Drpropertiesnow.com Search Results

Welcome home to this charming 1940's bungalow in Orwin Manor, one of Winter Park’s most sought-after neighborhoods. The single-story home has 3 bedrooms, 2 full baths and 1,594 square feet of living space. It keeps its original character, with wood floors throughout and graceful curved entryways. In the living room, a wood-burning fireplace sets a warm, inviting tone, and the open layout flows into the formal dining room, making the home easy to entertain in and comfortable for everyday living. The kitchen has been updated with shaker cabinetry, granite countertops and stainless steel appliances, while keeping the home’s vintage charm. A split bedroom plan gives the primary suite added privacy, with an en suite bath featuring a walk-in shower and a walk-in closet. Outside, the home sits on an oversized 0.31-acre lot (100 x 135), leaving plenty of room for gardening, play, outdoor living or future expansion, and a detached one-car garage adds storage and parking. HVAC 2020, Water Heater 2020. Orwin Manor is a well-established, walkable community close to Winter Park’s restaurants and shopping, with easy access to major roadways. This home has great bones and a prime location, with plenty of potential to make it your own. Opportunities like this in Orwin Manor don’t come along often, so schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ O6452727 MLS

Welcome home to this charming 1940's bungalow in Orwin Manor, one of Winter Park’s most sought-after neighborhoods. The single-story home has 3 bedrooms, 2 full baths and 1,594 square feet of living space. It keeps its original character, with wood floors throughout and graceful curved entryways. In the living room, a wood-burning fireplace sets a warm, inviting tone, and the open layout flows into the formal dining room, making the home easy to entertain in and comfortable for everyday living. The kitchen has been updated with shaker cabinetry, granite countertops and stainless steel appliances, while keeping the home’s vintage charm. A split bedroom plan gives the primary suite added privacy, with an en suite bath featuring a walk-in shower and a walk-in closet. Outside, the home sits on an oversized 0.31-acre lot (100 x 135), leaving plenty of room for gardening, play, outdoor living or future expansion, and a detached one-car garage adds storage and parking. HVAC 2020, Water Heater 2020. Orwin Manor is a well-established, walkable community close to Winter Park’s restaurants and shopping, with easy access to major roadways. This home has great bones and a prime location, with plenty of potential to make it your own. Opportunities like this in Orwin Manor don’t come along often, so schedule your private showing today!

1401 Pelham Road, Winter Park

$449,900

PRICE REDUCED!!! Don’t miss this wonderful opportunity to own a 3-bedroom, 2-bath home in the desirable Orwin Manor area of Winter Park, conveniently located just minutes from AdventHealth, Park Avenue, Downtown Orlando, and I-4. This spacious two-story home features a flexible layout with a two-car garage, remodeled bathrooms, and plenty of living space. The first floor offers a large bedroom, a beautifully remodeled full bathroom, a laundry area and access to the enclosed/screened patio and backyard. Upstairs, you’ll find an open kitchen with stainless steel appliances, a dining area, and a spacious living room. The second floor also features two bedrooms, including the primary bedroom with a remodeled bathroom. Wood flooring and carpet are featured throughout the home. Additional improvements include a roof approximately 5 years old, completely refreshed landscaping and outside power washed. Sliding doors off the kitchen and dining area lead to a new outdoor deck, creating an ideal space for outdoor dining, entertaining, and enjoying the Florida lifestyle. The convenient location provides easy access to major roads, shopping, dining, entertainment, and all that Winter Park and Downtown Orlando have to offer. This home offers a great combination of location, space, and recent updates. Schedule your showing today!

