Sarasota's Premier Homes

Craftsman

316 E 5TH AVENUE

WINDERMERE , FL 34786

MLS#: O6383481

$1,100,000

Status: Active
Listing number: O6383481
Listing provided by: VINTAGE REALTY GROUP LLC
Listing agent phone: None
Last update: a day ago
New on site 2 days ago
Browse Properties
WINDERMERE REP - Residential

Property

Beds

4

Full Baths

3

1/2 Baths

None

Year Built

1962

Sq.Footage

2,412

Don’t let the 1962 build date keep you from considering this 4 Bedroom 3 Bath home that received a major renovation to the Electrical, Water Heater & Bath Updates in 2016 * New HVAC 2017 and a New Roof in 2018 made obtaining low cost Tower Hill property insurance easy * in 2025 the luxurious Kitchen was updated with a Thermador Natural Gas Range & top of the line Stainless Appliances with Waterfall Porcelain Tops and all Travertine Stone Backsplash with Marble Inlay Deco Panel – This impressive Craftsman 1 story solid block home offers a very spacious and well laid out floorplan with the Primary Suite overlooking the Pool with a Private Covered Porch – The main house also has a covered porch providing 2 entertaining and BBQ options – The huge 32 x 21 Garage is the perfect setup for family vehicles, golf cart and water toys – The separate 22 x 12 pool cabana provides an inviting space for relaxation and gatherings this ultimate Man Cave or She Shed is limited to your imagination and family’s needs * This very large totally fenced private shaded lot with mature landscaping enjoys the convenience of being within walking distance or just a short golf cart ride to Charming Downtown Windermere, offering Boutique Shopping, Dining, Community Events, Award Winning Schools, Weekly Farmers Market & the Monthly Food Truck Friday Night * No HOA or dues * Oversized windows bring in Natural Light and views to the Landscaped Yard * A Public Dock and Beach on Lake Down are a short walk away, offering opportunities for Fishing, Picnics, Sunset Views, and Water Activities on the Lake Butler Chain of Lakes - a defining feature of Windermere living * With close proximity to Winter Garden Village, Restaurant Row, and all of the Area Attractions you are truly in the Heart of it All.

Features & Amenities

Interior

  • Other Interior Features

    Eat-in Kitchen, Open Floorplan, Stone Counters, Walk-In Closet(s)

  • Total Bedrooms

    4

  • Bathrooms

    3

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Central, Electric

  • Pet friendly

    N/A

Exterior

  • Garage

    Yes

  • Garage spaces

    3

  • Construction Materials

    Block, Stucco

  • Other Exterior Features

    Dog Run, Fire Pit, Storage

  • Parking

    Boat, Driveway, Garage Door Opener, Golf Cart Garage, Guest, Off Street, On Street, Workshop in Garage, Attached

  • Patio and Porch Features

    Covered, Front Porch, Rear Porch

  • Pool

    Yes

  • Pool Features

    Gunite, In Ground, Lap, Salt Water, Tile, Private

  • Waterfront YN

    NO

Area & Lot

  • Lot Features

    Level

  • Lot Size(acres)

    0.43

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Craftsman

Price

  • Sales Price

    $1,100,000

  • Tax Amount

    $7,684.65

  • Sq. Footage

    2, 412

  • Price/SqFt

    $456

HOA

  • Association

    No

School District

  • Elementary School

    Windermere Elem

  • Middle School

    Gotha Middle

  • High School

    Olympia High

Property Features

  • Stories

    1

  • Foundation Details

    Slab

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Septic Tank

  • Tax Lot

    9

  • Water Source

    Public

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

What is 3 + 4 ?


Change time

Mortgage calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

Your payment

Principal and Interest:

$

Property taxes:

$

HOA fees:

$

Total loan payment:

$

Total interest amount:

$

Location

County

Orange

Elementary School

Windermere Elem

Middle School

Gotha Middle

High School

Olympia High

Listing Courtesy of Darrell Nunnelley , VINTAGE REALTY GROUP LLC

RealHub Information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. RealHub website owner shall not be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

Agent Michael Graf

Business Coach | Executive Sales Associate | Realtor®

Michael Graf

Call Michael today to schedule a private showing.

