Winter Park Acreage Homes For Sale

Viewing Acreage Home Real Estate Priced from $0 - $200,000,000.
Contact me to inquire about any of these homes.
Or call direct: (407) 760-0382.



PAGING  -  
1 2 next | Displaying Page: 1 of 2

MLS# O5763783
Total Acreage: 2.38

Winter Park, Florida - Homes For Sale 1941 Legion Dr, Winter Park, Fl 32789 | MLS Number: O5763783

Quick View Photos

View Full Listing Details

1941 Legion Dr, Winter Park, Florida 32789
Price: $4,795,000

Bedrooms: 5 Bathrooms: 6.0
Living Square Footage: 9,692

Type: Single Family Residence

Winter Park Acreage Home Description:
One of kind Zachary Kauffman masterpiece on 1+acre on Lake Maitland now available. With his renowned attention to quality & detail, this 5+bed/5+bath has timeless traditional features + every modern amenity you can dream of. Thoughtfully designed w/stunning lake views from every room; Grand foyer welcomes to formal LR w/2 sided FP adjoining cozy Library, both w/custom millwork. East Wing is for FUN; Sports Room & Bar, w/5 TVs, impressive granite bar. Mirrored Exercise Studio, 6 seat Theatre. West Wing: Formal DR, Butler’s Pantry w/wine frig to huge open Kitchen & FR. Gourmet stainless Dacor package; convection gas oven/range, microwave & warming drawers; Bosch DW, Thermador frig & freezer. Custom cabinetry, huge granite island, walk in pantry. Great entertaining space w/gorgeous view, walk out to lanai. Lux Master w/massive balcony, FP, coffee bar, Spa bath w/soaking tub, w/c + bidet, his/hers custom closets. 2nd level East Wing: 3 BRs ensuite w/walk ins + balconies; double desk, 2nd utility rm, loft w/charming shiplap, private office. South Wing: entry from motor court, 2 car gar, Home Office, Mudroom/drop zone, Utility w/craft bar, BR en suite, PLUS Bonus Studio w/kitchenette. Addl detached 3 car gar, 800 sq/ft 1/1 Guest Apt. Outdoor is private Florida oasis: huge paver lanai overlooks lake, Cypress trees, saltwater pool w/spa & beach. Gazebo w/Dacor grill, frig & FP. Covered Boathouse w/lift for sport boat + 2 jet skis; lg dock area for fishing & daydreaming. Full Feature list provided on request.

MLS# O5734401
Total Acreage: 1.30

Winter Park, Florida - Homes For Sale 115 Palmer Ave, Winter Park, Fl 32789 | MLS Number: O5734401

Quick View Photos

View Full Listing Details

115 Palmer Ave, Winter Park, Florida 32789
Price: $4,750,000

Bedrooms: 4 Bathrooms: 4.5
Living Square Footage: 9,838

Type: Single Family Residence

Winter Park Acreage Home Description:
Location Location Location! This is your opportunity to own this stunning Winter Park Estate just a short and beautiful walk to Park Avenue and everything it has to offer. The majestic residence sits on 1.5 acres and has over 280'on the enchanting Winter Park chain of lakes (Lake Maitland) The home boasts gorgeous lake views from most rooms, a lovely sprawling private master suite, formal living with a wood burning fireplace, elegant entrance, great kitchen for entertaining guest who want to see the lake views from the newly enclosed sun room. Over sized backyard with pool, open porch area, outdoor shower, impeccable landscaping throughout the yard & recently updated boat house.

MLS# O5714430
Total Acreage: 1.22

Winter Park, Florida - Homes For Sale 2170 W Fawsett Rd, Winter Park, Fl 32789 | MLS Number: O5714430

Quick View Photos

View Full Listing Details

2170 W Fawsett Rd, Winter Park, Florida 32789
Price: $3,500,000

Bedrooms: 5 Bathrooms: 6.0
Living Square Footage: 6,589

Type: Single Family Residence

Winter Park Acreage Home Description:
A rare opportunity to own one of Winter Park’s most distinguished homes. This beautiful, Tudor style, Lakefront home with guest house sits on over 1.2 acres on Lake Sue. This impeccably well-maintained home is extremely private and wonderful for entertaining. It features a downstairs master suite with separate sitting room, large bath and walk-in closet. Upstairs are three additional bedrooms and baths plus a bonus room. The kitchen/family room leads to a sun-filled dining room and formal living room with views of Lake Sue. Crafted with meticulous attention to detail, there are hand-hewn antique wood beams in the master and pecky cypress ceiling in the basement, wine room, front and back porch. This home has hardwood floors throughout, except the basement which is travertine, as well as 5-inch copper gutters and a gorgeous slate roof. French doors lead out to spacious courtyard, pool and barbecue. This home is surrounded by gorgeously landscaped grounds, and a large guest house with a full kitchen and bath and a two car garage. Enjoy the evening sunsets from your private boat dock and only blocks from Park Avenue, shopping and incredible restaurants.

