Features & Amenities

Interior

  • Other Interior Features

    Open Floorplan, Walk-In Closet(s)

  • Total Bedrooms

    3

  • Bathrooms

    3

  • 1/2 Bathrooms

    1

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Central

  • Pet friendly

    Breed Restrictions, Size Limit, Yes

Exterior

  • Garage

    Yes

  • Garage spaces

    1

  • Construction Materials

    Block, Stucco

  • Other Exterior Features

    Balcony

  • Parking

    Attached

  • Patio and Porch Features

    Rear Porch, Screened

  • Pool

    No

  • Waterfront YN

    NO

Area & Lot

  • Lot Size(acres)

    0.03

  • Lot Size(square feet)

    1430.0

  • Property Type

    Residential

  • Property Sub Type

    Condominium

Price

  • Sales Price

    $399,000

  • Tax Amount

    $4,582

  • Sq. Footage

    2, 103

  • Price/SqFt

    $189

HOA

  • Association

    Yes

  • Association Fee Frequency

    Monthly

  • Association Fee Includes

    N/A

  • Total Monthly Fees

    $595

School District

  • Elementary School

    English Estates Elementary

  • Middle School

    South Seminole Middle

  • High School

    Lake Howell High

Property Features

  • Stories

    2

  • New Construction

    NO

  • Foundation Details

    Concrete Perimeter

  • Ownership

    Condominium

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Tax Lot

    1030

  • Water Source

    Public

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Location

County

Seminole

Elementary School

English Estates Elementary

Middle School

South Seminole Middle

High School

Lake Howell High

Listing Courtesy of Veronica Figueroa , EXP REALTY LLC

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Located in the desirable city of Maitland, just three miles from Winter Park’s renowned Park Avenue, this extensively updated 3-bedroom, 3.5-bath townhouse offers modern living in a prime Central Florida location. Tucked within a quiet residential setting and zoned for highly rated Seminole County schools, the home provides easy access to dining, shopping, and entertainment while maintaining a sense of privacy and comfort.

The thoughtfully designed layout offers flexibility and convenience across two levels. The main floor features a spacious primary bedroom complete with a walk-in closet and private bathroom. Also on the first level is a welcoming living area with vaulted ceilings, creating an open and airy feel, along with a dining space that looks out through French doors. The kitchen is well-appointed with stainless steel appliances, stone countertops, and ample workspace, making it ideal for everyday living and entertaining. A screened rear porch extends the living space outdoors, perfect for relaxing or enjoying Florida evenings.

Upstairs, you’ll find a second primary bedroom with an attached bathroom, offering a private retreat for guests or multi-generational living. A third bedroom, also with its own bathroom, is located just off a landing that overlooks the living area below, adding architectural interest and an open-concept feel.

Significant updates completed in 2024 enhance both comfort and long-term value, including a new roof, upgraded air conditioning system with a 10-year manufacturer warranty, fully updated plumbing, and modern electrical improvements with new breaker boxes, switches, and receptacles. Interior finishes include wood flooring on the main level, luxury vinyl plank flooring upstairs, tile in wet areas, energy-efficient Low-E double-pane windows, recessed LED lighting throughout, and updated fixtures in the kitchen and closets. The exterior was freshly painted in 2025, adding to the home’s curb appeal and move-in-ready condition.

With its low-maintenance design, versatile floor plan, and unbeatable location near Winter Park’s Park Avenue and the scenic Chain of Lakes, this home presents

1994 KENASTON ROAD 1994

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Related Properties

Welcome to life in one of Maitland’s most desirable established neighborhoods, located in Seminole County and known for its strong schools, friendly community, and convenient access to everything Central Florida. Just minutes from beautiful lakes, local restaurants, shopping, and the interstate for an easy commute, this home offers the perfect blend of comfort, connection, and lifestyle.

Step inside to an inviting open-concept layout filled with natural light, creating a bright and airy feel throughout. The heart of the home is a brand new custom-designed gourmet kitchen, thoughtfully finished and ideal for both everyday living and entertaining. Bamboo flooring and stunning terrazzo details gives the home a timeless mid-century modern feel with warmth and character.

Enjoy the added flexibility of a Florida room, perfect for a home office, playroom, or additional living space.  A garage and a carport, along with abundant storage throughout maximizes the space. The outdoor area is designed for hosting and gathering, featuring new sod and plenty of room to relax or entertain.

Major updates include a 2024 HVAC, 2025 water heater, and new piping.

Schedule your private showing today! This one won’t last long.
#O6405045

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3 Beds

2 Baths

1,697 Sq.Ft.