(941) 315-6980

michael@thegrafgroupvip.com


* Listings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request.© 2024 FMLS.
Don’t let the 1962 build date keep you from considering this 4 Bedroom 3 Bath home that received a major renovation to the Electrical, Water Heater & Bath Updates in 2016 * New HVAC 2017 and a New Roof in 2018 made obtaining low cost Tower Hill property insurance easy * in 2025 the luxurious Kitchen was updated with a Thermador Natural Gas Range & top of the line Stainless Appliances with Waterfall Porcelain Tops and all Travertine Stone Backsplash with Marble Inlay Deco Panel – This impressive Craftsman 1 story solid block home offers a very spacious and well laid out floorplan with the Primary Suite overlooking the Pool with a Private Covered Porch – The main house also has a covered porch providing 2 entertaining and BBQ options – The huge 32 x 21 Garage is the perfect setup for family vehicles, golf cart and water toys – The separate 22 x 12 pool cabana provides an inviting space for relaxation and gatherings this ultimate Man Cave or She Shed is limited to your imagination and family’s needs * This very large totally fenced private shaded lot with mature landscaping enjoys the convenience of being within walking distance or just a short golf cart ride to Charming Downtown Windermere, offering Boutique Shopping, Dining, Community Events, Award Winning Schools, Weekly Farmers Market & the Monthly Food Truck Friday Night * No HOA or dues * Oversized windows bring in Natural Light and views to the Landscaped Yard * A Public Dock and Beach on Lake Down are a short walk away, offering opportunities for Fishing, Picnics, Sunset Views, and Water Activities on the Lake Butler Chain of Lakes - a defining feature of Windermere living * With close proximity to Winter Garden Village, Restaurant Row, and all of the Area Attractions you are truly in the Heart of it All.

316 E 5TH AVENUE

Message successfully sent.

What would you like to know?

What is 3 + 4 ?

Related Properties

New on site 2 days ago
Have you ever dreamed of watching the fireworks from Walt Disney World every single night—from the comfort of your own backyard? This extraordinary, fully remodeled dream home makes that dream a reality.You can also enjoy beautiful natural scenery right from your own backyard.,This is more than a home—it’s a lifestyle. Newer roof (3 years old) and two newer A/C systems (2 years old). Situated on one of the most desirable premium waterfront lots in Lake Sawyer South, this stunning residence also comes with a brand-new roof. From the moment you arrive, you’ll experience a sense of serenity and tranquility, enhanced by breathtaking water views of a large, pristine pond and nightly direct views of Disney fireworks from your spacious screened-in patio. With no rear neighbors and positioned on an end lot, privacy is unmatched. The expansive outdoor space offers plenty of room to add a pool or create the ultimate al fresco dining experience. Relax in your outdoor jacuzzi, gather around the built-in propane firepit, or entertain effortlessly at the built-in bar—all while enjoying seamless indoor-outdoor living through triple sliding glass doors that open into the bright and airy open-concept living space. Designed for entertaining, this home ensures you’re always part of the celebration—whether guests are gathered around the oversized kitchen island breakfast bar, enjoying the formal dining room, or relaxing on the secluded patio. The home features: • 4 spacious bedrooms, each with its own private en-suite • A dedicated office • A loft with potential to become a 5th bedroom • Formal dining room • Front sitting room • Kitchen/family room combination The chef’s kitchen boasts abundant modern cabinetry, granite countertops, stainless steel appliances, and a cozy dinette area. Unwind in your private master retreat overlooking peaceful water views. The suite includes dual walk-in closets and a luxurious en-suite bath with double vanities, a garden tub, and a glass-enclosed shower. Nestled in the charming Town of Windermere—one of Central Florida’s most sought-after communities—this location is often regarded as the crown jewel of the region. Many notable public figures and professional athletes call Windermere home. The property is located within the desirable Berkshire Park community, offering amenities including a large resort-style pool, playground, and tennis courts. Conveniently positioned near major highways, you’re just minutes from Downtown Orlando, Orlando International Airport, world-class dining, shopping, entertainment, walking and biking trails, farmer’s markets, and of course, the magic of Disney. ________________________________________
#O6383000

WINDERMERE

13226 JERVEY STREET

4 Beds

5 Baths

3,608 Sq.Ft.

