For Rent $5,995/month • Co-Listing Agent

Matt Tomaszewski

Windermere FL

CORCORAN PREMIER REALTY

124 Closed Sales

$235.1M Total Value

$660K - $7.2M Price Range

$1.9M Average Price

Prior 5 years

About Matt

Proven 20+ year real estate career in the luxury market across Central Florida. Recognized in the top 1% of all Realtors in Central Florida year after year, a Star Performer by the Board of Realtors and part of the Chairman’s club. Former top-producing agent for Sotheby’s International Realty. A supporter of the Big Brother and Big Sister Organization of Central Florida since 2012.

Home Types: House, Lot/Land, Townhouse, Condo

Years of Experience: 22

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	18
Total Value	$29,953,000
Average Sale Price	$1,664,056
Price Range	$510K - $4.1M

Buyer Deals
Total Deals	6
Total Value	$7,134,900
Average Sale Price	$1,189,150
Price Range	$460K - $2.4M

1 Year View by Quarter

Seller Deals
Total Deals	44
Total Value	$89,390,382
Average Sale Price	$2,031,600
Price Range	$510K - $7.2M

Buyer Deals
Total Deals	12
Total Value	$14,261,150
Average Sale Price	$1,188,429
Price Range	$420K - $2.4M

2 Year View by Quarter

Seller Deals
Total Deals	94
Total Value	$192,678,382
Average Sale Price	$2,049,770
Price Range	$510K - $7.2M

Buyer Deals
Total Deals	30
Total Value	$42,385,650
Average Sale Price	$1,412,855
Price Range	$400K - $3.7M

5 Year View

Neighborhoods Matt is Experienced In

Matt's Recent Active Listings

$1,275,000
- 4 Beds
- 3.5 Baths
- 3,224 Sq Ft
15717 Vetta Dr

Bella Collina, FL
Experience refined living in this exceptional 4-bedroom residence, perfectly positioned within the exclusive guard-gated community of Bella Collina. Showcasing sweeping golf course views and a setting defined by elegance and tranquility, this home blends luxury, comfort, and resort-style living at every turn. From the moment you enter, soaring ceilings and an open-concept layout create an

Matt Tomaszewski CORCORAN PREMIER REALTY

$5,995,000
- 6 Beds
- 9 Baths
- 10,617 Sq Ft
16639 Arezo Ct

Bella Collina, FL
“Montebenichi” is a one-of-a-kind, palatial waterfront estate located on Lake Siena within the exclusive, guard-gated Bella Collina community. This custom-built, Tuscan-inspired masterpiece offers 6 bedrooms, 9 bathrooms, and direct frontage on Lake Siena, spanning approximately 10,600 square feet with breathtaking lake views and exceptional craftsmanship throughout. A private gated entrance

Matt Tomaszewski CORCORAN PREMIER REALTY

$2,897,000
- 4 Beds
- 4.5 Baths
- 3,903 Sq Ft
10009 Crisbert Ct Rd

Unit 504E

Orlando, FL
Under Construction. Now selling in Building 1 and this is the FINAL Penthouse available with over 6,000 total sq ft and private 2 car garage. Welcome to Cypress Sound – a privately gated enclave of five-story luxury condominiums, where contemporary design meets resort-style living in one of Central Florida’s most desirable locations. Now available – the final remaining penthouse in Building One,

Matt Tomaszewski CORCORAN PREMIER REALTY

$1,196,000
- 3 Beds
- 3.5 Baths
- 2,244 Sq Ft
10009 Crisbert Ct Rd

Unit 203

Orlando, FL
Under Construction. Now selling building 1 – Introducing Cypress Sound, an exclusive, privately gated enclave redefining luxury condominium living in the heart of Central Florida. This striking five-story community blends contemporary architecture, refined craftsmanship, and elevated resort-style amenities to create a lifestyle that is both sophisticated and effortlessly relaxed. Ideally

Matt Tomaszewski CORCORAN PREMIER REALTY

$1,553,000
- 4 Beds
- 4.5 Baths
- 2,537 Sq Ft
10009 Crisbert Ct Rd

Unit 308

Orlando, FL
Under Construction. Construction of Amenities and building 1 is underway. Welcome to Cypress Sound, a privately gated enclave of five-story luxury condominiums where resort-style living meets modern sophistication. Nestled just off Winter Garden Vineland Road and moments from Disney, Dr. Phillips, and Windermere, this is Central Florida living at its finest – close to premier shopping, fine

Matt Tomaszewski CORCORAN PREMIER REALTY

$1,351,000
- 3 Beds
- 3.5 Baths
- 2,408 Sq Ft
10009 Crisbert Ct Rd

Unit 304

Orlando, FL
Under Construction. Construction of building 1 and amenities is underway. This 2,400 sq ft unit features 3 bedroom 3.5 bath located on the 3rd floor with verandas in the front and back. Welcome to Cypress Sound – a privately gated enclave of five-story luxury condominiums offering contemporary ingenuity and resort-style living in one of Central Florida’s most coveted locations. Nestled just off