$429,900

MLS#: O6405045

Welcome to this beautifully maintained 3-bedroom, 2-bath condo located in the highly desirable Sun Bay Club in Maitland. Offering 1,538 square feet of living space, this second-floor unit combines comfort, style, and convenience in a serene, gated community setting.

Step inside to an impressive open floor plan featuring soaring 20-foot ceilings that create a bright and airy atmosphere, seamlessly connecting the living and dining areas—perfect for both everyday living and entertaining. The cozy fireplace adds warmth and charm, making this space feel like home from the moment you walk in.

The newly remodeled kitchen is a standout, offering modern finishes and functionality for any home chef. Just beyond, enjoy your private sunroom with peaceful views of the community’s water fountain—an ideal spot for morning coffee or unwinding at the end of the day.

Residents of Sun Bay Club enjoy access to exceptional amenities, including a clubhouse, pool, tennis courts, and scenic walking paths around the expansive lake. The location is unbeatable—just a short walk to the RDV Sportsplex and conveniently close to shopping, major highways, and everyday essentials. Plus, you’re only a short drive to downtown Orlando, world-famous theme parks, and Orlando International Airport.

Additional highlights include a roof that is only 2 years old, offering added peace of mind.

This is a fantastic opportunity to own a spacious, updated condo in a prime location—schedule your private showing today!
#O6402450

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3 Beds

2 Baths

1,538 Sq.Ft.

$325,000

MLS#: O6402450

This beautiful Maitland Florida town home feels like living in a gated resort!  3 bedrooms, 2 1/2 baths, plus garage and loaded with upgrades including hardwood floors on both levels, crown molding, tall wood cabinets, stone counters and so much more.  Welcoming entry foyer with half bath, kitchen with island sink, large breakfast bar, stainless appliances, granite counters and custom backsplash.  Inviting living room and dining area offer plenty of space for entertaining, french door opens to private covered porch which overlooks the rear yard.  Upstairs the ensuite primary bedroom has a walk-in closet, great covered balcony area and a dual sink bathroom with glass enclosed shower.  Additional 2 bedrooms in the front of the upstairs share a hall bath and laundry closet with washer and dryer included.  Montacino is a gated European feeling award winning community with amazing pool area, lake frontage and a convenient location to shopping and i4.  This townhouse has a quiet location within the community offering privacy in the back area.  All exterior maintenance is included (roof and paint too)! HOA dues include new fiber with internet and channel package and all Montacino amenities.
#O6399560

MAITLAND

1393 BENEVOLENT STREET

3 Beds

2 Baths

1,674 Sq.Ft.

$379,000

MLS#: O6399560

Price reduced
Tucked into one of Maitland's most coveted lakefront enclaves, this beautifully updated townhome sits within a quietly maintained, tree-lined setting with direct access to Lake Destiny, a private community boat ramp, resort-style pool, and tennis courts, all just minutes from I-4, the 414, RDV Sportsplex, and the dining and shopping corridors of Maitland Center. First impressions set a private and secluded tone with a wrought-iron gated courtyard leads to a covered entry porch before you reach the front door. Inside, soaring vaulted ceilings and a dramatic arched transom window above the sliding glass doors flood the main level with natural light, creating an airy, open feel that far exceeds the square footage on paper. Wide-plank tile flooring runs throughout the main living areas, connecting the open living and dining spaces to a thoughtfully updated kitchen featuring white shaker cabinetry with crown accents, solid stone countertops, stainless steel appliances including a French door refrigerator and built-in microwave, pendant lighting above the breakfast bar peninsula, and a subway tile backsplash. The sliding doors open directly to a private screened patio framed by mature landscaping, creating the kind of indoor-outdoor flow that defines Florida living at its best. Upstairs, three generously sized bedrooms each offer ceiling fans, ample closet space, and brand new carpet and paint. The primary suite stands out with a 26ft footprint, two closets including a walk-in, and an ensuite bath featuring dual vanities, a full-wall vanity mirror, and a walk-in shower. Two additional bedrooms and a full bath complete the upper level, with the layout providing genuine separation and privacy between spaces. Back on the main floor, a versatile 9x9 bonus room with indoor laundry handles the day-to-day,
and the full-size washer and dryer convey. The big-ticket items are handled: 30-year tile roof replaced in 2023, HVAC installed in 2020, and brushed nickel fixtures updated throughout. The one-car garage with additional driveway parking and the gated courtyard entry give this unit a sense of privacy and security rare in townhome living. Whether you are looking for a low-maintenance primary residence, a lock-and-leave second home, or a smart investment in a well-managed community with real amenities and a lakefront address, this one makes an easy case.
#O6395028

MAITLAND

1010 WINDERLEY PLACE 127

3 Beds

2 Baths

1,563 Sq.Ft.