3 Beds ⋅ 2 Baths ⋅ L4965340 MLS

PRICE REDUCED!!! Don’t miss this wonderful opportunity to own a 3-bedroom, 2-bath home in the desirable Orwin Manor area of Winter Park, conveniently located just minutes from AdventHealth, Park Avenue, Downtown Orlando, and I-4. This spacious two-story home features a flexible layout with a two-car garage, remodeled bathrooms, and plenty of living space. The first floor offers a large bedroom, a beautifully remodeled full bathroom, a laundry area and access to the enclosed/screened patio and backyard. Upstairs, you’ll find an open kitchen with stainless steel appliances, a dining area, and a spacious living room. The second floor also features two bedrooms, including the primary bedroom with a remodeled bathroom. Wood flooring and carpet are featured throughout the home. Additional improvements include a roof approximately 5 years old, completely refreshed landscaping and outside power washed. Sliding doors off the kitchen and dining area lead to a new outdoor deck, creating an ideal space for outdoor dining, entertaining, and enjoying the Florida lifestyle. The convenient location provides easy access to major roads, shopping, dining, entertainment, and all that Winter Park and Downtown Orlando have to offer. This home offers a great combination of location, space, and recent updates. Schedule your showing today!

1660 Orange Avenue, Winter Park

$959,000

Located in the sought-after Orwin Manor Neighborhood, 601 Westminster Street offers the character, craftsmanship and has been thoughtfully updated for today’s elevated lifestyle. From the moment you enter the foyer, original wood flooring, crown molding and custom plantation shutters set the tone for a home that feels both timeless and refined. The formal living room is anchored by a wood-burning brick fireplace with a custom Tiger Maple Wood surround, while the formal dining room provides an elegant setting for entertaining. The spacious kitchen blends style and function with granite countertops, solid wood cabinetry, bar seating, a gas KitchenAid range, KitchenAid refrigerator and dishwasher, microwave and abundant storage, all opening seamlessly to the family room. Designed for easy everyday living and entertaining, an additional dining area flows into the spacious family room, featuring built-in storage and surround-sound speakers. Custom French doors add another layer of architectural character and open to the outdoor patio overlooking the beautifully manicured backyard—an inviting setting for morning coffee, outdoor dining or casual entertaining and plenty of space to make it your own. The private primary suite offers a relaxing retreat filled with natural light and French door access to the patio. The updated primary bath features a double vanity, private water closet, garden soaking tub and walk-in shower with a rain showerhead. A spacious walk-in closet is thoughtfully designed with custom built-ins. The updated guest bath features a walk-in shower, while a convenient half bath serves the main living areas. A Bosch washer and dryer complete the dedicated interior laundry space. The location is equally impressive. Less than two miles from Winter Parks Park Avenue District, this home offers convenient access to Trader Joe’s, Whole Foods, Publix, museums and the elevated shopping, dining and entertainment that make Winter Park one of Central Florida’s most desirable destinations. AdventHealth’s flagship hospital campus is also less than one mile away. Rich in original detail yet beautifully adapted for contemporary living, this Orwin Manor home delivers an exceptional combination of historic Orlando charm, thoughtful modern updates and an enviable location between Orlando and Winter Park.

3 Beds ⋅ 3 Baths ⋅ O6435412 MLS

Located in the sought-after Orwin Manor Neighborhood, 601 Westminster Street offers the character, craftsmanship and has been thoughtfully updated for today’s elevated lifestyle. From the moment you enter the foyer, original wood flooring, crown molding and custom plantation shutters set the tone for a home that feels both timeless and refined. The formal living room is anchored by a wood-burning brick fireplace with a custom Tiger Maple Wood surround, while the formal dining room provides an elegant setting for entertaining. The spacious kitchen blends style and function with granite countertops, solid wood cabinetry, bar seating, a gas KitchenAid range, KitchenAid refrigerator and dishwasher, microwave and abundant storage, all opening seamlessly to the family room. Designed for easy everyday living and entertaining, an additional dining area flows into the spacious family room, featuring built-in storage and surround-sound speakers. Custom French doors add another layer of architectural character and open to the outdoor patio overlooking the beautifully manicured backyard—an inviting setting for morning coffee, outdoor dining or casual entertaining and plenty of space to make it your own. The private primary suite offers a relaxing retreat filled with natural light and French door access to the patio. The updated primary bath features a double vanity, private water closet, garden soaking tub and walk-in shower with a rain showerhead. A spacious walk-in closet is thoughtfully designed with custom built-ins. The updated guest bath features a walk-in shower, while a convenient half bath serves the main living areas. A Bosch washer and dryer complete the dedicated interior laundry space. The location is equally impressive. Less than two miles from Winter Parks Park Avenue District, this home offers convenient access to Trader Joe’s, Whole Foods, Publix, museums and the elevated shopping, dining and entertainment that make Winter Park one of Central Florida’s most desirable destinations. AdventHealth’s flagship hospital campus is also less than one mile away. Rich in original detail yet beautifully adapted for contemporary living, this Orwin Manor home delivers an exceptional combination of historic Orlando charm, thoughtful modern updates and an enviable location between Orlando and Winter Park.