$995,000

MLS#: O6383000

New on site 4 days ago
Set within the highly sought-after Windermere Isle community, this exceptional estate offers elevated living defined by space, craftsmanship, and an unbeatable location just minutes from Walt Disney World. Featuring 6 bedrooms, 4.5 bathrooms, and over 4,600 square feet, the home is thoughtfully designed for both everyday living and effortless entertaining. A dramatic two-story foyer creates a striking first impression, highlighted by a custom hardwood staircase with decorative iron balusters. Architectural details continue throughout with 9.5-foot ceilings, 8-foot doors, coffered ceilings, porcelain tile on the main level, and hardwood flooring upstairs. Custom Disney-inspired stained-glass window inserts throughout the home offer a subtle and charming nod to the nearby magic. The expansive open-concept living area is anchored by a chef-level gourmet kitchen featuring a natural gas cooktop, dual convection ovens, quartz countertops and backsplash, oversized island, 42-inch cabinetry, café dining area, and walk-in butler’s pantry—perfect for entertaining and daily convenience alike. The main-level primary suite serves as a tranquil retreat with a spa-style bathroom, soaking tub, glass-enclosed walk-in shower, and generous custom closet. Upstairs, five additional bedrooms include a private guest suite and well-designed shared layouts, along with a spacious upper-level great room and reading nook ideal for a media room, game space, or lounge. Significant upgrades include a 27kW commercial-grade whole-house generator, tankless water heater, gas dryer, advanced humidification and UV air filtration, and a garage with custom cabinetry, overhead storage, and durable polyaspartic flooring. Energy-efficient systems and abundant natural light enhance comfort throughout.
#O6377789

WINDERMERE

13525 GORGONA ISLE DRIVE

6 Beds

4 Baths

4,625 Sq.Ft.

$1,120,000

MLS#: O6377789

Discover the charm of the Town of Windermere, Tree City USA, where the sparkling lakes, mature tree canopies, and a quaint ambiance create an exceptional place to call home. Deeply committed to preserving its character while embracing thoughtful cultural progress, Windermere offers a vibrant community filled with playful events. Nestled within the town proper and the gates of Lake Crescent Reserve, this freshly painted, custom 4018 sf home rests on pristine a 1.06 acre lot, showcasing an outdoor oasis. Designed for seamless indoor-outdoor living, this home also features an impressive 1100 sf flex suite with a private entrance, full kitchen, sliding doors to the pool. This area is ideal for a pool party or game area, multigenerational living, private office and work area, fitness center, or other creative space that best suits your needs. From the moment you enter, you’re welcomed into the family room featuring the vaulted ceilings, a wondrous wood-burning fireplace and wet bar conveniently located by the sliding pocket doors to the pool and outdoor entertaining spaces. Overlooking a privately landscaped yard with a new firepit, this home invites you to the perfect balance of year-round entertaining and peaceful retreat, where indoor comfort meets outdoor beauty in effortless harmony. Thoughtful home design is exhibited by a split floor plan, providing flexible spaces for separate conversations, play areas, multigenerational living, or large, scale entertaining. The spacious, well-appointed kitchen features a large eat-in area, SubZero refrigerator, quartz and granite countertops, wood cabinetry, and a center island with a cooktop and countertop eating. The owner’s suite offers a luxurious, recently updated en-suite and generous walk-in closet. Take advantage of the flex-space opportunities, which include the 1100 sf private entrance suite and the expansive second-floor loft with natural light from skylights. Notable upgrades include a Gerard stone-coated metal roof, resurfaced pool, re-sealed patio deck, and oversized septic leach field. Additional features include two water heaters, three-zone HVAC, vaulted family room ceiling, a large, covered lanai with retractable sunscreens on those days you prefer a little shade, and two outdoor kitchen plumbing access points for future expansion of the outdoor living space. Located within the Town of Windermere, residents enjoy exclusive amenities, including access to tennis courts, boat ramps to the various lakes, events, food truck night, farmers market, art and holiday special events, and other exclusive Town of Windermere residents-only events, to mention a few. The recently approved project to enhance the already meaningful community, involves the development of the Windermere Ward Trail and pedestrian bridge to provide safe and convenient access for pedestrians, bicyclists, and golf carts, to safely connect to local recreational areas, businesses, and government.
#O6378100

WINDERMERE

2931 SUNBITTERN COURT

4 Beds

3 Baths

4,018 Sq.Ft.