$332,500

MLS#: O6395028

Price reduced
Welcome to Lake Maitland Terrace, a charming lakeside community located on the Winter Park Chain of Lakes.  Step inside this beautifully reimagined 2 Bedroom, 2 Bathroom fully renovated, First floor – End unit condo, where every detail has been thoughtfully updated for style and function. Expect to be impressed from the moment you enter this custom designed masterpiece.  The open layout features a bright and airy great room featuring custom built-ins that flows seamlessly into the kitchen and dinette area. The kitchen is a chef inspired dream designed to maximize every square inch with custom cabinetry outfitting every wall from ceiling to floor that disappear into the background to reflect minimal lines, gorgeous marble waterfall countertops featuring counter height seating perfect for entertaining, top of the line BOSCH cooktop, dishwasher and microwave with french door refrigerator that disappears within the matching cabinetry.  The dedicated dinette features a built-in banquette for additional seating.  Primary suite is a spacious retreat featuring custom built-in storage for additional closet and storage space with a window seat.  Dedicated walk-in closet with ample space for shoes and attire.  The private en-suite has been fully transformed with marble from ceiling to floor, walk in rain head shower with a single floating vanity. Secondary bedroom is ample size equipped with built-in closet.  Secondary bathroom features marble flooring, rain head shower and floating vanity.  Additional features that offer convenience and sophistication is 24 x 28 marble tile flooring throughout for a seamless flow, FULL SIZE washer and dryer laundry closet, recessed lighting with dimmers, plantation shutters, tankless water heater and newer HVAC system.  Private screened lanai with partial lakeview perfect for relaxing and enjoying the cool lake breezes.  Unit has one dedicated parking space with ample guest parking in front of the building. Residents enjoy a low maintenance lifestyle with resort-style amenities, including a recently renovated lakeside pool, fishing dock, putting green, shuffleboard courts, racks for kayaks and paddleboards, private access to Lake Maitland and a clubhouse with kitchen.  The convenient location is within a short stroll of the Enzian Theater, Lake Lily, with Winter Park Village and Park Avenue just minutes away. Call today to schedule your private tour!
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2 Baths

816 Sq.Ft.

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Offered at a newly improved price, this highly desirable residence at Maitland Harbour is located within a boutique 38-unit lakefront condominium community nestled in the heart of Maitland. Ideally positioned on Lake Maitland—the largest lake on the Winter Park Chain of Lakes—this intimate and picturesque enclave offers access to the entire chain and a truly exceptional waterfront lifestyle. A hidden gem, Maitland Harbour blends timeless Mid-Century Modern architecture with the serenity of lakefront living. Designed by renowned architect Manfred Lopatka, a protégé of Frank Lloyd Wright, and built in 1964, the community reflects a distinctive Central Florida interpretation of classic modernist design. Inside this beautifully updated 2-bedroom, 2-bath residence offering 952 square feet, you will find light-filled living space with a clean, cohesive aesthetic throughout. The kitchen, renovated in 2020, features quartz countertops, a subway tile backsplash, open wood shelving, and a pass-through to the dining area, creating both functionality and visual connection to the main living space. The open-concept living and dining areas are bright and inviting, with warm-toned wood flooring and neutral finishes. The primary suite is a true retreat, complete with updated flooring (2020), soft natural light, newly added barn-style closet doors for improved storage access, and direct access to the private balcony—ideal for enjoying morning coffee or evening breezes. The en-suite bath, renovated by a previous owner, features neutral finishes and a glass-enclosed shower. The secondary bedroom is spacious and offers consistent updated flooring and fresh paint, and is located adjacent to a full guest bath with recent updates including vanity, lighting, and fixtures. Additional improvements include a new refrigerator (2023), new windows (2024), new HVAC (2025), and fresh interior paint (2025/2026). The community has completed major improvements including new roofs, pool enclosure, and exterior paint, and both the milestone inspection and structural integrity reserve study have been completed and are available for review. Residents enjoy a full suite of lakefront amenities including a waterfront pool, courtyard, boat slips, fishing pier, kayak storage, community room, private storage, covered parking, and an expansive entertaining deck overlooking Lake Maitland. The location is adjacent to historic Fort Maitland Park and directly across from Lake Lily, the heart of Maitland’s Cultural Corridor, known for concerts, the Maitland Art Festival, and the Sunday Farmers Market, and is just a short walk to the Enzian Theater and local dining, with easy access to Winter Park’s Park Avenue offering premier shopping, restaurants, museums, and year-round events. Enjoy low-maintenance lakefront living with beautiful interior spaces, a private balcony, and access to one of Central Florida’s most sought-after waterfront settings.
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952 Sq.Ft.

