shingle roof (2018), ductwork and HVAC with 2 stage heat pump (2018), a whole house backup generator and two large propane tanks (2022), new microwave (2025), dishwasher (2025), water line from the street to the house replaced (2022), Safetouch cameras and sensors, and an artesian well-fed sprinkler system. The house has CAT 5 cable connecting three routers with wifi. The current owner is also including plywood that has been cut to fit the windows but was never actually used/attached to them. During hurricane Ian, the current owners experienced zero flooding despite the close proximity to Lake Monroe. The generator, trees and A/C are all inspected and maintained annually. Located in the golf cart zone, this house is only four blocks to Lake Monroe and Sanford’s Riverwalk, and less than a mile to the thriving historic downtown. Sanford is the largest city in Seminole County, but you will feel like you’re living in a small town. Schedule your showing now, this beauty won't last long!!

421 Elliott Avenue, Sanford

$799,000
5 Beds 2 Baths Acreage & Unrec SubDv. 32771 Zip Code
Step into timeless elegance with this breathtaking 1901 Colonial-style estate, perfectly nestled beneath majestic oak trees on a private 0.75 acre lot in the heart of historic downtown Sanford. Rich in character and thoughtfully updated, this one-of-kind property seamlessly blends historic charm with modern comfort. Offering 5 spacious bedrooms and 2 bathrooms, this remarkable home features expansive living and gathering spaces designed for both everyday living and unforgettable entertaining. The oversized great room provides the perfect setting for family gatherings, while the outside has multiple outdoor entertaining areas, creating a seamless indoor-outdoor lifestyle. The backyard is a true private retreat, complete with a sparkling pool, mature landscaping, and plenty of room to relax or host guests. A versatile barn adds endless possibilities for storage, hobbies, a workshop or future creative use. From its stately Colonial architecture and picturesque setting to its exceptional amenities and unbeatable downtown Sanford location, this extraordinary property is a rare opportunity to own a piece of history with all the space and features today's buyers desire. Just moments from vibrant dining, shopping, parks, the waterfront and community events, this is a home where timeless beauty meets modern living.

649 Glenway Drive, Sanford

$579,999
4 Beds 4 Baths Rose Court SubDv. 32771 Zip Code
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.

2101 Sanford Avenue, Sanford

$377,400
3 Beds 4 Baths Thornbrooke Ph 5 SubDv. 32771 Zip Code
Bring an Offer! Beautifully upgraded townhouse situated on a premium pond-front lot in the highly desirable Thornbrooke community. This 3-bedroom, 2.5-bath home with a one-car garage offers an ideal layout, stylish finishes, and peaceful water views. The first floor features tile flooring throughout, while the second floor offers comfortable carpet. The spacious kitchen includes 42-inch cherry wood cabinets, granite countertops, a large walk-in pantry, and a stainless steel refrigerator. Recent improvements give this home a fresh, modern feel, including a freshly painted interior, new ceiling fans, updated bathroom mirrors, new vanity light fixtures, new sink faucets, and upgraded shower fixtures in both the primary and guest bathrooms. The inside laundry room includes a washer and dryer for added convenience. Enjoy relaxing pond views from your premium homesite while being conveniently located just minutes from I-4, SR 417, shopping, dining, and everyday conveniences. You're also only about 40 minutes from Florida's beautiful beaches and Central Florida's world-famous theme parks. Don't miss this move-in-ready home—schedule your private showing today!

409 Merry Brook Circle, Sanford

$239,900
2 Beds 3 Baths Regency Oaks Unit One SubDv. 32771 Zip Code
One or more photo(s) has been virtually staged. Welcome to the 2 bedroom, 2.5 bath townhouse in gated community of Regency Oaks in Sanford, FL., easily accessible to highways FL-417 (Central FL GreeneWay) and I-4, shopping centers and dining establishments. This home features an open floor plan on level 1, with new luxury laminate flooring in the living room. Kitchen is equipped with refrigerator, microwave, cooktop, dishwasher and new quartz counter tops, prep area is extended to serve as breakfast bar, along with half bath and a screen-enclosed patio with storage closet. Upstairs you'll find 2 bedrooms with private full bathrooms in each, master bedroom with dual closets and 2nd bathroom with a traditional wide closet. Laundry area is conveniently located next to the bedrooms with a linen closet for extra storage. Regency Oaks HOA offers residents a community pool, and the HOA fee also covers water and sewer. Set in the center of the community and surrounded by everything you may need, this townhome remains a calm beacon to guide you home each day. Schedule a tour and come see your new home!