601 Westminster Street, Orlando

$429,000

A rare opportunity in Winter Park's 32789: one of the most affordable single-family homes currently on the market! Charming 1950 block bungalow in sought-after Orwin Manor! This inviting 3-bedroom, 2-bath home sits on a generous corner lot with a side-load driveway and garage, offering added breathing room, curb appeal, and convenience. A paver walkway leads to the covered front porch, setting the tone for the home’s classic character and welcoming appeal. Inside, original hardwood floors complement a renovated, generously sized kitchen—ideal for everyday living and entertaining. Recent improvements include a 2020 roof, 2021 HVAC system, plus new windows, doors, and added insulation. The dining room features French doors opening to a newly poured concrete patio and charming backyard offering loads of potential for gardening, play, pets, or creating your own private outdoor retreat. Previously utilized as an investment rental, this property presents an excellent opportunity for an owner-occupant or investor seeking a desirable Winter Park location with strong rental appeal. Enjoy close proximity to AdventHealth’s world-class Orlando campus, as well as the shopping, dining, and lifestyle destinations of Winter Park, Park Avenue, Mills 50, and downtown Orlando. A wonderful opportunity to own a character-filled home in one of the area’s most desirable central neighborhoods.

3 Beds ⋅ 2 Baths ⋅ O6432617 MLS

A rare opportunity in Winter Park's 32789: one of the most affordable single-family homes currently on the market! Charming 1950 block bungalow in sought-after Orwin Manor! This inviting 3-bedroom, 2-bath home sits on a generous corner lot with a side-load driveway and garage, offering added breathing room, curb appeal, and convenience. A paver walkway leads to the covered front porch, setting the tone for the home’s classic character and welcoming appeal. Inside, original hardwood floors complement a renovated, generously sized kitchen—ideal for everyday living and entertaining. Recent improvements include a 2020 roof, 2021 HVAC system, plus new windows, doors, and added insulation. The dining room features French doors opening to a newly poured concrete patio and charming backyard offering loads of potential for gardening, play, pets, or creating your own private outdoor retreat. Previously utilized as an investment rental, this property presents an excellent opportunity for an owner-occupant or investor seeking a desirable Winter Park location with strong rental appeal. Enjoy close proximity to AdventHealth’s world-class Orlando campus, as well as the shopping, dining, and lifestyle destinations of Winter Park, Park Avenue, Mills 50, and downtown Orlando. A wonderful opportunity to own a character-filled home in one of the area’s most desirable central neighborhoods.

1652 Berkshire Avenue, Winter Park

$1,369,000

LOCATION LOCATION LOCATION. Discover exceptional new construction in the heart of Winter Park. Completed in 2025, this stunning Mediterranean-inspired residence offers 5 bedrooms, 4 bathrooms, and nearly 2,900 square feet of thoughtfully designed living space. Situated on a charming, tree-lined street, the home combines timeless elegance with modern luxury. The open-concept floor plan features 10-foot ceilings, 8-foot doors, luxury vinyl plank flooring throughout, and an expansive great room with an electric fireplace. The gourmet kitchen is designed to impress with quartz countertops, custom cabinetry, stainless steel appliances, a large center island, and abundant storage. A unique under-stair wine cellar adds character and sophistication, while a first-floor guest suite provides privacy and flexibility. Upstairs, the spacious primary suite overlooks the backyard and pool area and includes a spa-inspired bathroom with dual vanities, a soaking tub, walk-in shower, and generous walk-in closet. Three additional bedrooms comfortable accommodations, including a Jack-and-Jill layout and a private In-suite bedroom. A conveniently located upstairs laundry room completes the second level. Step outside to your private outdoor retreat featuring a beautifully landscaped backyard, sparkling in-ground pool, covered lanai, and summer kitchen with built-in grill—perfect for entertaining year-round. Ideally located just minutes from Winter Park’s renowned shopping, dining, parks, and cultural attractions, this exceptional home offers the rare opportunity to enjoy the benefits of brand-new construction in one of Central Florida’s most sought-after communities. Schedule your private showing today.

