Browse All Lake Mary FL Historical Properties for Sale

4 Beds ⋅ 2 Baths ⋅ Crystal Lake Park 1st Sec SubDv. ⋅ 32746 Zip Code

Under contract-accepting backup offers. WOW! This home offers so much space and is very thoughtfully laid out! It offers 4 bedrooms and 2 bathrooms, two living areas, and a generous screened in back porch! The kitchen and dining space are at the heart of the home, right between the two living spaces. The backyard is fenced, and there are fruit trees! It is close to the Sunrail, shopping, entertainment, dining and so much more! This home is ready for a new family! Schedule your private tour today! ***MULTIPLE OFFERS RECEIVED*** PLEASE SUBMIT HIGHEST AND BEST BY 8/31/26 AT 7PM***

275 Abbott Avenue, Lake Mary

$225,000

2 Beds ⋅ 2 Baths ⋅ Lake Emma Cove SubDv. ⋅ 32746 Zip Code

Under contract-accepting backup offers. Investor Opportunity in Lake Mary! This two-bedroom, two-bath home is directly across the street from Crystal Lake Elementary School and within walking distance of campus. Backing up to Lake Emma, it offers a nice setting, a versatile layout with separate living and family rooms, and strong renovation potential. A one-car garage, additional one-car carport, and wood and tile flooring throughout give investors an excellent foundation to update and reimagine. Bring your vision and transform this well-located property into a beautiful resale home. With some TLC, its desirable setting, flexible layout, and Lake Emma backdrop, this property offers meaningful upside for the right investor.

100 Pine Circle Drive, Lake Mary

$1,650,000

4 Beds ⋅ 3 Baths ⋅ Evansdale 4 SubDv. ⋅ 32746 Zip Code

Welcome to your Lake Mary lakefront oasis. Situated on one of the most spectacular, prime waterfront lots on Lake Mary with over 170 feet of shoreline, this impeccably maintained 4-bedroom, 3-bathroom pool home offers the ultimate Florida lifestyle. Complete with a private dock, covered boat storage, and direct access to swimming, fishing, and water skiing, this property feels like a private wildlife sanctuary where you can watch sandhill cranes and herons against breathtaking sunset backdrops. The outdoor entertainment spaces are unmatched, featuring a resurfaced, propane-heated pool and spa alongside an expansive 30 x 12 covered porch perfect for al fresco dining. Inside, the home is equally impressive, framing panoramic lake views from the primary suite, living areas, kitchen, and breakfast room. Gleaming hardwood floors and an updated exterior elevation elevate the home's curb appeal and interior aesthetic. The thoughtful floor plan includes oversized rooms throughout, highlighted by a unique dual primary suite arrangement that provides luxury accommodations for guests or multi-generational living. The main primary suite features dual walk-in closets, French doors to the screened patio, and an en-suite bath with a jetted tub overlooking the water. A dedicated office provides excellent flex space for a den, nursery, or remote work. Outside, a grand circular driveway offers ample parking and leads to the oversized 2-car garage. The flow of the home is designed for seamless entertaining, starting from the foyer where you are immediately greeted by stunning lake views. The large, open gathering space anchors the home with a cozy brick fireplace, built-in bookshelves, and French doors leading out to your backyard paradise. A separate formal dining room connects effortlessly to the kitchen and a sunlit breakfast room. Location is everything, and this serene paradise sits within close proximity to Lake Mary Elementary and the SunRail station. Residents can easily walk or bike to downtown shops, restaurants, the local farmers market, pickleball courts, and excellent community parks, while enjoying zoning for highly-rated Greenwood Lakes Middle and Lake Mary High School. A rare combination of prime location and lakefront luxury— this is the one you have been waiting for.

