Lisa Bennett

Winter Garden FL

WINDSOR REALTY GROUP INC

44 Closed Sales

$23.1M Total Value

$207.5K - $2.1M Price Range

$525.5K Average Price

Prior 5 years

About Lisa

Bennett is a lifelong resident of Winter Garden and has been married to her husband, Greg, for 21 years. The Bennetts have four children: Billy, Heather, Cael, and Noah; and six grandchildren: Bryson, Shalynn, Faith, Cace, Cade, and Grayden. She graduated from Calvary High School in 1981 and attended Valencia Community College. She has been the co-owner/broker of Windsor Realty Group Inc. in Winter Garden for 15 years. Bennett has served District One for four years and formerly served on the city's Architectural Review Board. She is a past president of the Rotary Club of Winter Garden and a past chair of the board of Hope Charter School.

Home Types: House, Townhouse, Lot/Land

Years of Experience: 22

Education: Valencia College

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	12
Total Value	$5,715,400
Average Sale Price	$476,283
Price Range	$275K - $880K

Buyer Deals
Total Deals	2
Total Value	$2,011,710
Average Sale Price	$1,005,855
Price Range	$849K - $1.2M

1 Year View by Quarter

Seller Deals
Total Deals	17
Total Value	$9,037,600
Average Sale Price	$531,624
Price Range	$27K - $2.1M

Buyer Deals
Total Deals	3
Total Value	$2,396,710
Average Sale Price	$798,903
Price Range	$385K - $1.2M

Seller Deals
Total Deals	36
Total Value	$18,117,400
Average Sale Price	$503,261
Price Range	$27K - $2.1M

Buyer Deals
Total Deals	8
Total Value	$5,006,710
Average Sale Price	$625,839
Price Range	$285K - $1.2M

5 Year View

Neighborhoods Lisa is Experienced In

Prairie Lake

2 Sales
Lake Tibet

1 Sale
LPGA International

1 Sale

Lisa's Active Listings

$898,000
- 4 Beds
- 3 Baths
- 3,061 Sq Ft
519 Teagarden Ct

Winter Garden, FL
Location, Lifestyle, and a Backyard Retreat unlike any other! Nestled in desirable North Winter Garden, this Custom-built 4 Bedroom 3 Bath Home with a Bonus Room offers a peaceful setting that feels like a vacation escape. The backyard oasis features a picturesque running creek flowing toward Lake Apopka, creating a truly serene outdoor experience~ Enjoy the view with morning coffee from the

Lisa Bennett WINDSOR REALTY GROUP INC

$500,000
- 3 Beds
- 2 Baths
- 1,716 Sq Ft
516 S Highland Ave

Winter Garden, FL
Under contract-accepting backup offers. Some Photos virtually staged. Solidly built mid-century home in an exceptional Downtown Winter Garden location, just moments from Plant Street shopping and dining, Crooked Can Brewing Company, Garden Theatre, the splash pad, and all the charm of the golf cart district. Enjoy dinner downtown, then take your golf cart to Newton Park to catch breathtaking

Lisa Bennett WINDSOR REALTY GROUP INC

Recently Sold

$290,000

Sold Apr 3, 2026
- 3 Beds
- 2 Baths
- 1,124 Sq Ft
1405 Snowden St

Ocoee, FL
- 3% Below List
- $258/SF
- 5 Days On Market
- Current Est. Value $290K
Lisa Bennett WINDSOR REALTY GROUP INC

$880,000

Sold Jan 26, 2026
- 4 Beds
- 5 Baths
- 3,105 Sq Ft
914 Elysium Blvd

Mount Dora, FL
- 20% Below List
- $283/SF
- 156 Days On Market
- Current Est. Value $876K
Lisa Bennett WINDSOR REALTY GROUP INC

$360,000

Sold Jan 12, 2026
- 3 Beds
- 2 Baths
- 1,550 Sq Ft
620 Caborca Ct

Ocoee, FL
- 4% Below List
- $232/SF
- 7 Days On Market
- Current Est. Value $361K
Lisa Bennett WINDSOR REALTY GROUP INC

$352,000

Sold Dec 15, 2025
- 3 Beds
- 2.5 Baths
- 1,638 Sq Ft
1386 Scarlet Oak Loop

Winter Garden, FL
- 5% Below List
- $215/SF
- 7 Days On Market
- Current Est. Value $355K
Lisa Bennett WINDSOR REALTY GROUP INC

$375,000

Sold Nov 21, 2025
- 3 Beds
- 2 Baths
- 1,765 Sq Ft
2600 Twisting Sweetgum Way

Ocoee, FL
- $212/SF
- 2 Days On Market
- Current Est. Value $384K
Lisa Bennett WINDSOR REALTY GROUP INC

$335,000

Sold Nov 6, 2025
- 3 Beds
- 2 Baths
- 1,679 Sq Ft
16406 Blooming Cherry Dr

Groveland, FL
- 9% Below List
- $200/SF
- 129 Days On Market
- Current Est. Value $345K
Lisa Bennett WINDSOR REALTY GROUP INC

$275,000

Sold Jul 30, 2025
- 2 Beds
- 2 Baths
- 1,265 Sq Ft
13225 Fountainbleau Dr

Clermont, FL
- 8% Below List
- $217/SF
- 5 Days On Market
- Current Est. Value $279K
Lisa Bennett WINDSOR REALTY GROUP INC

$621,400

Sold May 16, 2025
- 4 Beds
- 2 Baths
- 2,516 Sq Ft
13607 Zori Ln

Windermere, FL
- 1% Below List
- $247/SF
- 75 Days On Market
- Current Est. Value $625K
Lisa Bennett WINDSOR REALTY GROUP INC

$775,000

Sold Apr 10, 2025
- 3 Beds
- 2 Baths
- 1,976 Sq Ft
11207 Roberson Rd

Winter Garden, FL
- $392/SF
- 2 Days On Market
- Current Est. Value $732K
Lisa Bennett WINDSOR REALTY GROUP INC

Awards and Designations

NAR - National Association of Realtors

Lisa Bennett

(689) 220-3463

WINDSOR REALTY GROUP INC

(689) 220-3463

Homes for Sale by City

Lisa Bennett

About Lisa

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Lisa is Experienced In

Lisa's Listings and Deals

Lisa's Active Listings

Recently Sold

Awards and Designations