Matt Tomaszewski CORCORAN PREMIER REALTY

$1,377,000
- 3 Beds
- 3.5 Baths
- 2,311 Sq Ft
10009 Crisbert Ct Rd

Unit 407B

Orlando, FL
Under Construction. Now Selling Building 1 and construction in underway with the amenities and building 1. This stunning 4th floor unit features 3 bedrooms, 3.5 baths, and over 2,300 sq ft of interior living space, complemented by front and back verandas that bring the outdoors in. Welcome to Cypress Sound – a privately gated enclave of five-story luxury condominiums offering contemporary

Matt Tomaszewski CORCORAN PREMIER REALTY

$270,000
- Studio
- 1 Bath
- 515 Sq Ft
800 N Atlantic Ave

Unit 705

Daytona Beach, FL
OCEANFRONT updated penthouse condo at Daytona Beach Club with DOUBLE balcony! CURRENT ASSESSMENT WILL BE PAID BY SELLER prior to closing ($17,160.00) for new pool. BRAND NEW AC just installed and unit has been updated. Many desirable features, in addition to the double balcony is the view of the Atlantic Ocean, brand new amenities such as air conditioning, vertical blinds, and paint. The unit's

Matt Tomaszewski CORCORAN PREMIER REALTY

Co-Listing Agent

$1,095,000
- 4 Beds
- 4 Baths
- 2,225 Sq Ft
64 N Park Ave

Winter Garden, FL
Welcome to 30 North Park, an exceptional townhome located in the heart of Historic Downtown Winter Garden — directly on the West Orange Trail and just steps from Plant Street Market, Crooked Can Brewery, local dining, shopping, and the weekly Farmer’s Market. This modern farmhouse-style residence offers four spacious bedrooms, each with a private en-suite bathroom and custom-fitted closets,

Matt Tomaszewski CORCORAN PREMIER REALTY

Recently Sold

$830,000

Sold Apr 10, 2026
- 5 Beds
- 3 Baths
- 2,662 Sq Ft
14831 Winter Stay Dr

Winter Garden, FL
- 4% Above List
- $312/SF
- 3 Days On Market
- Current Est. Value $815K
Matt Tomaszewski CORCORAN PREMIER REALTY

$2,400,000

Sold Apr 3, 2026
- 4 Beds
- 5.5 Baths
- 4,319 Sq Ft
16538 Bolsena Dr

Montverde, FL
- 15% Above List
- $556/SF
- 129 Days On Market
- Current Est. Value $2M
Matt Tomaszewski CORCORAN PREMIER REALTY

$1,699,000

Sold Mar 10, 2026
- 4 Beds
- 5 Baths
- 4,329 Sq Ft
13120 Zori Ln

Windermere, FL
- $392/SF
- 2 Days On Market
- Current Est. Value $2M
Matt Tomaszewski CORCORAN PREMIER REALTY

$3,250,000

Sold Oct 20, 2025
- 5 Beds
- 6.5 Baths
- 6,700 Sq Ft
9213 Foxhall Ct

Orlando, FL
- 19% Below List
- $485/SF
- 200 Days On Market
- Current Est. Value $3M
Matt Tomaszewski CORCORAN PREMIER REALTY

$610,000

Sold Sep 16, 2025
- 4 Beds
- 2.5 Baths
- 2,614 Sq Ft
7816 Winter Wren St

Winter Garden, FL
- 6% Below List
- $233/SF
- 48 Days On Market
- Current Est. Value $611K
Matt Tomaszewski CORCORAN PREMIER REALTY

$1,750,000

Sold Sep 12, 2025
- 5 Beds
- 4.5 Baths
- 5,844 Sq Ft
12860 Jacob Grace Ct

Windermere, FL
- 17% Below List
- $299/SF
- 149 Days On Market
- Current Est. Value $2M
Matt Tomaszewski CORCORAN PREMIER REALTY

$510,000

Sold Aug 15, 2025
- 3 Beds
- 2.5 Baths
- 2,199 Sq Ft
15229 Evergreen Oak Loop

Winter Garden, FL
- 4% Below List
- $232/SF
- 33 Days On Market
- Current Est. Value $498K
Matt Tomaszewski CORCORAN PREMIER REALTY

$1,289,000

Sold Jul 28, 2025
- 4 Beds
- 3.5 Baths
- 3,314 Sq Ft
1265 Estancia Woods Loop

Windermere, FL
- 5% Below List
- $389/SF
- 11 Days On Market
- Current Est. Value $1M
Matt Tomaszewski CORCORAN PREMIER REALTY

$2,470,000

Sold Jun 5, 2025
- 5 Beds
- 7 Baths
- 5,418 Sq Ft
4011 Isabella Cir

Windermere, FL
- 15% Below List
- $456/SF
- 153 Days On Market
- Current Est. Value $2M
Matt Tomaszewski CORCORAN PREMIER REALTY

Awards and Designations

NAR - National Association of Realtors

Agent License: Florida 3014560

Matt Tomaszewski

(321) 320-8435

Homes for Sale by City

Matt Tomaszewski

About Matt

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

2 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Matt is Experienced In

Matt's Listings and Deals

Matt's Recent Active Listings

Recently Sold

Awards and Designations