$1,199,000

MLS#: O6378100

Windermere Trails Award Winning Model - Voted #1 Model by HBA 2013 It's surrounded by The Butler Chain of Lakes, with fabulous shopping and dining just minutes away. These are just a few of the celebrated qualities you'll love about Windermere Trails. Located in Windermere, FL, Windermere Trails is a community of new, incredibly energy-efficient homes, ranging 2,260 - 4,400 sq. ft. just south-east of downtown Orlando and is only a short drive to the SR 429 giving you access to the Florida Turnpike, SR 408 and I4; so you're close to all of Orlando's most popular area attractions. If golfing, boating, shopping and great schools are on your list of must-haves, you'll absolutely cherish living at Windermere Trails with Butler Chain of Lakes, several area golf courses and excellent schools, such as Windermere Prep nearby. Every home we build showcases our commitment to providing incredibly energy-efficient homes that let you spend your money on better things than utility bills. After all, we believe in building new homes and communities the way they can, and should be, built. That's why every Meritage home at Windermere Trails is built standard with the following energy- and money-saving features: - Spray-Foam Insulation - ENERGY STAR Appliances - ENERGY STAR Programmable Thermostat - Low-E2 Double pane/tinted Vinyl Windows - Variable SEER 15 HVAC - CFL Lighting and Fixtures - Weather-Sensing Irrigation - Water-Efficient Fixtures - Dual-Flush Toilets - Low VOC Carpets, Paints and Finishes
#O6382068

WINDERMERE

11835 GOLD CREEK TRAIL

4 Beds

4 Baths

3,119 Sq.Ft.

$900,000

MLS#: O6382068

One or more photo(s) has been virtually staged. Stunning 5-Bedroom, 4.5-Bathroom Home in the Highly Desirable Windermere Trails Community This luxurious and spacious residence is located in one of Windermere’s most privileged and sought-after areas. It features open-concept living spaces, a gourmet kitchen with premium finishes, and a beautiful and cozy primary suite with a spa-style bathroom and a large walk-in closet. Step outside to a beautifully landscaped backyard, perfect for family gatherings and weekend BBQs—offering both comfort and style. The Windermere Trails community offers exceptional amenities, including walking trails, dog parks, and playgrounds—designed for an active, family-friendly lifestyle. Enjoy the convenience of being just minutes from top-rated schools, fine dining, shopping centers, and Orlando’s world-class attractions. Luxury, comfort, and a prime location—all in one place. Move-in ready and waiting for you!
#S5143447

WINDERMERE

9257 OUTLOOK ROCK TRAIL

5 Beds

4 Baths

3,619 Sq.Ft.

$899,990

MLS#: S5143447

Welcome to this impeccably maintained former model home in Windermere, beautifully positioned on a premium corner lot in a quiet, highly desirable community and zoned for top-rated schools. Offering over 3,400 square feet with 4 bedrooms and 3.5 bathrooms, this home stands out for its smart use of space, generous room sizes, and the refined “model home” presentation that feels clean, polished, and truly move-in ready. From the moment you arrive, the corner-lot setting provides a more open feel and excellent curb appeal, complemented by mature landscaping and a wide driveway. The exterior was fully repainted in 2025, adding a fresh, updated look. Inside, you’ll appreciate a bright, well-planned layout with spacious living and dining areas and clear separation of rooms that keeps daily life organized while still feeling connected. Multiple gathering spaces allow you to host comfortably, work from home, and enjoy everyday living without wasted square footage. A major highlight is the first-floor primary suite, offering privacy and convenience, along with a dedicated first-floor study/office that works perfectly as a home office, library, homework room, or flex space. A convenient half bath on the main level is ideal for guests. The home lives comfortably with practical flow and strong functionality, and the bedroom and bathroom count makes routines smoother for busy households and visiting guests alike. At the center of the home, the kitchen is designed for both function and gatherings. It features granite countertops, stainless steel appliances, a center island, breakfast bar, pantry, and abundant wood cabinetry, all positioned to stay open to the main living area so the cook is never separated from the conversation. Recent updates include a new kitchen hood, new refrigerator, and a new kitchen faucet, giving the space a refreshed, turnkey feel. Upstairs, you’ll find three additional bedrooms and two full bathrooms, plus a bonus/media room that easily becomes a second living area, movie room, playroom, fitness space, or guest retreat. The upstairs layout is thoughtfully arranged for privacy and flexibility, making the space ideal for family living and guests. Step outside to enjoy a backyard designed for easy outdoor living and low-stress entertaining, offering a private outdoor area and an outdoor kitchen/BBQ setup that creates a natural gathering spot for weekend cookouts and casual dinners. The corner-lot placement adds extra breathing room and a more spacious feel outdoors. The home also features major improvements already completed, including a NEW roof (2024), two AC units replaced (2025), new solid hardwood flooring (2024), and plumbing updates completed in 2021. A spacious 3-car garage with upgraded finished flooring and ample driveway parking completes the package. Ideally located in a top-rated Windermere school zone with excellent public and private options, the community features a pool, playground, walking trails, and year-round neighborhood events. Enjoy the added backdrop of nearby conservation areas and community amenities, with Disney fireworks often visible in the distance. Just minutes to Disney, major highways, Publix, Lakeside Village, shopping, dining, and everyday conveniences, this home combines a peaceful setting with exceptional convenience throughout Central Florida.
#O6380701

