9

Longwood Run Homes for Sale

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  • /33

    $300,000

    $14K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,564 Sq Ft

    4461 Ascot Cir N, Sarasota, FL 34235

    Virtually Staged. Looking for maintenance-free living? This home is it! Situated on a preserve lot, this 3-bedroom, 2-bath home is full of charm. Volume ceilings greet you upon entering and immediately reveal the peaceful preserve view. The enclosed lanai, with its broad sliding doors, offers birdwatching and a chance to enjoy nature at its best. Rich wood luxury laminate flooring and high

    Agent Photo

    Lynn Brock

    BROCK REALTY INC.

    4461 Ascot Cir N, Sarasota, FL 34235
  • /23

    $285,000

    $64K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,376 Sq Ft

    4481 Ascot Cir N, Sarasota, FL 34235

    $3000 BUYER CREDIT OFFERED BY SELLER! Welcome to Tivoli Village—an exclusive, private community of just 100 residences nestled among mature trees and lush landscaping. This beautifully maintained 2-bedroom, 2-bath villa with a den/office and 2-car garage offers the perfect blend of tranquility and convenience. Step inside this home peacefully knowing the major concerns have been upgraded a NEWER

    Agent Photo

    Diane Goodwin

    EXP REALTY LLC

    4481 Ascot Cir N, Sarasota, FL 34235
  • /46

    $424,900

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,147 Sq Ft

    4870 Tivoli Ct, Sarasota, FL 34235

    NEW ROOF (2026), Awesome lake views! You will not find a better lake view out there, and it is a real lake! Well-maintained 3-bedroom, 2-bath home offering 2,147 square feet under air with a 2-car garage. Major updates include a new tile roof (2026), new A/C (2024), new electric panel (2020), and includes an auxiliary generator (2020) with included propane tanks. Most windows have been upgraded

    Garin Hoover HOOVER REALTY LLC

    4870 Tivoli Ct, Sarasota, FL 34235
  • /52

    $279,100

    Open Sun 1PM - 3PM
    • 2 Beds
    • 2 Baths
    • 1,218 Sq Ft

    5723 Monte Rosso Rd, Sarasota, FL 34243

    Virtually Staged. Welcome to this 2-bedroom, 2-bath villa with a 2-car garage, located in the desirable, all-ages community of Riviera Club. This light-filled home features cathedral ceilings, porcelain tile flooring throughout, and an enclosed Florida room that provides additional living space year-round. The primary suite offers a walk-in closet and an en-suite bathroom. Enjoy Florida living

    Gina Zambrana KW COASTAL LIVING III

    5723 Monte Rosso Rd, Sarasota, FL 34243
  • /30

    $295,900

    $4K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,115 Sq Ft

    5647 Monte Rosso Rd, Sarasota, FL 34243

    Price Reduction!! Welcome to this 1,658 sq ft single-family home offering 2 bedrooms, 2 full bathrooms, a 2-car garage and a Florida room. This move-in-ready Villa has 1,115 sq ft of heated living space and a rare courtyard for outdoor living and gardening. The new roof (2020), new water heater (2022), new Central AC (2023), new ductwork, new electrical wiring, and security cameras are some of

    George Raju NEXTHOME ENDLESS SUMMER

    5647 Monte Rosso Rd, Sarasota, FL 34243
  • /44

    $449,000

    • 2 Beds
    • 2 Baths
    • 1,930 Sq Ft

    4316 Callista Ln, Sarasota, FL 34243

    Welcome to Callista Village, an intimate community of just 32 homes ideally located west of UTC Mall, where shopping, dining, entertainment, and everyday conveniences are just minutes away. This light-filled residence offers an inviting open-concept floor plan with a spacious kitchen that flows seamlessly into the great room, creating the perfect setting for both everyday living and entertaining.