5 Beds ⋅ 4 Baths ⋅ O6415098 MLS

LOCATION LOCATION LOCATION. Discover exceptional new construction in the heart of Winter Park. Completed in 2025, this stunning Mediterranean-inspired residence offers 5 bedrooms, 4 bathrooms, and nearly 2,900 square feet of thoughtfully designed living space. Situated on a charming, tree-lined street, the home combines timeless elegance with modern luxury. The open-concept floor plan features 10-foot ceilings, 8-foot doors, luxury vinyl plank flooring throughout, and an expansive great room with an electric fireplace. The gourmet kitchen is designed to impress with quartz countertops, custom cabinetry, stainless steel appliances, a large center island, and abundant storage. A unique under-stair wine cellar adds character and sophistication, while a first-floor guest suite provides privacy and flexibility. Upstairs, the spacious primary suite overlooks the backyard and pool area and includes a spa-inspired bathroom with dual vanities, a soaking tub, walk-in shower, and generous walk-in closet. Three additional bedrooms comfortable accommodations, including a Jack-and-Jill layout and a private In-suite bedroom. A conveniently located upstairs laundry room completes the second level. Step outside to your private outdoor retreat featuring a beautifully landscaped backyard, sparkling in-ground pool, covered lanai, and summer kitchen with built-in grill—perfect for entertaining year-round. Ideally located just minutes from Winter Park’s renowned shopping, dining, parks, and cultural attractions, this exceptional home offers the rare opportunity to enjoy the benefits of brand-new construction in one of Central Florida’s most sought-after communities. Schedule your private showing today.

1473 Berkshire Avenue, Winter Park

$969,000

NEW PRICE $969,000! Here's your chance... Stunning Renovation in the Heart of Orwin Manor | 3 BD | 3 BA | 2,349 SF A rare find in one of Winter Park's most sought-after neighborhoods, this beautifully reimagined 1947 estate blends the character of a classic home with the quality of brand-new construction. Renovated by the celebrated Maroon Fine Homes, every inch of its 2,349 square feet has been thoughtfully reconsidered. Hardwood floors run throughout the main level, setting a tone of understated warmth the moment you walk in. The galley kitchen is a standout — white cabinetry, quartz countertops, and stainless appliances come together in a clean, functional layout any home cook will appreciate. Three distinct living areas — formal living, dining, and family rooms — offer flexibility for both everyday life and entertaining, with recessed lighting throughout and a wood-burning fireplace anchoring the family room. Upstairs, the primary suite feels like a true retreat: dual walk-in closets outfitted with custom Closets by Design systems and a spa-like bath with double vanity and a generous walk-in shower. Two guest bedrooms are equally well-considered — one with its own en suite, the other steps from a beautifully finished hall bath. Outside, the oversized corner lot delivers serious curb appeal and room to breathe. A new saltwater pool with a built-in sunshelf is the centerpiece, surrounded by a pergola patio, a private courtyard for al fresco dining, and professional landscape lighting that makes evenings genuinely special. The home's systems have been upgraded just as carefully as its finishes: Generac whole-house generator, Rinnai tankless water heater, Lumin smart switches, new roof with leaf guards (2024), updated HVAC (2020), and fully modernized plumbing and electrical. Driveway pavers, full perimeter fencing, an irrigation system, an active Massey termite bond, and a two-car garage round out a property that truly has it all. Homes renovated to this standard in Orwin Manor don't come along often — this one is worth seeing in person.