$332,500

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Welcome to this thoughtfully updated one-story home in the established community of English Estates, where timeless design and everyday comfort come together. A brick paver driveway leads to the front porch creating an inviting first impression. Inside, the light-filled living room opens effortlessly into the heart of the home. The updated kitchen features granite countertops, beautiful 42-inch cabinets, stainless steel appliances, and a convenient breakfast bar perfectly positioned to flow into the dining area. A separate family room offers additional living space and opens to a covered, screened porch which is an ideal setting for relaxed evenings or casual outdoor dining. Back inside, two secondary bedrooms share a beautifully updated full bath, while the primary bedroom offers a peaceful retreat complete with its own private en suite bathroom. Step outside to a spacious, fenced backyard with plenty of room for entertaining, gardening, or simply enjoying the Florida sunshine. Recent improvements that add both value and peace of mind, include a new roof (2024) with transferable five-year warranty,  A/C (2021), whole house replumbed (2021), irrigation system (2022), septic drain field (2018) and updated double paned windows. You will love how close you will be to to Winter Park with their great farmers markets, Park Ave and so much more! Conveniently located with easy access to major roadways, shopping, and restaurants, this move in ready home offers a wonderful blend of comfort, updates, and location. A home that is easy to enjoy and well worth seeing in person. Schedule your showing today!
#O6387809

MAITLAND

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3 Beds

2 Baths

1,370 Sq.Ft.

$459,000

MLS#: O6387809

This luxury condominium is in the established complex of Lake Maitland Terrace which sits on the shores of Lake Maitland, Winter Park Chain of Lakes. This immaculately maintained complex includes 11, 2-story, mid-century modern buildings sprawled across several acres, creating beautiful green space and picturesque views across the lake. This unit is special. A complete renovation with every detail accounted for, it is turnkey with enduring design. Warm wood floors are carried through spaces, kitchen has been opened to living room and flanked with windows allowing natural light to shine. Kitchen features white 42-inch shaker style cabinetry, quartz counters, subway tile backsplash, open shelving and stainless appliances. Counter seating is inviting and creates great kitchen function with loads of counter space for the aspiring chef. Primary suite is spacious with large closet storage, and renovated bath. Secondary bedroom and additional bath add to the flexibility of the unit, a guest room or home office. Indoor laundry makes this lock-and-go lifestyle even more appealing. Custom window treatments, closet system storage, updated HVAC, and fresh paint throughout. The location is pristine with walkability to the Enzian independent theatre, Lake Lily Park with a recreational trail and park, and home to community events, many restaurants and more. A short distance to Winter Park Village and Park Avenue and zoned for incredible schools with Dommerich Elementary, Maitland Middle & Winter Park Highschool. Complex is amenity-rich with sidewalks, community pool, generous dock, shuffleboards and more. Make this rare opportunity yours to own a little slice of this Maitland treasure.
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2 Beds

1 Baths

816 Sq.Ft.

$349,000

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Opportunity in the Maitland / Winter Park area! This one-owner home, held by the same family since the 1960s, is ideally located near shopping, dining, parks, and major roadways, providing convenient access throughout Central Florida.
The property offers potential for renovation, expansion, or redevelopment, with a lot that provides space for future improvements. Ideal for homeowners, builders, or investors seeking a property in a desirable and established area.
The adjacent property to the west (210 Alpine) is also available for purchase. Contact the listing agent for additional information and pricing on the neighboring parcel.
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2 Beds

1 Baths

988 Sq.Ft.

$427,400

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Wake up to shimmering lake views and unwind each evening with breathtaking Florida sunsets in this beautifully refreshed 2-bedroom, 2-bathroom condo. From the moment you step off the elevator, you’re welcomed into a light-filled, open-concept living space highlighted by oversized glass sliding doors that lead to a private enclosed patio—seamlessly blending indoor and outdoor living.

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cThe primary suite offers a quiet, private retreat with its own bath, while the split-bedroom layout ensures comfort and privacy for guests.
Life at The Moorings is centered around a relaxed, lakeside lifestyle—complete with a community pool, heated spa, clubhouse, lushly landscaped grounds, and direct access to Lake Maitland on the Winter Park Chain of Lakes. Spend your days on the lakefront dock or hosting poolside gatherings, then enjoy the convenience of walking to local favorites like Luke’s and Antonio’s or exploring Maitland’s newly designed downtown with green spaces, farmers markets, and vibrant community events.
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