MLS# O5759347
Total Acreage: 3.11

Winter Park, Florida - Homes For Sale 1400 N New York Ave, Winter Park, Fl 32789 | MLS Number: O5759347

Quick View Photos

View Full Listing Details

1400 N New York Ave, Winter Park, Florida 32789
Price: $3,445,000

Bedrooms: 5 Bathrooms: 5.5
Living Square Footage: 5,684

Type: Single Family Residence

Winter Park Acreage Home Description:
One of Winter Park's premier Golden Coast Lakefront Estates. Walk to downtown Park Ave from this hidden, prime location situated on over three acres with 160 feet on Lake Maitland. This unique property on a quiet cul-de-sac features the main house with spectacular waterfront views and detached guest residence above 3 car garage with separate entrance from the porte cochere. Guest quarters offers full kitchen, additional bedroom, bathroom, living room, dining, inside utility and storage room. This Modern floor plan has been beautifully updated with custom chef's kitchen, designer solid-wood cabinetry, granite, true walk-in pantry plus 15x10 inside utility with additional refrigerator, pantry and storage conveniently located on the main floor. Floor to ceiling views greet you as you enter this lakefront private retreat with warm and inviting family room off kitchen, professionally appointed with craftsman wood detail and crown molding. Downstairs guest bedroom with private bath and large media room with additional full bathroom and storage closet. Spacious second floor master bedroom features a large picture window overlooking the lake. His and Her bathrooms plus den/office, workout area overlooking Lake Maitland with stunning outdoor entertaining area leading to your own private boat dock. Enjoy morning sunrises and glorious sunsets from this one of a kind Winter Park Estate. Also excellent opportunity to expand structure per FAR (Floor Area Ratio) allowable guidelines up to 15,000 square feet!

MLS# O5509686
Total Acreage: 2.79

Winter Park, Florida - Homes For Sale 740 Palmer Ave, Winter Park, Fl 32789 | MLS Number: O5509686

Quick View Photos

View Full Listing Details

740 Palmer Ave, Winter Park, Florida 32789
Price: $3,250,000

Bedrooms: 5 Bathrooms: 4.5
Living Square Footage: 4,810

Type: Single Family Residence

Winter Park Acreage Home Description:
If you’re looking for the quintessential Winter Park Lakefront Estate Home this is it! Designed by acclaimed architect Gamble Rogers this magnificent home has double waterfrontage on both Lake Osceola and the Venetian Canal. Located on an oversized 1-acre lot, this home has a formal presence including a grand, circular driveway entrance and a classic front elevation that showcases a 2nd story balcony overlooking majestic palms. As you walk through the front door your eyes are immediately drawn to the unobstructed views of the water; just about every room in the house offers views of the lake. Along the back of the house (lakeside) you’ll find the formal living room, sitting room/den, dining room and kitchen; there’s also a downstairs guest suite with full bath. Upstairs is the master bedroom, along with three additional bedrooms and two full baths. There is an abundance of storage of throughout the home and the entire estate is impeccable and representative of timeless elegance and class. Surrounded by both historic and brand new multi-million dollar estates this one-of-a-kind property is walking distance to Park Avenue and just minutes to the Interlachen Golf & Country Club, Winter Park Racquet Club, and more.

MLS# O5769484
Total Acreage: 3.06

Winter Park, Florida - Homes For Sale 4078 Scarlet Iris Pl, Winter Park, Fl 32792 | MLS Number: O5769484

Quick View Photos

View Full Listing Details

4078 Scarlet Iris Pl, Winter Park, Florida 32792
Price: $1,940,780

Bedrooms: 5 Bathrooms: 6
Living Square Footage: 9,011

Type: Single Family Residence

Winter Park Acreage Home Description:
LAKEFRONT home in exclusive Bear Gully Pointe. This home was constructed by the Original Owner who happened to be one of Central Florida's top custom builders for over 30 years. Home features 30 foot ceilings and hand crafted wood throughout. Come fall in love with the Panoramic Lake views from just about every room in the house. You will not be disappointed with this custom beauty.

MLS# O5769266
Total Acreage: 4.80

Winter Park, Florida - Homes For Sale 2726 Lake Howell Ln, Winter Park, Fl 32792 | MLS Number: O5769266

Quick View Photos

View Full Listing Details

2726 Lake Howell Ln, Winter Park, Florida 32792
Price: $1,925,000

Bedrooms: 3 Bathrooms: 2
Living Square Footage: 1,552

Type: Single Family Residence

Winter Park Acreage Home Description:
Located on the shores of Lake Howell, this Lakefront property offers the potential buyer over 4 acres of High and Dry Land in a serene natural setting. After viewing the beauty and potential this Lakefront Land has to offer, follow the Boardwalk to the Gazebo where you may encounter Bald Eagles, Red Foxes, Wild Turkey and Osprey. Continue to the Dock to enjoy Impressive Views of Lake Howell from the Private Boathouse with Electric Lift. Lake Howell is a 404-Acre Lake located in the Howell Creek watershed of Seminole County the Lake Access is Limited to Private Residences on Lake Howell. Skiing, Paddle Boarding, Kayaking, Row Boating and Fishing are all activities that the new property owner can enjoy. Build your dream home on this private residence which is also zoned for horses. A piece of Old Florida paradise just minutes away from Park Avenue, Lake Lily, Local Dining and Boutique Shopping. Please note the value is in the land, the sale includes clearing of the land and Demo of the Existing Home. Room sizes and information regarding the home is approximate. Potential buyers should note that the home is considered a Tear Down.