3 Beds ⋅ 3 Baths ⋅ O6404982 MLS

NEW PRICE $969,000! Here's your chance... Stunning Renovation in the Heart of Orwin Manor | 3 BD | 3 BA | 2,349 SF A rare find in one of Winter Park's most sought-after neighborhoods, this beautifully reimagined 1947 estate blends the character of a classic home with the quality of brand-new construction. Renovated by the celebrated Maroon Fine Homes, every inch of its 2,349 square feet has been thoughtfully reconsidered. Hardwood floors run throughout the main level, setting a tone of understated warmth the moment you walk in. The galley kitchen is a standout — white cabinetry, quartz countertops, and stainless appliances come together in a clean, functional layout any home cook will appreciate. Three distinct living areas — formal living, dining, and family rooms — offer flexibility for both everyday life and entertaining, with recessed lighting throughout and a wood-burning fireplace anchoring the family room. Upstairs, the primary suite feels like a true retreat: dual walk-in closets outfitted with custom Closets by Design systems and a spa-like bath with double vanity and a generous walk-in shower. Two guest bedrooms are equally well-considered — one with its own en suite, the other steps from a beautifully finished hall bath. Outside, the oversized corner lot delivers serious curb appeal and room to breathe. A new saltwater pool with a built-in sunshelf is the centerpiece, surrounded by a pergola patio, a private courtyard for al fresco dining, and professional landscape lighting that makes evenings genuinely special. The home's systems have been upgraded just as carefully as its finishes: Generac whole-house generator, Rinnai tankless water heater, Lumin smart switches, new roof with leaf guards (2024), updated HVAC (2020), and fully modernized plumbing and electrical. Driveway pavers, full perimeter fencing, an irrigation system, an active Massey termite bond, and a two-car garage round out a property that truly has it all. Homes renovated to this standard in Orwin Manor don't come along often — this one is worth seeing in person.

505 Westminster Street, Orlando

$524,900

In the sought-after Orwin Manor neighborhood, this beautifully updated one-story residence offers a seamless blend of comfort, style and convenience. Featuring three bedrooms and two baths, the home showcases an open-concept floor plan enhanced by engineered wood flooring that extends throughout every room, creating a cohesive and inviting living environment. The kitchen is thoughtfully updated with quartz countertops, refreshed cabinetry, newer appliances and a charming breakfast nook, ideal for casual dining. The living spaces flow effortlessly to a wonderful enclosed porch, providing additional year-round enjoyment, with direct access to an open brick-paver patio complete with a firepit, all set in a fully fenced backyard ideal for entertaining or relaxing in privacy. Both baths have been tastefully updated, and a new roof installed in 2021 that adds to the home’s overall appeal and peace of mind. Ideally just minutes from vibrant shopping and dining of downtown Winter Park and College Park, with convenient access to major roadways and the AdventHealth Orlando campus, this home offers exceptional accessibility to all metro Orlando has to offer. Whether as a primary residence or an investment opportunity, this property presents an exceptional offering in a prime, established location.

3 Beds ⋅ 2 Baths ⋅ O6399014 MLS

In the sought-after Orwin Manor neighborhood, this beautifully updated one-story residence offers a seamless blend of comfort, style and convenience. Featuring three bedrooms and two baths, the home showcases an open-concept floor plan enhanced by engineered wood flooring that extends throughout every room, creating a cohesive and inviting living environment. The kitchen is thoughtfully updated with quartz countertops, refreshed cabinetry, newer appliances and a charming breakfast nook, ideal for casual dining. The living spaces flow effortlessly to a wonderful enclosed porch, providing additional year-round enjoyment, with direct access to an open brick-paver patio complete with a firepit, all set in a fully fenced backyard ideal for entertaining or relaxing in privacy. Both baths have been tastefully updated, and a new roof installed in 2021 that adds to the home’s overall appeal and peace of mind. Ideally just minutes from vibrant shopping and dining of downtown Winter Park and College Park, with convenient access to major roadways and the AdventHealth Orlando campus, this home offers exceptional accessibility to all metro Orlando has to offer. Whether as a primary residence or an investment opportunity, this property presents an exceptional offering in a prime, established location.

1741 Westchester Avenue, Winter Park

How much is your home worth?

How much is your home worth?