284 Evansdale Road, Lake Mary

$479,000

3 Beds ⋅ 2 Baths ⋅ Evansdale SubDv. ⋅ 32746 Zip Code

Under contract-accepting backup offers. Welcome to 171 Williams Rd, Lake Mary! This beautifully refreshed 3-bedroom, 2-bathroom pool home is move-in ready and offers the perfect blend of comfort, style, and Florida living. Step through the front door into the foyer, where the spacious living room and dining room immediately welcome you with beautiful hardwood floors and an abundance of natural light streaming through the large front windows. The dining area opens directly to the screened lanai, creating an effortless flow for indoor-outdoor entertaining. The primary suite is situated just off the dining room and features sliding doors leading to the lanai, a spacious walk-in closet, and an incredible newly renovated en-suite bathroom complete with a walk-in shower, soaking tub, and dual vanity. This is truly a must-see! The galley-style kitchen combines functionality and style with on-trend wood cabinetry, under-cabinet lighting, and newer stainless-steel appliances. The kitchen opens to a spacious family room with another set of sliding doors to the screened lanai and boasts a fireplace—perfect for relaxing on cooler evenings. Two additional bedrooms and a fully renovated hall bathroom provide plenty of space for family, guests, or a home office. Step outside to enjoy the screened lanai overlooking the recently resurfaced pool—ideal for entertaining, relaxing, and enjoying the Florida lifestyle. Just off the pool is an additional accessory building, being sold AS-IS, with a refreshed full bathroom and incredible potential. Transform it into a pool cabana, guest cottage, art studio, home office, or whatever best suits your needs—the possibilities are yours! Attached Two Car Garage with Washer/Dryer Hook Up. Additional highlights include HVAC (2022), roof (2021), water heater (2026), and pool resurfacing (2025). Plus, DEEDED LAKE ACCESS to Little Lake Mary is just a short distance away. Conveniently located near everything Lake Mary has to offer, including Downtown Lake Mary shops and restaurants, highly regarded schools, Interstate access, and the SunRail station. Don't miss your opportunity to make this fabulous Lake Mary home your own. Come see it today!

171 Williams Road, Lake Mary

$250,000

1 Beds ⋅ 1 Baths ⋅ Crystal Lake Winter Homes SubDv. ⋅ 32746 Zip Code

Investor opportunity in a great Lake Mary location! Public records show this home as a 1 bedroom, 1 bath with 855 sq ft, but the property offers much more potential. The existing layout could easily be reimagined as a 2 bedroom, 1 bath, giving buyers the chance to add value and maximize the space. Situated on a nice .25 acre fenced lot, this property also features a large detached workshop with electric and plumbing already in place, creating exciting potential for a studio, guest space, home office, or possible ADU conversion. Buyer to verify all zoning, permitting, and intended use. Bring your vision and creativity. This property is being sold As Is, allowing the next owner to imagine the possibilities and make it their own. Great opportunity for investors, renovators, or buyers looking for a project with upside potential!

168 W Wilbur Avenue, Lake Mary

$284,999

3 Beds ⋅ 2 Baths ⋅ Crystal Lake Winter Homes SubDv. ⋅ 32746 Zip Code

Virtually Staged. Located just moments from downtown Lake Mary, this single-story home offers an exceptional opportunity in a highly desirable area. Featuring three bedrooms and two bathrooms, the property provides a spacious layout with over 1,400 square feet of living space. Enjoy the convenience of being close to local restaurants, boutique shops, and the popular Saturday farmer’s market. Situated on a fenced lot with driveway parking, this home is ideal for buyers looking to renovate, invest, or create a personalized space in a prime location close to major roadways and everyday amenities.

170 W Crystal Lake Avenue, Lake Mary

$549,900

Crystal Lake Winter Homes SubDv. ⋅ 32746 Zip Code

2nd BIG PRICE REDUCTION - $50,000!!! Rare commercially zoned lot in downtown Lake Mary square connected to the vibrant shopping and dining district! Directly adjacent to Central Park at City Hall, downtown shops and restaurants, and walking distance to Lake Mary Sunrail Station. Property is zoned "DC" - Downtown Centre - Refer to chapter 154.67 in the Code of Ordinances. Allows for retail, office, restaurants, possible 2-story Live/Work opportunity. Sewer and water hooked up to residence. Micro retail development with salon space under construction on the southeast corner of 4th and Crystal Lake Ave, townhome projects proposed one block away on Wilbur Ave. City of Lake Mary has approved front parking on Crystal Lake and there is paved public parking on the corner and across the street. Located near City Hall, many great dining places, shopping, I-4, Lake Mary Blvd., and 417. Lots of exposure for your business and great foot traffic. Value is in the land. Similar commercial lot now under construction on the corner sold for $899,000!

160 N 4th Street, Lake Mary

Start Your Search

Lake Mary Historical Real Estate

Our website features the best real estate search for historical properties available in Lake Mary and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!