MLS# O5772527
Total Acreage: 1.23

Winter Park, Florida - Homes For Sale 1134 Bella Lago Cv, Winter Park, Fl 32792 | MLS Number: O5772527

Quick View Photos

View Full Listing Details

1134 Bella Lago Cv, Winter Park, Florida 32792
Price: $1,920,000

Bedrooms: 5 Bathrooms: 7.0
Living Square Footage: 6,955

Type: Single Family Residence

Winter Park Acreage Home Description:
Make a point to see this MAGNIFICENT custom home! Almost 7,000 sq ft of beauty and elegance with nearly to 200 ft of frontage on Lake Howell! Completely renovated in 2004 AND almost 2,000 sq ft, and a second floor with balcony, added as an additional master/Mother-in-law suite in 2015 (elevator and/or stair access from main home). Below this beautiful 2nd master suite (with den/library, and zen/meditation room) is an over-sized 3-car garage and an additional storage room (air conditioned!)Also, a custom dock and and covered boat lift added in 2015! Lush landscaping, and majestic cypress trees line the frontage on Lake Howell! Built-up roof completely replaced (skylights too) in 2019 w/transferable warranty.This home will suit the needs of many and various! Fenced and enough room for a luxurious pool! Too many features to list, come see today...your clients will FALL IN LOVE!

MLS# O5762356
Total Acreage: 1.15

Winter Park, Florida - Homes For Sale 2031 Venetian Way, Winter Park, Fl 32789 | MLS Number: O5762356

Quick View Photos

View Full Listing Details

2031 Venetian Way, Winter Park, Florida 32789
Price: $1,795,000

Bedrooms: 5 Bathrooms: 3.5
Living Square Footage: 3,556

Type: Single Family Residence

Winter Park Acreage Home Description:
Tremendous character and charm throughout this stunning Santa Barbara-style Mediterranean resting on almost a 1-acre lot in the Vias. Waterfront estate size property on the Winter Park Chain of Lakes with boat dock and lift. This five-bedroom, three-and-a-half-bath residence enjoys a park-like backyard with pool, three-car garage, and has been extensively remodeled over the years. An open flexible floor plan, updated electrical and plumbing and enhancements provide flexibility for any interior styling. Fabulous entry to a vaulted wood beam grand room with gas fireplace and built-in serving cabinet. The home has 18-inch Travertine tile, plaster walls, built-ins, and extensive woodwork/moldings. The gourmet kitchen has a central island, breakfast bar, Miele espresso maker, steam oven, induction stove, Wolf double convection ovens, two dishwashers and Sub-Zero refrigerator. The downstairs Master retreat is spacious with spa bath & sitting area. The upstairs bedroom suites have French doors leading out to balconies overlooking the tropical pool area and waterfront. The gathering room has pocket sliding glass doors leading to a gorgeous brick patio/pool area and expansive lawn to enjoy family sports and entertainment. Perfectly located at the end of a quiet street in one of the most desirable neighborhoods in Winter Park convenient to parks, WPRC & ICC. Boat, kayak, paddleboard or ride your jet skis through the 6 lakes connected by beautiful canals and enjoy all that the lake lifestyle has to offer.

MLS# O5471972
Total Acreage: 10.45

Winter Park, Florida - Homes For Sale 2644 Lake Howell Ln, Winter Park, Fl 32792 | MLS Number: O5471972

Quick View Photos

View Full Listing Details

2644 Lake Howell Ln, Winter Park, Florida 32792
Price: $1,500,000

Bedrooms: 4 Bathrooms: 4.5
Living Square Footage: 2,840

Type: Single Family Residence

Winter Park Acreage Home Description:
Located on the shores of Lake Howell, this unique property offers the potential buyer over 10 Acres of land in a serene natural setting. Lake Howell is a 404-Acre Lake located in the Howell Creek watershed of Seminole County the Lake Access is Limited to Private Residences on Lake Howell. Skiing, Paddle Boarding, Kayaking, Row Boating and Fishing are all activities that the new property owner can enjoy. Bald Eagles, Red Foxes, Wild Turkey and Osprey are examples of Wildlife that can still be seen in the area. Build your dream home on this private residence. A piece of paradise just minutes away from Park Avenue, Lake Lily, Local Dining and Boutique Shopping. Please note the value is in the land, the 2 homes on the property are likely tear downs. The sale includes an additional parcel of land across the street which is approximately 2.85 Acres....Security of knowing nothing can be built across from your future property. Room sizes and information regarding the home is approximate. Potential buyers should note that the homes are not available for viewing.


PAGING  -  
1 2 next | Displaying Page: 1 of 2


Too many listings? Narrow down the above search results
with the advanced Orlando real estate search tool.