1621 Stockton Drive, Sanford

$362,800
3 Beds 3 Baths Magnolia Heights SubDv. 32771 Zip Code
**BUYER INCENTIVE AVAILABLE!! Preferred Lender is offering a COMPLIMENTARY TEMPORARY RATE BUY DOWN for qualified buyers on new loan locks completed on or before 6/30/26!!** Welcome to this captivating 1947 home on a stunning 0.234-acre corner lot, featuring a newer roof (2025) and extraordinary custom wood cabinetry and woodwork throughout—each detail lovingly crafted by a skilled owner master carpenter. Offering 3 bedrooms, 3 bathrooms, and 1980 square feet of living space, this property boasts a downstairs primary suite with en-suite bathroom, his & hers closets for comfort and convenience, plus a downstairs office perfect for remote work. The expansive 12’x27’ gathering room provides a welcoming setting for family and friends, while the chef’s kitchen (18’x16’) blends gourmet functionality with authentic charm. Upstairs, discover two bedrooms, a full bath, and a cozy loft area. Workshop & Shed provide storage and a space for your own creativity. Located on 20th Street bordering the historic Sanford district, you’ll enjoy nearby marina, vibrant dining, golf cart-friendly streets, and a lively downtown filled with local shops and community events. Easy access to major highways makes commuting a breeze. This home is ready for your personal touches, with endless potential to create a lush oasis on the generous lot. Experience unique craftsmanship and the pulse of historic Sanford—your new story awaits. 3 of the photos are virtually staged.

801 E 20th Street, Sanford

$400,000
3 Beds 2 Baths Seminole Park SubDv. 32771 Zip Code
This luxurious corner lot home is full of charm, space, and character. Built in 2024, it’s a well-maintained 3-bedroom, 2-bath property with a bonus office room. Situated on an oversized lot, it features an extended roof overhang perfect for entertaining family and guests. The owner has added a 3-car carport for extra toys like a boat or RV. A rear fence provides privacy and peace of mind. The home boasts all the bells and whistles, including a two-car garage with updated stained floors. The captivating kitchen showcases stainless steel appliances, 42-inch white shaker cabinets, and impeccable granite countertops. The spotless interior includes a huge master bedroom with new white and gold trim tile work. Conveniently located near Downtown Sanford, Auto Train, Sun Rail, Sanford Airport, and the Riverwalk along the St. Johns River. This is a must see schedule your showing today, you will not be dis- appointed.

820 Pecan Avenue, Sanford

$695,000
4 Beds 3 Baths Brynwood SubDv. 32771 Zip Code
RELOCATING – MOTIVATED SELLER! Enjoy peace of mind with major improvements planned prior to closing, including a new A/C system, new drainfield, and electrical updates. Seller is also offering a credit toward future roof replacement. This true diamond in the rough offers peace, character, and endless potential all on a beautifully maintained ½ acre lot on a cul-de-sac in a peaceful Sanford setting. Surrounded by nature, yet just minutes from top-rated schools, shopping and dining, this property delivers the perfect balance of privacy and convenience. Relax and enjoy cooking in the spacious eat-in kitchen with all granite countertops, huge L-shaped island w/breakfast bar. The French doors in the kitchen open up to a large screened in lanai ; wonderfully landscaped pool deck giving the feeling of a tropical oasis. You’ll be in love with the luxurious master bedroom w/floating engineered oak floors; walk-in closet. Master also features access to pool. The FULLY FURNISHED 4 th bedroom is a large suite with w/kitchenette, & private entrance. Great room features a brick wood burning fireplace with granite mantle shelf vaulted ceilings, neutral tone tiles and engineered oak floors. Doing laundry is a breeze in the spacious utility room with stacked front-loading washer and dryer. You’ve found garage “heaven” with this exceptional 5-car garage that will fit; show off your toys with some exciting bonus features: beautiful wood paneling, and show room recessed lighting in addition to multiple storage cabinets. Also featuring detached workshop and covered carport, courtyard w/paver walk to backyard and pool. Lush mature landscaping. A MUST SEE!