WINDERMERE

13302 ROSKIN LANE

4 Beds

3 Baths

3,424 Sq.Ft.

$899,900

MLS#: O6380701

One or more photo(s) has been virtually staged. *Images shown are for illustrative purposes only* ELLINGTON II - Our beautiful huge 2 story home, with 6 Bedrooms and 4 Baths. This great floor plan boasts an open concept family/dining/kitchen area along with a formal dining room, gourmet kitchen, extended 42" cabinets and an extended island. Primary Suite on 1st floor along with an additional bedroom & bath. The primary bath also contains a spa package with upgraded 3/8" glass enclosure, an additional rainfall shower head, and wall niche. Triple sliding glass doors and a extended covered lanai. 4 Bedrooms upstairs with 2 full baths and loft, overlooking wooded area.
#G5107222

WINDERMERE

14383 CREST PALM AVENUE

6 Beds

4 Baths

3,550 Sq.Ft.

$1,176,990

MLS#: G5107222

One or more photo(s) has been virtually staged. Welcome to the Arlington with Bonus! This stunning 3,099 square foot, two-story floor plan boasts 4 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio, or head upstairs to discover a generously sized bonus room, ideal for a playroom, home office, or media space. Don’t miss out on the opportunity to make this beautiful home your own!
#G5107224

WINDERMERE

14285 CREST PALM AVENUE

4 Beds

4 Baths

3,100 Sq.Ft.

$1,029,990

MLS#: G5107224

Designed for those who crave space, privacy, and elevated living, this exceptional newer home offers 5 BEDROOMS PLUS TWO BONUS ROOMS, including ALL 4 MAIN BEDROOMS with WALK-IN CLOSETS and a private guest suite featuring an EN-SUITE and WALK-IN CLOSET—all complemented by NO REAR NEIGHBORS and NO FRONT NEIGHBORS, creating extraordinary flexibility for refined living, entertaining, and everyday comfort. Have you ever dreamt of living close to Disney in an upscale neighborhood—where modern luxury meets peaceful surroundings? This is where that dream becomes reality. At the heart of the home, a gourmet kitchen that chefs will love anchors the OPEN-CONCEPT design, flowing effortlessly into the main living areas. Whether hosting celebrations or enjoying quiet evenings at home, the thoughtfully designed layout includes a living room, a family room, and expansive, light-filled spaces designed for connection. One of the large bonus rooms is currently being used as a MOVIE ROOM, offering a private, theater-style retreat ideal for entertaining or cozy nights in. The bedroom layout is equally impressive, offering space and privacy for everyone. ALL 4 MAIN BEDROOMS include WALK-IN CLOSETS, while the guest bedroom’s EN-SUITE and WALK-IN CLOSET create the perfect setup for visitors, multi-generational living, or a luxurious secondary retreat. Step outside to a truly rare outdoor setting—a HUGE BACKYARD with NO REAR NEIGHBORS and NO FRONT NEIGHBORS, where privacy and tranquility take center stage. This expansive space is ready to become your personal oasis, whether that includes a resort-style pool, outdoor kitchen, or serene garden escape. When the day winds down, retreat to the MASTER SUITE, an impressively spacious sanctuary designed for rest, relaxation, and renewal. Every detail throughout the home reflects thoughtful design, modern elegance, and effortless functionality. Ideally located VERY, VERY CLOSE TO DISNEY and ALL ATTRACTIONS in CENTRAL FLORIDA, this home offers the rare balance of privacy, space, and proximity—placing world-class entertainment, dining, and lifestyle experiences just minutes away. This is more than a home—it’s a lifestyle defined by luxury, location, and possibility.
#O6376318

WINDERMERE

6752 TRELLIS VINE LOOP

5 Beds

3 Baths

3,820 Sq.Ft.

$1,050,000

MLS#: O6376318

- property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.

Privacy Policy Terms of Service