    Brenda Wilson FINE PROPERTIES

    4316 Callista Ln, Sarasota, FL 34243
  • /37

    $289,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,428 Sq Ft

    4779 Tivoli Place, Sarasota, FL 34235

    PRICE IMPROVEMENT !!!!! Welcome to this single family home that has been recently painted inside and out. New carpets have been installed in the 3 rooms and a deep clean has been done recently. A spacious private lanai outback is welcomed by a lovely Preserve and this home is located on a Cul-De-Sac for maximum privacy. There are no CDD's in here and the HOA handles the roof replacement and

    David Short COLDWELL BANKER REALTY

    4779 Tivoli Place, Sarasota, FL 34235
  • /69

    $269,000

    • 2 Beds
    • 2 Baths
    • 1,141 Sq Ft

    5626 Monte Rosso Rd, Sarasota, FL 34243

    Virtually Staged. **Maintenance-Free Luxury Living in Riviera Club.** Welcome to this beautifully maintained 2-bedroom, 2-bath attached single-family home, where an open, light-filled floor plan, soaring vaulted ceilings, and tranquil POND VIEWS create an inviting retreat. The home also features valuable updates including FRESH INTERIOR PAINT throughout (2026), a newer roof (2020), exterior

    Dean Hinterstoisser KELLER WILLIAMS ON THE WATER S

    5626 Monte Rosso Rd, Sarasota, FL 34243
  • /55

    $449,000

    $46K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,911 Sq Ft

    4750 Tivoli Ave, Sarasota, FL 34235

    Tucked away in the quiet back section of the well maintained community of Tivoli Village in Longwood Run, this beautifully updated 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and serene Florida living. The highlight of this exceptional property is the breathtaking lake view framed by majestic oak trees—creating a private, park-like, peaceful backdrop that truly sets this

    Heather Gehan COLDWELL BANKER REALTY

    4750 Tivoli Ave, Sarasota, FL 34235

Why Live in Longwood Run

Longwood Run is a master-planned community near University Town Center, featuring various homes from the last 40 years in a natural Southwest Florida setting. "Longwood Run is known for its mature trees, preserves and lakes. There's [about] 579 ...

Longwood Run Home Prices vs. Nearby Sarasota, FL Neighborhoods

Longwood Run Bellevue Terrace Kensington Park
Median Home Price
$422,500
$439,900
$329,000
Median Sale Price
$387,000
-17% YoY
$395,000
-8% YoY
$329,000
-6% YoY
Median Single Family Price
$442,000
$395,000
$352,500
Median Condo Price
$161,500
--
$168,500
Total Active Listings
9
6
14
Market Conditions
2 Months of Supply
Seller's Market
3 Months of Supply
Seller's Market
3 Months of Supply
Seller's Market

Frequently Asked Questions

Is Longwood Run a good place to live?
Longwood Run is a good place to live. Longwood Run is considered car-dependent and somewhat bikeable with some transit options. Longwood Run has 1 park for recreational activities. It has a median age of 55. The average household income is $116,611 which is above the national average. College graduates make up 39.6% of residents. A majority of residents in Longwood Run are home owners, with 18% of residents renting and 82% of residents owning their home. A local real estate agent serving Longwood Run can help you decide if this neighborhood is the right one for you. Learn more on our Longwood Run neighborhood guide.
Is Longwood Run, FL a safe neighborhood?
Longwood Run, FL is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.
How much do you need to make to afford a house in Longwood Run?
The median home price in Longwood Run is $422,500. If you put a 20% down payment of $84,500 and had a 30-year fixed mortgage with an interest rate of 6.66%, your estimated principal and interest payment would be $2,170 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $93K a year to afford the median home price in Longwood Run. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Longwood Run is $117K.
What are the best public schools in Longwood Run?
The best public schools that serve Longwood Run are:
What are the best private schools in Longwood Run?
The best private schools that serve Longwood Run are:
What are the most popular zip codes in Longwood Run, Sarasota, FL?
The most popular zip codes in Longwood Run, Sarasota, FL include 34243, 34235, 34201, 34234 and 34232.
What are the most popular neighborhoods near Longwood Run, Sarasota, FL?
The most popular neighborhoods near Longwood Run, Sarasota, FL are University Park, The Meadows, Palm Aire Country Club, University Place and Desoto Acres.
Are home prices dropping in Longwood Run?
Yes, home prices in Longwood Run are down 10% in the last 12 months.
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