204 Brynwood Lane, Sanford

$224,000
2 Beds 3 Baths Regency Oaks Unit One SubDv. 32771 Zip Code
Virtually Staged. Welcome to this 2-bedroom, 2.5-bath townhome in the gated community of Regency Oaks, one of Sanford’s most convenient locations. With a functional layout and true low-maintenance living, this home is a great fit for homeowners and investors alike. The main level features a bright, open-concept design with tile flooring throughout and abundant natural light. The kitchen has been updated with all-new stainless steel appliances, ample cabinetry, and a layout that flows seamlessly into the living and dining areas—perfect for everyday living or entertaining. A convenient half bath is also located downstairs. Step outside to your covered, screened-in patio, offering a private and comfortable space to relax. Upstairs, you’ll find two spacious bedroom suites, each providing privacy and flexibility, along with laundry hookups for added convenience. The primary suite features a walk-in closet and a well-sized bathroom. Enjoy true low-maintenance living: The HOA covers exterior maintenance, landscaping, water, trash, sewer, and gated entry, along with access to the community pool. Unbeatable location: Just minutes from Seminole Towne Center, Sam’s Club, Super Target, dining, and everyday essentials, with quick access to I-4 and 417, making commuting to Lake Mary, Orlando, and Daytona Beach easy. Well cared for, well located, and well priced—this is a smart opportunity in today’s market.

1450 Stockton Drive, Sanford

$194,999
3 Beds 2 Baths Acreage & Unrec SubDv. 32771 Zip Code
Short Sale. Investor specieal This stunning 3-bedroom, 2-bath property is loaded with upgrades throughout. Enjoy brand-new, state-of-the-art stainless steel appliances, elegant granite countertops, beautiful laminate flooring, and fresh paint that gives the space a bright, modern feel. The open floor plan and inviting front porch make this home ideal for comfortable living or a professional business setting. Both bathrooms have been tastefully upgraded and offer a clean, stylish design filled with natural light. An extra-large yard and convenient storage shed add even more value and versatility. Zoned for Greenwood Lakes Middle School and Lake Mary High School, and ideally located near I-4 and Hwy 417 for easy access to anywhere you need to go. This impressive property truly has it all and is sure to exceed expectations.

2024 Old Lake Mary Road, Sanford

$3,550,000
8 Beds 7 Baths N/A SubDv. 32771 Zip Code
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.

1501 Lake Markham Road, Sanford

$285,000
3 Beds 2 Baths Palm Terrace SubDv. 32771 Zip Code
One or more photo(s) has been virtually staged. Don’t miss this amazing opportunity to own this beautiful 3-bedroom, 2 bath home with a brand NEW ROOF on a fully fenced in lot at just under a quarter acre with an oversized garage/workshop and additional carport! As you enter the home you will be greeted by an inviting open floor plan. The kitchen is beautifully updated with granite countertops and stainless-steel appliances and wood style tile. The large Owners Suite even comes complete with a walk-in closet! The home is zoned for top rated schools including Hamilton Elementary. NEW plumbing, NEW roof over the garage, NEW vinyl fence 2022, NEW attic insulation, NEW air ducts with UV light installed to purify the air even further! The only thing missing is you!

701 E 25th Street, Sanford

$779,900
4 Beds 3 Baths St Johns River Estates SubDv. 32771 Zip Code
Bring the Yacht! Spacious Waterfront 4BR/3BA with In-Law Suite & Dock – Prime Sanford Location! This beautifully updated 4-bedroom, 3-bath home sits on a rare half-acre lot-and-a-half with direct canal access to the St Johns River, featuring a concrete seawall, private boat dock with 22' boat lift, double jet ski lift, electric panel and ample space to relax by the water. The 2019 addition offers flexible living options: use it as a private in-law suite with its own entrance, or as a home office or studio with separate access from the main house. The home features hurricane-impact windows and doors, a durable metal roof, and upscale interior touches like crown molding and designer finishes typically found in luxury homes. Poured concrete safe room/panic room with hidden vault door, 6" thick walls and ceiling plus automatic ventilation and network wiring. Enjoy the spacious screened-in porch, perfect for entertaining or peaceful mornings overlooking the water. The property also has plenty of parking, mature landscaping, and room to roam—larger than most lots in the neighborhood. 30 Amp RV parking spot on the side of the house. Conveniently located just minutes from I-4 and the 417/Greenway, you're close to shopping, dining, and everything Central Florida has to offer. Nestled in Sanford, this location is perfectly positioned between Orlando and Daytona, offering the best of both worlds. Don’t miss this versatile, upgraded home with waterfront living and room to grow!

1811 Missouri Avenue, Sanford